ANIONIC-CATIONIC-NONIONIC SURFACTANT,PRODUCTION AND USE THEREOF

Abstract

This invention relates to an anionic-cationic-nonionic surfactant as substantially represented by the formula (I), production and use thereof in tertiary oil recovery. The anionic-cationic-nonionic surfactant of this invention exhibits significantly improved interfacial activity and stability as compared with the prior art. With the present anionic-cationic-nonionic surfactant, a flooding fluid composition for tertiary oil recovery with improved oil displacement efficiency and oil washing capability as compared with the prior art could be produced.

##STR00001##

In the formula (I), each group is as defined in the specification.

Claims

1. An anionic-cationic-nonionic surfactant, representing one or more selected from the group consisting of compounds as substantially represented by the formula (I), ##STR00211## in the formula (I), the group N.sup.+ represents a quaternary nitrogen cation; the groups R.sub.1 to R.sub.3 may be identical with or different from one another, each independently selected from the group consisting of an optionally substituted C.sub.1-50 (preferably C.sub.1-20) linear or branched alkyl, an optionally substituted C.sub.5-50 (preferably C.sub.5-10 or C.sub.5-8) monocyclic or polycyclic cycloalkyl (preferably C.sub.5-7 monocyclic cycloalkyl, for example, cyclohexyl), an optionally substituted C.sub.2-50 (preferably C.sub.2-20) linear or branched alkenyl, an optionally substituted C.sub.6-50 (preferably C.sub.6-20) aryl and a group represented by the formula ##STR00212##  with the proviso that at least one out of the groups R.sub.1 to R.sub.3 represents the group represented by the formula ##STR00213##  by “optionally substituted” herein, it refers to optionally substituted by one or more substituent selected from the group consisting of oxo, hydroxyl, a group represented by the formula ##STR00214##  a C.sub.1-20 (preferably C.sub.1-10) linear or branched alkyl, a C.sub.5-10 (preferably C.sub.5-8 or C.sub.5-7) monocyclic or polycyclic cycloalkyl (for example, cyclohexyl), a C.sub.2-20 (preferably C.sub.2-10) linear or branched alkenyl and a C.sub.6-20 (preferably C.sub.6-10) aryl; the group Rh represents an optionally substituted C.sub.1-50 (preferably C.sub.1-20) linear or branched alkyl, an optionally substituted C.sub.5-50 (preferably C.sub.5-10 or C.sub.5-8) monocyclic or polycyclic cycloalkyl (for example, cyclohexyl), an optionally substituted C.sub.2-50 (preferably C.sub.2-20) linear or branched alkenyl or an optionally substituted C.sub.6-50 (preferably C.sub.6-20) aryl; the group X.sup.− represents a halogen ion (preferably fluoride ion, chloride ion, bromide ion or iodide ion, more preferably chloride ion) or hydroxide ion (OH.sup.−); the group Link represents an optionally substituted x+1 valent C.sub.1-50 (preferably C.sub.1-20) linear or branched alkyl, an optionally substituted x+1 valent C.sub.5-50 (preferably C.sub.5-10 or C.sub.5-8) monocyclic or polycyclic cycloalkyl (preferably C.sub.5-7 monocyclic cycloalkyl, for example, cyclohexyl), an optionally substituted x+1 valent C.sub.2-50 (preferably C.sub.2-20) linear or branched alkenyl, an optionally substituted x+1 valent C.sub.6-50 (preferably C.sub.6-20) aryl or an optionally substituted x+1 valent C.sub.3-50 (preferably C.sub.3-20) linear or branched heteroalkyl; plural group Poly may be identical with or different from one another, each independently represents a group represented by the formula ##STR00215##  plural group L may be identical with or different from one another, each independently selected from the group consisting of an optionally substituted C.sub.1-10 linear or branched alkylene and an optionally substituted C.sub.2-10 linear or branched alkenylene (preferably each independently represents an optionally substituted C.sub.1-5 linear or branched alkylene); plural group Salt may be identical with or different from one another, each independently represents a group represented by the formula -A.sup.−(M).sub.r.sup.+, wherein the group A.sup.− represents a carboxylate ion (COO.sup.−) or a sulfonate ion (SO.sub.3.sup.−); the numerical value x represents an integer from 1 to 10 (preferably an integer from 1 to 4, for example, 1, 2 or 3); among plural group Poly, plural numerical value y may be identical with or different from one another, each independently represents a value from 0 to 200 (preferably a value from 0 to 100), with the proviso that the sum of all (i.e. x in total) numerical values y is greater than 0; among plural group Poly, plural group Ru may be identical with or different from one another, each independently represents a C.sub.2-6 linear or branched alkylene (preferably each independently represents —CH.sub.2—CH.sub.2— or —CH.sub.2—CH(CH.sub.3)—); the group M represents alkali metal (preferably Li, Na or K), alkaline earth metal (preferably Mg or Ca) or ammonium (NH.sub.4); when the group M represents alkali metal or ammonium, r=1; when the group M represents alkaline earth metal, r=0.5, unless otherwise specified, by “optionally substituted”, it refers to optionally substituted by one or more substituent selected from the group consisting of oxo, hydroxyl, a C.sub.1-20 (preferably C.sub.1-10) linear or branched alkyl, a C.sub.5-10 (preferably C.sub.5-8 or C.sub.5-7) monocyclic or polycyclic cycloalkyl (for example, cyclohexyl), a C.sub.2-20 (preferably C.sub.2-10) linear or branched alkenyl and a C.sub.6-20 (preferably C.sub.6-10) aryl, wherein, the linear or branched heteroalkyl represents a group obtained by directly replacing one or more group —CH.sub.2— locating inside the molecular structure of a linear or branched alkyl by a corresponding number of replacing group selected from —O—, —S—, —NR′— (wherein the group R′ represents an optionally substituted C.sub.1-20 (preferably C.sub.1-10) linear or branched alkyl, an optionally substituted C.sub.5-10 (preferably C.sub.5-8 or C.sub.5-7) monocyclic or polycyclic cycloalkyl, an optionally substituted C.sub.2-20 (preferably C.sub.2-10) linear or branched alkenyl or an optionally substituted C.sub.6-20 (preferably C.sub.6-10) aryl) or ##STR00216##  (wherein the group N.sup.+ represents a quaternary nitrogen cation; the group R′ represents an optionally substituted C.sub.1-20 (preferably C.sub.1-10) linear or branched alkyl, an optionally substituted C.sub.5-10 (preferably C.sub.5-8 or C.sub.5-7) monocyclic or polycyclic cycloalkyl, an optionally substituted C.sub.2-20 (preferably C.sub.2-10) linear or branched alkenyl or an optionally substituted C.sub.6-20 (preferably C.sub.6-10) aryl; the group Rh represents an optionally substituted C.sub.1-50 (preferably C.sub.1-20) linear or branched alkyl, an optionally substituted C.sub.5-50 (preferably C.sub.5-10 or C.sub.5-8) monocyclic or polycyclic cycloalkyl (for example, cyclohexyl), an optionally substituted C.sub.2-50 (preferably C.sub.2-20) linear or branched alkenyl or an optionally substituted C.sub.6-50 (preferably C.sub.6-20) aryl; the group X.sup.− represents a halogen ion (preferably fluoride ion, chloride ion, bromide ion or iodide ion, more preferably chloride ion) or hydroxide ion (OH.sup.−)), or a group obtained by directly replacing one or more group ##STR00217##  locating inside the molecular structure of a linear or branched alkyl by a corresponding number of replacing group ##STR00218##  or ##STR00219##  (wherein the group N.sup.+ represents a quaternary nitrogen cation; the group Rh represents an optionally substituted C.sub.1-50 (preferably C.sub.1-20) linear or branched alkyl, an optionally substituted C.sub.5-50 (preferably C.sub.5-10 or C.sub.5-8) monocyclic or polycyclic cycloalkyl (for example, cyclohexyl), an optionally substituted C.sub.2-50 (preferably C.sub.2-20) linear or branched alkenyl or an optionally substituted C.sub.6-50 (preferably C.sub.6-20) aryl; the group X.sup.− represents a halogen ion (preferably fluoride ion, chloride ion, bromide ion or iodide ion, more preferably chloride ion) or hydroxide ion (OH.sup.−)), with the proviso that at least one out of the group R.sub.1, the group R.sub.2, the group R.sub.3 and the group Rh comprises in its molecular structure a C.sub.8 linear moiety.

2. The anionic-cationic-nonionic surfactant according to claim 1, wherein the plural group Poly each independently represents an ether segment represented by the formula ##STR00220## among plural group Poly, plural numerical value m may be identical with or different from one another, each independently represents a value from 0 to 100, preferably a value from 0 to 50; among plural group Poly, plural numerical value n may be identical with or different from one another, each independently represents a value from 0 to 100, preferably a value from 0 to 50, with the proviso that the sum of all numerical values m and all numerical values n is greater than 0; preferably, the sum of all numerical values m is greater than 0 but not greater than 100 (preferably not greater than 50) and/or the sum of all numerical values n is greater than 0 but not greater than 100 (preferably not greater than 50).

3. The anionic-cationic-nonionic surfactant according to claim 1, representing one or more selected from the group consisting of the compound as substantially represented by the formula (I-1), the compound as substantially represented by the formula (I-2), the compound as substantially represented by the formula (I-3) and the compound as substantially represented by the formula (I-4), with the proviso that, at least one N atom contained in the molecular structure thereof bonds to an additional group Rh and an additional group X so as to form into a quaternary ammonium salt/hydroxide group represented by the formula ##STR00221## (wherein the group N.sup.+ represents the at least one N atom in the form of quaternary nitrogen cation; the group Rh represents an optionally substituted C.sub.1-50 (preferably C.sub.1-20) linear or branched alkyl, an optionally substituted C.sub.5-50 (preferably C.sub.5-10 or C.sub.5-8) monocyclic or polycyclic cycloalkyl (for example, cyclohexyl), an optionally substituted C.sub.2-50 (preferably C.sub.2-20) linear or branched alkenyl or an optionally substituted C.sub.6-50 (preferably C.sub.6-20) aryl; the group X.sup.− represents a halogen ion (preferably fluoride ion, chloride ion, bromide ion or iodide ion, more preferably chloride ion) or hydroxide ion (OH.sup.−)), ##STR00222## in the formula (I-1), plural group Ra may be identical with or different from one another, each independently selected from the group consisting of hydrogen, an optionally substituted C.sub.1-20 linear or branched alkyl, an optionally substituted C.sub.2-20 linear or branched alkenyl and an optionally substituted C.sub.6-10 aryl; plural group Ra′ may be identical with or different from one another, each independently selected from the group consisting of a single bond, an optionally substituted C.sub.1-10 linear or branched alkylene, an optionally substituted C.sub.2-10 linear or branched alkenylene, carbonyl, an optionally substituted C.sub.1-10 linear or branched alkylene carbonyl and an optionally substituted C.sub.2-10 linear or branched alkenylene carbonyl, preferably each independently selected from the group consisting of a single bond and an optionally substituted C.sub.1-6 linear or branched alkylene; the numerical value b represents an integer from 1 to 3, preferably 1; plural group Y may be identical with or different from one another, each independently selected from the group consisting of N and O, with the proviso that when the group Y represents N, a=1, when the group Y represents O, a=0, and at least one group Y represents N; the numerical value x′ represents an integer from 1 to 5 (preferably an integer from 1 to 4, for example, 1, 2 or 3); plural group Rp.sub.1 may be identical with or different from one another, each independently selected from the group consisting of a group represented by the formula ##STR00223## hydrogen, an optionally substituted C.sub.1-50 (preferably C.sub.1-20) linear or branched alkyl, an optionally substituted C.sub.5-50 (preferably C.sub.5-10 or C.sub.5-8) monocyclic or polycyclic cycloalkyl (for example, cyclohexyl), an optionally substituted C.sub.2-50 (preferably C.sub.2-20) linear or branched alkenyl and an optionally substituted C.sub.6-50 (preferably C.sub.6-20) aryl, with the proviso that at least one of the groups Rp.sub.1 represents a group represented by the formula ##STR00224## plural group Rp.sub.2 may be identical with or different from one another, each independently selected from the group consisting of a group represented by the formula ##STR00225## hydrogen, an optionally substituted C.sub.1-50 (preferably C.sub.1-20) linear or branched alkyl, an optionally substituted C.sub.5-50 (preferably C.sub.5-10 or C.sub.5-8) monocyclic or polycyclic cycloalkyl (for example, cyclohexyl), an optionally substituted C.sub.2-50 (preferably C.sub.2-20) linear or branched alkenyl and an optionally substituted C.sub.6-50 (preferably C.sub.6-20) aryl; plural numerical value m′ may be identical with or different from one another, each independently represents a value from 0 to 100, preferably a value from 0 to 50, plural numerical value n′ may be identical with or different from one another, each independently represents a value from 0 to 100, preferably a value from 0 to 50, plural numerical value m″ may be identical with or different from one another, each independently represents a value from 0 to 100, preferably a value from 0 to 50, plural numerical value n″ may be identical with or different from one another, each independently represents a value from 0 to 100, preferably a value from 0 to 50, with the proviso that the sum of all numerical values m′ and all numerical values m″ and all numerical values n′ and all numerical values n″ is greater than 0 but not greater than 200 (preferably greater than 0 but not greater than 100); plural group L may be identical with or different from one another, each independently selected from the group consisting of an optionally substituted C.sub.1-10 linear or branched alkylene and an optionally substituted C.sub.2-10 linear or branched alkenylene (preferably each independently represents an optionally substituted C.sub.1-5 linear or branched alkylene); plural group Salt may be identical with or different from one another, each independently represents a group represented by the formula -A.sup.−(M).sub.r.sup.+, wherein the group A.sup.− represents a carboxylate ion (COO.sup.−) or a sulfonate ion (SO.sub.3.sup.−); the group M represents alkali metal (preferably Li, Na or K), alkaline earth metal (preferably Mg or Ca) or ammonium (NH.sub.4); when the group M represents alkali metal or ammonium, r=1; when the group M represents alkaline earth metal, r=0.5, with the proviso that at least one out of the group Ra and the group Rh comprises in its molecular structure a C.sub.8 linear moiety, ##STR00226## in the formula (I-2), the group Rb represents an optionally substituted C.sub.1-49 linear or branched alkyl, an optionally substituted C.sub.5-49 monocyclic or polycyclic cycloalkyl or an optionally substituted C.sub.2-49 linear or branched alkenyl (preferably an optionally substituted C.sub.1-29 linear or branched alkyl, an optionally substituted C.sub.5-10 monocyclic or polycyclic cycloalkyl or an optionally substituted C.sub.2-29 linear or branched alkenyl, or an optionally substituted C.sub.8-29 linear or branched alkyl, an optionally substituted C.sub.5-8 monocyclic or polycyclic cycloalkyl or an optionally substituted C.sub.8-29 linear or branched alkenyl, or an optionally substituted C.sub.8-19 linear or branched alkyl, an optionally substituted C.sub.5-7 monocyclic cycloalkyl (for example, cyclohexyl) or an optionally substituted C.sub.8-19 linear or branched alkenyl); plural group Rb′ may be identical with or different from one another, each independently selected from the group consisting of a single bond and carbonyl; plural group Y may be identical with or different from one another, each independently selected from the group consisting of N and O, with the proviso that when the group Y represents N, a=1, when the group Y represents O, a=0, and at least one group Y represents N; the numerical value x″ represents an integer from 1 to 10 (preferably an integer from 1 to 4, for example, 1, 2 or 3); plural group Rp.sub.1 may be identical with or different from one another, each independently selected from the group consisting of a group represented by the formula ##STR00227## hydrogen, an optionally substituted C.sub.1-50 (preferably C.sub.1-20) linear or branched alkyl, an optionally substituted C.sub.5-50 (preferably C.sub.5-10 or C.sub.5-8) monocyclic or polycyclic cycloalkyl (for example, cyclohexyl), an optionally substituted C.sub.2-50 (preferably C.sub.2-20) linear or branched alkenyl and an optionally substituted C.sub.6-50 (preferably C.sub.6-20) aryl, with the proviso that at least one of the groups Rp.sub.1 represents a group represented by the formula ##STR00228## plural group Rp.sub.2 may be identical with or different from one another, each independently selected from the group consisting of a group represented by the formula ##STR00229## hydrogen, an optionally substituted C.sub.1-50 (preferably C.sub.1-20) linear or branched alkyl, an optionally substituted C.sub.5-50 (preferably C.sub.5-10 or C.sub.5-8) monocyclic or polycyclic cycloalkyl (for example, cyclohexyl), an optionally substituted C.sub.2-50 (preferably C.sub.2-20) linear or branched alkenyl and an optionally substituted C.sub.6-50 (preferably C.sub.6-20) aryl; plural numerical value m′ may be identical with or different from one another, each independently represents a value from 0 to 100, preferably a value from 0 to 50, plural numerical value n′ may be identical with or different from one another, each independently represents a value from 0 to 100, preferably a value from 0 to 50, plural numerical value m″ may be identical with or different from one another, each independently represents a value from 0 to 100, preferably a value from 0 to 50, plural numerical value n″ may be identical with or different from one another, each independently represents a value from 0 to 100, preferably a value from 0 to 50, with the proviso that the sum of all numerical values m′ and all numerical values m″ and all numerical values n′ and all numerical values n″ is greater than 0 but not greater than 200 (preferably greater than 0 but not greater than 100); plural group L may be identical with or different from one another, each independently selected from the group consisting of an optionally substituted C.sub.1-10 linear or branched alkylene and an optionally substituted C.sub.2-10 linear or branched alkenylene (preferably each independently represents an optionally substituted C.sub.1-5 linear or branched alkylene); plural group Salt may be identical with or different from one another, each independently represents a group represented by the formula -A.sup.−(M).sub.r.sup.+, wherein the group A.sup.− represents a carboxylate ion (COO.sup.−) or a sulfonate ion (SO.sub.3.sup.−); the group M represents alkali metal (preferably Li, Na or K), alkaline earth metal (preferably Mg or Ca) or ammonium (NH.sub.4); when the group M represents alkali metal or ammonium, r=1; when the group M represents alkaline earth metal, r=0.5, with the proviso that at least one out of the group Rb and the group Rh comprises in its molecular structure a C.sub.8 linear moiety, ##STR00230## in the formula (I-3), plural group Rc may be identical with or different from one another, each independently selected from the group consisting of an optionally substituted C.sub.1-20 linear or branched alkyl, an optionally substituted C.sub.2-20 linear or branched alkenyl, an optionally substituted C.sub.1-20 linear or branched alkyl carbonyl and an optionally substituted C.sub.2-20 linear or branched alkenyl carbonyl (or each independently selected from the group consisting of an optionally substituted C.sub.1-10 linear or branched alkyl, an optionally substituted C.sub.2-10 linear or branched alkenyl, an optionally substituted C.sub.1-10 linear or branched alkyl carbonyl and an optionally substituted C.sub.2-10 linear or branched alkenyl carbonyl, or each independently selected from the group consisting of an optionally substituted C.sub.8-20 linear or branched alkyl, an optionally substituted C.sub.8-20 linear or branched alkenyl, an optionally substituted C.sub.8-20 linear or branched alkyl carbonyl and an optionally substituted C.sub.8-20 linear or branched alkenyl carbonyl); plural group Rd may be identical with or different from one another, each independently selected from the group consisting of an optionally substituted C.sub.1-10 linear or branched alkylene, an optionally substituted C.sub.2-10 linear or branched alkenylene, an optionally substituted C.sub.1-10 linear or branched alkylene carbonyl, an optionally substituted C.sub.2-10 linear or branched alkenylene carbonyl, an optionally substituted carbonyl C.sub.1-10 linear or branched alkylene carbonyl and an optionally substituted carbonyl C.sub.2-10 linear or branched alkenylene carbonyl (preferably each independently selected from the group consisting of an optionally substituted C.sub.1-5 linear or branched alkylene and an optionally substituted C.sub.1-5 linear or branched alkylene carbonyl); the numerical value x′″ represents an integer from 1 to 10 (preferably an integer from 1 to 4, for example, 1, 2 or 3); plural group Rp may be identical with or different from one another, each independently selected from the group consisting of a group represented by the formula ##STR00231## hydrogen, an optionally substituted C.sub.1-50 (preferably C.sub.1-20) linear or branched alkyl, an optionally substituted C.sub.5-50 (preferably C.sub.5-10 or C.sub.5-8) monocyclic or polycyclic cycloalkyl (for example, cyclohexyl), an optionally substituted C.sub.2-50 (preferably C.sub.2-20) linear or branched alkenyl and an optionally substituted C.sub.6-50 (preferably C.sub.6-20) aryl, with the proviso that at least one of the groups Rp represents a group represented by the formula ##STR00232## plural numerical value m′ may be identical with or different from one another, each independently represents a value from 0 to 100, preferably a value from 0 to 50, plural numerical value n′ may be identical with or different from one another, each independently represents a value from 0 to 100, preferably a value from 0 to 50, with the proviso that the sum of all numerical values m′ and all numerical values n′ is greater than 0 but not greater than 200 (preferably greater than 0 but not greater than 100); plural group L may be identical with or different from one another, each independently selected from the group consisting of an optionally substituted C.sub.1-10 linear or branched alkylene and an optionally substituted C.sub.2-10 linear or branched alkenylene (preferably each independently represents an optionally substituted C.sub.1-5 linear or branched alkylene); plural group Salt may be identical with or different from one another, each independently represents a group represented by the formula -A.sup.−(M).sub.r.sup.+, wherein the group A.sup.− represents a carboxylate ion (COO.sup.−) or a sulfonate ion (SO.sub.3.sup.−); the group M represents alkali metal (preferably Li, Na or K), alkaline earth metal (preferably Mg or Ca) or ammonium (NH.sub.4); when the group M represents alkali metal or ammonium, r=1; when the group M represents alkaline earth metal, r=0.5, with the proviso that at least one out of the group Rc and the group Rh comprises in its molecular structure a C.sub.8 linear moiety, ##STR00233## in the formula (I-4), the group Rc represents an optionally substituted C.sub.1-20 linear or branched alkyl, an optionally substituted C.sub.2-20 linear or branched alkenyl, an optionally substituted C.sub.1-20 linear or branched alkyl carbonyl or an optionally substituted C.sub.2-20 linear or branched alkenyl carbonyl (or an optionally substituted C.sub.1-10 linear or branched alkyl, an optionally substituted C.sub.2-10 linear or branched alkenyl, an optionally substituted C.sub.1-10 linear or branched alkyl carbonyl or an optionally substituted C.sub.2-10 linear or branched alkenyl carbonyl, or an optionally substituted C.sub.8-20 linear or branched alkyl, an optionally substituted C.sub.8-20 linear or branched alkenyl, an optionally substituted C.sub.8-20 linear or branched alkyl carbonyl or an optionally substituted C.sub.8-20 linear or branched alkenyl carbonyl); plural group Rd may be identical with or different from one another, each independently selected from the group consisting of an optionally substituted C.sub.1-10 linear or branched alkylene, an optionally substituted C.sub.2-10 linear or branched alkenylene, an optionally substituted C.sub.1-10 linear or branched alkylene carbonyl, an optionally substituted C.sub.2-10 linear or branched alkenylene carbonyl, an optionally substituted carbonyl C.sub.1-10 linear or branched alkylene carbonyl and an optionally substituted carbonyl C.sub.2-10 linear or branched alkenylene carbonyl (preferably each independently selected from the group consisting of an optionally substituted C.sub.1-5 linear or branched alkylene and an optionally substituted C.sub.1-5 linear or branched alkylene carbonyl); the group Y represents N or O, with the proviso that when the group Y represents N, a=1, when the group Y represents O, a=0; the numerical value x″″ represents an integer from 1 to 9 (preferably an integer from 1 to 3, more preferably 1 or 2); plural group Rp.sub.1 may be identical with or different from one another, each independently selected from the group consisting of a group represented by the formula ##STR00234## hydrogen, an optionally substituted C.sub.1-50 (preferably C.sub.1-20) linear or branched alkyl, an optionally substituted C.sub.5-50 (preferably C.sub.5-10 or C.sub.5-8) monocyclic or polycyclic cycloalkyl (for example, cyclohexyl), an optionally substituted C.sub.2-50 (preferably C.sub.2-20) linear or branched alkenyl and an optionally substituted C.sub.6-50 (preferably C.sub.6-20) aryl, with the proviso that at least one of the groups Rp.sub.1 represents a group represented by the formula ##STR00235## plural group Rp.sub.2 may be identical with or different from one another, each independently selected from the group consisting of a group represented by the formula ##STR00236## hydrogen, an optionally substituted C.sub.1-50 (preferably C.sub.1-20) linear or branched alkyl, an optionally substituted C.sub.5-50 (preferably C.sub.5-10 or C.sub.5-8) monocyclic or polycyclic cycloalkyl (for example, cyclohexyl), an optionally substituted C.sub.2-50 (preferably C.sub.2-20) linear or branched alkenyl and an optionally substituted C.sub.6-50 (preferably C.sub.6-20) aryl; plural group Rp.sub.3 may be identical with or different from one another, each independently selected from the group consisting of a group represented by the formula ##STR00237## hydrogen, an optionally substituted C.sub.1-50 (preferably C.sub.1-20) linear or branched alkyl, an optionally substituted C.sub.5-50 (preferably C.sub.5-10 or C.sub.5-8) monocyclic or polycyclic cycloalkyl (for example, cyclohexyl), an optionally substituted C.sub.2-50 (preferably C.sub.2-20) linear or branched alkenyl and an optionally substituted C.sub.6-50 (preferably C.sub.6-20) aryl; plural numerical value m′ may be identical with or different from one another, each independently represents a value from 0 to 100, preferably a value from 0 to 50, plural numerical value n′ may be identical with or different from one another, each independently represents a value from 0 to 100, preferably a value from 0 to 50, plural numerical value m″ may be identical with or different from one another, each independently represents a value from 0 to 100, preferably a value from 0 to 50, plural numerical value n″ may be identical with or different from one another, each independently represents a value from 0 to 100, preferably a value from 0 to 50, plural numerical value m′″ may be identical with or different from one another, each independently represents a value from 0 to 100, preferably a value from 0 to 50, plural numerical value n′″ may be identical with or different from one another, each independently represents a value from 0 to 100, preferably a value from 0 to 50, with the proviso that the sum of all numerical values m′ and all numerical values m″ and all numerical values m′″ and all numerical values n′ and all numerical values n″ and all numerical values n′″ is greater than 0 but not greater than 200 (preferably greater than 0 but not greater than 100); plural group L may be identical with or different from one another, each independently selected from the group consisting of an optionally substituted C.sub.1-10 linear or branched alkylene and an optionally substituted C.sub.2-10 linear or branched alkenylene (preferably each independently represents an optionally substituted C.sub.1-5 linear or branched alkylene); plural group Salt may be identical with or different from one another, each independently represents a group represented by the formula -A.sup.−(M).sub.r.sup.+, wherein the group A.sup.− represents a carboxylate ion (COO.sup.−) or a sulfonate ion (SO.sub.3.sup.−); the group M represents alkali metal (preferably Li, Na or K), alkaline earth metal (preferably Mg or Ca) or ammonium (NH.sub.4); when the group M represents alkali metal or ammonium, r=1; when the group M represents alkaline earth metal, r=0.5, with the proviso that at least one out of the group Rc and the group Rh comprises in its molecular structure a C.sub.8 linear moiety, by “optionally substituted”, it refers to optionally substituted by one or more substituent selected from the group consisting of hydroxyl, a C.sub.1-20 (preferably C.sub.1-10) linear or branched alkyl, a C.sub.5-10 (preferably C.sub.5-8 or C.sub.5-7) monocyclic or polycyclic cycloalkyl (for example, cyclohexyl), a C.sub.2-20 (preferably C.sub.2-10) linear or branched alkenyl and a C.sub.6-20 (preferably C.sub.6-10) aryl.

4. The anionic-cationic-nonionic surfactant according to claim 1, wherein at least a part of the group X.sup.− and the group (M).sub.r.sup.+ presents in the form of (M).sub.r.sup.+X.sup.− and independently from the anionic-cationic-nonionic surfactant, preferably, throughout the molecular structure of the anionic-cationic-nonionic surfactant, assuming that the total number of the group X.sup.− is e1, the total number of the group N.sup.+ is e2, the total number of the group A.sup.− is e3, the total number of the group (M).sub.r.sup.+ is e4, if e2=e3, then 0≦e1≦e2, 0≦e4≦e3; or, if e2>e3, then 0<e1≦e2, 0≦e4≦e3; or, if e2<e3, then 0≦e1≦e2, 0<e4≦e3, with the proviso that e1+e3=e2+e4, or e2=e3, e1=0, e4=0.

5. A process for producing an anionic-cationic-nonionic surfactant, which is characterized by including the following steps: Step (1): reacting one or more multifunctional compound containing nitrogen and carrying one or more functional group selected from the group consisting of —OH, —NH.sub.2 and —NH— with one or more alkylene oxide represented by the following formula (Y) in the presence of an alkaline catalyst (preferably alkali metal hydroxide), to obtain an ether product, ##STR00238## in the formula (Y), the group Ru′ represents a C.sub.2-6 linear or branched alkylene (preferably —CH.sub.2—CH.sub.2— or —CH.sub.2—CH(CH.sub.3)—), Step (2): reacting the ether product with a quaternizing agent represented by the formula (A), whereby obtaining a cationic-nonionic surfactant, wherein the amount of the quaternizing agent is such that at least one N atom in the molecular structure of the ether product is converted into its corresponding quaternary ammonium salt group,
Rh—X′  (A) in the formula (A), the group Rh represents an optionally substituted C.sub.1-50 (preferably C.sub.1-20) linear or branched alkyl, an optionally substituted C.sub.5-50 (preferably C.sub.5-10 or C.sub.5-8) monocyclic or polycyclic cycloalkyl (for example, cyclohexyl), an optionally substituted C.sub.2-50 (preferably C.sub.2-20) linear or branched alkenyl or an optionally substituted C.sub.6-50 (preferably C.sub.6-20) aryl; the group X′ represents a halogen atom (preferably fluorine atom, chlorine atom, bromine atom and iodine atom, more preferably chlorine atom), with the proviso that at least one out of the multifunctional compound and the quaternizing agent comprises in its molecular structure a C.sub.8 linear moiety, Step (3): reacting the cationic-nonionic surfactant with one or more compound represented by the following formula (Z) in the presence of an alkaline catalyst (preferably alkali metal hydroxide), whereby obtaining the anionic-cationic-nonionic surfactant,
G-L-AS  (Z) in the formula (Z), the group G represents a halogen atom (preferably fluorine atom, chlorine atom, bromine atom or iodine atom, more preferably chlorine atom) or hydroxyl; the group L represents an optionally substituted C.sub.1-10 linear or branched alkylene or an optionally substituted C.sub.2-10 linear or branched alkenylene (preferably an optionally substituted C.sub.1-5 linear or branched alkylene); the group AS represents a group represented by the formula -A.sup.−(M′).sub.r.sup.+; the group A.sup.− represents a carboxylate ion (COO.sup.−) or a sulfonate ion (SO.sub.3.sup.−); the group M′ represents hydrogen, alkali metal (preferably Li, Na or K), alkaline earth metal (preferably Mg or Ca) or ammonium (NH.sub.4); when the group M′ represents hydrogen, alkali metal or ammonium, r=1; when the group M′ represents alkaline earth metal, r=0.5, optionally, Step (4): at least a part of the quaternary ammonium salt group on the molecular structure of the anionic-cationic-nonionic surfactant obtained from any step of the process is converted into the corresponding quaternary ammonium hydroxide group, and/or, at least a part of the quaternary ammonium hydroxide group on the molecular structure of the anionic-cationic-nonionic surfactant is converted into the corresponding quaternary ammonium salt group, optionally, Step (5): isolating at least a part (preferably all) of the compound (M′).sub.rX′ present in a free form from the anionic-cationic-nonionic surfactant obtained from any step of the process, by “optionally substituted”, it refers to optionally substituted by one or more substituent selected from the group consisting of hydroxyl, a C.sub.1-20 (preferably C.sub.1-10) linear or branched alkyl, a C.sub.5-10 (preferably C.sub.5-8 or C.sub.5-7) monocyclic or polycyclic cycloalkyl (for example, cyclohexyl), a C.sub.2-20 (preferably C.sub.2-10) linear or branched alkenyl and a C.sub.6-20 (preferably C.sub.6-10) aryl.

6. The process according to claim 5, wherein the multifunctional compound is one or more compound represented by the following formula (X), ##STR00239## in the formula (X), the groups R′.sub.1 to R′.sub.3 may be identical with or different from one another, each independently selected from the group consisting of hydrogen, an optionally substituted C.sub.1-50 (preferably C.sub.1-20) linear or branched alkyl, an optionally substituted C.sub.5-50 (preferably C.sub.5-10 or C.sub.5-8) monocyclic or polycyclic cycloalkyl (preferably C.sub.5-7 monocyclic cycloalkyl, for example, cyclohexyl), an optionally substituted C.sub.2-50 (preferably C.sub.2-20) linear or branched alkenyl, an optionally substituted C.sub.6-50 (preferably C.sub.6-20) aryl and a group represented by the formula ##STR00240## with the proviso that at least one out of the groups R′.sub.1 to R′.sub.3 represents hydrogen or a group represented by the formula ##STR00241## by “optionally substituted” herein, it refers to optionally substituted by one or more substituent selected from the group consisting of oxo, hydroxyl, a group represented by the formula ##STR00242## a C.sub.1-20 (preferably C.sub.1-10) linear or branched alkyl, a C.sub.5-10 (preferably C.sub.5-8 or C.sub.5-7) monocyclic or polycyclic cycloalkyl (for example, cyclohexyl), a C.sub.2-20 (preferably C.sub.2-10) linear or branched alkenyl and a C.sub.6-20 (preferably C.sub.6-10) aryl; the group L.sub.A represents an optionally substituted x0+1 valent C.sub.1-50 (preferably C.sub.1-20) linear or branched alkyl, an optionally substituted x0+1 valent C.sub.5-50 (preferably C.sub.5-10 or C.sub.5-8) monocyclic or polycyclic cycloalkyl (preferably C.sub.5-7 monocyclic cycloalkyl, for example, cyclohexyl), an optionally substituted x0+1 valent C.sub.2-50 (preferably C.sub.2-20) linear or branched alkenyl, an optionally substituted x0+1 valent C.sub.6-50 (preferably C.sub.6-20) aryl or an optionally substituted x0+1 valent C.sub.3-50 (preferably C.sub.3-20) linear or branched heteroalkyl group; the numerical value x0 is an integer from 1 to 10, preferably an integer from 1 to 4, for example, 1, 2 or 3; plural group Func may be identical with or different from one another, each independently selected from the group consisting of —OH, —NH— and —NH.sub.2, the linear or branched heteroalkyl represents a group obtained by directly replacing one or more group —CH.sub.2— locating inside the molecular structure of a linear or branched alkyl by a corresponding number of replacing group selected from —O—, —S—, —NR′— (wherein the group R′ represents an optionally substituted C.sub.1-20 (preferably C.sub.1-10) linear or branched alkyl, an optionally substituted C.sub.5-10 (preferably C.sub.5-8 or C.sub.5-7) monocyclic or polycyclic cycloalkyl, an optionally substituted C.sub.2-20 (preferably C.sub.2-10) linear or branched alkenyl or an optionally substituted C.sub.6-20 (preferably C.sub.6-10) aryl) or ##STR00243## (wherein the group N.sup.+ represents a quaternary nitrogen cation; the group R′ represents an optionally substituted C.sub.1-20 (preferably C.sub.1-10) linear or branched alkyl, an optionally substituted C.sub.5-10 (preferably C.sub.5-8 or C.sub.5-7) monocyclic or polycyclic cycloalkyl, an optionally substituted C.sub.2-20 (preferably C.sub.2-10) linear or branched alkenyl or an optionally substituted C.sub.6-20 (preferably C.sub.6-10) aryl; the group Rh represents an optionally substituted C.sub.1-50 (preferably C.sub.1-20) linear or branched alkyl, an optionally substituted C.sub.5-50 (preferably C.sub.5-10 or C.sub.5-8) monocyclic or polycyclic cycloalkyl (for example, cyclohexyl), an optionally substituted C.sub.2-50 (preferably C.sub.2-20) linear or branched alkenyl or an optionally substituted C.sub.6-50 (preferably C.sub.6-20) aryl; the group X.sup.− represents a halogen ion (preferably fluoride ion, chloride ion, bromide ion or iodide ion, more preferably chloride ion) or hydroxide ion (OH.sup.−)), or a group obtained by directly replacing one or more group ##STR00244## locating inside the molecular structure of a linear or branched alkyl by a corresponding number of replacing group ##STR00245## (wherein the group N.sup.+ represents a quaternary nitrogen cation; the group Rh represents an optionally substituted C.sub.1-50 (preferably C.sub.1-20) linear or branched alkyl, an optionally substituted C.sub.5-50 (preferably C.sub.5-10 or C.sub.5-8) monocyclic or polycyclic cycloalkyl (for example, cyclohexyl), an optionally substituted C.sub.2-50 (preferably C.sub.2-20) linear or branched alkenyl or an optionally substituted C.sub.6-50 (preferably C.sub.6-20) aryl; the group X.sup.− represents a halogen ion (preferably fluoride ion, chloride ion, bromide ion or iodide ion, more preferably chloride ion) or hydroxide ion (OH.sup.−)), the multifunctional compound is preferably one or more selected from the group consisting of the compound represented by the following formula (X-1), the compound represented by the following formula (X-2), the compound represented by the following formula (X-3) and the compound represented by the following formula (X-4), ##STR00246## in the formula (X-1), plural group Ra may be identical with or different from one another, each independently selected from the group consisting of hydrogen, an optionally substituted C.sub.1-20 linear or branched alkyl, an optionally substituted C.sub.2-20 linear or branched alkenyl and an optionally substituted C.sub.6-20 aryl; plural group Ra′ may be identical with or different from one another, each independently selected from the group consisting of a single bond, an optionally substituted C.sub.1-10 linear or branched alkylene, an optionally substituted C.sub.2-10 linear or branched alkenylene, carbonyl, an optionally substituted C.sub.1-10 linear or branched alkylene carbonyl and an optionally substituted C.sub.2-10 linear or branched alkenylene carbonyl, preferably each independently selected from the group consisting of a single bond and an optionally substituted C.sub.1-6 linear or branched alkylene; the numerical value b represents an integer from 1 to 3, preferably 1; plural group Y may be identical with or different from one another, each independently selected from the group consisting of N and O, with the proviso that when the group Y represents N, a1=1, when the group Y represents O, a1=0, and at least one group Y represents N; the numerical value x1 represents an integer from 1 to 5 (preferably an integer from 1 to 4, for example, 1, 2 or 3); plural group Rp′.sub.1 may be identical with or different from one another, each independently selected from the group consisting of hydrogen, an optionally substituted C.sub.1-50 (preferably C.sub.1-20) linear or branched alkyl, an optionally substituted C.sub.5-50 (preferably C.sub.5-10 or C.sub.5-8) monocyclic or polycyclic cycloalkyl (for example, cyclohexyl), an optionally substituted C.sub.2-50 (preferably C.sub.2-20) linear or branched alkenyl and an optionally substituted C.sub.6-50 (preferably C.sub.6-20) aryl, with the proviso that at least one of the groups Rp′.sub.1 represents hydrogen; plural group Rp′.sub.2 may be identical with or different from one another, each independently selected from the group consisting of hydrogen, an optionally substituted C.sub.1-50 (preferably C.sub.1-20) linear or branched alkyl, an optionally substituted C.sub.5-50 (preferably C.sub.5-10 or C.sub.5-8) monocyclic or polycyclic cycloalkyl (for example, cyclohexyl), an optionally substituted C.sub.2-50 (preferably C.sub.2-20) linear or branched alkenyl and an optionally substituted C.sub.6-50 (preferably C.sub.6-20) aryl, ##STR00247## in the formula (X-2), the group Rb represents an optionally substituted C.sub.1-49 linear or branched alkyl, an optionally substituted C.sub.5-49 monocyclic or polycyclic cycloalkyl or an optionally substituted C.sub.2-49 linear or branched alkenyl (preferably an optionally substituted C.sub.1-29 linear or branched alkyl, an optionally substituted C.sub.5-10 monocyclic or polycyclic cycloalkyl or an optionally substituted C.sub.2-29 linear or branched alkenyl, or an optionally substituted C.sub.8-29 linear or branched alkyl, an optionally substituted C.sub.5-8 monocyclic or polycyclic cycloalkyl or an optionally substituted C.sub.8-29 linear or branched alkenyl, or an optionally substituted C.sub.8-19 linear or branched alkyl, an optionally substituted C.sub.5-7 monocyclic cycloalkyl (for example, cyclohexyl) or an optionally substituted C.sub.8-19 linear or branched alkenyl); plural group Rb′ may be identical with or different from one another, each independently selected from the group consisting of a single bond and carbonyl; plural group Y may be identical with or different from one another, each independently selected from the group consisting of N and O, with the proviso that when the group Y represents N, a2=1, when the group Y represents O, a2=0, and at least one group Y represents N; the numerical value x2 represents an integer from 1 to 10 (preferably an integer from 1 to 4, for example, 1, 2 or 3); plural group Rp′.sub.1 may be identical with or different from one another, each independently selected from the group consisting of hydrogen, an optionally substituted C.sub.1-50 (preferably C.sub.1-20) linear or branched alkyl, an optionally substituted C.sub.5-50 (preferably C.sub.5-10 or C.sub.5-8) monocyclic or polycyclic cycloalkyl (for example, cyclohexyl), an optionally substituted C.sub.2-50 (preferably C.sub.2-20) linear or branched alkenyl and an optionally substituted C.sub.6-50 (preferably C.sub.6-20) aryl, with the proviso that at least one of the groups Rp′.sub.1 represents hydrogen; plural group Rp′.sub.2 may be identical with or different from one another, each independently selected from the group consisting of hydrogen, an optionally substituted C.sub.1-50 (preferably C.sub.1-20) linear or branched alkyl, an optionally substituted C.sub.5-50 (preferably C.sub.5-10 or C.sub.5-8) monocyclic or polycyclic cycloalkyl (for example, cyclohexyl), an optionally substituted C.sub.2-50 (preferably C.sub.2-20) linear or branched alkenyl and an optionally substituted C.sub.6-50 (preferably C.sub.6-20) aryl, ##STR00248## in the formula (X-3), plural group Rc may be identical with or different from one another, each independently selected from the group consisting of an optionally substituted C.sub.1-20 linear or branched alkyl, an optionally substituted C.sub.2-20 linear or branched alkenyl, an optionally substituted C.sub.1-20 linear or branched alkyl carbonyl and an optionally substituted C.sub.2-20 linear or branched alkenyl carbonyl (or each independently selected from the group consisting of an optionally substituted C.sub.1-10 linear or branched alkyl, an optionally substituted C.sub.2-10 linear or branched alkenyl, an optionally substituted C.sub.1-10 linear or branched alkyl carbonyl and an optionally substituted C.sub.2-10 linear or branched alkenyl carbonyl, or each independently selected from the group consisting of an optionally substituted C.sub.8-20 linear or branched alkyl, an optionally substituted C.sub.8-20 linear or branched alkenyl, an optionally substituted C.sub.8-20 linear or branched alkyl carbonyl and an optionally substituted C.sub.8-20 linear or branched alkenyl carbonyl); plural group Rd may be identical with or different from one another, each independently selected from the group consisting of an optionally substituted C.sub.1-10 linear or branched alkylene, an optionally substituted C.sub.2-10 linear or branched alkenylene, an optionally substituted C.sub.1-10 linear or branched alkylene carbonyl, an optionally substituted C.sub.2-10 linear or branched alkenylene carbonyl, an optionally substituted carbonyl C.sub.1-10 linear or branched alkylene carbonyl and an optionally substituted carbonyl C.sub.2-10 linear or branched alkenylene carbonyl (preferably each independently selected from the group consisting of an optionally substituted C.sub.1-5 linear or branched alkylene and an optionally substituted C.sub.1-5 linear or branched alkylene carbonyl); the numerical value x3 represents an integer from 1 to 10 (preferably an integer from 1 to 4, for example, 1, 2 or 3); plural group Rp′ may be identical with or different from one another, each independently selected from the group consisting of hydrogen, an optionally substituted C.sub.1-50 (preferably C.sub.1-20) linear or branched alkyl, an optionally substituted C.sub.5-50 (preferably C.sub.5-10 or C.sub.5-8) monocyclic or polycyclic cycloalkyl (for example, cyclohexyl), an optionally substituted C.sub.2-50 (preferably C.sub.2-20) linear or branched alkenyl and an optionally substituted C.sub.6-50 (preferably C.sub.6-20) aryl, with the proviso that at least one of the groups Rp′ represents hydrogen, ##STR00249## in the formula (X-4), the group Rc represents an optionally substituted C.sub.1-20 linear or branched alkyl, an optionally substituted C.sub.2-20 linear or branched alkenyl, an optionally substituted C.sub.1-20 linear or branched alkyl carbonyl or an optionally substituted C.sub.2-20 linear or branched alkenyl carbonyl (or an optionally substituted C.sub.1-10 linear or branched alkyl, an optionally substituted C.sub.2-10 linear or branched alkenyl, an optionally substituted C.sub.1-10 linear or branched alkyl carbonyl or an optionally substituted C.sub.2-10 linear or branched alkenyl carbonyl, or an optionally substituted C.sub.8-20 linear or branched alkyl, an optionally substituted C.sub.8-20 linear or branched alkenyl, an optionally substituted C.sub.8-20 linear or branched alkyl carbonyl or an optionally substituted C.sub.8-20 linear or branched alkenyl carbonyl); plural group Rd may be identical with or different from one another, each independently selected from the group consisting of an optionally substituted C.sub.1-10 linear or branched alkylene, an optionally substituted C.sub.2-10 linear or branched alkenylene, an optionally substituted C.sub.1-10 linear or branched alkylene carbonyl, an optionally substituted C.sub.2-10 linear or branched alkenylene carbonyl, an optionally substituted carbonyl C.sub.1-10 linear or branched alkylene carbonyl and an optionally substituted carbonyl C.sub.2-10 linear or branched alkenylene carbonyl (preferably each independently selected from the group consisting of an optionally substituted C.sub.1-5 linear or branched alkylene and an optionally substituted C.sub.1-5 linear or branched alkylene carbonyl); the group Y represents N or O, with the proviso that when the group Y represents N, a4=1, when the group Y represents O, a4=0; the numerical value x4 represents an integer from 1 to 9 (preferably an integer from 1 to 3, more preferably 1 or 2); plural group Rp′.sub.1 may be identical with or different from one another, each independently selected from the group consisting of hydrogen, an optionally substituted C.sub.1-50 (preferably C.sub.1-20) linear or branched alkyl, an optionally substituted C.sub.5-50 (preferably C.sub.5-10 or C.sub.5-8) monocyclic or polycyclic cycloalkyl (for example, cyclohexyl), an optionally substituted C.sub.2-50 (preferably C.sub.2-20) linear or branched alkenyl and an optionally substituted C.sub.6-50 (preferably C.sub.6-20) aryl, with the proviso that at least one of the groups Rp′.sub.1 represents hydrogen; plural group Rp′.sub.2 may be identical with or different from one another, each independently selected from the group consisting of hydrogen, an optionally substituted C.sub.1-50 (preferably C.sub.1-20) linear or branched alkyl, an optionally substituted C.sub.5-50 (preferably C.sub.5-10 or C.sub.5-8) monocyclic or polycyclic cycloalkyl (for example, cyclohexyl), an optionally substituted C.sub.2-50 (preferably C.sub.2-20) linear or branched alkenyl and an optionally substituted C.sub.6-50 (preferably C.sub.6-20) aryl; plural group Rp′.sub.3 may be identical with or different from one another, each independently selected from the group consisting of hydrogen, an optionally substituted C.sub.1-50 (preferably C.sub.1-20) linear or branched alkyl, an optionally substituted C.sub.5-50 (preferably C.sub.5-10 or C.sub.5-8) monocyclic or polycyclic cycloalkyl (for example, cyclohexyl), an optionally substituted C.sub.2-50 (preferably C.sub.2-20) linear or branched alkenyl and an optionally substituted C.sub.6-50 (preferably C.sub.6-20) aryl, unless otherwise specified, by “optionally substituted”, it refers to optionally substituted by one or more substituent selected from the group consisting of oxo, hydroxyl, a C.sub.1-20 (preferably C.sub.1-10) linear or branched alkyl, a C.sub.5-10 (preferably C.sub.5-8 or C.sub.5-7) monocyclic or polycyclic cycloalkyl (for example, cyclohexyl), a C.sub.2-20 (preferably C.sub.2-10) linear or branched alkenyl and a C.sub.6-20 (preferably C.sub.6-10) aryl.

7. The process according to claim 5, wherein the ratio by molar of the multifunctional compound to the alkylene oxide is 1:0-200 (preferably 1:0-100), excluding 0; the ratio by molar of the multifunctional compound to the compound represented by the formula (Z) is 1:1-10 (preferably 1:1-3); the reaction conditions in Step (1) include a reaction temperature from the room temperature to 300 degrees Celsius (preferably 100-200 degrees Celsius), a reaction duration from 1 to 20 h (preferably from 1 to 10 h); the reaction conditions in Step (2) include a reaction temperature from 0 to 300 degrees Celsius (preferably 50-150 degrees Celsius), a reaction duration from 1 to 20 h (preferably from 4 to 15 h); the reaction conditions in Step (3) include a reaction temperature from 0 to 300 degrees Celsius (preferably 50-200 degrees Celsius), a reaction duration from 1 to 20 h (preferably from 4 to 10 h).

8. The process according to claim 5, wherein the alkylene oxide comprises at least propylene oxide, and the multifunctional compound is made to firstly react with propylene oxide.

9. A flooding fluid composition for tertiary oil recovery, which is characterized by comprising an anionic-cationic-nonionic surfactant according to claim 1, and water, wherein the content of the anionic-cationic-nonionic surfactant is 0.001-10 wt %, preferably 0.005-5 wt %, more preferably 0.02-1 wt %, relative to the total weight (as 100 wt %) of the flooding fluid composition for tertiary oil recovery.

10. The flooding fluid composition for tertiary oil recovery according to claim 9, comprising no inorganic alkali.

11. (canceled)

12. A tertiary oil recovery process, which is characterized by including a step of conducting tertiary oil recovery in the presence of an anionic-cationic-nonionic surfactant according to claim 1 as a flooding fluid.

13. The tertiary oil recovery process according to claim 12, wherein no inorganic alkali is used.

14. A tertiary oil recovery process, which is characterized by including a 25 step of conducting tertiary oil recovery in the presence of a flooding fluid composition for tertiary oil recovery according to claim 9, as a flooding fluid.

Description

EXAMPLE

[0251] The present invention is further specifically illustrated by referring to the following examples and comparative examples, but not limiting to same.

Example 1

[0252] 20 mol dodecyl aniline and 2 mol chloromethane were introduced into a reactor, heated to a temperature of 80 degrees Celsius, reacted for 5 h, and then was purified by chromatography to obtain (4-dodecyl phenyl) methyl amine. 1 mol (4-dodecyl phenyl) methyl amine and 0.1 mol KOH were introduced into a reactor, heated to a temperature of 80 degrees Celsius, depressurized to a vacuum degree of 0.9, stirred for 30 minutes to remove any volatile, the atmosphere in the reactor was replaced by nitrogen gas for 4 times, the pressure in the reactor was adjusted to 0.2 MPa. The reaction system was heated to a temperature of 220 degrees Celsius, with the help of nitrogen gas at the pressure of 0.8 MPa 1 mol propylene oxide was introduced into the reactor, reacted for 5 h, to obtain an ether product. The whole amount of the ether product was dissolved in absolute ethanol and formulated into a 40% solution and then added to a reactor, with the help of nitrogen gas at the pressure of 0.8 MPa, there was added 1.1 mol chloromethane as the quaternizing agent. The reaction system was heated to a temperature of 80 degrees Celsius and then reacted for 3-10 h, depressurized to remove excessive chloromethane as the quaternizing agent and ethanol as the solvent to obtain a quaternized product (i.e. hereinafter cationic-nonionic surfactant). 1 mol of the quaternized product, 10 L benzene as the solvent and 1.1 mol KOH were introduced into a reactor, heated to a temperature of 80 degrees Celsius, continuously stirred, water generated from the reaction system was distilled away under azeotropy until the quaternized product was converted into the corresponding potassium salt, then there was added 1.1 mol sodium chloroacetate as the carboxylating agent, reacted for 5 h, and then the resultant was adjusted with HCl to an acidic pH value, washed with a 15% NaCl aqueous solution twice, converted with a NaOH aqueous solution into the corresponding sodium salt, then the resultant was dissolved in a massive amount of absolute ethanol, removing by filtration any inorganic salt in the resultant, removing the solvent ethanol by distillation under vacuum to obtain an anionic-cationic-nonionic surfactant, the chemical structure of which was listed in Table 1 as 1-1, and the 1H NMR spectrum of which was listed in Table 5.

Example 2

[0253] 20 mol 4-nonylaniline and 2 mol chloromethane were introduced into a reactor, heated to a temperature of 80 degrees Celsius, reacted for 5 h, and then was purified by chromatography to obtain (4-nonylphenyl) methyl amine. 1 mol (4-nonylphenyl) methyl amine and 0.1 mol KOH were introduced into a reactor, heated to a temperature of 80 degrees Celsius, depressurized to a vacuum degree of 0.9, stirred for 30 minutes to remove any volatile, the atmosphere in the reactor was replaced by nitrogen gas for 4 times, the pressure in the reactor was adjusted to 0.2 MPa. The reaction system was heated to a temperature of 220 degrees Celsius, with the help of nitrogen gas at the pressure of 0.8 MPa 1 mol ethylene oxide was introduced into the reactor, reacted for 5 h, to obtain an ether product. The whole amount of the ether product was dissolved in absolute ethanol and formulated into a 40% solution and then added to a reactor, with the help of nitrogen gas at the pressure of 0.8 MPa, there was added 1.1 mol chloromethane as the quaternizing agent. The reaction system was heated to a temperature of 80 degrees Celsius and then reacted for 3-10 h, depressurized to remove excessive chloromethane as the quaternizing agent and ethanol as the solvent to obtain a quaternized product. Then 1 mol of the quaternized product and 10 L benzene as the solvent and 1.1 mol KOH were introduced into a reactor, heated to a temperature of 80 degrees Celsius, continuously stirred, water generated from the reaction system was distilled away under azeotropy until the quaternized product was converted into the corresponding potassium alkoxide, 1.1 mol sodium chloroacetate as the carboxylating agent were introduced into the reactor, reacted for 5 h, and then, the resultant was adjusted with HCl to an acidic pH value, washed with a 15% NaBr aqueous solution twice, converted with aqueous ammonia into the corresponding ammonium salt. The resultant was dissolved in a massive amount of absolute ethanol, removing by filtration any inorganic salt in the resultant, the solvent was removed by vacuum distillation to obtain an anionic-cationic-nonionic surfactant, the chemical structure of which was listed in Table 1 as 1-2, and the 1H NMR spectrum of which was listed in Table 5.

Example 3

[0254] 20 mol 9-octadecenyl amine and 2 mol allyl chloride were introduced into a reactor, heated to a temperature of 80 degrees Celsius, reacted for 5 h, and then was purified by chromatography to obtain (9-octadecenyl) allyl amine. 1 mol (9-octadecenyl) allyl amine and 0.1 mol KOH were introduced into a reactor, heated to a temperature of 80 degrees Celsius, depressurized to a vacuum degree of 0.9, stirred for 30 minutes to remove any volatile, the atmosphere in the reactor was replaced by nitrogen gas for 4 times, the pressure in the reactor was adjusted to 0.2 MPa. The reaction system was heated to a temperature of 220 degrees Celsius, with the help of nitrogen gas at the pressure of 0.8 MPa 49 mol propylene oxide was introduced into the reactor, reacted for 5 h, and then with the help of nitrogen gas at the pressure of 0.8 MPa 37 mol ethylene oxide was introduced into the reactor, reacted for 5 h, to obtain an ether product. The whole amount of the ether product was dissolved in absolute ethanol and formulated into a 40% solution and then added to a reactor, with the help of nitrogen gas at the pressure of 0.8 MPa, there was added 1.1 mol allyl chloride as the quaternizing agent. The reaction system was heated to a temperature of 80 degrees Celsius and then reacted for 3-10 h, depressurized to remove excessive allyl chloride as the quaternizing agent and ethanol as the solvent to obtain a quaternized product. Then 1 mol of the quaternized product, 10 L benzene as the solvent and 1.1 mol KOH were introduced into a reactor, heated to a temperature of 80 degrees Celsius, continuously stirred, water generated from the reaction system was distilled away under azeotropy until the quaternized product was converted into the corresponding potassium alkoxide. 1.1 mol sodium chloroacetate as the carboxylating agent was introduced into the reactor, reacted for 5 h, and then, the resultant was adjusted with HCl to an acidic pH value, washed with a 15% NaI aqueous solution twice, converted with a KOH aqueous solution into the corresponding potassium salt. The resultant was dissolved in a massive amount of absolute ethanol, removing by filtration any inorganic salt in the resultant, the solvent was removed by vacuum distillation to obtain an anionic-cationic-nonionic surfactant, the chemical structure of which was listed in Table 1 as 1-3, and the 1H NMR spectrum of which was listed in Table 5.

Example 4

[0255] 20 mol isotridecyl aniline and 2 mol benzyl chloride were introduced into a reactor, heated to a temperature of 80 degrees Celsius, reacted for 5 h, and then was purified by chromatography to obtain isotridecyl benzyl amine. 1 mol isotridecyl benzyl amine and 0.1 mol KOH were introduced into a reactor, heated to a temperature of 80 degrees Celsius, depressurized to a vacuum degree of 0.9, stirred for 30 minutes to remove any volatile, the atmosphere in the reactor was replaced by nitrogen gas for 4 times, the pressure in the reactor was adjusted to 0.2 MPa. The reaction system was heated to a temperature of 220 degrees Celsius, with the help of nitrogen gas at the pressure of 0.8 MPa 39 mol propylene oxide was introduced into the reactor, reacted for 5 h, and then with the help of nitrogen gas at the pressure of 0.8 MPa 41 mol ethylene oxide was introduced into the reactor, reacted for 5 h, to obtain an ether product. The whole amount of the ether product was dissolved in absolute ethanol and formulated into a 40% solution and then added to a reactor, with the help of nitrogen gas at the pressure of 0.8 MPa, there was added 1.1 mol benzyl chloride as the quaternizing agent. The reaction system was heated to a temperature of 80 degrees Celsius and then reacted for 3-10 h, depressurized to remove excessive benzyl chloride as the quaternizing agent and ethanol as the solvent to obtain a quaternized product. Then 1 mol of the quaternized product, 10 L benzene as the solvent and 1.1 mol KOH were introduced into a reactor, heated to a temperature of 80 degrees Celsius, continuously stirred, water generated from the reaction system was distilled away under azeotropy until the quaternized product was converted into the corresponding potassium alkoxide. 1.1 mol sodium chloroacetate as the carboxylating agent was introduced into the reactor, reacted for 5 h, and then, the resultant was adjusted with HCl to an acidic pH value, washed with a 15% NaCl aqueous solution twice, converted with a CaOH aqueous solution into the corresponding calcium salt. The resultant was dissolved in a massive amount of absolute ethanol, removing by filtration any inorganic salt in the resultant, the solvent was removed by vacuum distillation to obtain an anionic-cationic-nonionic surfactant, the chemical structure of which was listed in Table 1 as 1-4, and the 1H NMR spectrum of which was listed in Table 5.

Example 5

[0256] 20 mol dinonylbenzyl amine and 2 mol 2-chloropropane were introduced into a reactor, heated to a temperature of 80 degrees Celsius, reacted for 5 h, and then was purified by chromatography to obtain iso(dinonylbenzyl) isopropyl amine. 1 mol iso(dinonylbenzyl) isopropyl amine and 0.1 mol KOH were introduced into a reactor, heated to a temperature of 80 degrees Celsius, depressurized to a vacuum degree of 0.9, stirred for 30 minutes to remove any volatile, the atmosphere in the reactor was replaced by nitrogen gas for 4 times, the pressure in the reactor was adjusted to 0.2 MPa. The reaction system was heated to a temperature of 220 degrees Celsius, with the help of nitrogen gas at the pressure of 0.8 MPa 1 mol propylene oxide was introduced into the reactor, reacted for 5 h, and then with the help of nitrogen gas at the pressure of 0.8 MPa 39 mol ethylene oxide was introduced into the reactor, reacted for 5 h, to obtain an ether product. The whole amount of the ether product was dissolved in absolute ethanol and formulated into a 40% solution and then added to a reactor, with the help of nitrogen gas at the pressure of 0.8 MPa, there was added 1.1 mol 2-chloropropane as the quaternizing agent. The reaction system was heated to a temperature of 80 degrees Celsius and then reacted for 3-10 h, depressurized to remove excessive 2-chloropropane as the quaternizing agent and ethanol as the solvent to obtain a quaternized product. Then 1 mol of the quaternized product, 10 L benzene as the solvent and 1.1 mol KOH were introduced into a reactor, heated to a temperature of 80 degrees Celsius, continuously stirred, water generated from the reaction system was distilled away under azeotropy until the quaternized product was converted into the corresponding potassium alkoxide. 1.1 mol sodium chloroacetate as the carboxylating agent was introduced into the reactor, reacted for 5 h, and then, the resultant was adjusted with HCl to an acidic pH value, washed with a 15% NaBr aqueous solution twice, converted with a MgOH aqueous solution into the corresponding magnesium salt. The resultant was dissolved in a massive amount of absolute ethanol, removing by filtration any inorganic salt in the resultant, the solvent was removed by vacuum distillation to obtain an anionic-cationic-nonionic surfactant, the chemical structure of which was listed in Table 1 as 1-5, and the 1H NMR spectrum of which was listed in Table 5.

Example 6

[0257] 20 mol dodecyl benzyl amine and 2 mol chloroethane were introduced into a reactor, heated to a temperature of 80 degrees Celsius, reacted for 5 h, and then was purified by chromatography to obtain (dodecyl benzyl) ethyl amine. 1 mol (dodecyl benzyl) ethyl amine and 0.1 mol KOH were introduced into a reactor, heated to a temperature of 80 degrees Celsius, depressurized to a vacuum degree of 0.9, stirred for 30 minutes to remove any volatile, the atmosphere in the reactor was replaced by nitrogen gas for 4 times, the pressure in the reactor was adjusted to 0.2 MPa. The reaction system was heated to a temperature of 220 degrees Celsius, with the help of nitrogen gas at the pressure of 0.8 MPa 21 mol ethylene oxide was introduced into the reactor, reacted for 5 h, and then with the help of nitrogen gas at the pressure of 0.8 MPa 17 mol propylene oxide was introduced into the reactor, reacted for 5 h to obtain an ether product. The whole amount of the ether product was dissolved in absolute ethanol and formulated into a 40% solution and then added to a reactor, with the help of nitrogen gas at the pressure of 0.8 MPa, there was added 1.1 mol chloroethane as the quaternizing agent. The reaction system was heated to a temperature of 80 degrees Celsius and then reacted for 3-10 h, depressurized to remove excessive chloroethane as the quaternizing agent and ethanol as the solvent to obtain a quaternized product. Then 1 mol of the quaternized product, 10 L benzene as the solvent and 1.1 mol KOH were introduced into a reactor, heated to a temperature of 80 degrees Celsius, continuously stirred, water generated from the reaction system was distilled away under azeotropy until the quaternized product was converted into the corresponding potassium alkoxide. 1.1 mol sodium chloroacetate as the carboxylating agent was introduced into the reactor, reacted for 5 h, and then, the resultant was adjusted with HCl to an acidic pH value, washed with a 15% NaI aqueous solution twice, converted with a KOH aqueous solution into the corresponding potassium salt. The resultant was dissolved in a massive amount of absolute ethanol, removing by filtration any inorganic salt in the resultant, the solvent was removed by vacuum distillation to obtain an anionic-cationic-nonionic surfactant, the chemical structure of which was listed in Table 1 as 1-6, and the 1H NMR spectrum of which was listed in Table 5.

Example 7

[0258] 1 mol methyl dodecyl-3-amino benzoate, 2 mol isopropanolamine and 0.1 mol KOH were introduced into a reactor, heated to a temperature of 180 degrees Celsius, reacted for 5 h, and then was purified by chromatography to obtain dodecyl-3-amino benzoyl isopropanolamine. 1 mol dodecyl-3-amino benzoyl isopropanolamine and 0.1 mol KOH were added to a reactor, depressurized to a vacuum degree of 0.9, stirred for 30 minutes to remove any volatile, the atmosphere in the reactor was replaced by nitrogen gas for 4 times, the pressure in the reactor was adjusted to 0.2 MPa. The reaction system was heated to a temperature of 220 degrees Celsius, with the help of nitrogen gas at the pressure of 0.8 MPa 11 mol propylene oxide was introduced into the reactor, reacted for 5 h, and then with the help of nitrogen gas at the pressure of 0.8 MPa 27 mol ethylene oxide was introduced into the reactor, reacted for 5 h, to obtain an ether product. The whole amount of the ether product was dissolved in absolute ethanol and formulated into a 40% solution and then added to a reactor, with the help of nitrogen gas at the pressure of 0.8 MPa, there was added 1.1 mol allyl chloride as the quaternizing agent. The reaction system was heated to a temperature of 80 degrees Celsius and then reacted for 3-10 h, depressurized to remove excessive allyl chloride as the quaternizing agent and ethanol as the solvent to obtain a quaternized product. Then 1 mol of the quaternized product, 10 L benzene as the solvent and 1.1 mol KOH were introduced into a reactor, heated to a temperature of 80 degrees Celsius, continuously stirred, water generated from the reaction system was distilled away under azeotropy until the quaternized product was converted into the corresponding potassium alkoxide. 1.1 mol sodium chloroacetate as the carboxylating agent was introduced into the reactor, reacted for 5 h, and then, the resultant was adjusted with HCl to an acidic pH value, washed with a 15% NaBr aqueous solution twice, converted with aqueous ammonia into the corresponding ammonium salt. The resultant was dissolved in a massive amount of absolute ethanol, removing by filtration any inorganic salt in the resultant, the solvent was removed by vacuum distillation to obtain an anionic-cationic-nonionic surfactant, the chemical structure of which was listed in Table 1 as 1-7, and the 1H NMR spectrum of which was listed in Table 5.

Example 8

[0259] 10 mol 5-eicosanyl m-phenylenediamine and 20 mol benzyl chloride were introduced into a reactor, heated to a temperature of 80 degrees Celsius, reacted for 5 h, and then was purified by chromatography to obtain N, N′-dibenzyl-5-eicosanyl m-phenylenediamine. 1 mol N, N′-dibenzyl-5-eicosanyl m-phenylenediamine and 0.1 mol KOH were introduced into a reactor, heated to a temperature of 80 degrees Celsius, depressurized to a vacuum degree of 0.9, stirred for 30 minutes to remove any volatile, the atmosphere in the reactor was replaced by nitrogen gas for 4 times, the pressure in the reactor was adjusted to 0.2 MPa. The reaction system was heated to a temperature of 220 degrees Celsius, with the help of nitrogen gas at the pressure of 0.8 MPa 2 mol propylene oxide was introduced into the reactor, reacted for 5 h, and then with the help of nitrogen gas at the pressure of 0.8 MPa 48 mol ethylene oxide was introduced into the reactor, reacted for 5 h, to obtain an ether product. The whole amount of the ether product was dissolved in absolute ethanol and formulated into a 40% solution and then added to a reactor, with the help of nitrogen gas at the pressure of 0.8 MPa, there was added 2.2 mol benzyl chloride as the quaternizing agent. The reaction system was heated to a temperature of 80 degrees Celsius and then reacted for 3-10 h, depressurized to remove excessive benzyl chloride as the quaternizing agent and ethanol as the solvent to obtain a quaternized product. Then 1 mol of the quaternized product, 10 L benzene as the solvent and 2.2 mol KOH were introduced into a reactor, heated to a temperature of 80 degrees Celsius, continuously stirred, water generated from the reaction system was distilled away under azeotropy until the quaternized product was converted into the corresponding potassium alkoxide. 2.2 mol chloromethyl sodium sulfonate as the sulfonating agent was introduced into the reactor, reacted for 5 h, and then, the resultant was adjusted with HCl to an acidic pH value, washed with a 15% NaI aqueous solution twice, converted with a KOH aqueous solution into the corresponding potassium salt. The resultant was dissolved in a massive amount of absolute ethanol, removing by filtration any inorganic salt in the resultant, the solvent was removed by vacuum distillation to obtain an anionic-cationic-nonionic surfactant, the chemical structure of which was listed in Table 1 as 1-8, and the 1H NMR spectrum of which was listed in Table 5.

Example 9

[0260] 20 mol dodecyl amine and 2 mol chloromethane were introduced into a reactor, heated to a temperature of 80 degrees Celsius, reacted for 5 h, and then was purified by chromatography to obtain dodecyl methyl amine. 1 mol dodecyl methyl amine and 0.1 mol KOH were introduced into a reactor, heated to a temperature of 80 degrees Celsius, depressurized to a vacuum degree of 0.9, stirred for 30 minutes to remove any volatile, the atmosphere in the reactor was replaced by nitrogen gas for 4 times, the pressure in the reactor was adjusted to 0.2 MPa. The reaction system was heated to a temperature of 220 degrees Celsius, with the help of nitrogen gas at the pressure of 0.8 MPa 1 mol propylene oxide was introduced into the reactor, reacted for 5 h, to obtain an ether product. The whole amount of the ether product was dissolved in absolute ethanol and formulated into a 40% solution and then added to a reactor, with the help of nitrogen gas at the pressure of 0.8 MPa, there was added 1.1 mol chloromethane as the quaternizing agent. The reaction system was heated to a temperature of 80 degrees Celsius and then reacted for 3-10 h, depressurized to remove excessive chloromethane as the quaternizing agent and ethanol as the solvent to obtain a quaternized product. Then 1 mol of the quaternized product, 10 L benzene as the solvent and 1.1 mol KOH were introduced into a reactor, heated to a temperature of 80 degrees Celsius, continuously stirred, water generated from the reaction system was distilled away under azeotropy until the quaternized product was converted into the corresponding potassium alkoxide. 1.1 mol sodium chloroacetate as the carboxylating agent was introduced into the reactor, reacted for 5 h, and then, the resultant was adjusted with HCl to an acidic pH value, washed with a 15% NaCl aqueous solution twice, converted with a NaOH aqueous solution into the corresponding sodium salt. The resultant was dissolved in a massive amount of absolute ethanol, removing by filtration any inorganic salt in the resultant, the solvent was removed by vacuum distillation to obtain an anionic-cationic-nonionic surfactant, the chemical structure of which was listed in Table 2 as 2-1, and the 1H NMR spectrum of which was listed in Table 6.

Example 10

[0261] 20 mol oleyl amine and 2 mol chloromethane were introduced into a reactor, heated to a temperature of 80 degrees Celsius, reacted for 5 h, and then was purified by chromatography to obtain 9-octadecenyl methyl amine. 1 mol 9-octadecenyl methyl amine and 0.1 mol KOH were introduced into a reactor, heated to a temperature of 80 degrees Celsius, depressurized to a vacuum degree of 0.9, stirred for 30 minutes to remove any volatile, the atmosphere in the reactor was replaced by nitrogen gas for 4 times, the pressure in the reactor was adjusted to 0.2 MPa. The reaction system was heated to a temperature of 220 degrees Celsius, with the help of nitrogen gas at the pressure of 0.8 MPa 1 mol ethylene oxide was introduced into the reactor, reacted for 5 h, to obtain an ether product. The whole amount of the ether product was dissolved in absolute ethanol and formulated into a 40% solution and then added to a reactor, with the help of nitrogen gas at the pressure of 0.8 MPa, there was added 1.1 mol chloromethane as the quaternizing agent. The reaction system was heated to a temperature of 80 degrees Celsius and then reacted for 3-10 h, depressurized to remove excessive chloromethane as the quaternizing agent and ethanol as the solvent to obtain a quaternized product. Then 1 mol of the quaternized product, 10 L benzene as the solvent and 1.1 mol KOH were introduced into a reactor, heated to a temperature of 80 degrees Celsius, continuously stirred, water generated from the reaction system was distilled away under azeotropy until the quaternized product was converted into the corresponding potassium alkoxide. 1.1 mol sodium chloroacetate as the carboxylating agent was introduced into the reactor, reacted for 5 h, and then, the resultant was adjusted with HCl to an acidic pH value, washed with a 15% NaBr aqueous solution twice, converted with aqueous ammonia into the corresponding ammonium salt. The resultant was dissolved in a massive amount of absolute ethanol, removing by filtration any inorganic salt in the resultant, the solvent was removed by vacuum distillation to obtain an anionic-cationic-nonionic surfactant, the chemical structure of which was listed in Table 2 as 2-2, and the 1H NMR spectrum of which was listed in Table 6.

Example 11

[0262] 20 mol rosinyl amine and 2 mol 1-chlorooctane were introduced into a reactor, heated to a temperature of 80 degrees Celsius, reacted for 5 h, and then was purified by chromatography to obtain rosinyl octyl amine. 1 mol rosinyl octyl amine and 0.1 mol KOH were introduced into a reactor, heated to a temperature of 80 degrees Celsius, depressurized to a vacuum degree of 0.9, stirred for 30 minutes to remove any volatile, the atmosphere in the reactor was replaced by nitrogen gas for 4 times, the pressure in the reactor was adjusted to 0.2 MPa. The reaction system was heated to a temperature of 220 degrees Celsius, with the help of nitrogen gas at the pressure of 0.8 MPa 49 mol propylene oxide was introduced into the reactor, reacted for 5 h, and then with the help of nitrogen gas at the pressure of 0.8 MPa 37 mol ethylene oxide was introduced into the reactor, reacted for 5 h, to obtain an ether product. The whole amount of the ether product was dissolved in absolute ethanol and formulated into a 40% solution and then added to a reactor, with the help of nitrogen gas at the pressure of 0.8 MPa, there was added 1 mol 1-chlorooctane as the quaternizing agent. The reaction system was heated to a temperature of 80 degrees Celsius and then reacted for 3-10 h, depressurized to remove excessive ethanol as the solvent to obtain a quaternized product. Then 1 mol of the quaternized product, 10 L benzene as the solvent and 1.1 mol KOH were introduced into a reactor, heated to a temperature of 80 degrees Celsius, continuously stirred, water generated from the reaction system was distilled away under azeotropy until the quaternized product was converted into the corresponding potassium alkoxide. 1.1 mol sodium chloroacetate as the carboxylating agent was introduced into the reactor, reacted for 5 h, and then, the resultant was adjusted with HCl to an acidic pH value, washed with a 15% NaBr aqueous solution twice, converted with a MgOH aqueous solution into the corresponding magnesium salt. The resultant was dissolved in a massive amount of absolute ethanol, removing by filtration any inorganic salt in the resultant, the solvent was removed by vacuum distillation to obtain an anionic-cationic-nonionic surfactant, the chemical structure of which was listed in Table 2 as 2-3, and the 1H NMR spectrum of which was listed in Table 6.

Example 12

[0263] 20 mol isotridecyl amine and 2 mol allyl chloride were introduced into a reactor, heated to a temperature of 80 degrees Celsius, reacted for 5 h, and then was purified by chromatography to obtain isotridecyl allyl amine. 1 mol isotridecyl allyl amine and 0.1 mol KOH were introduced into a reactor, heated to a temperature of 80 degrees Celsius, depressurized to a vacuum degree of 0.9, stirred for 30 minutes to remove any volatile, the atmosphere in the reactor was replaced by nitrogen gas for 4 times, the pressure in the reactor was adjusted to 0.2 MPa. The reaction system was heated to a temperature of 220 degrees Celsius, with the help of nitrogen gas at the pressure of 0.8 MPa 25 mol propylene oxide was introduced into the reactor, reacted for 5 h, and then with the help of nitrogen gas at the pressure of 0.8 MPa 17 mol ethylene oxide was introduced into the reactor, reacted for 5 h, to obtain an ether product. The whole amount of the ether product was dissolved in absolute ethanol and formulated into a 40% solution and then added to a reactor, with the help of nitrogen gas at the pressure of 0.8 MPa, there was added 1.1 mol allyl chloride as the quaternizing agent. The reaction system was heated to a temperature of 80 degrees Celsius and then reacted for 3-10 h, depressurized to remove excessive allyl chloride as the quaternizing agent and ethanol as the solvent to obtain a quaternized product. Then 1 mol of the quaternized product, 10 L benzene as the solvent and 1.1 mol KOH were introduced into a reactor, heated to a temperature of 80 degrees Celsius, continuously stirred, water generated from the reaction system was distilled away under azeotropy until the quaternized product was converted into the corresponding potassium alkoxide. 1.1 mol sodium chloroacetate as the carboxylating agent was introduced into the reactor, reacted for 5 h, and then, the resultant was adjusted with HCl to an acidic pH value, washed with a 15% NaI aqueous solution twice, converted with a CaOH aqueous solution into the corresponding calcium salt. The resultant was dissolved in a massive amount of absolute ethanol, removing by filtration any inorganic salt in the resultant, the solvent was removed by vacuum distillation to obtain an anionic-cationic-nonionic surfactant, the chemical structure of which was listed in Table 2 as 2-4, and the 1H NMR spectrum of which was listed in Table 6.

Example 13

[0264] 5 mol lysine methyl ester and 10 mol monoethanolamine were introduced into a reactor, heated to a temperature of 180 degrees Celsius, reacted for 5 h, and then was purified by chromatography to obtain lysine monoethanol amide. 5 mol lysine monoethanol amide and 10 mol 1-chlorooctane were introduced into a reactor, heated to a temperature of 80 degrees Celsius, reacted for 5 h, and then was purified by chromatography to obtain N,N′-dioctyl lysine monoethanol amide. 1 mol N,N′-dioctyl lysine monoethanol amide and KOH were introduced into a reactor, heated to a temperature of 80 degrees Celsius, depressurized to a vacuum degree of 0.9, stirred for 30 minutes to remove any volatile, the atmosphere in the reactor was replaced by nitrogen gas for 4 times, the pressure in the reactor was adjusted to 0.2 MPa. The reaction system was heated to a temperature of 220 degrees Celsius, with the help of nitrogen gas at the pressure of 0.8 MPa 39 mol ethylene oxide was introduced into the reactor, reacted for 5 h, and then with the help of nitrogen gas at the pressure of 0.8 MPa 15 mol propylene oxide was introduced into the reactor, reacted for 5 h, to obtain an ether product. The whole amount of the ether product was dissolved in absolute ethanol and formulated into a 40% solution and then added to a reactor, with the help of nitrogen gas at the pressure of 0.8 MPa, there was added 2 mol 1-chlorooctane as the quaternizing agent. The reaction system was heated to a temperature of 80 degrees Celsius and then reacted for 3-10 h, depressurized to remove ethanol as the solvent to obtain a quaternized product. Then 1 mol of the quaternized product, 10 L benzene as the solvent and 3.3 mol KOH were introduced into a reactor, heated to a temperature of 80 degrees Celsius, continuously stirred, water generated from the reaction system was distilled away under azeotropy until the quaternized product was converted into the corresponding potassium alkoxide. 3.3 mol sodium chloroacetate as the carboxylating agent was introduced into the reactor, reacted for 5 h, and then, the resultant was adjusted with HCl to an acidic pH value, washed with a 15% NaBr aqueous solution twice, converted with a MgOH aqueous solution into the corresponding magnesium salt. The resultant was dissolved in a massive amount of absolute ethanol, removing by filtration any inorganic salt in the resultant, the solvent was removed by vacuum distillation to obtain an anionic-cationic surfactant, the chemical structure of which was listed in Table 2 as 2-5, and the 1H NMR spectrum of which was listed in Table 6.

Example 14

[0265] 20 mol octadecylamine and 2 mol benzyl chloride were introduced into a reactor, heated to a temperature of 80 degrees Celsius, reacted for 5 h, and then was purified by chromatography to obtain octadecyl benzyl amine. 1 mol octadecyl benzyl amine and 0.1 mol KOH were introduced into a reactor, heated to a temperature of 80 degrees Celsius, depressurized to a vacuum degree of 0.9, stirred for 30 minutes to remove any volatile, the atmosphere in the reactor was replaced by nitrogen gas for 4 times, the pressure in the reactor was adjusted to 0.2 MPa. The reaction system was heated to a temperature of 220 degrees Celsius, with the help of nitrogen gas at the pressure of 0.8 MPa 25 mol propylene oxide was introduced into the reactor, reacted for 5 h, and then with the help of nitrogen gas at the pressure of 0.8 MPa 17 mol ethylene oxide was introduced into the reactor, reacted for 5 h, to obtain an ether product. The whole amount of the ether product was dissolved in absolute ethanol and formulated into a 40% solution and then added to a reactor, with the help of nitrogen gas at the pressure of 0.8 MPa, there was added 1.1 mol benzyl chloride as the quaternizing agent. The reaction system was heated to a temperature of 80 degrees Celsius and then reacted for 3-10 h, depressurized to remove excessive ethanol as the solvent to obtain a quaternized product. Then 1 mol of the quaternized product, 10 L benzene as the solvent and 1.1 mol KOH were introduced into a reactor, heated to a temperature of 80 degrees Celsius, continuously stirred, water generated from the reaction system was distilled away under azeotropy until the quaternized product was converted into the corresponding potassium alkoxide. 1.1 mol sodium chloroacetate as the carboxylating agent was introduced into the reactor, reacted for 5 h, and then, the resultant was adjusted with HCl to an acidic pH value, washed with a 15% NaI aqueous solution twice, converted with NaOH into the corresponding sodium salt. The resultant was dissolved in a massive amount of absolute ethanol, removing by filtration any inorganic salt in the resultant, the solvent was removed by vacuum distillation to obtain an anionic-cationic-nonionic surfactant, the chemical structure of which was listed in Table 2 as 2-6, and the 1H NMR spectrum of which was listed in Table 6.

Example 15

[0266] 1 mol laurylamine and 0.1 mol KOH were introduced into a reactor, heated to a temperature of 80 degrees Celsius, depressurized to a vacuum degree of 0.9, stirred for 30 minutes to remove any volatile, the atmosphere in the reactor was replaced by nitrogen gas for 4 times, the pressure in the reactor was adjusted to 0.2 MPa. The reaction system was heated to a temperature of 220 degrees Celsius, with the help of nitrogen gas at the pressure of 0.8 MPa 39 mol ethylene oxide was introduced into the reactor, reacted for 5 h, and then with the help of nitrogen gas at the pressure of 0.8 MPa 1 mol propylene oxide was introduced into the reactor, reacted for 5 h, to obtain an ether product. The whole amount of the ether product was dissolved in absolute ethanol and formulated into a 40% solution and then added to a reactor, with the help of nitrogen gas at the pressure of 0.8 MPa, there was added 1.1 mol chlorocyclohexane as the quaternizing agent. The reaction system was heated to a temperature of 80 degrees Celsius and then reacted for 3-10 h, depressurized to remove excessive chlorocyclohexane as the quaternizing agent and ethanol as the solvent to obtain a quaternized product. Then 1 mol of the quaternized product, 10 L benzene as the solvent and 2.2 mol KOH were introduced into a reactor, heated to a temperature of 80 degrees Celsius, continuously stirred, water generated from the reaction system was distilled away under azeotropy until the quaternized product was converted into the corresponding potassium alkoxide. 2.2 mol sodium chloroacetate as the carboxylating agent was introduced into the reactor, reacted for 5 h, and then, the resultant was adjusted with HCl to an acidic pH value, washed with a 15% NaCl aqueous solution twice, converted with a NaOH aqueous solution into the corresponding sodium salt. The resultant was dissolved in a massive amount of absolute ethanol, removing by filtration any inorganic salt in the resultant, the solvent was removed by vacuum distillation to obtain an anionic-cationic-nonionic surfactant, the chemical structure of which was listed in Table 2 as 2-7, and the 1H NMR spectrum of which was listed in Table 6.

Example 16

[0267] 1 mol palmityl amine and 0.1 mol KOH were introduced into a reactor, heated to a temperature of 80 degrees Celsius, depressurized to a vacuum degree of 0.9, stirred for 30 minutes to remove any volatile, the atmosphere in the reactor was replaced by nitrogen gas for 4 times, the pressure in the reactor was adjusted to 0.2 MPa. The reaction system was heated to a temperature of 220 degrees Celsius, with the help of nitrogen gas at the pressure of 0.8 MPa 1 mol propylene oxide was introduced into the reactor, reacted for 5 h, and then with the help of nitrogen gas at the pressure of 0.8 MPa 39 mol ethylene oxide was introduced into the reactor, reacted for 5 h, to obtain an ether product. The whole amount of the ether product was dissolved in absolute ethanol and formulated into a 40% solution and then added to a reactor, with the help of nitrogen gas at the pressure of 0.8 MPa, there was added 1.1 mol allyl chloride as the quaternizing agent. The reaction system was heated to a temperature of 80 degrees Celsius and then reacted for 3-10 h, depressurized to remove excessive allyl chloride as the quaternizing agent and ethanol as the solvent to obtain a quaternized product. Then 1 mol of the quaternized product, 10 L benzene as the solvent and 2.2 mol KOH were introduced into a reactor, heated to a temperature of 80 degrees Celsius, continuously stirred, water generated from the reaction system was distilled away under azeotropy until the quaternized product was converted into the corresponding potassium alkoxide. 2.2 mol chloromethyl sodium sulfonate as the sulfonating agent was introduced into the reactor, reacted for 5 h, and then, the resultant was adjusted with HCl to an acidic pH value, washed with a 15% NaCl aqueous solution twice, converted with a CaOH aqueous solution into the corresponding calcium salt. The resultant was dissolved in a massive amount of absolute ethanol, removing by filtration any inorganic salt in the resultant, the solvent was removed by vacuum distillation to obtain an anionic-cationic-nonionic surfactant, the chemical structure of which was listed in Table 2 as 2-8, and the 1H NMR spectrum of which was listed in Table 6.

Example 17

[0268] 10 mol 1-chlorododecane and 5 mol ammonia were introduced into a reactor, heated to a temperature of 80 degrees Celsius, reacted for 5 h, and then was purified by chromatography to obtain di (dodecyl) amine, then 1 mol di (dodecyl) amine and 0.1 mol KOH were introduced into a reactor, heated to a temperature of 80 degrees Celsius, depressurized to a vacuum degree of 0.9, stirred for 30 minutes to remove any volatile, the atmosphere in the reactor was replaced by nitrogen gas for 4 times, the pressure in the reactor was adjusted to 0.2 MPa. The reaction system was heated to a temperature of 220 degrees Celsius, with the help of nitrogen gas at the pressure of 0.8 MPa 14 mol propylene oxide was introduced into the reactor, reacted for 5 h, and then with the help of nitrogen gas at the pressure of 0.8 MPa 9 mol ethylene oxide was introduced into the reactor, reacted for 5 h, to obtain an ether product. The whole amount of the ether product was dissolved in absolute ethanol and formulated into a 40% solution and then added to a reactor, with the help of nitrogen gas at the pressure of 0.8 MPa, there was added 1.1 mol chloromethane as the quaternizing agent. The reaction system was heated to a temperature of 80 degrees Celsius and then reacted for 3-10 h, depressurized to remove excessive chloromethane as the quaternizing agent and ethanol as the solvent to obtain a quaternized product. Then 1 mol of the quaternized product, 10 L benzene as the solvent and 1.1 mol KOH were introduced into a reactor, heated to a temperature of 80 degrees Celsius, continuously stirred, water generated from the reaction system was distilled away under azeotropy until the quaternized product was converted into the corresponding potassium alkoxide. 1.1 mol sodium chloroacetate as the carboxylating agent was introduced into the reactor, reacted for 5 h, and then, the resultant was adjusted with HCl to an acidic pH value, washed with a 15% NaI aqueous solution twice, converted with a NaOH aqueous solution into the corresponding sodium salt. The resultant was dissolved in a massive amount of absolute ethanol, removing by filtration any inorganic salt in the resultant, the solvent was removed by vacuum distillation to obtain an anionic-cationic-nonionic surfactant, the chemical structure of which was listed in Table 3 as 3-1, and the 1H NMR spectrum of which was listed in Table 7.

Example 18

[0269] 2 mol 1-chlorooctadecane and 20 mol diethanol amine were introduced into a reactor, heated to a temperature of 80 degrees Celsius, reacted for 5 h, and then, was purified by chromatography to obtain octadecyl di(hydroxyethyl) amine, then 1 mol octadecyl di(hydroxyethyl) amine and 0.1 mol KOH were added to a reactor and heated to a temperature of 80 degrees Celsius, depressurized to a vacuum degree of 0.9, stirred for 30 minutes to remove any volatile, the atmosphere in the reactor was replaced by nitrogen gas for 4 times, the pressure in the reactor was adjusted to 0.2 MPa. The reaction system was heated to a temperature of 220 degrees Celsius, with the help of nitrogen gas at the pressure of 0.8 MPa 4 mol ethylene oxide was introduced into the reactor, reacted for 5 h, and then with the help of nitrogen gas at the pressure of 0.8 MPa 22 mol propylene oxide was introduced into the reactor, reacted for 5 h, to obtain an ether product. The whole amount of the ether product was dissolved in absolute ethanol and formulated into a 40% solution and then added to a reactor, with the help of nitrogen gas at the pressure of 0.8 MPa, there was added 1 mol 1-chlorododecane as the quaternizing agent. The reaction system was heated to a temperature of 80 degrees Celsius and then reacted for 3-10 h, depressurized to remove excessive ethanol as the solvent to obtain a quaternized product. Then 1 mol of the quaternized product, 10 L benzene as the solvent and 2.2 mol KOH were introduced into a reactor, heated to a temperature of 80 degrees Celsius, continuously stirred, water generated from the reaction system was distilled away under azeotropy until the quaternized product was converted into the corresponding potassium alkoxide. 2.2 mol sodium chloroacetate as the carboxylating agent was introduced into the reactor, reacted for 5 h, and then, the resultant was adjusted with HCl to an acidic pH value, washed with a 15% NaCl aqueous solution twice, converted with a KOH aqueous solution into the corresponding potassium salt. The resultant was dissolved in a massive amount of absolute ethanol, removing by filtration any inorganic salt in the resultant, the solvent was removed by vacuum distillation to obtain an anionic-cationic-nonionic surfactant, the chemical structure of which was listed in Table 3 as 3-2, and the 1H NMR spectrum of which was listed in Table 7.

Example 19

[0270] 20 mol oleyl amine and 2 mol 1-chlorododecane were introduced into a reactor, heated to a temperature of 80 degrees Celsius, reacted for 5 h, and then was purified by chromatography to obtain 1-(9-octadecenyl) dodecyl amine, then 1 mol 1-(9-octadecenyl) dodecyl amine and 0.1 mol KOH were introduced into a reactor, heated to a temperature of 80 degrees Celsius, depressurized to a vacuum degree of 0.9, stirred for 30 minutes to remove any volatile, the atmosphere in the reactor was replaced by nitrogen gas for 4 times, the pressure in the reactor was adjusted to 0.2 MPa. The reaction system was heated to a temperature of 220 degrees Celsius, with the help of nitrogen gas at the pressure of 0.8 MPa 17 mol propylene oxide was introduced into the reactor, reacted for 5 h, and then with the help of nitrogen gas at the pressure of 0.8 MPa 38 mol ethylene oxide was introduced into the reactor, reacted for 5 h, to obtain an ether product. The whole amount of the ether product was dissolved in absolute ethanol and formulated into a 40% solution and then added to a reactor, with the help of nitrogen gas at the pressure of 0.8 MPa, there was added 1.1 mol chlorocyclohexane as the quaternizing agent. The reaction system was heated to a temperature of 80 degrees Celsius and then reacted for 3-10 h, depressurized to remove excessive chlorocyclohexane as the quaternizing agent and ethanol as the solvent to obtain a quaternized product. Then 1 mol of the quaternized product, 10 L benzene as the solvent and 1.1 mol KOH were introduced into a reactor, heated to a temperature of 80 degrees Celsius, continuously stirred, water generated from the reaction system was distilled away under azeotropy until the quaternized product was converted into the corresponding potassium alkoxide. 1.1 mol sodium chloroacetate as the carboxylating agent was introduced into the reactor, reacted for 5 h, and then, the resultant was adjusted with HCl to an acidic pH value, washed with a 15% NaBr aqueous solution twice, converted with a CaOH aqueous solution into the corresponding calcium salt. The resultant was dissolved in a massive amount of absolute ethanol, removing by filtration any inorganic salt in the resultant, the solvent was removed by vacuum distillation to obtain an anionic-cationic-nonionic surfactant, the chemical structure of which was listed in Table 3 as 3-3, and the 1H NMR spectrum of which was listed in Table 7.

Example 20

[0271] 2 mol 1-chloro-9-octadecene and 20 mol diethanol amine were introduced into a reactor, heated to a temperature of 80 degrees Celsius, reacted for 5 h, and then, was purified by chromatography to obtain (9-octadecenyl) di(hydroxyethyl) amine, then 1 mol (9-octadecenyl) di(hydroxyethyl) amine and 0.1 mol KOH were introduced into a reactor, heated to a temperature of 80 degrees Celsius, depressurized to a vacuum degree of 0.9, stirred for 30 minutes to remove any volatile, the atmosphere in the reactor was replaced by nitrogen gas for 4 times, the pressure in the reactor was adjusted to 0.2 MPa. The reaction system was heated to a temperature of 220 degrees Celsius, with the help of nitrogen gas at the pressure of 0.8 MPa 16 mol ethylene oxide was introduced into the reactor, reacted for 5 h, and then with the help of nitrogen gas at the pressure of 0.8 MPa 49 mol propylene oxide was introduced into the reactor, reacted for 5 h, to obtain an ether product. The whole amount of the ether product was dissolved in absolute ethanol and formulated into a 40% solution and then added to a reactor, with the help of nitrogen gas at the pressure of 0.8 MPa, there was added 1 mol 1-chlorododecane as the quaternizing agent. The reaction system was heated to a temperature of 80 degrees Celsius and then reacted for 3-10 h, depressurized to remove excessive ethanol as the solvent to obtain a quaternized product. Then 1 mol of the quaternized product, 10 L benzene as the solvent and 2.2 mol KOH were introduced into a reactor, heated to a temperature of 80 degrees Celsius, continuously stirred, water generated from the reaction system was distilled away under azeotropy until the quaternized product was converted into the corresponding potassium alkoxide. 2.2 mol sodium chloroacetate as the carboxylating agent was introduced into the reactor, reacted for 5 h, and then, the resultant was adjusted with HCl to an acidic pH value, washed with a 15% NaCl aqueous solution twice, converted with a KOH aqueous solution into the corresponding potassium salt. The resultant was dissolved in a massive amount of absolute ethanol, removing by filtration any inorganic salt in the resultant, the solvent was removed by vacuum distillation to obtain an anionic-cationic-nonionic surfactant, the chemical structure of which was listed in Table 3 as 3-4, and the 1H NMR spectrum of which was listed in Table 7.

Example 21

[0272] 11 mol methyl oleate and 100 mol ethylenediamine were introduced into a reactor, heated to a temperature of 180 degrees Celsius, reacted for 5 h, and then was purified by chromatography to obtain oleoyl ethylenediamine, then 10 mol oleoyl ethylenediamine and 1 mol 1-chlorododecane were introduced into a reactor, heated to a temperature of 80 degrees Celsius, reacted for 5 h, and then was purified by chromatography to obtain 1-oleoyl-4-lauryl ethylenediamine. 1 mol 1-oleoyl-4-lauryl ethylenediamine and 0.1 mol KOH were introduced into a reactor, heated to a temperature of 80 degrees Celsius, depressurized to a vacuum degree of 0.9, stirred for 30 minutes to remove any volatile, the atmosphere in the reactor was replaced by nitrogen gas for 4 times, the pressure in the reactor was adjusted to 0.2 MPa. The reaction system was heated to a temperature of 220 degrees Celsius, with the help of nitrogen gas at the pressure of 0.8 MPa 2 mol propylene oxide was introduced into the reactor, reacted for 5 h, and then with the help of nitrogen gas at the pressure of 0.8 MPa 39 mol ethylene oxide was introduced into the reactor, reacted for 5 h, to obtain an ether product. The whole amount of the ether product was dissolved in absolute ethanol and formulated into a 40% solution and then added to a reactor, with the help of nitrogen gas at the pressure of 0.8 MPa, there was added 1.1 mol chlorocyclohexane as the quaternizing agent. The reaction system was heated to a temperature of 80 degrees Celsius and then reacted for 3-10 h, depressurized to remove excessive chlorocyclohexane as the quaternizing agent and ethanol as the solvent to obtain a quaternized product. Then 1 mol of the quaternized product, 10 L benzene as the solvent and 1.1 mol KOH were introduced into a reactor, heated to a temperature of 80 degrees Celsius, continuously stirred, water generated from the reaction system was distilled away under azeotropy until the quaternized product was converted into the corresponding potassium alkoxide. 1.1 mol sodium chloroacetate as the carboxylating agent was introduced into the reactor, reacted for 5 h, and then, the resultant was adjusted with HCl to an acidic pH value, washed with a 15% NaCl aqueous solution twice, converted with a NaOH aqueous solution into the corresponding sodium salt. The resultant was dissolved in a massive amount of absolute ethanol, removing by filtration any inorganic salt in the resultant, the solvent was removed by vacuum distillation to obtain an anionic-cationic-nonionic surfactant, the chemical structure of which was listed in Table 3 as 3-5, and the 1H NMR spectrum of which was listed in Table 7.

Example 22

[0273] 15 mol methyl laurate and 150 mol ethylenediamine were introduced into a reactor, heated to a temperature of 180 degrees Celsius, reacted for 5 h, and then, was purified by chromatography to obtain 1-lauroyl ethylenediamine, then 12 mol 1-lauroyl ethylenediamine and 1 mol 1-chlorododecyl were introduced into a reactor, heated to a temperature of 80 degrees Celsius, reacted for 5 h, and then, was purified by chromatography to obtain 1-lauroyl-4-dodecyl ethylenediamine. 1 mol 1-lauroyl-4-dodecyl ethylenediamine and 0.1 mol KOH were introduced into a reactor, heated to a temperature of 80 degrees Celsius, depressurized to a vacuum degree of 0.9, stirred for 30 minutes to remove any volatile, the atmosphere in the reactor was replaced by nitrogen gas for 4 times, the pressure in the reactor was adjusted to 0.2 MPa. The reaction system was heated to a temperature of 220 degrees Celsius, with the help of nitrogen gas at the pressure of 0.8 MPa 16 mol propylene oxide was introduced into the reactor, reacted for 5 h, and then with the help of nitrogen gas at the pressure of 0.8 MPa 22 mol ethylene oxide was introduced into the reactor, reacted for 5 h, to obtain an ether product. The whole amount of the ether product was dissolved in absolute ethanol and formulated into a 40% solution and then added to a reactor, with the help of nitrogen gas at the pressure of 0.8 MPa, there was added 1.1 mol chloroethane as the quaternizing agent. The reaction system was heated to a temperature of 80 degrees Celsius and then reacted for 3-10 h, depressurized to remove excessive chloroethane as the quaternizing agent and ethanol as the solvent to obtain a quaternized product. Then 1 mol of the quaternized product, 10 L benzene as the solvent and 1.1 mol KOH were introduced into a reactor, heated to a temperature of 80 degrees Celsius, continuously stirred, water generated from the reaction system was distilled away under azeotropy until the quaternized product was converted into the corresponding potassium alkoxide. 1.1 mol sodium chloroacetate as the carboxylating agent was introduced into the reactor, reacted for 5 h, and then, the resultant was adjusted with HCl to an acidic pH value, washed with a 15% NaI aqueous solution twice, converted with a KOH aqueous solution into the corresponding potassium salt. The resultant was dissolved in a massive amount of absolute ethanol, removing by filtration any inorganic salt in the resultant, the solvent was removed by vacuum distillation to obtain an anionic-cationic-nonionic surfactant, the chemical structure of which was listed in Table 3 as 3-6, and the 1H NMR spectrum of which was listed in Table 7.

Example 23

[0274] 20 mol methyl laurate and 200 mol diethylenetriamine were introduced into a reactor, heated to a temperature of 180 degrees Celsius, reacted for 5 h, and then, was purified by chromatography to obtain 1-lauroyl diethylenetriamine, then 2 mol methyl laurate and 10 mol 1-lauroyl diethylenetriamine were introduced into a reactor, heated to a temperature of 180 degrees Celsius, reacted for 5 h, and then, was purified by chromatography to obtain 1, 7-dilauroyl diethylenetriamine. 1 mol 1, 7-dilauroyl diethylenetriamine and 0.1 mol KOH were introduced into a reactor, heated to a temperature of 80 degrees Celsius, depressurized to a vacuum degree of 0.9, stirred for 30 minutes to remove any volatile, the atmosphere in the reactor was replaced by nitrogen gas for 4 times, the pressure in the reactor was adjusted to 0.2 MPa. The reaction system was heated to a temperature of 220 degrees Celsius, with the help of nitrogen gas at the pressure of 0.8 MPa 16 mol propylene oxide was introduced into the reactor, reacted for 5 h, and then with the help of nitrogen gas at the pressure of 0.8 MPa 37 mol ethylene oxide was introduced into the reactor, reacted for 5 h, to obtain an ether product. The whole amount of the ether product was dissolved in absolute ethanol and formulated into a 40% solution and then added to a reactor, with the help of nitrogen gas at the pressure of 0.8 MPa, there was added 1.1 mol chloroethane as the quaternizing agent. The reaction system was heated to a temperature of 80 degrees Celsius and then reacted for 3-10 h, depressurized to remove excessive chloroethane as the quaternizing agent and ethanol as the solvent to obtain a quaternized product. Then 1 mol of the quaternized product, 10 L benzene as the solvent and 1.1 mol KOH were introduced into a reactor, heated to a temperature of 80 degrees Celsius, continuously stirred, water generated from the reaction system was distilled away under azeotropy until the quaternized product was converted into the corresponding potassium alkoxide. 1.1 mol sodium chloroacetate as the carboxylating agent was introduced into the reactor, reacted for 5 h, and then, the resultant was adjusted with HCl to an acidic pH value, washed with a 15% NaBr aqueous solution twice, converted with aqueous ammonia into the corresponding ammonium salt. The resultant was dissolved in a massive amount of absolute ethanol, removing by filtration any inorganic salt in the resultant, the solvent was removed by vacuum distillation to obtain an anionic-cationic-nonionic surfactant, the chemical structure of which was listed in Table 3 as 3-7, and the 1H NMR spectrum of which was listed in Table 7.

Example 24

[0275] 30 mol 1-chlorododecane and 300 mol triethylene tetramine were introduced into a reactor, heated to a temperature of 80 degrees Celsius, reacted for 5 h, and then, was purified by chromatography to obtain 1-lauryl triethylene tetramine, then 2 mol methyl laurate and 20 mol 1-lauryl triethylene tetramine were introduced into a reactor, heated to a temperature of 180 degrees Celsius, reacted for 5 h, and then, was purified by chromatography to obtain 1-lauroyl-10-lauryl triethylene tetramine. 1 mol 1-lauroyl-10-lauryl triethylene tetramine and KOH were introduced into a reactor, heated to a temperature of 80 degrees Celsius, depressurized to a vacuum degree of 0.9, stirred for 30 minutes to remove any volatile, the atmosphere in the reactor was replaced by nitrogen gas for 4 times, the pressure in the reactor was adjusted to 0.2 MPa. The reaction system was heated to a temperature of 220 degrees Celsius, with the help of nitrogen gas at the pressure of 0.8 MPa 31 mol propylene oxide was introduced into the reactor, reacted for 5 h, and then with the help of nitrogen gas at the pressure of 0.8 MPa 9 mol ethylene oxide was introduced into the reactor, reacted for 5 h, to obtain an ether product. The whole amount of the ether product was dissolved in absolute ethanol and formulated into a 40% solution and then added to a reactor, with the help of nitrogen gas at the pressure of 0.8 MPa, there was added 3.3 mol allyl chloride as the quaternizing agent. The reaction system was heated to a temperature of 80 degrees Celsius and then reacted for 3-10 h, depressurized to remove excessive allyl chloride as the quaternizing agent and ethanol as the solvent to obtain a quaternized product. Then 1 mol of the quaternized product, 10 L benzene as the solvent and 3.3 mol KOH were introduced into a reactor, heated to a temperature of 80 degrees Celsius, continuously stirred, water generated from the reaction system was distilled away under azeotropy until the quaternized product was converted into the corresponding potassium alkoxide. 3.3 mol 2-chloroethyl sodium sulfonate as the sulfonating agent was introduced into the reactor, reacted for 5 h, and then, the resultant was adjusted with HCl to an acidic pH value, washed with a 15% NaI aqueous solution twice, converted with a CaOH aqueous solution into the corresponding calcium salt. The resultant was dissolved in a massive amount of absolute ethanol, removing by filtration any inorganic salt in the resultant, the solvent was removed by vacuum distillation to obtain an anionic-cationic-nonionic surfactant, the chemical structure of which was listed in Table 3 as 3-8, and the 1H NMR spectrum of which was listed in Table 7.

Example 25

[0276] 2 mol 1-chlorododecane and 20 mol ethylenediamine were introduced into a reactor, heated to a temperature of 80 degrees Celsius, reacted for 5 h, and then, was purified by chromatography to obtain 1-lauryl ethylenediamine. Then 1 mol 1-lauryl ethylenediamine and 0.1 mol KOH were introduced into a reactor, heated to a temperature of 80 degrees Celsius, depressurized to a vacuum degree of 0.9, stirred for 30 minutes to remove any volatile, the atmosphere in the reactor was replaced by nitrogen gas for 4 times, the pressure in the reactor was adjusted to 0.2 MPa. The reaction system was heated to a temperature of 220 degrees Celsius, with the help of nitrogen gas at the pressure of 0.8 MPa 23 mol propylene oxide was introduced into the reactor, reacted for 5 h, and then with the help of nitrogen gas at the pressure of 0.8 MPa 19 mol ethylene oxide was introduced into the reactor, reacted for 5 h, to obtain an ether product. The whole amount of the ether product was dissolved in absolute ethanol and formulated into a 40% solution and then added to a reactor, with the help of nitrogen gas at the pressure of 0.8 MPa, there was added 3.3 mol chloroethane as the quaternizing agent. The reaction system was heated to a temperature of 80 degrees Celsius and then reacted for 3-10 h, depressurized to remove excessive chloroethane as the quaternizing agent and ethanol as the solvent to obtain a quaternized product. Then 1 mol of the quaternized product, 10 L benzene as the solvent and 3.3 mol KOH were introduced into a reactor, heated to a temperature of 80 degrees Celsius, continuously stirred, water generated from the reaction system was distilled away under azeotropy until the quaternized product was converted into the corresponding potassium alkoxide. 3.3 mol sodium chloroacetate as the carboxylating agent was introduced into the reactor, reacted for 5 h, and then, the resultant was adjusted with HCl to an acidic pH value, washed with a 15% NaCl aqueous solution twice, converted with a NaOH aqueous solution into the corresponding sodium salt. The resultant was dissolved in a massive amount of absolute ethanol, removing by filtration any inorganic salt in the resultant, the solvent was removed by vacuum distillation to obtain an anionic-cationic-nonionic surfactant, the chemical structure of which was listed in Table 4 as 4-1, and the 1H NMR spectrum of which was listed in Table 8.

Example 26

[0277] 2 mol 1-chloro-9-octadecene and 20 mol ethylenediamine were introduced into a reactor, heated to a temperature of 80 degrees Celsius, reacted for 5 h, and then, was purified by chromatography to obtain (9-octadecenyl) ethylenediamine. Then 1 mol (9-octadecenyl) ethylenediamine and 0.1 mol KOH were introduced into a reactor, heated to a temperature of 80 degrees Celsius, depressurized to a vacuum degree of 0.9, stirred for 30 minutes to remove any volatile, the atmosphere in the reactor was replaced by nitrogen gas for 4 times, the pressure in the reactor was adjusted to 0.2 MPa. The reaction system was heated to a temperature of 220 degrees Celsius, with the help of nitrogen gas at the pressure of 0.8 MPa 11 mol propylene oxide was introduced into the reactor, reacted for 5 h, and then with the help of nitrogen gas at the pressure of 0.8 MPa 9 mol ethylene oxide was introduced into the reactor, reacted for 5 h to obtain an ether product. The whole amount of the ether product was dissolved in absolute ethanol and formulated into a 40% solution and then added to a reactor, with the help of nitrogen gas at the pressure of 0.8 MPa, there was added 2.2 mol allyl chloride as the quaternizing agent. The reaction system was heated to a temperature of 80 degrees Celsius and then reacted for 3-10 h, depressurized to remove excessive allyl chloride as the quaternizing agent and ethanol as the solvent to obtain a quaternized product. Then 1 mol of the quaternized product, 10 L benzene as the solvent and 3.3 mol KOH were introduced into a reactor, heated to a temperature of 80 degrees Celsius, continuously stirred, water generated from the reaction system was distilled away under azeotropy until the quaternized product was converted into the corresponding potassium alkoxide. 3.3 mol sodium chloroacetate as the carboxylating agent was introduced into the reactor, reacted for 5 h, and then, the resultant was adjusted with HCl to an acidic pH value, washed with a 15% NaI aqueous solution twice, converted with a KOH aqueous solution into the corresponding potassium salt. The resultant was dissolved in a massive amount of absolute ethanol, removing by filtration any inorganic salt in the resultant, the solvent was removed by vacuum distillation to obtain an anionic-cationic-nonionic surfactant, the chemical structure of which was listed in Table 4 as 4-2, and the 1H NMR spectrum of which was listed in Table 8.

Example 27

[0278] 2 mol methyl laurate and 20 mol ethylenediamine were introduced into a reactor, heated to a temperature of 180 degrees Celsius, reacted for 5 h, and then, was purified by chromatography to obtain lauroyl ethylenediamine. Then 1 mol lauroyl ethylenediamine were introduced into a reactor, heated to a temperature of 80 degrees Celsius, depressurized to a vacuum degree of 0.9, stirred for 30 minutes to remove any volatile, the atmosphere in the reactor was replaced by nitrogen gas for 4 times, the pressure in the reactor was adjusted to 0.2 MPa. The reaction system was heated to a temperature of 220 degrees Celsius, with the help of nitrogen gas at the pressure of 0.8 MPa 1 mol propylene oxide was introduced into the reactor, reacted for 5 h, to obtain an ether product. The whole amount of the ether product was dissolved in absolute ethanol and formulated into a 40% solution and then added to a reactor, with the help of nitrogen gas at the pressure of 0.8 MPa, there was added 2.2 mol benzyl chloride as the quaternizing agent. The reaction system was heated to a temperature of 80 degrees Celsius and then reacted for 3-10 h, depressurized to remove excessive benzyl chloride as the quaternizing agent and ethanol as the solvent to obtain a quaternized product. Then 1 mol of the quaternized product, 10 L benzene as the solvent and 2.2 mol KOH were introduced into a reactor, heated to a temperature of 80 degrees Celsius, continuously stirred, water generated from the reaction system was distilled away under azeotropy until the quaternized product was converted into the corresponding potassium alkoxide. 2.2 mol sodium chloroacetate as the carboxylating agent was introduced into the reactor, reacted for 5 h, and then, the resultant was adjusted with HCl to an acidic pH value, washed with a 15% NaBr aqueous solution twice, converted with aqueous ammonia into the corresponding ammonium salt. The resultant was dissolved in a massive amount of absolute ethanol, removing by filtration any inorganic salt in the resultant, the solvent was removed by vacuum distillation to obtain an anionic-cationic-nonionic surfactant, the chemical structure of which was listed in Table 4 as 4-3, and the 1H NMR spectrum of which was listed in Table 8.

Example 28

[0279] 2 mol methyl oleate and 20 mol ethylenediamine were introduced into a reactor, heated to a temperature of 80 degrees Celsius, reacted for 5 h, and then, was purified by chromatography to obtain 1-oleoyl ethylenediamine. Then 1 mol 1-oleoyl ethylenediamine and 0.1 mol KOH were introduced into a reactor, heated to a temperature of 80 degrees Celsius, depressurized to a vacuum degree of 0.9, stirred for 30 minutes to remove any volatile, the atmosphere in the reactor was replaced by nitrogen gas for 4 times, the pressure in the reactor was adjusted to 0.2 MPa. The reaction system was heated to a temperature of 220 degrees Celsius, with the help of nitrogen gas at the pressure of 0.8 MPa 47 mol propylene oxide was introduced into the reactor, reacted for 5 h, and then with the help of nitrogen gas at the pressure of 0.8 MPa 32 mol ethylene oxide was introduced into the reactor, reacted for 5 h to obtain an ether product. The whole amount of the ether product was dissolved in absolute ethanol and formulated into a 40% solution and then added to a reactor, with the help of nitrogen gas at the pressure of 0.8 MPa, there was added 1.1 mol chlorocyclohexane as the quaternizing agent. The reaction system was heated to a temperature of 80 degrees Celsius and then reacted for 3-10 h, depressurized to remove excessive chlorocyclohexane as the quaternizing agent and ethanol as the solvent to obtain a quaternized product. Then 1 mol of the quaternized product, 2010 L benzene as the solvent and 2.2 mol KOH were introduced into a reactor, heated to a temperature of 80 degrees Celsius, continuously stirred, water generated from the reaction system was distilled away under azeotropy until the quaternized product was converted into the corresponding potassium alkoxide. 2.2 mol sodium chloroacetate as the carboxylating agent was introduced into the reactor, reacted for 5 h, and then, the resultant was adjusted with HCl to an acidic pH value, washed with a 15% NaI aqueous solution twice, converted with a NaOH aqueous solution into the corresponding sodium salt. The resultant was dissolved in a massive amount of absolute ethanol, removing by filtration any inorganic salt in the resultant, the solvent was removed by vacuum distillation to obtain an anionic-cationic-nonionic surfactant, the chemical structure of which was listed in Table 4 as 4-4, and the 1H NMR spectrum of which was listed in Table 8.

Example 29

[0280] 2 mol 1-chlorododecane and 20 mol monoethanolamine were introduced into a reactor, heated to a temperature of 180 degrees Celsius, reacted for 5 h, and then, was purified by chromatography to obtain N-lauryl monoethanolamine. Then 1 mol N-lauryl monoethanolamine and 0.1 mol KOH were introduced into a reactor, heated to a temperature of 80 degrees Celsius, depressurized to a vacuum degree of 0.9, stirred for 30 minutes to remove any volatile, the atmosphere in the reactor was replaced by nitrogen gas for 4 times, the pressure in the reactor was adjusted to 0.2 MPa. The reaction system was heated to a temperature of 220 degrees Celsius, with the help of nitrogen gas at the pressure of 0.8 MPa 41 mol propylene oxide was introduced into the reactor, reacted for 5 h, and then with the help of nitrogen gas at the pressure of 0.8 MPa 21 mol ethylene oxide was introduced into the reactor, reacted for 5 h to obtain an ether product. The whole amount of the ether product was dissolved in absolute ethanol and formulated into a 40% solution and then added to a reactor, with the help of nitrogen gas at the pressure of 0.8 MPa, there was added 2.2 mol allyl chloride as the quaternizing agent. The reaction system was heated to a temperature of 80 degrees Celsius and then reacted for 3-10 h, depressurized to remove excessive allyl chloride as the quaternizing agent and ethanol as the solvent to obtain a quaternized product. Then 1 mol of the quaternized product, 20 L benzene as the solvent and 2.2 mol KOH were introduced into a reactor, heated to a temperature of 80 degrees Celsius, continuously stirred, water generated from the reaction system was distilled away under azeotropy until the quaternized product was converted into the corresponding potassium alkoxide. 2.2 mol sodium chloroacetate as the carboxylating agent was introduced into the reactor, reacted for 5 h, and then, the resultant was adjusted with HCl to an acidic pH value, washed with a 15% NaCl aqueous solution twice, converted with a MgOH aqueous solution into the corresponding magnesium salt. The resultant was dissolved in a massive amount of absolute ethanol, removing by filtration any inorganic salt in the resultant, the solvent was removed by vacuum distillation to obtain an anionic-cationic-nonionic surfactant, the chemical structure of which was listed in Table 4 as 4-5, and the 1H NMR spectrum of which was listed in Table 8.

Example 30

[0281] 2 mol 1-chloro-9-octadecene and 20 mol monoethanolamine were introduced into a reactor, heated to a temperature of 180 degrees Celsius, reacted for 5 h, and then, was purified by chromatography to obtain N-octadecenyl monoethanolamine. Then 1 mol N-octadecenyl monoethanolamine and 0.1 mol KOH were introduced into a reactor, heated to a temperature of 80 degrees Celsius, depressurized to a vacuum degree of 0.9, stirred for 30 minutes to remove any volatile, the atmosphere in the reactor was replaced by nitrogen gas for 4 times, the pressure in the reactor was adjusted to 0.2 MPa. The reaction system was heated to a temperature of 220 degrees Celsius, with the help of nitrogen gas at the pressure of 0.8 MPa 31 mol propylene oxide was introduced into the reactor, reacted for 5 h, and then with the help of nitrogen gas at the pressure of 0.8 MPa 11 mol ethylene oxide was introduced into the reactor, reacted for 5 h, to obtain an ether product. The whole amount of the ether product was dissolved in absolute ethanol and formulated into a 40% solution and then added to a reactor, with the help of nitrogen gas at the pressure of 0.8 MPa, there was added 2.2 mol chlorocyclohexane as the quaternizing agent. The reaction system was heated to a temperature of 80 degrees Celsius and then reacted for 3-10 h, depressurized to remove excessive chlorocyclohexane as the quaternizing agent and ethanol as the solvent to obtain a quaternized product. Then 1 mol of the quaternized product, 10 L benzene as the solvent and 2.2 mol KOH were introduced into a reactor, heated to a temperature of 80 degrees Celsius, continuously stirred, water generated from the reaction system was distilled away under azeotropy until the quaternized product was converted into the corresponding potassium alkoxide. 2.2 mol sodium chloroacetate as the carboxylating agent was introduced into the reactor, reacted for 5 h, and then, the resultant was adjusted with HCl to an acidic pH value, washed with a 15% NaBr aqueous solution twice, converted with a CaOH aqueous solution into the corresponding potassium salt. The resultant was dissolved in a massive amount of absolute ethanol, removing by filtration any inorganic salt in the resultant, the solvent was removed by vacuum distillation to obtain an anionic-cationic-nonionic surfactant, the chemical structure of which was listed in Table 4 as 4-6, and the 1H NMR spectrum of which was listed in Table 8.

Example 31

[0282] 2 mol methyl laurate and 20 mol hydroxyethyl ethylenediamine were introduced into a reactor, heated to a temperature of 180 degrees Celsius, reacted for 5 h, and then, was purified by chromatography to obtain N-lauroyl-N′-hydroxyethyl ethylenediamine. Then 1 mol N-lauroyl-N′-hydroxyethyl ethylenediamine and 0.1 mol KOH were introduced into a reactor, heated to a temperature of 80 degrees Celsius, depressurized to a vacuum degree of 0.9, stirred for 30 minutes to remove any volatile, the atmosphere in the reactor was replaced by nitrogen gas for 4 times, the pressure in the reactor was adjusted to 0.2 MPa. The reaction system was heated to a temperature of 220 degrees Celsius, with the help of nitrogen gas at the pressure of 0.8 MPa 42 mol propylene oxide was introduced into the reactor, reacted for 5 h, and then with the help of nitrogen gas at the pressure of 0.8 MPa 17 mol ethylene oxide was introduced into the reactor, reacted for 5 h, to obtain an ether product. The whole amount of the ether product was dissolved in absolute ethanol and formulated into a 40% solution and then added to a reactor, with the help of nitrogen gas at the pressure of 0.8 MPa, there was added 2.2 mol chlorocyclohexane as the quaternizing agent. The reaction system was heated to a temperature of 80 degrees Celsius and then reacted for 3-10 h, depressurized to remove excessive chlorocyclohexane as the quaternizing agent and ethanol as the solvent to obtain a quaternized product. Then 1 mol of the quaternized product, 20 L benzene as the solvent and 2.2 mol KOH were introduced into a reactor, heated to a temperature of 80 degrees Celsius, continuously stirred, water generated from the reaction system was distilled away under azeotropy until the quaternized product was converted into the corresponding potassium alkoxide. 2.2 mol sodium chloroacetate as the carboxylating agent was introduced into the reactor, reacted for 5 h, and then, the resultant was adjusted with HCl to an acidic pH value, washed with a 15% NaI aqueous solution twice, converted with a KOH aqueous solution into the corresponding potassium salt. The resultant was dissolved in a massive amount of absolute ethanol, removing by filtration any inorganic salt in the resultant, the solvent was removed by vacuum distillation to obtain an anionic-cationic-nonionic surfactant, the chemical structure of which was listed in Table 4 as 4-7, and the 1H NMR spectrum of which was listed in Table 8.

Example 32

[0283] 2 mol methyl oleate and 20 mol hydroxyethyl ethylenediamine were introduced into a reactor, heated to a temperature of 180 degrees Celsius, reacted for 5 h, and then, was purified by chromatography to obtain N-oleoyl-N′-hydroxyethyl ethylenediamine. Then 1 mol N-oleoyl-N′-hydroxyethyl ethylenediamine and 0.1 mol KOH were introduced into a reactor, heated to a temperature of 80 degrees Celsius, depressurized to a vacuum degree of 0.9, stirred for 30 minutes to remove any volatile, the atmosphere in the reactor was replaced by nitrogen gas for 4 times, the pressure in the reactor was adjusted to 0.2 MPa. The reaction system was heated to a temperature of 220 degrees Celsius, with the help of nitrogen gas at the pressure of 0.8 MPa 2 mol propylene oxide was introduced into the reactor, reacted for 5 h, to obtain an ether product. The whole amount of the ether product was dissolved in absolute ethanol and formulated into a 40% solution and then added to a reactor, with the help of nitrogen gas at the pressure of 0.8 MPa, there was added 2.2 mol chloromethane as the quaternizing agent. The reaction system was heated to a temperature of 80 degrees Celsius and then reacted for 3-10 h, depressurized to remove excessive chloromethane as the quaternizing agent and ethanol as the solvent to obtain a quaternized product. Then 1 mol of the quaternized product, 10 L benzene as the solvent and 2.2 mol KOH were introduced into a reactor, heated to a temperature of 80 degrees Celsius, continuously stirred, water generated from the reaction system was distilled away under azeotropy until the quaternized product was converted into the corresponding potassium alkoxide. 2.2 mol chloromethyl sodium sulfonate as the sulfonating agent was introduced into the reactor, reacted for 5 h, and then, the resultant was adjusted with HCl to an acidic pH value, washed with a 15% NaCl aqueous solution twice, converted with a NaOH aqueous solution into the corresponding sodium salt. The resultant was dissolved in a massive amount of absolute ethanol, removing by filtration any inorganic salt in the resultant, the solvent was removed by vacuum distillation to obtain an anionic-cationic-nonionic surfactant, the chemical structure of which was listed in Table 4 as 4-8, and the 1H NMR spectrum of which was listed in Table 8.

Example 33

[0284] 0.30 wt % of the anionic-cationic-nonionic surfactant produced in Example 19 and a 0.15 wt % aqueous solution of polyacrylamide (having a molecular weight of 26000000) were mixed till homogenous, to obtain a flooding fluid composition for tertiary oil recovery.

TABLE-US-00001 TABLE 1 Chemical structure of the anionic-cationic-nonionic surfactant Surfactant No. Chemical structure of the anionic-cationic-nonionic surfactant 1-1 [00179] 1-2 [00180] 1-3 [00181] 1-4 [00182] 1-5 [00183] 1-6 [00184] 1-7 [00185] 1-8 [00186]

TABLE-US-00002 TABLE 2 Chemical strucuture of the anionic-cationic-nonionic surfactant Surfactant No. Chemical structure of the anionic-cationic-nonionic surfactant 2-1 [00187] 2-2 [00188] 2-3 [00189] 2-4 [00190] 2-5 [00191] 2-6 [00192] 2-7 [00193] 2-8 [00194]

TABLE-US-00003 TABLE 3 Chemical structure of the anionic-cationic-nonionic surfactant Surfactant No. Chemical structure of the anionic-cationic-nonionic surfactant 3-1 [00195] 3-2 [00196] 3-3 [00197] 3-4 [00198] 3-5 [00199] 3-6 [00200] 3-7 [00201] 3-8 [00202]

TABLE-US-00004 TABLE 4 Chemical structure of the anionic-cationic-nonionic surfactant Surfactant No. Chemical structure of the anionic-cationic-nonionic surfactant 4-1 [00203] 4-2 [00204] 4-3 [00205] 4-4 [00206] 4-5 [00207] 4-6 [00208] 4-7 [00209] 4-8 [00210]

TABLE-US-00005 TABLE 5 The 1H NMR spectrum of the anionic-cationic-nonionic surfactant Surfactant No. The peaks in the 1H NMR spectrum 1-1 1H (300 MHz, CDCl.sub.3, ppm): δ7.48-7.9(m, 4H, Ar—H), 4.31(s, 2H, CH.sub.2), 3.72(s, 6H, N—CH.sub.3), 3.64(m, 1H, CH), 3.49(m, 1H, CH.sub.2), 3.24(m, 1H, CH.sub.2), 2.55(m, 2H, Ar—CH.sub.2), 1.29-1.62(m, 18H, CH.sub.2), 1.21(m, 3H, CH.sub.3), 0.96(t, 3H, CH.sub.3). 1-2 1H (300 MHz, CDCl.sub.3, ppm): δ7.48-7.9(m, 4H, Ar—H), 4.31(s, 2H, CH.sub.2— COONa), 3.72(s, 6H, N—CH.sub.3), 3.41-3.81(m, 4H, CH.sub.2), 2.55(m, 2H, Ar—CH.sub.2), 1.29-1.62(m, 12H, CH.sub.2), 0.96(t, 3H, CH.sub.3). 1-3 1H (300 MHz, CDCl.sub.3, ppm): δ7.48-7.9(m, 4H, Ar—H), 4.97-5.70(s, 8H, C═C—H), 4.33(s, 2H, CH.sub.2—COONa), 3.91(m, 4H, CH.sub.2), 3.54(m, 148H, CH.sub.2), 2.55(m, 2H, Ar—CH.sub.2), 1.29-1.62(m, 12H, CH.sub.2), 1.21(m, 147H, CH.sub.3), 0.96(t, 3H, CH.sub.3). 1-4 1H(300 MHz, CDCl.sub.3, ppm): δ7.48-7.9(m, 14H, Ar—H), 4.97-5.48(s, 2H, C═C—H), 4.5(s, 4H, CH.sub.2), 4.33(s, 2H, CH.sub.2—COONa), 3.63-3.64(m, 39H, CH.sub.2, CH), 3.38(m, 38H, CH.sub.2), 3.34(m, 38H, CH), 2.55(m, 2H, Ar—CH.sub.2), 1.96(m, 4H, CH.sub.2), 1.29-1.62(m, 22H, CH.sub.2), 1.21(m, 117H, CH.sub.3), 0.96(t, 3H, CH.sub.3). 1-5 1H (300 MHz, CDCl.sub.3, ppm): δ6.74(m, 3H, Ar—H), 4.5(s, 2H, CH.sub.2), 4.33(s, 2H, CH.sub.2—COONa), 3.79(m, 2H, CH.sub.2), 3.54(m, 118H, CH.sub.2, CH), 3.34(m, 38H, CH), 3.10(m, 1H, CH.sub.2), 2.55(m, 2H, Ar—CH.sub.2), 1.29-1.62(m, 22H, CH.sub.2), 1.21(m, 117H, CH.sub.3), 0.96(t, 3H, CH.sub.3). 1-6 1H (300 MHz, CDCl.sub.3, ppm): δ7.00-7.01(s, 4H, Ar—H), 4.5(d, 2H, CH.sub.2), 4.48(s, 2H, CH.sub.2—COONa), 3.63(m, 1H, CH.sub.2), 3.54(m, 84H, CH.sub.2), 3.38(m, 1H, CH.sub.2, CH), 3.34(m, 1H, CH.sub.2), 2.55(m, 2H, Ar—CH.sub.2), 1.29-1.62(m, 14H, CH.sub.2), 1.21(m, 51H, CH.sub.3), 0.96(t, 3H, CH.sub.3). 1-7 1H (300 MHz, CDCl.sub.3, ppm): δ8.0 (s, 1H, CO—NH), 4.97-5.7(m, 3H, C═C—H), 4.48(s, 6H, CH.sub.2—COONa), 3.91(d, 2H, N—CH.sub.2—C═C), 3.64(m, 3H, CH), 3.63 (m, 9H, O—CH.sub.2—C═), 3.38(m, 9H, CH.sub.2), 3.34(m, 9H, CH), 3.54(m, 108H, O—CH.sub.2), 3.45(m, 1H, C (O) —N—CH.sub.2—C═), 3.49(m, 2H, N—CH2—C═), 2.55(m, 2H, Ar—CH.sub.2), 3.24(m, 2H, N—CH.sub.2—C═), 3.20(m, 1H, C (O) —N—CH.sub.2—C═), 1.29-1.62(m, 20H, CH.sub.2), 1.21(m, 12H, ═C—CH.sub.3), 0.96(t, 3H, CH.sub.3). 1-8 1H (300 MHz, CDCl.sub.3, ppm): δ7.06-8.46(s, 13H, Ar—H), 4.5(m, 2H, N—CH.sub.2—Ar), 5.49(s, 2H, CH.sub.2—SO.sub.3), 3.81(m, 4H, CH.sub.2), 3.64(m, 2H, CH.sub.2), 3.54(m, 164H, O—CH.sub.2), 3.49(m, 4H, CH), 3.41(m, 4H, N—CH.sub.2—CH.sub.2—O), 2.55(m, 2H, Ar—CH.sub.2), 1.29-1.62(m, 34H, CH.sub.2), 1.21(m, 6H, ═C—CH.sub.3), 0.96(t, 3H, CH.sub.3).

TABLE-US-00006 TABLE 6 The 1H NMR spectrum of the anionic-cationic-nonionic surfactant Surfactant No. The peaks in the 1H NMR spectrum 2-1 1H (300 MHz, CDCl.sub.3, ppm): δ4.48 (s, 2H, CH.sub.2—COONa), 3.64(m, 1H, CH), 3.49(m, 2H, CH.sub.2), 3.3(m, 6H, CH.sub.2), 1.29-1.73(m, 20H, CH.sub.2), 1.21(m, 3H, CH.sub.3), 0.96(t, 3H, CH.sub.3) 2-2 1H (300 MHz, CDCl.sub.3, ppm): δ5.48 (s, 2H, C═C—CH.sub.2), 4.48(m, 2H, CH.sub.2COONa), 3.81(m, 2H, CH.sub.2), 3.3(m, 6H, CH.sub.2), 1.96(m, 4H, CH.sub.2), 1.29-1.73(m, 24H, CH.sub.2), 0.96(t, 3H, CH.sub.3) 2-3 1H (300 MHz, CDCl.sub.3, ppm): δ5.50-5.70 (m, 2H, C═C—H), 4.33(m, 2H, CH.sub.2COONa), 3.63(m, 48H, CH.sub.2), 3.38(m, 48H, CH.sub.2), 3.34(m, 49H, CH.sub.2), 3.54(m, 118H, CH.sub.2), 3.49(m, 2H, N—CH.sub.2—C═), 2.06(m, 1H, CH), 1.91-2.04(m, 5H, C═C—CH.sub.2, C═C—CH), 1.29-1.73(m, 18H, CH.sub.2), 1.16(m, 3H, CH.sub.3), 0.96(t, 3H, CH.sub.3) 2-4 1H (300 MHz, CDCl.sub.3, ppm): δ4.33 (s, 2H, CH.sub.2—COONa), 3.64(m, 1H, CH), 3.63(m, 24H, CH.sub.2), 3.38(m, 24H, CH.sub.2), 3.34(m, 24H, CH), 3.54(m, 68H, CH.sub.2), 3.49(m, 2H, CH.sub.2), 3.24(m, 6H, CH.sub.2), 1.29-1.77(m, 23H, CH.sub.2), 0.96(t, 3H, CH.sub.3) 2-5 1H (300 MHz, CDCl.sub.3, ppm): δ4.31 (s, 6H, CH.sub.2—COONa), 3.64(m, 1H, CH), 3.63(m, 15H, CH.sub.2), 3.38(m, 15H, CH.sub.2), 3.34(m, 15H, CH.sub.2), 3.54(m, 145H, CH.sub.2), 3.41(m, 4H, CH.sub.2), 3.81(m, 4H, CH.sub.2), 3.24(m, 6H, CH.sub.2), 1.29-1.73(m, 30H, CH.sub.2, CH), 1.21(m, 3H, CH.sub.3), 0.96(t, 3H, CH.sub.3) 2-6 1H (300 MHz, CDCl.sub.3, ppm): δ7.06-7.14 (m, 10H, Ar—H), 4.50(m, 4H, Ben—CH.sub.2), 4.31(s, 2H, CH.sub.2—COONa), 3.63- 3.64(m, 25H, CH.sub.2), 3.38(m, 24H, CH.sub.2), 3.34(m, 24H, CH), 3.54(m, 68H, CH.sub.2), 3.49(m, 2H, CH.sub.2), 3.24(m, 6H, CH.sub.2), 1.29-1.73(m, 32H, CH.sub.2, CH), 1.21(m,75H, CH.sub.3), 0.96(t, 3H, CH.sub.3) 2-7 1H (300 MHz, CDCl.sub.3, ppm): δ4.48 (m, 2H, CH.sub.2—COONa), 3.54(m, 156H, CH.sub.2), 3.52(m, 2H, CH), 3.24(m, 4H, CH.sub.2), 3.01(t, 1H, CH), 1.86(m, 2H, CH.sub.2), 1.29-1.97(m, 40H, CH.sub.2), 0.96(t, 3H, CH.sub.3) 2-8 1H (300 MHz, CDCl.sub.3, ppm): δ5.03-5.70 (m, 6H, C═C—H), 5.49(s, 2H, CH.sub.2—SO.sub.3), 3.91(m, 4H, CH.sub.2), 3.54(m, 152H, CH.sub.2), 3.24(m, 4H, CH.sub.2), 3.01(t, 1H, CH), 1.29-1.97(m, 28H, CH.sub.2), 1.21(m, 3H, CH.sub.3), 0.96(t, 3H, CH.sub.3)

TABLE-US-00007 TABLE 7 The 1H NMR spectrum of the anionic-cationic-nonionic surfactant Surfactant No. The peaks in the 1H NMR spectrum 3-1 1H (300 MHz, CDCl.sub.3, ppm): δ4.31 (s, 2H, CH.sub.2—COONa), 3.63(m, 20H, CH.sub.2), 3.38(m, 20H, CH.sub.2), 3.34(m, 24H, CH), 3.54(m, 68H, CH.sub.2), 3.3(m, 2H, CH.sub.3), 3.24(m, 6H, CH.sub.2), 1.29-1.73(m, 40H, CH.sub.2), 1.21(m, 22H, CH.sub.3), 0.96(t, 3H, CH.sub.3) 3-2 1H (300 MHz, CDCl.sub.3, ppm): δ4.31 (s, 4H, CH.sub.2—COONa), 3.81(m, 4H, CH.sub.2), 3.63(m, 22H, CH.sub.2), 3.38(m, 22H, CH.sub.2), 3.34(m, 22H, CH), 3.54(m, 20H, CH.sub.2), 3.41(m, 4H, CH.sub.2), 1.29-1.73(m, 52H, CH.sub.2), 1.21(m, 66H, CH.sub.3), 0.96(t, 3H, CH.sub.3) 3-3 1H (300 MHz, CDCl.sub.3, ppm): δ4.31 (s, 2H, CH.sub.2—COONa), 3.81(m, 2H, CH.sub.2), 3.63(m, 17H, CH.sub.2), 3.38(m, 17H, CH.sub.2), 3.34(m, 17H, CH), 3.54(m, 148H, CH.sub.2), 3.52(m, 1H, CH), 3.24(m, 4H, CH.sub.2), 1.29-1.73(m, 44H, CH.sub.2), 1.21(m, 34H, CH.sub.3), 0.96(t, 6H, CH.sub.3) 3-4 1H (300 MHz, CDCl.sub.3, ppm): δ4.31 (s, 4H, CH.sub.2—COONa), 3.63(m, 49H, CH.sub.2), 3.38(m, 49H, CH.sub.2), 3.34(m, 49H, CH), 3.54(m, 60H, CH.sub.2), 3.41(m, 4H, CH), 3.24(m, 4H, CH.sub.2), 1.29-1.73(m, 52H, CH.sub.2), 1.21(m, 147H, CH.sub.3), 0.96(t, 6H, CH.sub.3) 3-5 1H (300 MHz, CDCl.sub.3, ppm): δ4.31 (s, 2H, CH.sub.2—COONa), 3.64(m, 2H, CH.sub.2), 3.63(m, 2H, CH.sub.2), 3.54(m, 156H, CH.sub.2), 3.52(m, 1H, CH), 3.5(m, 2H, CH.sub.2), 3.49(m, 2H, CH.sub.2), 3.38(m, 1H, CH.sub.2), 3.34(m, 1H, CH), 3.24(m, 2H, CH.sub.2), 1.29-1.73(m, 42H, CH.sub.2), 1.21(m, 6H, CH.sub.3), 0.96(t, 3H, CH.sub.3) 3-6 1H (300 MHz, CDCl.sub.3, ppm): δ4.31 (s, 2H, CH.sub.2—COONa), 3.64(m, 2H, CH.sub.2), 3.63(m, 15H, CH.sub.2), 3.38(m, 15H, CH.sub.2), 3.34(m, 16H, CH), 3.54(m, 88H, CH.sub.2), 3.5(m, 2H, CH.sub.2), 3.49(m, 2H, CH.sub.2), 3.24(m, 4H, CH.sub.2), 2.18(t, 2H, CH.sub.2), 1.29-1.73(m, 38H, CH.sub.2), 1.25(t, 3H, CH.sub.3), 1.21(m, 48H, CH.sub.3), 0.96(t, 6H, CH.sub.3) 3-7 1H (300 MHz, CDCl.sub.3, ppm): δ4.48 (s, 2H, CH.sub.2—COONa), 3.64(m, 2H, CH.sub.2), 3.63(m, 15H, CH.sub.2), 3.38(m, 15H, CH.sub.2), 3.34(m, 16H, CH), 3.54(m, 148H, CH.sub.2), 3.5(m, 2H, CH.sub.2), 3.49(m, 2H, CH.sub.2), 3.24(m, 4H, CH.sub.2), 2.18(t, 4H, CH.sub.2), 1.29-1.73(m, 36H, CH.sub.2), 1.25(t, 3H, CH.sub.3), 1.21(m, 48H, CH.sub.3), 0.96(t, 6H, CH.sub.3) 3-8 1H (300 MHz, CDCl.sub.3, ppm): δ5.49 (s, 4H, CH.sub.2—COONa), 4.97(m, 2H, C═C—H), 5.03(m, 2H, C═C—H), 5.70(m, 2H, C═C—H), 3.64(m, 4H, CH.sub.2), 3.63(m, 29H, CH.sub.2), 3.38(m, 29H, CH.sub.2), 3.34(m, 31H, CH), 3.54(m, 36H, CH.sub.2), 3.5(m, 4H, CH.sub.2), 3.49(m, 2H, CH.sub.2), 3.24(m, 2H, CH.sub.2), 2.18(t, 4H, CH.sub.2), 1.29-1.73(m, 38H, CH.sub.2), 1.21(m, 93H, CH.sub.3), 0.96(t, 6H, CH.sub.3)

TABLE-US-00008 TABLE 8 The 1H NMR spectrum of the anionic-cationic-nonionic surfactant Surfactant No. The peaks in the 1H NMR spectrum 4-1 1H (300 MHz, CDCl.sub.3, ppm): δ4.31 (s, 6H, CH.sub.2—COONa), 3.63(m, 21H, CH.sub.2), 3.49(m, 2H, CH.sub.2), 3.38(m, 21H, CH.sub.2), 3.34(m, 21H, CH), 3.54(m, 76H, CH.sub.2), 3.24(m, 2H, CH.sub.2), 1.29-1.73(m, 20H, CH.sub.2), 1.25(t, 3H, CH.sub.3), 1.21(m, 69H, CH.sub.3), 0.96(t, 3H, CH.sub.3) 4-2 1H (300 MHz, CDCl.sub.3, ppm): δ5.48 (m, 2H, C═C—H), 4.31 (s, 6H, CH.sub.2—COONa), 3.64(m, 3H, CH), 3.63(m, 8H, CH.sub.2), 3.49(m, 3H, CH.sub.2), 3.38(m, 8H, CH.sub.2), 3.34(m, 8H, CH), 3.54(m, 36H, CH.sub.2), 3.24(m, 3H, CH.sub.2), 1.96(m, 4H, CH.sub.2), 1.29-1.73(m, 24H, CH.sub.2), 1.25(t, 6H, CH.sub.3), 1.21(m, 33H, CH.sub.3), 0.96(t, 3H, CH.sub.3) 4-3 1H (300 MHz, CDCl.sub.3, ppm): δ8.0 (m, 1H, C(O)N—H), 7.06-7.14(m, 10H, Ar—H), 4.5(m, 2H, CH.sub.2), 4.48 (s, 2H, CH.sub.2—COONa), 3.64(t, 2H, CH.sub.2), 3.49(d, 1H, CH.sub.2), 3.5(t, 2H, CH.sub.2), 3.24(d, 1H, CH.sub.2), 2.18(t, 2H, CH.sub.2), 1.29-1.73(m, 18H, CH.sub.2), 1.21(m, 3H, CH.sub.3), 0.96(t, 3H, CH.sub.3) 4-4 1H (300 MHz, CDCl.sub.3, ppm): δ4.31(s, 4H, CH.sub.2—COONa), 3.64(m, 2H, CH.sub.2), 3.63(m, 45H, CH.sub.2), 3.5(t, 2H, CH.sub.2), 3.49(t, 2H, CH.sub.2), 3.38(m, 45H, CH.sub.2), 3.34(m, 47H, CH), 3.24(d, 2H, CH.sub.2), 2.18(t, 2H, CH.sub.2), 1.29-1.73(m, 36H, CH.sub.2), 1.21(m, 141H, CH.sub.3), 0.96(t, 3H, CH.sub.3) 4-5 1H (300 MHz, CDCl.sub.3, ppm): δ4.97-5.7(m, 3H, C═C—H), 4.31 (s, 2H, CH.sub.2—COONa), 3.91(m, 2H, CH.sub.2), 3.81(m, 2H, CH.sub.2), 3.64(m, 1H, CH.sub.2), 3.63(m, 40H, CH.sub.2), 3.49(m, 1H, CH.sub.2), 3.38(m, 40H, CH.sub.2), 3.34(m, 40H, CH), 3.54(m, 84H, CH.sub.2), 3.24(m, 3H, CH.sub.2), 1.29-1.73(m, 20H, CH.sub.2), 1.21(m, 123H, CH.sub.3), 0.96(t, 3H, CH.sub.3) 4-6 1H (300 MHz, CDCl.sub.3, ppm): δ5.48(m, 2H, C═C—H), 4.31(s, 4H, CH.sub.2—COONa), 3.64(m, 2H, CH.sub.2), 3.63(m, 29H, CH.sub.2), 3.49(m, 2H, CH.sub.2), 3.38(m, 29H, CH.sub.2), 3.34(m, 31H, CH), 3.54(m, 44H, CH.sub.2), 3.24(m, 2H, CH.sub.2), 1.29-1.73(m, 42H, CH.sub.2), 1.21(m, 93H, CH.sub.3), 0.96(t, 3H, CH.sub.3) 4-7 1H (300 MHz, CDCl.sub.3, ppm): δ8.0 (m, 1H, C(O)N—H), 5.48(m, 2H, C═C—H), 4.31(s, 4H, CH.sub.2), 3.64(t, 2H, CH.sub.2), 3.63(m, 40H, CH.sub.2), 3.54(m, 68H, CH.sub.2), 3.52(m, 1H, CH), 3.49(d, 2H, CH.sub.2), 3.38(m, 40H, CH.sub.2), 3.34(m, 42H, CH.sub.2), 3.24(d, 2H, CH.sub.2), 2.18(t, 2H, CH.sub.2), 1.29-1.73(m, 28H, CH.sub.2), 1.21(m, 126H, CH.sub.3), 0.96(t, 3H, CH.sub.3) 4-8 1H (300 MHz, CDCl.sub.3, ppm): δ5.49(m, 2H, CH.sub.2—SO.sub.3), 3.81(m, 2H, CH.sub.2), 3.64(m, 3H, CH.sub.2, CH), 3.50(m, 2H, CH.sub.2), 3.49(m, 1H, CH.sub.2), 3.41(m, 2H, CH.sub.2), 3.24(m, 1H, CH.sub.2), 3.3(s, 3H, CH.sub.3), 2.18(m, 2H, CH.sub.2), 1.29-1.73(m, 26H, CH.sub.2), 1.21(m, 3H, CH.sub.3), 0.96(t, 3H, CH.sub.3)

Example 34 Interfacial Activity Test of the Surfactant

[0285] A TX-500C type spinning drop interfacial tensiometer was used to identify the oil-water interfacial tension between each surfactant and the IV5-11 reservoir crude oil from the Henan Shuanghe Oilfield, at a surfactant concentration of 0.3 wt %, with a test temperature of 81 degrees Celsius, a formation water of NaHCO.sub.3 type, a TDS of 7947 mg/L, a chloride ion content of 2002 mg/L, a Ca.sup.2+ content of 20 mg/L, a Mg.sup.2+ content of 12.2 mg/L.

TABLE-US-00009 TABLE 9 The oil-water interfacial tension between the surfactant and the IV5-11 reservoir crude oil from the Henan Shuanghe Oilfield Example No. Interfacial tension (mN/m)  1 0.01  2 0.02  3 0.0006  4 0.0004  5 0.0007  6 0.004  7 0.0007  8 0.0006  9 0.009 10 0.0009 11 0.0004 12 0.0005 13 0.0006 14 0.0007 15 0.005 16 0.0007 17 0.0004 18 0.005 19 0.0003 20 0.006 21 0.0007 22 0.0005 23 0.0006 24 0.0007 25 0.0006 26 0.0004 27 0.04 28 0.0008 29 0.0007 30 0.0006 31 0.0005 32 0.08 33 0.0003

[0286] As can be seen from Table 9, the surfactant produced by each Example (except for Examples 1, 2, 27 and 32) exhibits a desirable interfacial activity with the crude oil from the Henan Oilfield. Example 33 reveals that, the surfactant produced according to this invention, even after compounded with a polymer, still exhibits a desirable interfacial activity.

[0287] The surfactant produced by Example 33 was formulated into different concentrations, each was tested the oil-water interfacial tension with the IV5-11 reservoir crude oil from the Henan Shuanghe Oilfield. The results were listed in Table 10.

TABLE-US-00010 TABLE 10 The oil-water interfacial tension between the surfactant 19 (at different concen- trations) and the IV5-11 reservoir crude oil from the Henan Shuanghe Oilfield Surfactant concentration 0.01 0.02 0.05 0.1 0.2 0.3 (wt %) Interfacial tension (mN/m) 0.006 0.003 0.0009 0.0004 0.0003 0.0003

[0288] These results reveals that, the surfactant of this invention exhibits a relatively higher oil-water interfacial activity for the crude oil from the Henan Oilfield.

[0289] A TX-500C type spinning drop interfacial tensiometer was used to further identify the oil-water interfacial tension between the surfactant produced by each of Examples 1 to 4 and a crude oil from the third oil plant of the Zhongyuan Oilfield, with a test temperature of 80 degrees Celsius, a formation water with a TDS of 79439 mg/L, a Ca.sup.2+ content of 592 mg/L, a Mg.sup.2+ content of 2871 mg/L, a surfactant concentration of 0.3 wt %. The oil-water interfacial tension was observed as low as 0.003 mN/m. This reveals that the surfactant of this invention is widely applicable, not only to a reservoir with a low TDS, but also to a reservoir at elevated temperatures and with high salinity, by showing a desirable interfacial activity.

Example 35 Oil Washing Capability Test of the Surfactant

[0290] The IV5-11 reservoir oil sand from the Henan Shuanghe Oilfield at an oil:sand ratio of 1:4 (by weight) was aged at 81 degrees Celsius for 7 days, stirred for 5 minutes per 2 hours. Then 5 g of the thus aged oil sand and a 0.3 wt % solution of the surfactant at an oil sand:solution ratio of 1:10 (by weight) were mixed till homogenous, aged at the reservoir temperature for 48 h, then any crude oil in the solution was extracted with petroleum ether, adjusted with a 50 ml colorimetric tube to a metered volume, colorimetric analysized with a spectrophotometer at a wavelength of 430 nm. The concentration of crude oil in the surfactant solution was calculated by referring to the standard curve.

TABLE-US-00011 TABLE 11 The oil washing performance of the surfactant Example No. Oil washing rate %  1 39%  2 31%  3 68%  4 77%  5 66%  6 51%  7 65%  8 67%  9 49% 10 61% 11 73% 12 71% 13 66% 14 64% 15 49% 16 65% 17 73% 18 46% 19 81% 20 48% 21 63% 22 73% 23 67% 24 66% 25 69% 26 78% 27 28% 28 60% 29 63% 30 66% 31 74% 32 25% 33 81%

Example 36 Study on the Oil Displacement Performance of the Surfactant

[0291] The oil displacement test was performed on a corestone having a length of 30 cm, a diameter of 2.5 cm and a permeability of 1.5 μm.sup.2. The corestone was firstly displaced by the IV5-11 reservoir formation water from the Henan Shuanghe Oilfield till no crude oil was found in the effluent, then by a 0.3 PV (the pore volume of the corestone) of the surfactant, then by water till no crude oil was found in the effluent. The results were listed in Table 7.

TABLE-US-00012 TABLE 12 Oil displacement results of the surfactant Example No. Oil recovery increased by %  1 2.8%  2 2.5%  3 4.9%  4 8.9%  5 4.7%  6 4.1%  7 5.5%  8 5.6%  9 4.0% 10 5.0% 11 7.5% 12 7.1% 13 6.7% 14 6.4% 15 4.0% 16 6.5% 17 7.1% 18 4.2% 19 9.7% 20 4.1% 21 6.4% 22 7.0% 23 5.6% 24 6.7% 25 6.9% 26 9.0% 27 1.8% 28 6.1% 29 6.5% 30 6.8% 31 7.2% 32 1.2% 33 10.9% 

Example 37 Study on the Long Term Stability of the Surfactant

[0292] Each surfactant produced in Examples was formulated into a 0.3 wt % solution with the IV5-11 reservoir formation water from the Henan Shuanghe Oilfield, placed into a thermostat oven, at 81 degrees Celsius aged for 1 day, 1 month, 2 months, 3 months respectively, and then taken out from the thermostat oven, with the appearance of the solution observed and the interfacial tension of the solution tested. A TX-500C type spinning drop interfacial tensiometer was used to identify the oil-water interfacial tension between each surfactant and the IV5-11 reservoir crude oil from the Henan Shuanghe Oilfield, with a test temperature of 81 degrees Celsius, a formation water of NaHCO.sub.3 type, a TDS of 7947 mg/L, a chloride ion content of 2002 mg/L, a Ca.sup.2+ content of 20 mg/L, a Mg.sup.2+ content of 12.2 mg/L. The results were listed in Table 13, wherein the interfacial tension has a unit of mN/m.

TABLE-US-00013 TABLE 13 Long term stability results of the surfactant Example No. 1 day 1 month 2 months 3 months  1 clear and clear and clear and clear and transparent, transparent, transparent, transparent, 0.01 0.01 0.02 0.02  2 clear and clear and clear and clear and transparent, transparent, transparent, transparent, 0.02 0.02 0.04 0.04  3 clear and clear and clear and clear and transparent, transparent, transparent, transparent, 0.0006 0.0007 0.0007 0.0007  4 clear and clear and clear and clear and transparent, transparent, transparent, transparent, 0.0004 0.0004 0.0004 0.0005  5 clear and clear and clear and clear and transparent, transparent, transparent, transparent, 0.0007 0.0007 0.0007 0.0008  6 clear and clear and clear and clear and transparent, transparent, transparent, transparent, 0.004 0.005 0.006 0.007  7 clear and clear and clear and clear and transparent, transparent, transparent, transparent, 0.0007 0.005 0.01 0.1  8 clear and clear and clear and clear and transparent, transparent, transparent, transparent 0.0006 0.0006 0.0006 0.0007  9 clear and clear and clear and clear and transparent, transparent, transparent, transparent, 0.009 0.009 0.01 0.01 10 clear and clear and clear and clear and transparent, transparent, transparent transparent, 0.0009 0.001 0.002 0.003 11 clear and clear and clear and clear and transparent, transparent, transparent, transparent 0.0004 0.0007 0.0009 0.001 12 clear and clear and clear and clear and transparent, transparent, transparent, transparent, 0.0005 0.0005 0.0006 0.0007 13 clear and clear and clear and clear and transparent, transparent, transparent transparent 0.0006 0.009 0.01 0.015 14 clear and clear and clear and clear and transparent, transparent, transparent, transparent, 0.0007 0.0007 0.0007 0.0008 15 clear and clear and clear and clear and transparent, transparent, transparent, transparent, 0.005 0.005 0.006 0.007 16 clear and clear and clear and clear and transparent, transparent, transparent, transparent, 0.0007 0.0009 0.0011 0.0014 17 clear and clear and clear and clear and transparent, transparent, transparent, transparent, 0.0004 0.0004 0.0005 0.0005 18 clear and clear and clear and clear and transparent, transparent, transparent, transparent, 0.005 0.008 0.009 0.009 19 clear and clear and clear and clear and transparent, transparent, transparent, transparent, 0.0003 0.0003 0.0004 0.0004 20 clear and clear and clear and clear and transparent, transparent, transparent, transparent, 0.006 0.007 0.007 0.01 21 clear and clear and clear and clear and transparent, transparent, transparent transparent, 0.0007 0.002 0.003 0.01 22 clear and clear and clear and clear and transparent, transparent, transparent, transparent, 0.0005 0.004 0.005 0.009 23 clear and clear and clear and clear and transparent, transparent, transparent, transparent, 0.0006 0.002 0.004 0.005 24 clear and clear and clear and clear and transparent, transparent, transparent, transparent, 0.0007 0.001 0.003 0.07 25 clear and clear and clear and clear and transparent, transparent, transparent, transparent, 0.0006 0.0008 0.0008 0.0009 26 clear and clear and clear and clear and transparent, transparent, transparent, transparent, 0.0004 0.0006 0.0007 0.0007 27 clear and clear and clear and clear and transparent, transparent, transparent, transparent, 0.04 0.09 0.1 0.2 28 clear and clear and clear and clear and transparent, transparent, transparent, transparent, 0.0008 0.0015 0.003 0.01 29 clear and clear and clear and clear and transparent, transparent, transparent, transparent, 0.0007 0.0007 0.0008 0.0009 30 clear and clear and clear and clear and transparent, transparent, transparent, transparent, 0.0006 0.0007 0.0007 0.0007 31 clear and clear and clear and clear and transparent, transparent, transparent, transparent, 0.0005 0.009 0.01 0.02 32 clear and clear and clear and clear and transparent, transparent, transparent, transparent, 0.08 0.2 0.3 0.5

[0293] As can be seen from these data that, the anionic-cationic-nonionic surfactant according to this invention, even at elevated temperatures, exhibits very well solubility in water, and preferably, even after stored for a long term, is excellent in terms of the interfacial activity stability.

Example 38 Study on the Chromatographic Fractionation of the Anionic-Cationic-Nonionic Surfactant

[0294] Each surfactant produced in Examples was formulated into a 0.3 wt % solution with the IV5-11 reservoir formation water from the Henan Shuanghe Oilfield. A slimline model having an inner diameter of 0.4 cm and a length of 4.5 m was filled with the mixture of 30% IV5-11 reservoir oil sand from the Henan Shuanghe Oilfield and 70% quartz sand. With the mixed sand model, chromatographic fractionation experiments were conducted as follows: 1) (Experiment 1#) injected thereto a 2 PV of the formulated surfactant solution; 2) (Experiment 2#) injected thereto a combination of the surfactant solution and an alkali (NaOH as the alkali at a concentration of 2000 mg/L); 3) (Experiment 3#) firstly injected thereto a 1 PV of a 2000 mg/l NaOH solution in the formation water, and then a combination of the surfactant solution and an alkali (NaOH as the alkali at a concentration of 2000 mg/L), with an injection flow velocity of 0.2 mL/min. After injected with a predetermined slug of the combination, the mixed sand model was displaced by the formation water at the same flow rate, and the effluent was collected. High performance liquid chromatography (HPLC) and total organic carbon analysis (TOC) were co-used to determine the change in the concentration of the surfactant in the effluent as the volume of the injected liquid changes. If the surfactant was fractionated into different components, each surfactant component was calculated respectively with its recovery yield on the basis of the amount injected and the amount collected according to the following formula.

[00001]$\mathrm{chromatographic}.Math..Math.\mathrm{fractionation}.Math..Math.\mathrm{factor}=\frac{\mathrm{yield}.Math..Math.\mathrm{of}.Math..Math.a.Math..Math.\mathrm{first}.Math..Math.\mathrm{surfactant}.Math..Math.\mathrm{component}}{\mathrm{yield}.Math..Math.\mathrm{of}.Math..Math.a.Math..Math.\mathrm{second}.Math..Math.\mathrm{surfactant}.Math..Math.\mathrm{component}}$

[0295] If multiple surfactant components were identified, one of them was taken as the reference, and others were then compared with the reference. The results were listed in Table 14.

TABLE-US-00014 TABLE 14 Chromatographic fractionation results of the anionic-cationic-nonionic surfactant Example Experiment Experiment Experiment No. 1# 2# 3#  1 components not components not components not fractionated, no fractionated, no fractionated, no chromatographic chromatographic chromatographic fractionation problem fractionation problem fractionation problem  2 components not components not components not fractionated, no fractionated, no fractionated, no chromatographic chromatographic chromatographic fractionation problem fractionation problem fractionation problem  3 components not components not components not fractionated, no fractionated, no fractionated, no chromatographic chromatographic chromatographic fractionation problem fractionation problem fractionation problem  4 components not components not components not fractionated, no fractionated, no fractionated, no chromatographic chromatographic chromatographic fractionation problem fractionation problem fractionation problem  5 components not components not components not fractionated, no fractionated, no fractionated, no chromatographic chromatographic chromatographic fractionation problem fractionation problem fractionation problem  6 components not components not components not fractionated, no fractionated, no fractionated, no chromatographic chromatographic chromatographic fractionation problem fractionation problem fractionation problem  7 components not components not components not fractionated, no fractionated, no fractionated, no chromatographic chromatographic chromatographic fractionation problem fractionation problem fractionation problem  8 components not components not components not fractionated, no fractionated, no fractionated, no chromatographic chromatographic chromatographic fractionation problem fractionation problem fractionation problem  9 components not components not components not fractionated, no fractionated, no fractionated, no chromatographic chromatographic chromatographic fractionation problem fractionation problem fractionation problem 10 components not components not components not fractionated, no fractionated, no fractionated, no chromatographic chromatographic chromatographic fractionation problem fractionation problem fractionation problem 11 components not components not components not fractionated, no fractionated, no fractionated, no chromatographic chromatographic chromatographic fractionation problem fractionation problem fractionation problem 12 components not components not components not fractionated, no fractionated, no fractionated, no chromatographic chromatographic chromatographic fractionation problem fractionation problem fractionation problem 13 components not components not components not fractionated, no fractionated, no fractionated, no chromatographic chromatographic chromatographic fractionation problem fractionation problem fractionation problem 14 components not components not components not fractionated, no fractionated, no fractionated, no chromatographic chromatographic chromatographic fractionation problem fractionation problem fractionation problem 15 components not components not components not fractionated, no fractionated, no fractionated, no chromatographic chromatographic chromatographic fractionation problem fractionation problem fractionation problem 16 components not components not components not fractionated, no fractionated, no fractionated, no chromatographic chromatographic chromatographic fractionation problem fractionation problem fractionation problem 17 components not components not components not fractionated, no fractionated, no fractionated, no chromatographic chromatographic chromatographic fractionation problem fractionation problem fractionation problem 18 components not components not components not fractionated, no fractionated, no fractionated, no chromatographic chromatographic chromatographic fractionation problem fractionation problem fractionation problem 19 components not components not components not fractionated, no fractionated, no fractionated, no chromatographic chromatographic chromatographic fractionation problem fractionation problem fractionation problem 20 components not components not components not fractionated, no fractionated, no fractionated, no chromatographic chromatographic chromatographic fractionation problem fractionation problem fractionation problem 21 components not components not components not fractionated, no fractionated, no fractionated, no chromatographic chromatographic chromatographic fractionation problem fractionation problem fractionation problem 22 components not components not components not fractionated, no fractionated, no fractionated, no chromatographic chromatographic chromatographic fractionation problem fractionation problem fractionation problem 23 components not components not components not fractionated, no fractionated, no fractionated, no chromatographic chromatographic chromatographic fractionation problem fractionation problem fractionation problem 24 components not components not components not fractionated, no fractionated, no fractionated, no chromatographic chromatographic chromatographic fractionation problem fractionation problem fractionation problem 25 components not components not components not fractionated, no fractionated, no fractionated, no chromatographic chromatographic chromatographic fractionation problem fractionation problem fractionation problem 26 components not components not components not fractionated, no fractionated, no fractionated, no chromatographic chromatographic chromatographic fractionation problem fractionation problem fractionation problem 27 components not components not components not fractionated, no fractionated, no fractionated, no chromatographic chromatographic chromatographic fractionation problem fractionation problem fractionation problem 28 components not components not components not fractionated, no fractionated, no fractionated, no chromatographic chromatographic chromatographic fractionation problem fractionation problem fractionation problem 29 components not components not components not fractionated, no fractionated, no fractionated, no chromatographic chromatographic chromatographic fractionation problem fractionation problem fractionation problem 30 components not components not components not fractionated, no fractionated, no fractionated, no chromatographic chromatographic chromatographic fractionation problem fractionation problem fractionation problem 31 components not components not components not fractionated, no fractionated, no fractionated, no chromatographic chromatographic chromatographic fractionation problem fractionation problem fractionation problem 32 components not components not components not fractionated, no fractionated, no fractionated, no chromatographic chromatographic chromatographic fractionation problem fractionation problem fractionation problem

[0296] As can be seen from these test results, the anionic-cationic-nonionic surfactant according to this invention does not suffer from the chromatographic fractionation problem.

Comparative Example 1

[0297] According to the method proposed by Journal of Northwest University (Natural Science Edition), Gong Yujun et. al, Vol. 30 (1), pp. 28 to 31, February 2000, hexadecyl trimethyl ammonium bromide (CTAB) and sodium dodecyl sulfate (SDS) were formulated into a mixture at a ratio by molar of 1:1.5, and tested at a concentration of 0.3 wt % for its oil-water interfacial tension, oil washing rate and oil displacement performance with the IV5-11 reservoir crude oil from the Henan Shuanghe Oilfield. The results were listed as follows.

TABLE-US-00015 TABLE 15 The performances of the reference flooding fluid Interfacial Oil washing Oil recovery tension (mN/m) rate % increased by % 0.03 45.6 2.8

Comparative Example 2

[0298] According to the method proposed by Journal of Oil and Gas Technology, Huang Hongdu et. al, Vol. 29(4), August 2007 (pp. 101 to 104), 0.01 wt % hexadecyl trimethyl ammonium bromide, 0.02 wt % petroleum sulfonate salt as the anionic surfactant and 1.8 wt % Na.sub.2CO.sub.3 were formulated into a mixture, and tested at a concentration of 0.3 wt % for its oil-water interfacial tension, oil washing rate and oil displacement performance with the IV5-11 reservoir crude oil from the Henan Shuanghe Oilfield. The results were listed as follows.

TABLE-US-00016 TABLE 16 The performances of the reference flooding fluid Interfacial Oil washing Oil recovery tension (mN/m) rate % increased by % 0.008 56.3 4.2

[0299] While particular embodiments of the present invention have been illustrated and described, it would be obvious to those skilled in the art that various other changes and modifications can be made without departing from the spirit and scope of the invention. It is therefore intended to cover in the appended claims all such changes and modifications that are within the scope of this invention.