Liquid detergent composition for textile products

Abstract

The present invention relates to a liquid detergent composition for textile products containing the following component (A) in an amount of 10% by mass or more and 60% by mass or less), the following component (B), and water: component (A): an internal olefin sulfonate having 17 or more and 24 or less carbon atoms, wherein the mass ratio of an internal olefin sulfonate having 17 or more and 24 or less carbon atoms with the sulfonate group at position 2 or higher and position 4 or lower (IO-1S) to an internal olefin sulfonate having 17 or more and 24 or less carbon atoms with the sulfonate group at position 5 or higher (IO-2S), (IO-1S)/(IO-2S), is 0.75 or more and 5.5 or less; and component (B): an organic solvent having a hydroxy group.

Claims

1. A liquid detergent composition for textile products comprising: 10% by mass or more and 60% by mass or less of component (A): an internal olefin sulfonate having 18 or more and 24 or less carbon atoms, wherein a mass ratio of an internal olefin sulfonate having 18 or more and 24 or less carbon atoms with the sulfonate group at position 2 or higher and position 4 or lower (IO-1S) to an internal olefin sulfonate having 18 or more and 24 or less carbon atoms with the sulfonate group at position 5 or higher (IO-2S), (IO-1S)/(IO-2S), is 1.0 or more and 5.5 or less; component (B): an organic solvent having a hydroxy group, wherein ClogP of component (B) is −0.1 or more and 2 or less; and water.

2. The liquid detergent composition for textile products according to claim 1, wherein (IO-2S) is an internal olefin sulfonate having 17 or more and 24 or less carbon atoms with the sulfonate group at position 5 or higher and position 9 or lower.

3. The liquid detergent composition for textile products according to claim 1, wherein the content of (IO-2S) in the component (A) is 60% by mass or less and more than 0% by mass.

4. The liquid detergent composition for textile products according to claim 1, wherein a percentage of the component (A) in all anionic surfactants contained in the liquid detergent composition for textile products is 60% by mass or more and 100% by mass or less.

5. The liquid detergent composition for textile products according to claim 1, wherein the content of the component (B) is 4% by mass or more and 35% by mass or less.

6. The liquid detergent composition for textile products according to claim 1, wherein content of component (B)/content of component (A), which is a mass ratio of the content of the component (B) to the content of the component (A) is 0.1 or more and 1 or less.

7. The liquid detergent composition for textile products according to claim 1, wherein the component (B) is one or more selected from the following components (B1) to (B4): component (B1): a monohydric alcohol having 2 or more and 6 or less carbon atoms; component (B2): an alcohol having 2 or more and 12 or less carbon atoms and 2 or more and 12 or less hydroxy groups; component (B3): an organic solvent having a hydrocarbon group with 1 or more and 8 or less carbon atoms, an ether group and a hydroxy group (provided that an aromatic group is excluded from the hydrocarbon group); and component (B4): an organic solvent having an optionally partially substituted aromatic group, an ether group and a hydroxy group.

8. The liquid detergent composition for textile products according to claim 7, wherein the percentage of the content of the organic solvent selected from the component (B3) and the component (B4) and having the ClogP of 0.6 or more and 1.5 or less in the overall component (B) is 40% by mass or more and 100% by mass or less.

9. The liquid detergent composition for textile products according to claim 7, wherein the monohydric alcohol having 2 or more and 6 or less carbon atoms which is the component (B1) is a compound selected from ethanol, 1-propanol and 2-propanol.

10. The liquid detergent composition for textile products according to claim 7, wherein the alcohol having 2 or more and 12 or less carbon atoms and 2 or more and 12 or less hydroxy groups which is the component (B2) is hexylene glycol.

11. The liquid detergent composition for textile products according to claim 7, wherein the organic solvent having a hydrocarbon group having 1 or more and 8 or less carbon atoms, an ether group and a hydroxy group which is the component (B3) is a compound selected from diethylene glycol dimethyl ether, diethylene glycol monoethyl ether, dipropylene glycol monomethyl ether, dipropylene glycol monoethyl ether, tripropylene glycol monomethyl ether, 1-methoxy-2-propanol, 1-ethoxy-2-propanol, 1,3-dimethyl glycerol ether, 1,3-diethyl glycerol ether, triethyl glycerol ether, 1-pentyl glyceryl ether, 2-pentyl glyceryl ether, 1-octyl glyceryl ether, and 2-ethylhexyl glyceryl ether.

12. The liquid detergent composition for textile products according to claim 7, wherein the organic solvent having an optionally partially substituted aromatic group, an ether group and a hydroxy group which is the component (B4) is a compound selected from 2-phenoxyethanol, diethylene glycol monophenyl ether, triethylene glycol monophenyl ether, 2-benzyloxy ethanol and diethylene glycol monobenzyl ether.

13. The liquid detergent composition for textile products according to claim 1, wherein the content of water is 10% by mass or more and 80% by mass or less.

14. A method for producing a liquid detergent composition for textile products, comprising mixing the following component (A), the following component (B), and water, wherein a percentage of the component (A) in all components to be mixed is 10% by mass or more and 60% by mass or less: component (A): an internal olefin sulfonate having 18 or more and 24 or less carbon atoms, wherein a mass ratio of an internal olefin sulfonate having 18 or more and 24 or less carbon atoms with the sulfonate group at position 2 or higher and position 4 or lower (IO-1S) to an internal olefin sulfonate having 18 or more and 24 or less carbon atoms with the sulfonate group at position 5 or higher (IO-2S), (IO-1S)/(IO-2S), is 1.0 or more and 5.5 or less; and component (B): an organic solvent having a hydroxy group, wherein ClogP of component (B) is −0.1 or more and 2 or less.

15. A method for producing a liquid detergent composition for textile products, including mixing the following component (A1), the following component (B) and water, wherein a percentage of the component (A1) in all components to be mixed is 10% by mass or more and 60% by mass or less: component (A1): an internal olefin sulfonate obtained from an internal olefin having 18 or more and 24 or less carbon atoms, wherein a mass ratio of an olefin having 18 or more and 24 or less carbon atoms with a double bond at position 1 or higher and position 3 or lower (IO-1) to an olefin having 18 or more and 24 or less carbon atoms with a double bond at position 5 or higher (IO-2), (IO-1)/(IO-2) is 0.50 or more and 6.5 or less; and component (B): an organic solvent having a hydroxy group, wherein ClogP of component (B) is −0.1 or more and 2 or less.

16. A method for washing textile products, including washing the textile products with a detergent liquid containing the liquid detergent composition for textile products according to claim 1, and water.

17. The method for washing textile products according to claim 16, wherein the content of the component (A) in the detergent liquid is 0.005% by mass or more and 1.0% by mass or less.

18. The method for washing textile products according to claim 16, wherein the content of the component (B) in the detergent liquid is 0.001% by mass or more and 0.8% by mass or less.

Description

EXAMPLES

(1) <Preparation of Component (A)>

(2) (1) Synthesis of Internal Olefins A to C (Production Examples A to C)

(3) Internal olefins A to C which are raw materials of component (A) and component (A′) (a comparative component of component (A)) were synthesized as follows.

(4) 7000 g (25.9 mol) of 1-octadecanol (product name: KALCOL 8098, manufactured by Kao Corporation) and 700 g of γ-alumina (Strem Chemicals, Inc.) as a solid acid catalyst were introduced into a flask equipped with a stirring device, and allowed to react at 280° C. with stirring for a different reaction time for each of Production Examples A to C while passing nitrogen (7000 mL/min) through the system. The resulting crude internal olefin was transferred to a distillation flask and subjected to distillation at 148 to 158° C./0.5 mmHg to obtain each of internal olefins A to C having 18 carbon atoms at an olefin purity of 100%. The double bond distribution of each of the obtained internal olefins is shown in Table 1.

(5) (2) Internal Olefin D Having 16 Carbon Atoms

(6) An internal olefin obtained by using the method described in Production Example C of JP-A 2014-76988 was used as an internal olefin D having 16 carbon atoms. The double bond distribution of the obtained internal olefin D is shown in Table 1.

(7) TABLE-US-00001 TABLE 1 Internal olefin A B C D Number of carbon atoms of 18 18 18 16 hydrocarbon group Distribution of (IO-1) Position 1 1.6 0.9 0.3 0.5 double bond Position 2 41.7 25.0 13.3 30.1 in linear olefin Position 3 29.3 21.9 12.6 25.5 (% by mass) Position 4 15.7 19.0 13.9 18.8 (IO-2) Position 5 6.3 13.6 14.8 11.1 Position 6 3.9 8.6 13.7 7.0 Position 7 1.1 5.6 12.6 3.5 Position 8 0.2 2.7 9.4 3.5 Position 9 0.2 2.7 9.4 0.0 (IO-1)/(IO-2) (mass ratio) 6.2 1.4 0.44 2.2

(8) The double bond distribution of each of the internal olefins was measured by gas chromatography (hereinafter abbreviated as GC). Specifically, the internal olefin was reacted with dimethyl disulfide to form its dithiolated derivative, and then each component was subjected to separation by GC. The double bond distribution of internal olefin was determined from each of the resulting peak areas. For the olefins having 18 carbon atoms, the internal olefin with a double bond at position 8 and the internal olefin with a double bond at position 9 cannot be distinguished from each other in structure but distinguished when they are sulfonated. Therefore, the value obtained by dividing the amount of the internal olefin with a double bond at position 8 by 2 is conveniently shown in each of the columns for positions 8 and 9. Similarly, for the olefins having 16 carbon atoms, the value obtained by dividing the amount of the internal olefin with a double bond at position 7 by 2 is conveniently shown in each of the columns for positions 7 and 8.

(9) The devices and the analysis conditions used for the measurement are as follows: a GC system: “HP6890” (manufactured by Hewlett-Packard Company); a column: “Ultra-Alloy-1 HT Capillary Column” (30 m×250 μm×0.15 μm, manufactured by Frontier Laboratories, Ltd.); a detector (hydrogen flame ionization detector (FID)); injection temperature: 300° C.; detector temperature: 350° C.; and He flow rate: 4.6 mL/min.

(10) (3) Synthesis of (a-1), (a-4), (a-1′) and (a′-2)

(11) Each of internal olefins A to D was subjected to sulfonation reaction by passing sulfur trioxide gas therethrough using a thin film-type sulfonation reactor equipped with an external jacket while passing cooling water at 20° C. through the external jacket. The molar ratio of SO.sub.3/the internal olefin during the sulfonation reaction was set at 1.09. The resulting sulfonated product was added to an alkaline aqueous solution which had been prepared using sodium hydroxide in an amount of 1.5 molar times the theoretical acid value, and the mixture was neutralized at 30° C. for 1 hour while being stirred. The neutralized product was hydrolyzed by being heated in an autoclave at 160° C. for 1 hour to obtain a crude product of each sodium internal olefin sulfonate. 300 g of the crude product was transferred to a separating funnel, 300 mL of ethanol was added thereto and petroleum ether in an amount of 300 mL per time was then added thereto to extract and remove oil-soluble impurities. At this time, inorganic compounds (mainly including sodium sulfate decahydrate) which precipitated at the oil/water interface by the addition of ethanol was also separated and removed from the aqueous phase by oil-water separation operation. This extraction and removal operation was carried out three times. The aqueous phase was evaporated to dryness to obtain each of the following sodium internal olefin sulfonates. The internal olefin sulfonate obtained by using internal olefin A as a raw material is referred to as a component (a-1), the internal olefin sulfonate obtained by using internal olefin B as a raw material is referred to as a component (a-4), the internal olefin sulfonate obtained by using internal olefin C as a raw material is referred to as a component (a′-1), and the internal olefin sulfonate obtained by using internal olefin D as a raw material is referred to as a component (a′-2).

(12) The percentage of the content of the internal olefin sulfonate with the sulfonate group attached thereto of each component was measured by high performance liquid chromatography/mass spectrometer (HPLC-MS). Specifically, identification was carried out by separating the hydroxy form with the sulfonate group attached thereto by high performance liquid chromatography (HPLC) and subjecting it to mass spectrometer (MS). Each percentage was determined from the resulting HPLC-MS peak area. In the present specification, each percentage determined from the peak area was calculated as percentage by mass.

(13) The devices and the analysis conditions used for the measurement are as follows: an HPLC device: “LC-20ASXR” (manufactured by Shimadzu Corporation); a column: “ODS Hypersil®” (4.6×250 mm, particle size: 3 μm, manufactured by Thermo Fisher Scientific K.K.); sample preparation (1000 times diluted with methanol); eluent A (10 mM ammonium acetate-added water); eluent B (a 10 mM ammonium acetate-added methacrylonitrile/water=95/5 (v/v) solution); gradient (0 minute (A/B=60/40).fwdarw.15.1 to 20 minutes (30/70).fwdarw.20.1 to 30 minutes (60/40); an MS device “LCMS-2020” (manufactured by Shimadzu Corporation); ESI detection (negative ion detection, m/z: 349.15 (component (A) or component (A′) having 18 carbon atoms), 321.10 (component (A′) having 16 carbon atoms); column temperature (40° C.); flow rate (0.5 mL/min); and injection volume (5 μL).

(14) The distribution of the positions of the carbon through which each of sulfonate groups of (a-1), (a-4), (a′-1) and (a′-2) obtained is attached is shown in Table 2.

(15) TABLE-US-00002 TABLE 2 Component Component (A) (A′) (a-1) (a-4) (a′-1) (a′-2) Number of carbon atoms of 18 18 18 16 hydrocarbon group Distribution Position 1 1.6 1.4 0.6 1.5 of (IO-1S) Position 2 31.5 22.1 12.8 24.1 sulfonate Position 3 25.1 17.2 10.7 19.9 group Position 4 24.7 21.8 16.6 24.6 (% by mass) (IO-2S) Positions 5 to 9 17.1 37.5 59.3 29.9 (IO-IS)/(IO-2S) (mass ratio) 4.8 1.6 0.68 2.3
(4) Preparation of Component (A) Other than Described Above

(16) (A-1) and (a-4) were mixed to prepare (a-2) and (a-3). In addition, (a-4) and (a′-1) were mixed to prepare (a-5) and (a-9).

(17) The double bond distribution of the internal olefins which are a raw material for (a-1) to (a-9), and (a′-1) and (a′-2) obtained is shown in Table 3.

(18) In addition, the position distribution of the carbon through which each of sulfonate groups of (a-1) to (a-9), and (a′-1) and (a′-2) obtained is attached is shown in Table 4.

(19) Some sodium internal olefin sulfonates are shown below.

(20) (a-1): a sodium internal olefin sulfonate obtained from internal olefin A

(21) The mass ratio of the hydroxy form (sodium hydroxyalkane sulfonate)/the olefin form (sodium olefin sulfonate) in the sodium internal olefin sulfonate: 82/18

(22) (a-4): a sodium internal olefin sulfonate obtained from internal olefin B

(23) The mass ratio of the hydroxy form (sodium hydroxyalkane sulfonate)/the olefin form (sodium olefin sulfonate) in the sodium internal olefin sulfonate: 83/17

(24) (a′-1): a sodium internal olefin sulfonate obtained from internal olefin C

(25) The mass ratio of the hydroxy form (sodium hydroxyalkane sulfonate)/the olefin form (sodium olefin sulfonate) in the sodium internal olefin sulfonate: 83/17

(26) (a′-2): a sodium internal olefin sulfonate obtained from internal olefin D

(27) The mass ratio of the hydroxy form (sodium hydroxyalkane sulfonate)/the olefin form (sodium olefin sulfonate) in the sodium internal olefin sulfonate: 84/16

(28) TABLE-US-00003 TABLE 3 Component (A) Component (A′) (a-1) (a-2) (a-3) (a-4) (a-5) (a-6) (a-7) (a-8) (a-9) (a′-1) (a′-2) Number of carbon atoms of 18 18 18 18 18 18 18 18 18 18 16 olefin as raw material Distribution (IO-1) Position 1 1.6 1.2 1.0 0.9 0.8 0.7 0.6 0.5 0.4 0.3 0.5 of double Position 2 41.7 31.7 28.4 25.0 23.1 21.1 19.2 17.2 15.3 13.3 30.1 bond in olefin Position 3 29.3 24.9 23.4 21.9 20.4 18.8 17.3 15.7 14.1 12.6 25.5 as raw Position 4 15.7 17.6 18.4 19.0 18.1 17.4 16.5 15.6 14.7 13.9 18.8 material (IO-2) Position 5 6.3 10.7 12.1 13.6 13.8 14.0 14.2 14.4 14.6 14.8 11.1 (% by mass) Position 6 3.9 6.7 7.6 8.6 9.4 10.3 11.1 12.0 12.9 13.7 7.0 Position 7 1.1 3.8 4.7 5.6 6.8 7.9 9.1 10.2 11.4 12.6 3.5 Position 8 0.2 1.7 2.2 2.7 3.8 4.9 6.0 7.2 8.3 9.4 3.5 Position 9 0.2 1.7 2.2 2.7 3.8 4.9 6.0 7.2 8.3 9.4 0.0 Total 100.0 100.0 100.0 100.0 100.0 100.0 100.0 100.0 100.0 100.0 100.0 (IO-1)/(IO-2) of olefin as raw 6.2 2.4 1.8 1.4 1.2 0.97 0.80 0.66 0.54 0.44 2.2 material (mass ratio)

(29) TABLE-US-00004 TABLE 4 Component (A) Component (A′) (a-1) (a-2) (a-3) (a-4) (a-5) (a-6) (a-7) (a-8) (a-9) (a′-1) (a′-2) Number of carbon atoms 18 18 18 18 18 18 18 18 18 18 16 Distribution Position 1 1.6 1.5 1.4 1.4 1.3 1.1 1 0.9 0.7 0.6 1.5 of sulfonate (IO-1S) Position 2 31.5 25.9 24 22.1 20.6 19 17.4 15.9 14.4 12.8 24.1 group Position 3 25.1 20.4 18.8 17.2 16.1 15 14 12.9 11.8 10.7 19.9 (% by mass) Position 4 24.7 23 22.4 21.8 20.9 20.1 19.2 18.3 17.5 16.6 24.6 (IO-2S) Positions 17.1 29.2 33.4 37.5 41.1 44.8 48.4 52 55.6 59.3 29.9 5 to 9 Total 100 100 100 100 100 100 100 100 100 100 100 (IO-1S)/(IO-2S) 4.8 2.4 2.0 1.6 1.4 1.2 1.0 0.91 0.79 0.68 2.3 (mass ratio)
<Components to be Blended>
[Component (A)]

(30) It was selected from Table 4 and used. [Component (A′)] (comparative component of component (A))

(31) (a′-1) or (a′-2) in Table 4 was used. [Component (B)]

(32) Component (b-1): phenoxyethanol (C log P=1.2) [an organic solvent of the above-mentioned component (B4)]

(33) Component (b-2): diethylene glycol monobutyl ether (C log P=0.67) [an organic solvent of the above-mentioned component (B3)]

(34) Component (b-3): ethanol (C log P=−0.24) [an organic solvent of the above-mentioned component (B1)]

(35) Component (b-4): propylene glycol (C log P=−1.1) an [organic solvent of the above-mentioned component (B2)]

(36) Component (b-5): glycerol (C log P=−1.5) [an organic solvent of the above-mentioned component (B2)]

(37) Component (b-6): dipropylene glycol monoethyl ether (C log P=0.23) [an organic solvent of the above-mentioned component (B3)]

(38) [Water]

(39) Ion-Exchanged Water

(40) <Preparation of Liquid Detergent Composition for Textile Products>

(41) Liquid detergent composition for textile products shown in Tables 5 to 7 were prepared using the above-mentioned components to be blended, and were evaluated for the following items. The results are shown in Tables 5 to 7.

(42) Specifically, the liquid detergent composition for textile products shown in Tables 5 to 7 was as follows. A Teflon® stirrer piece having a length of 5 cm was placed in a 200 mL glass beaker and its mass was measured. Next, 80 g of ion-exchanged water at 20° C., component (A) or component (A′), and component (B) were introduced thereinto, and the beaker was sealed at its top side with Saran wrap®.

(43) The beaker containing the contents was placed in a water bath at 60° C. placed on a magnetic stirrer, and stirred at 100 r/min for 30 minutes at a water temperature range in the water bath of 60±2° C. Next, the water in the water bath was replaced with tap water at 5° C. and cooled until the temperature of the composition in the beaker was 20° C. Next, Saran Wrap® was removed, ion-exchanged water was added so that the mass of the contents was 100 g and stirred again at 100 r/min for 30 seconds to obtain each of the liquid detergent composition for textile products shown in Tables 5 to 7.

(44) <Evaluation Method of Softness>

(45) (1) Pretreatment of Textile Products to be Evaluated

(46) 1.7 kg of knitted cotton (un-mercerized knitted cotton (not mercerized one), cotton 100%, manufactured by Shikisensha Co., Ltd.) was previously washed cumulatively twice with a standard course of a fully automatic washing machine (NA-F702 P manufactured by Matsushita Electric Industrial Co., Ltd.) (4.7 g of Emulgen 108 (manufactured by Kao Corporation) at washing; the amount of water: 47 L; washing for 9 minutes, rinsing twice and spin-drying for 3 minutes) followed by cumulatively washing three times with water only (the amount of water: 47 L; washing for 9 minutes, rinsing twice and spin-drying for 3 minutes), and dried under an environment of 23° C. and 45% RH for 24 hours.

(47) (2) Washing of Textile Products to be Evaluated

(48) (2-1) Method (1)

(49) 6.0 L of municipal water (3.5° dH) the temperature of which was adjusted to 5° C. was poured into an electric bucket type washing machine (model number “N-BK2”, manufactured by Matsushita Electric Industrial Co., Ltd. (presently Panasonic Corporation)), and four cut pieces of knitted cotton (approximately 140 g) which had been pretreated by the above-mentioned method were then introduced thereinto. Next, each of the liquid detergent compositions for textile products listed in Tables 5 and 6 was introduced thereinto so that the concentration of component (A) in the bath was 200 mg/kg, and washed for 10 minutes. After washing, spin-drying was carried out for 1 minute using a two-compartment washing machine (model number: “PS-H35L”, manufactured by Hitachi, Ltd.). Next, 6.0 L of municipal water at 5° C. was poured into the bucket type washing machine, and a cotton towel after spin-dried with the two-compartment washing machine manufactured by Hitachi, Ltd. was introduced thereinto and rinsed for 3 minutes. Thereafter, it was subjected to the same spin-drying for 1 minute with the two-compartment washing machine, and was allowed to stand for 12 hours under the conditions of 20° C. and 43% RH to dry it.

(50) (2-2) Method (2)

(51) 6.0 L of municipal water (3.5° dH) the temperature of which was adjusted to 5° C. was poured into an electric bucket type washing machine (model number “N-BK 2”, manufactured by Matsushita Electric Industrial Co., Ltd. (presently Panasonic Corporation)). Each of the liquid detergent compositions for textile products listed in Table 7 was sprinkled on and thereby attached to four cut pieces of knitted cotton (approximately 140 g) which had been pretreated by the above-mentioned method so that the concentration of component (A) in the bath was 200 mg/kg. The cut pieces of knitted cotton to which each of the liquid detergent compositions for textile products listed in Table 7 was attached were introduced into in the washing machine and washed for 10 minutes. After washing, they were subjected to spin-drying for 1 minute with a two-compartment washing machine (model number: “PS-H35L”, manufactured by Hitachi, Ltd.). Next, 6.0 L of the municipal water at 5° C. was poured into the bucket type washing machine, and a cotton towel after spin-dried with the two-compartment washing machine (manufactured by Hitachi, Ltd.) was introduced into the bucket type washing machine and rinsed for 3 minutes. Thereafter, it was subjected to the same spin-drying for 1 minute with the two-compartment washing machine, and was allowed to stand for 12 hours under the conditions of 20° C. and 43% RH to dry it.

(52) (3) Evaluation of Softness

(53) The softness of the knitted cotton after drying was scored according to the following criteria by six experts skilled in the texture evaluation of fibers, and the average score of the scores of six experts was calculated by rounding it off to three significant digits. In scoring, for example, when it was evaluated as corresponding to the score between 2 and 3, it was given score 2.5.

(54) −1 . . . It was not finished more softly than the knitted cotton treated with the composition of Comparative Example 1.

(55) 0 . . . It was finished as softly as the knitted cotton treated with the composition of Reference 1.

(56) 1 . . . It was finished somewhat more softly than the knitted cotton treated with the composition of Reference 1.

(57) 2 . . . It was finished more softly than the knitted cotton treated with the composition of Reference 1.

(58) 3 . . . It was finished as softly as the knitted cotton treated with the composition of Reference 2.

(59) Table 5 shows the evaluation using the composition of Comparative Example 3 as reference 1 and the composition of Example 1 as reference 2. Table 6 shows the evaluation using the composition of Comparative Example 3 as reference 1 and the composition of Example 8 as reference 2. Table 7 shows the evaluation using the composition of Comparative Example 3 as reference 1 and the composition of Example 15 as reference 2. Furthermore, the average score obtained was normalized by the relative value obtained by setting the score 3 according to the above criteria (the score of reference 2) to score 10. When the normalized value was smaller than 0 (reference 1), it was given “−1”. The results are shown in Tables 5, 6 and 7.

(60) <Evaluation Method of Detergent Property>

(61) (1) Preparation of the Model Artificially Sebum-Stained Cloth

(62) A model artificially sebum-stained cloth was prepared by applying a model artificially sebum-staining liquid of the following composition to a cloth. The application of the model artificially sebum-staining liquid to the cloth was carried out by printing the artificially staining liquid on the cloth using a gravure roll coater. The process for preparing the model artificially sebum-stained cloth by applying the model artificially sebum-staining liquid to the cloth was carried out with a cell capacity of the gravure roll of 58 cm.sup.3/m.sup.2, a coating speed of 1.0 m/min, a drying temperature of 100° C. and a drying time of 1 minute. The cloth used was Cotton 2003 (manufactured by Tanigashira Shoten).

(63) The composition of the model artificially sebum-staining liquid: Laurie acid: 0.4% by mass, myristic acid: 3.1% by mass, pentadecanoic acid: 2.3% by mass, palmitic acid: 6.2% by mass, heptadecanoic acid: 0.4% by mass, stearic acid: 1.6% by mass, oleic acid: 7.8% by mass, triolein: 13.0% by mass, n-hexadecyl palmitate: 2.2% by mass, squalene: 6.5% by mass, egg white lecithin liquid crystal product: 1.9% by mass, Kanuma red clay: 8.1% by mass, carbon black: 0.01% by mass and water: balance (total 100% by mass).

(64) (2) Evaluation of Detergency

(65) Five cut pieces of the model artificially sebum-stained cloth (6 cm×6 cm) as prepared above were washed at 85 rpm in Terg-O-Tometer (MS-8212, manufactured by Ueshima Seisakusho Co., Ltd.) for ten minutes. For washing conditions, washing was carried out at a water temperature of 20° C. by pouring municipal water (3.5° dH, 20° C.) so that each of the concentrations of the liquid detergent composition for textile products shown in Table 5 was 0.033% by mass. After washing, rinsing with municipal water (20° C.) was carried out for 3 minutes. The washing percentage (%) was measured by the following method, and the average value of washing percentages of the five cut pieces was determined. The results are shown in Table 5. The reflectance at 550 nm of each of the original cloth before staining and the clothes before and after washing was measured with a differential colorimeter (Z-300A, manufactured by Nippon Denshoku Industries Co., Ltd.).
Washing percentage (%)=100×[(reflectance after washing−reflectance before washing)/(reflectance of original cloth−reflectance before washing)]

(66) TABLE-US-00005 TABLE 5 Example Comparative Example 1 2 3 4 5 6 7 1 2 3 Detergent Content (A) (a-1) 15 composition (% by mass) (a-3) 15 for textile (a-4) 15 15 products (a-5) 15 (a-7) 15 (a-8) 15 (a-9) 15 (A′) (a′-1) 15 (a′-2) 15 (B) (b-1) 10 10 10 10 10 10 10 10 10 Ion- Balance Balance Balance Balance Balance Balance Balance Balance Balance Balance exchanged water Total 100 100 100 100 100 100 100 100 100 100 (IO-1)/(IO-2) 6.2 1.8 1.4 1.2 0.80 0.66 0.54 0.44 2.2 1.4 (mass ratio).sup.(1) (IO-1S)/(IO-2S) 4.8 2.0 1.6 1.4 1.0 0.91 0.79 0.68 2.3 1.6 (mass ratio).sup.(2) Content of component (B)/ 0.67 0.67 0.67 0.67 0.67 0.67 0.67 — — — content of component (A) (mass ratio) Evaluation results washing 31 33 33 28 25 23 22 21 32 33 percentage (%) Softness 10 9.7 9.4 9.2 8.9 8.6 8.3 8.1 −1 0 (Reference 2) (Reference 1) .sup.(1)Mass ratio of (IO-1)/(IO-2) in an olefin as a raw material .sup.(2)Mass ratio of (IO-1S)/(IO-2S) in an internal olefin sulfonate

(67) TABLE-US-00006 TABLE 6 Comparative Example Example 8 9 10 11 12 13 14 3 Detergent Content (A) (a-4) 15 15 15 15 15 25 25 15 composition (% by mass) (B) (b-1) ClogP = 1.2 4.8 8 for textile (b-2) ClogP = 0.67 4.8 8 products (b-3) ClogP = −0.24 4.8 (b-4) ClogP = −1.1 4.8 (b-5) ClogP = −1.5 4.8 Ion-exchanged water Balance Balance Balance Balance Balance Balance Balance Balance Total 100 100 100 100 100 100 100 100 Content of component (B)/content 0.32 0.32 0.32 0.32 0.32 0.32 0.32 — of component (A) (mass ratio) Evaluation results Softness 10 10 10 10 10 10 10 0 (Reference 2) (Reference 1)

(68) TABLE-US-00007 TABLE 7 Comparative Example Example 15 16 17 18 19 20 3 Detergent Content (A) (a-3) 20 20 20 20 20 20 15 composition (% by mass) (B) (b-1) ClogP = 1.2 8 3 5 for textile (b-2) ClogP = 0.67 8 5 products (b-6) ClogP = 0.23 8 (b-4) ClogP = −1.1 8 3 Ion-exchanged water Balance Balance Balance Balance Balance Balance Balance Total 100 100 100 100 100 100 100 Content of component (B)/content of 0.4 0.4 0.4 0.4 0.4 0.4 — component (A) (mass ratio) Evaluation results Softness 10 10 9.2 8.5 10 9.2 0 (Reference 2) (Reference 1)