Curable composition

Abstract

A curable composition including a fluorine-containing silane compound having two or more Si atoms each bonding to at least one group selected from the group consisting of a hydroxyl group and a hydrolyzable group, an organosilicon compound having at least two —O—R.sup.g3(s) each bonding to a Si atom, wherein each R.sup.g3, at each occurrence, independently represents a hydrogen atom or monovalent organic group, and a metal-based catalyst represented by M(-O—R.sup.h).sub.η, wherein: M represents a metal atom; each R.sup.h, at each occurrence, independently represents a hydrocarbon group having 1 to 3 carbon atoms; and η is the coordination number of M.

Claims

1. A curable composition comprising: a fluorine-containing silane compound having two or more Si atoms each bonding to at least one group selected from the group consisting of a hydroxyl group and a hydrolyzable group; an organosilicon compound having at least two —O—R.sup.g3(s) each bonding to a Si atom, wherein each R.sup.g3 is as defined below; and a metal-based catalyst, wherein the metal-based catalyst is at least one selected from the group consisting of tetrapropyl titanate and tetrapropyl zirconate; the fluorine-containing silane compound is at least one perfluoropolyether group-containing silane compound represented by formula (A), (B), (C) or (D): ##STR00024## wherein: each PFPE, at each occurrence, is independently a group represented by formula:
—(OC.sub.6F.sub.12).sub.a—(OC.sub.5F.sub.10).sub.b—(OC.sub.4F.sub.8).sub.c—(OC.sub.3F.sub.6).sub.d—(OC.sub.2F.sub.4).sub.e—(OCF.sub.2).sub.f— wherein a, b, c, d, e and f are each independently an integer of 0 or more and 200 or less, the sum of a, b, c, d, e and f is at least 1, the occurrence order of the respective repeating units in parentheses with a, b, c, d, e or f is not limited in the formula, and each X.sup.10, at each occurrence, is independently a hydrogen atom, a fluorine atom or a chlorine atom; each R.sup.13, at each occurrence, independently represents a hydroxyl group or a hydrolyzable group; each R.sup.14, at each occurrence, independently represents a hydrogen atom or an alkyl group having 1 to 22 carbon atoms; each R.sup.11, at each occurrence, independently represents a hydrogen atom or a halogen atom; each R.sup.12, at each occurrence, independently represents a hydrogen atom or a lower alkyl group; R.sup.11″, R.sup.12″, R.sup.13″ and R.sup.14″ have the same meanings as R.sup.11, R.sup.12, R.sup.13 and R.sup.14, respectively; n1 with respect to each (—SiR.sup.13.sub.n1R.sup.14.sub.3−n1) unit or each (—SiR.sup.13″.sub.n1R.sup.14″.sub.3−n1) unit is independently an integer of 0 to 3; provided that at least two groups selected from the group consisting of R.sup.13 and R.sup.13″, at each occurrence, are each independently present in formulae (A) and (B); each X.sup.1, at each occurrence, independently represents a single bond or a di- to decavalent organic group; each X.sup.2, at each occurrence, independently represents a single bond or a divalent organic group; each t, at each occurrence, is independently an integer of 1 to 10; each α1, at each occurrence, is independently an integer of 1 to 9; each X.sup.3, at each occurrence, independently represents a single bond or a di- to decavalent organic group; each β1, at each occurrence, is independently an integer of 1 to 9; each X.sup.5, at each occurrence, independently represents a single bond or a di- to decavalent organic group; each γ1, at each occurrence, is independently an integer of 1 to 9; each R.sup.a, at each occurrence, independently represents —Z.sup.3—SiR.sup.71.sub.p1R.sup.72.sub.q1R.sup.73.sub.r1; each Z.sup.3, at each occurrence, independently represents an oxygen atom or a divalent organic group; each R.sup.71, at each occurrence, independently represents R.sup.a′; R.sup.a′ has the same meaning as R.sup.a; the number of Si linearly linked via a Z.sup.3 group in R.sup.a is at most 5; each R.sup.72, at each occurrence, independently represents a hydroxyl group or a hydrolyzable group; each R.sup.73, at each occurrence, independently represents a hydrogen atom or a lower alkyl group; each p1, at each occurrence, is independently an integer of 0 to 3; each q1, at each occurrence, is independently an integer of 0 to 3; each r1, at each occurrence, is independently an integer of 0 to 3; each R.sup.a″, at each occurrence, independently represents —Z.sup.3—SiR.sup.71.sub.p1R.sup.72″.sub.q1R.sup.73.sub.r1; R.sup.72″ has the same meaning as R.sup.72; provided that the sum of p1, q1 and r1 with respect to (—Z.sup.3—SiR.sup.71.sub.p1R.sup.72.sub.q1R.sup.73.sub.r1) or with respect to (—Z.sup.3—SiR.sup.71.sub.p1R.sup.72″.sub.q1R.sup.73.sub.r1) is 3 and at least one q1 in formula (C) is an integer of 1 to 3; each R.sup.b, at each occurrence, independently represents a hydroxyl group or a hydrolyzable group; each R.sup.c, at each occurrence, independently represents a hydrogen atom or a lower alkyl group; R.sup.b″ and R.sup.c″ have the same meanings as R.sup.b and R.sup.c, respectively; each k1, at each occurrence, is independently an integer of 0 to 3; each l1, at each occurrence, is independently an integer of 0 to 3; each m1, at each occurrence, is independently an integer of 0 to 3; provided that the sum of k1, l1 and m1 with respect to (SiR.sup.a.sub.k1R.sup.b.sub.l1R.sup.c.sub.m1) or with respect to (SiR.sup.a″.sub.k1R.sup.b″.sub.l1R.sup.c″.sub.m1) is 3; at least two groups selected from the group consisting of R.sup.b, R.sup.b″, R.sup.72 and R.sup.72″ are present in (C); each X.sup.7 independently represents a single bond or a di- to decavalent organic group; each δ1 is independently an integer of 1 to 9; each R.sup.d, at each occurrence, independently represents —Z.sup.4—CR.sup.81.sub.p2R.sup.82 .sub.q2R.sup.83 .sub.r2, each Z.sup.4, at each occurrence, independently represents an oxygen atom or a divalent organic group; each R.sup.81, at each occurrence, independently represents R.sup.d′; R.sup.d′ has the same meaning as R.sup.d; the number of C linearly bonded via a Z.sup.4 group in R.sup.d is at most 5; each R.sup.82, at each occurrence, independently represents —Y—SiR.sup.85.sub.n2R.sup.86.sub.3−n2; each Y, at each occurrence, independently represents a divalent organic group; each R.sup.85, at each occurrence, independently represents a hydroxyl group or a hydrolyzable group; each R.sup.86, at each occurrence, independently represents a hydrogen atom or a lower alkyl group; each R.sup.83, at each occurrence, independently represents a hydrogen atom, a hydroxyl group or a lower alkyl group; each p2, at each occurrence, is independently an integer of 0 to 3; each q2, at each occurrence, is independently an integer of 0 to 3; each r2, at each occurrence, is independently an integer of 0 to 3; each R.sup.d″, at each occurrence, independently represents —Z.sup.4—CR.sup.81.sub.p2R.sup.82″.sub.q2R.sup.83.sub.r2; R82″ represents —Y—SiR.sup.85″.sub.n2R.sup.86″.sub.3−n2, provided that the sum of p2, q2 and r2 with respect to (—Z.sup.4—CR.sup.81.sub.p2R.sup.82.sub.q2R.sup.83.sub.r2) or with respect to (—Z.sup.4—CR.sup.81.sub.p2R.sup.82″.sub.q2R.sup.83.sub.r2) is 3, n2 with respect to a (—Y—SiR.sup.85.sub.n2R.sup.86.sub.3−n2) unit or with respect to a (—Y—SiR.sup.85″.sub.n2R.sup.86″.sub.3−n2) unit independently represents an integer of 0 to 3; R.sup.85″ and R.sup.86″ have the same meanings as R.sup.85 and R.sup.86, respectively; each R.sup.e, at each occurrence, independently represents —Y—SiR.sup.85.sub.n2R.sup.86.sub.3−n2; each R.sup.e″, at each occurrence, independently represents —Y—SiR.sup.85″.sub.n2R.sup.86″.sub.3−n2; each R.sup.f, at each occurrence, independently represents a hydrogen atom, a hydroxyl group or a lower alkyl group; R.sup.f″ has the same meaning as R.sup.f; each k2, at each occurrence, is independently an integer of 0 to 3; each l2, at each occurrence, is independently an integer of 0 to 3; and each m2, at each occurrence, is independently an integer of 0 to 3; provided that the sum of k2, l2 and m2 with respect to (CR.sup.d.sub.k2R.sup.e.sub.l2R.sup.f.sub.m2) or with respect to (CR.sup.d″.sub.k2R.sup.e″.sub.l2R.sup.f″.sub.m2) is 3, and two or more groups selected from the group consisting of a group represented by —Y—SiR.sup.85.sub.n2R.sup.86.sub.3−n2 wherein n2 is 1 or more and a group represented by —Y—SiR85″.sub.n2R.sup.86″.sub.3−n2 wherein n2 is 1 or more are present in formula (D); the organosilicon compound comprises any organosilicon compound represented by the following formulae (E1) to (E5): ##STR00025## or the organosilicon compound selected from the group consisting of tetraethoxysilane, tetramethoxysilane, methyltriethoxysilane, methyltrimethoxysilane, dimethyldimethoxysilane, aminopropyltriethoxysilane, aminopropyltrimethoxysilane, tridecafluoro-n-octyltriethoxysilane, and tridecafluoro-n-octyltrimethoxysilane; wherein: each R.sup.g1, at each occurrence, is independently a substituted or unsubstituted monovalent hydrocarbon group having 1 to 8 carbon atoms; each R.sup.g2, at each occurrence, is independently substituted or unsubstituted and has 1 to 20 carbon atoms; each R.sup.g3, at each occurrence, is independently a hydrogen atom or a monovalent organic group; each R.sup.g4, at each occurrence, is independently a monovalent organic group; R.sup.g6 represents R.sup.g8-R.sup.g7-; each R.sup.g7, at each occurrence, independently represents a single bond, an oxygen atom or a divalent organic group; each R.sup.g8, at each occurrence, is independently an amino group, an epoxy group, a methacrylic group, a vinyl group or a mercapto group; each ε1, at each occurrence, is independently an integer of 1 or more; each ε2, at occurrence, is independently 2 or 3; each ε3, at each occurrence, is independently 2 or 3; ε4 is an integer of 2 or more; ε5 is an integer of 0 or more; ε6 is 1 or 2; and provided that the sum of ε4, ε5 and ε6 is 4.

2. The curable composition according to claim 1, comprising 0.05 to 5.0 parts by mass of the metal-based catalyst based on 100 parts by mass of the fluorine-containing silane compound.

3. The curable composition according to claim 1, wherein X.sup.10 is a fluorine atom.

4. The curable composition according to claim 1, wherein such a Si atom bonding to at least one group selected from the group consisting of a hydroxyl group and a hydrolyzable group is present at each of both ends of a molecular backbone of the fluorine-containing silane compound, in the fluorine-containing silane compound.

Description

EXAMPLES

(1) The present invention is more specifically described with reference to the following Examples, but is not intended to be limited to such Examples. The occurrence order of repeating units constituting perfluoxopolyether is not limited in the present Examples.

(2) Fluorine-containing silane compounds and cross-linking agents used in Examples 1-1 to 1-4 and Comparative Examples 1-1 to 1-4 are as follows.

(3) Fluorine-Containing Silane Compound

(4) Compound 1: (C.sub.2H.sub.5C).sub.3SiCH.sub.2CH.sub.2CH.sub.2NHCOCF.sub.2 (OC.sub.2F.sub.4).sub.e—(OCF.sub.2).sub.f—CF.sub.2CONHCH.sub.2CH.sub.2CH.sub.2Si(OC.sub.2H.sub.5).sub.3

(5) wherein e=48 and f=37

(6) Compound 2:

(7) (C.sub.2H.sub.5O).sub.3SiCH.sub.2CH.sub.2CH.sub.2NHCOCF.sub.2(OCF.sub.2CF(CF.sub.3)).sub.mOCF.sub.2CF.sub.2O(CF(CF.sub.3)CF.sub.2O).sub.n—CF.sub.2CONHCH.sub.2CH.sub.2CH.sub.2Si(OC.sub.2H.sub.5).sub.3

(8) wherein m+n=54

(9) Cross-Linking Agent

(10) Tetraethoxysilane (TEOS)

Example 1-1

(11) Compound 1 as a fluorine-containing silane compound, tetraethoxysilane as a cross-linking agent, and teroraisopropaxy titanium as a curing catalyst were weighed in a glass vessel for mixing in amounts of 100 parts by weight, 5 parts by weight, and 0.1 parts by weight, respectively, and stirred with a magnetic stirrer, to prepare a curable composition.

Example 1-2

(12) A curable composition was obtained in the same manner as in Example 1-1 except that the amount of the catalyst added was any amount described in Table 1.

Comparative Examples 1-1 and 1-2

(13) Each curable composition was obtained in the same manner as in Example 1-1 except that Ti (OC.sub.4H.sub.9).sub.4 was used as the catalyst and the amount of the catalyst added was each amount described in Table 1.

Examples 1-3 and 1-4

(14) Each curable composition was obtained in the same manner as in Example 1-1 except that compound 2 was used as the fluorine-containing silane compound, Zr(OC.sub.3H.sub.7).sub.4 was used as the catalyst and the amount of the catalyst added was each amount described in Table 1.

Comparative Example 1-3

(15) A curable composition was obtained in the same manner as in Example 1-3 except that Zr(OC.sub.4H.sub.9).sub.4 was used as the catalyst and the amount of the catalyst added was any amount described in Table 1.

Comparative Example 1-4

(16) A curable composition was obtained in the same manner as in Example 1-3 except that Ti(OC.sub.3H.sub.7).sub.2(C.sub.6H.sub.9O.sub.3).sub.2 was used as the catalyst and the amount of the catalyst added was any amount described in Table 1.

(17) (Measurement Method of Haze Value)

(18) Each of the curable compositions obtained in Examples and Comparative Examples was left to still stand under an atmosphere of 25° C. and a humidity of 65% for 24 hours, thereby providing a cured product.

(19) The haze value of the resulting cured product was measured with Haze-gard II manufactured by Toyo Seiki Seisaku-sho, Ltd., according to ASTM D1003. The results are shown in Table 1.

(20) Each unit “%” of the amounts of the cross-linking agent and the catalyst added, in Table 1, means a ratio (% by mass) to the mass of the fluorine-containing silane compound.

(21) TABLE-US-00001 TABLE 1 Fluorine- Cross-linking agent Catalyst containing silane Amount Amount Haze compound Type added Type added value Example 1-1 Compound 1 TEOS 5.0% Ti—(OC.sub.3H.sub.7).sub.4 0.10% 0.25 Example 1-2 Compound 1 TEOS 5.0% Ti—(OC.sub.3H.sub.7).sub.4 0.50% 0.35 Comparative Compound 1 TEOS 5.0% Ti—(OC.sub.4H.sub.9).sub.4 0.10% 1.2 Example 1-1 Comparative Compound 1 TEOS 5.0% Ti—(OC.sub.4H.sub.9).sub.4 0.50% 1.9 Example 1-2 Example 1-3 Compound 2 TEOS 5.0% Zr—(OC.sub.3H.sub.7).sub.4 0.10% 0.23 Example 1-4 Compound 2 TEOS 5.0% Zr—(OC.sub.3H.sub.7).sub.4 0.50% 0.29 Comparative Compound 2 TEOS 5.0% Zr—(OC.sub.4H.sub.9).sub.4 0.10% 1.5 Example 1-3 Comparative Compound 2 TEOS 5.0% Ti(OC.sub.3H.sub.7).sub.2(C.sub.3H.sub.9O.sub.3).sub.2 0.10% 3.2 Example 1-4

Example 2-1

(22) A curable composition was prepared which included the following PFPE-containing silane compound, cross-linking agent, catalyst and solvent and which had a solid concentration of 10% by mass. Hereinafter, the solid concentration refers to a mass ratio of the PFPE-containing silane compound, the cross-linking agent and the catalyst based on 100 parts by mass of the curable composition.

(23) PFPE-containing silane compound: (C.sub.2H.sub.5O).sub.3SiCH.sub.2CH.sub.2CH.sub.2NHCOCF.sub.2(OC.sub.2F.sub.4).sub.e—(OCF.sub.2).sub.f—CF.sub.2CONHCH.sub.2CH.sub.2CH.sub.2Si(OC.sub.2H.sub.5).sub.3, wherein e=40 and f=58

(24) Cross-linking agent: tetraethoxysilane (TEOS) (10 parts by mass based on 100 parts by mass of PFPE-containing silane compound)

(25) Catalyst: tetraisopropyl titanate (0.09 parts by mass based on 100 parts by mass of PFPE-containing silane compound)

(26) Solvent: Novec HFE7200

Examples 2-2 to 2-4

(27) Each curable composition was prepared in the same manner as in Example 2-1 except that the solid concentration was each concentration described in Table 2.

(28) A glass plate was spray-coated with each of the curable compositions obtained in Examples 2-1 to 2-4. Thereafter, the resultant was left to still stand under an atmosphere of 25° C. and a humidity of 65% for 24 hours, thereby forming a cured product.

(29) The thickness of the resulting cured product was measured with a laser microscope (Model No.: VK9710, manufactured by Keyence Corporation). The results are shown in Table 2. Respective numbers in “Thickness” in Table 2 here represent the minimum value and the maximum value measured. The description “Uniform” in Table 2 represents a state where a continuous film was formed without, any region not coated, like a pinhole. Specifically, an image obtained by the laser microscope was visually confirmed, and any portion where a glass surface was exposed was determined as having a pinhole.

Comparative Example 2-1

(30) A composition was prepared which included the following compound having PFPE and the following solvent and which had a solid concentration of 80% by mass.

(31) Compound having PFPE:

(32) CF.sub.3(OC.sub.3F.sub.6).sub.eCF.sub.2(CH.sub.2CH(Si(OCH.sub.3).sub.3)).sub.3H

(33) wherein e=24

(34) Solvent: Novec HFE7200

(35) A cured product was formed from the composition obtained in Comparative Example 2, according to the same operation as in the compositions obtained in Examples. The cured product obtained from the composition of Comparative Example 2 was not in the form of gel, and a film formed was not uniform.

(36) TABLE-US-00002 TABLE 2 Solid concentration Thickness (parts by mass) (μm) State of film Example 2-1 10 8-15 Uniform Example 2-2 30 21-33  Uniform Example 2-3 50 30-43  Uniform Example 2-4 80 45-102 Uniform

(37) A continuous uniform film can be formed from the curable composition of the present invention as shown in Examples 2-1 to 2-4.

INDUSTRIAL APPLICABILITY

(38) The present invention can be suitably utilized for forming a fluorine-containing sealing material for embedding any void (for example, a void at a display edge) of a display or between electronic members such as a printed board in electronic equipment.

(39) The present invention includes following embodiments:

Embodiment 1

(40) A curable composition comprising: a fluorine-containing silane compound having two or more Si atoms each bonding to at least one group selected from the group consisting of a hydroxyl group and a hydrolyzable group; an organosilicon compound having at least two —O—R.sup.g3(s) each bonding to a Si atom, wherein each R.sup.g3, at each occurrence, is independently a hydrogen atom or a monovalent organic group; and a metal-based catalyst represented by M(—O—R.sup.h).sub.η, wherein:

(41) M represents a metal atom; each R.sup.h, at each occurrence, is independently a hydrocarbon group having 1 to 3 carbon atoms; and η is the coordination number of M.

Embodiment 2

(42) The curable composition according to Embodiment 1, wherein M is at least one selected from the group consisting of titanium, zirconium and tin.

Embodiment 3

(43) The curable composition according to Embodiment 1 or 2, wherein M is titanium or zirconium.

Embodiment 4

(44) The curable composition according to any one of Embodiments 1 to 3, wherein the metal-based catalyst is at least one selected from the group consisting of tetrapropyl titanate and tetrapropyl zirconate.

Embodiment 5

(45) The curable composition according to any one of Embodiments 1 to 4, comprising 0.05 to 5.0 parts by mass of the metal-based catalyst based on 100 parts by mass of the fluorine-containing silane compound.

Embodiment 6

(46) The curable composition according to any one of Embodiments 1 to 5, wherein the fluorine-containing silane compound is a perfluoropolyether group-containing silane compound.

Embodiment 7

(47) The curable composition according to any one of Embodiments 1 to 6, wherein the the fluorine-containing silane compound is at least one perfluoropolyether group-containing silane compound represented by formula (A), (B), (C) or (D):

(48) ##STR00022##
wherein:

(49) each PFPE, at each occurrence, is independently a group represented by formula:

(50) —(OC.sub.6F.sub.12).sub.a—(OC.sub.5F.sub.10).sub.b—(OC.sub.4F.sub.8).sub.c—(OC.sub.3X.sup.10.sub.6).sub.d—(OC.sub.2F.sub.4).sub.e—(OCF.sub.2).sub.f-wherein a, b, c, d, e and f are each independently an integer of 0 or more and 200 or less, the sum of a, b, c, d, e and f is at least 1, the occurrence order of the respective repeating units in parentheses with a, b, c, d, e or f is not limited in the formula, and each X.sup.10, at each occurrence, is independently a hydrogen atom, a fluorine atom or a chlorine atom;

(51) each R.sup.13, at each occurrence, independently represents a hydroxyl group or a hydrolyzable group;

(52) each R.sup.14, at each occurrence, independently represents a hydrogen atom or an alkyl group having 1 to 22 carbon atoms;

(53) each R″, at each occurrence, independently represents a hydrogen atom or a halogen atom;

(54) each R.sup.12, at each occurrence, independently represents a hydrogen atom or a lower alkyl group;

(55) R.sup.11″, R.sup.12″, R.sup.13″and R.sup.14″have the same meanings as R.sup.11, R.sup.12,R.sup.13 and 10.sup.4, respectively;

(56) n1 with respect to each (—SiR.sup.13.sub.n1R.sup.14.sub.3−n1) unit or each (—SiR.sup.13″.sub.n1R.sup.14″.sub.3−n1) unit is independently an integer of 0 to 3;

(57) provided that at least two groups selected from the group consisting of R.sup.13 and R.sup.13″, at each occurrence, are each independently present in formulae (A) and (B);

(58) each X.sup.1, at each occurrence, independently represents a single bond or a di- to decavalent organic group;

(59) each X.sup.2, at each occurrence, independently represents a single bond or a divalent organic group;

(60) each t, at each occurrence, is independently an integer of 1 to 10;

(61) each α1, at each occurrence, is independently an integer of 1 to 9;

(62) each X.sup.3, at each occurrence, independently represents a single bond or a di- to decavalent organic group;

(63) each β1, at each occurrence, is independently an integer of 1 to 9;

(64) each X.sup.5, at each occurrence, independently represents a single bond or a di- to decavalent organic group;

(65) each γ1, at each occurrence, is independently an integer of 1 to 9;

(66) each R.sup.a′, at each occurrence, independently represents —Z.sup.3—SiR.sup.71.sub.p1R.sup.72.sub.q1R.sup.73.sub.r1;

(67) each Z.sup.3, at each occurrence, independently represents an oxygen atom or a divalent organic group;

(68) each R.sup.71, at each occurrence, independently represents le;

(69) R.sup.a′has the same meaning as R.sup.a;

(70) the number of Si linearly linked via a Z.sup.3 group in R.sup.a is at most 5;

(71) each R.sup.72, at each occurrence, independently represents a hydroxyl group or a hydrolyzable group;

(72) each R.sup.73, at each occurrence, independently represents a hydrogen atom or a lower alkyl group;

(73) each p1, at each occurrence, is independently an integer of 0 to 3;

(74) each q1, at each occurrence, is independently an integer of 0 to 3;

(75) each r1, at each occurrence, is independently an integer of 0 to 3;

(76) each R.sup.a″, at each occurrence, independently represents —Z.sup.3—SiR.sup.71.sub.p1R.sup.72″.sub.q1R.sup.73.sub.r1;

(77) R.sup.72″has the same meaning as R.sup.72;

(78) provided that the sum of p1, q1 and r1 with respect to (—Z.sup.3—SiR.sup.71.sub.p1R.sup.72.sub.q1R.sup.73.sub.r1) or with respect to (—Z.sup.3—SiR.sup.71.sub.p1R.sup.72″.sub.q1R.sup.73.sub.r1) is 3 and at least one q1 in formula (C) is an integer of 1 to 3;

(79) each R.sup.b, at each occurrence, independently represents a hydroxyl group or a hydrolyzable group;

(80) each R.sup.c, at each occurrence, independently represents a hydrogen atom or a lower alkyl group;

(81) R.sup.b″and R.sup.c″have the same meanings as R.sup.b and R.sup.c, respectively;

(82) each k1, at each occurrence, is independently an integer of 0 to 3;

(83) each l1, at each occurrence, is independently an integer of 0 to 3;

(84) each m1, at each occurrence, is independently an integer of 0 to 3;

(85) provided that the sum of k1, l1 and m1 with respect to (SiR.sup.a.sub.k1R.sup.b.sub.l1R.sup.c.sub.m1) or with respect to (SiR.sup.a″.sub.k1R.sup.b″.sub.l1R.sup.c″.sub.m1) is 3;

(86) at least two groups selected from the group consisting of R.sup.b, R.sup.b″, R.sup.72 and R.sup.72″are present in (C);

(87) each X.sup.7 independently represents a single bond or a di- to decavalent organic group;

(88) each δ1 is independently an integer of 1 to 9;

(89) each R.sup.d, at each occurrence, independently represents —Z.sup.4—CR.sup.81.sub.p2R.sup.82.sub.q2 R.sup.83.sub.r2;

(90) each Z.sup.4, at each occurrence, independently represents an oxygen atom or a divalent organic group;

(91) each R.sup.81, at each occurrence, independently represents R.sup.d′;

(92) R.sup.d′has the same meaning as R.sup.d;

(93) the number of C linearly bonded via a Z.sup.4 group in R.sup.d is at most 5;

(94) each R.sup.82, at each occurrence, independently represents —Y—SiR.sup.85.sub.n2R.sup.86.sub.3−n2;

(95) each Y, at each occurrence, independently represents a divalent organic group;

(96) each R.sup.85, at each occurrence, independently represents a hydroxyl group or a hydrolyzable group;

(97) each R.sup.86, at each occurrence, independently represents a hydrogen atom or a lower alkyl group;

(98) each R.sup.83, at each occurrence, independently represents a hydrogen atom, a hydroxyl group or a lower alkyl group;

(99) each p2, at each occurrence, is independently an integer of 0 to 3;

(100) each q2, at each occurrence, is independently an integer of 0 to 3;

(101) each r2, at each occurrence, is independently an integer of 0 to 3;

(102) each R.sup.d″, at each occurrence, independently represents —Z.sup.4—CR.sup.81.sub.p2R.sup.82″.sub.q2R.sup.83.sub.r2,

(103) R.sup.82″represents —Y—SiR.sup.85″.sub.n2R.sup.86″.sub.3−n2;

(104) provided that the sum of p2, q2 and r2 with respect to (—Z.sup.4—CR.sup.81.sub.p2R.sup.82.sub.q2R.sup.83.sub.r2) or with respect to (—Z.sup.4—CR.sup.81.sub.p2R.sup.82″.sub.q2R.sup.83.sub.r2) is 3;

(105) n2 with respect to a (—Y—SiR.sup.85.sub.n2R.sup.86.sub.3−n2) unit or with respect to a (—Y—SiR.sup.85″.sub.n2R.sup.86″.sub.3−n2) unit independently represents an integer of 0 to 3;

(106) R.sup.85″and R.sup.86″have the same meanings as R.sup.85 and R.sup.86, respectively;

(107) each R.sup.e, at each occurrence, independently represents —Y—SiR.sup.85.sub.n2R.sup.86.sub.3−n2;

(108) each R.sup.e″, at each occurrence, independently represents 13 Y—SiR.sup.85″.sub.n2R.sup.86″.sub.3−n2;

(109) each R.sup.f, at each occurrence, independently represents a hydrogen atom, a hydroxyl group or a lower alkyl group;

(110) R.sup.f″has the same meaning as R.sup.f;

(111) each k2, at each occurrence, is independently an integer of 0 to 3;

(112) each l2, at each occurrence, is independently an integer of 0 to 3; and

(113) each m2, at each occurrence, is independently an integer of 0 to 3;

(114) provided that the sum of k2, l2 and m2 with respect to (CR.sup.d.sub.k2R.sup.e.sub.l2R.sup.f.sub.m2) or with respect to (CR.sup.d″.sub.k2R.sup.e″.sub.l2R.sup.f″.sub.m2) is 3, and two or more groups selected from the group consisting of a group represented by —Y—SiR.sup.85.sub.n2R.sup.86.sub.3−n2 wherein n2 is 1 or more and a group represented by —Y—SiR.sup.85″.sub.n2R.sup.86″.sub.3−n2 wherein n2 is 1 or more are present in formula (D).

Embodiment 8

(115) The curable composition according to Embodiment 7, wherein X.sup.10 is a fluorine atom.

Embodiment 9

(116) The curable composition according to any one of Embodiments 1 to 8, wherein such a Si atom bonding to at least one group selected from the group consisting of a hydroxyl group and a hydrolyzable group is present at each of both ends of a molecular backbone of the fluorine-containing silane compound, in the fluorine-containing silane compound.

Embodiment 10

(117) The curable composition according to any one of Embodiments 1 to 9, wherein the organosilicon compound comprises any organosilicon compound represented by the following formulae (E-1) to (E-5):

(118) ##STR00023##
wherein:

(119) each R.sup.g1, at each occurrence, is independently a substituted or unsubstituted monovalent hydrocarbon group having 1 to 8 carbon atoms;

(120) each R.sup.g2, at each occurrence, is independently substituted or unsubstituted and has 1 to 20 carbon atoms;

(121) each Rg.sup.3, at each occurrence, is independently a hydrogen atom or a monovalent organic group;

(122) each R.sup.g4, at each occurrence, is independently a monovalent organic group;

(123) R.sup.g6 represents R.sup.g8-R.sup.g7-;

(124) each R.sup.g7, at each occurrence, independently represents a single bond, an oxygen atom or a divalent organic group;

(125) each R.sup.g8, at each occurrence, is independently an amino group, an epoxy group, a methacrylic group, a vinyl group or a mercapto group;

(126) each ε1, at each occurrence, is independently an integer of 1 or more;

(127) each ε2, at occurrence, is independently 2 or 3;

(128) each ε3, at each occurrence, is independently 2 or 3;

(129) ε4 is an integer of 2 or more;

(130) ε5 is 1 or 2; and

(131) ε6 is an integer of 0 or more.