CURABLE COMPOSITION

Abstract

A moisture-curable curable composition includes a perfluoro(poly)ether group-containing silane compound (a1) represented by formula (I); a perfluoro(poly)ether group-containing silane compound (a2) represented by formula (II) (in each formula, the definition of each group is as defined in the specification); (b) an organic silicon compound having at least two OR.sup.2 groups (here, R.sup.2s are each independently a hydrogen atom or a monovalent organic group at each appearance) bonded to Si atom or a partially hydrolyzed condensate thereof; and (c) a condensation catalyst.

Claims

1. A curable composition which comprises (a1) a perfluoro(poly)ether group-containing silane compound (a1) represented by the following formula (I): ##STR00039## wherein, R.sup.3s each independently represent a hydrogen atom or a monovalent hydrocarbon group at each appearance, R.sup.4s each independently represent a hydroxyl group or a hydrolyzable group(s) at each appearance, X1s each independently represent a single bond or a divalent organic group at each appearance, X2s each independently represent a t valent organic group at each appearance, here, t is an integer of 2 or more, X3s each independently represent a divalent organic group at each appearance, PFPE.sup.1s are each independently a divalent perfluoro(poly)ether group represented by the formula:
—(C.sub.fF.sub.2f)—(OCF.sub.2).sub.a1—(OC.sub.2F.sub.4).sub.a2—(OC.sub.3X.sup.10.sub.6).sub.a3—(OC.sub.4F.sub.8).sub.a4—(OC.sub.5F.sub.10).sub.a5—(OC.sub.6F.sub.12).sub.a6—(OC.sub.7F.sub.14).sub.a7—(OC.sub.8F.sub.16).sub.a8— wherein, f is an integer of 1 or more and 10 or less, a1, a2, a3, a4, a5, a6, a7 and a8 are each independently an integer of 0 or more and 200 or less, a sum of a1, a2, a3, a4, a5, a6, a7 and a8 is an integer of 5 or more and 200 or less, and the unit represented by (C.sub.fF.sub.2f) is located at the left end of the group, the order of existence of each repeating unit enclosed in parentheses with the subscript a1, a2, a3, a4, a5, a6, a7 or a8 is arbitrary in the formula, X.sup.10s are each independently a hydrogen atom, a fluorine atom or a chlorine atom at each appearance, provided that when all X.sup.10s are hydrogen atoms or chlorine atoms, at least one of a1, a2, a4, a5, a6, a7 and a8 is an integer of 1 or more, at each appearance, p and q are each 0 or 1, and r is an integer of 1 or more; (a2) a perfluoro(poly)ether group-containing silane compound (a2) represented by the following formula (II): ##STR00040## wherein, R.sup.3, R.sup.4, PFPE.sup.1, X1, X2, p, q and t have the same meanings as defined above, provided that, a compound that can be represented by the formula (I) is excluded; (b) an organic silicon compound having at least two OR.sup.2 groups (here, R.sup.2s are each independently a hydrogen atom or a monovalent organic group at each appearance) bonded to an Si atom (provided that, (a1) and (a2) are excluded) or a partially hydrolyzed condensate thereof; and (c) a condensation catalyst.

2. The curable composition according to claim 1, wherein X1s in the perfluoro-(poly)ether group-containing silane compounds (a1) and (a2) are each independently an amide bond or a urethane bond at each appearance.

3. The curable composition according to claim 1, wherein X2s in the perfluoro(poly)ether group-containing silane compounds (a1) and (a2) are each independently a divalent organic group at each appearance.

4. The curable composition according to claim 1, wherein a mass ratio of the perfluoro(poly)ether group-containing silane compounds (a1) and (a2) is in the range of 10:90 to 90:10.

5. The curable composition according to claim 1, wherein X3 in the perfluoro(poly)ether group-containing silane compound (a1) is a divalent alkylene group having amide groups at the both terminals.

6. The curable composition according to claim 1, wherein r in the perfluoro(poly)ether group-containing silane compound (a1) is an integer of 1 or more and 5 or less.

7. The curable composition according to claim 1, wherein PFPE.sup.1s in the perfluoro(poly)ether group-containing silane compound (a1) are each independently a divalent perfluoro(poly)ether group represented by the formula
—(C.sub.fF.sub.2F)—(OCF.sub.2).sub.a1—(OCF.sub.2CF.sub.2).sub.a2l—(OCF(CF.sub.3)).sub.a2′—(OCF.sub.2CF.sub.2CF.sub.2).sub.a3l—(OCF.sub.2CF(CF.sub.3)).sub.a3′—(OCF(CF.sub.3)CF.sub.2).sub.a3″—(OCF.sub.2CF.sub.2CF.sub.2CF.sub.2).sub.a4— where, f is an integer of 1 or more and 4 or less, a1, a2l, a2′, a3l, a3′, a3″ and a4 are each independently an integer of 0 or more and 200 or less, a sum of a2l and a2′ equals to a2, a sum of a3l, a3′ and a3″ equals to a3, a2 and a3 are as defined in claim 1, a sum of a1, a2l, a2′, a3l, a3′, a3″ and a4 is 5 or more, and the order of existence of each repeating unit is arbitrary in the formula, at each appearance.

8. The curable composition according to claim 7, wherein in PFPE.sup.1 in the perfluoro(poly)ether group-containing silane compound (a1) or (a2), a1 is an integer of 0 or more and 50 or less, a2 is an integer of 0 or more and 50 or less, a3 is an integer of 0 or more and 30 or less, a4 is an integer of 0 or more and 30 or less, and a sum of a1, a2, a3 and a4 is 5 or more and 200 or less.

9. The curable composition according to claim 1, wherein the PFPE.sup.1s in the perfluoro(poly)ether group-containing silane compound (a1) or (a2) are each independently a divalent perfluoro(poly)ether group represented by
—(C.sub.fF.sub.2f)—(OCF.sub.2).sub.a1—(OC.sub.2F.sub.4).sub.a2—, where, f is 1 or 2, a1 and a2 are each independently an integer of 1 or more and 200 or less, and the order of existence of each repeating unit enclosed in parentheses with the subscript a1 or a2 is arbitrary in the formula.

10. The curable composition according to claim 1 wherein Component (b) is a compound represented by the following formula:
R.sup.1.sub.nSi(OR.sup.2).sub.4-n wherein, R.sup.1s are each independently a substituted or unsubstituted monovalent hydrocarbon group at each appearance, R.sup.2s are each independently a hydrogen atom or a monovalent organic group at each appearance, n is 0, 1 or 2, or a partially hydrolyzed condensate thereof.

11. The curable composition according to claim 10, wherein Component (b) further contains a compound represented by the following formula (B2): ##STR00041## wherein, R.sup.g3s are each independently a hydrogen atom or a monovalent organic group at each appearance, R.sup.g4 is a substituted or unsubstituted monovalent hydrocarbon group, R.sup.g6s are each independently R.sup.g8—R.sup.g7— at each appearance, R.sup.g7s are each independently an alkylene group having 1 to 10 carbon atoms or a group having 1 to 10 carbon atoms and containing a nitrogen atom(s) or an oxygen atom(s) in a main chain at each appearance, R.sup.g8s are each independently a primary amino group, an epoxy group, a (meth)acryloyl group, a (meth)acryloxy group, a mercapto group or an isocyanate group at each appearance, ε4 is 2 or 3, ε5 is 0 or 1, and ε6 is 1 or 2, provided that, a sum of ε4, ε5 and ε6 is 4, or a partially hydrolyzed condensate thereof.

Description

EXAMPLES

[0540] The present invention will be explained more specifically by referring to the following Examples, but is not limited to these Examples. Incidentally, in the present Examples, the order of existence of recurring units constituting the perfluoro(poly)ether is arbitrary.

Production Example 1

[0541] Preparation of PFPE-Containing Silane Compound (a1)

[0542] In 2,000 mL of a four-necked flask equipped with a reflux condenser, a thermometer and a stirrer were charged 1,000 g of a PFPE-modified ester material represented by an average composition of CH.sub.3OCO—CF.sub.2—(OCF.sub.2).sub.29—(OCF.sub.2CF.sub.2).sub.17—OCF.sub.2—COOCH.sub.3 and 500 g of 1,3-bis(trifluoromethyl)benzene, and after adding 10 mL of ethylenediamine using a dropping funnel under nitrogen stream, the mixture was stirred at 25° C. for one hour. Subsequently, after adding 51 mL of 3-aminopropyltrimethoxy-silane, the mixture was stirred at 25° C. for one hour. Thereafter, by distilling off the volatile component under reduced pressure, a PFPE-containing silane compound (a1) represented by the following formula was obtained. Regarding the obtained PFPE-containing silane compound (a1), integrated values of the peaks of —CF.sub.2—CONH—CH.sub.2CH.sub.2CH.sub.2—Si(OCH.sub.3).sub.3 and -CF.sub.2—COOCH.sub.3 which is the raw material were compared by .sup.19F-NMR analysis, and the silane terminalization rate was calculated to be 97 mol %.

(CH.sub.3O).sub.3Si—CH.sub.2CH.sub.2CH.sub.2—NHCO—CF.sub.2—(OCF.sub.2).sub.29—(OCF.sub.2CF.sub.2).sub.17—CF.sub.2—CONHCH.sub.2CH.sub.2NHCO—CF.sub.2—(OCF.sub.2).sub.29—(OCF.sub.2CF.sub.2).sub.17—CF.sub.2—CONH—CH.sub.2CH.sub.2CH.sub.2—Si(OCH.sub.3).sub.3  PFPE-containing silane compound (a1)

Production Example 2

[0543] Preparation of PFPE-Containing Silane Compound (a2)

[0544] In 1,000 mL of a four-necked flask equipped with a reflux condenser, a thermometer and a stirrer was charged 1,000 g of a PFPE-modified ester material represented by an average composition of CH.sub.3OCO—CF.sub.2—(OCF.sub.2).sub.29—(OCF.sub.2CF.sub.2).sub.17—OCF.sub.2—COOCH.sub.3, and after adding 102 mL of 3-aminopropyltrimethoxysilane under nitrogen stream, the mixture was stirred at 25° C. for one hour. Thereafter, by distilling off the volatile component under reduced pressure, a PFPE-containing silane compound (a2) represented by the following formula was obtained. Regarding the obtained PFPE-containing silane compound (a2), integrated values of the peaks of —CF.sub.2—CONH—CH.sub.2CH.sub.2CH.sub.2—Si(OCH.sub.3).sub.3 and -CF.sub.2—COOCH.sub.3 which is the raw material were compared by .sup.19F-NMR analysis, and the silane terminalization rate was calculated to be 97 mol %.

(CH.sub.3O).sub.3Si—CH.sub.2CH.sub.2CH.sub.2—NHCO—CF.sub.2—(OCF.sub.2).sub.29—(OCF.sub.2CF.sub.2).sub.17—CF.sub.2—CONH—CH.sub.2CH.sub.2CH.sub.2—Si(OCH.sub.3).sub.3  PFPE-containing silane compound (a2)

CH.sub.3OCO—CF.sub.2—(OCF.sub.2).sub.29—(OCF.sub.2CF.sub.2).sub.17—OCF.sub.2—COOCH.sub.3  PFPE-modified ester material

Production Example 3

[0545] Preparation of PFPE-Containing Silane Compound (b)

[0546] In 2,000 mL of a four-necked flask equipped with a reflux condenser, a thermometer and a stirrer were charged 1,000 g of a PFPE-modified ester material represented by an average composition of CH.sub.3CH.sub.2OCO—CF.sub.2—(OCF.sub.2).sub.12—(OCF.sub.2CF.sub.2).sub.12—OCF.sub.2—COOCH.sub.2CH.sub.3 and 500 g of 1,3-bis(trifluoromethyl)benzene, and after adding 13 mL of ethylenediamine using a dropping funnel under nitrogen stream, the mixture was stirred at 25° C. for one hour. Subsequently, after adding 69 mL of 3-aminopropyl-trimethoxysilane, the mixture was stirred at 25° C. for one hour. Thereafter, by distilling off the volatile component under reduced pressure, a PFPE-containing silane compound (b) represented by the following formula was obtained. Regarding the obtained PFPE-containing silane compound (b), integrated values of the peaks of —CF.sub.2—CONH—CH.sub.2CH.sub.2CH.sub.2—Si(OR′).sub.3 and -CF.sub.2—COOCH.sub.2CH.sub.3 which is the raw material were compared by .sup.19F-NMR analysis, and the silane terminalization rate was calculated to be 98 mol %. Incidentally, as R′ in the following formula, C.sub.113 was 89 mol % and CH.sub.2CH.sub.3 was 11 mol % by .sup.1H-NMR analysis.

(R′O).sub.3Si—CH.sub.2CH.sub.2CH.sub.2—NHCO—CF.sub.2—(OCF.sub.2).sub.12—(OCF.sub.2CF.sub.2).sub.12—OCF.sub.2—CONHCH.sub.2CH.sub.2NHCO—CF.sub.2—(OCF.sub.2).sub.12—(OCF.sub.2CF.sub.2).sub.12—OCF.sub.2—CONH—CH.sub.2CH.sub.2CH.sub.2—Si(OR′).sub.3  PFPE-containing silane compound (b)

Production Example 4

[0547] Preparation of PFPE-Containing Silane Compound (b′)

[0548] In 1,000 mL of a four-necked flask equipped with a reflux condenser, a thermometer and a stirrer was charged 1,000 g of a PFPE-modified ester material represented by an average composition of CH.sub.3CH.sub.2OCO—CF.sub.2—(OCF.sub.2).sub.12—(OCF.sub.2CF.sub.2).sub.12—OCF.sub.2—COOCH.sub.2CH.sub.3, and after adding 141 mL of 3-aminopropyltrimethoxysilane under nitrogen stream, the mixture was stirred at 25° C. for one hour. Thereafter, by distilling off the volatile component under reduced pressure, a PFPE-containing silane compound (b′) represented by the following formula was obtained. Regarding the obtained PFPE-containing silane compound (b′), integrated values of the peaks of —CF.sub.2—CONH—CH.sub.2CH.sub.2CH.sub.2—Si(OR′).sub.3 and —CF.sub.2—COOCH.sub.3 which is the raw material were compared by .sup.19F-NMR analysis, and the silane terminalization rate was calculated to be 99 mol %. Incidentally, as R′ in the following formula, CH.sub.3 was 91 mol % and CH.sub.2CH.sub.3 was 9 mol % by .sup.1H-NMR analysis.

(R′O).sub.3Si—CH.sub.2CH.sub.2CH.sub.2—NHCO—CF.sub.2—(OCF.sub.2).sub.m—(OCF.sub.2CF.sub.2).sub.n—OCF.sub.2—CONH—CH.sub.2CH.sub.2CH.sub.2—Si(OR′).sub.3  PFPE-containing silane compound (b′)

Production Example 5

[0549] Preparation of PFPE-Containing Silane Compounds (c1) and (c2)

[0550] A PFPE mixture 1 containing the following Components (C1) and (C.sub.2) was prepared.

CH.sub.3OCO—CF(CF.sub.3)—{OCF.sub.2CF(CF.sub.3)}.sub.m—OCF.sub.2CF.sub.2O—{CF(CF.sub.3)CF.sub.2O}.sub.n—CF(CF.sub.3)—COOCH.sub.3(m+n=12)  (C1)

CF.sub.3CF.sub.2CF.sub.2O—{CF(CF.sub.3)CF.sub.2O}.sub.12—CF(CF.sub.3)—COOCH.sub.3  (C2)

(C1):(C2)=85:15 (molar ratio)

[0551] In 2,000 mL of a four-necked flask equipped with a reflux condenser, a thermometer and a stirrer were charged 1,000 g of the PFPE mixture 1 and 500 g of 1,3-bis(trifluoromethyl)benzene, using a dropping funnel under nitrogen stream, and after adding 13 mL of ethylenediamine using a dropping funnel, the mixture was stirred at 70° C. for 10 hours. Subsequently, after adding 57 mL of 3-aminopropyltrimethoxy-silane, the mixture was stirred at 70° C. for 12 hours. Thereafter, by distilling off the volatile component under reduced pressure, PFPE-containing silane compounds (c1) and (c2) represented by the following formulae were obtained. Regarding the obtained PFPE-containing silane compounds (c1) and (c2), integrated values of the peaks of —CF(CF.sub.3)—CONH—CH.sub.2CH.sub.2CH.sub.2—Si(OCH.sub.3).sub.3 and —CF(CF.sub.3)—COOCH.sub.3 which is the raw material were compared by .sup.19F-NMR analysis, and the silane terminalization rate was calculated to be 99 mol %.

(CH.sub.3O).sub.3Si—CH.sub.2CH.sub.2CH.sub.2—NHCO—CF(CF.sub.3)—{OCF.sub.2CF(CF.sub.3)}.sub.m—OCF.sub.2CF.sub.2—{CF(CF.sub.3)CF.sub.2O}.sub.n—CF(CF.sub.3)—CONHCH.sub.2CH.sub.2NHCO—CF(CF.sub.3)—{OCF.sub.2CF(CF.sub.3)}.sub.m′—OCF.sub.2CF.sub.2O—{CF(CF.sub.3)CF.sub.2O}.sub.n′—CF(CF.sub.3)—CONH—CH.sub.2CH.sub.2CH.sub.2—Si(OCH.sub.3).sub.3 (wherein, m+n=12, m′+n′=12)  PFPE-containing silane compound (c1)

CF.sub.3CF.sub.2CF.sub.2O—{CF(CF.sub.3)CF.sub.2O}.sub.12—CF(CF.sub.3)—CONHCH.sub.2CH.sub.2NHCO—CF(CF.sub.3)—{OCF.sub.2CF(CF.sub.3)}.sub.m—OCF.sub.2CF.sub.2O—{CF(CF.sub.3)CF.sub.2O}.sub.n—CF(CF.sub.3)—CONH—CH.sub.2CH.sub.2CH.sub.2—Si(OCH.sub.3).sub.3 (wherein, m+n=12)  PFPE-containing silane compound (c2)

Production Example 6

[0552] Preparation of PFPE-Containing Silane Compounds (c1′) and (c2′)

[0553] In 1,000 mL of a four-necked flask equipped with a reflux condenser, a thermometer and a stirrer were charged 1,000 g of the PFPE mixture 1 and 500 g of 1,3-bis(trifluoromethyl)benzene, under nitrogen stream, and after adding 123 mL of 3-aminopropyltrimethoxysilane, the mixture was stirred at 70° C. for 12 hours. Thereafter, by distilling off the volatile component under reduced pressure, PFPE-containing silane compounds (c1′) and (c2′) represented by the following formulae were obtained. Regarding the obtained PFPE-containing silane compounds (c1′) and (c2′), integrated values of the peaks of —CF(CF.sub.3)—CONH—CH.sub.2CH.sub.2CH.sub.2—Si(OCH.sub.3).sub.3 and —CF(CF.sub.3)—COOCH.sub.3 which is the raw material were compared by .sup.19F-NMR analysis, and the silane terminalization rate was calculated to be 98 mol %.

(CH.sub.3O).sub.3Si—CH.sub.2CH.sub.2CH.sub.2—NHCO—CF(CF.sub.3)—{OCF.sub.2CF(CF.sub.3)}.sub.m—OCF.sub.2CF.sub.2O—{CF(CF.sub.3)CF.sub.2O}.sub.n—CF(CF.sub.3)—CONH—CH.sub.2CH.sub.2CH.sub.2—Si(OCH.sub.3).sub.3 (wherein, m+n=12)  PFPE-containing silane compound (c1′)

CF.sub.3CF.sub.2CF.sub.2O—{CF(CF.sub.3)CF.sub.2O}.sub.12—CF(CF.sub.3)—CONH—CH.sub.2CH.sub.2CH.sub.2—Si(OCH.sub.3).sub.3  PFPE-containing silane compound (c2′)

Example 1

[0554] Preparation of Curable Composition

[0555] In a glass apparatus for mixing were weighed 50 parts by mass of PFPE-containing silane compound (a1), 50 parts by mass of PFPE-containing silane compound (a2), 2 parts by mass of methyltrimethoxysilane as a crosslinking agent, 0.3 part by mass of tris(3-trimethoxysilylpropyl)isocyanurate as an adhesive imparting agent and 0.1 part by mass of dibutylbis(triethoxysiloxy)tin as a catalyst, and stirring was carried out using a magnetic stirrer to produce a curable composition.

Example 2

[0556] In the same manner as in Example 1 except for using 70 parts by mass of the PFPE-containing silane compound (a1) and 30 parts by mass of the PFPE-containing silane compound (a2), a curable composition was produced.

Example 3

[0557] In the same manner as in Example 1 except for using vinylmethyl-dimethoxysilane in place of methyltrimethoxysilane as a crosslinking agent, and using 2 parts by mass of diisopropoxytitanium bis(ethylacetoacetate) in place of dibutylbis(triethoxysiloxy)tin as a catalyst, a curable composition was produced.

Example 4

[0558] In the same manner as in Example 2 except for using vinylmethyl-dimethoxysilane in place of methyltrimethoxysilane as a crosslinking agent, and using 2 parts by mass of diisopropoxytitanium bis(ethylacetoacetate) in place of dibutylbis(triethoxysiloxy)tin as a catalyst, a curable composition was produced.

Example 5

[0559] In the same manner as in Example 1 except for using PFPE-containing silane compounds (c1) and (c2) in place of the PFPE-containing silane compounds (a1) and (a2), respectively, and using 2 parts by mass of diisopropoxytitanium bis(ethylacetoacetate) in place of dibutylbis(triethoxysiloxy)tin as a catalyst, a curable composition was produced.

Example 6

[0560] In the same manner as in Example 5 except for using vinylmethyl-dimethoxysilane in place of methyltrimethoxysilane as a crosslinking agent, a curable composition was produced.

Example 7

[0561] In the same manner as in Example 1 except for using each 50 parts by mass of PFPE-containing silane compounds (c1) and (c2), 2 parts by mass of vinylmethyldimethoxysilane and 0.5 part by mass of 3-aminopropyltriethoxysilane as crosslinking agents, 2 parts by mass of dibutylbis(triethoxysiloxy)tin as a catalyst and 0.3 part by mass of tris(3-trimethoxysilylpropyl)isocyanurate as an adhesive imparting agent, a curable composition was produced.

Comparative Example 1

[0562] In the same manner as in Example 1 except for not using the PFPE-containing silane compound (a1) but using 100 parts by mass of the PFPE-containing silane compound (a2), a curable composition was produced.

Comparative Example 2

[0563] In the same manner as in Example 1 except for using 100 parts by mass of the PFPE-containing silane compound (a1) and not using the PFPE-containing silane compound (a2), a curable composition was produced.

Comparative Example 3

[0564] In the same manner as in Example 3 except for using 100 parts by mass of the PFPE-containing silane compound (a1) and not using the PFPE-containing silane compound (a2), a curable composition was produced.

Comparative Example 4

[0565] In the same manner as in Example 5 except for using 100 parts by mass of the PFPE-containing silane compound (c2) and not using the PFPE-containing silane compound (c1), a curable composition was produced.

Comparative Example 5

[0566] In the same manner as in Example 5 except for using 100 parts by mass of the PFPE-containing silane compound (c1) and not using the PFPE-containing silane compound (c2), a curable composition was produced.

[0567] (Evaluation of Compatibility)

[0568] The curable compositions in the above-mentioned Examples and Comparative Examples were mixed under blocking moisture, and the degree of mixing condition was observed. The results are shown in Table 1.

[0569] (Bending Test)

[0570] The curable composition prepared in each Example and Comparative Example was coated with a thickness of 0.5 mm on a PET film having a thickness of 0.19 mm, and cured at 23° C. and a relative humidity of 50% for 7 days. The coated PET film was bent and the state of the cured product was observed and the presence or absence of occurrence of cracks was confirmed. The results are shown in Table 1.

TABLE-US-00001 TABLE 1 PFPE-containing silane Presence compound of absence (parts by mass) Crosslinking Compati- of cracks (a1) (a2) (c1) (c2) agent bility at bending Example 1 50 50 — — Me(MeO).sub.3Si Good None Example 2 70 30 — — Me(MeO).sub.3Si Good None Example 3 50 50 — — MeVi(MeO).sub.2Si Good None Example 4 70 30 — — MeVi(MeO).sub.2Si Good None Example 5 — — 50 50 Me(MeO).sub.3Si Good None Example 6 — — 50 50 MeVi(MeO).sub.2Si Good None Example 7 — — 50 50 MeVi(MeO).sub.2Si, Good None H.sub.2NC.sub.3H.sub.6(MeO).sub.3Si Comparative 0 100 — — Me(MeO).sub.3Si Good Present Example 1 Comparative 100 0 — — Me(MeO).sub.3Si Ununiform — Example 2 Comparative 100 0 — — MeVi(MeO).sub.2Si Ununiform — Example 3 Comparative — — 0 100 Me(MeO).sub.3Si Good Present Example 4 Comparative — — 100 0 Me(MeO).sub.3Si Ununiform — Example 5

[0571] As shown in Table 1, in the curable compositions which used both of the compound corresponding to the PFPE-containing silane compound (a1) (that is, the compound wherein r≠0 in the general formula (I)) and the compound corresponding to (a2) (that is, the compound wherein r=0 in the general formula (I)), it was shown that compatibility was also good, no crack was generated even when bending whereby they were excellent in bending resistance. On the other hand, in Comparative Examples 1 and 4 in which no compound corresponding to (a1) was used, cracks were generated, and in Comparative Examples 2, 3 and 5 in which no compound corresponding to (a2) was used, uniform compositions could not be obtained.

UTILIZABILITY IN INDUSTRY

[0572] The curable composition of the present invention is not only excellent in compatibility and excellent in handling property, but also a cured product having high crack resistance can be obtained. The curable composition of the present invention is easy in handling and has high durability after curing so that it can be suitably used as an adhesive for the uses of peripherals of electric and electronic parts and peripherals of automobile parts.