A silicone rubber/silicone-modified polyimide resin laminate comprising a silicone rubber having a surface and a cured product layer of a silicone- modified polyimide resin composition disposed on at least a part of the silicone rubber surface, the cured product layer having a thickness of 0.5 to 20 μm, said silicone-modified polyimide resin composition comprising:
- (A1) 100 parts by weight of a radically crosslinking silicone-modified polyimide resin having the following formula (1):
- Ee-Ff-Gg (1)
- wherein E, F and G are repeating units which are randomly arranged, E is a divalent group derived from a diamino-modified silicone, represented by the formula (2), F is a divalent group derived from a tetracarboxylic dianhydride, represented by the formula (3), and G is a divalent group derived from a diamine, with the proviso that f+e+g=100 mol %, a molar ratio of f/(e+g) is from 0.9/1 to 1.1/1, and e is 1 to 90 when the sum of e+g is 100,
- wherein RA is each independently a C1-C10 substituted or unsubstituted divalent hydrocarbon group, R1 and R2 are each independently a C1-C10 substituted or unsubstituted alkyl group, R3 and R4 are each independently a C1-C10 monovalent aliphatic hydrocarbon group, at least one of R3 and R4 has an aliphatic unsaturated bond, R5 and R6 are each independently a substituted or unsubstituted C1-C10 alkyl group, C6-C10 aryl group or C7-C16 aralkyl group, m is an integer of 0 to 20, n is an integer of 1 to 20, o is an integer of 0 to 20, the sum of m+n+o is 1 to 30, and the arrangement of siloxane units in parentheses with subscripts m, n, and o may be random, alternate or blockwise,
- -Im-X-Im- (3)
- wherein Im is a cyclic group terminated with a cyclic imide structure, and X is a single bond or a divalent group selected from among —O—, —S—, —S(→O)—, —S(═O)2—, —C(═O)—, —NRN— wherein RN is a C1-C12 monovalent hydrocarbon group, —CRB2— wherein RB is each independently hydrogen or a C1-C12 monovalent hydrocarbon group which may contain halogen, —RArh— wherein RAr is a C6-C12 divalent arylene group, h is an integer of 1 to 6, and RAr may be the same or different when h is at least 2, —RArh—(ORAr)i— wherein RAr and h are as defined above and i is an integer of 1 to 5, C1-C12 straight or branched alkylene groups, C5-C12 cycloalkylene groups, and C7-C12 arylenealkylene groups,
- (Bc) 0.1 to 10 parts by weight of a heat decomposable radical initiator, and
- (C) 100 to 700 parts by weight of a solvent, or
- (A2) 100 parts by weight of an epoxy curable silicone-modified polyimide resin having the following formula (1′):
- E′e′-F′f′-G′g′ (1′)
- wherein E′, F′ and G′ are repeating units which are randomly arranged, E′ is a divalent group derived from a diamino-modified silicone, represented by the formula (2′), F′ is a divalent group derived from a tetracarboxylic dianhydride, represented by the formula (3), G′ is a divalent group derived from a diamine, and at least some of G′ contain a divalent group derived from a hydroxyl-containing aromatic diamine, with the proviso that f′+e′+g′=100 mol %, a molar ratio of f′/(e′+g′) is from 0.9/1 to 1.1/1, and e′ is 1 to 90 when the sum of e′+g′ is 100,
- wherein RA is each independently a C1-C10 substituted or unsubstituted divalent hydrocarbon group, R1 and R2 are each independently a C1-C10 substituted or unsubstituted alkyl group, R7 and R8 are each independently a substituted or unsubstituted C6-C10 aryl group or C7-C16 aralkyl group, p is an integer of 1 to 20, q is an integer of 0 to 20, the sum of p+q is 1 to 30, and the arrangement of siloxane units in parentheses with subscripts p and q may be random, alternate or blockwise,
- -Im-X-Im- (3)
- wherein Im is a cyclic group terminated with a cyclic imide structure, and X is a single bond or a divalent group selected from among —O—, —S—, —S (→O)—, —S(═O)2—, —C(═O)—, —NRN— wherein RN is a C1-C12 monovalent hydrocarbon group, —CRB2— wherein RB is each independently hydrogen or a C1-C12 monovalent hydrocarbon group which may contain halogen, —RArh— wherein RAr is a C6-C12 divalent arylene group, h is an integer of 1 to 6, and RAr may be the same or different when h is at least 2, —RArh—(ORAr)i— wherein RAr and h are as defined above and i is an integer of 1 to 5, C1-C12 straight or branched alkylene groups, C5-C12 cycloalkylene groups, and C7-C12 arylenealkylene groups,
- (Be) 0.1 to 10 parts by weight of an epoxy resin crosslinker, and
- (C) 250 to 1,200 parts by weight of a solvent,
- wherein the cyclic group of Im is:
- wherein each of the lines with an intersecting wavy line designates a valence bond, the valence bond of the nitrogen atom is attached to E or G in formula (1) or to E′ or G′ in formula (1′), and the other valence bond is attached to X.