Bifunctional phenylene ether oligomer, its derivatives, its use and process for the production thereof

An epoxy resin composition for laminates, containing a phenylene ether oligomer compound having a number average molecular weight of 700 to 3,000 and having an epoxy group at each terminal, represented by the formula (9), and a curing agent,

• wherein —X— is represented by the formula (2′),
• in which R2, R3, R4, R8 and R9 are the same or different and are a halogen atom, an alkyl group having 6 or less carbon atoms or a phenyl group, R5, R6 and R7 are the same or different and are a hydrogen atom, a halogen atom, an alkyl group having 6 or less carbon atoms or a phenyl group,
• Y—O— is represented by the formula (3′),
• in which R10 and R11 are the same or different and are a halogen atom or an alkyl group having 6 or less carbon atoms or a phenyl group, R12 and R13 are the same or different and are a hydrogen atom, a halogen atom, an alkyl group having 6 or less carbon atoms or a phenyl group,
• provided that Y—O— is an arrangement of one kind of structure defined by the formula (3′) or a random arrangement of at least two kinds of structures defined by the formula (3′), and each of a and b is an integer of 0 to 300, provided that at least either a or b is not 0,
• R2, R3, R4, R8, R9, R10 and R11 in the formula (2′) and the formula (3′) being required not to be a hydrogen atom;
• Z is an organic group having one or more carbon atoms and may contain an oxygen atom, each of c and d is an integer of 0 or 1 and n is an integer of 0 to 10.

A resin composition for laminates, containing as an ingredient a phenylene ether oligomer cyanate compound having a number average molecular weight of 700 to 3,000 and having a cyanate group at each terminal, represented by the formula (10),

• wherein —X— is represented by the formula (2′),
• in which R2, R3, R4, R8 and R9 are the same or different and are a halogen atom, an alkyl group having 6 or less carbon atoms or a phenyl group, R5, R6 and R7 are the same or different and are a hydrogen atom, a halogen atom, an alkyl group having 6 or less carbon atoms or a phenyl group,
• Y—O— is represented by the formula (3′),
• in which R10 and R11 are the same or different and are a halogen atom or an alkyl group having 6 or less carbon atoms or a phenyl group, R12 and R13 are the same or different and are a hydrogen atom, a halogen atom, an alkyl group having 6 or less carbon atoms or a phenyl group,
• provided that Y—O— is an arrangement of one kind of structure defined by the formula (3′) or a random arrangement of at least two kinds of structures defined by the formula (3′), and each of a and b is an integer of 0 to 300, provided that at least either a or b is not 0,
• R2, R3, R4, R8, R9, R10 and R11 in the formula (2′) and the formula (3′) being required not to be a hydrogen atom, Z is an organic group having one or more carbon atoms and may contain an oxygen atom and each of c and d is an integer of 0 or 1.

The (meth)acrylate compound represented by the formula (11),

• wherein —X— is represented by the formula (2′),
• in which R2, R3, R4, R8 and R9 are the same or different and are a halogen atom, an alkyl group having 6 or less carbon atoms or a phenyl group, R5, R6 and R7 are the same or different and are a hydrogen atom, a halogen atom, an alkyl group having 6 or less carbon atoms or a phenyl group,
• Y—O— is represented by the formula (3′),
• in which R10 and R11 are the same or different and are a halogen atom or an alkyl group having 6 or less carbon atoms or a phenyl group, R12 and R13 are the same or different and are a hydrogen atom, a halogen atom, an alkyl group having 6 or less carbon atoms or a phenyl group,
• provided that Y—O— is an arrangement of one kind of structure defined by the formula (3′) or a random arrangement of at least two kinds of structures defined by the formula (3′), and each of a and b is an integer of 0 to 300, provided that at least either a or b is not 0,
• R2, R3, R4, R8, R9, R10 and R11 in the formula (2′) and the formula (3′) being required not to be a hydrogen atom, Z′ is an organic group which has no OH group in a side chain and has one or more carbon atoms and which may contain an oxygen atom, c and d are each an integer of 0 or 1 and R15 is a hydrogen atom or a methyl group.