105644-03-9

Process for the preparation of acrylic and methacrylic acid esters by transesterification of (meth)acrylic acid esters of the formula I: where R1 is H or CH3 and R2 is an alkyl radical having 1 to 40 carbon atoms, with alkanols which have four or more esterifiable hydroxyl groups, characterized in that 0.01 to 10% by weight, based on the total reaction mixture, of lithium amide catalysts are used as transesterification catalyst.

Adamantane derivatives in which two (meth)acryloyloxyalkyl groups are bonded with an adamantane ring through ester groups, adamantane derivatives in which two adamantane rings are bonded through an alkylene group and two urethane bonds, which two adamantane rings each have a (meth)acryloyloxy group bonded thereto directly or through a coupling group, and adamantane derivatives each having a structure in which a group containing an adamantane ring hangs on the alkylene group of an alkylene glycol di(meth)acrylate. The compounds are useful as dental materials intermediates therefor, and as intermediates for optical materials such as lenses.

Adamantane derivatives are represented by Formula (1), (6) or (9) : [In Formula (1), R1 is a hydrogen atom or a methyl group; each of R2 and R3 is, identical to or different from each other, a hydrogen atom or a methyl group; each of A1 and A2 is, identical to or different from each other, a -C(=O)-O- group or -O-C(=O)- group, where the right-hand side of these two groups is on the adamantane ring side; each of X1 and X2 is, identical to or different from each other, a straight- or branched-chain alkylene group having 1 to 12 carbon atoms. In Formula (6), each of R4 and R5 is, identical to or different from each other, a hydrogen atom or a methyl group; each of R6 and R7 is, identical to or different from each other, a hydrogen atom or a methyl group; each of A3 and A4 is, identical to or different from each other, a group represented by the following formula:-A-O-C(=O)- (wherein A5 is a straight- or branched-chain alkylene group having 1 to 6 carbon atoms, where the right-hand side of the above formula is on the adamantane ring side); X is a straight- or branched-chain alkylene group having 1 to 12 carbon atoms; and each of m and n is 0 or 1. In Formula (9), R8 is a hydrogen atom or a methyl group; each of R9 and R10 is, identical to or different from each other, a hydrogen atom or a methyl group; R11 is a hydrogen atom, a straight- or branched-chain alkyl group having 1 to 4 carbon atoms, or a group represented by the following Formula (10): (wherein R12 is an acryloyl group, methacryloyl group, 1-adamantylcarbonyl group or 3,5-dimethyladamant-1-ylcarbonyl group; and s is an integer from 1 to 6); and each of p, q and r is an integer from 1 to 6.] These adamantane derivatives are useful as, for example, raw materials for dental materials.