Methacrylic acid ester polymer, method for producing same, active energy ray-curable composition, and optical recording medium
A cured product that is reduced in warping and has high hardness can be obtained from an active energy ray-curable resin composition which uses a methacrylic acid ester polymer that has an acid value of 50 mg KOH/g or less and a transition metal content of 1 ppm or less, while containing 80% by mole or more of a polymer that has a double bond-terminated structure represented by formula (1). (In formula (1), R represents an alkyl group, a cycloalkyl group or an aryl group.)
1. A method for producing a methacrylic acid ester polymer by suspension polymerizing methacrylic acid ester monomer in an aqueous medium, the method comprising:
preparing an aqueous suspension comprising water, a methacrylic acid ester monomer, and a transition metal chelate complex and adjusting a pH of the aqueous suspension by a pH adjuster which is a non-radical polymerizable acid free of radical polymerizable functional groups to a pH range of 2.4 to 4.9; and
subsequently suspension polymerizing the methacrylic acid ester monomer, to obtain the methacrylic acid ester polymer,
wherein the methacrylic acid ester polymer produced by the suspension polymerizing has (i) an acid value of no higher than 0.5 mgKOH/g, and (ii) a transition metal content of no higher than 0.73 ppm, and (iii) a mass average molecular weight of the methacrylic acid ester polymer produced is 3900 to 11000,
wherein the transition metal chelate complex is of Formula (2) and is used in the aqueous suspension in an amount of 0.005 to 0.02 parts by mass relative to 100 parts by mass of the methacrylic acid ester monomer:
wherein R 1 to R 4 may each be the same or different, and represent a hydrogen atom, C6 to C12 aryloxy group, C1 to C12 alkyl group or C6 to C12 aryl group, and
each X may be the same or different, each X is selected from the group consisting of H, BF 2 , BCl 2 , BBr 2 and B(Y)2, where Y is a substituent selected from the group consisting of an OH group, C1 to C12 alkoxy group, C6 to C12 aryloxy group, C1 to C12 alkyl group and C6 to C12 aryl group,
wherein the non-radical polymerizable acid is selected from the group consisting of inorganic acids and organic acids, wherein the inorganic acid is hydrogen bromide, hydrogen iodide, sulfuric acid, phosphoric acid or nitric acid, and the organic acid is formic acid, acetic acid, propanoic acid, hydroxyacetic acid, lactic acid, pyruvic acid, glycolic acid, malonic acid, oxalic acid, benzene-sulfonic acid, toluene-sulfonic acid, methane-sulfonic acid, trifluoroacetic acid, succinic acid, malic acid, tartaric acid, citric acid, salicylic acid, p-aminosalicylic acid, benzoic acid or ascorbic acid; and
wherein a yellow index (YI) value of the methacrylic acid ester polymer produced is no more than 4.
2. The method according to claim 1 , wherein the methacrylic acid ester polymer produced by the suspension polymerizing comprises at least 80% by mole of a polymer having a terminal double-bond structure expressed by Formula (1),
wherein R in the Formula (1) indicates an alkyl group, a cycloalkyl group or an aryl group.