Preparation of homo-, co- and terpolymers of substituted...

C - Chemistry – Metallurgy – 08 – F

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C08F 8/00 (2006.01) C08F 6/02 (2006.01) C08F 12/24 (2006.01)

Patent

CA 2482901

A novel one-pot cost efficient process for the preparation of homo-, co- and terpolymers of p-hydroxystyrene or substituted p-hydroxystyrene and alkyl acrylates. The process involves polymerization of esters of p-hydroxystyrene (or its substituted analogs), alkyl acrylate monomers and/or one or more of ethylenically unsaturated monomers in an alcohol solvent in the presence of a free radical initiator. The reaction mixture containing the so formed polymer is subjected to transesterification conditions using a catalytic amount of catalyst to result in co-and/or terpolymers of p-hydroxystyrene without cleavage of the alkyl ester in the acrylate repeat unit, and then removing the catalyst from the system. Preferred embodiments include homopolymers of p- hydroxystyrene, copolymer of p-hydroxystyrene and tert-butyl acrylate and terpolymer of p-hydroxystyrene, tert-butyl acrylate and styrene. These polymers have a wide variety of applications including as photoresists in microelectronics industry.

L'invention concerne un nouveau procédé monotope à coût efficace permettant de préparer des homopolymères, des copolymères et des terpolymères de p-hydroxystyrène ou p-hydroxystyrène substitué et d'alkyl acrylates. Ledit procédé consiste à polymériser des esters de p-hydroxystyrène (ou leurs analogues substitués), des monomères d'alkyl acrylate et/ou un ou plusieurs monomère(s) ethyléniquement insaturé(s) dans un solvant alcoolique en présence d'un initiateur radicalaire libre. Le mélange de réaction contenant le polymère ainsi formé est soumis à des conditions de transestérification à l'aide d'une quantité de catalyseur afin de produire des copolymères et/ou des terpolymères de p-hydroxystyrène sans clivage de l' alkyl ester dans un motif de répétition d'acrylate, puis à supprimer le catalyseur du système. Des modes de réalisation préférés, permettent de préparer des homopolymères de p-hydroxystyrène, un copolymère de p-hydroxystyrène et de tert-butyl acrylate et un terpolymère de p-hydroxystyrène, de tert-butyl acrylate et de styrène. Ces polymères sont utilisés dans une grande variété d'applications telles que les photorésists dans l'industrie micro-électronique.

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