NOVEL COMB COPOLYMER AND PROCESS FOR THE PREPARATION THEREOF

摘要

A comb polymer of which the backbone is 2-acrylamido-2-methylpropanesulfonic acid, onto which poly(N-alkylacrylamide) or poly(N,N-dialkylacrylamide) lateral segments are grafted; process for the preparation thereof comprising: a step (a) of reacting a compound of formula (II) with a compound of formula (III), in a (tert-butanol)-water mixture, so as to obtain a poly(N-alkylacrylamide) or poly(N,N-dialkylacrylamide) telomere of formula (I); a step (c) of reacting, in tert-butanol, the telomer of formula (I) obtained in step (a), with an acid chloride of formula (IV) so as to obtain a solution of the macromonomer of formula (V); a step (e) of copolymerising, in tert-butanol, the macromonomer of formula (V) resulting from step (c), with the ammonium salt of 2-acrylamido-2-methylpropanesulfonic acid and, if desired, a step (f) of purifying the comb polymer obtained in step (e).

主权项

1. A process for the preparation of a comb copolymer, the backbone of which is of the 2-acrylamido-2-methylpropanesulfonic acid type, to which poly(N-alkylacrylamide) or poly(N,N-dialkylacrylamide) side segments are grafted, characterized in that it comprises the following successive stages:
a stage (a) of reaction of a compound of formula (II):
CH2═C(R2)—C(═O)—N(R3)(R4)   (II)in which R2 represents a hydrogen atom or a methyl group, R3 represents a hydrogen atom or a linear or branched alkyl radical comprising from 1 to 4 carbon atoms and R4, which is identical to or different from R3, represents a linear or branched alkyl radical comprising from 1 to 4 carbon atoms, with a chain-limiting compound of formula (III):
Z—R1—NH2   (III)in which R1 represents a divalent radical comprising from 1 to 4 carbon atoms and Z represents a functional group capable of acting as radical transfer agent, in the presence of a polymerization initiator, in a tert-butanol/water mixture, in order to obtain a poly(N-alkylacrylamide) or poly(N,N-dialkylacrylamide) telomer of formula (I):
H2N—R1—Z—{CH2—C(R2)[C(═O)N(R3)(R4)]—}n—H   (I)in which n represents an integer greater than or equal to 2 and less than or equal to 100 and Z represents a functional group capable of acting as radical transfer agent; optionally
a stage (b) of isolation and/or of drying of said telomer of formula (I) obtained in stage (a); a stage (c) of reaction in tert-butanol of the telomer of formula (I) obtained in stage (a) or optionally in stage (b) with an acid chloride of formula (IV):
CH2═C(R5)—C(═O)—Cl   (IV)in which R5 represents a hydrogen atom or a methyl radical, in a (IV)/(III) molar ratio of less than or equal to 10 and greater than or equal to 1, while maintaining the pH of the reaction medium at a value of between 8 and 10, in order to obtain a solution of the macromonomer of formula (V):
CH2═C(R5)—C(═O)NH—R1—Z—{CH2—C(R2)[C(═O)N(R3)(R4)]—}n—H   (V)optionally
a stage (d) of isolation and/or of drying of said macromonomer of formula (V) obtained in stage (c); a stage (e) of copolymerization in tert-butanol of the macromonomer of formula (V) resulting from stage (c) or from stage (d) with the ammonium salt of 2-acrylamido-2-methylpropanesulfonic acid and, if desired; a stage (f) of purification of the comb copolymer obtained in stage (e).