Comb copolymer and process for the preparation thereof
AssigneeSociete D'Exploitation De Produits Pour Les Industries Chimiques Seppic
InventorsOlivier Braun, Paul Mallo
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Abstract
A comb copolymer having a backbone of 2-acrylamido-2-methylpropanesulfonic acid, with grafted lateral side segments of poly(N-alkylacrylamide) or poly(N,N-dialkylacrylamide), is provided. A process for the preparation of the comb copolymer includes reacting a compound of formula (II) with a compound of formula (III) in a (tert-butanol)-water mixture, to obtain a poly(N-alkylacrylamide) or poly(N,N-dialkylacrylamide) telomere of formula (I); reacting in tert-butanol the telomer of formula (I) with an acid chloride of formula (IV) to obtain a solution of the macromonomer of formula (V); and copolymerizing in tert-butanol the macromonomer of formula (V) with an ammonium salt of 2-acrylamido-2-methylpropanesulfonic acid.
Claims4
A method for the preparation of a comb copolymer, the comb copolymer comprising a backbone comprising 2-acrylamido-2-methylpropanesulfonic acid, with grafted poly(N-alkylacrylamide) or poly(N,N-dialkylacrylamide) side segments, the method comprising the following successive stages:
- (a) 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, 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
- (b) isolation and/or of drying of said telomer of formula (I) obtained in stage (a);
- (c) 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 1 to 10 inclusive, while maintaining the pH of the reaction medium at a value of between 8 and 10, to obtain a solution of a macromonomer of formula (V):
- CH2═C(R5)—C(═O)NH—R1—Z—{CH2—C(R2)[C(═O)N(R3)(R4)]—}n—H (V),
- optionally
- (d) isolation and/or of drying of said macromonomer of formula (V) obtained in stage (c);
- (e) copolymerization in tert-butanol of the macromonomer of formula (V) resulting from stage (c) or from stage (d) with an ammonium salt of 2-acrylamido-2-methylpropanesulfonic acid, and optionally
- (f) purification of the comb copolymer obtained in stage (e).
Dependencies are inferred from the claim text.