Claims
- 1. A polymer comprising recurring units derived from:
- (a) from 80 to about 99.8 mole percent of one or more ethylenically unsaturated polymerizable, non-crosslinkable, vinyl aromatic monomers which provide hydrophobicity to said polymer,
- (b) from about 0.2 to 20 mole percent of one or more ethylenically unsaturated polymerizable monomers represented by the structure: ##STR25## wherein: R is hydrogen, halo or alkyl of 1 to 3 carbon atoms,
- M is hydrogen, an alkali metal ion or an ammonium ion, and
- L is a linking group having from 8 to 50 atoms in its linking chain, and comprises two or more divalent hydrocarbon groups connected or terminated with one or more nitrogen, oxygen or sulfur atoms, or with one or more groups containing said atoms in the linking chain, provided L has at least one arylene which is not directly connected to the terminal ##STR26## and further provided that none of said hydrocarbon groups has non-aromatic unsaturation, and
- (c) from 0 to about 15 mole percent of one or more additional ethylenically unsaturated polymerizable monomers other than those identified in categories (a) and (b) above.
- 2. The polymer of claim 1 wherein R is hydrogen or methyl, M is hydrogen or an alkali metal ion, and said hydrocarbon groups are selected from the group consisting of alkylene, arylene, alkylenearylene and arylenealkylene which are connected or terminated with an oxy, thio, imino (--NR.sup.1 --), carbonyloxy (--COO--), carbonylimino (--CONR.sup.1 --), ureylene (--NR.sup.1 CONR.sup.1 --) or sulfonylimino (--SO.sub.2 NR.sup.1 --) group, wherein each R.sup.1 is independently hydrogen, alkyl having 1 to 10 carbon atoms, cycloalkyl having 4 to 10 carbon atoms or aryl having 6 to 14 carbon atoms.
- 3. The polymer of claim 2 wherein L is p-phenylenemethyleneoxycarbonyltrimethylene, carbonyloxy-p-phenyleneurylenepentamethylene, p-phenylenemethylenethioethyleneoxycarbonyltrimethylene, p-phenylenemethyleneiminocarbonyltrimethylene, p-phenylenemethyleneiminocarbonyltrimethylene, p-phenylene(methyl)iminoethyleneoxycarbonyltrimethylene, p-phenylenemethylenethioethylene, p-phenylenemethylenethioethyleneiminocarbonylmethyleneoxymethylene, p-phenylenemethylenethioethyleneiminocarbonylmethylenethiomethylene, p-phenylenemethylenethioethyleneiminocarbonyltrimethylene, p-phenylenemethylenethio-1-carboxyethylene, p-phenylenemethylenethio-p-phenylene, p-phenylenemethylenethioethyleneoxyethylenethiomethyleneoxycarbonylethylene, p-phenylenemethyleneoxy-p-phenylenemethylene-thioethylene, p-phenylenemethylenethioethyleneoxy-ethylenethioethyleneoxycarbonylethylene, p-phenylene-methyleneoxy-p-phenylenemethylenethio-p-phenylenemethylenethiotrimethylene and p-phenylenemethylenethioethyleneoxyethylenethioethyleneoxycarbonyl-p-phenylene.
- 4. The polymer of claim 1 wherein monomer (b) is selected from the group consisting of: mono-m and p-vinylbenzyl glutarate, mono-p-vinylbenzyl glutarate, 4-(4-carboxybutyramido)styrene, mono-2-(p-vinylbenzylthio)ethyl glutarate, mono-2-(m and p-vinylbenzylthio)ethyl glutarate, 4-(4-carboxybutyramidomethyl)styrene, mono-2-[N-methyl-N-(4-vinylbenzyl)amino]ethyl glutarate, 3-(p-vinylbenzylthio)propionic acid, 4-[2-(4-carboxybutyramido)ethylthiomethyl]styrene, 4-[2-(carboxymethoxyacetamido)ethylthiomethyl]styrene, 4-[2-(carboxymethylthioacetamido)ethylthiomethyl]-styrene, mono-2-(4-vinylbenzylthio)ethyl succinate, 4-[2-(carboxymethoxyacetoxy)ethylthiomethyl]styrene, mono-4-vinylbenzyl succinate, 2-(4-vinylbenzylthio)succinic acid, 2-(4-vinylbenzylthio)benzoic acid, mono-2-[2-(4-vinylbenzylthio)ethoxy]ethylthiomethyl malonate, mono-2-{2-[2-(4-vinylbenzylthio)ethoxy]ethylthio}ethyl succinate, mono-2-{2-[2-(4-vinylbenzylthio)ethoxy]ethylthio}ethyl phthalate, 3-[4-(4-vinylbenzyloxy)benzylthio]propionic acid and 4-{4-[4-(4-vinylbenzyloxy)benzylthio]benzylthio}butyric acid.
- 5. The polymer of claim 1 wherein monomer (a) is selected from the group consisting of styrene, 4-vinyltoluene, .alpha.-methylstyrene, 2,5-dimethylstyrene, 4-t-butylstyrene, 2-chlorostyrene, m and p-chloromethylstyrene, p-hydroxystyrene, 2,5-dimethoxystyrene, 3,4-dimethoxystyrene and 3,4-methylenedioxystyrene.
- 6. The polymer of claim 1 selected from the group consisting of:
- poly[styrene-co-2-(4-vinylbenzylthio)succinic acid],
- poly[styrene-co-2-(4-vinylbenzylthio)benzoic acid],
- poly{{styrene-co-mono-2-{2-[2-(4-vinylbenzylthio)ethoxy]ethylthio}ethyl succinate}},
- poly(styrene-co-mono-m and p-(60:40)-vinylbenzyl glutarate),
- poly[styrene-co-mono-2-(m and p-vinylbenzylthio)ethyl glutarate],
- poly[styrene-co-3-(p-vinylbenzylthio)propionic acid],
- poly[styrene-co-mono-2-(4-vinylbenzylthio)ethyl succinate],
- poly{styrene-co-4-[2-(carboxymethoxyacetoxy)ethylthiomethyl]styrene},
- poly(styrene-co-mono-4-vinylbenzyl succinate),
- poly[styrene-co-3-p-(vinylbenzylthio)propionic acid], and
- poly[styrene-co-3-(p-vinylbenzylthio)propionic acid-co-2-hydroxyethyl acrylate].
- 7. An aqueous latex composition comprising particles having, at least on the outer surface thereof, a water-insoluble polymer comprising recurring units derived from:
- (a) from 80 to about 99.8 mole percent of one or more ethylenically unsaturated polymerizable, non-crosslinkable, vinyl aromatic monomers which provide hydrophobicity to said polymer,
- (b) from about 0.2 to about 20 mole percent of one or more ethylenically unsaturated polymerizable monomers represented by the structure: ##STR27## wherein: R is hydrogen, halo or alkyl of 1 to 3 carbon atoms,
- M is hydrogen, an alkali metal ion or an ammonium ion, and
- L is a linking group having from 8 to 50 atoms in its linking chain, and comprises two or more divalent hydrocarbon groups connected or terminated with one or more nitrogen, oxygen or sulfur atoms, or with one or more groups containing said atoms in the linking chain, provided L has at least one arylene which is not directly connected to the terminal ##STR28## and further provided that none of said hydrocarbon groups has non-aromatic unsaturation, and
- (c) from 0 to about 15 mole percent of one or more additional ethylenically unsaturated polymerizable monomers other than those identified in categories (a) and (b) above,
- the particles being present at from about 0.5 to about 50 weight percent of the composition.
- 8. The composition of claim 7 wherein R is hydrogen or methyl, M is hydrogen or an alkali metal ion, and said hydrocarbon groups are selected from the group consisting of alkylene, arylene, alkylenearylene and arylenealkylene which are connected or terminated with an oxy, thio, imino (--NR.sup.1 --), carbonyloxy (--COO--), carbonylimino (--CONR.sup.1 --), ureylene (--NR.sup.1 CONR.sup.1 --) or sulfonylimino (--SO.sub.2 NR.sup.1 --) group, wherein each R.sup.1 is independently hydrogen, alkyl having 1 to 10 carbon atoms, cycloalkyl having 4 to 10 carbon atoms or aryl having 6 to 14 carbon atoms.
- 9. The composition of claim 8 wherein monomer (b) is selected from the group consisting of: mono-m and p-vinylbenzyl glutarate, mono-p-vinylbenzyl glutarate, 4-(4-carboxybutyramido)styrene, mono-2-(p-vinylbenzylthio)ethyl glutarate, mono-2-(m and p-vinylbenzylthio)ethyl glutarate, 4-(4-carboxybutyramidomethyl)styrene, mono-2-[N-methyl-N-(4-vinylbenzyl)amino]ethyl glutarate, 3-(p-vinylbenzylthio)propionic acid, 4-[2-(4-carboxybutyramido)ethylthiomethyl]styrene, 4-[2-(carboxymethoxyacetamido)ethylthiomethyl]styrene, 4-[2-(carboxymethylthioacetamido)ethylthiomethyl]styrene, mono-2-(4-vinylbenzylthio)ethyl succinate, 4-[2-(carboxymethoxyacetoxy)ethylthiomethyl]styrene, mono-4-vinylbenzyl succinate, 2-(4-vinylbenzylthio)succinic acid, 2-(4-vinylbenzylthio)benzoic acid, mono-2-[2-(4-vinylbenzylthio)ethoxy]ethylthiomethyl malonate, mono-2-{2-[2-(4-vinylbenzylthio)ethoxy]ethylthio}ethyl succinate, mono-2-{2-[2-(4-vinylbenzylthio)ethoxy]ethylthio}ethyl phthalate, 3-[4-(4-vinylbenzyloxy)-benzylthio]propionic acid and 4-{4-[4-(4-vinyl-benzyloxy)benzylthio]benzylthio}butyric acid.
- 10. The composition of claim 7 wherein monomer (a) is selected from the group consisting of: styrene, 4-vinyltoluene, .alpha.-methylstyrene, 2,5-dimethylstyrene, 4-t-butylstyrene, 2-chlorostyrene, m and p-chloromethylstyrene, p-hydroxystyrene, 2,5-dimethoxystyrene, 3,4-dimethoxystyrene and 3,4-methylenedioxystyrene.
- 11. The composition of claim 7 which is substantially free of surfactants and colloidal dispersing agents.
- 12. The composition of claim 7 wherein said polymeric particles have an average diameter of from about 0.01 to about 20 .mu.m.
RELATED APPLICATIONS
This is a continuation-in-part of U.S. Ser. No. 539,768, filed Jun. 18, 1990, now abandoned by ourselves.
US Referenced Citations (12)
Continuation in Parts (1)
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539768 |
Jun 1990 |
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