US 7,470,744 B2
Copolymers useful as demulsifiers and clarifiers
Jacqueline Behles, Sugar Land, Tex. (US)
Assigned to Baker Hughes Incorporated, Houston, Tex. (US)
Filed on Apr. 12, 2006, as Appl. No. 11/402,697.
Prior Publication US 2007/0244248 A1, Oct. 18, 2007
Int. Cl. C08F 222/14 (2006.01)
U.S. Cl. 524—555  [524/556; 526/303.1; 526/318.43; 526/319; 526/330; 526/335; 526/336; 526/346] 19 Claims
 
1. A copolymer useful as a demulsifier or clarifier comprising the product of polymerizing:
at least one aromatic monomer having one or more polymerizable double bonds;
at least one oleophilic monomer having one or more polymerizable double bonds;
at least one ionizable monomer having a polymerizable double bond; and
at least one hydrophilic monomer having one or more polymerizable double bonds, under polymerization conditions sufficient to prepare a copolymer wherein:
the at least one aromatic monomer having one or more polymerizable double bonds is selected from the group consisting of: styrene, methylstyrene, t-butyl styrene, 4-acetoxystyrene, benzyl methacrylate, 4-chloromethyl styrene, bromostyrene, 4-methoxystyrene polystyrene monomethacrylate, 9-anthracenylmethyl (meth)acrylate,chlororhenyl acrylate, 4-methacryloxy -2-hydroxybenzorhenone, 2-(2′-methacryloxy-5′-methylphenyl) benzotriazole, 2-naphthyl (meth)acrylate, 2-phenylethyl (meth)acrylate, phenyl (meth)acrylate, 1 -pyrenylmethyl (meth)acrylate, 9-vinylanthracene, vinyl benzoate, Divinylbenzene, cinnamyl (meth)acrylate, 2-cinnamoyloxyethyl (meth)acrylate and mixtures thereof;
the at least one oleophilic monomer having one or more polymerizable double bonds is selected from the group consisting of: allyl (meth)acrylate, butanediol di(meth)acrylate, bisphenol A di(meth)acrylate, 1,6-hexanediol di(meth)acrylate, pentaerythritol diacrylate monostearate vinyl acetate, N-cyclohexylacrylamide, poly(prorylene glycol) monomethacrylate, methyl (meth)acrylate, ethyl (meth)acrylate, proryl (meth)acrylate, butyl (meth)acrylate, t-butyl (meth)acrylate, pentyl (meth)acrylate, hexyl (meth)acrylate, cyclohexyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, octyl (meth)acrylate, isodecyl (meth)acrylate, decyl (meth)acrylate, lauryl (meth)acrylate, undecyl (meth)acrylate, stearyl (meth)acrylate, hexadecyl (meth)acrylate, and mixtures thereof;
the at least one ionizable monomer having a polymerizable double bond is selected from the group consisting of: (meth)acrylic acid, 2- (dimethylamino)ethyl (meth)acrylate, 2-(diethylamino)ethyl (meth)acrylate, 2- or 4-vinyl pyridine, 3-(dimethylamino)proryl (meth)acrylamide, 2-carboxyethyl (meth)acrylate, 2-(diisopropylamino)ethyl (meth)acrylate, 3- (dimethylamino) neorentyl (meth)acrylate, 1 -vinylimidazole, methacrylamidopropyl trimethyl ammonium chloride, acryloyloxyethyl trimethyl ammonium chloride, and mixtures thereof; and
the at least one hydrophilic monomer having one or more polymerizable double bonds is selected from the group consisting of: 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, poly(ethylene glycol) (meth)acrylate, 4-(meth)acryloylmorpholine, tetrahydrofurfuryl (meth)acrylate. N-vinylcaprolactam, 1 -vinyl-2-pyrrolidone, ethylene glycol dimethacrylate, poly(ethylene glycol) dimethacrylate, N,N′-methylene bisacrylamide, N,N′-ethylene bisacrylamide, isopropyl (meth)acrylamide, (meth)acrylamide, N-vinyl formamide, allyl glycidyl ether, N,N-diallyl acrylamide, diallyl maleate, diallylamine, N,N-diethyl acrylamide, diethyl fumarate, 2-methacryloxyethyl glucoside, 2-N-morpholinoethyl (meth)acrylate, glycidyl (meth)acrylate, acrylonitrile, and mixtures thereof.