High Performance Surfactant Free Latexes for Improved Water Resistance

Patent metadata

Field	Value
Publication number	US-2017362425-A1
Application number	US-201715623603-A
Country	US
Kind code	A1
Filing date	Jun 15, 2017
Priority date	Jun 15, 2016
Publication date	Dec 21, 2017
Grant date	—

Abstract

Coatings and other applications containing a latex with modified surface properties obtainable by methods of adding a water soluble amphiphilic copolymer in a aqueous dispersion of a water-insoluble polymer obtained from ethylenically unsaturated monomers.

First claim

What is claimed is:

1 . An aqueous composition comprising:
water; optionally, a pigment; and a film-forming latex composition with modified surface chemistry obtained by free-radical emulsion polymerization in the presence:
of at least one ethylenically unsaturated monomer or at least one polymer containing residual ethylenically unsaturated bonds,
of at least one free-radical polymerization initiator, and
of at least one water-soluble and/or water-dispersible polymer of formula (Ia) or formula (Ib):
(R 11 ) x -Z 11 —C(═S)—Z 12 -[A]-[B]-R 12    (Ia), or

(R 11 ) x -Z 11 —C(═S)—Z 12 -[B]-R 12    (Ib)

wherein:
Z 11 represents C, N, O, S or P,
represents S or P,
R 11 and R 12 , which may be identical or different, represent:
an optionally substituted alkyl, acyl, aryl, alkene or alkyne group (i), or
a saturated or unsaturated, optionally substituted or aromatic carbon-based ring (ii), or
a saturated or unsaturated, optionally substituted heterocycle (iii),
these groups (1) rings (i) or heterocycles (iii) being optionally substituted with substituted phenyl groups, substituted aromatic groups or groups selected from:
alkoxycarbonyl or aryloxycarbonyl (—COOR) groups,
carboxyl (—COOH) groups,
acyloxy (—O 2 CR) groups,
carbamoyl (—CONR 2 ) groups,
cyano (—CN) groups,
alkylcarbonyl groups,
alkylarylcarbonyl groups,
arylcarbonyl groups,
arylalkylcarbonyl groups,
phthalimido groups,
maleimido groups,
succinimido groups,
amidino groups,
guanidimo groups,
hydroxyl (—OH) groups,
amino (—NR 2 ) groups,
halogen groups,
allyl groups,
epoxy groups,
alkoxy (—OR) groups,
S-alkyl groups,
S-aryl groups,
alkali metal salts of carboxylic acids,
alkali metal salts of sulphonic acid,
polyalkylene oxide (PEO or PPO) chains, and
quaternary ammonium salts,
wherein R represents an alkyl or aryl group,

x corresponds to the valency of Z 11 , or alternatively x is 0, in which case Z 11 represents a phenyl, alkene or alkyne radical, being optionally substituted with groups selected from:
an optionally substituted alkyl, acyl, aryl, alkene or alkyne group,
an optionally substituted, saturated, unsaturated, or aromatic, carbon-based ring,
an optionally substituted, saturated or unsaturated heterocycle; an alkoxycarbonyl or aryloxycarbonyl (—COOR) group,
a carboxyl (COOH) group,
an acyloxy (—O 2 CR) group,
a carbamoyl (—CONR 2 ) group,
a cyano (—CN) group;
an alkylcarbonyl group;
an alkylarylcarbonyl group;
an arylcarbonyl group;
an arylalkylcarbonyl group;
a phthalimido group,
a maleimido group,
a succinimido group,
a amidino group,
a guanidimo group,
a hydroxyl (—OH) group,
an amino (—NR 2 ) group,
a halogen group,
an allyl group,
an epoxy group,
an alkoxy (—OR) group,
a S-alkyl group,
a S-aryl group,
an alkali metal salt of carboxylic acid,
an alkali metal salt of sulphonic acid,
polyalkylene oxide (PEO or PPO) chains, and
quaternary ammonium salts,
wherein R represents an alkyl or aryl group;
A is a monoblock, diblock or triblock polymer comprising at least a first block which is hydrophobic in nature; and
B is a monoblock, diblock or triblock polymer comprising at least one monomer of vinyl acetate.

2 . The aqueous composition of claim 1 wherein the film-forming latex composition with modified surface chemistry is obtained by free-radical emulsion polymerization in the absence of a surfactant.

3 . The aqueous composition of claim 1 wherein the at least one water-soluble and/or water-dispersible polymer of formula (Ia) or formula (Ib) has a weight average molecular weight of from 5,000 to 7,000 Daltons.

4 . The aqueous composition of claim 1 wherein the at least one ethylenically unsaturated monomer comprises:
(a) at least one first monomer selected from: methyl (meth)acrylate, ethyl (meth)acrylate, butyl (meth)acrylate, isobutyl (meth)acrylate, cyclohexyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, isodecyl (meth)acrylate, lauryl (meth)acrylate isobornyl (meth)acrylate, benzyl (meth)acrylate, hydroxyethyl (meth)acrylate, hydroxypropyl (meth)acrylate, methoxyethyl (meth)acrylate, ethoxyethyl (meth)acrylate, phenoxyethyl (meth)acrylate, tetrahydrofurfuryl (meth)acrylate, glycidyl (meth)acrylate, dimethylaminoethyl (meth)acrylate, diethylaminoethyl (meth)acrylate, tert-butylaminoethyl (meth)acrylate, and acetoxyethyl (meth)acrylate, (meth)acrylamides such as, (meth)acrylamide, N-methylol (meth)acrylamide, N-butoxyethyl (meth)acrylamide, N,N-dimethyl (meth)acrylamide, N-isopropyl (meth)acrylamide, N-tert-butyl (meth)acrylamide, N-tert-octyl (meth)acrylamide, diacetone (meth)acrylamide, vinyl propionate, vinyl 2-ethylhexanoate, N-vinylamides such as: N-vinylpyrrolidione, N-vinylcaprolactam, N-vinylformamide, and N-vinylacetamide, methyl vinyl ether, 2-phosphate ethylene methacrylate, 2-sulphoethylene methacrylate, ethyl vinyl ether, butyl vinyl ether, hydroxybutyl vinyl ether, and styrene; and
(b) at least one second monomer selected from: acrylic acid, methacrylic acid, itaconic acid, maleic acid, fumaric acid, butyl methyl maleate, vinyl sulfonic acid 2-acrylamido-2-methylpropane sulfonic acid, styrene sulfonic acid, vinyl phosphonic acid, vinylbenzenesulphonic acid, α-acrylamidomethyl propanesulphonic acid, allyl phosphonic acid, and salts of any thereof.

5 . The latex composition of claim 1 wherein the at least one ethylenically unsaturated monomer comprises:
(a) a first monomer selected from vinyl acetate; and
(b) at least one second monomer selected from: acrylic acid, methacrylic acid, maleic acid, fumaric acid, butyl methyl maleate, vinyl sulfonic acid, 2-acrylamido-2-methylpropane sulfonic acid, styrene sulfonic acid, vinyl phosphonic acid, vinylbenzenesulphonic acid, α-acrylamidomethyl propanesulphonic acid, allyl phosphonic acid, and salts of any thereof.

6 . The aqueous composition of claim 1 further comprising at least one additive selected from the group consisting of dispersants, surfactants, rheology modifiers, defoamers, thickeners, biocides, mildewcides, colorants, waxes, perfumes and co-solvents.

7 . A process for preparing an aqueous polymer dispersion, the process comprising the step of:
contacting the compound of formula (Ia) or formula (Ib) in an aqueous polymerization medium with at least one ethylenically unsaturated monomers and at least one free radical initiator; thereby allowing free-radical polymerization of the ethylenically unsaturated monomers.

8 . An aqueous composition comprising:
water; optionally, a pigment; and a film-forming latex composition with modified surface chemistry obtained by free-radical emulsion polymerization in the presence:
of at least one ethylenically unsaturated monomer or at least one polymer containing residual ethylenically unsaturated bonds,
of at least one free-radical polymerization initiator, and
of at least one water-soluble and/or water-dispersible polymer of formula (I):
(R 11 ) x -Z 11 —C(═S)—Z 12 -[A]-R 12    (I)

wherein:
Z 11 represents C, N, O, S or P,
Z 12 represents S or P,
R 11 and R 12 , which may be identical or different, represent:
an optionally substituted alkyl, acyl, aryl, alkene or alkyne group (i), or
a saturated or unsaturated, optionally substituted or aromatic carbon-based ring (ii), or
a saturated or unsaturated, optionally substituted heterocycle (iii),
these groups (1) rings (i) or heterocycles (iii) being optionally substituted with substituted phenyl groups, substituted aromatic groups or groups selected from:
alkoxycarbonyl or aryloxycarbonyl (—COOR) groups,
carboxyl (—COOH) groups,
acyloxy (—O 2 CR) groups,
carbamoyl (—CONR 2 ) groups,
cyano (—CN) groups,
alkylcarbonyl groups,
alkylarylcarbonyl

Assignees

• Rhodia Operations

Inventors

• Siddiqui Adnan
• Dufils Pierre-Emmanuel
• Wilson David James
• Chen Tiffany

Classifications

• C09D7/63 Primary

  organic · CPC title

• C09D133/04

  Homopolymers or copolymers of esters {(C09D143/04 takes precedence)} · CPC title

• C08F220/54

  Amides {, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide} · CPC title

• C09D133/00

  Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers · CPC title

• C08F220/06

  Acrylic acid; Methacrylic acid; Metal salts or ammonium salts thereof · CPC title