IP Library Granted Patent US 9,012,027
Granted Patent B2
US 9,012,027 · App. 13/516,452 · Granted Apr 21, 2015

Aqueous emulsion

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Quick Facts
Patent No.
US 9,012,027
App. No.
13/516,452
Granted
Apr 21, 2015
Kind
B2
Abstract

The invention relates to an aqueous emulsion comprising at least a vinyl polymer, said vinyl polymer comprising: a) 45 to 99 wt % of itaconate ester monomers having formula (I), wherein R and R′ are independently an alkyl or an aryl group; b) 0.1 to 15 wt % of ionic or potentially ionic unsaturated monomers; c) 0 to 54 wt % of unsaturated monomers, different from a) and b); and 0.9 to 54.9 wt % by weight of total monomers of a chaser monomer composition added subsequently and polymerized after the polymerization of monomers a), b) and c); wherein a)+b)+c) and the chaser monomer composition add up to 100%; and wherein the aqueous emulsion contains less than 0.5 wt % free itaconate ester monomers of formula I based on the total weight of the aqueous emulsion.

Claims (41)

1. A coating composition comprising an aqueous emulsion comprising at least a vinyl polymer, said vinyl polymer comprising:

a) 45 to 99 wt % of itaconate ester monomers having formula I:

 wherein R and R′ are independently an alkyl or an aryl group;

b) 0.1 to 15 wt % of ionic or potentially ionic unsaturated monomers;

c) 0 to 54 wt % of unsaturated monomers, different from a) and b); and

0.9 to 54.9 wt % by weight of total monomers of a chaser monomer composition added subsequently and polymerised after the polymerisation of monomers a), b) and c); wherein

a)+b)+c) and the chaser monomer composition add up to 100%; and wherein

the aqueous emulsion contains less than 0.5 wt % free itaconate ester based on the total weight of the aqueous emulsion.

2. The coating composition according to claim 1 wherein component a) is selected from the group consisting of dialkyl esters of itaconic acid, diaryl esters of itaconic acid, and combinations thereof.

3. The coating composition according to claim 1 wherein component b) comprises at least one or more acid functional monomers selected from the group consisting of itaconic acid, itaconic anhydride, mono-alkylesters of itaconic acid, mono-aryl esters of itaconic acid, acrylic acid, methacrylic acid, β-carboxyethyl acrylate and combinations thereof.

4. The coating composition according to claim 1 wherein component c) and/or chaser monomer composition comprise at least one or more monomers selected from the group consisting of methyl (meth)acrylate, ethyl (meth)acrylate, butyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, styrene and combinations thereof.

5. The coating composition according to claim 1 wherein the vinyl polymer further comprises one or more di- or trifunctional vinyl monomers selected from the group consisting of ethylenediol diacrylate, butylenediol diacrylate, hexylenediol diacrylate, allyl (meth)acrylate, trimethylol propane triacrylate, divinyl benzene, and combinations thereof.

6. The coating composition according to claim 1 wherein the vinyl polymer further comprises from 2 to 12 wt % of ureido functional monomers.

7. The coating composition according to claim 1 wherein the vinyl polymer further comprises from 0.1 to 10 wt % of monomers comprising adhesion and/or crosslinking functionality.

8. The coating composition according to claim 1 wherein the vinyl polymer comprises at least 50 wt % of monomers derived from a renewable source.

9. The coating composition according to claim 1 wherein the VOC level of the aqueous emulsion is less than 420 g/L.

10. A process for making a coating composition comprising an aqueous emulsion comprising at least a vinyl polymer, said process comprising at least steps:

I. emulsion polymerisation of:

a) 45 to 99 wt % of itaconate ester monomers having formula I:

 wherein R and R′ are independently an alkyl or an aryl group;

b) 0.1 to 15 wt % of ionic or potentially ionic unsaturated monomers;

c) 0 to 54 wt % of unsaturated monomers, different from a) and b);

II. emulsion polymerisation of 0.9 to 54.9% of monomers of a chaser monomer composition, in the presence of the vinyl polymer obtained in step I; wherein

the monomers in I and II add up to 100%, and wherein

the aqueous emulsion contains less than 0.5 wt % free itaconate ester monomers of formula I based on the total weight of the aqueous emulsion.

11. A process according to claim 10 wherein the vinyl polymer is a multistage polymer.

12. A process according to claim 11 wherein the multistage polymer has a phase with a Tg in a range from −50° C. to +20° C. and another phase with a Tg in a range of from +30 to 130° C.

13. A process according to claim 11 wherein the multistage polymer is a vinyl oligomer polymer, said process comprising at least steps:

I. emulsion polymerisation of components comprising:

a) 45 to 99 wt % of itaconate ester monomers having formula I:

 wherein R and R′ independently are an alkyl or an aryl group,

b) 0.1 to 15 wt % of ionic or potentially ionic unsaturated monomers,

c) 0 to 54 wt % of unsaturated monomers, different from a) and b), to make an oligomer;

II. emulsion polymerisation of unsaturated monomers comprising components a), b) and c) to make a polymer; wherein

the Tg difference between the oligomer of step I and the polymer of step II is at least 10° C.;

III. emulsion polymerisation of 0.9 to 54.9% of monomers of a chaser monomer composition, in the presence of the resulting vinyl oligomer polymer; wherein

the monomers in I, II and II add up to 100%, and wherein

the aqueous emulsion contains less than 0.5 wt % free itaconate ester monomers of formula I based on the total weight of the aqueous emulsion.

14. A coated substrate comprising a substrate and a coating on the substrate, wherein the coating comprises the coating composition according to claim 1 .

15. A method of coating a substrate comprising applying a coating composition according to claim 1 onto a substrate, and causing or allowing the aqueous carrier medium of the emulsion to be removed.

16. A coated substrate which has been prepared by applying a coating composition according to claim 1 to a substrate and causing or allowing the aqueous carrier medium of the composition to be removed.

Assignments (4)
CHANGE OF CORPORATE ADDRESS Recorded Mar 30, 2022
From: COVESTRO (NETHERLANDS) B.V.
To: COVESTRO (NETHERLANDS) B.V.
Reel/Frame 059546/0570 →
CHANGE OF NAME Recorded Jul 2, 2021
From: MS HOLDING B.V.
To: COVESTRO (NETHERLANDS) B.V.
Reel/Frame 056756/0513 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 25, 2021
From: DSM IP ASSETS B.V.
To: MS HOLDING B.V.
Reel/Frame 056726/0106 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 31, 2012
From: NABUURS, TIJS; OVERBEEK, GERARDUS CORNELIS; STUBBS, JEFFREY
To: DSM IP ASSETS B.V.
Reel/Frame 029220/0614 →