IP Library Granted Patent US 9,458,346
Granted Patent B2
US 9,458,346 · App. 13/995,660 · Granted Oct 4, 2016

Bio-renewable sequential vinyl polymer

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Quick Facts
Patent No.
US 9,458,346
App. No.
13/995,660
Granted
Oct 4, 2016
Kind
B2
Abstract

An aqueous polymer dispersion comprising a vinyl polymer with at least two phases comprising: A) 40 to 90 wt % of a vinyl polymer A having a glass transition temperature in the range of from −50 to 30° C.; and B) 10 to 60 wt % of a vinyl polymer B having a glass transition temperature the range of from 50 to 130° C.; wherein vinyl polymer A comprises 0.1 to 10 wt % of at least one acid-functional olefinically unsaturated monomer, wherein at least 20 wt % of the monomer composition used to form vinyl polymer A and vinyl polymer B is derived from at least one bio-renewable olefinically unsaturated monomer.

Claims (22)

1. An aqueous polymer dispersion having a minimum film forming temperature below 50° C. comprising a vinyl polymer derived from olefinically unsaturated monomers, with at least two phases comprising:

A) 40 to 90 wt % of a vinyl polymer A having a glass transition temperature in the range of from −50 to 30° C.; and

B) 10 to 60 wt % of a vinyl polymer B having a glass transition temperature the range of from 50 to 130 ° C.; wherein

at least 10% by weight of a total amount of monomer used to form the vinyl polymer A and the vinyl polymer B is derived from at least one bio-renewable olefinically unsaturated monomer that imparts a carbon-14 content to the vinyl polymer A and/or the vinyl polymer B of at least about 1.5 dpm/gC of carbon-14; and wherein

the weight percentage of monomers in the vinyl polymer A and the vinyl polymer B are calculated based on a total amount of olefinically unsaturated monomers used to prepare the vinyl polymer A and the vinyl polymer B being 100%; and wherein

the vinyl polymer A comprises 0.1 to 10 wt % of at least one acid-functional olefinically unsaturated monomer where the weight percentage of the at least one acid-functional monomer is calculated based on a total amount of the olefinically unsaturated monomer used to prepare the vinyl polymer A being 100%.

2. The aqueous polymer dispersion according to claim 1 , wherein said acid-functional olefinically unsaturated monomer is selected from the group consisting of acrylic acid, methacrylic acid, itaconic anhydride, methylene malonic acid, itaconic acid, crotonic acid and fumaric acid.

3. The aqueous polymer dispersion according to claim 1 wherein the vinyl polymer A comprises 0.1 to 20 wt % of at least one crosslinking olefinically unsaturated monomer.

4. The aqueous polymer dispersion according to claim 1 , wherein the vinyl polymer A comprises 0.4 to 6 wt % of at least one olefinically unsaturated monomer with a wet-adhesion promoting functionality .

5. The aqueous polymer dispersion according to claim 4 , wherein the olefinically unsaturated monomer with a wet-adhesion promoting functionality contains a wet-adhesion promoting functional group which is at least one selected from the group consisting of acetoacetoxy groups, optionally substituted amine groups and optionally substituted urea groups.

6. The aqueous polymer dispersion according to claim 1 , wherein the bio-renewable olefinically unsaturated monomers are bio-renewable (meth)acrylic acid and or bio-renewable alkyl (meth)methacrylate.

7. The aqueous polymer dispersion according to claim 1 , wherein the bio-renewable olefinically unsaturated monomers are selected from the group consisting of α-methylene butyrolactone, α-methylene valerolactone, α-methylene γ-R1 butyrolactone where R1 can be an optionally substituted alkyl or optionally substituted aryl; dialkyl itaconates; monoalkyl itaconates, itaconic acid, itaconic anhydride, crotonic acid and alkyl esters thereof, citraconic acid and alkyl esters thereof, methylene malonic acid and its mono and dialkyl esters, citraconic anhydride, and mesaconic acid and alkyl esters thereof.

8. The aqueous polymer dispersion according to claim 1 , wherein the bio-renewable monomers are selected from the group consisting of bio-renewable: N—R2, α-methylene butyrolactam where R2 can be an optionally substituted alkyl or optionally substituted aryl); N—R2, α-methylene γ-R1 butyrolactam; N-alkyl itaconimids; itaconmonoamids; itacondiamidsialkyl itaconamides, mono alkyl itaconamides; furfuryl (meth)acrylate; and fatty acid functional (meth)acrylates.

9. The aqueous polymer dispersion according to claim 5 , wherein the olefinically unsaturated monomer with a wet-adhesion promoting functionality contains a wet-adhesion promoting functional group which is at least one selected from the group consisting of cyclic ureido groups, imidazole groups, pyridine groups, hydrazine and semicarbazide groups.

10. The aqueous polymer dispersion according to claim 1 , wherein at least 20 wt % of the total amount of monomer used to form the vinyl polymer A and the vinyl polymer B is derived from the at least one bio-renewable olefinically unsaturated monomer.

11. The aqueous polymer dispersion according to claim 1 , wherein the vinyl polymer A comprises 0.1 to 5 wt. % of the at least one acid functional olefinically unsaturated monomer.

12. A process for preparing the aqueous polymer dispersion according to claim 1 which process comprises the steps of:

a) a first polymerization step, to form a first phase vinyl polymer;

b) a second polymerization step in the presence of the resulting first phase vinyl polymer from step a) to form a second phase vinyl polymer.

13. A film, polish, varnish, lacquer, paint, ink or adhesive comprising an aqueous polymer dispersion according to claim 1 .

14. A coated substrate which comprises a substrate and a protective coating comprising the aqueous polymer dispersion according to claim 1 on a surface of the substrate.

15. The coated substrate according to claim 14 , wherein the substrate is a substrate formed of wood, plastic, paper or metal.

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 Nov 12, 2013
From: OVERBEEK, GERARDUS CORNELIS; NABUURS, TIJS
To: DSM IP ASSETS B.V.
Reel/Frame 031587/0327 →