BIO-RENEWABLE SEQUENTIAL VINYL POLYMER

• US 20140065435A1
• Filed: 12/20/2011
• Published: 03/06/2014
• Est. Priority Date: 12/20/2010
• Status: Active Grant

• Current Assignee: Covestro (Netherlands BV (Covestro AG)
• Original Assignee: DSM IP Assets BV (DSM-Firmenich AG)
• Inventors: Overbeek, Gerardus Cornelis
• Granted Patent: US 9,458,346 B2
• Time in Patent Office: Days
• US Class Current: 428/461
• CPC Class Codes: C08F 2/08 with the aid of dispersing agents for the polymer
• CPC Class Codes: C08F 265/06 Polymerisation of acrylate or methacrylate esters on to polymers thereof
• CPC Class Codes: C08L 2201/06 Biodegradable
• CPC Class Codes: C08L 2666/04 Macromolecular compounds according to groups C08L7/00 - C08L49/00, or C08L55/00 - C08L57/00; Derivatives thereof
• CPC Class Codes: C08L 33/12 Homopolymers or copolymers of methyl methacrylate
• CPC Class Codes: C08L 51/06 grafted on to homopolymers or copolymers of aliphatic hydrocarbons containing only one carbon-to-carbon double bond
• CPC Class Codes: C09D 11/106 containing macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
• CPC Class Codes: C09D 133/06 of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
• CPC Class Codes: C09D 133/12 Homopolymers or copolymers of methyl methacrylate
• CPC Class Codes: C09D 151/06 grafted on to homopolymers or copolymers of aliphatic hydrocarbons containing only one carbon-to-carbon double bond
• CPC Class Codes: C09D 5/02 Emulsion paints including aerosols
• CPC Class Codes: C09J 151/06 grafted on to homopolymers or copolymers of aliphatic hydrocarbons containing only one carbon-to-carbon double bond
• CPC Class Codes: Y10T 428/31692 Next to addition polymer from unsaturated monomers
• CPC Class Codes: Y10T 428/31855 Of addition polymer from unsaturated monomers
• CPC Class Codes: Y10T 428/31895 Paper or wood

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

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.;

where 10% by weight (preferably at least 20 wt %) of the total amount of monomer used to form vinyl polymer A and vinyl polymer B is derived from at least one bio-renewable olefinically unsaturated monomer;

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

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

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

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

5. An aqueous polymer dispersion according to claim 4 wherein olefinically unsaturated monomer with a wet-adhesion promoting functionality contain wet-adhesion promoting functional groups such as acetoacetoxy groups and optionally substituted amine or urea groups, for example cyclic ureido groups, imidazole groups, pyridine groups, hydrazine or semicarbazide groups.

6. An 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. An aqueous polymer dispersion according to claim 1 wherein the bio-renewable olefinically unsaturated monomers are selected from the group consisting of bio-renewable:

α

-methylene butyrolactone, α

-methylene valerolactone, α

-methylene γ

-R¹ butyrolactone (R¹ can be an optionally substituted alkyl or optionally substituted aryl);

itaconates such as dialkyl itaconates and 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, mesaconic acid and alkyl esters thereof.

8. An 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 (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. An aqueous polymer dispersion according to claim 1 wherein vinyl polymer A and vinyl polymer B comprise at least about 1.5 dpm/gC of carbon-14.

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

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.

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

12. Use of an aqueous polymer dispersion according to claim 1 as a protective coating on a wood, plastic, paper or metal substrate.