Water-based polymer compositions for printing inks and coatings

• US 9,365,731 B2
• Filed: 05/23/2013
• Issued: 06/14/2016
• Est. Priority Date: 05/29/2012
• Status: Active Grant

• Current Assignee: BASF SE
• Original Assignee: BASF SE
• Inventors: Jhaveri, Sarav Bharat, Hsu, Chien Lu
• Primary Examiner(s): SASTRI, SATYA B
• Application Number:
  US14/403,382
• Publication Number:
  US 20150166803A1
• Time in Patent Office: 1,118 Days
• Field of Search: None
• US Class Current: 1/1
• CPC Class Codes: C08F 212/08 Styrene
• CPC Class Codes: C08F 216/36 by a ketonic radical
• CPC Class Codes: C08F 220/06 Acrylic acid; Methacrylic acid; Metal salts or ammonium salts thereof
• CPC Class Codes: C08F 220/14 Methyl esters , e.g. methyl (meth)acrylate
• CPC Class Codes: C08F 220/1804 C4-(meth)acrylate, e.g. butyl (meth)acrylate, isobutyl (meth)acrylate or tert-butyl (meth)acrylate
• CPC Class Codes: C08F 220/20 of polyhydric alcohols or phenols , e.g. 2-hydroxyethyl (meth)acrylate or glycerol mono-(meth)acrylate
• CPC Class Codes: C08F 220/58 containing oxygen in addition to the carbonamido oxygen , e.g. N-methylolacrylamide, N-(meth)acryloylmorpholine
• CPC Class Codes: C08F 265/06 Polymerisation of acrylate or methacrylate esters on to polymers thereof
• CPC Class Codes: C08K 5/24 Derivatives of hydrazine
• CPC Class Codes: C08K 5/25 Carboxylic acid hydrazides
• CPC Class Codes: C08K 5/29 Compounds containing one or more carbon-to-nitrogen double bonds
• CPC Class Codes: C09D 11/03 characterised by features other than the chemical nature of the binder
• CPC Class Codes: C09D 11/10 based on artificial resins
• CPC Class Codes: C09D 11/102 containing macromolecular compounds obtained by reactions other than those only involving unsaturated carbon-to-carbon bonds
• CPC Class Codes: C09D 11/106 containing macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
• CPC Class Codes: C09D 11/107 from unsaturated acids or derivatives thereof
• CPC Class Codes: C09D 151/003 grafted on to macromolecular compounds obtained by reactions only involving unsaturated carbon-to-carbon bonds C09D151/04, C09D151/06 take precedence

Abstract

A water-based coating composition including a continuous phase comprising water and a carboxylic acid-functional support polymer, a polycarbodiimide, an ketofunctionalized latex polymer, and a dihydrazide, and wherein the water-based coating composition undergoes a less than 25% increase in viscosity after 5 days of storage in a closed container under ambient conditions.

Claims

1. A water-based coating composition comprising:

a continuous phase comprising water and a carboxylic acid-functional support polymer;

a polycarbodiimide;

an keto-functionalized latex polymer; and

a dihydrazide; and

wherein;

the water-based coating composition undergoes a less than 25% increase in viscosity after 5 days of storage in a closed container under ambient conditions; and

the carboxylic acid-functional support polymer is an alkali soluble resin.

2. The water-based coating composition of claim 1, wherein the carboxylic acid-functional support polymer comprises polymerized monomers comprising acrylic acid, methacrylic acid, itaconic acid, maleic acid, fumaric acid, crotonic acid, acrylic anhydride, methacrylic anhydride, itaconic anhydride, maleic anhydride, fumaric anhydride, crotonic anhydride, styrene, methyl styrene, alpha-methyl styrene, ethyl styrene, isopropyl styrene, tertiary-butyl styrene, ethyl methacrylate, methyl methacrylate, butyl acrylate, butyl methacrylate, 2-ethylhexyl acrylate, ethyl acrylate, vinyl acetate, methyl acrylate, open-chain conjugated dienes, 2-hydroxyethyl methacrylate, 2-hydroxyethyl acrylate, methylol acrylamide, glycidyl acrylate, glycidyl methacrylate, vinyl esters, or vinyl chloride.

3. The water-based coating composition of claim 1, wherein the carboxylic acid-functional support polymer comprises polymerized monomers selected from the group consisting of acrylic acid, ethyl methacrylate, methyl methacrylate, butyl acrylate, butyl methacrylate, 2-ethylhexyl acrylate, ethyl acrylate, vinyl acetate, methyl acrylate, 2-hydroxyethyl methacrylate, 2-hydroxyethyl acrylate, glycidyl acrylate, glycidyl methacrylate and mixtures of any two or more thereof.

4. The water-based coating composition of claim 1, wherein the carboxylic acid-functional support polymer comprises polymerized monomers selected from the group consisting of ethyl methacrylate, methyl methacrylate, butyl acrylate, butyl methacrylate, 2-ethylhexyl acrylate, ethyl acrylate, vinyl acetate, methyl acrylate, 2-hydroxyethyl methacrylate, 2-hydroxyethyl acrylate, glycidyl acrylate, glycidyl methacrylate and mixtures of any two or more thereof.

5. The water-based coating composition of claim 1, wherein the carboxylic acid-functional support polymer is a co-polymer comprising styrene, methyl methacrylate, butyl acrylate and acrylic acid.

6. The water-based coating composition of claim 1, wherein the carboxylic acid-functional support polymer has a number average molecular weight of about 500 to 100,000 g/mole.

7. The water-based coating composition of claim 6, wherein the carboxylic acid-functional support polymer has a number average molecular weight of about 500 to 20,000 g/mole.

8. The water-based coating composition of claim 1, wherein the keto-functionalized latex polymer comprises acrolein, methacrolein, formylstyrene, a compound having a (meth)acryloyl group and a keto group in the molecule, or a vinyl alkyl ketone.

9. The water-based coating composition of claim 1, wherein the keto-functionalized latex polymer comprises diacetone acrylamide, diacetone methacrylamide, diacetone acrylate, diacetone methacrylate, acetoacetoxymethyl (meth)acrylate, 2-(acetoacetoxy)ethyl(meth)acrylate, 2-acetoacetoxypropyl(meth)acrylate, butanediol-1,4-acrylate-acetylacetate, vinyl methyl ketone, vinyl ethyl ketone, and vinyl isobutyl ketone, allyl acetoacetate, vinyl acetoacetate, or vinyl acetoacetamide.

10. The water-based coating composition of claim 1, wherein the dihydrazide is a compound of Formula I:

11. The water-based coating composition of claim 1, wherein the dihydrazide is adipic dihydrazide.

12. The water-based coating composition of claim 1, wherein the repeat unit of the polycarbodiimide is represented by Formula:

13. The water-based coating composition of claim 12, wherein R is C₁-C₂₀ alkylenyl, benzylenyl, phenylenyl, or perhalophenylenyl.

14. The water-based coating composition of claim 12, wherein R is 2,2,4-trimethylhexamethylene;

15. The water-based coating composition of claim 1, wherein the composition is an ink.

16. A process for preparing a water-based coating composition comprising:

mixing a polycarbodiimide with a cross-linkable polymer supported emulsion to form a ink composition;

wherein;

the cross-linkable polymer supported emulsion is prepared by a second process, the second process comprising;

charging a neutralized carboxylic acid-functional support polymer dissolved in water to a reactor;

charging a (meth)acrylate and a styrenic monomer to the reactor;

charging a keto-functionalized monomer dissolved in water to the reactor;

charging a dihydrazide dissolved in water to the reactor; and

charging a base to the reactor; and

agitating the neutralized carboxylic acid-functional support polymer, the (meth)acrylate, the styrenic monomer, the keto-functionalized monomer, the dihydrazide, and the base at a temperature and for a time period sufficient to prepare the cross-linkable polymer supported emulsion.

17. The process of claim 16 further comprising:

applying the water-based ink composition to a substrate and removing the water to form an ink-coated substrate.