Comb-like polyetheralkanolamines in inks and coatings

Patent metadata

Field	Value
Publication number	US-9238766-B2
Application number	US-37641309-A
Country	US
Kind code	B2
Filing date	Aug 9, 2006
Priority date	May 13, 2004
Publication date	Jan 19, 2016
Grant date	Jan 19, 2016

Abstract

Provided herein are compositions useful as ink or coatings which contain novel dispersants that are capable of dispersing pigments which are traditionally difficult to disperse while maintaining acceptable levels of viscosity. Use of dispersants as taught herein enables the preparation of a wide variety of inks and coatings having high pigment loading and existing within a conventionally-useful viscosity range.

First claim

What is claimed is:

1. A composition comprising:
a) a pigment component;
b) an effective pigment-dispersing amount of a dispersant having the structure:

in which R 1 is a C 1 -C 100 hydrocarbyl group; R 2 is an alkoxylated hydrocarbyl polymer group having molecular weight between 1,000 and 7,000 defined by the structure:

in which R 3 is selected from the group consisting of: hydrogen, and any C 1 to about C 24 hydrocarbyl group; X 1 , X 2 , X 3 , X 4 , X 5 , and X 6 in each occurrence are independently selected from the group consisting of: hydrogen, methyl and ethyl, subject to the proviso that at least one of the two X groups that are attached to the same alkoxy unit are hydrogen, p, q, and r are each independently any integer between zero and about 100, including zero, subject to the proviso that at least one of p, q, and r is not zero; n is any integer from about 2 to about 30; and s is 0 or 1, wherein the effective pigment-dispersing amount ranges from about 0.5% to about 25% based on a total weight of the composition; and
c) a solvent, wherein an amount of the solvent in the composition ranges from about 50% to about 99% based on the total weight of the composition.

2. The composition of claim 1 , further comprising a grind resin, wherein the grind resin further comprises
a) a styrene, substituted-stryene monomer, or combinations thereof and
b) a carboxylated monomer, wherein the carboxylated monomer is selected from the group consisting of substituted or unsubstituted acrylic acid, methacrylic acid, maleic acid, the half esters of maleic acid, citriconic acid, itaconic acid, and combinations thereof.

3. The composition of claim 2 , wherein the grind resin is a styrene acrylate.

4. The composition of claim 2 , wherein the viscosity of the composition is less than or equal to the viscosity of the dispersant for all shear rates, and wherein the viscosity of the composition is less than or equal to the viscosity of the grind resin for all shear rates.

5. The composition of claim 2 , wherein composition comprises from about 0.1 weight % to about 40 weight % grind resin, based on the weight of the pigment.

6. The composition of claim 1 , wherein the pigment component is selected from the group consisting of phthalocyanine, carbon black, titanium oxides, chromates, sulfides, iron oxides, azo lakes, insoluble azo pigment, condensed azo pigments, chelate azo pigments, monoazo pigments, monoarylide, B-naphthol, naphthol AS, benzimidazolone, metal precipitated azo, disazo pigments, diarylide, disazo condensation, diazopyrazoione, bisacetoacetarylide, phthalocyanine pigments, perylenes, perylene, perinone pigments, anthraquinone pigments, quinacridone pigments, dioxazine pigments, thioindigo pigments, isoindolinone pigments, quinophthalone pigments, base dye lakes, acid dye lakes, nitro pigments, nitroso pigments, aniline black daylight fluorescent pigments, graphite carbon, isoindoline, isoindolinon, indigoid, diketopyrrolopyrrole, triarylcarbonium, metal complexes, pearl, liquid crystal pigments, fluorescence, and functional derivatives of the above-mentioned pigments.

7. The composition of claim 1 , wherein the composition comprises from about 1 weight % to about 40 weight % pigment, based on the total weight of the composition.

8. The composition of claim 7 , wherein the composition comprises from about 2 weight % to about 10 weight % pigment, based on the total weight of the composition.

9. The composition of claim 1 , wherein the solvent is selected from the group consisting of water; hexane; mineral spirits; toluene; soy bean oil; castor oil; tall oil fatty acids; polyhydric alcohols; glycols; diols; glycol esters; glycol ethers; polyalkyl glycols; lower alkyl ethers of polyhydric alcohols; alcohols having fewer than about 8 carbon atoms per molecule; ketones; ethers; esters; lactams, ethylene glycol, propylene glycol; butanediol; pentanediol; glycerol; propylene glycol laurate; polyethylene glycol; ethylene glycol monomethyl ether, ethylene glycol mono-ethyl ether; ethylene glycol mono-butyl ether; alcohols having fewer than about 8 carbon atoms per molecule such as methanol, ethanol, propanol, iso-propanol; acetone; dioxane; ethyl acetate, propyl acetate, tertiary-butyl acetate, and 2-pyrrolidone.

10. A coating comprising the composition of claim 1 .

11. The composition of claim 1 , further comprising a grind resin, wherein the composition comprises from about 0.1 weight % to about 40 weight % grind resin, based on the weight of the pigment.

12. An article comprising a coating,
wherein the coating further comprises:
a) a pigment component;
b) an effective pigment-dispersing amount of a dispersant having the structure:

in which R 1 is a C 1 -C 100 hydrocarbyl group; R 2 is an alkoxylated hydrocarbyl copolymer group having molecular weight between 1,000 and 7,000 defined by the structure:

in which R 3 is selected from the group consisting of: hydrogen, and any C 1 to about C 24 hydrocarbyl group; X 1 , X 2 , X 3 , X 4 , X 5 , and X 6 in each occurrence are independently selected from the group consisting of: hydrogen, methyl and ethyl, subject to the proviso that at least one of the two X groups that are attached to the same alkoxy unit are hydrogen, p, q, and r are each independently any integer between zero and about 100, including zero, subject to the proviso that at least one of p, q, and r is not zero; n is any integer from about 2 to about 30; and s is 0 or 1, wherein the effective pigment-dispersing amount ranges from about 0.5% to about 25% based on a total weight of the coating;
c) a grind resin; and
d) a solvent, wherein an amount of the solvent in the coating ranges from about 50% to about 99% based on a total weight of the coating.

13. An aqueous solution consisting of water and a dispersant having the structure:

wherein n is any integer between about 2 and about 30, R 1 is a C 1 -C 100 hydrocarbyl group, and each R 2 has the structure:

and each R 2 has molecular weight between 1,000 and 7,000, wherein R 3 is selected from the group consisting of hydrogen and any C 1 to about C 24 hydrocarbyl group; X 1 , X 2 , X 3 , X 4 , X 5 , and X 6 in each occurrence are independently selected from the group consisting of hydrogen, methyl, and ethyl, wherein at least one of the two X groups attached to an alkoxy unit is hydrogen; p, q, and r are each independently any integer from zero to about 100, including zero, wherein at least one of p, q, and r is not zero; wherein s is 0 or 1.

14. The aqueous solution of claim 13 , wherein an amount of the water ranges from about 50% to about 99% of the aqueous solution.

Assignees

• Nguyen Duy T
• Klein Howard P
• Huntsman Petrochemical Llc

Inventors

• Nguyen Duy T
• Klein Howard P

Classifications

• C09J179/02 Primary

  Polyamines · CPC title

• C09D133/04

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

• C09D17/00

  Pigment pastes, e.g. for mixing in paints (artists' paints C09D5/06) · CPC title

• C08L2666/04

  Macromolecular compounds according to groups C08L7/00 - C08L49/00, or C08L55/00 - C08L57/00; Derivatives thereof · CPC title

• C08L79/02

  Polyamines · CPC title