# US 11,028,278 B2 · Single phase water based energy curable compositions and method of preparing coatings and printing inks

> Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt

- Number: US 11,028,278 B2
- Document ID: US11028278B2
- Status: Granted
- Kind: B2
- Application number: 16/522,061
- Filed: 2019-07-25
- Published: 2019-11-14
- Granted: 2021-06-08
- Earliest claimed: 2002-05-06
- Assignees: Sun Chemical Corporation
- Applicants: Sun Chemical Corporation
- Inventors: Jean Do Turgis; Richard M. Jones; Kai-Uwe Gaudl; Mikhail Laksin; Subhankar Chatterjee; Neil Young; Volker Linzer; John Rooney
- Web page: https://patentgrep.com/patent/US11028278B2

## CPC

- C09D 11/101: Inks specially adapted for printing processes involving curing by wave energy or particle radiation, e.g. with UV-curing following the printing
- C08F 290/02: on to polymers modified by introduction of unsaturated end groups
- C09D 4/00: Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond {; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16}
- C09D 4/06: {Organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond} in combination with a macromolecular compound other than an unsaturated polymer of groups C09D159/00 - C09D187/00
- C09D 11/107: from unsaturated acids or derivatives thereof
- C09D: COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR (cosmetics A61K; processes for applying liquids or other fluent materials to surfaces, in general, B05D; staining wood B27K5/02; glazes or vitreous enamels C03C; natural resins, French polish, drying-oils, driers, turpentine, per se, C09F; polishing compositions other than French polish, ski waxes C09G; adhesives or use of materials as adhesives C09J; materials for sealing or packing joints or covers C09K3/10; materials for stopping leaks C09K3/12; processes for the electrolytic or electrophoretic production of coatings C25D)
- C08F: MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS

## Abstract

The present invention discloses an energy curable, single phase, aqueous composition comprising water, an ethylenically unsaturated oligomer, and an ethylenically unsaturated resin containing neutralized acidic or basic functional groups. Advantageously, in certain embodiments, the compositions contain greater than 25 wt. % water at less than 60 wt. % resin in the total composition.

## Claims

### Claim 1

An energy curable aqueous composition comprising:
(a) water;
(b) an ethylenically unsaturated oligomer; and
(c) a water soluble ethylenically unsaturated resin containing neutralized basic functional groups;
wherein the resulting composition is a single phase composition; and wherein the ethylenically unsaturated oligomer is partially water soluble.

### Claim 2 (depends on 1)

The composition of claim 1 wherein the partially water soluble ethylenically unsaturated oligomer is selected from the group consisting of an acrylate oligomer, a methacrylate oligomer, and combinations thereof.

### Claim 3 (depends on 2)

The composition of claim 2 wherein the acrylate oligomer contains more than one acrylate functional groups and methacrylate oligomer contains more than one methacrylate functional groups.

### Claim 4 (depends on 2)

The composition of claim 2 wherein the acrylate oligomer is selected from the group consisting of epoxy acrylate, polyether acrylate, polyester acrylate, polyurethane acrylate, polyol acrylates, melamine acrylate, ethoxylated trimethanolpropane acrylate, ethoxylated di(trimethanolpropane) acrylate, ethoxylated pentaerythritol acrylate, ethoxylated dipentaerythritol acrylate, ethoxylated neopentaglycol acrylate, ethoxylated propylene glycol acrylates, and polyethylene glycol diacrylate; and the methacrylate oligomer is selected from the group consisting of: epoxy methacrylate, polyether methacrylate, polyester methacrylate, polyurethane methacrylate, polyol methacrylates, melamine methacrylate, ethoxylated trimethanolpropane methacrylate, ethoxylated di(trimethanolpropane) methacrylate, ethoxylated pentaerythritol methacrylate, ethoxylated dipentaerythritol methacrylate, ethoxylated neopentaglycol methacrylate, ethoxylated propylene glycol methacrylates, and polyethylene glycol dimethacrylate.

### Claim 5 (depends on 4)

The composition of claim 4 wherein the acrylate oligomer is epoxy acrylate and methacrylate oligomer is epoxy methacrylate.

### Claim 6 (depends on 1)

The composition of claim 1 wherein the water soluble ethylenically unsaturated resin is selected from the group consisting of polyester, polyurethane, polyacrylic, polyvinyl, polyurea, polyamide, polyol, , and copolymers thereof.

### Claim 7 (depends on 1)

The composition according to claim 1 wherein the water soluble ethylenically unsaturated resin has a weight average molecular weight between 1,000 and 100,000 daltons.

### Claim 8 (depends on 1)

The composition of claim 1 wherein the basic functional groups contained by the water soluble, ethylenically unsaturated resin are amino basic groups neutralized with an acid.

### Claim 9 (depends on 1)

The composition of claim 1 further comprising a free-radical photoinitiator.

### Claim 10 (depends on 1)

The composition of claim 1 wherein water is greater than 25 wt. %.

### Claim 11 (depends on 1)

The composition of claim 1 wherein the amount of water soluble ethylenically unsaturated resin containing neutralized basic functional groups is less than 60 wt. %.

### Claim 12 (depends on 11)

The composition of claim 11 wherein water is greater than 25 wt. %.

### Claim 13 (depends on 1)

An energy curable, aqueous, printing ink composition comprising:
(i) a colorant; and
(ii) the energy curable aqueous composition of claim 1.

### Claim 14 (depends on 13)

The energy curable, aqueous printing ink composition according to claim 13 further comprising a photoinitiator.