# US 5,703,141 A · UV curable coatings

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- Number: US 5,703,141 A
- Document ID: US5703141A
- Status: Granted
- Kind: A
- Application number: 08/533,538
- Filed: 1995-09-25
- Granted: 1997-12-30
- Earliest claimed: 1995-09-25
- Assignees: Tarkett Inc.
- Inventors: Peiwen Jin
- Web page: https://patentgrep.com/patent/US5703141A

## CPC

- 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: 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)

## Abstract

The present invention relates to oligomers or prepolymers which are formed by reacting an isocyanate, a lactone adduct and a hydroxyalkyl acrylate or methacrylate. These oligomers can be used to make UV curable coatings by adding acrylate monomers, photoinitiators and wetting agents. Transparent, abrasion resistant surfaces result from the cure by ultraviolet light of these coatings on substrates such as PVC based substrates. By adjusting the ratio of hydroxyalkyl acrylate or methacrylate and the lactone adduct component in the oligomer, coatings with both high tensile strength and elongation can be obtained.

## Claims

### Claim 1

A UV curable composition having a low viscosity and useful in the preparation of coatings having high tensile strength, high elongation and high gloss retention, prepared by reacting a caprolactone adduct and an isocyanate in a first reaction, wherein the product of said first reaction is further reacted with a hydroxyalkyl acrylate or methacrylate and an additional caprolactone adduct component, while the ratio of said acrylate or methacrylate to caprolactone adduct is adjusted in order to vary the hardness and flexibility of the composition as desired.

### Claim 2 (depends on 1)

The composition of claim 1 wherein said hydroxyalkyl acrylate is hydroxyethyl acrylate.

### Claim 3 (depends on 1)

The composition of claim 1 wherein said caprolactone adduct is caprolactone acrylate.

### Claim 4 (depends on 1)

The composition of claim 1 wherein said isocyanate is a diisocyanate.

### Claim 5 (depends on 4)

The composition of claim 4 wherein said diisocyanate is isophorone diisocyanate.

### Claim 6 (depends on 1)

The composition of claim 1 wherein the caprolactone adduct and the hydroxyalkyl acrylate or methacrylate are employed as end capping agents for an oligomer.

### Claim 7 (depends on 1)

The composition of claim 1 wherein said isocyanate is in polymeric form.

### Claim 8 (depends on 7)

The composition of claim 7 wherein said caprolactone adduct is caprolactone acrylate.

### Claim 9 (depends on 7)

The composition of claim 7 wherein the caprolactone adduct and the hydroxyalkyl acrylate or methacrylate are employed as end capping agents for an oligomer.

### Claim 10 (depends on 7)

The composition of claim 7 wherein said isocyanate is a triisocyanate.

### Claim 11 (depends on 10)

The composition of claim 10 wherein said triisocyanate is polymeric hexamethylene diisocyanate.

### Claim 12 (depends on 7)

The composition of claim 7 wherein said hydroxyalkyl acrylate is hydroxyethyl acrylate.

### Claim 13 (depends on 1)

The composition of claim 1 wherein the viscosity of the composition obtained is in the range of 6,000 to 9,700 cps/77.degree. F.

### Claim 14 (depends on 1)

The composition of claim 1 prepared by partially reacting a caprolactone adduct and an isocyanate in the first reaction, with the isocyanate being in excess of the caprolactone adduct on an equivalent basis.

### Claim 15 (depends on 1)

The composition of claim 1 wherein the caprolactone adduct has the following structural formula: ##STR3##

### Claim 16

A method of making a UV curable composition having a low viscosity and useful in the preparation of coatings having high tensile strength, high elongation and high gloss retention, which comprises:
(a) reacting a caprolactone adduct with an isocyanate; and
(b) reacting the product of step (a) with a hydroxyalkyl acrylate or methacrylate and an additional caprolactone adduct component, while adjusting the ratio of said acrylate or methacrylate to caprolactone adduct in order to vary the hardness and flexibility of the composition as desired.

### Claim 17 (depends on 16)

The method of claim 16 wherein said hydroxyalkyl acrylate is hydroxyethyl acrylate.

### Claim 18 (depends on 16)

The method of claim 16 wherein said caprolactone adduct is caprolactone acrylate.

### Claim 19 (depends on 16)

The method of claim 16 where said isocyanate is a diisocyanate.

### Claim 20 (depends on 19)

The method of claim 19 wherein said diisocyanate is isophorone diisocyanate.

### Claim 21 (depends on 16)

The method of claim 16 wherein the caprolactone adduct and the hydroxyalkyl acrylate or methacrylate are employed as end capping agents for an oligomer.

### Claim 22 (depends on 16)

The method of claim 16 wherein said isocyanate is in polymeric form.

### Claim 23 (depends on 22)

The method of claim 22 wherein said isocyanate is a triisocyanate.

### Claim 24 (depends on 23)

The method of claim 23 wherein said triisocyanate is polymeric hexamethylene diisocyanate.

### Claim 25 (depends on 22)

The method of claim 22 wherein said hydroxyalkyl acrylate is hydroxyethyl acrylate.

### Claim 26 (depends on 22)

The method of claim 22 wherein said caprolactone adduct is caprolactone acrylate.

### Claim 27 (depends on 22)

The method of claim 22 wherein the caprolactone adduct and the hydroxyalkyl acrylate or methacrylate are employed as end capping agents for an oligomer.

### Claim 28 (depends on 16)

The method of claim 16 wherein the viscosity of the composition obtained in step (b) is in the range of 6,000 to 9,700 cps/77.degree. F.

### Claim 29 (depends on 16)

The method of claim 16 which comprises partially reacting a caprolactone adduct with an isocyanate in step (a), with the isocyanate being in excess of the caprolactone adduct on an equivalent basis.

### Claim 30 (depends on 16)

The method of claim 16 wherein the caprolactone adduct has the following structural formula: ##STR4##
