# US 9,752,064 B2 · Transparent UV-curable adhesive

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- Number: US 9,752,064 B2
- Document ID: US9752064B2
- Status: Granted
- Kind: B2
- Application number: 15/368,912
- Filed: 2016-12-05
- Published: 2017-06-15
- Granted: 2017-09-05
- Earliest claimed: 2015-12-10
- Assignees: Nan Ya Plastics Corporation
- Applicants: Nan Ya Plastics Corporation
- Inventors: Te-Chao Liao; Chun-Che Tsao; Chih-Feng Wang
- Web page: https://patentgrep.com/patent/US9752064B2

## CPC

- C09J 151/08: grafted on to macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C08F 283/008: {on to unsaturated polymers}
- C08F 290/067: {Polyurethanes; Polyureas}
- C08G 18/246: {containing also tin-carbon bonds}
- C08G 18/4808: {Mixtures of two or more polyetherdiols}
- C08G 18/4825: {Polyethers containing two hydroxy groups (C08G18/4833 - C08G18/5096 take precedence)}
- C08G 18/4854: {Polyethers containing oxyalkylene groups having four carbon atoms in the alkylene group}
- C08G 18/755: {and at least one isocyanate or isothiocyanate group linked to a secondary carbon atom of the cycloaliphatic ring, e.g. isophorone diisocyanate}
- C09J 175/16: having terminal carbon-to-carbon unsaturated bonds
- C08K 5/5425: containing at least one C=C bond
- C09J: ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES (preparation of glue or gelatine C09H)
- C08F: MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09)

## Abstract

A transparent ultraviolet curable adhesive is a solventless composition, based on a total weight of the composition, being composed of 35-65 wt % of a polyurethane (meth)acrylate resin, 30-60 wt % of a (meth)acrylate monomer, 0.1-5 wt % of an acrylate group-containing bisphenol fluorene derivative, 0.3-8 wt % of a photopolymerization initiator and 0.002-0.01 wt % of a vinyl silane coupling agent; and, the adhesive if cured has a refractive index of 1.52-1.56 very close to 1.52 for a glass thereof and has a visible light transmittance of 93-99 VLT (%) so suitable to be adhered to displays, transparent conductive film and touch panels.

## Claims

### Claim 1

A transparent ultraviolet curable adhesive for use in adhering to an indium tin oxide (ITO) material in a touch panel, being a solventless composition, when cured having a refractive index of 1.49-1.56 as well as having a visible light transmittance of 93-99 VLT (%), and being composed of the following components of (A)-(E), based on a total weight of the composition:
(A) 35-65 wt % of a polyurethane (meth)acrylate resin having a weight-average molecular weight (Mw) of 10,000-50,000;
(B) 30-60 wt % of a (meth)acrylate monomer;
(C) 0.1-5 wt % of an acrylate group-containing bisphenol fluorene derivative which is one or more selected from the group consisting of 9,9-bis[4-(3-acryloxy-2-hydroxypropyloxy)phenyl]fluorene, 9,9-bis[4-(2-acryloxyethoxy)phenyl]fluorine and 9,9-bis[4-(allyloxy)-3-methylphenyl];
(D) 0.3-8 wt % of a photopolymerization initiator; and
(E) 0.002-0.01 wt % of a vinyl silane coupling agent selected from vinyl trimethoxy silane or/and vinyl triethoxy silane;
wherein the (meth)acrylate monomer is one or more selected from the group consisting of methyl (meth)acrylate, ethyl (meth)acrylate, propyl (meth)acrylate, isopropyl (meth)acrylate, butyl (meth)acrylate, isobutyl (meth)acrylate, cyclohexyl (meth)acrylate, octyl (meth)acrylate, isooctyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, isodecyl (meth)acrylate, lauryl (meth)acrylate, isobornyl (meth)acrylate, (meth)acrylamide, (meth)acryloyl morpholine, dimethyl (meth)acrylamide, diethyl (meth)acrylamide and dimethylaminopropyl acrylamide.

### Claim 2 (depends on 1)

The transparent ultraviolet curable adhesive of claim 1, wherein the polyurethane (meth)acrylate resin having a weight-average molecular weight (Mw) of 25,000-35,000 is obtained by reacting a polyol having more than two hydroxyl groups, a polyisocyanate having more than two isocyanate groups and a hydroxyl group-containing (meth)acrylic monomer.

### Claim 3 (depends on 1)

The transparent ultraviolet curable adhesive of claim 1, wherein the (meth)acrylate monomer is composed of 2-ethylhexyl acrylate, dimethyl acrylamide, and isobornyl acrylate, and, based on a weight of the 2-ethylhexyl acrylate, is composed of 2-ethylhexyl acrylate of 100 wt %, dimethyl acrylamide of 50-80 wt % and isobornyl acrylate of 20-50 wt %.

### Claim 4 (depends on 2)

The transparent ultraviolet curable adhesive of claim 2, wherein the polyurethane (meth)acrylate resin is in an amount of 40-60 wt %.

### Claim 5 (depends on 2)

The transparent ultraviolet curable adhesive of claim 2, wherein the (meth)acrylate monomer is in an amount of 40-55 wt %.

### Claim 6 (depends on 2)

The transparent ultraviolet curable adhesive of claim 2, wherein the photopolymerization initiator is in an amount of 1.0-5.0 wt %.

### Claim 7 (depends on 2)

The transparent ultraviolet curable adhesive of claim 2, wherein the vinyl silane coupling agent is in an amount of 0.006-0.01 wt %.

### Claim 8 (depends on 2)

The transparent ultraviolet curable adhesive of claim 2, wherein the vinyl silane coupling agent is in an amount of 0.0075 wt %.

### Claim 9 (depends on 3)

The transparent ultraviolet curable adhesive of claim 3, wherein the dimethyl acrylamide in the (meth)acrylate monomer is no more than 30 wt %, based on the total weight of the composition.

### Claim 10 (depends on 3)

The transparent ultraviolet curable adhesive of claim 3, wherein the adhesive when cured has a refractive index of 1.52-1.56.

### Claim 11 (depends on 1)

The transparent ultraviolet curable adhesive of claim 1, wherein the acrylate group-containing bisphenol fluorene derivative is in an amount of 0.25-2.5 wt %.

### Claim 12 (depends on 1)

The transparent ultraviolet curable adhesive of claim 1, wherein the acrylate group-containing bisphenol fluorene derivative is in an amount of 2.5 wt %.