# US 10,308,840 B2 · Transparent adhesive with a refractive index ranging from 1.7 to 1.73

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- Number: US 10,308,840 B2
- Document ID: US10308840B2
- Status: Granted
- Kind: B2
- Application number: 14/906,790
- Filed: 2014-07-22
- Published: 2016-06-09
- Granted: 2019-06-04
- Earliest claimed: 2013-07-22
- Assignees: CeramTec-ETEC GmbH
- Applicants: CeramTec-ETEC GmbH
- Inventors: Elisabeth Klemm; Martin Tittel
- Web page: https://patentgrep.com/patent/US10308840B2

## CPC

- C09J 4/00: Adhesives based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond {; adhesives, based on monomers of macromolecular compounds of groups C09J183/00 - C09J183/16}
- C08F 220/38: Esters containing sulfur
- C09J 9/00: Adhesives characterised by their physical nature or the effects produced, e.g. glue sticks (C09J7/00 takes precedence)
- C09J 11/04: inorganic
- C08F 222/102: {of dialcohols, e.g. ethylene glycol di(meth)acrylate or 1,4-butanediol dimethacrylate}
- C08K 3/22: of metals
- C08K 2003/2296: {of zinc}
- 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
- C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09)

## Abstract

A transparent adhesive having a refractive index ranging from 1.7 to 1.73 and to the production and the use thereof, particularly the use thereof for coatings and adhesive bonds.

## Claims

### Claim 1

An adhesive having a refractive index ranging from 1.7 to 1.73 based on thioacrylate of formula 1
and a polymerization initiator, wherein the adhesive is transparent.

### Claim 2 (depends on 1)

The adhesive according to claim 1, wherein the adhesive further comprises a commoner, wherein the comonomer is pentabromophenyl methacrylate of formula 2

### Claim 3 (depends on 1)

The adhesive according to claim 1, further comprising a cross-linking agent, wherein the crosslinking agent is a bisacrylate of formula 3

### Claim 4 (depends on 1)

The adhesive according to claim 1, wherein the adhesive contains the polymerization initiator as a photoinitiator and is present in an amount of 2.0 to 5.0 wt %.

### Claim 5 (depends on 4)

The adhesive according to claim 4, wherein the photoinitiator is selected from the group consisting of a hydroxy ketone, a monoacylphosphine, a bisacylphosphine and a benzoyl derivative.

### Claim 6 (depends on 4)

The adhesive according to claim 4, wherein the photoinitiator is selected from the group consisting of 1-hydroxycyclohexyl phenyl ketone, 2,4,6-trimethylbenzoyl bisphenyl phosphine oxide, bis(2,4,6-trimethylbenzoyl)phosphine oxide and 2-hydroxy-2-methyl-1-phenyl-propanone.

### Claim 7 (depends on 1)

The adhesive according to claim 1, further comprising inorganic nanoparticles, wherein the inorganic nanoparticles comprise a metal oxide.

### Claim 8 (depends on 7)

The adhesive according to claim 7, wherein the metal oxide is selected from the group consisting of an aluminum oxide, a zinc oxide and a titanium oxide.

### Claim 9 (depends on 8)

The adhesive according to claim 8, wherein the metal oxide is zinc oxide.

### Claim 10 (depends on 1)

A method for producing the adhesive according to claim 1, comprising the steps of:
mixing the thioacrylate of formula 1 with the polymerization initiator to form a mixture; and curing the mixture.

### Claim 11 (depends on 10)

The method according to claim 10, wherein inorganic nanoparticles are added to the mixture, wherein the inorganic nanoparticles comprise a metal oxide.

### Claim 12 (depends on 11)

The method according to claim 11, wherein the inorganic nanoparticles are added as a dispersion in at least one member selected from the group consisting of ethanol and isopropanol.

### Claim 13 (depends on 1)

A coated substrate comprising a substrate and a coating comprising the adhesive of claim 1.

### Claim 14 (depends on 1)

An article of manufacture comprising the adhesive of claim 1 joining two surfaces.

### Claim 15

An article of manufacture comprising an adhesive, wherein the adhesive has a refractive index ranging from 1.7 to 1.73 based on thioacrylate of formula 1
and a polymerization initiator, wherein the adhesive is transparent, wherein the article of manufacture is a transparent ballistics protective system, a blasting-wear-resistant viewing windows for a blasting cabinet, a window for a machining installation that is scratch-resistant, a transparent architectural element, a transparent jewelry part, a chemical window having resistance to acids and lyes or a window for a measurement sensor.

### Claim 16 (depends on 1)

An article of manufacture comprising the adhesive of claim 1,
wherein the article of manufacture is a transparent ballistics protective system, a blasting-wear-resistant viewing windows for a blasting cabinet, a window for a machining installation that is scratch-resistant, a transparent architectural element, a transparent jewelry part, or a window for a measurement sensor.

### Claim 17

An article of manufacture comprising an adhesive, wherein the adhesive has a refractive index from 1.7 to 1.73 based on thioacrylate of formula 1
and a polymerization initiator, wherein the adhesive is transparent, wherein the article of manufacture is a transparent ballistics protective system, a blasting-wear-resistant viewing windows for a blasting cabinet, a window for a machining installation that is scratch-resistant, a transparent architectural element, a transparent jewelry part, or a window for a measurement sensor.

### Claim 18

An adhesive having a refractive index of 1.7 based on thioacrylate of formula 1
and a polymerization initiator, wherein the adhesive is transparent.
