# US 10,767,016 B2 · Vapor-phase curing catalysis and passivation of siloxane resins in LED applications

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- Number: US 10,767,016 B2
- Document ID: US10767016B2
- Status: Granted
- Kind: B2
- Application number: 16/076,844
- Filed: 2017-02-08
- Published: 2019-02-21
- Granted: 2020-09-08
- Earliest claimed: 2016-02-10
- Assignees: Lumileds LLC
- Applicants: Lumileds LLC
- Inventors: Daniel B. Roitman; Danielle R. Chamberlin; David S. Roberts
- Web page: https://patentgrep.com/patent/US10767016B2

## CPC

- C08G 77/08: characterised by the catalysts used
- C08G 77/06: Preparatory processes
- C08J 5/18: Manufacture of films or sheets
- C09K 11/02: Use of particular materials as binders, particle coatings or suspension media therefor
- C09K 11/0883: {Arsenides; Nitrides; Phosphides}
- H10H 20/8511: {characterised by their material, e.g. binder}
- H10H 20/854: characterised by their material, e.g. epoxy or silicone resins
- C08J 2383/04: Polysiloxanes
- H10H 20/0361: {of wavelength conversion means}
- H10H 20/0362: {of encapsulations}
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08J: WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H (working, e.g. shaping, of plastics B29)
- C09K: MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- H10H: INORGANIC LIGHT-EMITTING SEMICONDUCTOR DEVICES HAVING POTENTIAL BARRIERS

## Abstract

The present invention encompasses materials and methods for catalyzing the cross-linking and curing of siloxane polymers. In particular, the present disclosure provides materials, methods, and conditions for vapor phase catalysis for curing organosiloxane polymers and resins, including resin linear organosiloxane block copolymers, as well as the incorporation of those methods into processes for making light emitting devices, including light emitting diodes.

## Claims

### Claim 1

A method comprising:
contacting a solid viscoelastic film with a first catalyst that is in a vapor phase, the solid viscoelastic film comprising an uncured polymer; and
curing the uncured polymer after the solid viscoelastic film is contacted with the first catalyst to provide a cured polymer,
laminating the solid viscoelastic film over a light emitting device.

### Claim 2 (depends on 1)

The method of claim 1, wherein the light emitting device is a light emitting diode.

### Claim 3 (depends on 2)

The method according to claim 2, wherein:
the solid viscoelastic film further comprises a second catalyst and particles, and
the second catalyst is inhibited by the particles.

### Claim 4 (depends on 1)

The method according to claim 1, wherein the first catalyst comprises one or more of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU), bis(dimethylamino)diethylsilane (Bis-DMADES), and aminopropyl trimethoxysilane (APTMS).

### Claim 5 (depends on 1)

The method according to claim 1, wherein the first catalyst comprises one or more of pyridine and acetoxyethyl trimethoxysilane (AETMS).

### Claim 6 (depends on 1)

The method according to claim 1, wherein the first catalyst comprises one or more of an acid and a base.

### Claim 7 (depends on 1)

The method according to claim 1, further comprising contacting the cured polymer with an inhibitor that retards further crosslinking occurring after the curing of the uncured polymer.

### Claim 8 (depends on 1)

The method according to claim 1, wherein:
the uncured polymer comprises a siloxane; and
curing the uncured polymer comprises causing one of ring-opening polymerization and condensation polymerization.

### Claim 9 (depends on 1)

The method according to claim 1, wherein the first catalyst is not irreversibly incorporated into the solid viscoelastic material.

### Claim 10 (depends on 1)

The method according to claim 1, further comprising exposing the solid viscoelastic film to a plasma during or following contacting the solid viscoelastic film with the first catalyst, but prior to curing the uncured polymer, under conditions sufficient to provide the uncured treated polymer.

### Claim 11 (depends on 1)

The method according to claim 1, wherein the solid viscoelastic film further comprises particles dispersed within.

### Claim 12

A method comprising:
providing a solid viscoelastic material comprising an uncured polymer and a particle of wavelength converting material;
contacting the solid viscoelastic material with a catalyst that is in a vapor phase; and
curing the uncured polymer after contacting the solid viscoelastic material to provide a cured polymer.

### Claim 13 (depends on 12)

The method according to claim 12, wherein the solid viscoelastic material is a film, contacting the solid viscoelastic material comprises infusing the film with the catalyst, and the infused catalyst at least partially decomposes or partially volatizes during or after curing the uncured polymer.

### Claim 14 (depends on 13)

The method according to claim 13, wherein the infused catalyst is not irreversibly incorporated into the film.

### Claim 15 (depends on 13)

The method according to claim 13, wherein prior to said contacting the film, the film is substantially free of the catalyst.

### Claim 16 (depends on 13)

The method according to claim 13, further comprising exposing the film to a plasma during or following contacting the solid viscoelastic material, but prior to curing the uncured polymer, under conditions sufficient to provide the uncured treated polymer.

### Claim 17 (depends on 12)

The method according to claim 12, wherein providing the solid viscoelastic material comprises mixing the particles of wavelength converting material with the uncured polymer.

### Claim 18 (depends on 12)

The method according to claim 12, wherein the uncured polymer comprises an uncured organosiloxane polymer, and wherein the catalyst comprises one or more of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU), bis(dimethylamino)diethylsilane (Bis-DMADES), and aminopropyl trimethoxysilane (APTMS).

### Claim 19 (depends on 12)

The method according to claim 12, wherein the catalyst comprises one or more of pyridine and acetoxyethyl trimethoxysilane (AETMS).

### Claim 20 (depends on 12)

The method according to claim 12, further comprising contacting the cured polymer with an inhibitor that retards further crosslinking occurring after the curing of the uncured polymer.
