# US 9,518,073 B2 · Siloxane compound and process for producing the same

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- Number: US 9,518,073 B2
- Document ID: US9518073B2
- Status: Granted
- Kind: B2
- Application number: 14/244,252
- Filed: 2014-04-03
- Published: 2014-10-16
- Granted: 2016-12-13
- Earliest claimed: 2013-04-12
- Assignees: Milliken & Company
- Applicants: Milliken & Company
- Inventors: Yuzhou Liu; Keith A. Keller; Michael E. Wilson
- Web page: https://patentgrep.com/patent/US9518073B2

## CPC

- C07F 7/21: Cyclic compounds having at least one ring containing silicon, but no carbon in the ring
- C08G 77/04: Polysiloxanes
- H10H 20/854: characterised by their material, e.g. epoxy or silicone resins
- H10W 74/476: {Organic materials comprising silicon}
- C08G 77/12: containing silicon bound to hydrogen
- C08K 5/5419: containing at least one Si—C bond
- C08K 5/55: Boron-containing compounds {(C08K5/0091 takes precedence)}
- H10W 90/756: {between a chip and a stacked lead frame, conducting package substrate or heat sink}
- C07F: ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM (metal-containing porphyrins C07D487/22)
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- H10H: INORGANIC LIGHT-EMITTING SEMICONDUCTOR DEVICES HAVING POTENTIAL BARRIERS
- H10W: GENERIC PACKAGES, INTERCONNECTIONS, CONNECTORS OR OTHER CONSTRUCTIONAL DETAILS OF DEVICES COVERED BY CLASS H10
- C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09)

## Abstract

A siloxane compound comprises a plurality of siloxane repeating units and at least a portion of the siloxane repeating units are cyclosiloxane repeating units conforming to a specified structure. A process for producing such siloxane compounds is also provided. A process and kit for producing a cross-linked silicone polymer using the described siloxane compounds is also provided. A light emitting diode (LED) comprises an encapsulant, and the encapsulant comprises a cross-linked silicone polymer produced from the described siloxane compounds.

## Claims

### Claim 1

A siloxane compound comprising a plurality of siloxane repeating units, wherein at least a first portion of the siloxane repeating units are cyclosiloxane repeating units conforming to the structure of Formula (XL)
wherein R1 and R2 are independently selected from the group consisting of alkyl groups, substituted alkyl groups, cycloalkyl groups, substituted cycloalkyl groups, alkenyl groups, substituted alkenyl groups, cycloalkenyl groups, substituted cycloalkenyl groups, heterocyclyl groups, substituted heterocyclyl groups, aryl groups, substituted aryl groups, heteroaryl groups, substituted heteroaryl groups, trialkylsiloxy groups, aryldialkylsiloxy groups, alkyldiarylsiloxy groups, and triarylsiloxy groups; R20 and R21 are independently selected from the group consisting of hydrogen, alkyl groups, substituted alkyl groups, alkanediyl groups, substituted alkanediyl groups, cycloalkyl groups, substituted cycloalkyl groups, alkenyl groups, substituted alkenyl groups, alkenediyl groups, substituted alkenediyl groups, cycloalkenyl groups, substituted cycloalkenyl groups, heterocyclyl groups, substituted heterocyclyl groups, aryl groups, substituted aryl groups, heteroaryl groups, substituted heteroaryl groups, trialkylsiloxy groups, aryldialkylsiloxy groups, alkyldiarylsiloxy groups, and triarylsiloxy groups; provided only one of R20 and R21 can be hydrogen; and further provided, if one of R20 and R21 is selected from the group consisting of alkanediyl groups, substituted alkanediyl groups, alkenediyl groups, and substituted alkenediyl groups, then the other of R20 and R21 is also selected from the group consisting of alkanediyl groups, substituted alkanediyl groups, alkenediyl groups, and substituted alkenediyl groups, and R20 and R21 are bonded to form a cyclic moiety; R3 and R4 are independently selected from the group consisting of haloalkyl groups, aralkyl groups, aryl groups, substituted aryl groups, heteroaryl groups, and substituted heteroaryl groups; x is 0 or any positive integer; and y is a positive integer from 1 to 6; and wherein at least a second portion of the siloxane repeating units are siloxane repeating units conforming to the structure of Formula (XV)

### Claim 2 (depends on 1)

The siloxane compound of claim 1, wherein the R3 and R4 are independently selected from the group consisting of haloalkyl groups, and aryl groups.

### Claim 3 (depends on 2)

The siloxane compound of claim 2, wherein R3 and R4 are independently selected form the group consisting of aryl groups.

### Claim 4 (depends on 3)

The siloxane compound of claim 3, wherein R3 and R4 are phenyl groups.

### Claim 5 (depends on 2)

The siloxane compound of claim 2, wherein R3 and R4 are independently selected from the group consisting of haloalkyl groups.

### Claim 6 (depends on 5)

The siloxane compound of claim 5, wherein R3 and R4 are independently selected from the group consisting of fluoroalkyl groups.

### Claim 7 (depends on 1)

The siloxane compound of claim 1, wherein the siloxane compound further comprises at least one segment conforming to the structure of Formula (X)
wherein R10 and R11 are independently selected from the group consisting of hydrogen, alkyl groups, substituted alkyl groups, cycloalkyl groups, substituted cycloalkyl groups, alkenyl groups, substituted alkenyl groups, cycloalkenyl groups, substituted cycloalkenyl groups, heterocyclyl groups, substituted heterocyclyl groups, aryl groups, substituted aryl groups, heteroaryl groups, substituted heteroaryl groups, trialkylsiloxy groups, aryldialkylsiloxy groups, alkyldiarylsiloxy groups, and triarylsiloxy groups; provided only one of R10 and R11 can be hydrogen.

### Claim 8 (depends on 1)

The siloxane compound of claim 1, wherein R1 and R2 are independently selected from the group consisting of alkyl groups and aryl groups.

### Claim 9 (depends on 8)

The siloxane compound of claim 8, wherein R1 and R2 are independently selected from the group consisting of alkyl groups.

### Claim 10 (depends on 9)

The siloxane compound of claim 9, wherein R1 and R2 are methyl groups.

### Claim 11 (depends on 1)

The siloxane compound of claim 1, wherein the siloxane compound further comprises silyl terminating groups.

### Claim 12 (depends on 1)

The siloxane compound of claim 1, wherein x is 0, 1, or 2.

### Claim 13 (depends on 12)

The siloxane compound of claim 12, wherein x is 0.

### Claim 14 (depends on 1)

The siloxane compound of claim 1, wherein y is 1, 2, or 3.

### Claim 15 (depends on 14)

The siloxane compound of claim 14, wherein y is 1.

### Claim 16 (depends on 1)

The siloxane compound of claim 1, wherein x is 0 and y is 1.