# US 5,708,099 A · Polysiloxane resin containing optically-functional constituents and transparent optically-functional element obtained therefrom

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- Number: US 5,708,099 A
- Document ID: US5708099A
- Status: Granted
- Kind: A
- Application number: 08/743,599
- Filed: 1996-11-04
- Granted: 1998-01-13
- Earliest claimed: 1995-11-06
- Assignees: Dow Corning Asia, Ltd.
- Inventors: Nobuo Kushibiki; Kikuko Takeuchi
- Web page: https://patentgrep.com/patent/US5708099A

## CPC

- G02B 1/04: made of organic materials, e.g. plastics (G02B1/08 takes precedence)
- C08K 5/54: Silicon-containing compounds {(C08K5/0091 takes precedence)}
- G02B: OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09)

## Abstract

The invention is an optically transparent organopolysiloxane resin with a large amount of a uniformly dissolved and dispersed optically-functional organic material. The compatibility of the optically functional material is achieved by modifying it by addition of alkoxysilylalkyl groups to aromatic groups of optically-functional organic compounds such phthalocyanines, porphyrins, tetraphenylbutadienes, axobenzenes, bis(4-dimethylaminodithiobenzyl)nickel and anthracenes. The compositions contain 20 to 200 parts by weight of the modified optically-functional organic compounds per 100 parts by weight of the organopolysiloxane resin. The composition may be formed into a specified shape, solvents evaporated, and cured by heat.

## Claims

### Claim 1

A method of manufacturing an organopolysiloxane material containing an optically-functional constituent, the method comprising mixing
100parts by weight of an organopolysiloxane resin having a substitution number of monovalent organic groups per silicon atom within the range of 0.5 to 1.5 wherein the monovalent organic groups substituted on the silicon atoms of the organopolysiloxane resin are monovalent hydrocarbon groups or halogen-substituted monovalent hydrocarbon groups having 1 to 15 carbon atoms and the organopolysiloxane resin contains 0.01 to 10 weight percent of hydroxyl groups on silicon atoms and
10 to 200 parts by weight of an optically-functional constituent represented by the formula
A-R.sup.1 SiR.sup.2.sub.3-n (OR.sup.3).sub.n !p
wherein A is an optically-functional organic group containing aromatic hydrocarbon groups where at least one of the aromatic hydrocarbon groups is bonded to R.sup.1 which is an alkylene group having 1 to 18 carbon atoms, R.sup.2 is a monovalent hydrocarbon group or a halogen-substituted hydrocarbon groups having 1 to 15 carbon atoms, R.sup.3 is an alkyl group having 1 to 6 carbon atoms, n is an integer from 1 to 3, and p is an integer from 1 to 3 wherein the optically-functional organic group is selected from groups consisting of phthalocyanine groups, porphyrin groups, tetraphenylbutadiene groups, azobenzene groups, bis(4-dimethylaminodithiobenzyl)-nickel groups and anthracene groups.

### Claim 2 (depends on 1)

The method of claim 1 wherein the monovalent organic groups substituted on the silicon atoms of the organopolysiloxane resin are selected from alkyl groups, alkenyl groups, aryl groups, fluoro-substituted alkyl groups, and chloro-substituted alkyl groups and the organopolysiloxane resin contains 0.1 to 4 weight percent of hydroxyl groups on silicon atoms.

### Claim 3 (depends on 1)

The method of claim 1 wherein the optically-functional constituent is 9-(2-triethoxysilylethyl)anthracene.

### Claim 4 (depends on 1)

The organopolysiloxane material containing an optically-functional constituent prepared by the method of claim 1.

### Claim 5 (depends on 2)

The organopolysiloxane material containing an optically-functional constituent prepared by the method of claim 2.

### Claim 6 (depends on 3)

The organopolysiloxane material containing an optically-functional constituent prepared by the method of claim 3.

### Claim 7 (depends on 1)

A transparent optically functional device made by forming the organopolysiloxane material, prepared by the method of claim 1, into a desired shape and then curing the organopolysiloxane material.

### Claim 8 (depends on 2)

A transparent optically functional device made by forming the organopolysiloxane material, prepared by the method of claim 2, into a desired shape and then curing the organopolysiloxane material.

### Claim 9 (depends on 3)

A transparent optically functional device made by forming the organopolysiloxane material, prepared by the method of claim 3, into a desired shape and then curing the organopolysiloxane material.
