# US 8,787,723 B2 · Resin composition for forming optical waveguide, resin film for forming optical waveguide, and optical waveguide

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- Number: US 8,787,723 B2
- Document ID: US8787723B2
- Status: Granted
- Kind: B2
- Application number: 13/266,857
- Filed: 2010-04-28
- Published: 2012-03-29
- Granted: 2014-07-22
- Earliest claimed: 2009-04-30
- Assignees: Hitachi Chemical Company, Ltd.
- Applicants: Tatsuya Makino; Toshihiko Takasaki; Masami Ochiai; Atsushi Takahashi
- Inventors: Tatsuya Makino; Toshihiko Takasaki; Masami Ochiai; Atsushi Takahashi
- Web page: https://patentgrep.com/patent/US8787723B2

## CPC

- G02B 6/1221: {made from organic materials}
- C08F 283/065: {on to unsaturated polyethers, polyoxymethylenes or polyacetals}
- C08F 290/142: {Polyethers}
- C08G 59/1461: {Unsaturated monoacids}
- C08L 63/00: Compositions of epoxy resins; Compositions of derivatives of epoxy resins
- C08L 71/00: Compositions of polyethers obtained by reactions forming an ether link in the main chain (of polyacetals C08L59/00; of epoxy resins C08L63/00; of polythioether-ethers C08L81/02; of polyether-sulfones C08L81/06); Compositions of derivatives of such polymers
- G02B 6/138: by using polymerisation
- C08G 2261/12: Copolymers
- C08G 2650/48: containing fluorine, e.g. perfluropolyethers
- C08L 2205/05: containing polymer components which can react with one another
- G02B: OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- 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
- C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06)

## Abstract

A resin composition for forming an optical waveguide, containing (A) a polyhydroxy polyether having an ethylenically unsaturated group on a side chain and an aromatic ring on a main chain, (B) a polymerizable compound having an ethylenically unsaturated group, and (C) a radical polymerization initiator; a resin film for forming an optical waveguide; and an optical waveguide having a core part formed by using the resin film for forming an optical waveguide.

## Claims

### Claim 1

A resin composition for forming an optical waveguide, comprising (A) a polyhydroxy polyether having an ethylenically unsaturated group on a side chain and an aromatic ring on a main chain, (B) a polymerizable compound having an ethylenically unsaturated group, and (C) a radical polymerization initiator,
wherein the component (A) has structural units represented by the following general formulae (3) and (2), wherein the polyhydroxy polyether has structural units represented by the general formula (3) in a content of 3 to 70% by mol, and has structural units represented by the general formula (2) in a content of 30 to 97% by mol:
wherein R36 represents a hydrogen atom or a methyl group; X1 represents a divalent group selected from
wherein R2 to R18 each independently represent a hydrogen atom, a fluorine atom or an organic group having from 1 to 20 carbon atoms; Z1 represents a single bond or a divalent group selected from an oxygen atom, a sulfur atom, —CH2—, —C(CH3)2—, —CF2—, —C(CF3)2—, —SO2—,
wherein a represents an integer of from 2 to 10; Y1 represents a single bond or a divalent organic group having from 1 to 20 carbon atoms; and Y4 represents a divalent organic group having from 1 to 18 carbon atoms, and
wherein X2 represents a divalent group selected from
wherein R19 to R35 each independently represent a hydrogen atom, a fluorine atom or an organic group having from 1 to 20 carbon atoms; Z2 represents a single bond, an oxygen atom, a sulfur atom or a divalent group selected from —CH2—, —C(CH3)2—, —CF2—, —C(CF3)2—, —SO2—,
wherein b represents an integer of from 2 to 10; and Y3 represents a single bond or a divalent organic group having from 1 to 20 carbon atoms.

### Claim 2 (depends on 1)

The resin composition for forming an optical waveguide according to claim 1, wherein an amount of the component (A) mixed is from 10 to 90% by mass based on a total amount of the component (A) and the component (B); an amount of the component (B) mixed is from 10 to 90% by mass based on a total amount of the component (A) and the component (B); and an amount of the component (C) mixed is from 0.1 to 10 parts by mass per 100 parts by mass of a total amount of the component (A) and the component (B).

### Claim 3 (depends on 1)

The resin composition for forming an optical waveguide according to claim 1, wherein the polymerizable compound having an ethylenically unsaturated group (B) is a compound containing at least one selected from the group consisting of an alicyclic structure, a heterocyclic structure, an aryl group, an aryloxy group and an aralkyl group in a molecule thereof.

### Claim 4 (depends on 1)

The resin composition for forming an optical waveguide according to claim 1, wherein the polymerizable compound having an ethylenically unsaturated group (B) is a (meth)acrylate.

### Claim 5 (depends on 4)

The resin composition for forming an optical waveguide according to claim 4, wherein the polymerizable compound having an ethylenically unsaturated group (B) is at least one of (meth)acrylates represented by the following general formulae (4) to (6):
wherein R37 represents a hydrogen atom or a methyl group; R38 represents any one monovalent group selected from
wherein R39 to R52 each independently represent any one selected from a hydrogen atom, a fluorine atom and an organic group having from 1 to 20 carbon atoms; Z3 represents a single bond, an oxygen atom, a sulfur atom or a divalent group selected from —CH2—, —C(CH3)2—, —CF2—, —C(CF3)2—, —SO2—,
wherein c represents an integer of from 2 to 10; W1 contains an oxygen atom, a sulfur atom or a divalent group selected from —OCH2—, —SCH2—, —O(CH2CH2O)d—, —O[CH2CH(CH3)O]e—, —O[(CH2)5CO2]f— and —OCH2CH(OH)CH2O—, wherein d to f represent an integer of from 1 to 10,
wherein R53 and R54 each independently represent a hydrogen atom or a methyl group; R55 to R60 each independently represent any one selected from a hydrogen atom, a fluorine atom and an organic group having from 1 to 20 carbon atoms; Z4 represents a single bond, an oxygen atom, a sulfur atom or a divalent group selected from —CH2—, —C(CH3)2—, —CF2—, —C(CF3)2—, —SO2—,
wherein g represents an integer of from 2 to 10; and W2 and W3 each independently contain an oxygen atom, a sulfur atom or a divalent group selected from —OCH2—, —SCH2—, —O(CH2CH2O)h—, —O[CH2CH(CH3)O]i— and —O[(CH2)5CO2]j—, wherein h to j each independently represent an integer of from 1 to 10,
wherein k represents an integer of from 1 to 10; R61 and R62 each independently represent a hydrogen atom or a methyl group; R63 to R68 each independently represent any one selected from a hydrogen atom, a fluorine atom and an organic group having from 1 to 20 carbon atoms; Z5 represents a single bond, an oxygen atom, a sulfur atom or a divalent group selected from —CH2—, —C(CH3)2—, —CF2—, —C(CF3)2—, —SO2—,
wherein I represents an integer of from 2 to 10; and W4 and W5 each independently contain an oxygen atom or a divalent group selected from —O(CH2CH2O)m—, —O[CH2CH(CH3)O]n— and —O[(CH2)5CO2]o—, wherein m to o each independently represent an integer of from 1 to 10.

### Claim 6 (depends on 1)

The resin composition for forming an optical waveguide according to claim 1, wherein the radical polymerization initiator (C) is a photo radical polymerization initiator.

### Claim 7 (depends on 1)

A resin film for forming an optical waveguide formed by using the resin composition for forming an optical waveguide according to claim 1.

### Claim 8 (depends on 1)

An optical waveguide comprising a core part formed by using the resin composition for forming an optical waveguide according to claim 1.

### Claim 9 (depends on 7)

An optical waveguide comprising a core part formed by using the resin film for forming an optical waveguide according to claim 7.

### Claim 10 (depends on 8)

The optical waveguide according to claim 8, wherein the optical waveguide has an optical transmission loss of 0.3 dB/cm or less.

### Claim 11 (depends on 8)

The optical waveguide according to claim 8, wherein the optical waveguide has an optical transmission loss of 0.3 dB/cm or less with a light source having a wavelength of 850 nm after performing a high temperature and high humidity shelf test at a temperature of 85° C. and a humidity of 85% for 1,000 hours.

### Claim 12 (depends on 8)

The optical waveguide according to claim 8, wherein the optical waveguide has an optical transmission loss of 0.3 dB/cm or less with a light source having a wavelength of 850 nm after performing a temperature cycle test between temperatures of −55° C. and 125° C. in 1,000 cycles.

### Claim 13 (depends on 8)

The optical waveguide according to claim 8, wherein the optical waveguide has an optical transmission loss of 0.3 dB/cm or less with a light source having a wavelength of 850 nm after performing a reflow test with a maximum temperature of 265° C. three times.

### Claim 14 (depends on 1)

The resin composition for forming an optical waveguide according to claim 1, wherein content of the polyhydroxy polyether in the resin composition is 10 to 90% by mass based on the total amount of the polyhydroxy polyether and the polymerizable compound having an ethylenically unsaturated group.

### Claim 15 (depends on 14)

The resin composition for forming an optical waveguide according to claim 14, wherein content of the polymerizable compound having an ethylenically unsaturated group in the resin composition is 10 to 90% by mass based on the total amount of the polyhydroxy polyether and the polymerizable compound having an ethylenically unsaturated group.