# US 10,370,565 B2 · Fluoroalkyl group-containing curable organopolysiloxane composition, cured product of same, and electronic component and display device each of which is provided with said cured product

> Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt

- Number: US 10,370,565 B2
- Document ID: US10370565B2
- Status: Granted
- Kind: B2
- Application number: 15/535,616
- Filed: 2015-12-11
- Published: 2018-08-02
- Granted: 2019-08-06
- Earliest claimed: 2014-12-16
- Assignees: Dow Toray Co., Ltd.
- Applicants: Dow Corning Toray Co., Ltd.
- Inventors: Hiroshi Fukui; Toru Masatomi; Takuya Ogawa
- Web page: https://patentgrep.com/patent/US10370565B2

## CPC

- C09J 7/38: Pressure-sensitive adhesives [PSA]
- B32B 15/16: next to a particulate layer
- B32B 15/20: comprising aluminium or copper {(B32B15/016 and B32B15/017 take precedence)}
- C09J 7/255: {Polyesters}
- H01M 4/131: Electrodes based on mixed oxides or hydroxides, or on mixtures of oxides or hydroxides, e.g. LiCoOx
- H01M 4/133: Electrodes based on carbonaceous material, e.g. graphite-intercalation compounds or CFx
- H01M 4/483: {for non-aqueous cells (H01M4/485 takes precedence)}
- H01M 4/621: {Binders}
- H01M 4/625: {Carbon or graphite}
- H01M 10/0525: Rocking-chair batteries, i.e. batteries with lithium insertion or intercalation in both electrodes; Lithium-ion batteries
- B32B 2264/104: Oxysalt, e.g. carbonate, sulfate, phosphate or nitrate particles
- B32B 2264/108: Carbon, e.g. graphite particles
- B32B 2264/12: Mixture of at least two particles made of different materials
- B32B 2307/202: Conductive
- B32B 2457/10: Batteries
- C09J 2467/006: in the substrate
- C09J 2483/00: Presence of polysiloxane
- G06F 3/041: Digitisers, e.g. for touch screens or touch pads, characterised by the transducing means
- H01M 2004/027: {Negative electrodes}
- Y02E 60/10: Energy storage using batteries
- 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)
- B32B: LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- H01M: PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- G06F: ELECTRIC DIGITAL DATA PROCESSING (computer systems based on specific computational models G06N)
- Y02E: REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION

## Abstract

A curable organopolysiloxane composition containing a fluoroalkyl group, the curable organopolysiloxane composition containing: (A) (R13SiO1/2)a(R22SiO)b(R3SiO3/2)c(SiO2)d where 10 mol % or more of substitution groups are fluoroalkyl groups, other substitution groups are alkyl groups or the like, and a, b, c, and d represent a number satisfying 0≤a≤0.5, 0≤b≤0.7, 0≤c≤1, 0≤d≤0.7, 0.3≤c+d≤1, and a+b+c+d=1; (B) R43Si(OSiR42)eOSiR43 where 5 mol % or more of substitution groups are fluoroalkyl groups, and of other R4s, at least two are alkenyl groups; (C) is an organohydrogen polysiloxane; (D) is an effective amount of a hydrosilylation reaction catalyst; and (E) is a solvent. The curable composition provides a high dielectric constant and favorable transparency. A pressure-sensitive adhesive as a cured product thereof, and a display device, are also provided.

## Claims

### Claim 1

A curable organopolysiloxane composition containing a fluoroalkyl group, the curable organopolysiloxane composition comprising:
(A) 1 to less than 80 mass % of an organopolysiloxane as expressed by average unit formula (I) with regard to the sum of components (A) to (D)
(R13SiO1/2)a(R22SiO)b(R3SiO3/2)c(SiO2)d (I)
where 10 mol % or more of all substitution groups on a silicon atom as expressed by R1, R2, and R3 are fluoroalkyl groups as expressed by (CpF2p+1)—R— where R represents an alkylene group with 1 to 10 carbon atoms, and p represents an integer from 1 to 8,
where the substitution groups as expressed by R1, R2, and R3 are the same or different fluoroalkyl groups, alkyl groups with 1 to 12 carbon atoms, alkenyl groups with 2 to 12 carbon atoms, aryl groups with 6 to 20 carbon atoms, aralkyl groups with 7 to 20 carbon atoms, a hydroxyl group, or alkoxy groups with 1 to 6 carbon atoms, and
where a, b, c, and d are numbers that satisfy 0≤a≤0.5, 0≤b≤0.7, 0≤c≤1, 0≤d≤0.7, 0.3≤c+d≤1, and a+b+c+d=1;
(B) 20 to less than 99 mass % of an organopolysiloxane as expressed by average unit formula (II) with regard to the sum of components (A) to (D)
R43Si(OSiR42)eOSiR43 (II)
where 5 mol % or more of all substitution groups on a silicon atom as expressed by R4 are fluoroalkyl groups as expressed by (CpF2p+1)—R— where R and p are the same as above,
where R4 is the same or different fluoroalkyl groups, alkyl groups with 1 to 12 carbon atoms, alkenyl groups with 2 to 12 carbon atoms, aryl groups with 6 to 20 carbon atoms, aralkyl groups with 7 to 20 carbon atoms, a hydroxyl group, or alkoxy groups with 1 to 6 carbon atoms,
where of all of the R4s, at least two are alkenyl groups with 2 to 12 carbon atoms, and
where e represents a number that satisfies 5<e<100,000;
(C) an organohydrogen polysiloxane having at least two silicon-bonded hydrogen atoms in a molecule in an amount where the silicon atom-bonded hydrogen atoms in the molecule are 0.1 to 40 mols with regard to a total amount of 1 mol of alkenyl groups of component (A) and component (B);
(D) an effective amount of a hydrosilylation reaction catalyst; and
(E) 0 to 2,000 parts by mass of a solvent with regard to 100 parts by mass of the sum of components (A) to (D);
wherein the sum of components (A) and (B) is less than 100 mass % and the sum of components (A) to (D) is 100 mass %.

### Claim 2 (depends on 1)

The curable organopolysiloxane composition according to claim 1, wherein 0<c≤1.

### Claim 3 (depends on 1)

The curable organopolysiloxane composition according to claim 1, wherein the substitution group as expressed by R1, R2, and R3 for component (A) is the fluoroalkyl group, alkyl group with 1 to 12 carbon atoms, aryl group with 6 to 20 carbon atoms, aralkyl group with 7 to 20 carbon atoms, hydroxyl group, or alkoxy group with 1 to 6 carbon atoms.

### Claim 4 (depends on 1)

The curable organopolysiloxane composition according to claim 1, wherein the fluoroalkyl group as expressed by (CpF2p+1)—R— in component (A) and component (B) is a trifluoropropyl group.

### Claim 5 (depends on 1)

The curable organopolysiloxane composition according to claim 1, wherein component (C) is an organohydrogen polysiloxane having a group containing fluorine.

### Claim 6 (depends on 1)

The curable organopolysiloxane composition according to claim 1, wherein component (C) is an organohydrogen polysiloxane having a fluoroalkyl group as expressed by (CpF2p+1)—R—, where R and p are the same as above, in a molecule.

### Claim 7 (depends on 1)

The curable organopolysiloxane composition according to claim 1, wherein component (C) is a resin organohydrogen polysiloxane having a trifluoropropyl group in a molecule.

### Claim 8 (depends on 1)

A pressure-sensitive adhesive composition, comprising the curable organopolysiloxane composition according to claim 1.

### Claim 9 (depends on 1)

A cured product formed by curing the curable organopolysiloxane composition according to claim 1.

### Claim 10 (depends on 1)

A pressure-sensitive adhesive layer formed by curing the curable organopolysiloxane composition according to claim 1.

### Claim 11 (depends on 10)

The pressure-sensitive adhesive layer according to claim 10, which is in a film form and is substantially transparent.

### Claim 12 (depends on 11)

A display or display panel, comprising the pressure-sensitive adhesive layer according to claim 11.

### Claim 13 (depends on 1)

A laminate body, comprising a cured layer formed by curing the curable organopolysiloxane composition according to claim 1 on a film substrate.

### Claim 14 (depends on 13)

The laminate body according to claim 13, wherein the cured layer is a pressure-sensitive adhesive layer, and a peeling layer with regard to the pressure-sensitive adhesive layer is provided on a film substrate.

### Claim 15 (depends on 1)

A member for a display device or an electronic material, formed by curing the curable organopolysiloxane composition according to claim 1.

### Claim 16 (depends on 15)

A display device or an electronic component, comprising the member according to claim 15.

### Claim 17 (depends on 1)

A touch panel comprising:
a substrate on which a conductive layer is formed on one surface; and
a cured layer formed by curing the curable organopolysiloxane composition according to claim 1, adhered to the conductive layer of the substrate or a surface on an opposite side thereof.

### Claim 18 (depends on 17)

The touch panel according to claim 17, wherein the substrate is a resin film or glass plate on which an ITO layer is formed on one surface.
