IP Library Granted Patent US 10,357,947
Granted Patent B2
US 10,357,947 · App. 15/565,251 · Granted Jul 23, 2019

Fluoroalkyl-containing curable organopolysiloxane composition, cured object obtained therefrom, and electronic component or display device including said cured object

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Quick Facts
Patent No.
US 10,357,947
App. No.
15/565,251
Granted
Jul 23, 2019
Kind
B2
Abstract

A curable organopolysiloxane composition containing a fluoroalkyl group is disclosed. The composition comprises: (A) an organopolysiloxane containing a fluoroalkyl group, having at least two alkenyl groups in a molecule, where 10 mol % or more of all substitution groups on the silicon atoms is a fluoroalkyl group, and the average degree of polymerization is less than 150; (B) an organohydrogen polysiloxane having at least two silicon-bonded hydrogen atoms in a molecule at an amount where the silicon-bonded hydrogen atoms in the component is 0.1 to 1.0 mol with regard to a total of 1 mol of the alkenyl groups in component (A); (C) an effective amount of a hydrosilylation reaction catalyst; and optionally, (D) a solvent. The composition generally has a high dielectric constant and favorable transparency. A cured product and applications of the composition and the cured product thereof are also disclosed.

Claims (28)

1. A touch panel comprising:

a substrate where a conductive layer is formed on one surface; and

a film-shaped or sheet-shaped cured layer formed by curing a curable organopolysiloxane composition containing a fluoroalkyl group, adhered to the conductive layer of the substrate or a surface on an opposite side thereof; wherein the curable organopolysiloxane composition containing a fluoroalkyl group comprises:

(A) 100 parts by mass of an organopolysiloxane containing a fluoroalkyl group, having at least two alkenyl groups with 2 to 12 carbon atoms in a molecule, where 10 mol % or more of all substitution groups on the silicon atoms is a fluoroalkyl group as expressed by (C p F 2p+1 )—R— where R represents an alkylene group with 1 to 10 carbon atoms, and p represents an integer from 1 to 8, and the average degree of polymerization is less than 150;

(B) an organohydrogen polysiloxane having at least two silicon-bonded hydrogen atoms in a molecule at an amount where the silicon-bonded hydrogen atoms in the component is 0.1 to 1.0 mol with regard to a total of 1 mol of the alkenyl groups in component (A);

(C) an effective amount of a hydrosilylation reaction catalyst; and

(D) 0 to 2,000 parts by mass of a solvent, with regard to a total of 100 parts by mass of components (A) to (C).

2. The touch panel according to claim 1 , wherein component (A) is an organopolysiloxane as expressed by the following average unit formula (I):

R 1 R 2 2 Si(OSiR 1 R 2 ) e1 (OSiR 2 2 ) e2 OSiR 1 R 2 2   (I)

where R 1 represents the fluoroalkyl group as expressed by (C p F 2p+1 )—R— or an alkenyl group with 2 to 12 carbon atoms, R 2 independently represents an alkyl group with 1 to 12 carbon atoms, an aryl group with 6 to 20 carbon atoms, an aralkyl group with 7 to 20 carbon atoms, a hydroxyl group, or an alkoxy group with 1 to 6 carbon atoms, where of all R 1 s, at least two are alkenyl groups with 2 to 12 carbon atoms, and of all R 1 s and R 2 s, 10 mol % or more are the fluoroalkyl group; and e1 and e2 represent 0 or a positive number, and are numbers that satisfy 5<e1+e2<148.

3. The touch panel according to claim 1 , wherein component (A) is an organopolysiloxane as expressed by the following average unit formula (II):

R Vi R 2 2 Si(OSiR 2 R 3 ) e OSiR Vi R 2 2   (II)

where R Vi represents an alkenyl group with 2 to 12 carbon atoms, R 2 independently represents an alkyl group with 1 to 12 carbon atoms, an aryl group with 6 to 20 carbon atoms, an aralkyl group with 7 to 20 carbon atoms, a hydroxyl group, or an alkoxy group with 1 to 6 carbon atoms, R 3 represents the fluoroalkyl group as expressed by (C p F 2p+1 )—R—, and e is a number that satisfies 5<e<148.

4. The touch panel according to claim 1 , wherein the fluoroalkyl group as expressed by (C p F 2p+1 )—R— in component (A) is a trifluoropropyl group.

5. The touch panel according to claim 1 , wherein component (B) is an organohydrogen polysiloxane having a group containing fluorine.

6. The touch panel according to claim 1 , wherein component (B) is an organohydrogen polysiloxane having a fluoroalkyl group as expressed by (C p F 2p+1 )—R— where R represents an alkylene group with 1 to 10 carbon atoms, and p represents an integer from 1 to 8.

7. The touch panel according to claim 1 , wherein component (B) is an organohydrogen polysiloxane having a trifluoroalkyl group in a molecule.

8. The touch panel according to claim 1 , wherein component (B) is an organohydrogen polysiloxane as expressed by the following average unit formula (III) or (IV):

R 2 3 Si(OSiR 4 R 2 ) f1 (OSiR 2 2 ) f2 OSiR 2 3   (III)

where R 4 represents a fluoroalkyl group as expressed by (C p F 2p+1 )—R— where R represents an alkylene group with 1 to 10 carbon atoms, and p represents an integer from 1 to 8, or a silicon-bonded hydrogen atom, R 2 independently represents an alkyl group with 1 to 12 carbon atoms, an aryl group with 6 to 20 carbon atoms, an aralkyl group with 7 to 20 carbon atoms, a hydroxyl group, or an alkoxy group with 1 to 6 carbon atoms, where of all R 4 s, at least two are silicon-bonded hydrogen atoms, and f1 and f2 represent 0 or a positive number, and are numbers that satisfy 5<f1+f2<150;

(HR 2 2 SiO 1/2 ) f3 (R 5 SiO 3/2 ) f4   (IV)

where R 5 represents a fluoroalkyl group as expressed by (C p F 2p+1 )—R— where R represents the same group as above, and p represents the same number as above, R 2 represents the same group as above, f3 and f4 represent a positive number, and f3+f4 is a number where the weight average molecular weight of the organohydrogen polysiloxane as expressed by formula (IV) is within a range of 400 to 10,000.

9. The touch panel according to claim 1 , wherein component (A) is the following component (A1) or component (A2):

(A1) an organopolysiloxane having at least two alkenyl groups with 2 to 12 carbon atoms in a molecule, where 10 mol % or more of all substitution groups on the silicon atoms is the fluoroalkyl group as expressed by (C p F 2p+1 )—R—, the average degree of polymerization is less than 150, and the volume content rate of organopolysiloxane having a degree of polymerization of 250 or more is less than 10%; and

(A2) an organopolysiloxane containing a fluoroalkyl group, containing the following component (a1) and component (a2) with different molecular weight distribution, where the average degree of polymerization of the entire mixture is less than 150:

(a1) an organopolysiloxane having at least two alkenyl groups with 2 to 12 carbon atoms in a molecule, where 10 mol % or more of all substitution groups on the silicon atoms is the fluoroalkyl group as expressed by (C p F 2p+1 )—R—, and the average degree of polymerization is 200 or more; and

(a2) an organopolysiloxane having at least two alkenyl groups with 2 to 12 carbon atoms in a molecule, where 10 mol % or more of all substitution groups on the silicon atoms is the fluoroalkyl group as expressed by (C p F 2p+1 )—R—, and the average degree of polymerization is 50 or less.

10. The touch panel according to claim 1 , wherein the substrate on which the conductive layer is formed is a resin film or glass plate on which an ITO layer is formed on one surface.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 17, 2019
From: DOW CORNING TORAY CO., LTD.
To: DOW TORAY CO., LTD.
Reel/Frame 051322/0925 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 10, 2017
From: FUKUI, HIROSHI; MASATOMI, TORU; OGAWA, TAKUYA
To: DOW CORNING TORAY CO., LTD.
Reel/Frame 043825/0380 →