IP Library Granted Patent US 10,414,661
Granted Patent B2
US 10,414,661 · App. 15/523,921 · Granted Sep 17, 2019

Method of producing silicon hydride oxide-containing solvent

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Quick Facts
Patent No.
US 10,414,661
App. No.
15/523,921
Granted
Sep 17, 2019
Kind
B2
Abstract

A method of producing a silicon hydride oxide-containing organic solvent (coating solution) is provided with which a silicon hydride oxide coating film can be formed on a substrate. Using the silicon hydride oxide-containing organic solvent makes it unnecessary to place a coating solution in non-oxidizing atmosphere at the time of coating or to heat the substrate after coating because the silicon hydride oxide is formed in the coating solution before it is coated. The method includes blowing an oxygen-containing gas through an organic solvent containing a silicon hydride or a polymer thereof. The silicon hydride oxide may contain a proportion of (residual Si-H groups)/(Si-H groups before oxidation) of 1 to 40 mol %. The silicon hydride can be obtained by reacting a cyclic silane with a hydrogen halide in the presence of an aluminum halide, and reducing the obtained cyclic halosilane.

Claims (26)

1. A method of producing a silicon hydride oxide-containing solvent comprising:

obtaining a cyclic silane expressed by Formula (3):

(SiH 2 ) n   Formula (3)

where n is an integer of 4 to 6, or a polymer thereof, wherein obtaining the cyclic silane expressed by Formula (3) comprises:

reacting a cyclic silane expressed by Formula (1):

(SiR 1 R 2 ) n   Formula (1)

where R 1 and R 2 independently indicate a hydrogen atom, a phenyl group, or a substituted phenyl group, but where both R 1 and R 2 are not hydrogen atoms, and n is an integer of 4 to 6, with a hydrogen halide in an organic solvent in the presence of an aluminum halide to obtain a solution containing a cyclic silane: expressed by Formula (2):

(SiR 3 R 4 ) n   Formula (2)

where each of R 3 and R 4 indicates a halogen atom, and n is an integer of 4 to 6, then after obtaining the solution containing the cyclic silane expressed by Formula (2), performing a distillation on the solution, and then

reducing the cyclic silane expressed by Formula (2) with hydrogen or a lithium aluminum hydride to form the cyclic silane expressed by Formula (3); and

blowing an oxygen-containing gas through an organic solvent containing the cyclic silane expressed by Formula (3) or a polymer thereof, wherein the polymer of the cyclic silane expressed by Formula (3) is obtained by polymerizing the cyclic silane expressed by Formula (3).

2. The method according to claim 1 , wherein the silicon hydride comprises cyclopentasilane.

3. The method according to claim 1 , Wherein the silicon hydride oxide contains a proportion of (residual Si-H groups)/(Si-H groups before oxidation) of 1 to 40 mol %).

4. The method according to claim 1 , wherein the organic solvent contains the polymer of the cyclic silane expressed by Formula (3).

5. The method according to claim 1 , wherein the oxygen-containing gas is air.

6. The method according to claim 4 , further comprising generating the polymer of the cyclic silane expressed by Formula (3) by contacting the cyclic silane expressed by Formula (3) with metallic rhodium in an inert atmosphere.

7. The method according to claim 1 , wherein the organic solvent contains the cyclic silane expressed by Formula (3).

8. The method according to claim 1 , wherein each of R 1 and R 2 indicate the phenyl group.

9. The method according to claim 8 , wherein the cyclic silane expressed by Formula (1) is reacted with the hydrogen halide in cyclohexane, and the solution further includes cyclohexylbenzene.

10. The method according to claim 2 , wherein each of R 1 and R 2 indicate the phenyl group.

11. The method according to claim 10 , wherein the cyclic silane expressed by Formula (1) is reacted with the hydrogen halide in cyclohexane, and the solution further includes cyclohexylbenzene.

12. The method according to claim 4 , wherein each of R 1 and R 2 indicate the phenyl group.

13. The method according to claim 12 , Wherein the cyclic silane expressed by Formula (1) is reacted with the hydrogen halide in cyclohexane, and the solution further includes cyclohexylbenzene.

14. The method according to claim 1 , wherein the hydrogen halide is hydrogen chloride.

15. The method according to claim 10 , wherein the aluminum halide is aluminum chloride.

16. The method according to claim 11 , wherein each of R 3 and R 4 is chlorine.

Assignments (4)
CHANGE OF NAME Recorded Aug 22, 2022
From: THIN FILM ELECTRONICS ASA
To: ENSURGE MICROPOWER ASA
Reel/Frame 061298/0249 →
SECURITY INTEREST Recorded Jun 9, 2020
From: THIN FILM ELECTRONICS, INC.; THIN FILM ELECTRONICS, ASA
To: UTICA LEASECO, LLC
Reel/Frame 053472/0129 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 1, 2017
From: GOTO, YUICHI; ENDO, MASAHISA; SON, GUN; NAGAI, KENTARO
To: NISSAN CHEMICAL INDUSTRIES, LTD.
Reel/Frame 042567/0891 →
CONFIRMATORY ASSIGNMENT Recorded Jun 1, 2017
From: NISSAN CHEMICAL INDUSTRIES, LTD.
To: THIN FILM ELECTRONICS ASA
Reel/Frame 042665/0927 →