IP Library Granted Patent US 10,947,412
Granted Patent B2
US 10,947,412 · App. 16/210,153 · Granted Mar 16, 2021

Crack-resistant silicon-based planarizing compositions, methods and films

Inventors: Hong Min Huang (Shanghai, CN); Helen Xiao Xu (Sunnyvale, CA)
Assignee: Honeywell International Inc.
C09D183/10C09D7/63C09D7/65C09D7/80C09G1/16H01L21/31051C08K5/19C08L83/08
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Quick Facts
Patent No.
US 10,947,412
App. No.
16/210,153
Granted
Mar 16, 2021
Kind
B2
Abstract

A composition for planarizing a semiconductor device surface includes a silicon-based material and a cross-linker including a siloxane compound according to the general formula: wherein R is an aliphatic comprising group and R 1 , R 2 , R 3 , R 4 , R 5 , and R 6 are each independently selected from the group consisting of: H or an alkyl group with substituted or unsubstituted carbons.

Claims (29)

1. A composition for planarizing a surface of a semiconductor device, the composition comprising:

a silicon-based material including a polysiloxane resin, the polysiloxane resin formed from monomers consisting of methyltriethoxysilane, dimethyldiethoxysilane, and phenyl triethoxysilane;

at least one solvent;

a catalyst; and

a cross-linker including a siloxane compound according to the general formula:

wherein R is an aliphatic comprising group and R 1 , R 2 , R 3 , R 4 , R 5 , and R 6 are each independently selected from the group consisting of: H or an alkyl group with substituted or unsubstituted carbons.

2. The composition of claim 1 , wherein the cross-linker includes at least one of: bis-(trimethoxysilylpropyl) amine, bis(triethoxysilyl) methane, 1,2-bis(triethoxysilyl) ethane and 1-(triethoxysilyl)-2-(diethoxymethylsilyl) ethane.

3. The composition of claim 2 , wherein the cross-linker consists of bis-(trimethoxysilylpropyl) amine.

4. The composition of claim 1 , wherein a concentration of the cross-linker is from 0.01 weight percent to 5 weight percent of the composition.

5. The composition of claim 1 , wherein the at least one solvent includes at least one of: ethyl lactate, propylene glycol propyl ether, propylene glycol monomethyl ether acetate, ethanol, isopropyl alcohol, and n-butyl acetate.

6. The composition of claim 1 , wherein the catalyst includes at least one of: tetramethylammonium acetate, tetramethylammonium hydroxide, tetrabutylammonium acetate, cetyltrimethylammonium acetate, and tetramethylammonium nitrate.

7. The composition of claim 1 , further including a surfactant.

8. A method for making a planarizing composition, the method comprising:

dissolving a silicon-based material in one or more solvents to form a silicon-based material solution, the silicon-based material including a polysiloxane resin, the polysiloxane resin formed from monomers consisting of methyltriethoxysilane, dimethyldiethoxysilane, and phenyl triethoxysilane;

adding a catalyst to the silicon-based material solution; and

adding a cross-linker to the silicon-based material solution, the cross-linker includes a siloxane compound according to the general formula:

wherein R is an aliphatic comprising group and R 1 , R 2 , R 3 , R 4 , R 5 , and R 6 are each independently selected from the group consisting of: H or an alkyl group with substituted or unsubstituted carbons.

9. The method of claim 8 , wherein the cross-linker includes at least one of: bis-(trimethoxysilylpropyl) amine, bis(triethoxysilyl) methane, 1,2-bis(triethoxysilyl) ethane, and 1-(triethoxysilyl)-2-(diethoxymethylsilyl) ethane.

10. The method of claim 9 , wherein the cross-linker consists of bis-(trimethoxysilylpropyl) amine.

11. The method of claim 8 , wherein the catalyst includes at least one of: tetramethylammonium acetate, tetramethylammonium hydroxide, tetrabutylammonium acetate, cetyltrimethylammonium acetate, and tetramethylammonium nitrate.

12. The method of claim 8 , wherein a concentration of the cross-linker is from 0.01 weight percent to 5 weight percent of the composition.

13. A planarizing film for a semiconductor device, the film comprising:

a cured silicon-based polymer including a polysiloxane resin, the polysiloxane resin formed from monomers consisting of methyltriethoxysilane, dimethyldiethoxysilane, and phenyl triethoxysilane;

a residue of a catalyst; and

a residue of a cross-linker, the residue of the cross-linker including a residue of a siloxane compound according to the general formula:

wherein R is an aliphatic comprising group and R 1 , R 2 , R 3 , R 4 , R 5 , and R 6 are each independently selected from the group consisting of: H or an alkyl group with substituted or unsubstituted carbons.

14. The planarizing film of claim 13 , wherein the residue of the cross-linker includes a residue of at least one of: bis-(trimethoxysilylpropyl) amine, bis(triethoxysilyl) methane, 1,2-bis(triethoxysilyl) ethane, and 1-(triethoxysilyl)-2-(diethoxymethylsilyl) ethane.

15. The planarizing film of claim 13 , wherein the residue of the catalyst includes at least one of: tetramethylammonium acetate, tetramethylammonium hydroxide, tetrabutylammonium acetate, cetyltrimethylammonium acetate, and tetramethylammonium nitrate.

16. The planarizing film of claim 13 , wherein the planarizing film has a film thickness over a portion of the semiconductor device that is greater than 3 microns.

Assignments (2)
SECURITY INTEREST Recorded Jan 12, 2026
From: SOLSTICE ADVANCED MATERIALS US, INC.
To: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 074569/0260 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 11, 2018
From: HUANG, HONG MIN; XU, HELEN XIAO
To: HONEYWELL INTERNATIONAL INC.
Reel/Frame 047739/0645 →
Continuity (2)
Provisional Application 62607454 · Dec 19, 2017
Related Publication 20190185708A1 · Jun 20, 2019