IP Library Granted Patent US 12,353,133
Granted Patent B2
US 12,353,133 · App. 17/887,670 · Granted Jul 8, 2025

Silicon-containing composition and method of producing semiconductor substrate

Inventors: Ryuichi Serizawa (Tokyo, JP); Kengo Hirasawa (Tokyo, JP)
Assignee: JSR CORPORATION
G03F7/11C08G77/00C08G77/04C08G77/24C08G77/385C08G77/80G03F7/0757G03F7/2004G03F7/30G03F7/327
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Quick Facts
Patent No.
US 12,353,133
App. No.
17/887,670
Granted
Jul 8, 2025
Kind
B2
Abstract

A silicon-containing composition includes a polysiloxane compound and solvent. The polysiloxane compound includes a fluorine atom and a group including an ester bond. The polysiloxane compound preferably includes a first structural unit represented by formula (1), and a second structural unit represented by formula (2). X represents a monovalent organic group having 1 to 20 carbon atoms and comprising a fluorine atom; R 1 represents a halogen atom, a hydroxy group, or a monovalent organic group having 1 to 20 carbon atoms; Y represents a monovalent organic group having 1 to 20 carbon atoms and comprising an ester bond; and R 2 represents a halogen atom, a hydroxy group, or a monovalent organic group having 1 to 20 carbon atoms.

Claims (40)

1. A silicon-containing composition comprising:

a polysiloxane compound comprising a first structural unit represented by formula (1), and a second structural unit represented by formula (2); and

a solvent:

wherein,

in the formula (1), X represents an aromatic hydrocarbon group having 1 to 20 carbon atoms and comprising a substituent which comprises a fluorine atom; a is an integer of 1 to 3, wherein in a case in which a is no less than 2, a plurality of Xs are identical or different from each other; R 1 represents a halogen atom, a hydroxy group, or a monovalent organic group having 1 to 20 carbon atoms; and b is an integer of 0 to 2, wherein in a case in which b is 2, two R 1 s are identical or different from each other, and wherein a sum of a and b is no greater than 3, and

in the formula (2), Y represents a monovalent organic group having 1 to 20 carbon atoms and represented by formula (3-1), formula (3-3), or formula (3-4); c is an integer of 1 to 3, wherein in a case in which c is no less than 2, a plurality of Ys are identical or different from each other; R 2 represents a halogen atom, a hydroxy group, or a monovalent organic group having 1 to 20 carbon atoms; and d is an integer of 0 to 2, wherein in a case in which d is 2, two R 2 s are identical or different from each other, and wherein a sum of c and d is no greater than 3:

wherein, in the formula (3-1), L 1 represents a single bond, a divalent hydrocarbon group having 1 to 10 carbon atoms, or a group in which a heteroatom is included between adjacent carbon atoms of a divalent hydrocarbon group having 1 to 10 carbon atoms; R 3 represents a monovalent hydrocarbon group having 1 to 10 carbon atoms; and * denotes a site bonding to the silicon atom in the formula (2),

*-L 3 -R 5   (3-3)

in the formula (3-3), L 3 represents a single bond or a divalent linking group; R 5 represents a monovalent group having a lactone structure; and * denotes a site bonding to the silicon atom in the formula (2),

*-L 4 -R 6   (3-4)

in the formula (3-4), L 4 represents a single bond or a divalent linking group; R 6 represents a monovalent group having a cyclic carbonate structure; and * denotes a site bonding to the silicon atom in the formula (2).

2. The silicon-containing composition according to claim 1 , wherein the polysiloxane compound further comprises a third structural unit represented by formula (4):

wherein, in the formula (4), R 7 represents a halogen atom, a hydroxy group, or a monovalent organic group having 1 to 20 carbon atoms; and e is an integer of 1 to 3, wherein in a case in which e is no less than 2, a plurality of R 7 s are identical or different from each other.

3. The silicon-containing composition according to claim 1 , wherein the polysiloxane compound further comprises a fourth structural unit represented by formula (5):

(SiO 4/2 )  (5).

4. The silicon-containing composition according to claim 1 , wherein a proportion of the first structural unit with respect to total structural units constituting the polysiloxane compound is no less than 1 mol % and no greater than 40 mol %.

5. The silicon-containing composition according to claim 1 , wherein a proportion of the second structural unit with respect to total structural units constituting the polysiloxane compound is no less than 1 mol % and no greater than 20 mol %.

6. A method of producing a semiconductor substrate, the method comprising:

applying the silicon-containing composition according to claim 1 directly or indirectly on a substrate to form a silicon-containing film;

applying a composition for resist film formation directly or indirectly on the silicon-containing film to form a resist film;

exposing the resist film to a radioactive ray; and

developing with an organic solvent, the resist film exposed.

7. The method according to claim 6 , further comprising before the applying of the silicon-containing composition,

forming an organic underlayer film directly or indirectly on the substrate.

8. The method according to claim 6 , further comprising after the applying of the silicon-containing composition,

removing the silicon-containing film with a removing liquid comprising a base.

9. The method according to claim 8 , wherein

the removing liquid is a liquid comprising a base and water, or a liquid comprising a base, hydrogen peroxide, and water.

10. The method according to claim 6 , wherein the polysiloxane compound further comprises a third structural unit represented by formula (4):

wherein, in the formula (4), R 7 represents a halogen atom, a hydroxy group, or a monovalent organic group having 1 to 20 carbon atoms; and e is an integer of 1 to 3, wherein in a case in which e is no less than 2, a plurality of R 7 s are identical or different from each other.

11. The method according to claim 6 , wherein the polysiloxane compound further comprises a fourth structural unit represented by formula (5):

(SiO 4/2 )  (5).

12. The method according to claim 6 , wherein a proportion of the first structural unit with respect to total structural units constituting the polysiloxane compound is no less than 1 mol % and no greater than 40 mol %.

13. The method according to claim 6 , wherein a proportion of the second structural unit with respect to total structural units constituting the polysiloxane compound is no less than 1 mol % and no greater than 20 mol %.

14. The silicon-containing composition according to claim 1 , wherein in the formula (2), Y is represented by formula (3-1), and in the formula (3-1), R 3 is a group that bonds to the ethereal oxygen atom of the carbonyloxy group in the formula (3-1) at a tertiary carbon atom.

15. The silicon-containing composition according to claim 1 , wherein in the formula (2), Y is represented by formula (3-3), and in the formula (3-3), L 3 represents a single bond, a divalent hydrocarbon group having 1 to 10 carbon atoms, or a group in which a heteroatom is included between adjacent carbon atoms of a divalent hydrocarbon group having 1 to 10 carbon atoms.

16. The silicon-containing composition according to claim 1 , wherein in the formula (2), Y is represented by formula (3-4), and in the formula (3-4), L 4 represents a single bond, a divalent hydrocarbon group having 1 to 10 carbon atoms, or a group in which a heteroatom is included between adjacent carbon atoms of a divalent hydrocarbon group having 1 to 10 carbon atoms.

17. The method according to claim 6 , wherein in the formula (2), Y is represented by formula (3-1), and in the formula (3-1), R 3 is a group that bonds to the ethereal oxygen atom of the carbonyloxy group in the formula (3-1) at a tertiary carbon atom.

18. The method according to claim 6 , wherein in the formula (2), Y is represented by formula (3-3), and in the formula (3-3), L 3 represents a single bond, a divalent hydrocarbon group having 1 to 10 carbon atoms, or a group in which a heteroatom is included between adjacent carbon atoms of a divalent hydrocarbon group having 1 to 10 carbon atoms.

19. The method according to claim 6 , wherein in the formula (2), Y is represented by formula (3-4), and in the formula (3-4), L 4 represents a single bond, a divalent hydrocarbon group having 1 to 10 carbon atoms, or a group in which a heteroatom is included between adjacent carbon atoms of a divalent hydrocarbon group having 1 to 10 carbon atoms.

Assignments (3)
MERGER Recorded Apr 21, 2025
From: JSR CORPORATION
To: JICC-02 CO., LTD.
Reel/Frame 070894/0405 →
CHANGE OF NAME Recorded Apr 21, 2025
From: JICC-02 CO., LTD.
To: JSR CORPORATION
Reel/Frame 070894/0498 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 22, 2022
From: SERIZAWA, RYUICHI; HIRASAWA, KENGO
To: JSR CORPORATION
Reel/Frame 061853/0607 →
Priority Claims (1)
JP 2020-026649 · Feb 19, 2020 · national
Continuity (3)
Continuation PCTJP2021002615 · Jan 26, 2021
Related Publication 20220403116A1 · Dec 22, 2022
Related Publication 20230250238A9 · Aug 10, 2023
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