IP Library Granted Patent US 11,745,216
Granted Patent B2
US 11,745,216 · App. 17/847,228 · Granted Sep 5, 2023

Method for producing film

Inventors: Ryo Kumegawa (Tokyo, JP); Sosuke Osawa (Tokyo, JP); Miki Tamada (Tokyo, JP); Ken Maruyama (Tokyo, JP); Motohiro Shiratani (Tokyo, JP)
Assignee: JSR CORPORATION
B05D1/327C08J5/18B05D2401/10C08F297/023
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Quick Facts
Patent No.
US 11,745,216
App. No.
17/847,228
Granted
Sep 5, 2023
Kind
B2
Abstract

A method for producing a film includes: coating a surface of a substrate with a composition containing a polymer having a structural unit represented by formula (1) and having a number average molecular weight of 13000 or more and a solvent, heating a coating film formed by the coating, and removing, with a rinsing liquid, a part of the coating film after the heating, wherein the rinsing liquid to be used contains a basic compound. In the formula (1), Y 1 is a single bond, —CO—NR 2 —, a divalent aromatic ring group, a divalent group containing —O—, or a divalent group containing —CO—NR 2 —. A 1 is a single bond, —O—, —S—, or —NR 3 —. R 1 is a hydrogen atom, a monovalent hydrocarbon group, a monovalent halogenated hydrocarbon group, or a monovalent group having a heterocyclic structure.

Claims (33)

1. A method for producing a film, comprising:

coating a surface of a substrate with a composition comprising a polymer and a solvent to form a coating film on the surface of the substrate, the substrate comprising: a first region comprising at least one metal selected from the group consisting of copper, iron, zinc, cobalt, aluminum, titanium, tin, tungsten, zirconium, tantalum, germanium, molybdenum, ruthenium, gold, silver, platinum, palladium and nickel; and a second region different from the first region and comprising silicon, in a surface layer thereof;

heating the coating film; and

removing, with a rinsing liquid, the coating film on the second region while keeping the coating film on the first region remained, after the heating,

wherein the polymer comprises, at a terminal portion of a main chain thereof, at least one functional group selected from the group consisting of: a group having a carbon-carbon unsaturated bond; a carboxy group; a cyano group; an alcoholic hydroxy group; a thiol group; —NR 4 R 5 ; —CO—NR 4 R 5 ; —SO 2 R 4 ; —P(═O)(OR 4 )(OR 5 ); and a group comprising a nitrogen-containing heterocycle, wherein R 4 and R 5 are each independently a hydrogen atom or a monovalent hydrocarbon group having 1 to 6 carbon atoms,

the polymer further comprises a structural unit represented by formula (1), and has a number average molecular weight of 13000 or more, and

the rinsing liquid comprises a solvent and a basic compound dissolved or dispersed in the solvent:

wherein R A is a hydrogen atom, a halogen atom, an alkyl group having 1 to 8 carbon atoms, or a halogenated alkyl group having 1 to 8 carbon atoms; Y 1 is a single bond, —CO—NR 2 —, a divalent aromatic ring group, a divalent group comprising —O—, or a divalent group comprising —CO—NR 2 —; R 2 is a hydrogen atom or an alkyl group having 1 to 5 carbon atoms; A 1 is a single bond, —O—, —S—, or —NR 3 —; R 3 is a hydrogen atom or an alkyl group having 1 to 5 carbon atoms; R 1 is a hydrogen atom, a monovalent hydrocarbon group, a monovalent halogenated hydrocarbon group, or a monovalent group comprising a heterocyclic structure; and R 1 is not a hydrogen atom when A 1 is a single bond.

2. The method for producing a film according to claim 1 , wherein the polymer comprises 50 mol % or more of the structural unit represented by the formula (1) relative to total structural units constituting the polymer.

3. The method for producing a film according to claim 1 ,

wherein the basic compound included in the rinsing liquid has an acid dissociation constant of 5.2 or more.

4. The method for producing a film according to claim 1 ,

wherein the basic compound included in the rinsing liquid is at least one selected from the group consisting of an amine compound, an aromatic heterocyclic compound, ammonia, and ammonium hydroxide.

5. The method for producing a film according to claim 1 ,

wherein the basic compound included in the rinsing liquid is at least one selected from the group consisting of diazabicycloundecene, 1,4-diazabicyclo[2,2,2]octane, tetramethylammonium hydroxide, tetrabutylammonium hydroxide, and ammonia.

6. The method for producing a film according to claim 1 ,

wherein the basic compound included in the rinsing liquid has an acid dissociation constant of 5.2 or more, and is at least one compound selected from the group consisting of an amine compound, an aromatic heterocyclic compound, ammonia, and ammonium hydroxide.

7. The method for producing a film according to claim 6 , wherein a content of the basic compound in the rinsing liquid relative to a total mass of the rinsing liquid is 0.05 mass % or more and 20 mass % or less.

8. The method for producing a film according to claim 6 , wherein a content of the basic compound in the rinsing liquid relative to a total mass of the rinsing liquid is 0.1 mass % or more and 10 mass % or less.

9. The method for producing a film according to claim 6 , wherein a content of the basic compound in the rinsing liquid relative to a total mass of the rinsing liquid is 0.2 mass % or more and 5 mass % or less.

10. The method for producing a film according to claim 1 ,

wherein the solvent in the rinsing liquid comprises at least one selected from the group consisting of an alcohol, an ether, a ketone, an amide, an ester, and a hydrocarbon.

11. The method for producing a film according to claim 1 ,

wherein the polymer comprises, at a terminal portion of a main chain thereof, at least one functional group selected from the group consisting of: a group having a carbon-carbon unsaturated bond; a cyano group; an alcoholic hydroxy group; a thiol group; —NR 4 R 5 ; —CO—NR 4 R 5 ; —SO 2 R 4 ; —P(═O)(OR 4 )(OR 5 ); and a group comprising a nitrogen-containing heterocycle, at a polymer chain terminal part of the polymer, wherein R 4 and R 5 are each independently a hydrogen atom or a monovalent hydrocarbon group having 1 to 6 carbon atoms.

12. The method for producing a film according to claim 1 , wherein the first region comprises at least one metal selected from the group consisting of copper, cobalt, tungsten, tantalum and ruthenium.

13. The method for producing a film according to claim 1 , wherein the second region comprises Si—OH, Si—H or Si—N in a surface thereof.

14. The method for producing a film according to claim 1 , wherein the second region comprises Si—OH in a surface thereof.

15. The method for producing a film according to claim 1 , wherein a content of the basic compound in the rinsing liquid relative to a total mass of the rinsing liquid is 0.05 mass % or more and 20 mass % or less.

16. The method for producing a film according to claim 1 , wherein a content of the basic compound in the rinsing liquid relative to a total mass of the rinsing liquid is 0.1 mass % or more and 10 mass % or less.

17. The method for producing a film according to claim 1 , wherein a content of the basic compound in the rinsing liquid relative to a total mass of the rinsing liquid is 0.2 mass % or more and 5 mass % or less.

18. The method for producing a film according to claim 1 , wherein the basic compound included in the rinsing liquid has an acid dissociation constant of 5.5 or more.

19. The method for producing a film according to claim 1 , wherein the basic compound included in the rinsing liquid has an acid dissociation constant of 7.0 or more.

20. The method for producing a film according to claim 1 , wherein a thickness of the coating film formed on the first region of the substrate after removing the coating film on the second region is 5.0 nm or more.

Assignments (3)
MERGER Recorded Mar 23, 2026
From: JSR CORPORATION
To: JICC-02, CO., LTD
Reel/Frame 075191/0149 →
CHANGE OF NAME Recorded Mar 23, 2026
From: JICC-02 CO., LTD
To: JSR CORPORATION
Reel/Frame 075192/0023 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 23, 2022
From: KUMEGAWA, RYO; OSAWA, SOSUKE; TAMADA, MIKI; MARUYAMA, KEN; SHIRATANI, MOTOHIRO
To: JSR CORPORATION
Reel/Frame 060283/0813 →
Priority Claims (1)
JP 2021-106269 · Jun 28, 2021 · national
Continuity (1)
Related Publication 20230027151A1 · Jan 26, 2023