IP Library Granted Patent US 12,252,632
Granted Patent B2
US 12,252,632 · App. 17/620,181 · Granted Mar 18, 2025

Chemical-mechanical polishing composition, rinse composition, chemical- mechanical polishing method, and rinsing method

Inventors: Hiroshi Kitamura (Tsu, JP); Tsuyoshi Masuda (Tsu, JP); Yoshiyuki Matsumura (Nara, JP); Akihisa Namiki (Tsu, JP); Takeshi Saito (Tsu, JP)
Assignee: ENTEGRIS, INC.
C09G1/02C11D1/62H01L21/30625
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Quick Facts
Patent No.
US 12,252,632
App. No.
17/620,181
Granted
Mar 18, 2025
Kind
B2
Abstract

Provided is a chemical-mechanical polishing composition comprising an abrasive, a basic component, at least one compound selected from the group consisting of a quaternary polyammonium salt, a quaternary ammonium salt having 6 or more carbon atoms, and an alkylated polymer having an amide structure, and an aqueous carrier; a rinse composition comprising the at least one compound and an aqueous carrier, as well as a method of chemically-mechanically polishing a substrate, and a method of rinsing a substrate, in which the respective compositions are used.

Claims (37)

1. A chemical-mechanical polishing composition, comprising:

an abrasive,

a basic component,

at least one compound selected from the group consisting of a quaternary polyammonium salt, and a quaternary ammonium salt having 6 or more carbon atoms, and

an aqueous carrier,

wherein the quaternary ammonium salt having 6 or more carbon atoms has following general formula (2):

wherein R 7 , R 8 and R 9 are independently a substituted or unsubstituted, linear or branched alkyl group having 1 to 6 carbon atoms, or a benzyl group, R 10 is a substituted or unsubstituted, linear or branched alkyl group having 7 to 30 carbon atoms, and Y— is a counterion, or

a cation moiety selected from the group consisting of a methyltriethylammonium ion, a methyltripropylammonium ion, a methyltributylammonium ion, a methyltripentylammonium ion, a methyltrihexylammonium ion, an ethyltripropylammonium ion, an ethyltributylammonium ion, an ethyltripentylammonium ion, an ethyltrihexylammonium ion, a diethyldimethylammonium ion, a propyltrimethylammonium ion, a propyltriethylammonium ion, a propyltributylammonium ion, a propyltripentylammonium ion, a propyltrihexylammonium ion, a dipropyldimethylammonium ion, a dipropyldiethylammonium ion, a butyltrimethylammonium ion, a butyltriethylammonium ion, a butyltripropylammonium ion, a butyltripentylammonium ion, a butyltrihexylammonium ion, a dibutyldimethylammonium ion, a dibutyldiethylammonium ion, a dibutyldipropylammonium ion, a pentyltrimethylammonium ion, a pentyltriethylammonium ion, a pentyltripropylammonium ion, a pentyltributylammonium ion, a pentyltrihexylammonium ion, a dipentyldimethylammonium ion, a dipentyldiethylammonium ion, a dipentyldipropylammonium ion, a dipentyldibutylammonium ion, a hexyltrimethylammonium ion, a hexyltriethylammonium ion, a hexyltripropylammonium ion, a hexyltributylammonium ion, a hexyltripentylammonium ion, a dihexyldimethylammonium ion, a dihexyldiethylammonium ion, a dihexyldipropylammonium ion, a dihexyldibutylammonium ion, a dihexyldipentylammonium ion, a benzylethyldimethylammonium ion, a benzyltriethylammonium ion, a benzyltripropylammonium ion, a benzyltributylammonium ion, a benzyltripentylammonium ion, and a benzyltrihexylammonium ion, and

wherein the chemical-mechanical polishing composition has a pH of 7 to 12.

2. The chemical-mechanical polishing composition of claim 1 , wherein the at least one compound comprises the quaternary polyammonium salt, and the quaternary ammonium salt having 6 or more carbon atoms.

3. The chemical-mechanical polishing composition of claim 1 , wherein the at least one compound comprises the quaternary polyammonium salt, wherein the quaternary polyammonium salt has following general formula (1):

wherein R 1 , R 2 , R 3 , R 4 , R 5 and R 6 are independently a substituted or unsubstituted, linear or branched alkyl group having 1 to 6 carbon atoms, A is independently a substituted or unsubstituted, linear or branched alkylene group having 1 to 30 carbon atoms, n is an integer of 1 to 10, and X— is a counterion.

4. The chemical-mechanical polishing composition of claim 3 , wherein the quaternary polyammonium salt is a quaternary diammonium salt, and wherein in the general formula (1), A is a substituted or unsubstituted, linear or branched alkylene group having 1 to 15 carbon atoms, and n is 1.

5. The chemical-mechanical polishing composition of claim 1 , wherein the at least one compound comprises the quaternary ammonium salt having 6 or more carbon atoms.

6. The chemical-mechanical polishing composition of claim 1 , further comprising an alkylated polymer having an amide structure.

7. The chemical-mechanical polishing composition of claim 1 , further comprising tetramethylammonium hydroxide.

8. The chemical-mechanical polishing composition of claim 1 , further comprising a water-soluble polymer different from an alkylated polymer having an amide structure.

9. The chemical-mechanical polishing composition of claim 8 , wherein the water-soluble polymer comprises at least one selected from the group consisting of polyvinylpyrrolidone, polyvinylacetamide, a cellulose derivative, and a polymer containing a polyvinyl alcohol structural unit.

10. A rinse composition, comprising:

at least one compound selected from the group consisting of a quaternary polyammonium salt, and a quaternary ammonium salt having 6 or more carbon atoms, an aqueous carrier, and

a water-soluble polymer comprising at least one selected from the group consisting of polyvinylacetamide, a cellulose derivative, and a polymer containing a polyvinyl alcohol structural unit in a main chain or side chain of the polymer,

wherein the quaternary ammonium salt having 6 or more carbon atoms has following general formula (2):

wherein R 7 , R 8 and R 9 are independently a substituted or unsubstituted, linear or branched alkyl group having 1 to 6 carbon atoms, or a benzyl group, R 10 is a substituted or unsubstituted, linear or branched alkyl group having 7 to 30 carbon atoms, and Y— is a counterion, or

a cation moiety selected from the group consisting of a methyltriethylammonium ion, a methyltripropylammonium ion, a methyltributylammonium ion, a methyltripentylammonium ion, a methyltrihexylammonium ion, an ethyltripropylammonium ion, an ethyltributylammonium ion, an ethyltripentylammonium ion, an ethyltrihexylammonium ion, a diethyldimethylammonium ion, a propyltrimethylammonium ion, a propyltriethylammonium ion, a propyltributylammonium ion, a propyltripentylammonium ion, a propyltrihexylammonium ion, a dipropyldimethylammonium ion, a dipropyldiethylammonium ion, a butyltrimethylammonium ion, a butyltriethylammonium ion, a butyltripropylammonium ion, a butyltripentylammonium ion, a butyltrihexylammonium ion, a dibutyldimethylammonium ion, a dibutyldiethylammonium ion, a dibutyldipropylammonium ion, a pentyltrimethylammonium ion, a pentyltriethylammonium ion, a pentyltripropylammonium ion, a pentyltributylammonium ion, a pentyltrihexylammonium ion, a dipentyldimethylammonium ion, a dipentyldiethylammonium ion, a dipentyldipropylammonium ion, a dipentyldibutylammonium ion, a hexyltrimethylammonium ion, a hexyltriethylammonium ion, a hexyltripropylammonium ion, a hexyltributylammonium ion, a hexyltripentylammonium ion, a dihexyldimethylammonium ion, a dihexyldiethylammonium ion, a dihexyldipropylammonium ion, a dihexyldibutylammonium ion, a dihexyldipentylammonium ion, a benzylethyldimethylammonium ion, a benzyltriethylammonium ion, a benzyltripropylammonium ion, a benzyltributylammonium ion, a benzyltripentylammonium ion, and a benzyltrihexylammonium ion.

11. The rinse composition of claim 10 , wherein the at least one compound comprises the quaternary polyammonium salt, and the quaternary ammonium salt having 6 or more carbon atoms.

12. The rinse composition of claim 10 , wherein the at least one compound comprises the quaternary polyammonium salt, wherein the quaternary polyammonium salt has following general formula (1):

wherein R 1 , R 2 , R 3 , R 4 , R 5 and R 6 are independently a substituted or unsubstituted, linear or branched alkyl group having 1 to 6 carbon atoms, A is independently a substituted or unsubstituted, linear or branched alkylene group having 1 to 30 carbon atoms, n is an integer of 1 to 10, and X— is a counterion.

13. The rinse composition of claim 12 , wherein the quaternary polyammonium salt is a quaternary diammonium salt, and wherein in the general formula (1), A is a substituted or unsubstituted, linear or branched alkylene group having 1 to 15 carbon atoms, and n is 1.

14. The rinse composition of claim 10 , wherein the at least one compound comprises the quaternary ammonium salt having 6 or more carbon atoms.

15. The rinse composition of claim 10 , further comprising an alkylated polymer having an amide structure.

16. The rinse composition of claim 10 , further comprising tetramethylammonium hydroxide.

17. The chemical-mechanical polishing composition of claim 4 , wherein the quaternary polyammonium salt is hexamethylenebis(trimethylammonium chloride).

18. The chemical-mechanical polishing composition of claim 5 , wherein the quaternary ammonium salt having 6 or more carbon atoms has a cation moiety of a methyltributylammonium ion.

19. The rinse composition of claim 13 , wherein the quaternary polyammonium salt is hexamethylenebis(trimethylammonium chloride).

20. The rinse composition of claim 14 , wherein the quaternary ammonium salt having 6 or more carbon atoms has a cation moiety of a methyltributylammonium ion.

21. The chemical-mechanical polishing composition of claim 6 , wherein the alkylated polymer having an amide structure is an alkylated polyvinylpyrrolidone.

22. The rinse composition of claim 15 , wherein the alkylated polymer having an amide structure is an alkylated polyvinylpyrrolidone.

Assignments (4)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 4, 2023
From: ENTEGRIS JAPAN CO., LTD.
To: ENTEGRIS, INC.
Reel/Frame 065746/0789 →
MERGER Recorded Nov 28, 2023
From: CMC MATERIALS KK
To: ENTEGRIS JAPAN CO., LTD.
Reel/Frame 065686/0902 →
SECURITY INTEREST Recorded Jul 8, 2022
From: CMC MATERIALS, INC.; INTERNATIONAL TEST SOLUTIONS, LLC; QED TECHNOLOGIES INTERNATIONAL, INC.
To: MORGAN STANLEY SENIOR FUNDING, INC., AS COLLATERAL AGENT
Reel/Frame 060615/0001 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 5, 2022
From: KITAMURA, HIROSHI; MASUDA, TSUYOSHI; MATSUMURA, YOSHIYUKI; NAMIKI, AKIHISA; SAITO, TAKESHI
To: CMC MATERIALS KK
Reel/Frame 058550/0322 →
Priority Claims (1)
JP 2019-112143 · Jun 17, 2019 · national
Continuity (1)
Related Publication 20220372329A1 · Nov 24, 2022
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