IP Library Granted Patent US 11,149,235
Granted Patent B2
US 11,149,235 · App. 16/515,935 · Granted Oct 19, 2021

Cleaning composition with corrosion inhibitor

Inventors: Daniela White (Ridgefield, CT); Elizabeth Thomas (New Milford, CT); Jun Liu (Newtown, CT); Michael White (Ridgefield, CT); Chao-Yu Wang (Zhubei, TW); Donald Frye (Sherman, CT)
Assignee: Entegris, Inc.
C11D11/0047C11D7/329C11D7/3245C11D7/3272C11D7/3281C11D7/34C11D7/5022H01L21/02074
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Quick Facts
Patent No.
US 11,149,235
App. No.
16/515,935
Granted
Oct 19, 2021
Kind
B2
Abstract

A cleaning composition and process for cleaning an in-process microelectronic device substrate, e.g., by post-chemical mechanical polishing (CMP) cleaning, to remove residue from a surface thereof, wherein the cleaning composition may be especially effective for cleaning a substrate surface that includes exposed metal such as cobalt, copper, or both, along with dielectric or low k dielectric material, and wherein the cleaning composition includes corrosion inhibitor to inhibit corrosion of the exposed metal.

Claims (39)

1. A cleaning composition effective to clean a microelectronic device substrate, the cleaning composition comprising:

water,

base to provide a pH of at least 8,

a cleaning compound, and

a corrosion inhibitor selected from:

a guanidine functional compound selected from dicyandiamide, guanylurea, a guanidine salt, and glycocyamine,

2-methyl-3-butyn-2-ol,

a pyrazolone functional compound selected from 3-methyl-2-pyrazolin-5-one, 3-methyl-1-(4-sulfophenyl)-2-pyrazolin-5-one, and 3-methyl-1-p-tolyl-5-pyrazolone, and

a hydroxyquinoline compound selected from 8-hydroxyquinoline-2-carboxylic acid, 5-chloro-7-iodo-quinolin-8-ol, 5,7-dichloro-2-((dimethylamino)methyl)quinolin-8-ol, 8-hydroxyquinoline-4-carbaldehyde, 8-hydroxyquinoline-4-carbaldehyde-oxime, and 8-hydroxyquinoline-5-sulfonic acid monohydrate.

2. A cleaning composition of claim 1 , wherein the corrosion inhibitor is selected from dicyandiamide and 2-methyl-3-butyn-2-ol.

3. A cleaning composition of claim 1 , wherein the base is selected from: choline hydroxide, tetraethylammonium hydroxide, tetramethylammonium hydroxide, a quaternary ammonium compound, and a combination thereof.

4. A cleaning composition of claim 1 , wherein the cleaning compound is an alkanol amine.

5. A cleaning composition of claim 1 , wherein the corrosion inhibitor is dicyandiamide, guanylurea sulfate, or, glycocyamine.

6. A cleaning composition of claim 1 , wherein the corrosion inhibitor is dicyandiamide.

7. A cleaning composition of claim 1 , wherein the corrosion inhibitor is 3-methyl-2-pyrazolin-5-one, 3-methyl-1-(4-sulfophenyl)-2-pyrazolin-5-one, or 3-methyl-1-p-tolyl-5-pyrazolone.

8. A cleaning composition of claim 1 , wherein the corrosion inhibitor is 2-methyl-3-butyn-2-ol.

9. A cleaning composition of claim 1 , wherein the corrosion inhibitor is selected from 8-hydroxyquinoline-2-carboxylic acid, 5-chloro-7-iodo-quinolin-8-ol, 5,7-dichloro-2-((dimethylamino)methyl)quinolin-8-ol, 8-hydroxyquinoline-4-carbaldehyde, 8-hydroxyquinoline-4-carbaldehyde-oxime, 8-hydroxyquinoline-5-sulfonic acid monohydrate.

10. A cleaning composition of claim 1 , wherein the cleaning composition is a concentrate that contains less than 80 weight percent water.

11. A cleaning composition of claim 1 , wherein the cleaning composition is a use composition that contains at least 10 weight percent water.

12. A cleaning composition of claim 1 , further comprising a secondary cleaning compound selected from morpholine, L-cysteine, hydroxyl ethyl cellulose, polyvinylpyrrolidone, a polyamine, a glycol ether, and combinations thereof.

13. A cleaning composition of claim 1 , further comprising a secondary corrosion inhibitor selected from oxalic acid, succinic acid, L-tartaric acid, and combinations thereof.

14. A cleaning composition of claim 1 , further comprising one or more of chelating agent, oxidizer, surfactant, oxygen scavenger, solvent, polymer and buffer.

15. A method of cleaning a microelectronic device substrate, the method comprising:

providing cleaning composition

providing a microelectronic device substrate, and

contacting a surface of the microelectronic device substrate with the cleaning composition, wherein the cleaning composition comprises:

water,

base to provide a pH of at least 8,

a cleaning compound, and

a corrosion inhibitor selected from:

a guanidine functional compound selected from dicyandiamide, guanylurea, a guanidine salt, and glycocyamine,

2-methyl-3-butyn-2-ol,

a pyrazolone functional compound selected from 3-methyl-2-pyrazolin-5-one, 3-methyl-1-(4-sulfophenyl)-2-pyrazolin-5-one, and 3-methyl-1-p-tolyl-5-pyrazolone, and

a hydroxyquinoline compound selected from 8-hydroxyquinoline-2-carboxylic acid, 5-chloro-7-iodo-quinolin-8-ol, 5,7-dichloro-2-((dimethylamino)methyl)quinolin-8-ol, 8-hydroxyquinoline-4-carbaldehyde, 8-hydroxyquinoline-4-carbaldehyde-oxime, and 8-hydroxyquinoline-5-sulfonic acid monohydrate.

16. A method of claim 15 wherein the surface of the substrate includes residue, and the method is effective to remove at least 70 percent of the residue.

17. A method of claim 15 wherein the residue is selected from a post-CMP residue, a post-etch residue, and a post-ash residue.

18. A method of claim 15 wherein the surface includes exposed metal selected from: cobalt, copper, and both cobalt and copper.

19. A cleaning composition of claim 1 further comprising

a complexing agent.

Assignments (3)
SECURITY INTEREST Recorded Jul 8, 2022
From: ENTEGRIS, INC.; ENTEGRIS GP, INC.; POCO GRAPHITE, INC.
To: MORGAN STANLEY SENIOR FUNDING, INC., AS COLLATERAL AGENT
Reel/Frame 060614/0980 →
SECURITY INTEREST Recorded Jul 8, 2022
From: ENTEGRIS, INC.; ENTEGRIS GP, INC.; POCO GRAPHITE, INC.; CMC MATERIALS, INC.; INTERNATIONAL TEST SOLUTIONS, LLC; QED TECHNOLOGIES INTERNATIONAL, INC.
To: TRUIST BANK, AS NOTES COLLATERAL AGENT
Reel/Frame 060613/0072 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 18, 2019
From: WHITE, DANIELA; THOMAS, ELIZABETH; LIU, JUN; WHITE, MICHAEL; FRYE, DONALD; WANG, CHAO-YU
To: ENTEGRIS, INC.
Reel/Frame 049794/0972 →