IP Library Granted Patent US 7,687,447
Granted Patent B2
US 7,687,447 · App. 12/047,655 · Granted Mar 30, 2010

Semi-aqueous stripping and cleaning composition containing aminobenzenesulfonic acid

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Quick Facts
Patent No.
US 7,687,447
App. No.
12/047,655
Granted
Mar 30, 2010
Kind
B2
Abstract

The present invention relates to semi-aqueous compositions and the method using same, to remove highly cross-linked resists and etch-residues. The compositions are comprised of aminobenzenesulfonic acid, water miscible organic solvent and water.

Claims (40)

1. A semi-aqueous stripping and cleaning composition, comprising:

a. from 0.5% to 10% of an aminobenzenesulfonic acid or its corresponding salt,

b. from 30% to 90% of a water miscible organic solvent, and

c. from 5% to 70% of water;

wherein the composition has a pH from 6 to 11.

2. The composition as claimed in claim 1 , wherein the aminobenzenesulfonic acid is selected from the group consisting of 2-aminobenzenesulfonic acid, 3-aminobenzenesulfonic acid, 4-aminobenzenesulfonic acid and mixtures thereof.

3. The composition as claimed in claim 1 , wherein the water miscible organic solvent is selected from the group consisting of a glycol ether, a furfuryl alcohol, and mixtures thereof.

4. The composition as claimed in claim 3 , wherein the water miscible organic solvent is selected from the group consisting of propylene glycol methyl ether (PGME), propylene glycol propyl ether (PGPE), tri(propylene glycol) monomethyl ether, 2-(2-butoxyethoxy)ethanol, tetrahydrofurfuryl alcohol (THFA), and mixtures thereof.

5. The composition as claimed in claim 1 , wherein the composition further comprises from 0.5% to 15% of a corrosion inhibitor selected from the group consisting of organic acid, organic acid salt, phenol, triazole, hydroxylamine derivative, fructose, ammonium sulfite, 2-aminopyrimidine, ammonium thiosulfate, glycine, tetramethylguanidine, iminodiacetic acid, dimethylacetoacetamide, and mixtures thereof.

6. The composition as claimed in claim 1 , wherein the composition further comprises from 0.5% to 10% of a quaternary ammonium compound selected from the group consisting of tetramethylammonium hydroxide (TMAH), tetraethylammonium hydroxide, tetrabutylammonium hydroxide (TBAH), tetrapropylammonium hydroxide, trimethylethylammonium hydroxide, (2-hydroxyethyl)trimethylammonium hydroxide, (2-hydroxyethyl)triethylammonium hydroxide, (2-hydroxyethyl)tripropylammonium hydroxide, (1-hydroxypropyl)trimethylammonium hydroxide, ethyltrimethylammonium hydroxide, diethyldimethylammonium hydroxide, benzyltrimethylammonium hydroxide and mixtures thereof.

7. A semi-aqueous stripping and cleaning composition, comprising:

a. from 0.5% to 10% of 2-aminobenzenesulfonic acid or its corresponding salt,

b. from 30% to 90% of a water miscible organic solvent, and

c. from 5% to 70% of water;

wherein the composition has a pH from 6 to 11.

8. The composition as claimed in claim 7 , wherein the water miscible organic solvent is selected from the group consisting of a glycol ether, a furfuryl alcohol, and mixtures thereof.

9. The composition as claimed in claim 7 , wherein the composition further comprises from 0.5% to 15% of a corrosion inhibitor selected from the group consisting of organic acid, organic acid salt, phenol, triazole, hydroxylamine derivative, fructose, ammonium sulfite, 2-aminopyrimidine, ammonium thiosulfate, glycine, tetramethylguanidine, iminodiacetic acid, dimethylacetoacetamide, and mixtures thereof.

10. The composition as claimed in claim 7 , wherein the composition further comprises from 0.5% to 10% of a quaternary ammonium compound selected from the group consisting of tetramethylammonium hydroxide (TMAH), tetraethylammonium hydroxide, tetrabutylammonium hydroxide (TBAH), tetrapropylammonium hydroxide, trimethylethylammonium hydroxide, (2-hydroxyethyl)trimethylammonium hydroxide, (2-hydroxyethyl)triethylammonium hydroxide, (2-hydroxyethyl)tripropylammonium hydroxide, (1-hydroxypropyl)trimethylammonium hydroxide, ethyltrimethylammonium hydroxide, diethyldimethylammonium hydroxide, benzyltrimethylammonium hydroxide and mixtures thereof.

11. A method of removing photoresist, etch and/or ash residue, or contaminants from a semiconductor substrate, comprising:

contacting the semiconductor substrate with a composition, comprising:

a. from 0.5% to 10% of an aminobenzenesulfonic acid or its corresponding salt,

b. from 30% to 90% of a water miscible organic solvent, and

c. from 5% to 70% of water;

wherein the composition has a pH from 6 to 11;

for a period of time sufficient to substantially remove the photoresist, etch and/or ash residue or contaminants.

12. The method as claimed in claim 11 , wherein the aminobenzenesulfonic acid is selected from the group consisting of 2-aminobenzenesulfonic acid, 3-aminobenzenesulfonic acid, 4-aminobenzenesulfonic acid and mixtures thereof.

13. The method as claimed in claim 11 , wherein the water miscible organic solvent is selected from the group consisting of a glycol ether, a furfuryl alcohol, and mixtures thereof.

14. The method as claimed in claim 13 , wherein the water miscible organic solvent is selected from the group consisting of propylene glycol methyl ether (PGME), propylene glycol propyl ether (PGPE), tri(propylene glycol) monomethyl ether, 2-(2-butoxyethoxy)ethanol, tetrahydrofurfuryl alcohol (THFA), and mixtures thereof.

15. The method as claimed in claim 11 , wherein the composition further comprises from 0.5% to 15% of a corrosion inhibitor selected from the group consisting of organic acid, organic acid salt, phenol, triazole, hydroxylamine derivative, fructose, ammonium sulfite, 2-aminopyrimidine, ammonium thiosulfate, glycine, tetramethylguanidine, iminodiacetic acid, dimethylacetoacetamide, and mixtures thereof.

16. The method as claimed in claim 11 , wherein the composition further comprises from 0.5% to 10% of a quaternary ammonium compound selected from the group consisting of tetramethylammonium hydroxide (TMAH), tetraethylammonium hydroxide, tetrabutylammonium hydroxide (TBAH), tetrapropylammonium hydroxide, trimethylethylammonium hydroxide, (2-hydroxyethyl)trimethylammonium hydroxide, (2-hydroxyethyl)triethylammonium hydroxide, (2-hydroxyethyl)tripropylammonium hydroxide, (1-hydroxypropyl)trimethylammonium hydroxide, ethyltrimethylammonium hydroxide, diethyldimethylammonium hydroxide, benzyltrimethylammonium hydroxide and mixtures thereof.

17. A method of removing photoresist, etch and/or ash residue, or contaminants from a semiconductor substrate, comprising:

contacting the semiconductor substrate with a composition, comprising:

a. from 0.5% to 10% of 2-aminobenzenesulfonic acid or its corresponding salt,

b. from 30% to 90% of a water miscible organic solvent, and

c. from 5% to 70% of water;

wherein the composition has a pH from 6 to 11;

for a period of time sufficient to substantially remove the photoresist, etch and/or ash residue or contaminants.

18. The method as claimed in claim 17 , wherein the water miscible organic solvent is selected from the group consisting of a glycol ether, a furfuryl alcohol, and mixtures thereof.

19. The method as claimed in claim 17 , wherein the composition further comprises from 0.5% to 15% of a corrosion inhibitor selected from the group consisting of organic acid, organic acid salt, phenol, triazole, hydroxylamine derivative, fructose, ammonium sulfite, 2-aminopyrimidine, ammonium thiosulfate, glycine, tetramethylguanidine, iminodiacetic acid, and dimethylacetoacetamide, and mixtures thereof.

20. The method as claimed in claim 17 , wherein the composition further comprises from 0.5% to 10% of a quaternary ammonium compound selected from the group consisting of tetramethylammonium hydroxide (TMAH), tetraethylammonium hydroxide, tetrabutylammonium hydroxide (TBAH), tetrapropylammonium hydroxide, trimethylethylammonium hydroxide, (2-hydroxyethyl)trimethylammonium hydroxide, (2-hydroxyethyl)triethylammonium hydroxide, (2-hydroxyethyl)tripropylammonium hydroxide, (1-hydroxypropyl)trimethylammonium hydroxide, ethyltrimethylammonium hydroxide, diethyldimethylammonium hydroxide, benzyltrimethylammonium hydroxide and mixtures thereof.

Assignments (4)
RELEASE OF SECURITY INTEREST Recorded Oct 7, 2019
From: CITIBANK, N.A., AS AGENT
To: VERSUM MATERIALS US, LLC
Reel/Frame 050647/0001 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 20, 2017
From: AIR PRODUCTS AND CHEMICALS, INC.
To: VERSUM MATERIALS US, LLC
Reel/Frame 041772/0733 →
PATENT SECURITY AGREEMENT Recorded Oct 27, 2016
From: VERSUM MATERIALS US, LLC
To: CITIBANK, N.A., AS COLLATERAL AGENT
Reel/Frame 040503/0442 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 16, 2008
From: EGBE, MATTHEW I.; LEGENZA, MICHAEL WALTER; DURHAM, DANA L.
To: AIR PRODUCTS AND CHEMICALS, INC.
Reel/Frame 020959/0287 →