IP Library Granted Patent US 9,243,218
Granted Patent B2
US 9,243,218 · App. 12/637,828 · Granted Jan 26, 2016

Dynamic multipurpose composition for the removal of photoresists and method for its use

Inventors: Michael T. Phenis (Markleville, IN); Lauri Kirby Kirkpatrick (Pittsboro, IN); Raymond Chan (Carmel, IN); Diane Marie Scheele (Greenwood, IN); Kimberly Dona Pollard (Anderson, IN)
Assignee: Dynaloy, LLC
C11D11/0047C11D1/004C11D3/30C11D3/43C11D7/3209C11D7/3218C11D7/5009
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Quick Facts
Patent No.
US 9,243,218
App. No.
12/637,828
Granted
Jan 26, 2016
Kind
B2
Abstract

Methods for using improved stripper solutions having dimethyl sulfoxide; a quaternary ammonium hydroxide; an alkanolamine having at least two carbon atoms, at least one amino substituent and at least one hydroxyl substituent, with the amino and hydroxyl substituents being attached to two different carbon atoms; and a surfactant. Some formulation can additionally contain a secondary solvent. The stripper solutions are effective for removing photoresists from substrates, and typically have freezing points below about +15° C. and high loading capacities.

Claims (36)

1. A method for removing a photoresist from a substrate, the method comprising:

selecting a substrate having a photoresist thereon;

contacting the substrate with a stripper solution for a time sufficient to remove a desired amount of photoresist, wherein the stripper solution consisting essentially of:

from about 55 wt. % to about 90 wt. % dimethyl sulfoxide;

from about 1 wt. % to about 7 wt. % of a quaternary ammonium hydroxide;

from about 1 wt. % to about 75 wt. % of an alkanolamine having at least two carbon atoms, at least one amino substituent and at least one hydroxyl substituent, with the amino and hydroxyl substituents being attached to different carbon atoms; and

from about 0.01 wt. % to about 3 wt. % of a surfactant;

optionally a corrosion inhibitor, water; or a combination thereof; and

from about 2 wt. % to about 35 wt. % of a secondary solvent including a glycol ether compound;

rinsing the stripper solution from the substrate.

2. The method of claim 1 wherein the quaternary ammonium hydroxide has substituents that are (C 1 -C 8 )alkyl, arylalkyl or combinations thereof.

3. The method of claim 1 wherein the quaternary ammonium hydroxide is tetramethylammonium hydroxide.

4. The method of claim 1 wherein the alkanolamine is a compound of the formula:

where R 1 is H, (C 1 -C 4 ) alkyl, or (C 1 -C 4 ) alkylamino.

5. The method of claim 4 wherein R 1 is hydrogen.

6. The method of claim 4 wherein R 1 is CH 2 CH 2 NH 2 .

7. The method of claim 1 wherein the glycol ether compound is diethyleneglycol monomethyl ether.

8. The method of claim 1 wherein said contacting comprises immersing the substrate in the stripper solution.

9. The method of claim 1 wherein the stripper solution is maintained at a temperature of at least about 20° C. during the contacting.

10. The method of claim 9 wherein the stripper solution is maintained at a temperature of at least about 50° C. during the contacting.

11. The method of claim 1 wherein the rinsing is with water.

12. The method of claim 1 wherein the rinsing is with an alcohol.

13. The method of claim 8 wherein said contacting further comprises agitating the stripper solution during the immersing.

14. The method of claim 13 wherein the agitating is accomplished by mechanically stirring the stripper solution, by circulating the stripper solution, or by bubbling an inert gas through the stripper solution.

15. The method of claim 1 , wherein loading capacity of said stripper composition ranges from 15 cm3/liter up to 90 cm3/liter.

16. A method comprising:

selecting a substrate having a photoresist thereon;

contacting the substrate with a stripper solution for a time sufficient to remove a desired amount of photoresist, wherein the stripper solution includes:

from about 20 wt. % to about 90 wt. % dimethyl sulfoxide;

from about 1 wt. % to about 7 wt. % of a quaternary ammonium hydroxide selected from the group consisting of tetramethylammonium hydroxide, benzyltrimethylammonium hydroxide; diethyldimethylammonium hydroxide, methyltriethylammonium hydroxide, or tetrabutylammonium hydroxide; and

from about 1 wt. % to about 75 wt. % of an amine selected from the group consisting of monoethanolamine or aminoethylethanolamine;

rinsing the stripper solution from the substrate.

17. The method of claim 16 , wherein the amine is aminoethylethanolamine and the quaternary ammonium hydroxide is tetramethylammonium hydroxide.

18. The method of claim 16 , wherein the amine is monoethanolamine and the quaternary ammonium hydroxide is tetramethylammonium hydroxide.

19. The method of claim 16 , wherein the solution includes no greater than about 3 wt. % water.

20. The method of claim 16 , wherein the solution includes from about 2 wt. % to about 35 wt. % diethylene glycol monomethyl ether.

Assignments (5)
PATENT ASSIGNMENT EFFECTIVE JULY 11, 2017 Recorded Jan 24, 2018
From: DYNALOY, LLC
To: VERSUM MATERIALS US, LLC
Reel/Frame 045140/0008 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 12, 2012
From: PHENIS, MICHAEL; KIRKPATRICK, LAURI KIRBY; CHAN, RAYMOND; SCHEELE, DIANE; POLLARD, KIMBERLY DONA
To: DYNALOY LLC
Reel/Frame 028037/0123 →
CHANGE OF NAME Recorded Sep 21, 2011
From: DINACQ, LLC
To: DYNALOY, LLC
Reel/Frame 026978/0916 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 19, 2011
From: DYNALOY, LLC
To: DINACQ, LLC
Reel/Frame 026932/0416 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 15, 2009
From: PHENIS, MICHAEL T.; KIRKPATRICK, LAURI KIRBY; CHAN, RAYMOND; SCHEELE, DIANE MARIE; POLLARD, KIMBERLY DONA
To: DYNALOY, INC.
Reel/Frame 023653/0100 →
Continuity (2)
Division 11260912 · Oct 28, 2005
Related Publication 20100089426A1 · Apr 15, 2010