IP Library Granted Patent US 9,069,259
Granted Patent B2
US 9,069,259 · App. 13/759,237 · Granted Jun 30, 2015

Dynamic multi-purpose compositions for the removal of photoresists and method for its use

Inventors: Michael Phenis (Markleville, IN); Laurl Johnson (Greenfield, IN); Raymond Chan (Westborough, MA); Diane Scheele (Greenwood, IN); Kimberly Pollard (Anderson, IN)
Assignee: Dynaloy, LLC
G03F7/426C11D1/004C11D3/26C11D3/30C11D3/43C11D7/32C11D7/3218C11D7/5009C11D11/0047G03F7/425
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Quick Facts
Patent No.
US 9,069,259
App. No.
13/759,237
Granted
Jun 30, 2015
Kind
B2
Abstract

Improved dry stripper solutions for removing one, two or more photoresist layers from substrates are provided. The stripper solutions comprise dimethyl sulfoxide, a quaternary ammonium hydroxide, and an alkanolamine, a secondary solvent, and less than about 3 wt. % water. Methods for the preparation and use of the improved dry stripping solutions are additionally provided.

Claims (22)

1. A stripper solution for removing a photoresist from a substrate comprising

i) dimethyl sulfoxide,

ii) a quaternary ammonium hydroxide, and

iii) an alkanolamine having at least two carbon atoms, at least one amino substituent and at least one hydroxyl substituent, the amino and hydroxyl substituents attached to different carbon atoms,

iv) water present in an amount of less than 3 wt %;

v) and a secondary solvent comprising a glycol compound or a glycol ether compound.

2. The solution of claim 1 , wherein the quaternary ammonium hydroxide has substituents that are C 1 -C 4 alkyl, arylalkyl or combinations thereof.

3. The solution of claim 2 , wherein the dimethyl sulfoxide comprises from about 20% to about 90% of the composition; the quaternary ammonium hydroxide comprises from about 1% to about 7% of the composition; the alkanolamine comprises from about 1% to about 75% of the composition.

4. The solution of claim 1 , wherein the alkanolamine comprises a compound of the formula:

where R 1 is H, CI-C4 alkyl, or C1-C4 alkylamino.

5. The solution of claim 4 , wherein R 1 is H.

6. The solution of claim 5 , further comprising a surfactant.

7. The solution of claim 6 , wherein the quaternary ammonium hydroxide comprises tetramethylammonium hydroxide.

8. The solution of claim 1 , additionally comprising 2 to 35% of a secondary solvent.

9. The solution of claim 8 , wherein the alkanolamine is:

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

10. The solution of claim 9 , wherein the secondary solvent comprises a glycol ether.

11. The solution of claim 10 wherein the glycol ether comprises diethyleneglycol monomethyl ether.

12. The solution of claim 11 , wherein R 1 is CH 2 CH 2 NH 2 .

13. The solution of claim 12 , wherein the quaternary ammonium hydroxide comprises tetramethylammoniurn hydroxide.

14. The solution of claim 8 , wherein the secondary solvent comprises ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monobutyl ether, ethylene glycol dimethyl ether, ethylene glycol diethyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monopropyl ether, diethylene glycol monoisopropyl ether, diethylene glycol monobutyl ether, diethylene glycol monoisobutyl ether, diethylene glycol monobenzyl ether, diethylene glycol diethyl ether, triethylene glycol monomethyl ether, triethylene glycol dimethyl ether, polyethylene glycol monomethyl ether, diethylene glycol methyl ethyl ether, triethylene glycol, ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl acetate, propylene glycol monomethyl ether, propylene glycol dimethyl ether, propylene glycol monobutyl ether, dipropyelene glycol monomethyl ether, dipropylene glycol monopropyl ether, dipropylene glycol monoisopropyl ether, dipropylene glycol monobutyl ether, dipropylene glycol dimethyl ether, dipropylene glycol dipropyl ether, dipropylene glycol diisopropyl ether, tripropylene glycol and tripropylene glycol monomethyl ether, I-methoxy-2-butanol, 2-methoxy-1-butanol, 2-methoxy-2-methyl-2-butanol, dioxane, trioxane, 1, I-dimethoxyethane, tetrahydrofuran, or crown ethers.

15. The solution of claim 12 , wherein the secondary solvent comprises ethylene glycol monomethyl ether, ethylene glycol monobutyl ether, diethylene glycol monomethyl ether, diethylene glycol monoisopropyl ether, diethylene glycol monobutyl ether, diethylene glycol methyl ethyl ether, ethylene glycol monomethyl ether acetate, propylene glycol monomethyl ether, propylene glycol monobutyl ether, dipropyelene glycol monomethyl ether, or dipropylene glycol monobutyl ether.

Assignments (1)
PATENT ASSIGNMENT EFFECTIVE JULY 11, 2017 Recorded Jan 24, 2018
From: DYNALOY, LLC
To: VERSUM MATERIALS US, LLC
Reel/Frame 045140/0008 →
Continuity (3)
Continuation 12091808 · Sep 11, 2008
Continuation In Part 11260912 · Oct 28, 2005
Related Publication 20130172225A1 · Jul 4, 2013