IP Library Granted Patent US 9,256,134
Granted Patent B2
US 9,256,134 · App. 14/224,656 · Granted Feb 9, 2016

Photoresist removal

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Quick Facts
Patent No.
US 9,256,134
App. No.
14/224,656
Granted
Feb 9, 2016
Kind
B2
Abstract

Disclosed herein is a composition and method for semiconductor processing. In one embodiment, a wet-cleaning composition for removal of photoresist is provided. The composition comprises a strong base; an oxidant; and a polar solvent. In another embodiment, a method for removing photoresist is provided. The method comprises the steps of applying a wet-cleaning composition comprising about 0.1 to about 30 weight percent strong base; about one to about 30 weight percent oxidant; about 20 to about 95 weight percent polar solvent; and removing the photoresist.

Claims (21)

1. A cleaning solution comprising tetramethylammonium hydroxide, an amine-N-oxide, and a polar solvent, wherein said solution is useful for removing post-etch photoresist residue from a semiconductor substrate having same thereon.

2. The cleaning solution of claim 1 , wherein the amount of each component is

about 20 to about 95 wt % polar solvent;

about 0.1 to about 30 wt % tetramethylammonium hydroxide; and

about 1 to about 30 wt % amine-N-oxide.

3. The cleaning solution of claim 1 , wherein said polar solvent comprises a polar species selected from the group consisting of water, an alcohol, ethylene glycol, propylene glycol, glycol ethers thereof, an amide, and a carbonate.

4. The cleaning solution of claim 1 , wherein said polar solvent comprises water.

5. The cleaning solution of claim 1 , wherein said amine-N-oxide has the formula:

wherein R 1 and R 2 may be hydrogen, methyl, further substituted or unsubstituted alkyl groups or may form two ends of an alkyl chain, and R 3 may be methyl, further substituted or unsubstituted alkyl groups or may form two ends of an alkyl chain.

6. The cleaning solution of claim 1 , wherein said amine-N-oxide comprises N-methylmorpholine-N-oxide.

7. The cleaning solution of claim 1 , wherein the solution comprises water, N-methylmorpholine-N-oxide, and tetramethylammonium hydroxide.

8. The cleaning solution of claim 1 , further comprising at least one chelator selected from the group consisting of 1,2,3-triazole, 1,2,4-triazole, benzotriazole, polyltriazole, 5-phenyl-benzotriazole, 5-nitro-benzotriazole, 1-amino-1,2,3-triazole, 1-amino-1,2,4-triazole, 1-amino-5-methyl-1,2,3-triazole, hydroxybenzotriazole, 2-(5-amino-pentyl)-benzotriazole, 3-amino-1,2,4-triazole, 3-isopropyl-1,2,4-triazole, 3-mercapto-1,2,4-triazole, 5-phenylthiol-benzotriazole, halo-benzotriazoles, napthotriazole, 2-mercaptobenzoimidizole, 2-mercaptobenzothiazole, 5-aminotetrazole, 5-amino-1,3,4-triadiazole-2-thiol, thiazole, triazine, methyltetrazole, 1,3-dimethyl-2-imidazolidinone, 1,5-pentamethylenetetrazole, 1-phenyl-5-mercaptotetrazole, diaminomethyltriazine, mercaptobenzothiazole, imidazoline thione, mercaptobenzoimidazole, 4-methyl-4H-1,2,4-triazole-3-thiol, benzothiazole, tritolyl phosphate, indiazole, guanine, adenine, glycerol, thioglycerol, nitrilotriacetic acid, salicylamide, iminodiacetic acid, benzoguanamine, melamine, thiocyranuric acid, anthranilic acid, 8-hydroxyquinoline, 5-carboxylic acid-benzotriazole, 3-mercaptopropanol, boric acid, and iminodiacetic acid.

9. The cleaning solution of claim 1 , further comprising a co-solvent, wherein said co-solvent is one of an alkylamine, an alkanolamine, a glycol, and a glycol ether.

10. The cleaning solution of claim 9 , wherein the co-solvent is selected from the group consisting of N,N-dimethyldiglycolamine, 1,8-diazabicyclo[5.4.0]undecene, aminopropylmorpholine, triethanolamine, methylethanolamine, ethylene glycol, diethylene glycol, propylene glycol, neopentyl glycol, di(ethylene glycol)monoethyl ether, di(propylene glycol)propyl ether, ethylene glycol phenyl ether, di(propylene glycol)butyl ether, di(ethylene glycol) monobutyl ether, polyglycol ethers, and combinations comprising at least one of the foregoing co-solvents.

11. The cleaning solution of claim 1 , further comprising a surfactant.

12. A method to remove post-etching photoresist residue from a semiconductor substrate comprising contacting the semiconductor substrate with a cleaning solution for a sufficient amount of time to effect substantial cleaning of the semiconductor substrate, wherein the cleaning solution comprises tetramethylammonium hydroxide, an amine-N-oxide, and a polar solvent.

13. The method of claim 12 , wherein said polar solvent comprises a polar species selected from the group consisting of water, an alcohol, ethylene glycol, propylene glycol, glycol ethers thereof, an amide, and a carbonate.

14. The method of claim 12 , wherein said polar solvent comprises water.

15. The method of claim 12 , wherein said amine-N-oxide has the formula:

wherein R 1 and R 2 may be hydrogen, methyl, further substituted or unsubstituted alkyl groups or may form two ends of an alkyl chain, and R 3 may be methyl, further substituted or unsubstituted alkyl groups or may form two ends of an alkyl chain.

16. The method of claim 12 , wherein said amine-N-oxide comprises N-methylmorpholine-N-oxide.

Assignments (3)
ASSIGNMENT OF PATENT SECURITY INTEREST RECORDED AT REEL/FRAME 048811/0679 Recorded Nov 5, 2019
From: GOLDMAN SACHS BANK USA
To: MORGAN STANLEY SENIOR FUNDING, INC.
Reel/Frame 050965/0035 →
SECURITY INTEREST Recorded Nov 13, 2018
From: ENTEGRIS, INC.; SAES PURE GAS, INC.
To: GOLDMAN SACHS BANK USA
Reel/Frame 048811/0679 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 19, 2016
From: ADVANCED TECHNOLOGY MATERIALS, INC.
To: ENTEGRIS, INC.
Reel/Frame 041029/0903 →