IP Library Granted Patent US 8,338,350
Granted Patent B2
US 8,338,350 · App. 12/998,499 · Granted Dec 25, 2012

Gluconic acid containing photoresist cleaning composition for multi-metal device processing

Assignee: Avantor Performance Materials Inc.
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Quick Facts
Patent No.
US 8,338,350
App. No.
12/998,499
Granted
Dec 25, 2012
Kind
B2
Abstract

A microelectronic photoresist cleaning composition suitable for cleaning multi-metal microelectronic devices and to do so without any substantial or significant galvanic corrosion occurring when there is a subsequent rinsing step employing water.

Claims (47)

1. A semi-aqueous, alkaline cleaning composition for cleaning a multi-metal microelectronic device, the composition consisting of:

(a) from about 10% to about 35% water;

(b) from about 5% to about 15% of at least one alkanolamine;

(c) from about 10% to about 50% solvent selected from the group consisting of N-methylpyrrolidinone or a mixture of N-methylpyrrolidinone and sulfolane;

(d) from about 2% to about 10% of gluconic acid or a compound producing gluconic acid by hydrolysis in water;

(e) from about 1% to about 8% of at least one oligoethylene glycol of the formula HO(CH 2 CH 2 O) n CH 2 CH 2 OH wherein n is 1 or more; and

(f) optionally from about 10% to about 40% of at least one diethylene glycol monoalkyl ether wherein the alkyl group contains from 1 to 4 carbon atoms;

wherein the percentages are weight percent based on the total weight of the composition and when the percentage of alkanolamine is equal to or less than 6% the amount of N-methylpyrrolidinone solvent in the composition is 20% or more, and when the percentage of alkanolamine is 9% or more the amount on N-methyl pyrrolidinone may be equal to or less than 20%.

2. A semi-aqueous, alkaline cleaning composition of claim 1 consisting of

(a) from about 10% to about 30% water;

(b) from about 6% to about 10% of at least one alkanolamine;

(c) from about 20% to about 50% of solvent;

(d) from about 2% to about 6% of gluconic acid or compound producing gluconic acid by hydrolysis in water;

(e) from about 2% to about 6% oligoethylene glycol of the formula HO(CH 2 CH 2 O) n CH 2 CH 2 OH wherein n is 1, 2, 3 or 4; and

(f) from about 20% to about 30% of at least one diethylene glycol monoalkyl ether.

3. A semi-aqueous, alkaline cleaning composition of claim 2 wherein:

the alkanolamine consists of mono isopropanol amine;

the oligoethylene glycol consists of tetraethylene glycol; and

the diethylene glycol monoalkyl ether consists of diethylene glycol monomethyl ether.

4. A semi-aqueous, alkaline cleaning composition of claim 2 consisting of

15% to 30% water;

6% to 8% mono isopropanol amine;

from 10% to 30% N-methylpyrrolidinone and 0% to 20% sulfolane;

2% to 6% gluconic acid;

3% to 5% oligoethylene glycol; and

20% to 30% diethylene glycol monomethyl ether.

5. A semi-aqueous, alkaline cleaning composition of claim 1 consisting of

about 28% water;

about 6% mono isopropanol amine;

about 10% sulfolane and 20% N-methylpyrrolidinone;

about 3% gluconic acid;

about 5% tetraethylene glycol; and

about 28% diethyleneglycol monomethyl ether.

6. A semi-aqueous, alkaline cleaning composition of claim 1 consisting of

about 25% water;

about 7% diethanolamine;

about 40% N-methylpyrrolidinone;

about 5% gluconic acid δ-lactone;

about 3% tetraethylene glycol; and

about 20% diethylene glycol monomethyl ether.

7. A process for cleaning a multi-metal microelectronic device comprising contacting the device with a cleaning composition of claim 1 for a time and at a temperature to accomplish the cleaning of the device.

8. The process according to claim 7 wherein the cleaning is conducted at a temperature of about 50° C. to about 60° C.

9. A process for cleaning a multi-metal microelectronic device comprising contacting the device with a cleaning composition of claim 2 for a time and at a temperature to accomplish the cleaning of the device.

10. A process for cleaning a multi-metal microelectronic device comprising contacting the device with a cleaning composition of claim 3 for a time and at a temperature to accomplish the cleaning of the device.

11. A process for cleaning a multi-metal microelectronic device comprising contacting the device with a cleaning composition of claim 4 for a time and at a temperature to accomplish the cleaning of the device.

12. A process for cleaning a multi-metal microelectronic device comprising contacting the device with a cleaning composition of claim 5 for a time and at a temperature to accomplish the cleaning of the device.

13. A process for cleaning a multi-metal microelectronic device comprising contacting the device with a cleaning composition of claim 6 for a time and at a temperature to accomplish the cleaning of the device.

Assignments (18)
TERMINATION AND RELEASE OF SECURITY INTEREST IN PATENTS Recorded Nov 16, 2020
From: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A.
To: AVANTOR PERFORMANCE MATERIALS, LLC; NUSIL TECHNOLOGY LLC; APPLIED SILICONE COMPANY LLC; RELIABLE BIOPHARMACEUTICAL, LLC; THERAPAK, LLC
Reel/Frame 054440/0877 →
SECURITY AGREEMENT (NOTES) Recorded Nov 6, 2020
From: AVANTOR FLUID HANDLING, LLC; AVANTOR PERFORMANCE MATERIALS, LLC; NUSIL TECHNOLOGY LLC; RELIABLE BIOPHARMACEUTICAL, LLC; THERAPAK, LLC
To: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A., AS NOTES COLLATERAL AGENT
Reel/Frame 054343/0414 →
SECURITY AGREEMENT Recorded Nov 29, 2017
From: AVANTOR PERFORMANCE MATERIALS, LLC; NUSIL TECHNOLOGY LLC; APPLIED SILICONE COMPANY LLC; RELIABLE BIOPHARMACEUTICAL, LLC; THERAPAK, LLC
To: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A., AS NOTES COLLATERAL AGENT
Reel/Frame 044528/0960 →
SECURITY AGREEMENT Recorded Nov 28, 2017
From: AVANTOR PERFORMANCE MATERIALS, LLC; NUSIL TECHNOLOGY LLC; APPLIED SILICONE COMPANY LLC; RELIABLE BIOPHARMACEUTICAL, LLC; THERAPAK, LLC
To: GOLDMAN SACHS BANK USA, AS COLLATERAL AGENT
Reel/Frame 044811/0400 →
RELEASE (REEL 041966 / FRAME 0247) Recorded Nov 27, 2017
From: JEFFERIES FINANCE LLC
To: NUSIL TECHNOLOGY, LLC; APPLIED SILICONE COMPANY LLC; AVANTOR PERFORMANCE MATERIALS, LLC (FORMERLY AVANTOR PERFORMANCE MATERIALS, INC.)
Reel/Frame 044810/0154 →
RELEASE (REEL 041966 / FRAME 0211) Recorded Nov 27, 2017
From: JEFFERIES FINANCE LLC
To: NUSIL TECHNOLOGY, LLC; APPLIED SILICONE COMPANY, LLC; AVANTOR PERFORMANCE MATERIALS, LLC (FORMERLY AVANTOR PERFORMANCE MATERIALS, INC.)
Reel/Frame 044810/0207 →
SECURITY INTEREST Recorded Mar 10, 2017
From: NUSIL TECHNOLOGY LLC; APPLIED SILICONE COMPANY LLC; AVANTOR PERFORMANCE MATERIALS, LLC (FORMERLY KNOWN AS AVANTOR PERFORMANCE MATERIALS, INC.)
To: JEFFERIES FINANCE LLC
Reel/Frame 041966/0247 →
SECURITY INTEREST Recorded Mar 10, 2017
From: NUSIL TECHNOLOGY LLC; APPLIED SILICONE COMPANY LLC; AVANTOR PERFORMANCE MATERIALS, LLC (FORMERLY KNOWN AS AVANTOR PERFORMANCE MATERIALS, INC.)
To: JEFFERIES FINANCE LLC
Reel/Frame 041966/0211 →
RELEASE OF SECURITY INTEREST Recorded Mar 10, 2017
From: CREDIT SUISSE AG, CAYMAN ISLANDS BRANCH
To: AVANTOR PERFORMANCE MATERIALS, LLC (FORMERLY KNOWN AS AVANTOR PERFORMANCE MATERIALS, INC.); NUSIL TECHNOLOGY LLC; APPLIED SILICONE COMPANY LLC
Reel/Frame 041966/0313 →
CHANGE OF NAME Recorded Mar 2, 2017
From: AVANTOR PERFORMANCE MATERIALS, INC.
To: AVANTOR PERFORMANCE MATERIALS, LLC
Reel/Frame 041442/0976 →
MERGER Recorded Oct 3, 2016
From: AVANTOR PERFORMANCE MATERIALS, INC.
To: AVANTOR PERFORMANCE MATERIALS, LLC
Reel/Frame 039924/0311 →
SECURITY INTEREST Recorded Sep 30, 2016
From: NUSIL TECHNOLOGY LLC; APPLIED SILICONE COMPANY LLC; AVANTOR PERFORMANCE MATERIALS, LLC (FORMERLY KNOWN AS AVANTOR PERFORMANCE MATERIALS, INC.)
To: CREDIT SUISSE AG, CAYMAN ISLANDS BRANCH
Reel/Frame 040192/0613 →
RELEASE OF SECURITY INTEREST Recorded Sep 30, 2016
From: CREDIT SUISSE AG, CAYMAN ISLANDS BRANCH
To: AVANTOR PERFORMANCE MATERIALS, LLC (FORMERLY KNOWN AS AVANTOR PERFORMANCE MATERIALS, INC.)
Reel/Frame 039915/0035 →
RELEASE OF SECURITY INTEREST Recorded Jun 21, 2016
From: CREDIT SUISSE, AG, CAYMAN ISLANDS BRANCH
To: AVANTOR PERFORMANCE MATERIALS, INC.
Reel/Frame 039111/0908 →
SECURITY INTEREST Recorded Jun 21, 2016
From: AVANTOR PERFORMANCE MATERIALS, INC.
To: CREDIT SUISSE, AG, CAYMAN ISLANDS BRANCH
Reel/Frame 038976/0610 →
SECURITY INTEREST Recorded Jun 21, 2016
From: AVANTOR PERFORMANCE MATERIALS, INC.
To: CREDIT SUISSE, AG, CAYMAN ISLANDS BRANCH
Reel/Frame 038976/0478 →
PATENT SECURITY AGREEMENT Recorded Jun 24, 2011
From: AVANTOR PERFORMANCE MATERIALS, INC.
To: CREDIT SUISSE AG, CAYMAN ISLANDS BRANCH
Reel/Frame 026499/0256 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 27, 2011
From: INAOKA, SEIJI
To: AVANTOR PERFORMANCE MATERIALS, INC.
Reel/Frame 026243/0758 →
Continuity (2)
Provisional Application 61108942 · Oct 28, 2008
Related Publication 20110212865A1 · Sep 1, 2011