IP Library Granted Patent US 8,906,838
Granted Patent B2
US 8,906,838 · App. 10/515,372 · Granted Dec 9, 2014

Microelectronic cleaning and arc remover compositions

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Quick Facts
Patent No.
US 8,906,838
App. No.
10/515,372
Granted
Dec 9, 2014
Kind
B2
Abstract

Cleaning compositions suitable for cleaning microelectronic structures having silicon dioxide, low-k or high-k di-electrics and copper or aluminum metallizations contain a polar organic solvent selected from amides, sulfones, sulfolenes, selenones and saturated alcohols and a strong alkaline base.

Claims (22)

1. A silicate free cleaning composition that is stable in strong alkaline conditions of pH >9 and in the presence of H 2 O 2 and capable of cleaning photoresist and residues from microelectronic substrates having copper metallization and a porous or non-porous low-κ or high-κ dielectric, said cleaning composition being stable when in the presence of hydrogen peroxide oxidizing agent, said composition consisting essentially of:

from about 10 to about 90% by weight of a polar organic solvent having hydrogen bonding capability and minimally or non-reactive with an oxidizing agent, wherein the polar organic solvent is selected from the group consisting of dimethylpiperidone, sulfones, and sulfolanes;

from about 0.1 to about 10% by weight of a member selected from the group consisting of a tetraalkylammonium hydroxide, choline hydroxide, sodium hydroxide, and potassium hydroxide;

from about 10 to about 60% water; and

from about 0.1 to about 5% by weight a chelating or metal complexing agent selected from the group consisting of trans-1,2-cyclohexanediamine tetraacetic acid, ethane-1-hydroxy-1,1-diphosphonate and ethylenediamine tetra(methylene phosphonic acid).

2. A cleaning composition according to claim 1 wherein the polar organic solvent is sulfolane and the chelating or metal complexing agent is trans-1,2-cyclohexanediamine tetraacetic acid.

3. The cleaning composition according to claim 2 consisting essentially of sulfolane, tetramethylammonium hydroxide, trans-1,2-cyclohexanediamine tetraacetic acid and water.

4. A process for cleaning photoresist or residue from a microelectronic substrate, the process comprising contacting the substrate with a cleaning composition for a time sufficient to clean the photoresist and residue from the substrate, wherein the cleaning composition consists essentially of a composition of claim 2 .

5. A process for cleaning photoresist or residue from a microelectronic substrate, the process comprising contacting the substrate with a cleaning composition for a time sufficient to clean the photoresist and residue from the substrate, wherein the cleaning composition consists essentially of a composition of claim 3 .

6. The cleaning composition according to claim 1 consisting essentially of dimethylpiperidone, trans-1,2-cyclohexanediamine tetraacetic acid, tetramethylammonium hydroxide and water.

7. A process for cleaning photoresist or residue from a microelectronic substrate, the process comprising contacting the substrate with a cleaning composition for a time sufficient to clean the photoresist and residue from the substrate, wherein the cleaning composition consists essentially of a composition of claim 1 .

8. A process for cleaning photoresist or residue from a microelectronic substrate, the process comprising contacting the substrate with a cleaning composition for a time sufficient to clean the photoresist and residue from the substrate, wherein the cleaning composition consists essentially of a composition of claim 6 .

9. A silicate free cleaning composition that is stable in strong alkaline conditions of pH >9 and in the presence of H 2 O 2 and capable of cleaning photoresist and residues from microelectronic substrates having copper metallization and a porous or non-porous low-κ or high-κ dielectric, said cleaning composition being stable when in the presence of hydrogen peroxide oxidizing agent, said composition consisting of:

from about 10 to about 90% by weight of a polar organic solvent having hydrogen bonding capability and minimally or non-reactive with an oxidizing agent, wherein the polar organic solvent is selected from the group consisting of dimethylpiperidone, sulfones, and sulfolanes;

from about 0.1 to about 10% by weight of a member selected from the group consisting of a tetraalkylammonium hydroxide, choline hydroxide, sodium hydroxide, and potassium hydroxide;

from about 10 to about 60% water; and

from about 0.1 to about 5% by weight a chelating or metal complexing agent selected from the group consisting of trans-1,2-cyclohexanediamine tetraacetic acid, ethane-1-hydroxy-1,1-diphosphonate and ethylenediamine tetra(methylene phosphonic acid).

10. The cleaning composition according to claim 9 consisting of sulfolane, tetramethylammonium hydroxide, trans-1,2-cyclohexanediamine tetraacetic acid and water.

11. The cleaning composition according to claim 9 consisting of dimethylpiperidone, trans-1,2-cyclohexanediamine tetraacetic acid, tetramethylammonium hydroxide and water.

12. A process for cleaning photoresist or residue from a microelectronic substrate, the process comprising contacting the substrate with a cleaning composition for a time sufficient to clean the photoresist and residue from the substrate, wherein the cleaning composition consists of a composition of claim 9 .

13. A process for cleaning photoresist or residue from a microelectronic substrate, the process comprising contacting the substrate with a cleaning composition for a time sufficient to clean the photoresist and residue from the substrate, wherein the cleaning composition consists of a composition of claim 10 .

14. A process for cleaning photoresist or residue from a microelectronic substrate, the process comprising contacting the substrate with a cleaning composition for a time sufficient to clean the photoresist and residue from the substrate, wherein the cleaning composition consists of a composition of claim 11 .

Assignments (21)
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 →
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 →
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 →
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 →
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 →
RELEASE OF SECURITY INTEREST Recorded Jun 21, 2016
From: CREDIT SUISSE, AG, CAYMAN ISLANDS BRANCH
To: AVANTOR PERFORMANCE MATERIALS, INC.
Reel/Frame 038976/0233 →
SECURITY INTEREST Recorded Jun 21, 2016
From: AVANTOR PERFORMANCE MATERIALS, INC.
To: CREDIT SUISSE, AG, CAYMAN ISLANDS BRANCH
Reel/Frame 038976/0478 →
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 Oct 3, 2014
From: AVANTOR PERFORMANCE MATERIALS, INC.
To: CREDIT SUISSE AG, CAYMAN ISLANDS BRANCH
Reel/Frame 033882/0488 →
PATENT SECURITY AGREEMENT Recorded Jun 24, 2011
From: AVANTOR PERFORMANCE MATERIALS, INC.
To: CREDIT SUISSE AG, CAYMAN ISLANDS BRANCH
Reel/Frame 026499/0256 →
CHANGE OF NAME Recorded Nov 1, 2010
From: MALLINCKRODT BAKER, INC.
To: AVANTOR PERFORMANCE MATERIALS, INC.
Reel/Frame 025227/0551 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 3, 2007
From: HSU, CHIEN-PIN SHERMAN
To: MALLINCKRODT BAKER, INC.
Reel/Frame 020185/0588 →