IP Library Granted Patent US 8,263,795
Granted Patent B2
US 8,263,795 · App. 12/258,996 · Granted Sep 11, 2012

Copper precursors for thin film deposition

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Quick Facts
Patent No.
US 8,263,795
App. No.
12/258,996
Granted
Sep 11, 2012
Kind
B2
Abstract

Non-fluorinated copper precursors and methods for making and using same are described herein. In certain embodiments, the copper precursors described herein may be used as precursors to deposit copper films and alloys thereof on a substrate through, for example, atomic layer deposition or chemical vapor deposition conditions.

Claims (18)

1. A copper precursor for depositing films via chemical vapor deposition or atomic layer deposition represented by formula (I):

wherein R 1 and R 3 are each independently selected from an alkyl having a formula C n H 2n+1 wherein n is a number ranging from 1 to 4; wherein R 4 is selected from the group consisting of propyl, butyl and pentyl, with the proviso that R 4 is always bonded to the oxygen through the second carbon of R 4 from the nitrogen atom.

2. Cu(MeC(O)CHC(NCH 2 CHMeOSiMe 2 C 2 H 3 )Me).

3. Cu(MeC(O)CHC(NCH 2 CHEtOSiMe 2 C 2 H 3 )Me).

4. Cu(MeC(O)CHC(NCH 2 CHPrOSiMe 2 C 2 H 3 )Me).

5. An electronic device comprising a copper film wherein the film is deposited via a process selected from atomic layer deposition or chemical vapor deposition from a reaction mixture comprising Cu(MeC(O)CHC(NCH 2 CHMeOSiMe 2 C 2 H 3 )Me) and a reducing agent comprising at least one selected from hydrogen, a carboxylic acid, an alcohol, a carboxylic ester, a silane, a borane, an alane, a germane, a hydrazine, ammonia, or mixtures thereof.

6. The electronic device of claim 5 wherein the reducing agent comprises carboxylic acid.

7. The electronic device of claim 6 wherein the carboxylic acid comprises formic acid.

8. A process for forming a copper film on an at least one surface of a diffusion barrier layer, the process:

providing the at least one surface of the diffusion barrier layer; and

forming the copper film on at least a portion of the surface by either a chemical vapor deposition process or an atomic layer deposition process with a copper precursor having the following formula (I):

wherein R 1 and R 3 are each independently selected from an alkyl having a formula C n H 2n+1 wherein n is a number ranging from 1 to 4; wherein R 4 is selected from the group consisting of propyl, butyl and pentyl, with the proviso that R 4 is always bonded to the oxygen through the second carbon of R 4 from the nitrogen atom.

9. The process of claim 8 wherein the forming process further comprises introducing a reducing agent comprising a carboxylic acid.

10. The process of claim 9 wherein the carboxylic acid comprises formic acid.

11. The process of claim 10 wherein the copper film comprises a surface roughness (Ra) of 20 (Å) or less.

12. The process of claim 8 wherein the diffusion barrier layer comprises ruthenium.

13. The process of claim 8 wherein the diffusion barrier layer comprises titanium.

14. The process of claim 8 wherein the diffusion barrier layer comprises tantalum.

Assignments (4)
RELEASE OF SECURITY INTEREST Recorded Oct 7, 2019
From: CITIBANK, N.A., AS AGENT
To: VERSUM MATERIALS US, LLC
Reel/Frame 050647/0001 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 20, 2017
From: AIR PRODUCTS AND CHEMICALS, INC.
To: VERSUM MATERIALS US, LLC
Reel/Frame 041772/0733 →
PATENT SECURITY AGREEMENT Recorded Oct 27, 2016
From: VERSUM MATERIALS US, LLC
To: CITIBANK, N.A., AS COLLATERAL AGENT
Reel/Frame 040503/0442 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 19, 2008
From: NORMAN, JOHN ANTHONY THOMAS; PEREZ, MELANIE K.
To: AIR PRODUCTS AND CHEMICALS, INC.
Reel/Frame 021860/0120 →