IP Library Granted Patent US 9,932,684
Granted Patent B2
US 9,932,684 · App. 15/220,472 · Granted Apr 3, 2018

Method of electroplating photoresist defined features from copper electroplating baths containing reaction products of alpha amino acids and bisepoxides

Inventors: Matthew Thorseth (Westminster, MA); Zuhra Niazimbetova (Westborough, MA); Yi Qin (Westborough, MA); Julia Woertink (Midland, MI); Joanna Dziewiszek (Boxborough, MA); Erik Reddington (Ashland, MA); Mark Lefebvre (Hudson, NH)
Assignees: Rohm and Haas Electronic Materials LLC; Dow Global Technologies LLC
C25D3/38C25D5/022C25D7/00C25D7/123H01L24/03H01L24/06H01L24/11H01L24/14H05K1/111H05K3/064H05K3/4007H01L2224/03462H01L2224/03472H01L2224/05015H01L2224/11H01L2224/11472H01L2224/13014H01L2224/13147H05K2201/09209
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Quick Facts
Patent No.
US 9,932,684
App. No.
15/220,472
Granted
Apr 3, 2018
Kind
B2
Abstract

Electroplating methods enable the plating of photoresist defined features which have substantially uniform morphology. The electroplating methods include copper electroplating baths with reaction products of α-amino acids and bisepoxides to electroplate the photoresist defined features. Such features include pillars, bond pads and line space features.

Claims (14)

1. A method comprising:

a) providing a substrate comprising a layer of photoresist, wherein the layer of photoresist comprises a plurality of apertures;

b) providing a copper electroplating bath comprising one or more reaction products of one or more α-amino acids and one or more bisepoxides; an electrolyte; one or more accelerators; and one or more suppressors;

c) immersing the substrate comprising the layer of photoresist with the plurality of apertures in the copper electroplating bath; and

d) electroplating a plurality of copper photoresist defined features in the plurality of apertures, the plurality of photoresist defined features comprise an average % TIR of -5% to -1%.

2. The method of claim 1 , wherein an average % WID of an array of copper photoresist defined features on the substrate is 12% to 15%.

3. The method of claim 1 , wherein the one or more α-amino acids are chosen from arginine and lysine.

4. The method of claim 1 , wherein the one or more bisepoxides have a formula:

wherein R 1 and R 2 are independently chosen from hydrogen and (C 1 -C 4 )alkyl, A=O((CR 3 R 4 ) m O) n or (CH 2 ) y , each R 3 and R 4 is independently chosen from hydrogen, methyl, or hydroxyl, m=1-6, n=1-20 and y=0-6 and when y=0, A is a chemical bond.

5. The method of claim 4 , wherein the bisepoxides have a formula:

wherein R 1 and R 2 are independently chosen from hydrogen and (C 1 -C 4 )alkyl, R 3 and R 4 are chosen from hydrogen, methyl or hydroxyl, m=1-6, n=1.

6. The method of claim 1 , wherein the one or more reaction products are in amounts of 0.25 ppm to 20 ppm in the copper electroplating bath.

7. The method of claim 1 , wherein electroplating is done at a current density of 0.25 ASD to 40 ASD.

8. The method of claim 1 , wherein the one or more copper photoresist defined features are pillars, bond pads or line space features.

Assignments (7)
SECURITY INTEREST Recorded Nov 3, 2025
From: QNITY ELECTRONICS, INC.
To: JPMORGAN CHASE BANK, N.A., AS COLLATERAL AGENT
Reel/Frame 073515/0243 →
SECURITY INTEREST Recorded Nov 3, 2025
From: QNITY ELECTRONICS, INC.
To: U.S. BANK TRUST COMPANY, NATIONAL ASSOCIATION, AS NOTES COLLATERAL AGENT
Reel/Frame 073517/0298 →
CHANGE OF LEGAL ENTITY Recorded Sep 17, 2024
From: DDP SPECIALTY ELECTRONIC MATERIALS US, INC
To: DDP SPECIALTY ELECTRONIC MATERIALS US, LLC
Reel/Frame 068972/0210 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 17, 2024
From: DOW GLOBAL TECHNOLOGIES LLC
To: THE DOW CHEMICAL COMPANY
Reel/Frame 068971/0226 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 17, 2024
From: THE DOW CHEMICAL COMPANY
To: DDP SPECIALTY ELECTRONIC MATERIALS US, INC
Reel/Frame 068971/0362 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 16, 2018
From: THORSETH, MATTHEW A.; NIAZIMBETOVA, ZUHRA; QIN, YI; DZIEWISZEK, JOANNA; REDDINGTON, ERIK; LEFEBVRE, MARK
To: ROHM AND HAAS ELECTRONIC MATERIALS LLC
Reel/Frame 045254/0822 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 16, 2018
From: WOERTINK, JULIA
To: DOW GLOBAL TECHNOLOGIES LLC
Reel/Frame 045254/0928 →
Continuity (2)
Provisional Application 62201860 · Aug 6, 2015
Related Publication 20170037527A1 · Feb 9, 2017