IP Library Granted Patent US 9,488,910
Granted Patent B2
US 9,488,910 · App. 12/968,130 · Granted Nov 8, 2016

Sulfonyl photoacid generators and photoresists comprising same

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Quick Facts
Patent No.
US 9,488,910
App. No.
12/968,130
Granted
Nov 8, 2016
Kind
B2
Abstract

New bis(sulfonyl)imide and tri(sulfonyl)methide photoacid generator compounds (“PAGs”) are provided as well as photoresist compositions that comprise such PAG compounds.

Claims (29)

1. A photoresist composition comprising a resin and a photoacid generator compound of the following Formula II:

wherein W, Y are each independently hydrogen, fluorine, optionally substituted fluoroalkyl; optionally substituted fluoroalkoxy; or optionally substituted fluorocarbocyclic aryl;

W′, Y′ are each independently the same as defined for W and Y;

n and n′ are each the same or different and are each a positive integer;

U and U′ are each the same or different and are each a linker; and

R and R′ are each the same or different and are each an optionally substituted carboalicyclic, optionally substituted heteroalicyclic, optionally substituted carbocyclic aryl, or optionally substituted heteroaromatic group;

X + is a counter ion.

2. A photoresist composition of claim 1 wherein X + is a sulfonium or iodonium compound.

3. A photoresist composition of claim 1 wherein X + is of either of the following formulae:

where R 1 to R 5 each independently represents C 1-30 optionally substituted alkyl group or a substituted or unsubstituted carbocyclic aryl group, or any two or more of R 1 , R 2 and R 3 may bond together to form a ring with the sulfur ring.

4. A photoresist composition of claim 1 wherein X + is any of the following groups:

wherein in those formulae P 1 , P 2 , P 3 , P 4 , P 5 , P 6 , and P 7 each independently represent hydrogen or one to five non-hydrogen substituents.

5. A photoresist composition of claim 1 that is selected from:

wherein in those formulae P 1 , P 2 , P 3 , P 4 , P 5 , P 6 , and P 7 each independently represent hydrogen or one to five non-hydrogen substituents.

6. A method for forming a photoresist relief image comprising:

a) applying a coating layer of a photoresist composition of claim 1 on a substrate;

b) exposing the photoresist coating layer to patterned activating radiation and developing the exposed photoresist layer to provide a relief image.

7. A method for forming a photoresist relief image comprising:

a) applying a coating layer of a photoresist composition of claim 2 on a substrate;

b) exposing the photoresist coating layer to patterned activating radiation and developing the exposed photoresist layer to provide a relief image.

8. A method for forming a photoresist relief image comprising:

a) applying a coating layer of a photoresist composition of claim 3 on a substrate;

b) exposing the photoresist coating layer to patterned activating radiation and developing the exposed photoresist layer to provide a relief image.

9. A method for forming a photoresist relief image comprising:

a) applying a coating layer of a photoresist composition of claim 4 on a substrate;

b) exposing the photoresist coating layer to patterned activating radiation and developing the exposed photoresist layer to provide a relief image.

10. A method for forming a photoresist relief image comprising:

a) applying a coating layer of a photoresist composition of claim 5 on a substrate;

b) exposing the photoresist coating layer to patterned activating radiation and developing the exposed photoresist layer to provide a relief image.

Assignments (3)
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 NAME Recorded Oct 29, 2024
From: ROHM & HAAS ELECTRONIC MATERIALS LLC
To: DUPONT ELECTRONIC MATERIALS INTERNATIONAL, LLC
Reel/Frame 069272/0383 →