IP Library Granted Patent US 11,448,960
Granted Patent B2
US 11,448,960 · App. 16/205,055 · Granted Sep 20, 2022

Salts and photoresists comprising same

Inventors: Emad Aqad (Nothborough, MA); James F. Cameron (Marlborough, MA); James W. Thackeray (Marlborough, MA)
Assignee: ROHM AND HAAS ELECTRONIC MATERIALS LLC
G03F7/0042C07F11/00G03F7/0045G03F7/027G03F7/0397G03F7/16G03F7/70033
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Quick Facts
Patent No.
US 11,448,960
App. No.
16/205,055
Granted
Sep 20, 2022
Kind
B2
Abstract

New Te-salts are provided, including photoactive tellurium salt compounds useful for Extreme Ultraviolet Lithography.

Claims (60)

1. A photoresist composition comprising

a resin; and

a photoacid generator that comprises a salt comprising an anion component that comprises one or more Te atoms,

wherein the photoresist composition can be imaged with activating radiation and developed with alkaline aqueous developer.

2. A photoresist composition of claim 1 wherein the anion component comprises one or more divalent Te atoms.

3. A photoresist composition of claim 1 wherein the salt comprises one or more tetravalent Te atoms.

4. A photoresist composition of claim 1 wherein the salt corresponds to the following Formula (I):

M + (Z) n -R 1 -(Te) y —R 2 —X—R 3 —Y  (I)

wherein R 1 is a non-hydrogen substituent;

R 2 is a chemical bond or a non-hydrogen substituent;

X is a chemical bond or a divalent linking group;

R 3 is a linker;

Z is absent or a non-hydrogen substituent;

Y is an anionic group;

n is an integer equal to or greater than 0; and y is an integer equal to or greater than 1; and

M + is a cation component.

5. A photoresist composition of claim 1 wherein the salt corresponds to the following Formula (II):

wherein W 1 and W 2 are each the same or different non-hydrogen substituents;

R 1 is a non-hydrogen substituent;

R 2 is a chemical bond or a non-hydrogen substituent;

X is a chemical bond or a divalent linking group;

R 3 is a linker;

Z is absent or a non-hydrogen substituent;

Y is an anionic group;

n is an integer equal or greater than 0; and y is an integer equal or greater than 1; and

M + is a cation component.

6. A photoresist composition of claim 1 wherein the salt comprises a cation component that comprise one or more I + , S + , Se + and/or Te + .

7. A photoresist composition of claim 1 wherein the salt comprises a polymerizable group.

8. A photoresist composition of claim 1 wherein the salt comprises one or more acid-labile groups.

9. The photoresist composition of claim 1 wherein the photoresist composition comprises one or more acid generator compounds that are distinct from the photoacid generator that comprises the salt comprising the anion component that comprises one or more Te atoms.

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

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

b) exposing the photoresist composition layer to activating radiation and developing the exposed photoresist composition coating layer.

11. A photoresist composition of claim 1 wherein the salt comprises one or more of the following:

12. A photoresist composition of claim 1 wherein the salt comprises one or more of the following:

13. The photoresist composition of claim 1 wherein the photoresist composition is positive-acting.

14. The method of claim 10 wherein the photoresist composition is imaged with EUV radiation.

15. The method of claim 10 wherein the anion component comprises one or more divalent Te atoms.

16. The method of claim 10 , wherein the salt comprises one or more tetravalent Te atoms.

17. The method of claim 10 , wherein the salt corresponds to the following Formula (I):

M 30 (Z) n —R 1 —(Te) y —R 2 —X—R 3 —Y   (I)

wherein R 1 is a non-hydrogen substituent;

R 2 is a chemical bond or a non-hydrogen substituent; X is a chemical bond or a divalent linking group;

R 3 is a linker;

Z is absent or a non-hydrogen substituent;

Y is an anionic group;

n is an integer equal to or greater than 0; and y is an integer equal to or greater than 1; and

M + is a cation component.

18. The method of claim 10 , wherein the salt corresponds to the following Formula (II):

wherein W 1 and W 2 are each the same or different non-hydrogen substituents;

R 1 is a non-hydrogen substituent;

R 2 is a chemical bond or a non-hydrogen substituent;

X is a chemical bond or a divalent linking group;

R 3 is a linker;

Z is absent or a non-hydrogen substituent;

Y is an anionic group;

n is an integer equal or greater than 0; and y is an integer equal or greater than 1; and

M+ is a cation component.

19. The method of claim 10 , wherein the salt comprises a cation component that comprise one or more I + , S + , Se + and/or Te + .

20. The method of claim 10 , wherein the salt comprises a polymerizable group, one or more acid-labile groups, or a combination thereof.

Assignments (4)
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 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 29, 2018
From: AQAD, EMAD, MR.; CAMERON, JAMES F.; THACKERAY, JAMES W., MR.
To: ROHM AND HAAS ELECTRONIC MATERIALS LLC
Reel/Frame 047629/0388 →
Continuity (2)
Provisional Application 62593229 · Nov 30, 2017
Related Publication 20190163055A1 · May 30, 2019