IP Library Granted Patent US 9,563,128
Granted Patent B2
US 9,563,128 · App. 14/270,271 · Granted Feb 7, 2017

Compositions and processes for immersion lithography

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Quick Facts
Patent No.
US 9,563,128
App. No.
14/270,271
Granted
Feb 7, 2017
Kind
B2
Abstract

New photoresist compositions are provided that are useful for immersion lithography. Preferred photoresist compositions of the invention comprise one or more materials that can be substantially non-mixable with a resin component of the resist. Further preferred photoresist compositions of the invention comprise 1) Si substitution, 2) fluorine substitution; 3) hyperbranched polymers; and/or 4) polymeric particles. Particularly preferred photoresists of the invention can exhibit reduced leaching of resist materials into an immersion fluid contacting the resist layer during immersion lithography processing.

Claims (39)

1. A method for processing a photoresist composition, comprising:

(a) applying on a substrate a photoresist composition comprising:

(i) one or more resins,

(ii) a photoactive component, and

(iii) one or more materials that are substantially non-mixable with the one or more resins;

(b) immersion exposing the photoresist layer to radiation activating for the photoresist composition; and

(c) developing the exposed photoresist layer to form a photoresist relief image.

2. The method of claim 1 wherein the one or more substantially non-mixable materials are particles.

3. The method of claim 1 wherein the one or more substantially non-mixable materials comprise aqueous base-solubilizing groups and/or one or more photoacid-labile groups.

4. The method of claim 1 wherein the one or more substantially non-mixable materials comprise 1) Si substitution, 2) fluorine substitution and/or 3) are hyperbranched polymers.

5. A photoresist composition comprising:

(i) one or more resins,

(ii) a photoactive component, and

(iii) one or more materials that are substantially non-mixable with the one or more resins, and/or one or more materials that comprise 1) Si substitution, 2) fluorine substitution; 3) hyperbranched polymers; and/or 4) polymeric particles.

6. The method of claim 1 wherein the (iii) one or more materials comprise photoacid-labile groups.

7. The method of claim 1 wherein the (iii) one or more materials are fluorinated.

8. The method of claim 1 wherein the photoresist layer is exposed to radiation having a wavelength of 193 nm activating for the photoresist composition.

9. The method of claim 1 wherein the (iii) one or more materials have a lower surface energy and/or small hydrodynamic volume than the (i) one or more resins.

10. The method of claim 1 wherein the photoresist composition as applied as a spin-coated layer provides a receding water contact angle of in excess of 70 degrees.

11. The method of claim 1 wherein the (iii) one or more materials have a smaller hydrodynamic volume than the (i) one or more resins.

12. The method of claim 1 wherein the (iii) one or more materials are present in the photoresist composition in an amount of 0.1 to 20 weight percent based on total weight of the fluid photoresist composition.

13. The method of claim 1 wherein the (iii) one or more materials are present in the photoresist composition in an amount of up to 1 weight percent based on total solids of the photoresist composition.

14. The method of claim 1 wherein the (iii) one or more materials are present in the photoresist composition in an amount of up to 2 weight percent based on total solids of the photoresist composition.

15. The method of claim 1 wherein the (iii) one or more materials are present in the photoresist composition in an amount of up to 3 weight percent based on total solids of the photoresist composition.

16. The method of claim 7 wherein the (iii) one or more materials are present in the photoresist composition in an amount of 0.1 to 20 weight percent based on total weight of the fluid photoresist composition.

17. The method of claim 7 wherein the (iii) one or more materials are present in the photoresist composition in an amount of up to 1 weight percent based on total solids of the photoresist composition.

18. The method of claim 7 wherein the (iii) one or more materials are present in the photoresist composition in an amount of up to 2 weight percent based on total solids of the photoresist composition.

19. The method of claim 7 wherein the (iii) one or more materials are present in the photoresist composition in an amount of up to 3 weight percent based on total solids of the photoresist composition.

20. The method of claim 1 wherein the photoresist composition provides a decreased amount of acid or organic material detected in immersion fluid associated with the immersion exposure relative to the same photoresist composition that does not comprise the (iii) one or more materials.

21. The photoresist composition claim 5 wherein the (iii) one or more materials comprise photoacid-labile groups.

22. The photoresist composition of claim 5 wherein the (iii) one or more materials are fluorinated.

23. The photoresist composition of claim 5 wherein the (iii) one or more materials have a lower surface energy and/or small hydrodynamic volume than the (i) one or more resins.

24. The photoresist composition of claim 5 wherein the photoresist composition as applied as a spin-coated layer provides a receding water contact angle of in excess of 70 degrees.

25. The photoresist composition of claim 5 wherein the (iii) one or more materials have a smaller hydrodynamic volume than the (i) one or more resins.

26. The photoresist composition of claim 5 wherein the (iii) one or more materials are present in the photoresist composition in an amount of 0.1 to 20 weight percent based on total weight of the fluid photoresist composition.

27. The photoresist composition of claim 5 wherein the (iii) one or more materials are present in the photoresist composition in an amount of up to 1 weight percent based on total solids of the photoresist composition.

28. The photoresist composition of claim 5 wherein the (iii) one or more materials are present in the photoresist composition in an amount of up to 2 weight percent based on total solids of the photoresist composition.

29. The photoresist composition of claim 5 wherein the (iii) one or more materials are present in the photoresist composition in an amount of up to 3 weight percent based on total solids of the photoresist composition.

30. The photoresist composition of claim 5 wherein the photoresist composition provides a decreased amount of acid or organic material detected in immersion fluid associated with the immersion exposure relative to the same photoresist composition that does not comprise the (iii) one or more materials.

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 →