IP Library Granted Patent US 9,696,627
Granted Patent B2
US 9,696,627 · App. 12/966,928 · Granted Jul 4, 2017

Compositions comprising base-reactive component and processes for photolithography

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Quick Facts
Patent No.
US 9,696,627
App. No.
12/966,928
Granted
Jul 4, 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 have base-reactive groups. 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 (30)

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

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

(i) one or more resins that 1) are at least substantially free of aromatic groups and 2) comprise photoacid-labile groups,

(ii) a photoactive component, and

(iii) one or more materials that comprise 1) base-reactive groups and 2) one or more fluorine atoms or fluorine-substituted groups, the one or more materials distinct from the one or more resins (i);

wherein the one or more materials comprise a resin that comprises a repeat unit that comprises multiple base reactive moieties that can react with base to provide hydroxy or sulfonic acid groups; and

(b) immersion exposing the applied photoresist layer to radiation activating for the photoresist composition.

2. The method of claim 1 wherein the one or more materials are substantially non-mixable with the one or more resins (i).

3. The method of claim 1 wherein the one or more materials migrate toward upper portions of the photoresist composition layer during the applying.

4. The method of claim 1 wherein the (iii) one or more materials have a lower surface energy than the (i) one or more resins.

5. The method of claim 1 wherein the one or more materials comprise groups that react with base to provide hydroxy groups.

6. The method of claim 1 wherein the one or more materials comprise groups that react with aqueous alkaline developer to provide hydroxyl groups.

7. The method of claim 1 wherein the one or more materials are resins.

8. The method of claim 1 wherein the one or more materials comprises photoacid-labile groups.

9. The method of claim 1 further comprising developing the exposed photoresist layer with aqueous alkaline developer whereby the multiple base-reactive groups undergo a bond-breaking reaction to provide hydroxyl or sulfonic acid polar groups.

10. The method of claim 9 wherein the photoresist layer after development has a water contact receding angle of less than 30° , and/or the photoresist layer prior to development has a water contact receding angle of in excess of 40° .

11. The method of claim 1 wherein the one or more materials comprise groups that react with base to provide sulfonic acid groups.

12. The method of claim 1 wherein the one or more materials comprise groups that react with aqueous alkaline developer to provide sulfonic acid groups.

13. The method of claim 1 wherein the one or more resins (i) contain less than 5 mole percent aromatic groups.

14. The method of claim 1 wherein the one or more resins (i) contain less than 2 mole percent aromatic groups.

15. The method of claim 1 wherein the one or more resins (i) are completely free of aromatic groups.

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

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

(i) one or more resins that 1) are at least substantially free of aromatic groups and 2) comprise photoacid-labile groups,

(ii) a photoactive component, and

(iii) one or more resins that comprise base-reactive groups,

wherein the (iii) one or more resins 1) are distinct from the (i) one or more resins; and 2) comprise a repeat unit that comprises multiple base reactive moieties that can react with base to provide hydroxy or sulfonic acid groups; and

(b) immersion exposing the applied photoresist layer to radiation activating for the photoresist composition.

17. The method of claim 16 wherein the (iii) one or more resins are substantially non-mixable with the (i) one or more resins.

18. The method of claim 16 wherein the (iii) one or more resins comprises photoacid-labile groups.

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 →