IP Library Granted Patent US 11,822,248
Granted Patent B2
US 11,822,248 · App. 15/337,558 · Granted Nov 21, 2023

Coating compositions for use with an overcoated photoresist

Inventors: Eui-Hyun Ryu (Chungcheongnam-Do, KR); Jin Hong Park (Gyeonggi-Do, KR); You Rim Shin (Gyeonggi-Do, KR); Ji-Hon Kang (Gyeonggi-Do, KR); Jung-June Lee (Chungcheongnam-do, KR); Jae-Bong Lim (Chungcheongnam-Do, KR)
Assignee: ROHM AND HAAS ELECTRONIC MATERIALS KOREA LTD.
G03F7/16C08G73/0644C09D5/006C09D179/04G03F7/091G03F7/11
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Quick Facts
Patent No.
US 11,822,248
App. No.
15/337,558
Granted
Nov 21, 2023
Kind
B2
Abstract

Organic coating compositions, particularly antireflective coating compositions for use with an overcoated photoresist, are provided that in a first aspect comprise a crosslinker component that comprises a structure of the following Formula (I):

Claims (35)

1. A method, comprising:

a) applying on a substrate a layer of a coating composition comprising a resin that comprises one or more glycoluril groups of Formula (I):

wherein in Formula (I):

at least one of R 1 and R 2 is other than hydrogen or a resin linker;

each R is the same or different and independently selected from a resin linker, hydrogen, optionally substituted alkyl, optionally substituted heteroalkyl, or optionally substituted carbocyclic aryl;

wherein at least one R group is an optionally substituted carbon alicyclic group, or an optionally substituted carbocyclic aryl group; and

b) applying a layer of a photoresist composition above the coating composition layer,

provided that one R is the resin linker, and the one or more glycouril groups are pendant moieties of a backbone of the resin.

2. The method of claim 1 wherein at least one of R 1 and R 2 is optionally substituted alkyl or optionally substituted heteroalkyl.

3. The method of claim 1 wherein the resin comprises 1) polyester linkages and/or 2) polymerized isocyanurate groups.

4. The method of claim 1 wherein the photoresist composition is imaged with activating radiation and the photoresist composition with activating radiation and developing the imaged photoresist composition layer to provide a photoresist relief image.

5. The method of claim 1 wherein the resin comprises a structure derived from formulae 1, 2, 3, 4, 5, 6, 7 or 8:

wherein in formulae 1, 2, 3, 4, 5, 6, 7 and 8, R 1 , R 2 , R 3 and R 4 are independently selected from a resin linker, hydrogen, optionally substituted alkyl, optionally substituted heteroalkyl, or optionally substituted carbocyclic aryl, and at least one of R 1 , R 2 , R 3 and R 4 is an optionally substituted carbon alicyclic group, an optionally substituted carbocyclic aryl group.

6. The method of claim 1 wherein in Formula (I) one or more R groups comprise an optionally substituted carbon alicyclic group.

7. The method of claim 1 wherein in Formula (I) one or more R groups comprise an optionally substituted heteroalkyl moiety.

8. The method of claim 1 wherein in Formula (I) one or more R groups comprise an optionally substituted alkoxy, optionally substituted alkylthio, or optionally substituted heteroalicyclic.

9. The method of claim 1 wherein the resin comprises a structure derived from one or more of the following:

10. The method of claim 1 wherein in Formula (I) one or more R groups comprise an optionally substituted alkoxy.

11. The method of claim 1 wherein in Formula (I) one or more R groups comprise an optionally substituted alkylthio.

12. The method of claim 1 further comprising exposing the photoresist composition layer to patterned activating radiation.

13. The method of claim 12 wherein the resin comprises a chromophore group for the activating radiation.

14. The method of claim 1 wherein the resin comprises a phenyl group.

15. The method of claim 1 wherein one or more R groups comprise a carbocyclic aryl moiety.

16. The method of claim 1 wherein one or more R group is phenyl.

17. A method, comprising:

a) applying on a substrate a layer of coating composition comprising a resin that comprises one or more glycoluril groups of Formula (I)

wherein in Formula (I):

at least one of and R 2 and R 2 is other than hydrogen or a resin linker,

each R is the same or different and independently selected from a resin linker, hydrogen, optionally substituted alkyl, optionally substituted heteroalkyl, or optionally substituted carbocyclic aryl,

wherein at least one R group is an optionally substituted carbon alicyclic group, or an optionally substituted carbocyclic aryl group, and

one or more R groups comprise an optionally substituted alkoxy or optionally substituted optionally substituted alkylthio; and

b) applying a layer of a photoresist composition above the coating composition layer,

provided that one R is the resin linker, and the one or more glycouril groups are pendant moieties of a backbone of the resin.

18. The method of claim 17 wherein in Formula (I) one or more R groups comprise an optionally substituted alkoxy.

19. The method of claim 17 wherein in Formula (I) one or more R groups comprise an optionally substituted alkylthio.

Assignments (2)
CHANGE OF NAME Recorded Oct 17, 2024
From: ROHM & HAAS ELECTRONIC MATERIALS KOREA LTD
To: DUPONT SPECIALTY MATERIALS KOREA LTD
Reel/Frame 069185/0438 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 28, 2016
From: RYU, EUI-HYUN, MR.; PARK, JIN HONG; SHIN, YOU RIM; KANG, JI-HON; LEE, JUNG-JUNE; LIM, JAE-BONG
To: ROHM AND HAAS ELECTRONIC MATERIALS KOREA LTD.
Reel/Frame 040161/0020 →
Continuity (2)
Provisional Application 62249197 · Oct 31, 2015
Related Publication 20170123319A1 · May 4, 2017