IP Library Granted Patent US 11,448,964
Granted Patent B2
US 11,448,964 · App. 15/162,445 · Granted Sep 20, 2022

Coating compositions for use with an overcoated photoresist

Inventors: Jung-June Lee (Chungcheongnam-Do, KR); Jae-Bong Lim (Chungcheongnam-Do, KR); Jun-Han Yun (Chungcheongnam-Do, KR); Ji-Hoon Kang (Chungcheongnam-Do, KR)
Assignee: ROHM AND HAAS ELECTRONIC MATERIALS KOREA LTD.
G03F7/091G03F7/0382G03F7/0397G03F7/26G03F7/30
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Quick Facts
Patent No.
US 11,448,964
App. No.
15/162,445
Granted
Sep 20, 2022
Kind
B2
Abstract

Organic coating compositions, particularly antireflective coating compositions for use with an overcoated photoresist, are provided that comprise that comprise a thermal acid generator that comprises: i) a pyridinium component having one or more ring substituents selected from optionally substituted alkyl and optionally substituted heteroalkyl; and ii) a sulfonic acid component.

Claims (33)

1. A coated substrate comprising:

a substrate having thereon:

a) a composition comprising:

1) a resin; and

2) an ionic thermal acid generator that comprises:

i) a pyridinium component having one or more ring substituents selected from optionally substituted alkyl and optionally substituted heteroalkyl; and

ii) a sulfonic acid component;

b) a layer of a photoresist composition above the a) composition.

2. The coated substrate of claim 1 , wherein the a) composition does not contain a photoacid generator.

3. The coated substrate of claim 1 , wherein the a) composition further comprises a crosslinker component.

4. The coated substrate of claim 1 , wherein the resin comprises one or more cyanurate groups and polyester linkages.

5. The coated substrate of claim 1 , wherein the thermal acid generator has a structure of the following Formula (I):

wherein R 1 is a non-hydrogen substituent;

each R 2 is independently a non-hydrogen substituent;

and n is 0, 1, 2, 3, 4 or 5.

6. The coated substrate of claim 1 , wherein the sulfonic acid component is an optionally substituted aryl sulfonic acid.

7. The coated substrate of claim 1 , wherein the ring nitrogen of the pyridinium component is not substituted.

8. The coated substrate of claim 1 , wherein the composition further comprises a solvent component that comprises 2-hydroxyisobutyric acid methyl ester, propylene glycol methyl ether and/or ethyl lactate.

9. The coated substrate of claim 1 , wherein the thermal acid generator comprises a pyridinium component of one of the following structures:

10. A method for forming photoresist relief image, the method comprising:

a) providing the coated substrate of claim 1 ;

b) imaging the layer of the photoresist composition with patterned activating radiation; and

c) developing the imaged layer of the photoresist composition to provide a photoresist relief image.

11. The method of claim 10 , wherein the a) composition does not contain a photoacid generator.

12. The method of claim 10 , wherein the resin comprises one or more cyanurate groups and polyester linkages.

13. The method of claim 10 , wherein the thermal acid generator has a structure of the following Formula (I):

wherein R 1 is a non-hydrogen substituent;

each R 2 is independently a non-hydrogen substituent;

and n is 0, 1, 2, 3, 4 or 5.

14. The method of claim 10 , wherein the sulfonic acid component is an optionally substituted aryl sulfonic acid.

15. The method of claim 10 , wherein the ring nitrogen of the pyridinium component is not substituted.

16. The method of claim 10 , wherein the composition further comprises a solvent component that comprises 2-hydroxyisobutyric acid methyl ester, propylene glycol methyl ether and/or ethyl lactate.

17. The method of claim 10 , wherein the thermal acid generator comprises a pyridinium component of one of the following structures:

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 Feb 13, 2017
From: LEE, JUNG-JUNE; LIM, JAE-BONG; YUN, JUN-HAN; KANG, JI-HOON
To: ROHM AND HAAS ELECTRONIC MATERIALS KOREA LTD.
Reel/Frame 041239/0237 →
Continuity (1)
Related Publication 20170336709A1 · Nov 23, 2017