IP Library Granted Patent US 10,429,737
Granted Patent B2
US 10,429,737 · App. 15/711,847 · Granted Oct 1, 2019

Antireflective compositions with thermal acid generators

Inventors: Jung-June Lee (Chungcheongnam-Do, KR); Jae Bong Lim (Chungcheongnam-Do, KR)
Assignee: Rohm and Haas Electronic Materials Korea Ltd.
G03F7/26C07C309/06C07D213/75C07D239/26C07D241/12C07D263/32C07D277/22C09D5/006G03F7/004G03F7/091G03F7/11G03F7/40H01L21/0274H01L21/0276H01L21/0332H01L21/0337H01L21/311
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Quick Facts
Patent No.
US 10,429,737
App. No.
15/711,847
Granted
Oct 1, 2019
Kind
B2
Abstract

New methods and substrates are provided that include antireflective compositions that comprise one or more thermal acid generators.

Claims (30)

1. A method for forming a photoresist relief image, comprising:

a) applying on a substrate a layer of a coating composition comprising: 1) a resin; and 2) a solvent component; and 3) a thermal acid generator comprising a structure of Formula (I):

X⊖⊕YH  (I)

wherein Y has a structure of Formula (II):

 each R 1 is independently C 1 -C 6 haloalkyl, —CN, —NO 2 , —COR 2 , —COOR 2 , —CONR 2 or —SO 2 R 2 ;

R 2 is independently hydrogen, C 1 -C 6 alkyl, C 3 -C 6 cycloalkyl or phenyl, which may be optionally substituted;

n is an integer from 1 to 5; and

X is an anion component; and

b) applying a layer of a photoresist composition above the coating composition layer; and

c) exposing the photoresist layer to patterned activating radiation and developing the exposed photoresist layer to form a photoresist life image.

2. A method of any one of claim 1 wherein the coating composition comprises a hydrophilic resin.

3. The method of claim 1 wherein each R 1 is independently —COR 2 , —COOR 2 , —CONR 2 or —SO 2 R 2 .

4. The method of claim 1 wherein each R 1 is independently CF 3 , —CN, —NO 2 , acetyl or ester.

5. The method of claim 1 wherein R 1 is ester that is not reactive during lithographic processing.

6. The method of claim 1 wherein the thermal acid generator compound has a structure of the following Formula (A), (B) or (C):

7. The method of claim 1 wherein YH of Formula (II) is one of the following structures:

8. A coated substrate comprising:

a substrate comprising

a) a coating composition comprising: 1) a resin; and 2) a thermal acid generator comprising a structure of Formula (I):

X⊖⊕YH  (I)

wherein Y has a structure of Formula (II):

 each R 1 is independently halogen, C 1 -C 6 haloalkyl, —CN, —NO 2 , —COR 2 , —COOR 2 , —CONR 2 or —SO 2 R 2 ;

R 2 is independently hydrogen, C 1 -C 6 alkyl, C 3 -C 6 cycloalkyl or phenyl, which may be optionally substituted;

n is an integer from 1 to 5; and

X is an anion component; and

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

9. The substrate of claim 8 wherein YH of Formula (I) is one of the following structures:

10. The substrate of claim 8 wherein each R 1 is independently —COR 2 , —COOR 2 , —CONR 2 or —SO 2 R 2 .

11. The substrate of claim 8 wherein each R′ is independently CF 3 , —CN, —NO 2 , acetyl or ester.

12. The substrate of claim 8 wherein R 1 is ester that is not reactive during lithographic processing.

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 May 1, 2018
From: LEE, JUNG-JUNE, MR.; LIM, JAE BONG, MR.
To: ROHM AND HAAS ELECTRONIC MATERIALS KOREA LTD.
Reel/Frame 045681/0122 →