IP Library Granted Patent US 8,968,980
Granted Patent B2
US 8,968,980 · App. 13/288,963 · Granted Mar 3, 2015

Radiation-sensitive resin composition and compound

Inventors: Ken Maruyama (Tokyo, JP); Kota Nishino (Tokyo, JP); Kazuki Kasahara (Tokyo, JP); Hirokazu Sakakibara (Tokyo, JP)
Assignee: JSR Corporation
C07C65/10G03F7/0045G03F7/0046G03F7/0397Y10S430/122Y10S430/126
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Quick Facts
Patent No.
US 8,968,980
App. No.
13/288,963
Granted
Mar 3, 2015
Kind
B2
Abstract

A radiation-sensitive resin composition includes an acid-dissociable group-containing resin, and a compound shown by the following general formula (1). wherein Z − represents a monovalent anion shown by a general formula (2), M + represents a monovalent onium cation, R 1 represents a linear or branched alkyl group having 1 to 12 carbon atoms substituted or unsubstantiated with a fluorine atom, or a linear or branched alkoxy group having 1 to 12 carbon atoms, and n is 1 or 2.

Claims (24)

1. A radiation-sensitive resin composition comprising:

an acid-dissociable group-containing resin; and

a compound shown by a general formula (1),

M + Z −   (1)

wherein Z − represents a monovalent anion shown by a general formula (2), and M + represents a monovalent onium cation,

wherein R 1 represents a linear or branched alkyl group having 1 to 12 carbon atoms unsubstituted or substituted with a fluorine atom, or a linear or branched alkoxy group having 1 to 12 carbon atoms, and n is 1 or 2.

2. The radiation-sensitive resin composition according to claim 1 , further comprising a photoacid generator that generates an acid having a pKa of 2 or less upon exposure to radiation.

3. The radiation-sensitive resin composition according to claim 2 , wherein the photoacid generator is a sulfonic acid generator that generates a sulfonic acid upon exposure to radiation.

4. The radiation-sensitive resin composition according to claim 1 , wherein the acid-dissociable group-containing resin comprises at least one of a repeating unit shown by a general formula (3), a repeating unit shown by a general formula (4), and a repeating unit shown by a general formula (5),

wherein R 2 represents a hydrogen atom or a methyl group, R 3 represents a hydrogen atom, a linear or branched alkyl group having 1 to 12 carbon atoms, or a linear or branched alkoxy group having 1 to 12 carbon atoms, i is an integer from 0 to 3, and j is an integer from 0 to 3,

wherein R 4 represents a hydrogen atom or a methyl group, R 5 represents a hydrogen atom, a linear or branched alkyl group having 1 to 12 carbon atoms, or a linear or branched alkoxy group having 1 to 12 carbon atoms, k is an integer from 1 to 3, and 1 is an integer from 0 to 3,

wherein R 6 represents a hydrogen atom or a methyl group, R 7 represents a hydrogen atom, a linear or branched alkyl group having 1 to 12 carbon atoms, or a linear or branched alkoxy group having 1 to 12 carbon atoms, m is an integer from 1 to 3, and n is an integer from 0 to 3.

5. The radiation-sensitive resin composition according to claim 1 , wherein the acid-dissociable group-containing resin comprises a repeating unit shown by a general formula (6),

wherein

R 8 represents a hydrogen atom, a methyl group, a trifluoromethyl group, or a hydroxymethyl group, and

each R 9 independently represents a monovalent alicyclic hydrocarbon group having 4 to 20 carbon atoms, a derivative of the monovalent alicyclic hydrocarbon group having 4 to 20 carbon atoms, or a linear or branched alkyl group having 1 to 4 carbon atoms, and each R 9 is a same as or different from each other, or

each R 9 independently represents a monovalent alicyclic hydrocarbon group having 4 to 20 carbon atoms, a derivative of the monovalent alicyclic hydrocarbon group having 4 to 20 carbon atoms, or a linear or branched alkyl group having 1 to 4 carbon atoms, each R 9 is a same as or different from each other, and two of R 9 bond to each other to form a divalent alicyclic hydrocarbon group or a derivative thereof together with the carbon atom bonded to R 9 .

6. The radiation-sensitive resin composition according to claim 5 , wherein the acid-dissociable group-containing resin further comprises at least one of a repeating unit shown by a general formula (L-1) and a repeating unit shown by a general formula (C-1),

wherein R r represents a hydrogen atom, a methyl group, or a trifluoromethyl group, R L1 represents a single bond or a divalent linking group, and R Lc represents a monovalent organic group having a lactone structure,

wherein R r represents a hydrogen atom, a methyl group, or a trifluoromethyl group, R C1 represents a single bond or a divalent linking group, and R Cc represents a monovalent organic group having a cyclic carbonate structure.

7. A compound shown by a general formula (1),

M + Z −   (1)

wherein Z − represents a monovalent anion shown by a general formula (2), and M + represents a sulfonium cation or an iodonium cation,

wherein R 1 represents a linear or branched alkyl group having 1 to 12 carbon atoms substituted with a fluorine atom, and n is 1 or 2.

Assignments (3)
MERGER Recorded Mar 23, 2026
From: JSR CORPORATION
To: JICC-02, CO., LTD
Reel/Frame 075191/0149 →
CHANGE OF NAME Recorded Mar 23, 2026
From: JICC-02 CO., LTD
To: JSR CORPORATION
Reel/Frame 075192/0023 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 4, 2011
From: MARUYAMA, KEN; NISHINO, KOTA; KASAHARA, KAZUKI; SAKAKIBARA, HIROKAZU
To: JSR CORPORATION
Reel/Frame 027173/0869 →
Priority Claims (1)
JP 2009-119960 · May 18, 2009 · national
Continuity (2)
Continuation PCTJP2010058214 · May 14, 2010
Related Publication 20120045719A1 · Feb 23, 2012