IP Library Granted Patent US 8,722,306
Granted Patent B2
US 8,722,306 · App. 12/602,769 · Granted May 13, 2014

Radiation-sensitive resin composition

Inventors: Hirokazu Sakakibara (Tokyo, JP); Makoto Shimizu (Tokyo, JP); Takehiko Naruoka (Tokyo, JP); Tomoki Nagai (Tokyo, JP); Yoshifumi Oizumi (Tokyo, JP)
Assignee: JSR Corporation
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Quick Facts
Patent No.
US 8,722,306
App. No.
12/602,769
Granted
May 13, 2014
Kind
B2
Abstract

A radiation-sensitive resin composition includes a resin (A1) that includes a repeating unit shown by the following formula (1-1) and a repeating unit shown by the following formula (1-2), and a radiation-sensitive acid generator (B). The radiation-sensitive resin composition exhibits excellent sensitivity, and can reduce a mask error factor (MEEF). wherein R 1 , R 2 , and R 3 individually represent a linear or branched alkyl group having 1 to 4 carbon atoms, R 4 represents a hydrogen atom, a linear or branched alkyl group having 2 to 4 carbon atoms, a linear or branched fluoroalkyl group having 1 to 4 carbon atoms, or a linear or branched alkoxy group having 1 to 4 carbon atoms, and q represents an integer from 0 to 3.

Claims (12)

1. A radiation-sensitive resin composition comprising a resin (A2) that comprises a repeating unit shown by the following formula (1-1), a repeating unit shown by the following formula (1-2), and a repeating unit shown by the following formula (1-3), and a radiation-sensitive acid generator (B),

wherein R represents a hydrogen atom, a methyl group, or a trifluoromethyl group, R 1 , R 2 , and R 3 individually represent linear or branched alkyl groups having 1 to 4 carbon atoms, R 4 represents a hydrogen atom, a linear or branched alkyl group having 1 to 4 carbon atoms, a linear or branched fluoroalkyl group having 1 to 4 carbon atoms, or a linear or branched alkoxy group having 1 to 4 carbon atoms, q represents an integer from 0 to 3, R 5 represents a linear or branched alkyl group having 1 to 4 carbon atoms, R 6 and R 7 individually represent a hydrogen atom or a linear or branched alkyl group having 1 to 4 carbon atoms, and m represents an integer from 3 to 7.

2. The radiation-sensitive resin composition according to claim 1 , wherein the content of the repeating unit shown by the formula (1-1) in the resin (A2) is 10 to 70 mol %.

3. The radiation-sensitive resin composition according to claim 1 , wherein the resin (A2) consists of the repeating unit shown by the formula (1-1), the repeating unit shown by the formula (1-2), and the repeating unit shown by the formula (1-3), and the content of the repeating unit shown by the formula (1-1) in the resin (A2) is 20 to 50 mol %.

4. The radiation-sensitive resin composition according to claim 1 , wherein R in the formula (1-1) is a hydrogen atom or a methyl group, and R 1 , R 2 , and R 3 in the formula (1-1) are methyl groups.

5. The radiation-sensitive resin composition according to any one of claims 1 to 4 , wherein the radiation-sensitive acid generator (B) comprises a compound shown by the following formula (2),

wherein R 8 represents a hydrogen atom, a hydroxyl group, a linear or branched alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted alicyclic hydrocarbon group having 4 to 12 carbon atoms, a linear or branched alkoxyl group having 1 to 10 carbon atoms, or a linear or branched alkoxycarbonyl group having 2 to 11 carbon atoms, R 9 represents a hydrogen atom or a linear or branched alkyl group having 1 to 10 carbon atoms, p represents an integer from 0 to 3, R 10 individually represent a linear or branched alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted phenyl group, or a substituted or unsubstituted naphthyl group, or bond to form a substituted or unsubstituted divalent group having 2 to 10 carbon atoms, r represents an integer from 0 to 2, and X − represents R 11 C n F 2n SO 3 − , R 11 CH 2 C n F 2n SO 3 − , or C n F 2n+1 SO 3 − (wherein R 11 represents a substituted or unsubstituted alicyclic hydrocarbon group having 3 to 12 carbon atoms, and n represents an integer from 1 to 10).

6. The radiation-sensitive resin composition according to claim 5 , wherein the radiation-sensitive acid generator (B) is at least one compound selected from triphenylsulfonium nonafluoro-n-butanesulfonate, 1-(4-n-butoxynaphthyl)tetrahydrothiophenium tetrahydrothiophenium nonafluoro-n-butanesulfonate, and 4-cyclohexylphenyldiphenylsulfonium nonafluoro-n-butanesulfonate.

7. A radiation-sensitive resin composition comprising:

a resin (A2) that consists essentially of a repeating unit shown by the following formula (1-1), a repeating unit shown by the following formula (1-2), and a repeating unit shown by the following formula (1-3), and

a radiation-sensitive acid generator (B),

wherein R represents a hydrogen atom, a methyl group, or a trifluoromethyl group, R 1 , R 2 , and R 3 individually represent linear or branched alkyl groups having 1 to 4 carbon atoms, R 4 represents a hydrogen atom, a linear or branched alkyl group having 1 to 4 carbon atoms, a linear or branched fluoroalkyl group having 1 to 4 carbon atoms, or a linear or branched alkoxy group having 1 to 4 carbon atoms, q represents an integer from 0 to 3, R 5 represents a linear or branched alkyl group having 1 to 4 carbon atoms, R 6 and R 7 individually represent a hydrogen atom or a linear or branched alkyl group having 1 to 4 carbon atoms, and m represents an integer from 3 to 7.

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 Dec 3, 2009
From: SAKAKIBARA, HIROKAZU; SHIMIZU, MAKOTO; NARUOKA, TAKEHIKO; NAGAI, TOMOKI; OIZUMI, YOSHIFUMI
To: JSR CORPORATION
Reel/Frame 023596/0981 →
Priority Claims (1)
JP 2007-149717 · Jun 5, 2007 · national
Continuity (1)
Related Publication 20100178608A1 · Jul 15, 2010