IP Library Granted Patent US 8,535,871
Granted Patent B2
US 8,535,871 · App. 13/325,056 · Granted Sep 17, 2013

Radiation-sensitive resin composition, method for forming a resist pattern, compound, and polymer

Inventors: Yuusuke Asano (Tokyo, JP); Takanori Kawakami (Tokyo, JP)
Assignee: JSR Corporation
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Quick Facts
Patent No.
US 8,535,871
App. No.
13/325,056
Granted
Sep 17, 2013
Kind
B2
Abstract

A radiation-sensitive resin composition includes a first polymer that includes a repeating unit having an acid-labile group and becomes alkali-soluble upon dissociation of the acid-labile group, and a radiation-sensitive acid-generating agent. The acid-labile group has a structure shown by a general formula (1). R 1 represents a methyl group or the like, R 2 represents a hydrocarbon group that forms a cyclic structure, R 3 represents a fluorine atom or the like, R 4 represents a carbon atom, and n 1 is an integer from 1 to 7.

Claims (20)

1. A radiation-sensitive resin composition comprising:

a first polymer which includes a repeating unit having an acid-labile group and which becomes alkali-soluble upon dissociation of the acid-labile group; and

a radiation-sensitive acid-generating agent, wherein the acid-labile group has a structure shown by a general formula (1),

wherein R 1 represents a monovalent hydrocarbon group having 1 to 5 carbon atoms, R 2 represents a divalent hydrocarbon group that is bonded to R 4 to form a cyclic structure, the cyclic structure formed by R 2 and R 4 is a cyclopentyl group, a cyclohexyl group or a 2-adamantyl group, R 3 represents a fluorine atom or a trifluoromethyl group, the structure shown by the general formula (1) includes 7 or less fluorine atoms in total, R 4 represents a carbon atom, n 1 is an integer from 1 to 4, and a fluorine atom is not bonded to a carbon atom of the divalent hydrocarbon group represented by R 2 that is adjacent to the carbon atom represented by R 4 .

2. The radiation-sensitive resin composition according to claim 1 , wherein the repeating unit having the acid-labile group is a repeating unit shown by a general formula (Ia),

wherein R 5 represents a hydrogen atom, a methyl group, or a trifluoromethyl group, and X 1 represents the structure shown by the general formula (1).

3. A method for forming a resist pattern comprising:

forming a resist film on a substrate using the radiation-sensitive resin composition according to claim 2 ;

exposing the resist film via an immersion liquid provided over the resist film; and

developing the exposed resist film to form a resist pattern.

4. The radiation-sensitive resin composition according to claim 1 , further comprising a second polymer that includes a repeating unit having an acid-labile group, and differs from the first polymer.

5. The radiation-sensitive resin composition according to claim 4 , wherein the amount of the first polymer is 0.1 to 20 parts by mass based on 100 parts by mass of the second polymer.

6. A method for forming a resist pattern comprising:

forming a resist film on a substrate using the radiation-sensitive resin composition according to claim 1 ;

exposing the resist film via an immersion liquid provided over the resist film; and

developing the exposed resist film to form a resist pattern.

7. A compound shown by a general formula (2),

wherein R 5 represents a hydrogen atom, a methyl group, or a trifluoromethyl group, and X 3 represents a structure shown by a general formula (1),

wherein R 1 represents a monovalent hydrocarbon group having 1 to 5 carbon atoms, R 2 represents a divalent hydrocarbon group that is bonded to R 4 to form a cyclic structure, the cyclic structure formed by R 2 and R 4 is a cyclopentyl group, a cyclohexyl group or a 2-adamantyl group, R 3 represents a fluorine atom or a trifluoromethyl group, and the structure shown by the general formula (1) includes 7 or less fluorine atoms in total, R 4 represents a carbon atom, n 1 is an integer from 1 to 4, and a fluorine atom is not bonded to a carbon atom of the divalent hydrocarbon group represented by R 2 that is adjacent to the carbon atom represented by R 4 .

8. A polymer comprising a repeating unit derived from the compound according to claim 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 Mar 12, 2012
From: ASANO, YUUSUKE; KAWAKAMI, TAKANORI
To: JSR CORPORATION
Reel/Frame 027840/0095 →
Priority Claims (1)
JP 2009-142400 · Jun 15, 2009 · national
Continuity (2)
Continuation PCTJP2010060076 · Jun 15, 2010
Related Publication 20120156612A1 · Jun 21, 2012