IP Library Granted Patent US 8,206,888
Granted Patent B2
US 8,206,888 · App. 12/094,820 · Granted Jun 26, 2012

Radiation-sensitive resin composition

Assignee: JSR Corporation
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Quick Facts
Patent No.
US 8,206,888
App. No.
12/094,820
Granted
Jun 26, 2012
Kind
B2
Abstract

It is intended to provide a radiation-sensitive resin composition, which comprises a radiation-sensitive acid generator excellent in resolution performance, heat stability, and storage stability, suppresses fluctuations in line width and deterioration in pattern profile attributed to standing waves, and produces a resist pattern improved in nano edge roughness and LEF. The radiation-sensitive resin composition is characterized by (A) a radiation-sensitive acid generator comprising: a sulfonium salt compound typified by 2,4,6-trimethylphenyldiphenylsulfonium 2,4-difluorobenzenesulfonate, 2,4,6-trimethylphenyldiphenylsulfonium 4-trifluoromethylbenzenesulfonate, or the like; and a sulfonimide compound. It is preferred that the composition should further comprise (B) a resin typified by a 4-hydroxystyrene/4-t-butoxystyrene copolymer, a 4-hydroxystyrene/t-butyl (meth)acrylate, or the like.

Claims (13)

1. A radiation-sensitive resin composition comprising: (A) a radiation-sensitive acid generator comprising: a compound having a structure represented by the following formula (1-a) and a structure represented by the following formula (1-b); and a sulfonimide compound,

wherein, in the formula (1-a), each R 1 , each R 2 , and each R 3 independently represent a hydrogen atom, a hydroxyl group, a linear, branched, or cyclic alkyl group having 1 to 10 carbon atoms, a linear, branched, or cyclic alkoxyl group having 1 to 10 carbon atoms, or a t-butoxycarbonylmethoxy group, and satisfy at least one of a condition under which two or more of the R 1 moieties are respectively a group other than a hydrogen atom, a condition under which two or more of the R 2 moieties are respectively a group other than a hydrogen atom, and a condition under which two or more of the R 3 moieties are respectively a group other than a hydrogen atom, and

wherein, in the formula (I-b), each R 4 independently represents a hydrogen atom, a fluorine atom, or a trifluoromethyl group, and one or more of the R 4 moieties are respectively a fluorine atom or a trifluoromethyl group; and

(B) a resin having a recurring unit represented by the following formula (2), and at least one of a recurring unit represented by the following formula (3) and a recurring unit represented by the following formula (4):

wherein, in the formula (2), R 5 represents a hydrogen atom or a methyl group, R 6 represents a monovalent organic group except for a t-butoxy group and —O—Z (Z is a monovalent acid-labile group other than a t-butyl group), m is any integer of 0 to 3, n is any integer of 1 to 3, and a plurality of the R 6 moieties may be the same as or different from each other,

wherein, in the formula (3), R 7 represents a hydrogen atom or a methyl group, R 8 represents a monovalent organic group except for a t-butoxy group and —O—Z (Z is a monovalent acid-labile group other than a t-butyl group), R 9 represents a t-butyl group, p is any integer of 0 to 3, q is any integer of 1 to 3, and a plurality of the R 8 moieties may be the same as or different from each other, and

wherein, in the formula (4), R 10 represents a hydrogen atom or a methyl group, and R 11 represents a t-butyl group, and wherein said composition excludes a resin that does not fall within the definition of resin B.

2. The radiation-sensitive resin composition according to claim 1 , wherein the resin as the component (B) is a resin further having a branch unit in which two or more structural units formed by the cleavage of a polymerizable unsaturated bond are bound via an acid-labile linking group.

3. The radiation-sensitive resin composition according to claim 2 , wherein the branch unit in which two structural units formed by the cleavage of a polymerizable unsaturated bond are bound via an acid-labile linking group in the resin as the component (B) is a unit represented by the following formula (5):

wherein, in the formula (5), each R 12 independently represents a hydrogen atom or a methyl group, and r is any integer of 0 to 4.

4. The radiation-sensitive resin composition according to claim 1 , characterized in that the sulfonimide compound in the component (A) is represented by the following formula (6):

wherein, in the formula (6), X represents a divalent group such as an alkylene, arylene, or alkoxylene group, and R 13 represents a monovalent group such as an alkyl, aryl, halogen-substituted alkyl, or halogen-substituted aryl group.

5. The radiation-sensitive resin composition according to claim 1 , characterized in that the compound having a structure represented by the formula (1-a) and a structure represented by the formula (1-b), in the component (A) is 2,4,6-trimethylphenyldiphenylsulfonium 2,4-difluorobenzenesulfonate or 2,4,6-trimethylphenyldiphenylsulfonium 4-trifluoromethylbenzenesulfonate.

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 May 22, 2009
From: YADA, YUUJI; NAGAI, TOMOKI
To: JSR CORPORATION
Reel/Frame 022729/0183 →
Priority Claims (1)
JP 2005-339751 · Nov 25, 2005 · national
Continuity (1)
Related Publication 20100028800A1 · Feb 4, 2010