IP Library Granted Patent US 8,440,384
Granted Patent B2
US 8,440,384 · App. 12/760,509 · Granted May 14, 2013

Compound, salt, and radiation-sensitive resin composition

Inventors: Takuma Ebata (Tokyo, JP); Tomoki Nagai (Tokyo, JP)
Assignee: JSR Corporation
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 8,440,384
App. No.
12/760,509
Granted
May 14, 2013
Kind
B2
Abstract

A compound has a partial structure shown by a following formula (1), wherein R 1 represents a hydrogen atom or a substituted or unsubstituted hydrocarbon group having 1 to 8 carbon atoms, R 2 represents a substituted or unsubstituted hydrocarbon group having 1 to 8 carbon atoms, Rf represents a fluorine atom or a perfluoroalkyl group having 1 to 4 carbon atoms, L represents an integer from 0 to 4, n represents an integer from 0 to 10, and m represents an integer from 1 to 4.

Claims (31)

1. A radiation-sensitive resin composition comprising:

a compound comprising a partial structure shown by a following formula (1),

wherein R 1 represents a hydrogen atom or a substituted or unsubstituted hydrocarbon group having 1 to 8 carbon atoms, R 2 represents a substituted or unsubstituted hydrocarbon group having 1 to 8 carbon atoms, Rf represents a fluorine atom or a perfluoroalkyl group having 1 to 4 carbon atoms, L represents an integer from 0 to 4, n represents 1, and m represents 1; and

an acid-dissociable group-containing resin, wherein the resin comprises at least:

(a) a resin that is insoluble or scarcely soluble in alkali and includes a repeating unit (10) shown by the following general formula (10) and a repeating unit obtained by protecting the phenolic hydroxyl group of repeating unit (10) with the acid-dissociable group

wherein R 15 represents a hydrogen atom or a monovalent organic group, and c and d represent an integer from 1 to 3; or

(b) a resin that is insoluble or scarcely soluble in alkali and includes a repeating unit shown by the following general formula (13),

wherein R 19 represents a hydrogen atom or a methyl group, and R 20 represents a monovalent alicyclic hydrocarbon group having 4 to 20 carbon atoms, a derivative thereof, or a linear or branched alkyl group having 1 to 4 carbon atoms, provided that at least one R 20 is the alicyclic hydrocarbon group or a derivative thereof, or two R 20 bond to form a divalent alicyclic hydrocarbon group having 4 to 20 carbon atoms or a derivative thereof together with the carbon atom that is bonded to the two R 20 , and the remaining R 20 is a linear or branched alkyl group having 1 to 4 carbon atoms, a monovalent alicyclic hydrocarbon group having 4 to 20 carbon atoms, or a derivative thereof.

2. The radiation-sensitive resin composition according to claim 1 , wherein L in formula (1) is 0.

3. The radiation-sensitive resin composition according to claim 1 , further comprising a solvent comprising γ-butyrolactone.

4. A radiation-sensitive resin composition comprising:

a salt shown by a following formula (2),

wherein R 1 represents a hydrogen atom or a substituted or unsubstituted hydrocarbon group having 1 to 8 carbon atoms, R 2 represents a substituted or unsubstituted hydrocarbon group having 1 to 8 carbon atoms, Rf represents a fluorine atom or a perfluoroalkyl group having 1 to 4 carbon atoms, L represents an integer from 0 to 4, n represents 1, m represents 1, M k+ represents a k-valent cation, and k represents an integer from 1 to 4; and

an acid-dissociable group-containing resin, wherein the resin comprises at least:

a resin that is insoluble or scarcely soluble in alkali and includes a repeating unit (10) shown by the following general formula (10) and a repeating unit obtained by protecting the phenolic hydroxyl group of repeating unit (10) with the acid-dissociable group

wherein R 15 represents a hydrogen atom or a monovalent organic group, and c and d represent an integer from 1 to 3; or

(b) a resin that is insoluble or scarcely soluble in alkali and includes a repeating unit shown by the following general formula (13),

wherein R 19 represents a hydrogen atom or a methyl group, and R 20 represents a monovalent alicyclic hydrocarbon group having 4 to 20 carbon atoms, a derivative thereof, or a linear or branched alkyl group having 1 to 4 carbon atoms, provided that at least one R 20 is the alicyclic hydrocarbon group or a derivative thereof, or two R 20 bond to form a divalent alicyclic hydrocarbon group having 4 to 20 carbon atoms or a derivative thereof together with the carbon atom that is bonded to the two R 20 , and the remaining R 20 is a linear or branched alkyl group having 1 to 4 carbon atoms, a monovalent alicyclic hydrocarbon group having 4 to 20 carbon atoms, or a derivative thereof.

5. The radiation-sensitive resin composition according to claim 4 , wherein the k-valent cation in the salt comprises at least one of a sulfonium cation and iodonium cation.

6. The radiation-sensitive resin composition according to claim 4 , wherein L in formula (2) is 0.

7. The radiation-sensitive resin composition according to claim 4 , further comprising a solvent comprising γ-butyrolactone.

8. A radiation-sensitive resin composition comprising:

a compound shown by a following formula (3),

wherein R 1 represents a hydrogen atom or a substituted or unsubstituted hydrocarbon group having 1 to 8 carbon atoms, R 2 represents a substituted or unsubstituted hydrocarbon group having 1 to 8 carbon atoms, Rf represents a fluorine atom or a perfluoroalkyl group having 1 to 4 carbon atoms, L represents an integer from 0 to 4, n represents 1, and m represents 1; and

an acid-dissociable group-containing resin, wherein the resin comprises at least:

(a) a resin that is insoluble or scarcely soluble in alkali and includes a repeating unit (10) shown by the following general formula (10) and a repeating unit obtained by protecting the phenolic hydroxyl group of repeating unit (10) with the acid-dissociable group

wherein R 15 represents a hydrogen atom or a monovalent organic group, and c and d represent an integer from 1 to 3; or

(b) a resin that is insoluble or scarcely soluble in alkali and includes a repeating unit shown by the following general formula (13)

wherein R 19 represents a hydrogen atom or a methyl group, and R 20 represents a monovalent alicyclic hydrocarbon group having 4 to 20 carbon atoms, a derivative thereof, or a linear or branched alkyl group having 1 to 4 carbon atoms, provided that at least one R 20 is the alicyclic hydrocarbon group or a derivative thereof, or two R 20 bond to form a divalent alicyclic hydrocarbon group having 4 to 20 carbon atoms or a derivative thereof together with the carbon atom that is bonded to the two R 20 , and the remaining R 20 is a linear or branched alkyl group having 1 to 4 carbon atoms, a monovalent alicyclic hydrocarbon group having 4 to 20 carbon atoms, or a derivative thereof.

9. The radiation-sensitive resin composition according to claim 8 , wherein L in formula (3) is 0.

10. The radiation-sensitive resin composition according to claim 8 , further comprising a solvent comprising γ-butyrolactone.

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 18, 2010
From: EBATA, TAKUMA; NAGAI, TOMOKI
To: JSR CORPORATION
Reel/Frame 024405/0748 →
Priority Claims (1)
JP 2007-267700 · Oct 15, 2007 · national
Continuity (2)
Continuation PCTJP2008068533 · Oct 14, 2008
Related Publication 20100221659A1 · Sep 2, 2010