IP Library Granted Patent US 9,152,044
Granted Patent B2
US 9,152,044 · App. 13/627,208 · Granted Oct 6, 2015

Radiation-sensitive resin composition, method for forming resist pattern, acid generating agent and compound

Inventor: Yusuke Asano (Tokyo, JP)
Assignee: JSR Corporation
G03F7/0045C07C309/07C07C309/12C07C309/16C07C309/17C07C309/19C07C309/65C07C317/12C07C381/12C07D295/185G03F7/0046G03F7/0397G03F7/11G03F7/20G03F7/2041C07C2101/14C07C2102/42C07C2103/74
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Quick Facts
Patent No.
US 9,152,044
App. No.
13/627,208
Granted
Oct 6, 2015
Kind
B2
Abstract

A radiation-sensitive resin composition includes an acid generating agent to generate a compound represented by a following formula (1) by irradiation with a radioactive ray. In the formula (1), R 1 represents a monovalent organic group having 1 to 20 carbon atoms. R 2 represents a hydrogen atom or a monovalent organic group having 1 to 20 carbon atoms. The compound represented by the formula (1) is preferably a compound represented by a following formula (1-1). In the formula (1-1), R 2 is as defined in the above formula (1). X represents an electron attractive group. R 3 represents a monovalent organic group having 1 to 20 carbon atoms.

Claims (35)

1. A radiation-sensitive resin composition comprising:

a polymer; and

an acid generating agent to generate a compound represented by formula (1-1) by irradiation with a radioactive ray:

wherein, in the formula (1-1),

R 2 represents a hydrogen atom;

X represents a carbonyloxy group; and

R 3 represents a monovalent alicyclic hydrocarbon group having 3 to 20 carbon atoms, not having or having a substituent, and being monocyclic or polycyclic.

2. The radiation-sensitive resin composition according to claim 1 , wherein the acid generating agent is a sulfonium salt compound or an iodonium salt compound.

3. The radiation-sensitive resin composition according to claim 1 , wherein the substituent of the monovalent alicyclic hydrocarbon group represented by R 3 is a hydroxyl group, a thiol group, an aryl group or an alkenyl group.

4. The radiation-sensitive resin composition according to claim 1 , wherein the monovalent alicyclic hydrocarbon group represented by R 3 is a substituted or unsubstituted polycyclic alicyclic hydrocarbon group.

5. The radiation-sensitive resin composition according to claim 1 , wherein the monovalent alicyclic hydrocarbon group represented by R 3 is a substituted or unsubstituted adamantyl group.

6. The radiation-sensitive resin composition according to claim 1 , wherein the monovalent alicyclic hydrocarbon group represented by R 3 is an adamantyl group which is unsubstituted or substituted with a hydroxyl group, a thiol group, an aryl group or an alkenyl group.

7. A method for forming a resist pattern, comprising:

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

exposing the resist film formed; and

developing the resist film exposed.

8. The method according to claim 7 , wherein the exposing step is carried out by liquid immersion lithography.

9. An acid generating agent that generates a compound represented formula (1-1):

wherein, in the formula (1-1),

R 2 represents a hydrogen atom;

X represents a carbonyloxy group; and

R 3 a monovalent alicyclic hydrocarbon group having 3 to 20 carbon atoms, not having or having a substituent, and being monocyclic or polycyclic.

10. The acid generating agent according to claim 9 , wherein the substituent of the monovalent alicyclic hydrocarbon group represented by R 3 is a hydroxyl group, a thiol group, an aryl group or an alkenyl group.

11. The acid generating agent according to claim 9 , wherein the monovalent alicyclic hydrocarbon group represented by R 3 is a substituted or unsubstituted polycyclic alicyclic hydrocarbon group.

12. The acid generating agent according to claim 9 , wherein the monovalent alicyclic hydrocarbon group represented by R 3 is a substituted or unsubstituted adamantyl group.

13. The acid generating agent according to claim 9 , wherein the monovalent alicyclic hydrocarbon group represented by R 3 is an adamantyl group which is unsubstituted or substituted with a hydroxyl group, a thiol group, an aryl group or an alkenyl group.

14. A compound represented by formula (1-1):

wherein, in the formula (1-1),

R 2 represents a hydrogen atom;

X represents a carbonyloxy group; and

R 3 represents a monovalent alicyclic hydrocarbon group having 3 to 20 carbon atoms, not having or having a substituent, and being monocyclic or polycyclic.

15. The compound according to claim 14 , wherein the substituent of the monovalent alicyclic hydrocarbon group represented by R 3 is a hydroxyl group, a thiol group, an aryl group or an alkenyl group.

16. The compound according to claim 14 , wherein the monovalent alicyclic hydrocarbon group represented by R 3 is a substituted or unsubstituted polycyclic alicyclic hydrocarbon group.

17. The compound according to claim 14 , wherein the monovalent alicyclic hydrocarbon group represented by R 3 is a substituted or unsubstituted adamantyl group.

18. The compound according to claim 14 , wherein the monovalent alicyclic hydrocarbon group represented by R 3 is an adamantyl group which is unsubstituted or substituted with a hydroxyl group, a thiol group, an aryl group or an alkenyl group.

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 27, 2012
From: ASANO, YUSUKE
To: JSR CORPORATION
Reel/Frame 029536/0632 →
Priority Claims (2)
JP 2011-210002 · Sep 26, 2011 · national
JP 2012-196209 · Sep 6, 2012 · national
Continuity (1)
Related Publication 20130078579A1 · Mar 28, 2013