IP Library Granted Patent US 7,588,876
Granted Patent B2
US 7,588,876 · App. 11/128,441 · Granted Sep 15, 2009

Resist material and pattern formation method

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 7,588,876
App. No.
11/128,441
Granted
Sep 15, 2009
Kind
B2
Abstract

A resist material includes a base polymer containing a compound having a unit represented by a general formula of the following Chemical Formula 1: wherein R 1 , R 2 and R 3 are the same or different and are a hydrogen atom, a fluorine atom, a straight-chain alkyl group, a branched or cyclic alkyl group or a fluoridated alkyl group with a carbon number not less than 1 and not more than 20; R 4 is a straight-chain alkylene group or a branched or cyclic alkylene group with a carbon number not less than 0 and not more than 20; R 5 is a hydrogen atom, a straight-chain alkyl group, a branched or cyclic alkyl group or a fluoridated alkyl group with a carbon number not less than 1 and not more than 20, or a protecting group released by an acid; and R 6 is a group having a cyclic ester compound, a group having an alicyclic compound including a hydroxyl group or a group having a compound including hexafluoroisopropyl alcohol.

Claims (48)

1. A resist material comprising a base polymer containing a compound including a unit represented by a general formula of the following Chemical Formula 1:

wherein R 1 , R 2 and R 3 are the same or different and are a hydrogen atom, a fluorine atom, a straight-chain alkyl group, a branched or cyclic alkyl group or a fluoridated alkyl group with a carbon number not less than 1 and not more than 20; R 4 is a straight-chain alkylene group or a branched or cyclic alkylene group with a carbon number not less than 0 and not more than 20; R 5 is a hydrogen atom, a straight-chain alkyl group, a branched or cyclic alkyl group or a fluoridated alkyl group with a carbon number not less than 1 and not more than 20, or a protecting group released by an acid; and R 6 is a group having a cyclic ester compound or a group having a compound including hexafluoroisopropyl alcohol,

wherein said group having a cyclic ester compound includes a unit represented by any of general formulas of the following Chemical Formula 2:

and wherein said group having a compound including hexafluoroisopropyl alcohol includes a unit represented by any of general formulas of following Chemical Formula 4:

2. The resist material of claim 1 ,

wherein said base polymer further includes an acid generator for generating an acid through irradiation with light.

3. The resist material of claim 2 ,

wherein said base polymer further includes a dissolution inhibitor for inhibiting dissolution of said base polymer.

4. The resist material of claim 1 ,

wherein said protecting group released by an acid is an acetal group.

5. The resist material of claim 4 ,

wherein said acetal group is an alkoxyethyl group or an alkoxymethyl group.

6. The resist material of claim 5 ,

wherein said alkoxyethyl group is an adamantyloxyethyl group, a t-butyloxyethyl group, an ethoxyethyl group or a methoxyethyl group, and

said alkoxymethyl group is an adamantyloxymethyl group, a t-butyloxymethyl group, an ethoxymethyl group or a methoxymethyl group.

7. A pattern formation method comprising the steps of:

forming a resist film containing a base polymer including a compound having a unit represented by a general formula of the following Chemical Formula 5;

performing pattern exposure by selectively irradiating said resist film with exposing light of high energy beams of a wavelength not shorter than a 100 nm band and not longer than a 300 nm band or not shorter than a 1 nm band and not longer than a 30 nm band or electron beams; and

forming a resist pattern by developing said resist film after the pattern exposure:

wherein R 1 , R 2 and R 3 are the same or different and are a hydrogen atom, a fluorine atom, a straight-chain alkyl group, a branched or cyclic alkyl group or a fluoridated alkyl group with a carbon number not less than 1 and not more than 20; R 4 is a straight-chain alkylene group or a branched or cyclic alkylene group with a carbon number not less than 0 and not more than 20; R 5 is a hydrogen atom, a straight-chain alkyl group, a branched or cyclic alkyl group or a fluoridated alkyl group with a carbon number not less than 1 and not more than 20, or a protecting group released by an acid; and R 6 a group having a cyclic ester compound or a group having a compound including hexafluoroisopropyl alcohol,

wherein said group having a cyclic ester compound includes a unit represented by any of general formulas of the following Chemical Formula 6:

and wherein said group having a compound including hexafluoroisopropyl alcohol includes a unit represented by any of general formulas of the following Chemical Formula 8:

8. The pattern formation method of claim 7 ,

wherein said base polymer further includes an acid generator for generating an acid through irradiation with light.

9. The pattern formation method of claim 7 ,

wherein said protecting group released by an acid is an acetal group.

10. The pattern formation method of claim 7 ,

wherein said exposing light is KrF laser, ArF laser, F 2 laser, Kr 2 laser, KrAr laser, Ar 2 laser or soft X-rays.

11. The pattern formation method of claim 7 ,

wherein said base polymer has a trifluoromethyl group on a side chain thereof.

12. A pattern formation method comprising the steps of:

forming a resist film containing a base polymer including a compound having a unit represented by a general formula of the following Chemical Formula 9;

providing a liquid onto said resist film;

performing pattern exposure by selectively irradiating said resist film with exposing light of high energy beams of a wavelength not shorter than a 100 nm band and not longer than a 300 nm band or not shorter than a 1 nm band and not longer than a 30 nm band or electron beams; and

forming a resist pattern by developing said resist film after the pattern exposure:

wherein R 1 , R 2 and R 3 are the same or different and are a hydrogen atom, a fluorine atom, a straight-chain alkyl group, a branched or cyclic alkyl group or a fluoridated alkyl group with a carbon number not less than 1 and not more than 20; R 4 is a straight-chain alkylene group or a branched or cyclic alkylene group with a carbon number not less than 0 and not more than 20; R 5 is a hydrogen atom, a straight-chain alkyl group, a branched or cyclic alkyl group or a fluoridated alkyl group with a carbon number not less than 1 and not more than 20, or a protecting group released by an acid; and R 6 is a group having a cyclic ester compound or a group having a compound including hexafluoroisopropyl alcohol,

wherein said group having a cyclic ester compound includes a unit represented by any of general formulas of the following Chemical Formula 10:

and wherein said group having a compound including hexafluoroisopropyl alcohol includes a unit represented by any of general formulas of the following Chemical Formula 12:

13. The pattern formation method of claim 12 ,

wherein said base polymer further includes an acid generator for generating an acid through irradiation with light.

14. The pattern formation method of claim 12 ,

wherein said protecting group released by an acid is an acetal group.

15. The pattern formation method of claim 12 ,

wherein said liquid is water or perfluoropolyether.

16. The pattern formation method of claim 12 ,

wherein said exposing light is KrF laser, ArF laser, F 2 laser, Kr 2 laser, KrAr laser, Ar 2 laser or soft X-rays.

17. The pattern formation method of claim 12 ,

wherein said base polymer has a trifluoromethyl group on a side chain thereof.

Assignments (2)
CHANGE OF NAME Recorded Nov 24, 2008
From: MATSUSHITA ELECTRIC INDUSTRIAL CO., LTD.
To: PANASONIC CORPORATION
Reel/Frame 021897/0653 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 27, 2005
From: KISHIMURA, SHINJI; ENDO, MASAYUKI; SASAGO, MASARU; UEDA, MITSURU; IMORI, HIROKAZU; FUKUHARA, TOSHIAKI
To: MATSUSHITA ELECTRIC INDUSTRIAL CO., LTD.
Reel/Frame 016810/0810 →