IP Library Granted Patent US 7,541,132
Granted Patent B2
US 7,541,132 · App. 11/968,826 · Granted Jun 2, 2009

Chemically amplified resist material, topcoat film material and pattern formation method using the same

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Quick Facts
Patent No.
US 7,541,132
App. No.
11/968,826
Granted
Jun 2, 2009
Kind
B2
Abstract

A resist film made of a chemically amplified resist material including a polymer; a photo-acid generator and carbamoyl oxime is formed on a substrate. Subsequently, pattern exposure is performed by selectively irradiating the resist film with exposing light. After the pattern exposure, the resist film is baked, and the baked resist film is developed, so as to form a resist pattern made of the resist film.

Claims (32)

1. A pattern formation method comprising the steps of:

forming, on a substrate, a resist film made of a chemically amplified resist material including a polymer, a photo-acid generator and carbamoyl oxime;

performing pattern exposure by selectively irradiating the resist film with exposing light;

baking the resist film after the pattern exposure; and

forming a resist pattern made of the resist film by developing the resist film after baking,

wherein the pattern exposure is performed with a liquid provided on the resist film.

2. The pattern formation method of claim 1 , wherein the liquid is water or an acidic solution.

3. The pattern formation method of claim 2 , wherein the acidic solution is a cesium sulfate aqueous solution or a phosphoric acid aqueous solution.

4. The pattern formation method of claim 1 ,

wherein the carbamoyl oxime is 2-butanone-2-(methacryloyloxy)-ethyl carbamoyl oxime, 2-butanone-2-(methacryloyloxy)-methyl carbamoyl oxime, 2-butanone-2-(acryloyloxy)-ethyl carbamoyl oxime, 2-butanone-2-(acryloyloxy)-methyl carbamoyl oxime, 2-butanone-n-butyl carbamoyl oxime, 2-butanone-isobutyl carbamoyl oxime, 2-butanone-n-propyl carbamoyl oxime, 2-butanone-isopropyl carbamoyl oxime, 2-butanone-ethyl carbamoyl oxime, 2-butanone-methyl carbamoyl oxime, 2-propanone-2-(methacryloyloxy)-ethyl carbamoyl oxime, 2-propanone-2-(methacryloyloxy)-methyl carbamoyl oxime, 2-propanone-2-(acryloyloxy)-ethyl carbamoyl oxime, 2-propanone-2-(acryloyloxy)-methyl carbamoyl oxime, 2-propanone-n-butyl carbamoyl oxime, 2-propanone-isobutyl carbamoyl oxime, 2-propanone-n-propyl carbamoyl oxime, 2-propanone-isopropyl carbamoyl oxime, 2-propanone-ethyl carbamoyl oxime or 2-propanone-methyl carbamoyl oxime.

5. The pattern formation method of claim 1 ,

wherein the photo-acid generator is triphenylsulfonium nonafluorobutane sulfonate, triphenylsulfonium trifluoromethane sulfonate, diphenyliodonium nonafluorobutane sulfonate or diphenyliodonium trifluoromethane sulfonate.

6. The pattern formation method of claim 1 , wherein the exposing light is ArF excimer laser.

7. The pattern formation method of claim 1 , wherein the exposing light is KrF excimer laser, Xe 2 laser, F 2 laser, KrAr laser or Ar 2 laser.

8. The pattern formation method of claim 1 , wherein the exposing light is extreme UV (EUV) or electron beams (EB).

9. A pattern formation method comprising the steps of:

forming a resist film made of a chemically amplified resist material on a substrate;

forming, on the resist film, a topcoat film including carbamoyl oxime and an alkali-soluble polymer;

performing pattern exposure by selectively irradiating the resist film with exposing light through the topcoat film;

baking the resist film and the topcoat film after the pattern exposure; and

forming a resist pattern made of the resist film by developing the resist film after baking.

10. The pattern formation method of claim 9 , wherein the pattern exposure is performed with a liquid provided on the resist film.

11. The pattern formation method of claim 10 , wherein the liquid is water or an acidic solution.

12. The pattern formation method of claim 11 , wherein the acidic solution is a cesium sulfate aqueous solution or a phosphoric acid aqueous solution.

13. The pattern formation method of claim 9 ,

wherein the carbamoyl oxime is 2-butanone-2-(methacryloyloxy)-ethyl carbamoyl oxime, 2-butanone-2-(methacryloyloxy)-methyl carbamoyl oxime, 2-butanone-2-(acryloyloxy)-ethyl carbamoyl oxime, 2-butanone-2-(acryloyloxy)-methyl carbamoyl oxime, 2-butanone-n-butyl carbamoyl oxime, 2-butanone-isobutyl carbamoyl oxime, 2-butanone-n-propyl carbamoyl oxime, 2-butanone-isopropyl carbamoyl oxime, 2-butanone-ethyl carbamoyl oxime, 2-butanone-methyl carbamoyl oxime, 2-propanone-2-(methacryloyloxy)-ethyl carbamoyl oxime, 2-propanone-2-(methacryloyloxy)-methyl carbamoyl oxime, 2-propanone-2-(acryloyloxy)-ethyl carbamoyl oxime, 2-propanone-2-(acryloyloxy)-methyl carbamoyl oxime, 2-propanone-n-butyl carbamoyl oxime, 2-propanone-isobutyl carbamoyl oxime, 2-propanone-n-propyl carbamoyl oxime, 2-propanone-isopropyl carbamoyl oxime, 2-propanone-ethyl carbamoyl oxime or 2-propanone-methyl carbamoyl oxime.

14. The pattern formation method of claim 9 ,

wherein the alkali-soluble polymer is polyacrylic acid, polymethacrylic acid, polynorbornene methyl carboxylic acid, polynorbornene carboxylic acid, polynorbornene methyl hexafluoroisopropyl alcohol, polynorbornene hexafluoroisopropyl alcohol or polyvinyl alcohol.

15. The pattern formation method of claim 9 , wherein the chemically amplified resist material includes carbamoyl oxime.

16. The pattern formation method of claim 9 , wherein the exposing light is ArF excimer laser.

17. pattern formation method of claim 9 , wherein the exposing light is KrF excimer laser, Xe 2 laser, F 2 laser, KrAr laser or Ar 2 laser.

18. The pattern formation method of claim 9 , wherein the exposing light is extreme UV (EUV) or electron beams (EB).

Assignments (7)
RELEASE OF SECURITY INTEREST Recorded Oct 26, 2020
From: JEFFERIES FINANCE LLC
To: RPX CORPORATION
Reel/Frame 054486/0422 →
PATENT SECURITY AGREEMENT Recorded Oct 23, 2020
From: RPX CLEARINGHOUSE LLC; RPX CORPORATION
To: BARINGS FINANCE LLC, AS COLLATERAL AGENT
Reel/Frame 054198/0029 →
PATENT SECURITY AGREEMENT Recorded Oct 23, 2020
From: RPX CLEARINGHOUSE LLC; RPX CORPORATION
To: BARINGS FINANCE LLC, AS COLLATERAL AGENT
Reel/Frame 054244/0566 →
SECURITY INTEREST Recorded Jun 29, 2018
From: RPX CORPORATION
To: JEFFERIES FINANCE LLC
Reel/Frame 046486/0433 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 5, 2013
From: PANASONIC CORPORATION
To: RPX CORPORATION
Reel/Frame 029756/0053 →
CHANGE OF NAME Recorded Nov 21, 2008
From: MATSUSHITA ELECTRIC INDUSTRIAL CO., LTD.
To: PANASONIC CORPORATION
Reel/Frame 021897/0570 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 10, 2008
From: ENDO, MASAYUKI; SASAGO, MASARU
To: MATSUSHITA ELECTRIC INDUSTRIAL CO., LTD.
Reel/Frame 020785/0872 →