IP Library Granted Patent US 7,727,707
Granted Patent B2
US 7,727,707 · App. 11/224,980 · Granted Jun 1, 2010

Barrier film material and pattern formation method using the same

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 7,727,707
App. No.
11/224,980
Granted
Jun 1, 2010
Kind
B2
Abstract

A resist film is first formed on a substrate. Subsequently, a barrier film including a basic compound of, for example, dicyclohexylamine is formed on the resist film. Thereafter, with an immersion liquid including cesium sulfate provided on the barrier film, pattern exposure is carried out by selectively irradiating the resist film with exposing light through the barrier film. Then, after removing the barrier film, the resist film having been subjected to the pattern exposure is developed, so as to form a resist pattern in a good shape.

Claims (54)

1. A pattern formation method comprising the steps of:

forming a resist film on a substrate;

forming a barrier film on said resist film;

performing pattern exposure by selectively irradiating said resist film through said barrier film with exposing light with a liquid provided on said barrier film;

removing said barrier film after the pattern exposure; and

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

wherein said barrier film is formed by using a barrier film material including a base polymer, a basic compound and a solvent different from said basic compound,

the method further comprises, before the step of performing pattern exposure, a step of annealing said barrier film.

2. The pattern formation method of claim 1 ,

wherein said basic compound is a cycloaliphatic amine.

3. The pattern formation method of claim 2 ,

wherein said cycloaliphatic amine is cyclopentylamine, dicyclopentylamine, tricyclopentylamine, cyclohexylamine, dicyclohexylamine or tricyclohexylamine.

4. The pattern formation method of claim 1 ,

wherein said basic compound is a primary aliphatic amine, a secondary aliphatic amine, a tertiary aliphatic amine, an aromatic amine, an amide derivative, an imide derivative or a nitrogen-containing compound having a hydroxy group.

5. The pattern formation method of claim 4 ,

wherein said primary aliphatic amine is ammonia, methylamine, ethylamine, n-propylamine, isopropylamine, n-butylamine or isobutylamine,

said secondary aliphatic amine is dimethylamine, diethylamine, di-n-propylamine, diisopropylamine, di-n-butylamine, diisobutylamine, di-sec-butylamine, dipentylamine, dicyclopentylamine, dihexylamine or dicyclohexylamine,

said tertiary aliphatic amine is trimethylamine, triethylamine, tri-n-propylamine, triisopropylamine, tri-n-butylamine, triisobutylamine, tri-sec-butylamine, tripentylamine, tricyclopentylamine, trihexylamine, tricyclohexylamine, dimethylethylamine, methylethylpropylamine, benzylamine, phenethylamine or benzyldimethylamine,

said aromatic amine is diphenyl(p-tolyl)amine, methyldiphenylamine, triphenylamine, phenylenediamine, naphthylamine, diaminonaphthalene, an aniline derivative, a pyrrole derivative, an oxazole derivative, a thiazole derivative, an imidazole derivative, a pyrroline derivative, a pyrrolidine derivative, a pyridine derivative or a quinoline derivative,

said amide derivative is formamide, N-methylformamide, N,N-dimethylformamide, acetamide, N-methylacetamide, N,N-dimethylacetamide or benzamide,

said imide derivative is phthalimide, succinimide or maleimide, and

said nitrogen-containing compound having a hydroxy group is 2-hydroxypyridine, monoethanolamine, diethanolamine, triethanolamine, N-ethyldiethanolamine, N,N-diethylethanolamine, triisopropanolamine, 2,2′-iminodiethanol, 2-aminoethanol, 3-amino-1-propanol, 4-aminoe-1-butanol, 2-(2-hydroxyethyl)pyridine, 1-(2-hydroxyethyl)piperazine, pyperidine ethanol, 1-(2-hydroxyethyl)pyrrolidine, 1-(2-hydroxyethyl)-2-pyrrolidinone, 3-pyperidino-1,2-propanediol, 3-tropanol, 1-methyl-2-pyrrolidine ethanol, 1-aziridine ethanol or N-(2-hydroxyethyl)phthalimide.

6. The pattern formation method of claim 1 ,

wherein said liquid is an acidic solution or water.

7. The pattern formation method of claim 6 ,

wherein said acidic solution is a cesium sulfate aqueous solution or a phosphoric acid aqueous solution.

8. The pattern formation method of claim 1 ,

wherein said exposing light is KrF excimer laser, ArF excimer laser, ArKr laser, Ar 2 laser, F 2 laser or Xe 2 laser.

9. A pattern formation method comprising the steps of:

forming a resist film on a substrate;

forming a barrier film including a basic compound on said resist film;

performing pattern exposure by selectively irradiating said resist film through said barrier film with exposing light with a liquid provided on said barrier film; and

removing said barrier film and forming a resist pattern made of said resist film by developing said resist film after the pattern exposure,

the method further comprises, before the step of performing pattern exposure, a step of annealing said barrier film.

10. The pattern formation method of claim 9 ,

wherein said basic compound is a cycloaliphatic amine.

11. The pattern formation method of claim 10 ,

wherein said cycloaliphatic amine is cyclopentylamine, dicyclopentylamine, tricyclopentylamine, cyclohexylamine, dicyclohexylamine or tricyclohexylamine.

12. The pattern formation method of claim 9 ,

wherein said basic compound is a primary aliphatic amine, a secondary aliphatic amine, a tertiary aliphatic amine, an aromatic amine, an amide derivative, an imide derivative or a nitrogen-containing compound having a hydroxy group.

13. The pattern formation method of claim 12 ,

wherein said primary aliphatic amine is ammonia, methylamine, ethylamine, n-propylamine, isopropylamine, n-butylamine or isobutylamine,

said secondary aliphatic amine is dimethylamine, diethylamine, di-n-propylamine, diisopropylamine, di-n-butylamine, diisobutylamine, di-sec-butylamine, dipentylamine, dicyclopentylamine, dihexylamine or dicyclohexylamine,

said tertiary aliphatic amine is trimethylamine, triethylamine, tri-n-propylamine, triisopropylamine, tri-n-butylamine, triisobutylamine, tri-sec-butylamine, tripentylamine, tricyclopentylamine, trihexylamine, tricyclohexylamine, dimethylethylamine, methylethylpropylamine, benzylamine, phenethylamine or benzyldimethylamine,

said aromatic amine is diphenyl(p-tolyl)amine, methyldiphenylamine, triphenylamine, phenylenediamine, naphthylamine, diaminonaphthalene, an aniline derivative, a pyrrole derivative, an oxazole derivative, a thiazole derivative, an imidazole derivative, a pyrroline derivative, a pyrrolidine derivative, a pyridine derivative or a quinoline derivative,

said amide derivative is formamide, N-methylformamide, N,N-dimethylformamide, acetamide, N-methylacetamide, N, N-dimethylacetamide or benzamide,

said imide derivative is phthalimide, succinimide or maleimide, and

said nitrogen-containing compound having a hydroxy group is 2-hydroxypyridine, monoethanolamine, diethanolamine, triethanolamine, N-ethyldiethanolamine, N,N-diethylethanolamine, triisopropanolamine, 2,2′-iminodiethanol, 2-aminoethanol, 3-amino-1-propanol, 4-aminoe-1-butanol, 2-(2-hydroxyethyl)pyridine, 1-(2-hydroxyethyl)piperazine, pyperidine ethanol, 1-(2-hydroxyethyl)pyrrolidine, 1-(2-hydroxyethyl)-2-pyrrolidinone, 3-pyperidino-1,2-propanediol, 3-tropanol, 1-methyl-2-pyrrolidine ethanol, 1-aziridine ethanol or N-(2-hydroxyethyl)phthalimide.

14. The pattern formation method of claim 9 ,

wherein said liquid is an acidic solution or water.

15. The pattern formation method of claim 14 ,

wherein said acidic solution is a cesium sulfate aqueous solution or a phosphoric acid aqueous solution.

16. The pattern formation method of claim 9 ,

wherein said exposing light is KrF excimer laser, ArF excimer laser, ArKr laser, Ar 2 laser, F 2 laser or Xe 2 laser.

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 24, 2008
From: MATSUSHITA ELECTRIC INDUSTRIAL CO., LTD.
To: PANASONIC CORPORATION
Reel/Frame 021897/0671 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 25, 2005
From: ENDO, MASAYUKI; SASAGO, MASARU
To: MATSUSHITA ELECTRIC INDUSTRIAL CO., LTD.
Reel/Frame 016812/0946 →