US5180653A
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Electron beam-curable resist composition and method for fine patterning using the same
Assignee: Tokyo Ohka Kogyo Co Ltd
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Filing: 1991-04-30
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Granted: 1993-01-19
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Expires: 2011-04-30
Abstract
Abstract An electron beam-curable resist composition suitable for fine patterning works in the manufacturing process of semiconductor devices is proposed which is outstandingly stable in storage and capable of being developed using an aqueous alkaline developer solution without scums and giving a patterned resist layer with high contrast and orthogonal cross sectional profile of a line pattern. The composition comprises (A) a triazine compound, such as 2-(4-methoxyphenyl)-4,6-bis(trichloromethyl)-1,3,5-triazine, (B) a cresol novolac resin, of which at least 30% by weight of the phenolic moiety is derived from m-cresol, and (C) an alkoxymethylated melamine resin in specified proportions of (B):(C) and (A):[(B)+(C)]. The sensitivity of the resist composition is greatly enhanced by a heat treatment of the resist layer at 90°-140° C. after patternwise irradiation with electron beams.
Inventors
- 👤 Masanori Miyabe
- 👤 Hidekatsu Kohara
- 👤 Toshimasa Nakayama
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-03 16:18
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/16; C08K5/34; C08K5/3467; C08K5/3477; C08K5/3492; C08L; C08L61/00; C08L61/04; C08L61/06; Y; Y10; Y10S; Y10S430/00; Y10S430/143
Claims Analysis
Total Claims: 4
Claim 1
Independent Claim
274 words
A method for patterning a resist layer by using an electron beam-curable resist composition which comprises the steps of: (a) coating a substrate surface with a resist composition in the form of a solution comprising (A) a 1,3,5-triazine compound represented by the general formula ##STR4## in which Z is a 4-alkoxy-substituted phenyl group of the general formula ##STR5## R 1 being an alkyl group having 1 to 5 carbon atoms, or a 4-alkoxy-substituted α-naphthyl group of the general formula ##STR6## R 2 being an alkyl group having 1 to 5 carbon atoms and R 3 and R 4 being, each independently from the other, a hydrogen atom, hydroxy group or carboxyl group, (B) a cresol novolac resin, in which at least 30% by weight of the cresol moiety is derived from m-cresol, and (C) an alkoxymethylated melamine resin, in which the amount of the component (A) is in the range from 2 to 10% by weight based on the total amount of the components (B) and (C) and the weight ratio of the component (B) to the component (C) is in the range from 60:40 to 95:5, and drying to form a uniform electron beam-sensitive resist layer; (b) irradiating the electron beam-sensitive resist layer patternwise with electron beams to form a latent image; (c) heating the resist layer having the latent image at a temperature in the range from 90° to 140° C. for a length of time in the range from 30 to 300 seconds to effect sensitization of the latent image; and (d) developing the thus sensitized latent image with an aqueous solution of an organic alkaline compound as a developer solution.
Claim 2
Independent Claim
274 words
A method for patterning a resist layer by using an electron beam-curable resist composition which comprises the steps of: (a) coating a substrate surface with a resist composition in the form of a solution comprising (A) a 1,3,5-triazine compound represented by the general formula ##STR4## in which Z is a 4-alkoxy-substituted phenyl group of the general formula ##STR5## R 1 being an alkyl group having 1 to 5 carbon atoms, or a 4-alkoxy-substituted α-naphthyl group of the general formula ##STR6## R 2 being an alkyl group having 1 to 5 carbon atoms and R 3 and R 4 being, each independently from the other, a hydrogen atom, hydroxy group or carboxyl group, (B) a cresol novolac resin, in which at least 30% by weight of the cresol moiety is derived from m-cresol, and (C) an alkoxymethylated melamine resin, in which the amount of the component (A) is in the range from 2 to 10% by weight based on the total amount of the components (B) and (C) and the weight ratio of the component (B) to the component (C) is in the range from 60:40 to 95:5, and drying to form a uniform electron beam-sensitive resist layer; (b) irradiating the electron beam-sensitive resist layer patternwise with electron beams to form a latent image; (c) heating the resist layer having the latent image at a temperature in the range from 90° to 140° C. for a length of time in the range from 30 to 300 seconds to effect sensitization of the latent image; and (d) developing the thus sensitized latent image with an aqueous solution of an organic alkaline compound as a developer solution.
Claim 3
Dependent Claim
38 words
The method for patterning a resist layer by using an electron beam-curable resist composition as claimed in claim 1 wherein the dose of the electron beam irradiation is in the range from 2 to 20 μC/cm 2 .
Claim 4
Dependent Claim
30 words
The method for patterning a resist layer by using an electron beam-curable resist composition as claimed in claim 1 wherein the organic alkaline compound is tetramethyl ammonium hydroxide or choline.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 1996-01-19 | 1996-07-20 | 1997-01-19 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2000-01-19 | 2000-07-20 | 2001-01-19 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2004-01-19 | 2004-07-20 | 2005-01-19 | $7700.00 | Window Closed / Lapsed |