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US5057397A
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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: 1989-11-16
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Granted: 1991-10-15
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Expires: 2009-11-16
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
2026-10-30 12:38
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; Y10S430/1053; Y10S430/1055; Y10S430/114; Y10S430/12; Y10S430/121; Y10S430/128; Y10S430/143
Claims Analysis
Total Claims: 6
Claim 1
Independent Claim
168 words
An electron beam-curable resist composition which comprises, as a uniform mixture dissolved in an organic solvent: (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.
Claim 2
Dependent Claim
168 words
An electron beam-curable resist composition which comprises, as a uniform mixture dissolved in an organic solvent: (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.
Claim 3
Dependent Claim
44 words
The electron beam-curable resist composition as claimed in claim 1 wherein the phenolic moieties in the cresol novolac resin as the component (B) comprises at least 30% by weight of m-cresol moiety, the balance being selected from the moieties of p-cresol, 2,5-xylenol and 3,5-xylenol.
Claim 4
Dependent Claim
44 words
The electron beam-curable resist composition as claimed in claim 2 wherein the phenolic moieties in the cresol novolac resin as the component (B) comprises from 55 to 75% by weight of m-cresol moiety, the balance being selected from the moieties of p-cresol and 3,5-xylenol.
Claim 5
Dependent Claim
25 words
The electron beam-curable resist composition as claimed in claim 1 wherein the average degree of alkoxymethylation of the alkoxymethylated melamine resin is at least 2.5.
Claim 6
Dependent Claim
31 words
The electron beam-curable resist composition as claimed in claim 1 wherein the cresol novolac resin as the component (B) has a weight-average molecular weight in the range from 2000 to 20000.
References Cited (Backward Citations)
US4189323A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1994-10-14 | 1995-04-15 | 1995-10-15 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1998-10-14 | 1999-04-15 | 1999-10-15 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2002-10-14 | 2003-04-15 | 2003-10-15 | $7700.00 | Window Closed / Lapsed |