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US5631314A Expired / Lapsed US ⏱️ 0.0 years remaining

Liquid coating composition for use in forming photoresist coating films and photoresist material using said composition

Assignee: Tokyo Ohka Kogyo Co Ltd
•
Filing: 1995-04-26
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Granted: 1997-05-20
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Expires: 2015-04-26
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Abstract

Abstract A liquid coating composition for forming an anti-interference film over a photoresist film is prepared by combining a water-soluble, film-forming component with a specified fluorosurfactant or by combining said water-soluble, film-forming component with a fluoro-surfactant and a specified anionic surfactant. A coating film is formed from said liquid coating composition over a photoresist film to produce a photoresist material of a dual structure. The photoresist material is particularly effective in lessening the multiple-interference effect of light, thereby enabling the formation of very fine resist patterns having high fidelity to mask patterns.

Inventors

  • 👤 Kazumasa Wakiya
  • 👤 Masakazu Kobayashi
  • 👤 Toshimasa Nakayama

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-30 09:28
CPC Classifications
G; G03; G03F; G03F7/00; G03F7/004; G03F7/0048; G03F7/09; G03F7/091

Claims Analysis

Total Claims: 21
Claim 1
Independent Claim 131 words
In a liquid coating composition for use in forming a photoresist coating film comprising a water-soluble, film-forming component and a fluorosurfactant, the improvement wherein said fluorosurfactant is at least one member selected from the group consisting of the salt of a compound represented by the following general formula (I): RfCOOH (I) (where Rf is a fluorohydrocarbon group having part or all of the hydrogen atoms in a C 2 -C 20 saturated or unsaturated hydrocarbon group replaced by fluorine atoms) with an alkanolamine and the salt of a compound represented by the following general formula (II): R'fSO.sub.3 H (II) (where R'f is a fluorohydrocarbon group having part or all of the hydrogen atoms in a C 2 -C 20 saturated or unsaturated hydrocarbon group replaced by fluorine atoms) with an alkanolamine.
Claim 2
Dependent Claim 131 words
In a liquid coating composition for use in forming a photoresist coating film comprising a water-soluble, film-forming component and a fluorosurfactant, the improvement wherein said fluorosurfactant is at least one member selected from the group consisting of the salt of a compound represented by the following general formula (I): RfCOOH (I) (where Rf is a fluorohydrocarbon group having part or all of the hydrogen atoms in a C 2 -C 20 saturated or unsaturated hydrocarbon group replaced by fluorine atoms) with an alkanolamine and the salt of a compound represented by the following general formula (II): R'fSO.sub.3 H (II) (where R'f is a fluorohydrocarbon group having part or all of the hydrogen atoms in a C 2 -C 20 saturated or unsaturated hydrocarbon group replaced by fluorine atoms) with an alkanolamine.
Claim 3
Dependent Claim 26 words
A liquid coating composition according to claim 1 wherein the compound represented by the general formula (I) is either perfluoroheptanoic acid or perfluorooctanoic acid or both.
Claim 4
Dependent Claim 35 words
A liquid coating composition according to claim 1 wherein the compound represented by the general formula (II) is at least one member selected from the group consisting of perfluoropropylsulfonic acid, perfluorooctylsulfonic acid and perfluorodecylsulfonic acid.
Claim 5
Dependent Claim 28 words
A liquid coating composition according to claim 1 wherein said alkanolamine is at least one member selected from the group consisting of monoethanolamine, N-methylethanolamine, N-ethylethanolamine, diethanolamine and triethanolamine.
Claim 6
Dependent Claim 151 words
In a liquid coating composition for use in forming a photoresist coating film comprising a water-soluble, film-forming component and a fluorosurfactant, the improvement wherein the composition further contains at least one anionic surfactant represented by the following general formula (III): ##STR7## (where R 1 is an alkyl group having 5 to 18 carbon atoms; R 2 is a hydrogen atom or an alkyl or alkoxy group having 5 to 18 carbon atoms; R 3 is an N-substituted or unsubstituted ammonium sulfonate group of the general formula --SO.sub.3 NZ.sub.4, each Z being, independently from the others, a hydrogen atom, alkyl group having 1 to 2 carbon atoms or hydroxyalkyl group having 1 to 2 carbon atoms; and R 4 and R 5 are each a hydrogen atom or an N-substituted or unsubstituted ammonium sulfonate group of the general formula --SO 3 NZ 4 , Z having the same meaning as defined above).
Claim 7
Dependent Claim 151 words
In a liquid coating composition for use in forming a photoresist coating film comprising a water-soluble, film-forming component and a fluorosurfactant, the improvement wherein the composition further contains at least one anionic surfactant represented by the following general formula (III): ##STR7## (where R 1 is an alkyl group having 5 to 18 carbon atoms; R 2 is a hydrogen atom or an alkyl or alkoxy group having 5 to 18 carbon atoms; R 3 is an N-substituted or unsubstituted ammonium sulfonate group of the general formula --SO.sub.3 NZ.sub.4, each Z being, independently from the others, a hydrogen atom, alkyl group having 1 to 2 carbon atoms or hydroxyalkyl group having 1 to 2 carbon atoms; and R 4 and R 5 are each a hydrogen atom or an N-substituted or unsubstituted ammonium sulfonate group of the general formula --SO 3 NZ 4 , Z having the same meaning as defined above).
Claim 8
Dependent Claim 55 words
A liquid coating composition according to claim 5 wherein R 1 , is an alkyl group having 5 to 18 carbon atoms; R 2 is a hydrogen atom; R 3 and R 4 are each a group of --SO 3 NH 4 ; and R 5 is a hydrogen atom in the general formula (III).
Claim 9
Dependent Claim 45 words
A liquid coating composition according to claim 5 wherein said fluorosurfactant is either a fluorine atom containing compound represented by the following general formula (IV): RfCOOM.sub.1 (IV) or a fluorine atom containing compound represented by the following general formula (V): R'fSO.sub.3 M.sub.2 (V) or both.
Claim 10
Dependent Claim 67 words
A liquid coating composition according to claim 7 wherein the fluorine atom containing compound represented by the general formula (IV) is the salt of a compound represented by the following general formula (I): RfCOOH (I) (where Rf is a fluorohydrocarbon group having part or all of the hydrogen atoms in a C 2 -C 20 saturated or unsaturated hydrocarbon group replaced by fluorine atoms) with an alkanolamine.
Claim 11
Dependent Claim 26 words
A liquid coating composition according to claim 8 wherein the compound represented by the general formula (I) is either perfluoroheptanoic acid or perfluorooctanoic acid or both.
Claim 12
Dependent Claim 68 words
A liquid coating composition according to claim 7 wherein the fluorine atom containing compound represented by the general formula (V) is the salt of a compound represented by the following general formula (II): R'fSO.sub.3 H (II) (where R'f is a fluorohydrocarbon group having part or all of the hydrogen atoms in a C 2 -C 20 saturated or unsaturated hydrocarbon group replaced by fluorine atoms) with an alkanolamine.
Claim 13
Dependent Claim 35 words
A liquid coating composition according to claim 10 wherein the compound represented by the general formula (II) is at least one member selected from the group consisting of perfluoropropylsulfonic acid, perfluorooctylsulfonic acid and perfluorodecylsulfonic acid.
Claim 14
Dependent Claim 175 words
In a liquid coating composition for use in forming a photoresist coating film comprising a water-soluble, film-forming component and a fluorosurfactant, the improvement wherein the composition further comprises at least one anionic surfactant represented by the following general formula (III): ##STR8## (where R 1 is an alkyl or alkoxy group having 5 to 18 carbon atoms; R 2 is a hydrogen atom or an alkyl or alkoxy group having 5 to 18 carbon atoms; R 3 is an N-substituted or unsubstituted ammonium sulfonate group of the general formula --SO.sub.3 NZ.sub.4, each Z being, independently from the others, a hydrogen atom, alkyl group having 1 to 2 carbon atoms or hydroxyalkyl group having 1 to 2 carbon atoms; and R 4 and R 5 are each a hydrogen atom or an N-substituted or unsubstituted ammonium sulfonate group of the general formula --SO 3 NZ 4 , Z having the same meaning as defined above) and an N-alkyl-2-pyrrolidone represented by the following general formula (VI): ##STR9## (where R 10 is a C 6 -C 20 alkyl group).
Claim 15
Dependent Claim 175 words
In a liquid coating composition for use in forming a photoresist coating film comprising a water-soluble, film-forming component and a fluorosurfactant, the improvement wherein the composition further comprises at least one anionic surfactant represented by the following general formula (III): ##STR8## (where R 1 is an alkyl or alkoxy group having 5 to 18 carbon atoms; R 2 is a hydrogen atom or an alkyl or alkoxy group having 5 to 18 carbon atoms; R 3 is an N-substituted or unsubstituted ammonium sulfonate group of the general formula --SO.sub.3 NZ.sub.4, each Z being, independently from the others, a hydrogen atom, alkyl group having 1 to 2 carbon atoms or hydroxyalkyl group having 1 to 2 carbon atoms; and R 4 and R 5 are each a hydrogen atom or an N-substituted or unsubstituted ammonium sulfonate group of the general formula --SO 3 NZ 4 , Z having the same meaning as defined above) and an N-alkyl-2-pyrrolidone represented by the following general formula (VI): ##STR9## (where R 10 is a C 6 -C 20 alkyl group).
Claim 16
Dependent Claim 21 words
A liquid coating composition according to claim 12 wherein the N-alkyl-2-pyrrolidone represented by the general formula (VI) is N-octyl-2-pyrrolidone or N-dodecyl-2-pyrrolidone.
Claim 17
Dependent Claim 45 words
A liquid coating composition according to claim 12 wherein said fluorosurfactant is either a fluorine atom containing compound represented by the following general formula (IV): RfCOOM.sub.1 (IV) or a fluorine atom containing compound represented by the following general formula (V): R'fSO.sub.3 M.sub.2 (V) or both.
Claim 18
Dependent Claim 67 words
A liquid coating composition according to claim 14 wherein the fluorine atom containing compound represented by the general formula (IV) is the salt of a compound represented by the following general formula (I): RfCOO (I) (where Rf is a fluorohydrocarbon group having part or all of the hydrogen atoms in a C 2 -C 20 saturated or unsaturated hydrocarbon group replaced by fluorine atoms) with an alkanolamine.
Claim 19
Dependent Claim 26 words
A liquid coating composition according to claim 15 wherein the compound represented by the general formula (I) is either perfluoroheptanoic acid or perfluorooctanoic acid or both.
Claim 20
Dependent Claim 68 words
A liquid coating composition according to claim 14 wherein the fluorine atom containing compound represented by the general formula (V) is the salt of a compound represented by the following general formula (II): R'fSO.sub.3 H (II) (where R'f is a fluorohydrocarbon group having part or all of the hydrogen atoms in a C 2 -C 20 saturated or unsaturated hydrocarbon group replaced by fluorine atoms) with an alkanolamine.
Claim 21
Dependent Claim 34 words
A liquid coating composition according to claim 17 wherein the compound represented by the general formula (II) is at least one member of the group consisting of perfluoropropylsulfonic acid, perfluorooctylsulfonic acid and perfluorodecylsulfonic acid.

References Cited (Backward Citations)

US4293657A Cited
US4910122A Cited
JPS6038821A Cited
JPS6262520A Cited
JPH03222409A Cited
JPH04204454A Cited
EP0522990A1 Cited
JPH0651523A Cited
JPH0667439A Cited
JPH0669120A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 2000-05-19 2000-11-18 2001-05-20 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 2004-05-19 2004-11-18 2005-05-20 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2008-05-19 2008-11-18 2009-05-20 $7700.00 Window Closed / Lapsed

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