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EP0135900A2 Expired / Lapsed EP ⏱️ 0.0 years remaining

Aqueous developable negative resist compositions

Assignee: Olin Hunt Specialty Products Inc
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Filing: 1984-09-14
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Granted: —
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Expires: 2004-09-14
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Abstract

Abstract Aqueous developable negative resist compositions are provided which are useful in ultra violet lithography and in electron beam lithography and which contain a polymer system comprising a phenolic resin and a novolak-type resin compatible with the phenolic resin, a sensitizer, and a solvent in which all three components are readily soluble. The negative resist composition of the present invention produces a resist which exhibits higher resolution than conventional cyclized rubber negative resists, does not swell during development as do such conventional negative resists, and which can be developed with aqueous alkaline developers.

Inventors

  • 👤 Medhat A. Toukhy

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-11-07 11:31
CPC Classifications
G; G03; G03F; G03F7/00; G03F7/004; G03F7/008; G03F7/012; G03F7/0125

Claims Analysis

Total Claims: 12
Claim 1
Independent Claim 71 words
An aqueous developable negative resist composition, comprising a solution of a sensitizer and a polymer system, the polymer system comprising a phenolic resin having a weight average molecular weight of at least about 7,000 and a novolak-type resin compatible with the phenolic resin, the sensitizer comprising a compound selected from the group consisting of bisarylazides, monoarylazides and mixtures thereof, the solution having a total solids content of at least about 15%.
Claim 2
Dependent Claim 71 words
An aqueous developable negative resist composition, comprising a solution of a sensitizer and a polymer system, the polymer system comprising a phenolic resin having a weight average molecular weight of at least about 7,000 and a novolak-type resin compatible with the phenolic resin, the sensitizer comprising a compound selected from the group consisting of bisarylazides, monoarylazides and mixtures thereof, the solution having a total solids content of at least about 15%.
Claim 3
Dependent Claim 43 words
The composition of claim 1 wherein the phenolic resin is the represented by the following structural formula: wherein A is a covalent bond, -O-, -CH 2 -, -OC(O)-, -C(O)O-, or -C(O)OCH 2 -, and R 1 is -H, -F, -Cl, -Br or -I.
Claim 4
Dependent Claim 33 words
The composition of claim 1 wherein the phenolic resin is present in the composition in an amount of from about 10% to about 95% by weight of the polymer system in the composition.
Claim 5
Dependent Claim 19 words
The composition of claim 1 wherein the novolak-type resin is a cresol-formaldehyde novolak resin or a phenol-formaldehyde novolak resin.
Claim 6
Dependent Claim 30 words
The composition of claim 1 wherein the novolak-type resin is present in an amount of from about 5 to about 90% by weight of the polymer system in the composition.
Claim 7
Dependent Claim 161 words
6, The composition of claim 1 wherein the sensitizer is selected from the group consisting of and mixtures thereof, wherein: L is a covalent bond, -CH2-, -CH=CH-, -C(CH 3 ) 2 -, -SO 2 -, -CO-, -O-, or -S-, M is a covalent bond, -o-, -S-, -S0 2 -, -CH 2 -, -CH= CH -, - CH =CH-C O -, -CO-, or -C(CH 3 ) 2 -, R 4 , R 5 , R 6 , R 7 , R 8 ; R 9 and R 10 are selected independently from -H and -N 3 , provided that R4≠R5, and provided that R 6 and R 7 cannot be -N 3 at the same time, R 8 and R 9 cannot be -N 3 at the same time and at least one of R 6 , R 7 , R 8 and R 9 is -N 3 , and R 11 is -H or monovalent C 1 to C 9 alkyl.
Claim 8
Dependent Claim 34 words
The composition of claim 1 wherein the sensitizer is present in an amount of from about 4% by weight of the total solids in the composition up to the saturation point of the sensitizer.
Claim 9
Dependent Claim 34 words
The composition of claim 1 wherein the solvent is selected from the group consisting of aliphatic ketones, aliphatic esters, alkylene glycol monoalkyl ethers, dialkylene glycol monoalkyl ethers, alkylene glycol dialkyl ethers, and mixtures thereof.
Claim 10
Dependent Claim 24 words
The composition of claim 1 wherein the total solids content of the composition is within the range of from about 15% to about 40%.
Claim 11
Dependent Claim 309 words
A deep ultra violet sensitive, aqueous developable negative resist composition, comprising a solution of a deep ultra violet sensitizer and a polymer system, the polymer system comprising a phenolic resin having a weight average molecular weight of at least about 7,000, and a novolak-type resin compatible with the phenolic resin, the phenolic resin is represented by the following structural formula: wherein: A is a covalent bond, -O-, . -CH 2 -, -OC(O)-, -C(O)O-, or -C(0)OCH 2 -, and R 1 is -H, -F, -Cl, -Br or -I, the phenolic resin is present in an amount of from about 10% to about 95% by weight of the polymer system in the composition, the novolak-type resin is present in an amount of from about 15% to about 90% by weight of the polymer system in the composition, the deep ultra violet sensitizer is a compound selected from the group consisting of and mixtures thereof, wherein: Q and T are selected independently from -CH 2 -, -C(CH 3 ) 2 -, -SO 2 -, -CO-, -0-, and -S-, and R 4 , R 5 , R 6 , R 7 , R 8 , and R 9 are selected independently from -H and -N 3 , provided that R4≠R5, and provided that R 6 and R 7 cannot be -N 3 at the same time, R 8 and R 9 cannot be -N 3 at the same time and at least one of R 6 , R 7 , R 8 and R 9 is -N 3 , the sensitizer is present in an amount of about 4% by weight of the total solids in the composition up to the saturation point of the sensitizer, the solvent is a mixture of ethylcellosolve acetate, butyl acetate, and xylene, and the composition has a total solids content of from about 15% to about 40%.
Claim 12
Dependent Claim 309 words
A deep ultra violet sensitive, aqueous developable negative resist composition, comprising a solution of a deep ultra violet sensitizer and a polymer system, the polymer system comprising a phenolic resin having a weight average molecular weight of at least about 7,000, and a novolak-type resin compatible with the phenolic resin, the phenolic resin is represented by the following structural formula: wherein: A is a covalent bond, -O-, . -CH 2 -, -OC(O)-, -C(O)O-, or -C(0)OCH 2 -, and R 1 is -H, -F, -Cl, -Br or -I, the phenolic resin is present in an amount of from about 10% to about 95% by weight of the polymer system in the composition, the novolak-type resin is present in an amount of from about 15% to about 90% by weight of the polymer system in the composition, the deep ultra violet sensitizer is a compound selected from the group consisting of and mixtures thereof, wherein: Q and T are selected independently from -CH 2 -, -C(CH 3 ) 2 -, -SO 2 -, -CO-, -0-, and -S-, and R 4 , R 5 , R 6 , R 7 , R 8 , and R 9 are selected independently from -H and -N 3 , provided that R4≠R5, and provided that R 6 and R 7 cannot be -N 3 at the same time, R 8 and R 9 cannot be -N 3 at the same time and at least one of R 6 , R 7 , R 8 and R 9 is -N 3 , the sensitizer is present in an amount of about 4% by weight of the total solids in the composition up to the saturation point of the sensitizer, the solvent is a mixture of ethylcellosolve acetate, butyl acetate, and xylene, and the composition has a total solids content of from about 15% to about 40%.

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