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US4701390A Expired / Lapsed US ⏱️ 0.0 years remaining

Thermally stabilized photoresist images

Assignee: Clariant Finance BVI Ltd
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Filing: 1985-11-27
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Granted: 1987-10-20
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Expires: 2005-11-27
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Abstract

Abstract Photo resist image layers, particularly those used for high resolution geometries in microelectronic applications, are stabilized against distortion or degradation by the heat generated during subsequent etching, ion implantation processes and the like, by the application of a film of a thermally stabilizing agent prior to post-development bake of the image layer. The process serves to achieve thermal stabilization of the photoresist image layer without significantly affecting the ease of subsequent stripping of the layer. It is particularly effective when used to thermally stabilize positive resist images derived from photoresist systems based on novolak resins.

Inventors

  • 👤 John J. Grunwald
  • 👤 Allen C. Spencer

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-06 05:59
CPC Classifications
G; G03; G03F; G03F7/00; G03F7/26; G03F7/40

Claims Analysis

Total Claims: 21
Claim 1
Independent Claim 99 words
A process for thermally stabilizing a photoresist image layer formed on a substrate, said process comprising coating said image layer with a protective film of a thermally stabilizing material in solution in water or water-miscible solvent prior to subjecting said image layer to a post-development bake, wherein said thermally stabilizing material consists essentially of a compound or a mixture of two or more compounds selected from the group consisting of chromotropic acid, perfluorocarbon carboxylic acids, perfluorocarbon-sulfonic acids, perfluorocarbon phosphonic acids, and alkali metal, ammonium and amine salts of said acids, ethoxylated perfluorocarbon alcohols, and quaternary ammonium salts of N-perfluoroalkyl-N',N"-dialkylamines.
Claim 2
Dependent Claim 99 words
A process for thermally stabilizing a photoresist image layer formed on a substrate, said process comprising coating said image layer with a protective film of a thermally stabilizing material in solution in water or water-miscible solvent prior to subjecting said image layer to a post-development bake, wherein said thermally stabilizing material consists essentially of a compound or a mixture of two or more compounds selected from the group consisting of chromotropic acid, perfluorocarbon carboxylic acids, perfluorocarbon-sulfonic acids, perfluorocarbon phosphonic acids, and alkali metal, ammonium and amine salts of said acids, ethoxylated perfluorocarbon alcohols, and quaternary ammonium salts of N-perfluoroalkyl-N',N"-dialkylamines.
Claim 3
Dependent Claim 27 words
A process according to claim 1 wherein said post-development bake is carried out at a temperature within the range of about 100° C. to about 190° C.
Claim 4
Dependent Claim 24 words
A process according to claim 1 wherein the thermally stabilizing material is applied as a solution to the photoresist image layer by spin coating.
Claim 5
Dependent Claim 31 words
A process according to claim 3 wherein the thermally stabilizing material is present in said solution in an amount within the range of about 0.1 to about 25 percent by weight.
Claim 6
Dependent Claim 18 words
A process according to claim 1 wherein said image layer has been produced using a positive photoresist resin.
Claim 7
Dependent Claim 29 words
A process according to claim 5 wherein said positive photoresist resin comprises a novolak resin and a sensitizer and said image layer has been developed using an alkaline developer.
Claim 8
Dependent Claim 50 words
A process for thermally stabilizing a photoresist image layer formed on a substrate, said process comprising coating said image layer with a protective film of a perfluorocarbon sulfonic acid in the form of the free acid or a salt thereof prior to subjecting said image layer to a post-development bake.
Claim 9
Dependent Claim 50 words
A process for thermally stabilizing a photoresist image layer formed on a substrate, said process comprising coating said image layer with a protective film of a perfluorocarbon sulfonic acid in the form of the free acid or a salt thereof prior to subjecting said image layer to a post-development bake.
Claim 10
Dependent Claim 41 words
A process for thermally stabilizing a photoresist image layer formed on a substrate, said process comprising coating said image layer with a protective film of the disodium salt of chromotropic acid prior to subjecting said image layer to a post-development bake.
Claim 11
Dependent Claim 41 words
A process for thermally stabilizing a photoresist image layer formed on a substrate, said process comprising coating said image layer with a protective film of the disodium salt of chromotropic acid prior to subjecting said image layer to a post-development bake.
Claim 12
Dependent Claim 136 words
A process for forming a heat stabilizing positive photoresist image layer which comprises the steps of coating a substrate with a layer of a positive photoresist composition, irradiating said layer through a mask, developing the image layer so produced, coating said developed image layer with a film of a thermally stabilizing material in solution in water of a water-miscible solvent and subjecting the coated layer to a post-development bake at a temperature within the range of about 110° C. to about 170° C., wherein said thermally stabilizing material consists essentially of a compound or a mixture of two or more compounds selected from the group consisting of chromotropic acid, perfluorocarbon carboxylic acids, perfluorocarbon-sulfonic acids, perfluorocarbon phosphonic acids, and alkali metal, ammonium and amine salts of said acids; ethoxylated perfluorocarbon alcohols, and quarternary ammonium salts of N-perfluoroalkyl-N',N"-dialkylamines.
Claim 13
Dependent Claim 136 words
A process for forming a heat stabilizing positive photoresist image layer which comprises the steps of coating a substrate with a layer of a positive photoresist composition, irradiating said layer through a mask, developing the image layer so produced, coating said developed image layer with a film of a thermally stabilizing material in solution in water of a water-miscible solvent and subjecting the coated layer to a post-development bake at a temperature within the range of about 110° C. to about 170° C., wherein said thermally stabilizing material consists essentially of a compound or a mixture of two or more compounds selected from the group consisting of chromotropic acid, perfluorocarbon carboxylic acids, perfluorocarbon-sulfonic acids, perfluorocarbon phosphonic acids, and alkali metal, ammonium and amine salts of said acids; ethoxylated perfluorocarbon alcohols, and quarternary ammonium salts of N-perfluoroalkyl-N',N"-dialkylamines.
Claim 14
Dependent Claim 33 words
A process according to claim 9 wherein the thermally stabilizing material is applied to said image layer as a solution containing from about 0.1 to about 25 percent by weight of said material.
Claim 15
Dependent Claim 22 words
A process according to claim 9 wherein said positive photoresist composition comprises a solvent solution comprising a novolak resin and a photosensitizer.
Claim 16
Dependent Claim 17 words
A process according to claim 11 wherein the image layer has been developed using an alkaline developer.
Claim 17
Dependent Claim 24 words
A process according to claim 9 wherein said thermally stabilizing material is spin-coated on said image layer in the form of an aqueous solution.
Claim 18
Dependent Claim 92 words
A process for forming a heat stabilized positive photoresist image layer which comprises the steps of coating a substrate with a layer of a positive photoresist composition, irradiating said layer through a mask, developing the image layer so produced, coating said developed image with a film of a perfluoroalkyl sulfonic acid in the form of the free acid or a salt thereof in solution in water or a water-immiscible solvent and subjecting the coated layer to post-development bake at a temperature within the range of about 110° C. to about 170° C.
Claim 19
Dependent Claim 92 words
A process for forming a heat stabilized positive photoresist image layer which comprises the steps of coating a substrate with a layer of a positive photoresist composition, irradiating said layer through a mask, developing the image layer so produced, coating said developed image with a film of a perfluoroalkyl sulfonic acid in the form of the free acid or a salt thereof in solution in water or a water-immiscible solvent and subjecting the coated layer to post-development bake at a temperature within the range of about 110° C. to about 170° C.
Claim 20
Dependent Claim 84 words
A process for forming a heat stabilized positive photoresist image layer which comprises the steps of coating a substrate with a layer of a positive photoresist composition, irradiating said layer through a mask, developing the image layer so produced, coating said developed image with a film of the disodium salt of chromotropic acid in solution in water or a water-miscible solvent and subjecting the coated layer to a post-development bake at a temperature within the range of about 110° C. to about 170° C.
Claim 21
Dependent Claim 84 words
A process for forming a heat stabilized positive photoresist image layer which comprises the steps of coating a substrate with a layer of a positive photoresist composition, irradiating said layer through a mask, developing the image layer so produced, coating said developed image with a film of the disodium salt of chromotropic acid in solution in water or a water-miscible solvent and subjecting the coated layer to a post-development bake at a temperature within the range of about 110° C. to about 170° C.

References Cited (Backward Citations)

US3652274A Cited
US3859098A Cited
US4125650A Cited
US4187331A Cited
US4259369A Cited
US4454222A Cited
US4565771A Cited
US4548688A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1990-10-19 1991-04-20 1991-10-20 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1994-10-19 1995-04-20 1995-10-20 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1998-10-19 1999-04-20 1999-10-20 $7700.00 Window Closed / Lapsed

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