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EP0225464A2 Expired / Lapsed EP ⏱️ 0.0 years remaining

Composite resist structures

Assignee: International Business Machines Corp
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Filing: 1986-10-28
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Granted: —
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Expires: 2006-10-28
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Abstract

Abstract A composite resist structure having a first underlayer of an aqueous alkaline soluble positive photoresist composition and a second, top layer comprised of the reaction product of a novolak type phenol-formaldehyde resin and a 1,2-­naphthoquinone-2-diazidio-4-sulfonyl chloride.

Inventors

  • 👤 George John Collini
  • 👤 Alexander Daniel Lopata

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-11-08 20:31
CPC Classifications
G; G03; G03F; G03F7/00; G03F7/004; G03F7/09; G03F7/095

Claims Analysis

Total Claims: 18
Claim 1
Independent Claim 122 words
A composite resist structure for the manufacture of integrated circuits, the resist structure being comprised of (a) a first underlayer of an aqueous alkaline soluble positive photoresist composition and (b) a second, top layer composition comprised of the reaction product of (1) a novolak type cresol-­formaldehyde resin represented by the formula wherein R and R₁ are independently selected from hydrogen, an alkyl group containing 1 to 3 carbon atoms, a halogen atom and an alkoxy group containing 1 to 3 carbon atoms, and (2) 1,2-naphthoquinone-2-­diazidio-4 sulfonyl chloride represented by the formula wherein R and R₁ are independently selected from hydrogen, an alkyl group containing 1 to 3 carbon atoms, a halogen atom and an alkoxy group containing 1 to 3 carbon atoms.
Claim 2
Dependent Claim 122 words
A composite resist structure for the manufacture of integrated circuits, the resist structure being comprised of (a) a first underlayer of an aqueous alkaline soluble positive photoresist composition and (b) a second, top layer composition comprised of the reaction product of (1) a novolak type cresol-­formaldehyde resin represented by the formula wherein R and R₁ are independently selected from hydrogen, an alkyl group containing 1 to 3 carbon atoms, a halogen atom and an alkoxy group containing 1 to 3 carbon atoms, and (2) 1,2-naphthoquinone-2-­diazidio-4 sulfonyl chloride represented by the formula wherein R and R₁ are independently selected from hydrogen, an alkyl group containing 1 to 3 carbon atoms, a halogen atom and an alkoxy group containing 1 to 3 carbon atoms.
Claim 3
Dependent Claim 25 words
The composite resist structure of Claim 1 wherein the first underlayer composition is comprised of a novolak-type phenol formaldehyde resin sensitized with a diazoquinone compound.
Claim 4
Dependent Claim 17 words
The composite resist structure of Claim 1 wherein a sensitizer is incorporated in the top layer composition.
Claim 5
Dependent Claim 60 words
The composite resist structure of Claim 3 wherein the sensitizer is the reaction product of bis (4,8-hydrosymethyl)-tricyclo [5.2.1.0. 2,6 ] decane and a 1,2-naphthoquinone-2-diazidio-4sulfonyl chloride represented by the formula wherein R and R₁ are independently selected from hydrogen, and alkyl group containing 1 to 3 carbon atoms, a halogen atom, and a alkoxy group containing 1 to 3 carbon atoms.
Claim 6
Dependent Claim 53 words
The composite resist structure of Claim 1 wherein the top layer is comprised of a mixture of about 75 to about 90 percent by weight of the reaction product of 1,2-naphthoquinone-2-diazidio-4-sulfonyl chloride and a novolak-type cresol-formaldehyde resin represented by the formula and about 10 to about 25 percent by weight of a sensitizer.
Claim 7
Dependent Claim 31 words
The composite structure of Claim 5 wherein the reaction product is the reaction product of about 0.8 to about 2.5 equivalents of 1,2-naphthoquinone-2-diazidio-4-­sulfonyl chloride per 1 equivalent of the novolak resin.
Claim 8
Dependent Claim 167 words
A process for the preparation of a composite resist structure for use in a lift-off process which comprises coating a substrate sequentially with a first layer comprised of an aqueous alkaline soluble positive photoresist composition, overcoating the first layer with a second layer comprised of the reaction product of (1) a novolak type cresol-formaldehyde resin represented by the formula wherein R and R₁ are independently selected from a hydrogen atom, an alkyl group containing 1 to 3 carbon atoms, a halogen atom and an alkoxy group containing 1 to 3 carbon atoms, and (2) 1,2-naphthoquinone-2-­diazidio-4-sulfonyl chloride represented by the formula wherein R and R₁ are independently selected from hydrogen, an alkyl group containing 1 to 3 carbon atoms a halogen atom and an alkoxy group containing 1 to 3 carbon atoms, the second layer having a solubility in alkaline media which is less than that of the first layer, patternwise exposing the layers with a source of radiation and then developing the layers in an alkaline medium.
Claim 9
Dependent Claim 167 words
A process for the preparation of a composite resist structure for use in a lift-off process which comprises coating a substrate sequentially with a first layer comprised of an aqueous alkaline soluble positive photoresist composition, overcoating the first layer with a second layer comprised of the reaction product of (1) a novolak type cresol-formaldehyde resin represented by the formula wherein R and R₁ are independently selected from a hydrogen atom, an alkyl group containing 1 to 3 carbon atoms, a halogen atom and an alkoxy group containing 1 to 3 carbon atoms, and (2) 1,2-naphthoquinone-2-­diazidio-4-sulfonyl chloride represented by the formula wherein R and R₁ are independently selected from hydrogen, an alkyl group containing 1 to 3 carbon atoms a halogen atom and an alkoxy group containing 1 to 3 carbon atoms, the second layer having a solubility in alkaline media which is less than that of the first layer, patternwise exposing the layers with a source of radiation and then developing the layers in an alkaline medium.
Claim 10
Dependent Claim 20 words
The process of Claim 7 wherein the first layer is comprised of a novolak-type phenol-formaldehyde resin and a diazoquinone sensitizer.
Claim 11
Dependent Claim 15 words
The process of Claim 7 wherein a sensitizer is incorporated in the top layer composition.
Claim 12
Dependent Claim 58 words
The process of Claim 9 wherein the sensitizer is the reaction product of bis (4,8-hydroxymethyl)-tricyclo [5.2.1.0. 2,6 ] decane and a 1,2-naphthoquinone-2-­diazidio-4-sulfonyl chloride represented by the formula wherein R and R₁ are independently selected from hydrogen, an alkyl group containing 1 to 3 carbon atoms, a halogen atom, and an alkoxy group containing 1 to 3 carbon atoms.
Claim 13
Dependent Claim 27 words
The process of Claim 7 wherein the second layer reaction product is the reaction product of 1,2-naphthoquinone-2-diazidio-4-sulfonyl chloride and a novolak phenol-formaldehyde resin represented by the formula
Claim 14
Dependent Claim 29 words
The process of Claim 11 wherein the reaction product is the reaction product about 0.8 to about 2.5 equivalents of 1,2-naphthoquinone-2-diazidio-4-sulfonyl chloride per 1 equivalent of the novolak resin.
Claim 15
Dependent Claim 30 words
The process of Claim 7 wherein the substrate is softbaked at about 60° to about 150°C for about 1 to 30 minutes before the deposit of the second layer thereon.
Claim 16
Dependent Claim 33 words
The process of Claim 7 wherein the substrate is baked at about 75° to about 150°C for about 1 to about 40 minutes after application of the second layer and before image-wise exposure.
Claim 17
Dependent Claim 20 words
The process of Claim 6 wherein the exposed layers are developed in a solution whose major component is alkaline water.
Claim 18
Dependent Claim 33 words
The process of Claim 5 wherein the first layer has a thickness of about 1.0 to about 4.0 µm and the second layer has a thickness of about 0.1 to about 1.0 µm.

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