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EP0062733A1 Expired / Lapsed EP ⏱️ 0.0 years remaining

Metal ion-free photoresist developer composition

Assignee: Shipley Co Inc
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Filing: 1982-01-28
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Granted: —
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Expires: 2002-01-28
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Abstract

Abstract An aqueous metal ion-free developer composition for developing photoresists comprising a metal ion-free alkali and a metal ion-free surfactant that is quaternary ammonium compound. The developer permits a reduction of from 40-50% in the energy necessary to expose the photoresist without deleterious effect on image quality and image resolution.

Inventors

  • 👤 John D. Cawston
  • 👤 Paul E. Becker Jr.

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-10-28 04:11
CPC Classifications
G; G03; G03F; G03F7/00; G03F7/26; G03F7/30; G03F7/32; G03F7/322

Claims Analysis

Total Claims: 16
Claim 1
Independent Claim 313 words
An aqueous metal ion-free developer composition comprising a metal ion-free alkali and metal ion-free surfactant comprising one or more quaternary ammonium compounds having the general formula: wherein R 1 comprises a saturated or unsaturated, straight or branched hydrocarbon chain having from 6 to 20 carbons, and from zero to 3 oxygens, provided that each oxygen can be separated from others by at least one carbon, and which is alkoxy-substituted or unsubstituted; R 2 and R 3 are the same or different and each comprises alkyl of from 1 to 3 carbons; or (R 0) H wherein R 5 is alkylene of 1 to 3 carbons and n is an integer from 1 to 20; or R 2 and R 3 together comprise a cycloaliphatic hydrocarbon of from 2 to 8 carbons with from zero to 2 heteroatom selected from O, N, and S, provided that each heteroatom be separated from another and from the quaternary nitrogen by at least one carbon; or R 2 and R 3 together comprise a cycloaromatic hydrocarbon of from 2 to 8 carbons with from zero to two nitrogen heteroatoms, provided that each nitrogen atom be separated from another and from the quaternary nitrogen by at least one carbon; R 4 comprises a saturated or unsaturated, straight or branched hydrocarbon having from 1 to 10 carbon atoms, (R 5 0) n H as defined above, phenalkyl, wherein the alkyl moiety has from O to 3 carbons, or wherein m is from 1 to 4 R 2 and R 3 are as defined above, and R 6 is saturated or unsaturated, straight or branched hydrocarbon having from 1 to 10 carbon atoms or (R 0) H as defined above, or phenalkyl having an alkyl group of from O to 3 carbon atoms; and X comprises halo, hydroxy, or silicate, or the corresponding amino oxide of said quaternary ammonium compounds.
Claim 2
Dependent Claim 313 words
An aqueous metal ion-free developer composition comprising a metal ion-free alkali and metal ion-free surfactant comprising one or more quaternary ammonium compounds having the general formula: wherein R 1 comprises a saturated or unsaturated, straight or branched hydrocarbon chain having from 6 to 20 carbons, and from zero to 3 oxygens, provided that each oxygen can be separated from others by at least one carbon, and which is alkoxy-substituted or unsubstituted; R 2 and R 3 are the same or different and each comprises alkyl of from 1 to 3 carbons; or (R 0) H wherein R 5 is alkylene of 1 to 3 carbons and n is an integer from 1 to 20; or R 2 and R 3 together comprise a cycloaliphatic hydrocarbon of from 2 to 8 carbons with from zero to 2 heteroatom selected from O, N, and S, provided that each heteroatom be separated from another and from the quaternary nitrogen by at least one carbon; or R 2 and R 3 together comprise a cycloaromatic hydrocarbon of from 2 to 8 carbons with from zero to two nitrogen heteroatoms, provided that each nitrogen atom be separated from another and from the quaternary nitrogen by at least one carbon; R 4 comprises a saturated or unsaturated, straight or branched hydrocarbon having from 1 to 10 carbon atoms, (R 5 0) n H as defined above, phenalkyl, wherein the alkyl moiety has from O to 3 carbons, or wherein m is from 1 to 4 R 2 and R 3 are as defined above, and R 6 is saturated or unsaturated, straight or branched hydrocarbon having from 1 to 10 carbon atoms or (R 0) H as defined above, or phenalkyl having an alkyl group of from O to 3 carbon atoms; and X comprises halo, hydroxy, or silicate, or the corresponding amino oxide of said quaternary ammonium compounds.
Claim 3
Dependent Claim 117 words
The developer composition of claim 1 wherein R 1 comprises a saturated or unsaturated straight or branched hydrocarbon having from 6 to 20 carbon atoms; R 2 and R 3 are the same or different and each comprises alkyl of from 1 to 3 carbons or (R 5 0) n H wherein R 5 is alkylene of 1 to 3 carbons and n is an integer from 1 to 20; R 4 comprises a saturated or unsaturated, straight or branched hydrophobic hydrocarbon having from 6 to 20 carbon atoms; (R 5 0) n H as defined above; or phenalkyl, wherein the alkyl moiety has from O to 3 carbons; and X comprises halo, oxide, hydroxide or silicate.
Claim 4
Dependent Claim 52 words
The developer composition of claim 1 where R 4 conforms to the formula wherein R 2 and R 3 are as above defined, m is an integer of from 1 to 4 and R 6 is a saturated or unsaturated, straight or branched chain hydrocarbon having from 1 to 10 carbon atoms.
Claim 5
Dependent Claim 28 words
The developer composition of claim 1 wherein the alkali comprises tetraalkylammonium hydroxide, wherein each alkyl substituent is the same or different and has from 1 to 3 carbons.
Claim 6
Dependent Claim 12 words
Developer of composition of claim 4 wherein the alkali comprises tetramethylammonium hydroxide.
Claim 7
Dependent Claim 12 words
The developer composition of claim 4 wherein the alkali comprises tetramethylammonium silicate.
Claim 8
Dependent Claim 50 words
The developer composition of claim 1 wherein said surfactant comprises ethoxylated quaternary ammonium salts having the general formula: wherein R' is alkyl of from .8 to 18 carbons in approximately the following proportions: m and p are integers from 1 to 20; and X is as defined in claim 1.
Claim 9
Dependent Claim 14 words
The developer composition of claim 7 wherein said surfactant comprises methylbis (2-hydroxyethyl) cocoammonium chloride.
Claim 10
Dependent Claim 16 words
The developer composition of claim 8 wherein said surfactant comprises Ethoquad C/12, Armak Company, Pasadena, Texas.
Claim 11
Dependent Claim 32 words
The developer composition of claim 1 wherein said surfactant comprises quaternary ammonium salts of the formula and R 1 is alkyl of from 8 to 18 carbons in approximately the following proportions:
Claim 12
Dependent Claim 13 words
The developer composition of claim 10 wherein said surfactant comprises trimethyl cocoammonium chloride.
Claim 13
Dependent Claim 16 words
The developer composition of claim 11 wherein said surfactant comprises Arquad C/50, Armak Company, Pasadena, Texas.
Claim 14
Dependent Claim 18 words
The developer composition of any one of claim 1 through 4 further comprising a suitable polyhydric wetting agent.
Claim 15
Dependent Claim 13 words
The developer composition of claim 13 wherein said polyhydric wetting agent comprises glycerol.
Claim 16
Dependent Claim 28 words
A method of developing a photoresist comprising exposing said photoresist to actinic radiation and subsequently contacting it with an aqueous metal ion-free developer composition according to claim 1.

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