← Back to Patent Explorer
US4943511A Expired / Lapsed US ⏱️ 0.0 years remaining

High sensitivity mid and deep UV resist

Assignee: EMD Performance Materials Corp
•
Filing: 1989-07-06
•
Granted: 1990-07-24
•
Expires: 2009-07-06
📄 Original PDF 🌐 Google Patents 🔄 Sync Now

Abstract

Abstract Positive photoresist compositions are provided which contain (a) a mixture of mono-, di-, and triesters of 2,3,4-trihydroxybenzophenone and 1,2-naphthoquinone-2-diazo-4-sulfonic acid and (b) a novolak resin selected from resins prepared from a phenolic component having a high p-cresol content or from a mixture of formaldehyde and an aromatic aldehyde.

Inventors

  • 👤 Richard M. Lazarus
  • 👤 Edward J. Reardon
  • 👤 Sunit S. Dixit

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-04 20:37
CPC Classifications
G; G03; G03F; G03F7/00; G03F7/004; G03F7/022; G03F7/023; G03F7/0233; G03F7/0236

Claims Analysis

Total Claims: 12
Claim 1
Independent Claim 160 words
A positive photosensitive composition comprising an admixture of a 1,2-naphthoquinonediazide photosensitizer and a bindingly effective amount of novolak resin wherein: A. said photosensitizer comprises an admixture of 2,3,4-trihydroxybenzophenone-1,2-naphthoquinone-2-diazo-4-sulfonic acid triester; 2,3,4-trihydroxybenzophenone-1,2-naphthoquinone-2-diazo-4-sulfonic acid diester, and 2,3,4-trihydroxybenzophenone-1,2-naphthoquinone-2-diazo-4-sulfonic acid monoester in the following relative amounts: triester--about 50 wt % to about 75 wt % monoester and diester--balance, in a monoester/diester weight ratio of about 1/2, said wt % being based on the total weight of the mono-, di, and triester; and B. said novolak resin comprising a resin selected from the group consisting of: 1. a resin prepared by condensing an aliphatic aldehyde, aromatic aldehyde or mixture thereof with a phenolic component comprising a mixture of p-cresol and m-cresol containing at least about 60 weight percent p-cresol, based on the total weight of p-cresol and m-cresol, and a sufficient amount of m-cresol to render said novolak resin soluble in an aqueous, alkaline solution, said phenolic component being essentially free of o-cresol; and 2.
Claim 2
Dependent Claim 160 words
A positive photosensitive composition comprising an admixture of a 1,2-naphthoquinonediazide photosensitizer and a bindingly effective amount of novolak resin wherein: A. said photosensitizer comprises an admixture of 2,3,4-trihydroxybenzophenone-1,2-naphthoquinone-2-diazo-4-sulfonic acid triester; 2,3,4-trihydroxybenzophenone-1,2-naphthoquinone-2-diazo-4-sulfonic acid diester, and 2,3,4-trihydroxybenzophenone-1,2-naphthoquinone-2-diazo-4-sulfonic acid monoester in the following relative amounts: triester--about 50 wt % to about 75 wt % monoester and diester--balance, in a monoester/diester weight ratio of about 1/2, said wt % being based on the total weight of the mono-, di, and triester; and B. said novolak resin comprising a resin selected from the group consisting of: 1. a resin prepared by condensing an aliphatic aldehyde, aromatic aldehyde or mixture thereof with a phenolic component comprising a mixture of p-cresol and m-cresol containing at least about 60 weight percent p-cresol, based on the total weight of p-cresol and m-cresol, and a sufficient amount of m-cresol to render said novolak resin soluble in an aqueous, alkaline solution, said phenolic component being essentially free of o-cresol; and 2.
Claim 3
Dependent Claim 61 words
a novolak resin which is the condensation product of (a) a mixture of m-cresol and p-cresol and (b) a mixture of formaldehyde or a formaldehyde precursor and a monohydroxy aromatic aldehyde selected from the group consisting of 2-hydroxybenzaldehyde, 3-hydroxybenzaldehyde and 4-hydroxybenzaldehyde wherein the cresol and aldehyde components used to prepare said novolak resin B2 are used in the following amounts: ##EQU5##
Claim 4
Dependent Claim 61 words
a novolak resin which is the condensation product of (a) a mixture of m-cresol and p-cresol and (b) a mixture of formaldehyde or a formaldehyde precursor and a monohydroxy aromatic aldehyde selected from the group consisting of 2-hydroxybenzaldehyde, 3-hydroxybenzaldehyde and 4-hydroxybenzaldehyde wherein the cresol and aldehyde components used to prepare said novolak resin B2 are used in the following amounts: ##EQU5##
Claim 5
Dependent Claim 69 words
The positive photosensitive composition of claim 1 further comprising a solvent, wherein said solvent is selected from the group consisting of (1) a mixture of ethyl Cellosolve acetate, butyl acetate, and xylene; (2) a mixture of propylene glycol monomethyl ether acetate, butyl acetate, and xylene; (3) ethyl-3-ethoxy propionate; (4) propylene glycol monomethyl ether acetate; and (5) a mixture of propylene glycol monomethyl ether acetate, butyl acetate, and ethyl-3-ethoxy propionate.
Claim 6
Dependent Claim 13 words
The positive photosensitive composition of claim 2 wherein the solvent is ethyl-3-ethoxy propionate.
Claim 7
Dependent Claim 28 words
The positive photosensitive composition of claim 1 wherein the aldehyde and cresol components used to prepare novalak resins B1 and B2 are used in the following amount: ##EQU6##
Claim 8
Dependent Claim 14 words
The positive photosensitive composition of claim 1 wherein the novolak resin is resin B1.
Claim 9
Dependent Claim 34 words
The positive photosensitive composition of claim 5 wherein the mixture of p-cresol and m-cresol used to prepare novolak resin B1 has a p-cresol to m-cresol weight ratio of from about 60:40 to about 80:20.
Claim 10
Dependent Claim 14 words
The positive photosensitive composition of claim 1 wherein the novolak resin is resin B2.
Claim 11
Dependent Claim 39 words
The positive photosensitive composition of claim 1 which comprises from about 2 parts by weight of novolak resin per part by weight of photosensitizer to about 6 parts by weight of novolak resin per part by weight of photosensitizer.
Claim 12
Dependent Claim 23 words
The positive photosensitive composition of claim 1 which comprises about 4 parts by weight of novolak resin per part by weight of photosensitizer.

References Cited (Backward Citations)

US3201239A Cited
US4059449A Cited
US4377631A Cited
US4529682A Cited
US4439516A Cited
US4499171A Cited
EP0211667A2 Cited
GB2190090A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1993-07-23 1994-01-22 1994-07-24 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1997-07-23 1998-01-22 1998-07-24 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2001-07-23 2002-01-22 2002-07-24 $7700.00 Window Closed / Lapsed

Assigned Categories & Tags

No categories assigned to this patent yet.

Assign Category Tag