US4943511A
Expired / Lapsed
US
⏱️ 0.0 years remaining
High sensitivity mid and deep UV resist
Assignee: EMD Performance Materials Corp
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Filing: 1989-07-06
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Granted: 1990-07-24
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Expires: 2009-07-06
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 |