← Back to Patent Explorer
US4808682A Expired / Lapsed US ⏱️ 0.0 years remaining

Copolymers having o-nitrocarbinol ester groups, production of two-layer resists, and fabrication of semiconductor components

Assignee: BASF SE
•
Filing: 1988-01-12
•
Granted: 1989-02-28
•
Expires: 2008-01-12
📄 Original PDF 🌐 Google Patents 🔄 Sync Now

Abstract

Abstract Copolymers useful in particular for producing two-layer resists and fabricating semiconductor devices contain from 5 to 50 mol % of monomers having o-nitrocarbinol ester groups, from 95 to 50 mol % of an olefinically unsaturated silicon-containing organic compound, from 0 to 20 mol % of an olefinically unsaturated carboxylic acid and from 0 to 25 mol % of other copolymerizable monomers.

Inventors

  • 👤 Reinhold Schwalm
  • 👤 Horst Binder

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-31 02:10
CPC Classifications
C; C08; C08F; C08F220/00; C08F220/02; C08F220/10; C08F220/26; C08F230/00; C08F230/04; C08F230/08; C08F230/085; G; G03; G03F; G03F7/00; G03F7/004; G03F7/039; G03F7/09; G03F7/095

Claims Analysis

Total Claims: 17
Claim 1
Independent Claim 174 words
A copolymer containing as copolymerized units (a) from 5 to 50 mol % of one or more compounds of the general formula (I) ##STR8## where A is an aromatic or hetaromatic, substituted or unsubstituted ring system of 5 to 14 ring members, X is hydrogen, alkyl of 1 to 8 carbon atoms or substituted or unsubstituted aryl or aralkyl, and Y is an ethylenically unsaturated radical of 2 to 6 carbon atoms, (b) from 95 to 50 mol % of one or more copolymerizable olefinically unsaturated silicon-containing organic compounds, (c) from 0 to 20 mol % of one or more copolymerizable olefinically unsaturated carboxylic acids of 3 to 6 carbon atoms, (d) from 0 to 25 mol % of one or more further olefinically unsaturated, copolymerizable organic compounds other than (a), (b) and (c), whose homopolymers are transparent within the wavelength region from 250 to 400 nm, with the proviso that the sum of the percentages mentioned under (a) to (d) is 100 and the copolymer has a silicon content of >6% by weight.
Claim 2
Dependent Claim 174 words
A copolymer containing as copolymerized units (a) from 5 to 50 mol % of one or more compounds of the general formula (I) ##STR8## where A is an aromatic or hetaromatic, substituted or unsubstituted ring system of 5 to 14 ring members, X is hydrogen, alkyl of 1 to 8 carbon atoms or substituted or unsubstituted aryl or aralkyl, and Y is an ethylenically unsaturated radical of 2 to 6 carbon atoms, (b) from 95 to 50 mol % of one or more copolymerizable olefinically unsaturated silicon-containing organic compounds, (c) from 0 to 20 mol % of one or more copolymerizable olefinically unsaturated carboxylic acids of 3 to 6 carbon atoms, (d) from 0 to 25 mol % of one or more further olefinically unsaturated, copolymerizable organic compounds other than (a), (b) and (c), whose homopolymers are transparent within the wavelength region from 250 to 400 nm, with the proviso that the sum of the percentages mentioned under (a) to (d) is 100 and the copolymer has a silicon content of >6% by weight.
Claim 3
Dependent Claim 22 words
A copolymer as claimed in claim 1, wherein the radical Y in the general formula (I) is one of the radicals ##STR9##
Claim 4
Dependent Claim 25 words
A copolymer as claimed in claim 1, wherein, in the general formula (I), A is phenyl, X is methyl and Y is a ##STR10## group.
Claim 5
Dependent Claim 35 words
A copolymer as claimed in claim 1, wherein the parent carbinol to the o-nitrocarbinol ester group of the formula (I) is o-nitrobenzyl alcohol, nitro- 6-chlorobenzyl alcohol, 2-nitro-4-cyanobenzyl alcohol, α-methyl-o-nitrobenzyl alcohol, α-phenyl-o-nitrobenzyl alcohol or α-(o-nitrophenyl)-o-nitrobenzyl alcohol.
Claim 6
Dependent Claim 35 words
A copolymer as claimed in claim 1, wherein the o-nitrocarbinol ester of the general formula (I) is an ester of acrylic acid, of methacrylic acid, of maleic acid, of fumaric acid or of crotonic acid.
Claim 7
Dependent Claim 22 words
A copolymer as claimed in claim 1, wherein the copolymerizable olefinically unsaturated silicon-containing compound (b) is a derivative or styrene or α-methylstyrene.
Claim 8
Dependent Claim 17 words
A copolymer as claimed in claim 6, wherein the copolymerizable olefinically unsaturated silicon-containing compound (b) is 4-trimethylsilylstyrene.
Claim 9
Dependent Claim 23 words
A copolymer as claimed in claim 1, wherein the copolymerizable olefinically unsaturated silicon-containing compound (b) is a derivative of acrylic or methacrylic acid.
Claim 10
Dependent Claim 39 words
A copolymer as claimed in claim 8, wherein the copolymerizable olefinically unsaturated silicon-containing compound (b) comprises one or more silicon-containing monomers selected from the group consisting of trimethylsilyl methacrylate, trimethylsilylmethyl methacrylate, 3-methacryloyloxypropylbis(trimethylsiloxy)methylsilane , 3-methacryloyloxypropylpentamethyldisiloxane, 3-methacryloyloxypropyltris(trimethylsiloxy)silane, 3-methacryloyloxypropyltrimethoxysilane and 2-(trimethylsilyl)ethyl methacrylate.
Claim 11
Dependent Claim 19 words
A copolymer as claimed in claim 1, which contains as component (c) acrylic or methacrylic acid as copolymerized units.
Claim 12
Dependent Claim 35 words
A copolymer as claimed in claim 1, which contains as component (d) an ester of acrylic or methacrylic acid with a monoalkanol of 1 to 8 carbon atoms and/or a hydroxyalkyl (meth)acrylate as copolymerized units.
Claim 13
Dependent Claim 29 words
A process for preparing a copolymer as claimed in claim 1, which comprises polymerizing the compounds mentioned under (a) to (d) in the presence of a free radical initiator.
Claim 14
Dependent Claim 34 words
A process for producing a two-layer resist, which comprises using as the lower layer a polymer which is degradable in oxygen plasma and as the upper layer a copolymer as claimed in claim 1.
Claim 15
Dependent Claim 36 words
A process for producing a two-layer resist as claimed in claim 13, wherein the copolymer as claimed in claim 1 is structured and the pattern is transferred into the lower layer by means of a plasma.
Claim 16
Dependent Claim 15 words
A process as claimed in claim 14, wherein the plasma used is an oxygen plasma.
Claim 17
Dependent Claim 58 words
A process for fabricating a semiconductor device by applying a light-sensitive material to a substrate, subjecting said light-sensitive material to imagewise exposure, aqueous alkaline development and further development by means of a plasma, and completing fabrication of the semiconductor device in a conventional manner, which comprises using as the light-sensitive material a copolymer as claimed in claim 1.

References Cited (Backward Citations)

US3926636A Cited
US4075175A Cited
DE3215843A1 Cited
US4456679A Cited
JPS5998184A Cited
US4596759A Cited
US4481049A Cited
US4521274A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1992-02-28 1992-08-29 1993-02-28 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1996-02-28 1996-08-29 1997-02-28 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2000-02-28 2000-08-29 2001-02-28 $7700.00 Window Closed / Lapsed

Assigned Categories & Tags

No categories assigned to this patent yet.

Assign Category Tag