US5326826A
Expired / Lapsed
US
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Radiation-sensitive polymers containing diazocarbonyl groups and a process for their preparation
Assignee: Clariant Produkte Deutschland GmbH
•
Filing: 1992-02-26
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Granted: 1994-07-05
•
Expires: 2012-02-26
Abstract
Abstract Radiation-sensitive polymers, a mixture containing these radiation-sensitive polymers as binder, and a process for the preparation of the radiation-sensitive polymer binders are disclosed. A positive radiation-sensitive recording material containing the radiation-sensitive polymer is also disclosed.
Inventors
- 👤 Horst Roeschert
- 👤 Hans-Joachim Merrem
- 👤 Georg Pawlowski
- 👤 Juergen Fuchs
- 👤 Ralph Dammel
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 17:30
CPC Classifications
G; G03; G03F; G03F7/00; G03F7/004; G03F7/04; G03F7/039; C; C08; C08F; C08F8/00; C08F8/30
Claims Analysis
Total Claims: 47
Claim 1
Independent Claim
133 words
A radiation-sensitive polymer, comprising: (a) units having side groups of the general formula I ##STR8## and (b) units having radiation-sensitive side groups of the general formula II ##STR9## wherein the numerical ratio of units (a) to units (b) is about 98:2 to 0:100, and wherein R is an acyclic, isocyclic or heterocyclic radical having 3 to 20 carbon atoms, X is a (C 1 -C 6 )alkyl, (C 1 -C 6 )alkoxy-(C 1 -C 6 )alkyl, carboxyl, formyl, (C 1 -C 15 )alkoxycarbonyl, (C 2 -C 5 )alkanoyl or (C 1 -C 6 )alkoxy group or a halogen atom, m is 0, 1 or 2, it being possible for the radicals X to differ if m=2, and n is 1 or 2, it being possible for the radicals R to differ if n=2.
Claim 2
Dependent Claim
133 words
A radiation-sensitive polymer, comprising: (a) units having side groups of the general formula I ##STR8## and (b) units having radiation-sensitive side groups of the general formula II ##STR9## wherein the numerical ratio of units (a) to units (b) is about 98:2 to 0:100, and wherein R is an acyclic, isocyclic or heterocyclic radical having 3 to 20 carbon atoms, X is a (C 1 -C 6 )alkyl, (C 1 -C 6 )alkoxy-(C 1 -C 6 )alkyl, carboxyl, formyl, (C 1 -C 15 )alkoxycarbonyl, (C 2 -C 5 )alkanoyl or (C 1 -C 6 )alkoxy group or a halogen atom, m is 0, 1 or 2, it being possible for the radicals X to differ if m=2, and n is 1 or 2, it being possible for the radicals R to differ if n=2.
Claim 3
Dependent Claim
37 words
The radiation-sensitive polymer as claimed in claim 1, wherein the numerical ratio of the units containing groups of the general formula I to those containing groups of the general formula II is from about 95:5 to 40:60.
Claim 4
Dependent Claim
37 words
The radiation-sensitive polymer as claimed in claim 1, wherein the numerical ratio of the units containing groups of the general formula I to those containing groups of the general formula II is from about 90:10 to 50:50.
Claim 5
Dependent Claim
16 words
The radiation-sensitive polymer as claimed in claim 1, which is derived from a copolymer or terpolymer.
Claim 6
Dependent Claim
15 words
A polymer blend which comprises at least one radiation-sensitive polymer as claimed in claim 1.
Claim 7
Dependent Claim
27 words
The radiation-sensitive polymer as claimed in claim 1, additionally comprising units derived from monomers selected from the group consisting of styrene, maleimide, vinyl alkyl ether and vinyltrialkylsilane.
Claim 8
Dependent Claim
41 words
The radiation-sensitive polymer as claimed in claim 1, wherein the radical R is a straight-chain or branched alkyl radical having 3 to 10 carbon atoms, in which one or more CH 2 groups are optionally replaced by --O--, --NH-- or --CO--.
Claim 9
Dependent Claim
41 words
The radiation-sensitive polymer as claimed in claim 1, wherein the radical R is a straight-chain or branched alkyl radical having 4 to 8 carbon atoms, in which one or more CH 2 groups are optionally replaced by --O--, --NH-- or --CO--.
Claim 10
Dependent Claim
22 words
The radiation-sensitive polymer as claimed in claim 1, wherein the radical R is a cycloalkyl radical having 4 to 10 carbon atoms.
Claim 11
Dependent Claim
23 words
The radiation-sensitive polymer as claimed in claim 1, wherein the radical R is a cycloalkyl radical having 4, 5 or 6 carbon atoms.
Claim 12
Dependent Claim
53 words
The radiation-sensitive polymer as claimed in claim 1, wherein the radical R is an aralkyl radical having 1 to 11 carbon atoms in the aliphatic part and 6 to 10 carbon atoms in the aromatic part, in which one or more CH 2 groups in the aliphatic part are optionally replaced by --O--.
Claim 13
Dependent Claim
34 words
The radiation-sensitive polymer as claimed in claim 11, wherein the radical R is an aralkyl radical having 2 to 5 carbon atoms in the aliphatic part and 6 carbon atoms in the aromatic part.
Claim 14
Dependent Claim
22 words
The radiation-sensitive polymer as claimed in claim 1, wherein at least one of the units (a) and (b) is derived from hydroxystyrene.
Claim 15
Dependent Claim
13 words
The radiation-sensitive polymer as claimed in claim 13, wherein the hydroxystyrene is 4-hydroxystyrene.
Claim 16
Dependent Claim
35 words
The radiation-sensitive polymer as claimed in claim 13, wherein the hydroxystyrene has one or two substituents on the aromatic ring, which substituents are selected from the group consisting of methyl, ethyl, propyl, methoxy and ethoxy.
Claim 17
Dependent Claim
21 words
The radiation-sensitive polymer as claimed in claim 13, wherein the polymer has an average molecular weight of about 3,000 to 300,000.
Claim 18
Dependent Claim
21 words
The radiation-sensitive polymer as claimed in claim 13, wherein the polymer has an average molecular weight of about 10,000 to 35,000.
Claim 19
Dependent Claim
31 words
The radiation-sensitive polymer as claimed in claim 1, wherein the units (a) and (b) are derived from at least one monomer selected from the group consisting of monohydroxyphenyl and dihydroxyphenyl methacrylate.
Claim 20
Dependent Claim
50 words
The radiation-sensitive polymer as claimed in claim 18, wherein the monohydroxyphenyl or dihydroxyphenyl methacrylate has one or two substituents X on the aromatic ring, which substituents are selected from the group consisting of (C 1 -C 6 )alkyl, (C 1 -C 6 )alkoxy, formyl and (C 1 -C 15 )alkoxycarbonyl.
Claim 21
Dependent Claim
21 words
The radiation-sensitive polymer as claimed in claim 18, wherein the polymer has an average molecular weight of about 1,000 to 100,000.
Claim 22
Dependent Claim
21 words
The radiation-sensitive polymer as claimed in claim 18, wherein the polymer has an average molecular weight of about 2,000 to 50,000.
Claim 23
Dependent Claim
21 words
The radiation-sensitive polymer as claimed in claim 18, wherein the polymer has an average molecular weight of about 3,000 to 30,000.
Claim 24
Dependent Claim
30 words
The radiation-sensitive polymer as claimed in claim 1, additionally comprises units derived from a monomer selected from the group consisting of styrene, optionally N-substituted maleimide, vinyl alkyl ethers and vinyltrialkylsilane.
Claim 25
Dependent Claim
45 words
The radiation-sensitive polymer as claimed in claim 1, where X is a (C 1 -C 6 )alkyl, (C 1 -C 6 )alkoxy-(C 1 -C 6 )alkyl, carboxyl, formyl, (C 1 -C 15 )alkoxycarbonyl, (C 2 -C 5 )alkanoyl or (C 1 -C 6 )alkoxy group.
Claim 26
Dependent Claim
14 words
The radiation-sensitive polymer as claimed in claim 24, wherein m is 1 or 2.
Claim 27
Dependent Claim
23 words
The radiation-sensitive polymer as claimed in claim 24, wherein R is tert-butyl, n-hexyl, nonyl, octadecyl, 2,5-dioxahexyl, cyclopentyl, cyclohexyl, benzyl, phenethyl, phenoxymethyl or benzyloxymethyl.
Claim 28
Dependent Claim
26 words
The radiation-sensitive polymer as claimed in claim 24, wherein the polymer has a low inherent absorption in the wavelength range from about 190 to 300 nm.
Claim 29
Dependent Claim
37 words
The radiation-sensitive polymer as claimed in claim 24, wherein the numerical ratio of the units containing groups of the general formula I to those containing groups of the general formula II is from about 95:5 to 40:60.
Claim 30
Dependent Claim
37 words
The radiation-sensitive polymer as claimed in claim 24, wherein the numerical ratio of the units containing groups of the general formula I to those containing groups of the general formula II is from about 90:10 to 50:50.
Claim 31
Dependent Claim
27 words
The radiation-sensitive polymer as claimed in claim 24, additionally comprising units derived from monomers selected from the group consisting of styrene, maleimide, vinyl alkyl ether and vinyltrialkylsilane.
Claim 32
Dependent Claim
41 words
The radiation-sensitive polymer as claimed in claim 24, wherein the radical R is a straight-chain or branched alkyl radical having 4 to 8 carbon atoms, in which one or more CH 2 groups are optionally replaced by --O--, --NH-- or --CO--.
Claim 33
Dependent Claim
22 words
The radiation-sensitive polymer as claimed in claim 24, wherein the radical R is a cycloalkyl radical having 4 to 10 carbon atoms.
Claim 34
Dependent Claim
23 words
The radiation-sensitive polymer as claimed in claim 24, wherein the radical R is a cycloalkyl radical having 4, 5 or 6 carbon atoms.
Claim 35
Dependent Claim
22 words
The radiation-sensitive polymer as claimed in claim 24, wherein at least one of the units (a) and (b) is derived from hydroxystyrene.
Claim 36
Dependent Claim
35 words
The radiation-sensitive polymer as claimed in claim 34, wherein the hydroxystyrene has one or two substituents on the aromatic ring, which substituents are selected from the group consisting of methyl, ethyl, propyl, methoxy and ethoxy.
Claim 37
Dependent Claim
22 words
The radiation-sensitive polymer as claimed in claim 1, wherein X is (C 1 -C 5 )alkyl or (C 1 -C 5 )alkoxy.
Claim 38
Dependent Claim
14 words
The radiation-sensitive polymer as claimed in claim 1, wherein m is 1 or 2.
Claim 39
Dependent Claim
15 words
The radiation-sensitive polymer as claimed in claim 37, wherein X is methyl, ethyl or n-propyl.
Claim 40
Dependent Claim
12 words
The radiation-sensitive polymer as claimed in claim 38, wherein X is methyl.
Claim 41
Dependent Claim
12 words
The radiation-sensitive polymer as claimed in claim 39, wherein m is 2.
Claim 42
Dependent Claim
12 words
The radiation-sensitive polymer as claimed in claim 1, wherein m is 1.
Claim 43
Dependent Claim
12 words
The radiation-sensitive polymer as claimed in claim 1, wherein m is 2.
Claim 44
Dependent Claim
23 words
The radiation-sensitive polymer as claimed in claim 1, wherein R is tert-butyl, n-hexyl, nonyl, octadecyl, 2,5-dioxaheyl, cyclopentyl, cyclohexyl, benzyl, phenethyl, phenoxymethyl or benzyloxymethyl.
Claim 45
Dependent Claim
26 words
The radiation-sensitive polymer as claimed in claim 1, wherein the polymer has a low inherent absorption in the wavelength range from about 190 to 300 nm.
Claim 46
Dependent Claim
53 words
A process for the preparation of the radiation-sensitive polymer as claimed in claim 1, comprising the steps of: at least partially esterifying a polymer that contains phenolic hydroxyl groups and that is not radiation-sensitive with a compound comprising --CO--CH 2 --CO--R groups, and then treating the resultant product with a diazo transfer reagent.
Claim 47
Dependent Claim
19 words
The process as claimed in claim 45, wherein the diazo transfer reagent is an alkanesulfonyl azide or benzenesulfonyl azide.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1997-07-04 | 1998-01-03 | 1998-07-05 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2001-07-04 | 2002-01-03 | 2002-07-05 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2005-07-04 | 2006-01-03 | 2006-07-05 | $7700.00 | Window Closed / Lapsed |