US4785074A
Expired / Lapsed
US
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Radiation-sensitive polycondensates, processes for their preparation, coated material and its use
Assignee: OCG Microelectronic Materials Inc
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Filing: 1987-06-22
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Granted: 1988-11-15
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Expires: 2007-06-22
Abstract
Abstract Homopolycondensates and copolycondensates of the group comprising linear, saturated polyamides, polyesters, polyamide-imides, polyester-imides and polyester-amides based on benzophenonedicarboxylic acids and benzophenonetricarboxylic acids are radiation-sensitive and are particularly suitable for the production of protective coatings and relief images.
Inventors
- 👤 Josef Pfeifer
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-03 11:39
CPC Classifications
G; G03; G03F; G03F7/00; G03F7/26; G03F7/38; C; C08; C08G; C08G69/00; C08G69/02; C08G69/26; C08G59/00; C08G59/18; C08G59/40; C08G59/42; C08G59/4223; C08G63/00; C08G63/02; C08G63/12; C08G63/46; C08G63/68; C08G63/688; C08G63/6884; C08G63/6886; C08G69/44; C08G73/00; C08G73/06; C08G73/10; C08G73/16; C09; C09D; C09D167/00; G03F7/004; G03F7/038; Y; Y10; Y10S; Y10S430/00; Y10S430/1053; Y10S430/1055; Y10S430/106; Y10S430/107
Claims Analysis
Total Claims: 25
Claim 1
Independent Claim
285 words
A radiation-sensitive linear saturated homopolycondensate or copolycondensate of the group comprising polyesters, polyester-amides and polyester-imides with benzophenone-di or -tri-carboxylic acid radicals, with at least one of the recurring structural elements of the formula I and/or II ##STR22## and, in the case of a copolycondensate, also recurring structural elements of the formula III and/or IV ##STR23## in which the imide group in structural element II is bonded to two adjacent C atoms, m is 0 or a number from 1 to 4, p is 0 or a number from 1 to 5 and n is 0 or a number from 1 to 3, X is --S-- or --O-- and Y independently is --NR 7 -- or has the same meaning as X, R 1 is alkyl or alkoxy having less than 6 C atoms, aryl having 6 to 10 C atoms, aralkyl having 7 to 10 C atoms or halogen, R is an unsubstituted or substituted divalent aliphatic, cycloaliphatic, araliphatic or aromatic radical and, if X is --O-- or --S-- and Y is --NR 7 --, R and R 7 together are alkylene having 5-7C atoms, R 2 is an unsubstituted or substituted divalent aliphatic or aromatic hydrocarbon radical, R 4 independently has the same meaning as R, and R 6 independently has the same meaning as R 2 , R 3 is a divalent saturated aliphatic or aromatic radical, R 5 is a trivalent saturated aliphatic or aromatic radical in which the imide group is bonded to two adjacent C atoms and R 7 is a hydrogen atom, alkyl, cycloalkyl, aryl, aralkyl or alkaralkyl, the copolycondensates containing at least 10 mol %, based on the copolycondensate, of structural elements of the formula I and/or II.
Claim 2
Dependent Claim
285 words
A radiation-sensitive linear saturated homopolycondensate or copolycondensate of the group comprising polyesters, polyester-amides and polyester-imides with benzophenone-di or -tri-carboxylic acid radicals, with at least one of the recurring structural elements of the formula I and/or II ##STR22## and, in the case of a copolycondensate, also recurring structural elements of the formula III and/or IV ##STR23## in which the imide group in structural element II is bonded to two adjacent C atoms, m is 0 or a number from 1 to 4, p is 0 or a number from 1 to 5 and n is 0 or a number from 1 to 3, X is --S-- or --O-- and Y independently is --NR 7 -- or has the same meaning as X, R 1 is alkyl or alkoxy having less than 6 C atoms, aryl having 6 to 10 C atoms, aralkyl having 7 to 10 C atoms or halogen, R is an unsubstituted or substituted divalent aliphatic, cycloaliphatic, araliphatic or aromatic radical and, if X is --O-- or --S-- and Y is --NR 7 --, R and R 7 together are alkylene having 5-7C atoms, R 2 is an unsubstituted or substituted divalent aliphatic or aromatic hydrocarbon radical, R 4 independently has the same meaning as R, and R 6 independently has the same meaning as R 2 , R 3 is a divalent saturated aliphatic or aromatic radical, R 5 is a trivalent saturated aliphatic or aromatic radical in which the imide group is bonded to two adjacent C atoms and R 7 is a hydrogen atom, alkyl, cycloalkyl, aryl, aralkyl or alkaralkyl, the copolycondensates containing at least 10 mol %, based on the copolycondensate, of structural elements of the formula I and/or II.
Claim 3
Dependent Claim
22 words
A polycondensate according to claim 1, which contains at least 50 mol % of structural elements of the formual I and/or II.
Claim 4
Dependent Claim
26 words
A polycondensate according to claim 1, in which p, m and n in the structural elements of the formulae I and II are 1 or 0.
Claim 5
Dependent Claim
17 words
A polycondensate according to claim 1, in which R 1 is methyl, ethyl, methoxy, Br or Cl.
Claim 6
Dependent Claim
32 words
A polycondensate according to claim 1, in which R 7 is alkyl having 1 to 6 C atoms, cycloalkyl having 5 or 6 ring carbon atoms, phenyl, benzyl or a hydrogen atom.
Claim 7
Dependent Claim
64 words
A polycondensate according to claim 1, in which the carbonyl groups in the structural elements of the formulae I and II are bonded in the meta-position or in the para-position relative to the carbonyl bridge group and the imide group in the structural element of the formula II is bonded in the ortho-/meta-position, in particular in the meta-/para-position, relative to the carbonyl bridge group.
Claim 8
Dependent Claim
56 words
A polycondensate according to claim 1, in which R, R 2 , R 4 and R 6 contain 2 to 30 C atoms as an aliphatic radical, 5 to 8 ring C atoms as a cycloaliphatic radical, 7 to 30 C atoms as an araliphatic radical and 6 to 30 C atoms as an aromatic radical.
Claim 9
Dependent Claim
28 words
A polycondensate according to claim 1, in which X and Y in formulae I to IV are --O-- and the aliphatic radical contains 2 to 12 C atoms.
Claim 10
Dependent Claim
161 words
A polycondensate according to claim 1, in which R, R 2 , R 4 and R 6 independently of one another are, as an aliphatic radical, linear or branched alkylene which can be interrupted by oxygen atoms, NH, NR a or +NR 2 .sup.α G.sup.⊖, in which R a is alkyl having 1 to 12 C atoms or cycloalkyl having 5 or 6 ring C atoms, phenyl or benzyl and G.sup.⊖ is the anion of a proton acid, or cyclohexylene, naphthylene, phenylene or a hydantoin; or, as a cycloaliphatic radical, monocyclic or bicyclic cycloalkylene which has 5 to 7 ring C atoms and is unsubstituted or substituted by alkyl; or, as an araliphatic radical, aralkylene which is unsubstituted or substituted on the aryl by alkyl, it being possible for the alkylene radical to be linear or branched; or, as an aromatic radical, are a hydrocarbon radical or pyridine radical which is unsubstituted or substituted by alkyl, alkoxy, alkoxyalkyl, trimethylene or tetramethylene.
Claim 11
Dependent Claim
109 words
A polycondensate according to claim 9, in which R, R 2 , R 4 and R 6 , as an aliphatic radical, are linear or branched alkylene having 2 to 30 C atoms, --(CH 2 ) x --R 8 --(CH 2 ) y --, in which R 8 is phenylene, naphthylene, cyclopentylene or cyclohexylene and x and y independently of one another are the number 1, 2 or 3, --R 9 --(OR 10 ) p O--R 9 --, in which R 9 is ethylene, 1,2-propylene, 1,3-propylene or 2-methyl-1,3-propylene and R 10 is ethylene, 1,2-propylene, 1,2-butylene, 1,3-propylene or 1,4-butylene and p is a number from 1 to 100, or ##STR24##
Claim 12
Dependent Claim
76 words
A polycondensate according to claim 9, in which R, R 2 , R 4 and R 6 , as a cycloaliphatic radical, are one of the formulae ##STR25## in which q is 0 or 1, the radicals R 11 independently are hydrogen or alkyl having 1 to 6 C atoms and Q is a direct bond, O, S, SO 2 , alkylene having 1 to 3 C atoms or alkylidene having 2 to 6 C atoms.
Claim 13
Dependent Claim
50 words
A polycondensate according to claim 9, in which R, R 2 , R 4 and R 6 , as an aromatic radical, are substituted by alkyl, alkoxy or alkoxyalkyl having 1 to 6 C atoms, or two adjacent C atoms of the aromatic radical are substituted by trimethylene or tetramethylene.
Claim 14
Dependent Claim
45 words
A polycondensate according to claim 9, in which the araliphatic radical has the formula ##STR26## in which the radicals R 12 independently of one another are hydrogen atoms or alkyl having 1 to 6 C atoms and r is an integer from 1 to 16.
Claim 15
Dependent Claim
45 words
A polycondensate according to claim 13, in which the free bond is in the p-position relative to the C r H 2r group and one or both of the radicals R 12 , as alkyl, are bonded in the o-position relative to the free bond.
Claim 16
Dependent Claim
237 words
A polycondensate according to claim 9, in which the aromatic radical has the formula ##STR27## in which the radicals R 12 are hydrogen atoms or, in the case of monosubstitution, one radical R 12 is alkyl having 1 to 6 C atoms and the other radicals R 12 are hydrogen atoms, or, in the case of di-, tri- or tetra-substitution, two of the radicals R 12 are alkyl having 1 to 6 C atoms and the other radicals R 12 are hydrogen atoms or alkyl having 1 to 6 C atoms, or, in the case of di-, tri- or tetra-substitution, two vicinal radicals R 12 in the phenyl ring are trimethylene or tetramethylene and the other radicals R 12 are hydrogen atoms or alkyl having 1 to 6 C atoms, A is O, S, NH, CO or CH 2 , R 13 is a hydrogen atom or alkyl having 1 to 5 C atoms and R 14 is alkyl having in each case 1 to 5 C atoms, and Z is a direct bond, O, S, SO, SO 2 , CO, ##STR28## NR 15 , CONH, NH, R 15 SiR 16 , R 15 OSiOR 16 , alkylene having 1 to 6 C atoms, alkylene or alkylidene having 2 to 6 C atoms, phenylene or phenyldioxyl, in which R 15 and R 16 independently of one another are alkyl having 1 to 6 C atoms or phenyl.
Claim 17
Dependent Claim
34 words
A polycondensate according to claim 15, in which the aromatic radical is ##STR29## in which Z is a direct bond, O or CH 2 and R 17 is a hydrogen atom, methyl or ethyl.
Claim 18
Dependent Claim
62 words
A polycondensate according to claim 1, in which R, R 2 , R 4 and R 6 are a radical of the formula ##STR30## in which Z is a direct bond, --O-- or CH 2 and R 17 is methyl or ethyl, or R, R 2 , R 4 and R 6 are a branched alkylene having 6 to 20 C atoms.
Claim 19
Dependent Claim
40 words
A polycondensate according to claim 8, in which X and Y in the formulae I to IV are --O-- and R, R 2 , R 4 and R 6 and branched or linear alkylene having 2 to 12 C atoms.
Claim 20
Dependent Claim
43 words
A polycondensate according to claim 1, in which R 3 in formula III is linear or branched alkylene having 2 to 12 C atoms, cycloalkylene with 5 to 7 ring carbon atoms or an aromatic hydrocarbon radical having 6 to 18 C atoms.
Claim 21
Dependent Claim
15 words
A polycondensate according to claim 1, in which R 5 in formula IV is phen-1,2,4-triyl.
Claim 22
Dependent Claim
12 words
A polycondensate according to claim 1, which contains the structural element ##STR31##
Claim 23
Dependent Claim
16 words
A coated material containing a layer of a polycondensate according to claim 1 on a carrier.
Claim 24
Dependent Claim
22 words
A polycondensate according to claim 1 which contains at least 70 mole % of structural elements of the formula I and/or II.
Claim 25
Dependent Claim
22 words
A polycondensate according to claim 1 which contains at least 90 mole % of structural elements of the formula I and/or II.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1991-11-15 | 1992-05-16 | 1992-11-15 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1995-11-15 | 1996-05-16 | 1996-11-15 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1999-11-15 | 2000-05-16 | 2000-11-15 | $7700.00 | Window Closed / Lapsed |