US4197133A
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Photo-curable compositions of matter containing bis-azidophthalimidyl derivatives
Assignee: BASF Corp
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Filing: 1978-10-05
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Granted: 1980-04-08
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Expires: 1998-10-05
Abstract
Abstract The compositons of matter according to the invention consist of at least one polymeric compound and at least one compound of the formula I ##STR1## in which R is a divalent organic radical. The weight ratio of polymer to compound of the formula I is about 9:1 to 1:4. The compounds of the formula I and thus also the compositions of matter are photo-curable (-crosslinkable). They are superior to known systems in respect of heat stability and oxidation resistance, while possessing photosensitivity which is equally as good.
Inventors
- 👤 Hans Zweifel
- 👤 Vratislav Kvita
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-27 22:26
CPC Classifications
C; C07; C07D; C07D209/00; C07D209/02; C07D209/44; C07D209/48; C08; C08K; C08K5/00; C08K5/16; C08K5/34; C08K5/3412; C08K5/3415; C08K5/3417; G; G03; G03F; G03F7/00; G03F7/004; G03F7/008
Claims Analysis
Total Claims: 15
Claim 1
Independent Claim
84 words
A photo-curable composition of matter which contains at least one polymeric compound and at least one compound of the formula I ##STR38## in which R is unsubstituted or substituted alkylene having 2 to 12 C atoms, unsubstituted or substituted phenylene, naphthylene, biphenylene, cyclohexylene or dicyclohexylmethane or an unsubstituted or substituted ##STR39## group and Z is --O--, --S--, --SO 2 --, --CH 2 --, --CO--, ##STR40## the weight ratio of the polymeric compound to the compound of the formula I being about 9:1 to 1:4.
Claim 2
Dependent Claim
84 words
A photo-curable composition of matter which contains at least one polymeric compound and at least one compound of the formula I ##STR38## in which R is unsubstituted or substituted alkylene having 2 to 12 C atoms, unsubstituted or substituted phenylene, naphthylene, biphenylene, cyclohexylene or dicyclohexylmethane or an unsubstituted or substituted ##STR39## group and Z is --O--, --S--, --SO 2 --, --CH 2 --, --CO--, ##STR40## the weight ratio of the polymeric compound to the compound of the formula I being about 9:1 to 1:4.
Claim 3
Dependent Claim
28 words
A composition of matter according to claim 1, wherein the weight ratio of the polymeric compound to the compound of the formula I is about 9:1 to 1:1.
Claim 4
Dependent Claim
31 words
A composition of matter according to claim 1, in which the N 3 groups in the compound of the formula I are each bonded to the benzene ring in the 3-position.
Claim 5
Dependent Claim
143 words
A composition of matter according to claim 1, in which R in formula I is alkylene having 2 to 12 C atoms, which is unsubstituted or substituted by one or two phenyl groups, cycloalkyl groups having 5 to 8 C atoms or aralkyl groups having 7 or 8 C atoms, or phenylene, naphthylene, biphenylene, cyclohexylene, dicyclohexylmethane or ##STR41## which are unsubstituted or substituted, per ring, by one alkyl group having 1 to 4 C atoms, one --OH, --COO - M + or --SO 3 - M + group, Z is as defined under formula I, M + is a hydrogen ion, an alkali metal cation, the pyridinium cation or ##STR42## X 1 and X 2 independently of one another are hydrogen or alkyl having 1 to 12 C atoms and X 3 is hydrogen, alkyl having 1 to 12 C atoms or benzyl.
Claim 6
Dependent Claim
36 words
A composition of matter according to claim 1, in which R in formula I is unsubstituted straight-chain or branched alkylene having 2 to 12 C atoms, unsubstituted phenylene or an unsubstituted diphenyl-ether, diphenylmethane or diphenylsulphone radical.
Claim 7
Dependent Claim
67 words
A composition of matter according to claim 1, in which the polymeric compound is a polyester, a polyesteramide, a polyamide, a polyamidoacid, a polyamide-amidoacid, a polyimide, a polyamidoimide, a polyether, a polyamine, a polyimine, a polyurethane, a polyurea, a polyurethane-urea, a polycarbonate, a polycondensate based on phenol-formaldehyde, a polysaccharide, gelatin or a polymer which is obtained by homopolymerisation or copolymerisation of monomers containing reactive C═C double bonds.
Claim 8
Dependent Claim
229 words
A composition of matter according to claim 1, wherein the polymeric compound is a polyether which contains recurring structural units of the formula X ##STR43## a phenol-formaldehyde condensation product which contains recurring structural units of the formula XI ##STR44## a homopolymer or copolymer of ethylenically unsaturated monomers which contains identical or different recurring structural units of the formula XII ##STR45## or a cyclised isoprene polymer, and, in formula XII, Z 1 and Z 3 are each hydrogen, Z 2 is hydrogen, chlorine or methyl and Z 4 is hydrogen, methyl, chlorine, --CN, --COOH, --CONH 2 , phenyl, methylphenyl, methoxyphenyl, cyclohexyl, pyridyl, imidazolyl, pyrrolidonyl, --COO--alkyl having 1 to 12 C atoms in the alkyl moiety, --COO--phenyl, ##STR46## --COO--alkyl--OH having 1 to 3 C atoms in the alkyl, ##STR47## in which R 7 is a straight-chain or branched saturated aliphatic radical having 1 to 10 C atoms, R 5 is hydrogen or methyl and z is an integer from 1 to 3, or --OCO--alkyl having 1 to 4 C atoms in the alkyl, --OCO--phenyl, --CO--alkyl having 1 to 3 C atoms in the alkyl, alkoxy having 1 to 6 C atoms, phenoxy, --CH═CH 2 or ##STR48## or Z 1 and Z 2 are each hydrogen and Z 3 and Z 4 together are the ##STR49## group or are each --COOH or --COO--alkyl having 1 to 6 C atoms in the alkyl.
Claim 9
Dependent Claim
63 words
A composition of matter according to claims 1 and 7, wherein the polymeric compound is a polyvinyl chloride, a polystyrene, a poly(alkyl acrylate) or poly(alkyl methacrylate) having 1 to 8 C atoms in the alkyl moiety, a cyclised isoprene polymer, a copolymer of maleic anhydride and methyl vinyl ether or ethylene or a polyether which contains recurring structural units of the formula X.
Claim 10
Dependent Claim
50 words
A composition of matter according to claim 1, which contains a copolymer of maleic anhydride and ethylene as the polymeric compound and 4,4'-bis-(3-azidophthalimidyl)-diphenyl ether as the compound of the formula I, the mixture containing about 50% by weight, based on the mixture of the two substances, of the polymeric compound.
Claim 11
Dependent Claim
51 words
A composition of matter according to claim 1, which contains a copolymer of maleic anhydride and methyl vinyl ether as the polymeric compound and 4,4'-bis-(3-azidophthalimidyl)-diphenylmethane as the compound of the formula I, the mixture containing about 75% by weight, based on the mixture of the two substances, of the polymeric compound.
Claim 12
Dependent Claim
44 words
A composition of matter according to claim 1, which contains a polystyrene as the polymeric compound and 4,4'-bis-(3-azidophthalimidyl)-diphenylmethane as the compound of the formula I, the mixture containing about 50% by weight, based on the mixture of the two substances, of the polymeric compound.
Claim 13
Dependent Claim
45 words
A composition of matter according to claim 1, which contains a cyclised polyisoprene as the polymeric compound and 3,3'-dimethyl-4,4'-bis-(3-azidophthalimidyl)-dicyclohexylmethane as the compound of the formula I, the mixture containing about 35% by weight, based on the mixture of the two substances, of the polymeric compound.
Claim 14
Dependent Claim
51 words
A composition of matter according to claim 1, which contains a copolymer of maleic anhydride and methyl vinyl ether as the polymeric compound and 1,4-bis-(3-azidophthalimidyl)-benzene as the compound of the formula I, the mixture containing about 50% by weight, based on the mixture of the two substances, of the polymeric compound.
Claim 15
Dependent Claim
16 words
A composition according to claim 5 wherein R is alkylene of 2 to 10 carbon atoms.
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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) | 1983-04-08 | 1983-10-08 | 1984-04-08 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1987-04-08 | 1987-10-08 | 1988-04-08 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1991-04-08 | 1991-10-08 | 1992-04-08 | $7700.00 | Window Closed / Lapsed |