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US4200724A Expired / Lapsed US ⏱️ 0.0 years remaining

Polymer containing imidyl groups and silyl groups

Assignee: Novartis Corp
•
Filing: 1978-08-30
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Granted: 1980-04-29
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Expires: 1998-08-30
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Abstract

Abstract The compounds according to the invention are polymers, containing imidyl groups and silyl groups, of the formula ##STR1## in which Y 1 and Y 2 are Si-organic radicals, a is an integer from 1 to 50 and Z, Z 1 and Z 2 independently of one another are each divalent organic radicals, but at least one of the radicals Z 1 and Z 2 is a group which contains an unsubstituted or substituted imidyl group. The products according to the invention may be prepared, for example, by a multi-stage reaction of m-phenylenediamine, 5-dimethylmaleimidyl-isophthalic acid dichloride, 3,3'-4,4'-benzophenonetetracarboxylic acid dianhydride and γ-aminopropyl-di-n-propoxymethylsilane in solution. The products are used as adhesion promoters, for example between inorganic solids and organic resins.

Inventors

  • 👤 Roland Darms
  • 👤 Siegfried Wyler

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-24 02:09
CPC Classifications
C; C08; C08G; C08G69/00; C08G69/48; C07; C07F; C07F7/00; C07F7/02; C07F7/08; C07F7/18; C07F7/1804; C08G69/42; C08G73/00; C08G73/06; C08G73/10; C08G73/1057; C08G73/106

Claims Analysis

Total Claims: 14
Claim 1
Independent Claim 223 words
A compound of the formula I ##STR38## in which Y 1 and Y 2 independently of one another are a ##STR39## with 2-7 C atoms, cycloalkyl with 5-7 C atoms or benzyl, Q is methyl, phenyl or --OQ 3 , Q 1 , Q 2 and Q 3 independently of one another are alkyl with 1-6 C atoms or phenyl, x is an integer from 2 to 4, a is an integer from 1 to 50, the individual radicals Z independently of one another are an aliphatic radical with at least 2 C atoms, or a cycloaliphatic, araliphatic, carbocyclic-aromatic or heterocyclic-aromatic radicals and Z 1 and the individual radicals Z 2 independently of one another are a ##STR40## group, but at least one of Z 1 and Z 2 is a ##STR41## R 2 and R 3 independently of one another are hydrogen or methyl, the individual values m and n independently of one another are 1 or 2 and the individual radicals Z 3 independently of one another are an aliphatic radical with at least 2 C atoms, or a cycloaliphatic, carbocyclic-aromatic or heterocyclic-aromatic radical, in which the carboxamide and carboxyl groups are bonded to different C atoms and carboxyl groups bonded to cyclic radicals Z 3 are each in the ortho-position to a carboxamide group, and the corresponding cyclised imide derivative.
Claim 2
Dependent Claim 223 words
A compound of the formula I ##STR38## in which Y 1 and Y 2 independently of one another are a ##STR39## with 2-7 C atoms, cycloalkyl with 5-7 C atoms or benzyl, Q is methyl, phenyl or --OQ 3 , Q 1 , Q 2 and Q 3 independently of one another are alkyl with 1-6 C atoms or phenyl, x is an integer from 2 to 4, a is an integer from 1 to 50, the individual radicals Z independently of one another are an aliphatic radical with at least 2 C atoms, or a cycloaliphatic, araliphatic, carbocyclic-aromatic or heterocyclic-aromatic radicals and Z 1 and the individual radicals Z 2 independently of one another are a ##STR40## group, but at least one of Z 1 and Z 2 is a ##STR41## R 2 and R 3 independently of one another are hydrogen or methyl, the individual values m and n independently of one another are 1 or 2 and the individual radicals Z 3 independently of one another are an aliphatic radical with at least 2 C atoms, or a cycloaliphatic, carbocyclic-aromatic or heterocyclic-aromatic radical, in which the carboxamide and carboxyl groups are bonded to different C atoms and carboxyl groups bonded to cyclic radicals Z 3 are each in the ortho-position to a carboxamide group, and the corresponding cyclised imide derivative.
Claim 3
Dependent Claim 56 words
A compound of the formula I according to claim 1, and the corresponding cyclised imide derivative, in which a is an integer from 1 to 50, the radicals Y 1 and Y 2 are each a ##STR42## or alkoxy with 1-4 C atoms and Q 1 and Q 2 are each alkyl with 1-4 C atoms.
Claim 4
Dependent Claim 133 words
A compound of the formula I according to either of claims 1 or 2, and the corresponding cyclised imide derivative, in which the radicals Z are each a 1,3- or 1,4-phenylene group, or a 4,4'-diphenylmethane, 4,4'-diphenylether or 4,4'-diphenylsulphone radical, the radicals Z 3 are each a 1,3- or 1,4-phenylene group or unsubstituted alkylene with 4-10 C atoms, if m and n are 1, or are each a benzenetriyl group if m is 1 and n is 2, or are each a benzenetriyl group if m is 1 and n is 2, or are each a benzenetetrayl group or the benzophenone ring system if m and n are 2, and at least one of the radicals Z 1 and Z 2 , and about 5-50 mol % of these, is a ##STR43## or --CH═CH--.
Claim 5
Dependent Claim 81 words
A compound of the formula I according to either of claims 1 or 2, in which a is an integer from 1 to 50, m and n are 1, Z is a 1,3- or a 1,4-phenylene group, or a 4,4'-diphenylmethane or 4,4'-diphenylether radical and Z 3 is a 1,3-phenylene or 1,4-phenylene group, but only one of Z and Z 3 is a 1,4-phenylene group, and in which about 10-30 mol % of Z 1 and Z 2 are a ##STR44## group.
Claim 6
Dependent Claim 74 words
A compound of the formula I according to either of claims 1 or 2, and the corresponding cyclised imide derivative, in which a is an integer from 1 to 50, m is 1 and n is 2, Z is a 1,3- or 1,4-phenylene group, or a 4,4'-diphenylmethane or 4,4'-diphenylether radical and Z 3 is a benzenetriyl group, and in which about 10-30 mol % of Z 1 and Z 2 are a ##STR45## group.
Claim 7
Dependent Claim 78 words
A compound of the formula I according to either of claims 1 or 2, and the corresponding cyclised imide derivative, in which a is an integer from 1 to 50, m and n are each 2, Z is a 1,3- or 1,4-phenylene group, or a 4,4'-diphenylmethane or 4,4'-diphenyl-ether radical and Z 3 is a benzenetetrayl group or the benzophenone ring system, and in which about 10-30 mol % of Z 1 and Z 2 are a ##STR46## group.
Claim 8
Dependent Claim 269 words
a process for the preparation of a compound of the formula I according to claim 1 and of the corresponding cyclised imide derivative, wherein, if a is 1, a compound of the formula II ##STR47## and if a>1, a compound of the formula III Z.sub.4 --CO--NH--Z--NH--CO--Z.sub.2 --CO--NH--Z--NH--CO).sub.a.sbsb.1.sub.-1 Z.sub.5 (III) in which Z 4 and Z 5 independently of one another are a ##STR48## group, is reacted with an essentially stoichiometric amount of a compound of the formula IV or V ##STR49## or of a mixture of such compounds, m, n, A, R, R 1 , Q, Q 1 , Q 2 , Z, Z 2 and Z 3 in the above formulae II to V being as defined in claim 1, whilst at least one of Z 2 , Z 4 and Z 5 is a ##STR50## group, a 1 is an integer from 1 to 49, the radicals R 4 independently of one another are --OH, chlorine, alkoxy with 1-4 C atoms, phenoxy or --NH--Z--NH 2 and R 5 is --OH, chlorine, alkoxy with 1-4 C atoms, phenoxy or --NH--Z--NH 2 or, if Z 3 is a cyclic radical and m is 2, R 5 together with R 6 are a --O-- group, the groups --COR 5 , --COR 6 and --COOH are bonded to different C atoms and if Z 3 is a cyclic radical and m and/or n are 2, the --COR 5 or --COOH group is in the orthoposition to the --COR 6 group or to the adjoining carboxamide group, after which the reaction product may or may not be cyclised to the corresponding imide.
Claim 9
Dependent Claim 16 words
A compound according to claim 2 in which a is an integer from 1 to 15.
Claim 10
Dependent Claim 39 words
A compound according to claim 2 in which Y 1 and Y 2 are each a ##STR51## Q is methyl or alkoxy with 1-4 C atoms and Q 1 and Q 2 are each alkyl with 1-4 C atoms.
Claim 11
Dependent Claim 10 words
A compound according to claim 1 wherein A is --CH═CH--.
Claim 12
Dependent Claim 15 words
A compound according to claim 1 wherein a is an integer from 1 to 10.
Claim 13
Dependent Claim 30 words
An adhesion promoter for improving adhesion between an inorganic substrate and organic poymer which comprises a compound according to claim 1 wherein a is an integer from 1 to 15.
Claim 14
Dependent Claim 20 words
A shaped article which comprises a compound according to claim 1 wherein a is an integer from 15 to 50.

References Cited (Backward Citations)

US3926911A Cited
US3948835A Cited
US3950308A Cited
US3966531A Cited
US4088670A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1983-04-29 1983-10-29 1984-04-29 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1987-04-29 1987-10-29 1988-04-29 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1991-04-29 1991-10-29 1992-04-29 $7700.00 Window Closed / Lapsed

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