US4524187A
Expired / Lapsed
US
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Isobutylene-triene copolymers cross-linkable under ambient humidity conditions, a process for their preparation, and intermediate suitable for this purpose
Assignee: Anic SpA
•
Filing: 1982-12-09
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Granted: 1985-06-18
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Expires: 2002-12-09
Abstract
Abstract Isobutylene copolymers, cross-linkable under ambient humidity conditions, characterized by the presence of pendant functions containing a silyl radical, are prepared by a process comprising the preliminary formation of new copolymers of isobutylene with a triene containing a system of two conjugate double bonds in position 1,3 and at least one other double bond of vinyl type, followed by the silylation of the polymers thus produced by means of a silicon derivative chosen from those of formula (I) or (II): ##STR1##
Inventors
- 👤 Alberto Greco
- 👤 Guglielmo Bertolini
- 👤 Omero Zavattini
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-01 04:06
CPC Classifications
C; C08; C08F; C08F236/00; C08F236/22; C08F210/00; C08F210/04; C08F210/08; C08F210/10; C08F8/00; C08F8/42
Claims Analysis
Total Claims: 23
Claim 1
Independent Claim
102 words
Copolymers of isobutylene and at least one triene selected from the group consisting of 1,3,7-octatriene, 5-methyl-1,3,6-heptatriene, hexatriene, dicyclopentadiene and allylcyclopentadiene, of molecular weight variable between 1000 and 1,000,000 and cross-linkable under ambient humidity conditions, characterised by the presence of pendant functions of type ##STR14## where R is a monovalent hydrocarbon radical of 1 to 10 carbon atoms, X is halogen or an alkoxy, phenoxy, thioalkoxy, acyloxy, amino, aminoxy, oxime or silanoxy radical, and a is 0, 1 or 2 wherein the silicon atoms are bonded to the copolymer through reaction with the non-terminal double bond or the vinyl bond on said triene.
Claim 2
Dependent Claim
102 words
Copolymers of isobutylene and at least one triene selected from the group consisting of 1,3,7-octatriene, 5-methyl-1,3,6-heptatriene, hexatriene, dicyclopentadiene and allylcyclopentadiene, of molecular weight variable between 1000 and 1,000,000 and cross-linkable under ambient humidity conditions, characterised by the presence of pendant functions of type ##STR14## where R is a monovalent hydrocarbon radical of 1 to 10 carbon atoms, X is halogen or an alkoxy, phenoxy, thioalkoxy, acyloxy, amino, aminoxy, oxime or silanoxy radical, and a is 0, 1 or 2 wherein the silicon atoms are bonded to the copolymer through reaction with the non-terminal double bond or the vinyl bond on said triene.
Claim 3
Dependent Claim
51 words
Copolymers as claimed in claim 1, wherein the triene is chosen from those of formula ##STR15## where R 1 , R 2 and R 3 , which are the same or different, can be hydrogen, or an alkyl, aryl, alkylaryl, arylalkyl or cycloalkyl radical, and B is a bivalent organic radical.
Claim 4
Dependent Claim
25 words
Copolymers as claimed in claim 2, characterised by a concentration of vinyl chains which may vary from 0.1 to 30% by weight of the polymer.
Claim 5
Dependent Claim
33 words
A process for preparing isobutylene polymers as claimed in claim 3, comprising the preliminary copolymerisation of isobutylene with said triene followed by silylation of the resultant product with a silicon compound of ##STR16##
Claim 6
Dependent Claim
30 words
A process for preparing isobutylene polymers as claimed in claim 4, wherein the preliminary copolymerisation of isobutylene with the triene is carried out in the presence of a cationic catalyst.
Claim 7
Dependent Claim
40 words
A process for preparing isobutylene polymers as claimed in claim 4, wherein the preliminary copolymerisation of isobutylene with the triene is carried out in the presence of a solvent chosen from hydrocarbons, either as such or halogenated, or mixtures thereof.
Claim 8
Dependent Claim
32 words
A process for preparing isobutylene polymers as claimed in claim 4, wherein the preliminary copolymerisation of isobutylene with the triene is carried out at a temperature of between 0 and -100° C.
Claim 9
Dependent Claim
25 words
A process for preparing isobutylene polymers as claimed in claim 7, wherein the polymerisation reaction is carried out in the presence of chain transfer agents.
Claim 10
Dependent Claim
32 words
A process for preparing isobutylene polymers as claimed in claim 4, wherein the preliminary copolymerisation of isobutylene with the triene is carried out using a triene which is either 5-methylhepta-1,3,6-triene or octa-1,3,7-triene.
Claim 11
Dependent Claim
38 words
A process for preparing isobutylene polymers as claimed in claim 4, wherein the silylation reaction is carried out in the presence of a catalyst chosen from soluble transition metal compounds, metals in a finely divided state, or peroxides.
Claim 12
Dependent Claim
25 words
A process for preparing isobutylene polymers as claimed in claim 4, wherein the silylation reaction is carried out in the presence of an inert solvent.
Claim 13
Dependent Claim
25 words
A process for preparing isobutylene polymers as claimed in claim 11, wherein the solvent is preferably chosen from aliphatic or aromatic hydrocarbon derivatives, or ethers.
Claim 14
Dependent Claim
27 words
A process for preparing isobutylene polymers as claimed in claim 4, wherein the silylation reaction is carried out at a temperature between ambient temperature and 200° C.
Claim 15
Dependent Claim
27 words
A process for preparing isobutylene polymers as claimed in claim 13, wherein the silylation reaction is carried out at a temperature preferably between +50° and +120° C.
Claim 16
Dependent Claim
47 words
A process for preparing isobutylene polymers as claimed in claims 4 or 9, wherein the silylation reaction is carried out in the presence of a catalyst preferably constituted by a solution of H 2 PtCl 6 .6H 2 O in alcohol, or by other soluble Pt complexes.
Claim 17
Dependent Claim
38 words
A process for preparing isobutylene polymers as claimed in claim 4, wherein the silylation reaction is carried out using as silylating agent a silicon compound preferably chosen from HSiCl 3 , HMeSiCl 2 , or silicon alkoxy hydrides.
Claim 18
Dependent Claim
106 words
Copolymers of isobutylene and at least one triene, selected from the group of consisting of 1,3,7-octatriene, 5-methyl-1,3,6-heptatriene, hexatriene, dicyclopentadiene and allylcyclopentadiene of molecular weight variable between 1000 and 1,000,000 and cross-linkable under ambient humidity conditions, characterised by the presence of pendant functions of type R'.sub.n X.sub.3n --Si--R--S-- where R is a bivalent hydrocarbon radical of 3 to 10 carbon atoms R' is a monovalent hydrocarbon radical of 1 to 10 carbon atoms X is halogen, or an alkoxy, alkoxyalkoxy, thioalkoxy, acyloxy, amino, aminoxy, oxime or amide radical n can be zero, 1 or 2 wherein the --S-- is linked to a double bond on said triene.
Claim 19
Dependent Claim
106 words
Copolymers of isobutylene and at least one triene, selected from the group of consisting of 1,3,7-octatriene, 5-methyl-1,3,6-heptatriene, hexatriene, dicyclopentadiene and allylcyclopentadiene of molecular weight variable between 1000 and 1,000,000 and cross-linkable under ambient humidity conditions, characterised by the presence of pendant functions of type R'.sub.n X.sub.3n --Si--R--S-- where R is a bivalent hydrocarbon radical of 3 to 10 carbon atoms R' is a monovalent hydrocarbon radical of 1 to 10 carbon atoms X is halogen, or an alkoxy, alkoxyalkoxy, thioalkoxy, acyloxy, amino, aminoxy, oxime or amide radical n can be zero, 1 or 2 wherein the --S-- is linked to a double bond on said triene.
Claim 20
Dependent Claim
35 words
A process for preparing isobutylene copolymers as claimed in claim 17 comprising the addition of at least one thiol of the general formula R'.sub.n X.sub.3n --Si--R--SH to the unsaturated olefin bond of the isobutylene-polyene copolymer.
Claim 21
Dependent Claim
17 words
A process as claimed claim 18, characterised in that the thiol is preferably either γ-mercaptopropyl-trimethoxysilane or γ-mercaptopropyl-triethoxysilane.
Claim 22
Dependent Claim
16 words
A copolymer as defined in claim 2 wherein the triene is chosen from 5-methylhepta-1,3,6-triene and octa-1,3,7-triene.
Claim 23
Dependent Claim
14 words
A composition as defined in claim 1 which includes condensation catalysts and cross-linking agents.
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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) | 1988-06-17 | 1988-12-17 | 1989-06-18 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1992-06-17 | 1992-12-17 | 1993-06-18 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1996-06-17 | 1996-12-17 | 1997-06-18 | $7700.00 | Window Closed / Lapsed |