US4245060A
Expired / Lapsed
US
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Functional group containing cyclic diolefin butyl rubbers
Assignee: ExxonMobil Technology and Engineering Co
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Filing: 1978-08-07
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Granted: 1981-01-13
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Expires: 1998-08-07
Abstract
Abstract Isobutylene-based elastomers containing 3-15 mol percent enchained cyclic diolefin such as cyclopentadiene, and other comonomers such as isoprene, piperylene and butadiene to allow for chemical modification with anhydride, carboxy, hydroxy, etc. to produce a one package through cure system.
Inventors
- 👤 Kenneth W. Powers
- 👤 Robert Roper
- 👤 Martin L. Gorbaty
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-04 22:41
CPC Classifications
C; C08; C08F; C08F8/00; C08F8/46; C08F8/18; C08F8/20; C08F2800/00; C08F2800/10; C08F2810/00; C08F2810/20
Claims Analysis
Total Claims: 41
Claim 1
Independent Claim
114 words
A tack-free, air-dryable elastomeric terpolymer having a viscosity average molecular weight of about 10,000 to 700,000 which comprises about 60 to 95 mol % isobutylene, about 3 to 15 mol % C 5 -C 12 cyclic diolefin and about 0.5 to 30 mol % non-conjugated diolefin represented by the formula ##STR6## wherein each R may be independently hydrogen or acyclic or alicyclic hydrocarbon radicals having from 1 to 12 carbon atoms, n is an integer from 1 to 4 and m is an integer from 1 to 4, or zero and wherein the terpolymer has attached thereto functional groups selected from the group consisting of anhydride, carboxy, hydroxy, silane, mercapto, epoxy, bromine or chlorine.
Claim 2
Dependent Claim
114 words
A tack-free, air-dryable elastomeric terpolymer having a viscosity average molecular weight of about 10,000 to 700,000 which comprises about 60 to 95 mol % isobutylene, about 3 to 15 mol % C 5 -C 12 cyclic diolefin and about 0.5 to 30 mol % non-conjugated diolefin represented by the formula ##STR6## wherein each R may be independently hydrogen or acyclic or alicyclic hydrocarbon radicals having from 1 to 12 carbon atoms, n is an integer from 1 to 4 and m is an integer from 1 to 4, or zero and wherein the terpolymer has attached thereto functional groups selected from the group consisting of anhydride, carboxy, hydroxy, silane, mercapto, epoxy, bromine or chlorine.
Claim 3
Dependent Claim
16 words
The terpolymer of claim 1 wherein the viscosity average molecular weight is about 10,000 to 100,000.
Claim 4
Dependent Claim
11 words
The composition of claim 1 wherein the cyclic diolefin is cyclopentadiene.
Claim 5
Dependent Claim
25 words
The composition of claim 1 wherein the cyclic diolefin is a mono or polyalkylated cyclopentadiene wherein each alkyl group contains less than 6 carbon atoms.
Claim 6
Dependent Claim
24 words
The composition of claim 1 wherein the mono or polyalkylated cyclopentadiene is selected from the group consisting of methyl cyclopentadiene, ethyl cyclopentadiene and 1,3-dimethylcyclopentadiene.
Claim 7
Dependent Claim
35 words
The composition of claim 1 wherein the terpolymer is comprised of about 85 to 95 mol % isobutylene, about 5 to 9 mol % cyclic diolefin, and about 0.5 to 5 mol % non-conjugated diolefin.
Claim 8
Dependent Claim
20 words
The composition of claim 1 wherein the nonconjugated diolefin is selected from the group consisting of 2-methyl-1,4-pentadiene, 2-methyl-1,4-hexadiene, and 2,3-dimethyl-1,5-heptadiene.
Claim 9
Dependent Claim
11 words
The composition of claim 6 wherein the cyclic diolefin is cyclopentadiene.
Claim 10
Dependent Claim
11 words
The composition of claim 8 wherein the functional group is anhydride.
Claim 11
Dependent Claim
71 words
A tack-free, air-dryable elastomeric terpolymer having a viscosity average molecular weight of about 10,000 to 100,000 which comprises about 60 to 95 mol % isobutylene, about 3 to 15 mol % cyclopentadiene and about 0.5 to 30 mol % non-conjugated diolefin selected from the group consisting of 2-methyl-1,4-pentadiene, 2-methyl-1,4-hexadiene, and 2,3-dimethyl-1,5-heptadiene wherein said terpolymer has attached thereto functional groups selected from the group consisting of anhydride, hydroxy, carboxy, silane and mercapto.
Claim 12
Dependent Claim
71 words
A tack-free, air-dryable elastomeric terpolymer having a viscosity average molecular weight of about 10,000 to 100,000 which comprises about 60 to 95 mol % isobutylene, about 3 to 15 mol % cyclopentadiene and about 0.5 to 30 mol % non-conjugated diolefin selected from the group consisting of 2-methyl-1,4-pentadiene, 2-methyl-1,4-hexadiene, and 2,3-dimethyl-1,5-heptadiene wherein said terpolymer has attached thereto functional groups selected from the group consisting of anhydride, hydroxy, carboxy, silane and mercapto.
Claim 13
Dependent Claim
100 words
A tack-free, air-dryable elastomeric terpolymer having a viscosity average molecular weight of about 10,000 to 100,000 which comprises about 60 to 95 mol % isobutylene, about 3 to 15 mol % C 2 -C 12 cyclic diolefin and about 0.5 to 30 mol % styrene compound represented by the formula ##STR7## where R' is hydrogen or CH 3 and R is hydrogen, or an acyclic or alicyclic hydrocarbon radical having from 1 to 12 carbon atoms and wherein the terpolymer has attached thereto functional groups selected from the group consisting of anhydride, carboxy, hydroxy, silane, mercapto, epoxy, bromine and chlorine.
Claim 14
Dependent Claim
100 words
A tack-free, air-dryable elastomeric terpolymer having a viscosity average molecular weight of about 10,000 to 100,000 which comprises about 60 to 95 mol % isobutylene, about 3 to 15 mol % C 2 -C 12 cyclic diolefin and about 0.5 to 30 mol % styrene compound represented by the formula ##STR7## where R' is hydrogen or CH 3 and R is hydrogen, or an acyclic or alicyclic hydrocarbon radical having from 1 to 12 carbon atoms and wherein the terpolymer has attached thereto functional groups selected from the group consisting of anhydride, carboxy, hydroxy, silane, mercapto, epoxy, bromine and chlorine.
Claim 15
Dependent Claim
16 words
The terpolymer of claim 11 wherein the viscosity average molecular weight is about 10,000 to 100,000.
Claim 16
Dependent Claim
11 words
The composition of claim 11 wherein the cyclic diolefin is cyclopentadiene.
Claim 17
Dependent Claim
25 words
The composition of claim 11 wherein the cyclic diolefin is a mono or polyalkylated cyclopentadiene wherein each alkyl group contains less than 6 carbon atoms.
Claim 18
Dependent Claim
24 words
The composition of claim 11 wherein the styrene compound is selected from the group consisting of styrene, α-methyl styrene, p-methyl styrene, and p-t-butyl styrene.
Claim 19
Dependent Claim
35 words
The composition of claim 11 wherein the terpolymer is comprised of about 85 to 95 mol % isobutylene, about 5 to 9 mol % cyclic diolefin, and about 0.5 to 5 mol % conjugated diolefin.
Claim 20
Dependent Claim
11 words
The composition of claim 16 wherein the cyclic diolefin is cyclopentadiene.
Claim 21
Dependent Claim
11 words
The composition of claim 17 wherein the functional groups are anhydride.
Claim 22
Dependent Claim
60 words
A tack-free, air-dryable elastomeric terpolymer having a viscosity average molecular weight of about 10,000 to 100,000 which comprises about 60 to 95 mol % isobutylene, about 3 to 15 mol % cyclopentadiene and about 0.5 to 30 mol % styrene wherein said terpolymer has attached thereto functional groups selected from the group consisting of anhydride, hydroxy, carboxy, silane and mercapto.
Claim 23
Dependent Claim
60 words
A tack-free, air-dryable elastomeric terpolymer having a viscosity average molecular weight of about 10,000 to 100,000 which comprises about 60 to 95 mol % isobutylene, about 3 to 15 mol % cyclopentadiene and about 0.5 to 30 mol % styrene wherein said terpolymer has attached thereto functional groups selected from the group consisting of anhydride, hydroxy, carboxy, silane and mercapto.
Claim 24
Independent Claim
126 words
A method for preparing a tack-free, air-dryable, elastomeric terpolymer which comprises reacting: (a) an elastomeric terpolymer having a viscosity average molecular weight of about 10,000 to 700,000 and comprising about 60 to 95 mol % isobutylene, about 3 to 15 mol % C 2 -C 12 cyclic diolefin and about 0.5 to 30 mol % nonconjugated diolefin represented by the formula ##STR8## wherein each R may be indepently hydrogen or acyclic or alicyclic hydrocarbon radicals having from 1 to 12 carbon atoms, n is an integer from 1 to 4 and m is an integer from 1 to 4, or zero; with (b) a compound selected from the group consisting of maleic anhydride, chlorohydrin, peracids, sulfuric acid and halogen wherein the halogen is chlorine or bromine.
Claim 25
Independent Claim
126 words
A method for preparing a tack-free, air-dryable, elastomeric terpolymer which comprises reacting: (a) an elastomeric terpolymer having a viscosity average molecular weight of about 10,000 to 700,000 and comprising about 60 to 95 mol % isobutylene, about 3 to 15 mol % C 2 -C 12 cyclic diolefin and about 0.5 to 30 mol % nonconjugated diolefin represented by the formula ##STR8## wherein each R may be indepently hydrogen or acyclic or alicyclic hydrocarbon radicals having from 1 to 12 carbon atoms, n is an integer from 1 to 4 and m is an integer from 1 to 4, or zero; with (b) a compound selected from the group consisting of maleic anhydride, chlorohydrin, peracids, sulfuric acid and halogen wherein the halogen is chlorine or bromine.
Claim 26
Dependent Claim
16 words
The terpolymer of claim 20 wherein the viscosity average molecular weight is about 10,000 to 100,000.
Claim 27
Dependent Claim
11 words
The method of claim 20 wherein the cyclic diolefin is cyclopentadiene.
Claim 28
Dependent Claim
25 words
The method of claim 20 wherein the cyclic diolefin is a mono or polyalkylated cyclopentadiene wherein each alkyl group contains less than 6 carbon atoms.
Claim 29
Dependent Claim
24 words
The method of claim 20 wherein the mono or polyalkylated cyclopentadiene is selected from the group consisting of methyl cyclopentadiene, ethyl cyclopentadiene and 1,3-dimethylcyclopentadiene.
Claim 30
Dependent Claim
20 words
The method of claim 20 wherein the nonconjugated diolefin is selected from the group consisting of 2-methyl-1,4-pentadiene, 2-methyl-1,4-hexadiene, and 2,3-dimethyl-1,5-heptadiene.
Claim 31
Dependent Claim
35 words
The method of claim 20 wherein the terpolymer is comprised of about 85 to 95 mol % isobutylene, about 5 to 9 mol % cyclic diolefin, and about 0.5 to 5 mol % conjugated diolefin.
Claim 32
Dependent Claim
11 words
The method of claim 26 wherein the cyclic diolefin is cyclopentadiene.
Claim 33
Independent Claim
113 words
A method for preparing a tack-free, air-dryable, elastomeric terpolymer which comprises reacting: (a) an elastomeric terpolymer having a viscosity average molecular weight of about 10,000 to 700,000 and comprising about 60 to 95 mol % isobutylene, about 3 to 15 mol % C 2 -C 12 cyclic diolefin and about 0.5 to 30 mol % styrene compound represented by the formula ##STR9## where R' is hydrogen or CH 3 and R is a hydrogen or an acyclic or alicyclic hydrocarbon radical having from 1 to 12 carbon atoms; with (b) a compound selected from the group consisting of maleic anhydride, chlorohydrins, peracids, sulfuric acid, and halogen wherein the halogen is chlorine or bromine.
Claim 34
Independent Claim
113 words
A method for preparing a tack-free, air-dryable, elastomeric terpolymer which comprises reacting: (a) an elastomeric terpolymer having a viscosity average molecular weight of about 10,000 to 700,000 and comprising about 60 to 95 mol % isobutylene, about 3 to 15 mol % C 2 -C 12 cyclic diolefin and about 0.5 to 30 mol % styrene compound represented by the formula ##STR9## where R' is hydrogen or CH 3 and R is a hydrogen or an acyclic or alicyclic hydrocarbon radical having from 1 to 12 carbon atoms; with (b) a compound selected from the group consisting of maleic anhydride, chlorohydrins, peracids, sulfuric acid, and halogen wherein the halogen is chlorine or bromine.
Claim 35
Dependent Claim
16 words
The terpolymer of claim 28 wherein the viscosity average molecular weight is about 10,000 to 100,000.
Claim 36
Dependent Claim
11 words
The method of claim 28 wherein the cyclic diolefin is cyclopentadiene.
Claim 37
Dependent Claim
25 words
The method of claim 28 wherein the cyclic diolefin is a mono or polyalkylated cyclopentadiene wherein each alkyl group contains less than 6 carbon atoms.
Claim 38
Dependent Claim
24 words
The method of claim 28 wherein the mono or polyalkylated cyclopentadiene is selected from the group consisting of methyl cyclopentadiene, ethyl cyclopentadiene and 1,3-dimethylcyclopentadiene.
Claim 39
Dependent Claim
24 words
The method of claim 28 wherein the styrene compound is selected from the group consisting of styrene, α-methyl styrene, p-methyl styrene, and p-t-butyl styrene.
Claim 40
Dependent Claim
35 words
The method of claim 23 wherein the terpolymer is comprised of about 85 to 95 mol % isobutylene, about 5 to 9 mol % cyclic diolefin, and about 0.5 to 5 mol % conjugated diolefin.
Claim 41
Dependent Claim
11 words
The method of claim 34 wherein the cyclic diolefin is cyclopentadiene.
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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) | 1984-01-13 | 1984-07-14 | 1985-01-13 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-01-13 | 1988-07-14 | 1989-01-13 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-01-13 | 1992-07-14 | 1993-01-13 | $7700.00 | Window Closed / Lapsed |