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US4153773A Expired / Lapsed US ⏱️ 0.0 years remaining

Isobutylene cyclodiolefin copolymers and terpolymers

Assignee: ExxonMobil Technology and Engineering Co
•
Filing: 1977-06-06
•
Granted: 1979-05-08
•
Expires: 1997-06-06
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Abstract

Abstract Substantially gel free, high molecular weight, high unsaturation copolymers of isobutylene and cyclo-conjugated dienes having a number-average molecular weight of about 30,000 to about 90,000 and a mole % of unsaturation of about 5 to about 45 are prepared by a polymerization in a homogeneous phase, wherein the catalyst which is a hydrocarbyl aluminum dihalide or aluminum halide type catalyst dissolved in an aliphatic type solvent is added to a mixture of the isobutylene, cyclo-conjugated diene, and an aliphatic cosolvent and the polymerization reaction is carried out at a temperature of about -80 DEG to about -110 DEG C.

Inventors

  • 👤 Donald J. Buckley
  • 👤 Warren A. Thaler
  • 👤 Joseph P. Kennedy

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 06:18
CPC Classifications
C; C08; C08L; C08L23/00; C08L23/02; C08L23/18; C08L23/20; C08L23/22; C08F; C08F210/00; C08F210/04; C08F210/08; C08F210/10; C08F210/12

Claims Analysis

Total Claims: 46
Claim 1
Independent Claim 69 words
A substantially gel free copolymer consisting of a major portion of an isoolefin having about 4 to about 10 carbon atoms and about 8 to about 45 mole % of one cyclic conjugated diene of about 5 to about 9 carbon atoms, wherein said cyclic conjugated diene is selected from the group consisting of cyclopentadiene or methylcyclopentadiene, said copolymer having an Mn of about 30,000 to less than 90,000.
Claim 2
Dependent Claim 69 words
A substantially gel free copolymer consisting of a major portion of an isoolefin having about 4 to about 10 carbon atoms and about 8 to about 45 mole % of one cyclic conjugated diene of about 5 to about 9 carbon atoms, wherein said cyclic conjugated diene is selected from the group consisting of cyclopentadiene or methylcyclopentadiene, said copolymer having an Mn of about 30,000 to less than 90,000.
Claim 3
Dependent Claim 14 words
The product of claim 1, wherein the isoolefin is isobutylene, 2-methyl-1-butene, 3-methyl-1-butene or 4-methyl-1-pentene.
Claim 4
Dependent Claim 15 words
The product of claim 1, wherein the isoolefin is isobutylene and the diene is cyclopentadiene.
Claim 5
Dependent Claim 18 words
The product of claim 1, wherein the cyclic conjugated diene content is at least about 10 mole %.
Claim 6
Dependent Claim 65 words
A substantially gel free copolymer consisting of a major portion of an isoolefin having about 4 to about 10 carbon atoms and at least about 20 mole % of a cyclic conjugated diene having about 5 to about 9 carbon atoms, said cyclic conjugated diene selected from the group consisting of cyclopentadiene or methylcyclopentadiene, said copolymer having an Mn of about 30,000 to about 50,000.
Claim 7
Dependent Claim 65 words
A substantially gel free copolymer consisting of a major portion of an isoolefin having about 4 to about 10 carbon atoms and at least about 20 mole % of a cyclic conjugated diene having about 5 to about 9 carbon atoms, said cyclic conjugated diene selected from the group consisting of cyclopentadiene or methylcyclopentadiene, said copolymer having an Mn of about 30,000 to about 50,000.
Claim 8
Dependent Claim 14 words
The product of claim 5, wherein the isoolefin is isobutylene, 2-methyl-1-butene, 3-methyl-1-butene or 4-methyl-1-pentene.
Claim 9
Dependent Claim 15 words
The product of claim 5, wherein the isoolefin is isobutylene and the diene is cyclopentadiene.
Claim 10
Dependent Claim 65 words
A substantially gel free copolymer consisting of a major portion of an isoolefin having about 4 to about 10 carbon atoms and at least about 15 mole % of a cyclic conjugated diene having about 5 to about 9 carbon atoms, said cyclic conjugated diene selected from the group consisting of cyclopentadiene and methylcyclopentadiene, said copolymer having an Mn of about 50,000 to about 60,000.
Claim 11
Dependent Claim 65 words
A substantially gel free copolymer consisting of a major portion of an isoolefin having about 4 to about 10 carbon atoms and at least about 15 mole % of a cyclic conjugated diene having about 5 to about 9 carbon atoms, said cyclic conjugated diene selected from the group consisting of cyclopentadiene and methylcyclopentadiene, said copolymer having an Mn of about 50,000 to about 60,000.
Claim 12
Dependent Claim 14 words
The product of claim 8, wherein the isoolefin is isobutylene, 2-methyl-1-butene, 3-methyl-1-butene or 4-methyl-1-pentene.
Claim 13
Dependent Claim 15 words
The product of claim 8, wherein the isoolefin is isobutylene and the diene is cyclopentadiene.
Claim 14
Dependent Claim 65 words
A substantially gel free copolymer consisting of a major portion of an isoolefin having about 4 to about 10 carbon atoms and at least about 10 mole % of a cyclic conjugated diene having about 5 to about 9 carbon atoms, said cyclic conjugated diene selected from the group consisting of cyclopentadiene and methylcyclopentadiene, said copolymer having an Mn of about 60,000 to about 70,000.
Claim 15
Dependent Claim 65 words
A substantially gel free copolymer consisting of a major portion of an isoolefin having about 4 to about 10 carbon atoms and at least about 10 mole % of a cyclic conjugated diene having about 5 to about 9 carbon atoms, said cyclic conjugated diene selected from the group consisting of cyclopentadiene and methylcyclopentadiene, said copolymer having an Mn of about 60,000 to about 70,000.
Claim 16
Dependent Claim 14 words
The product of claim 11, wherein the isoolefin is isobutylene, 2-methyl-1-butene, 3-methyl-1-butene or 4-methyl-1-pentene.
Claim 17
Dependent Claim 15 words
The product of claim 11, wherein the isoolefin is isobutylene and the diene is cyclopentadiene.
Claim 18
Dependent Claim 66 words
A substantially gel free copolymer consisting of a major portion of an isoolefin having about 4 to about 10 carbon atoms and at least about 8 mole % of one cyclic conjugated diene having about 5 to about 9 carbon atoms, said cyclic conjugated diene selected from the group consisting of cyclopentadiene and methylcyclopentadiene, said copolymer having an Mn of about 70,000 to less than 90,000.
Claim 19
Dependent Claim 66 words
A substantially gel free copolymer consisting of a major portion of an isoolefin having about 4 to about 10 carbon atoms and at least about 8 mole % of one cyclic conjugated diene having about 5 to about 9 carbon atoms, said cyclic conjugated diene selected from the group consisting of cyclopentadiene and methylcyclopentadiene, said copolymer having an Mn of about 70,000 to less than 90,000.
Claim 20
Dependent Claim 14 words
The product of claim 14, wherein the isoolefin is isobutylene, 2-methyl-1-butene, 3-methyl-1-butene or 4-methyl-1-pentene.
Claim 21
Dependent Claim 15 words
The product of claim 14, wherein the isoolefin is isobutylene and the diene is cyclopentadiene.
Claim 22
Dependent Claim 90 words
A substantially gel free terpolymer consisting of a major portion of an isoolefin having about 4 to about 10 carbon atoms and a minor portion of an acyclic conjugated diene having about 5 to about 9 carbon atoms and a cyclic conjugated diene having about 5 to about 9 carbon atoms, said cyclic conjugated diene selected from the group consisting of cyclopentadiene and methylcyclopentadiene, a mole % unsaturation of said cyclic conjugated diene being at least 20 mole %, an Mn of said terpolymer being about 30,000 to about 50,000.
Claim 23
Dependent Claim 90 words
A substantially gel free terpolymer consisting of a major portion of an isoolefin having about 4 to about 10 carbon atoms and a minor portion of an acyclic conjugated diene having about 5 to about 9 carbon atoms and a cyclic conjugated diene having about 5 to about 9 carbon atoms, said cyclic conjugated diene selected from the group consisting of cyclopentadiene and methylcyclopentadiene, a mole % unsaturation of said cyclic conjugated diene being at least 20 mole %, an Mn of said terpolymer being about 30,000 to about 50,000.
Claim 24
Dependent Claim 24 words
The product of claim 17, wherein said isoolefin is isobutylene and said acyclic conjugated diene is isoprene and said cyclic conjugated diene is cyclopentadiene.
Claim 25
Dependent Claim 12 words
The product of claim 17, wherein said acyclic conjugated diene is isoprene.
Claim 26
Dependent Claim 12 words
The product of claim 17, wherein said cyclic conjugated diene is cyclopentadiene.
Claim 27
Dependent Claim 90 words
A substantially gel free terpolymer consisting of a major portion of an isoolefin having about 4 to about 10 carbon atoms and a minor portion of an acyclic conjugated diene having about 5 to about 9 carbon atoms and a cyclic conjugated diene having about 5 to about 9 cabon atoms, said cyclic conjugated diene selected from the group consisting of cyclopentadiene and methylcyclopentadiene, a mole % unsaturation of said cyclic conjugated diene being at least 15 mole %, an Mn of said terpolymer being about 50,000 to about 60,000.
Claim 28
Dependent Claim 90 words
A substantially gel free terpolymer consisting of a major portion of an isoolefin having about 4 to about 10 carbon atoms and a minor portion of an acyclic conjugated diene having about 5 to about 9 carbon atoms and a cyclic conjugated diene having about 5 to about 9 cabon atoms, said cyclic conjugated diene selected from the group consisting of cyclopentadiene and methylcyclopentadiene, a mole % unsaturation of said cyclic conjugated diene being at least 15 mole %, an Mn of said terpolymer being about 50,000 to about 60,000.
Claim 29
Dependent Claim 23 words
The product of claim 21, wherein said isoolefin is isobutylene, said acyclic conjugated diene is isoprene, and said cyclic conjugated diene is cyclopentadiene.
Claim 30
Dependent Claim 12 words
The product of claim 21, wherein said acyclic conjugated diene is isoprene.
Claim 31
Dependent Claim 12 words
The product of claim 21, wherein said cyclic conjugated diene is cyclopentadiene.
Claim 32
Dependent Claim 90 words
A substantially gel free terpolymer consisting of a major portion of an isoolefin having about 4 to about 10 carbon atoms and a minor portion of an acyclic conjugated diene having about 5 to about 9 carbon atoms and a cyclic conjugated diene having about 5 to about 9 carbon atoms, said cyclic conjugated diene selected from the group consisting of cyclopentadiene and methylcyclopentadiene, a mole % unsaturation of said cyclic conjugated diene being at least 10 mole %, an Mn of said terpolymer being about 60,000 to about 70,000.
Claim 33
Dependent Claim 90 words
A substantially gel free terpolymer consisting of a major portion of an isoolefin having about 4 to about 10 carbon atoms and a minor portion of an acyclic conjugated diene having about 5 to about 9 carbon atoms and a cyclic conjugated diene having about 5 to about 9 carbon atoms, said cyclic conjugated diene selected from the group consisting of cyclopentadiene and methylcyclopentadiene, a mole % unsaturation of said cyclic conjugated diene being at least 10 mole %, an Mn of said terpolymer being about 60,000 to about 70,000.
Claim 34
Dependent Claim 23 words
The product of claim 25, wherein said isoolefin is isobutylene, said acyclic conjugated diene is isoprene and said cyclic conjugated diene is cyclopentadiene.
Claim 35
Dependent Claim 12 words
The product of claim 25, wherein said acyclic conjugated diene is isoprene.
Claim 36
Dependent Claim 12 words
The product of claim 25, wherein said cyclic conjugated diene is cyclopentadiene.
Claim 37
Dependent Claim 91 words
A substantially gel free terpolymer consisting of a major portion of an isoolefin having about 4 to about 10 carbon atoms and a minor portion of one acyclic conjugated diene having about 5 to about 9 carbon atoms and one cyclic conjugated diene having about 5 to about 9 carbon atoms, said cyclic conjugated diene selected from the group consisting of cyclopentadiene and methylcyclopentadiene, a mole % unsaturation of said cyclic conjugated diene being at least 8 mole %, an Mn of said terpolymer being about 70,000 to less than 90,000.
Claim 38
Dependent Claim 91 words
A substantially gel free terpolymer consisting of a major portion of an isoolefin having about 4 to about 10 carbon atoms and a minor portion of one acyclic conjugated diene having about 5 to about 9 carbon atoms and one cyclic conjugated diene having about 5 to about 9 carbon atoms, said cyclic conjugated diene selected from the group consisting of cyclopentadiene and methylcyclopentadiene, a mole % unsaturation of said cyclic conjugated diene being at least 8 mole %, an Mn of said terpolymer being about 70,000 to less than 90,000.
Claim 39
Dependent Claim 23 words
The product of claim 29, wherein said isoolefin is isobutylene, said acyclic conjugated diene is isoprene and said cyclic conjugated diene is cyclopentadiene.
Claim 40
Dependent Claim 12 words
The product of claim 29, wherein said acyclic conjugated diene is isoprene.
Claim 41
Dependent Claim 12 words
The product of claim 29, wherein said cyclic conjugated diene is cyclopentadiene.
Claim 42
Dependent Claim 91 words
A substantially gel free terpolymer consisting of a major portion of an isoolefin having about 4 to about 10 carbon atoms and a minor portion of an acyclic conjugated diene having about 5 to about 9 carbon atoms and a cyclic conjugated diene having about 5 to about 9 carbon atoms, said cyclic conjugated diene selected from the group consisting of cyclopentadiene and methylcyclopentadiene, a mole % unsaturation of said cyclic conjugated diene being at least about 10 mole%, an Mn of said terpolymer being about 30,000 to less than 90,000.
Claim 43
Dependent Claim 91 words
A substantially gel free terpolymer consisting of a major portion of an isoolefin having about 4 to about 10 carbon atoms and a minor portion of an acyclic conjugated diene having about 5 to about 9 carbon atoms and a cyclic conjugated diene having about 5 to about 9 carbon atoms, said cyclic conjugated diene selected from the group consisting of cyclopentadiene and methylcyclopentadiene, a mole % unsaturation of said cyclic conjugated diene being at least about 10 mole%, an Mn of said terpolymer being about 30,000 to less than 90,000.
Claim 44
Dependent Claim 23 words
The product of claim 23 wherein said isoolefin is isobutylene, said acyclic conjugated diene is isoprene, and said cyclic conjugated diene is cyclopentadiene.
Claim 45
Dependent Claim 12 words
The product of claim 33, wherein said acyclic conjugated diene is isoprene.
Claim 46
Dependent Claim 12 words
The product of claim 33, wherein said cyclic conjugated diene is cyclopentadiene.

References Cited (Backward Citations)

US2521359A Cited
US3080337A Cited
US3356661A Cited
US3808177A Cited
US3928297A Cited
US4031300A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1982-05-07 1982-11-06 1983-05-08 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1986-05-07 1986-11-06 1987-05-08 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1990-05-07 1990-11-06 1991-05-08 $7700.00 Window Closed / Lapsed

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