US5162445A
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Para-alkylstyrene/isoolefin copolymers and functionalized copolymers thereof
Assignee: ExxonMobil Chemical Patents Inc
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Filing: 1989-11-27
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Granted: 1992-11-10
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Expires: 2009-11-27
Abstract
Abstract A copolymer of a C 4 to C 7 isoolefin and a para-alkylstyrene is provided as well as the corresponding halogenated, functionalized and grafted derivatives thereof. Processes for producing these copolymers are also provided.
Inventors
- 👤 Kenneth W. Powers
- 👤 Hsien-Chang Wang
- 👤 T-C Chung
- 👤 Anthony J. Dias
- 👤 Joseph A. Olkusz
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-25 15:55
CPC Classifications
C; C08; C08L; C08L23/00; C08L23/26; C08L23/28; C08L23/283; C08F; C08F210/00; C08F210/04; C08F210/08; C08F210/10; C08F210/14; C08F212/00; C08F212/02; C08F212/04; C08F212/06; C08F212/12; C08F8/00; C08F8/18; C08F8/20; C08G; C08G81/00; C08G81/02; C08G81/021; C08L23/02; C08L23/18; C08L23/20; C08L23/22; C08L71/00; C08L71/08; C08L71/10; C08L71/12; C08L71/123; Y; Y02; Y02P; Y02P20/00; Y02P20/50; Y02P20/582; Y10; Y10S; Y10S526/00; Y10S526/912
Claims Analysis
Total Claims: 61
Claim 1
Independent Claim
89 words
A functionalized polymer of an isoolefin having from 4 to 7 carbon atoms and a para-alkylstyrene, wherein said functionalized polymer comprises a para-alkylstyrene moiety represented by the formula: ##STR76## wherein R and R 1 are independently selected from the group consisting of hydrogen, alkyl, primary and secondary haloalkyl; and a functionalized para-alkylstyrene moiety having at least one type of functionalized group other than a halogen attached to said para-alkyl group, said functionalized polymer having a substantially homogeneous compositional distribution, and a ratio of Mw/Mn of less than about 6.
Claim 2
Dependent Claim
89 words
A functionalized polymer of an isoolefin having from 4 to 7 carbon atoms and a para-alkylstyrene, wherein said functionalized polymer comprises a para-alkylstyrene moiety represented by the formula: ##STR76## wherein R and R 1 are independently selected from the group consisting of hydrogen, alkyl, primary and secondary haloalkyl; and a functionalized para-alkylstyrene moiety having at least one type of functionalized group other than a halogen attached to said para-alkyl group, said functionalized polymer having a substantially homogeneous compositional distribution, and a ratio of Mw/Mn of less than about 6.
Claim 3
Dependent Claim
20 words
The functionalized polymer of claim 1 wherein said copolymer has a number average molecular weight of at least about 25,000.
Claim 4
Dependent Claim
21 words
The functionalized polymer of claim 1 wherein said polymer has a number average molecular weight of between about 500 and 25,000.
Claim 5
Dependent Claim
22 words
The functionalized polymer of claim 1 wherein said polymer has a ratio of M w /M n of less than about 2.5.
Claim 6
Dependent Claim
22 words
The functionalized polymer of claim 1 wherein said polymer has a ratio of M w /M n of less than about 2.
Claim 7
Dependent Claim
16 words
The functionalized polymer of claim 1 wherein said isoolefin comprises isobutylene and said para-alkylstyrene comprises para-methylstyrene.
Claim 8
Dependent Claim
48 words
The functionalized polymer of claim 1 wherein said isoolefin and said para-alkylstyrene are present in said polymer in amounts such that said isoolefin comprises from about 80 to 99.5 wt. % of said polymer and said para-alkylstyrene comprises from about 0.5 to 20 wt. % of said polymer.
Claim 9
Dependent Claim
20 words
The functionalized polymer of claim 6 wherein said polymer has a number average molecular weight of greater than about 25,000.
Claim 10
Dependent Claim
22 words
The functionalized polymer of claim 8 wherein said polymer has a ratio of M w /M n of less than about 2.5
Claim 11
Dependent Claim
48 words
The functionalized polymer of claim 1 wherein said isoolefin and said para-alkylstyrene are present in said polymer in amounts such that said isoolefin comprises from about 10 to 99.5 wt. % of said polymer and said para-alkylstyrene comprises from about 0.5 to 90 wt. % of said polymer.
Claim 12
Dependent Claim
18 words
The functionalized polymer of claim 10 or 7 wherein said isoolefin comprises isobutylene and said para-alkylstyrene comprises para-methylstyrene.
Claim 13
Dependent Claim
20 words
The functionalized polymer of claim 11 wherein said polymer has a number average molecular weight of greater than about 50,000.
Claim 14
Dependent Claim
20 words
The functionalized polymer of claim 12 wherein said polymer has a number average molecular weight of greater than about 100,000.
Claim 15
Dependent Claim
37 words
The functionalized polymer of claim 1 consisting essentially of the direct reaction product of isoolefin having from 4 to 7 carbon atoms and para-alkylstyrene, said polymer having a number average molecular weight of greater than about 25,000.
Claim 16
Dependent Claim
22 words
The functionalized polymer of claim 14 wherein said polymer has a ratio of M w /M n of less than about 2.5.
Claim 17
Dependent Claim
22 words
The functionalized polymer of claim 15 wherein said polymer has a ratio of M w /M n of less than about 2.0.
Claim 18
Dependent Claim
19 words
The functionalized polymer of claim 14 wherein said polymer has a number average molecular weightof greater than about 50,000.
Claim 19
Dependent Claim
20 words
The functionalized polymer of claim 17 wherein said polymer has a number average molecular weight of greater than about 100,000.
Claim 20
Dependent Claim
16 words
The functionalized polymer of claim 14 wherein said isoolefin comprises isobutylene and said para-alkylstyrene comprises para-methylstyrene.
Claim 21
Dependent Claim
57 words
The functionalized polymer of claim 14 wherein said polymer includes said para-alkylstyrene as ##STR77## wherein R and R' are independently selected from the group consisting of hydrogen, alkyl, and the primary and secondary alkyl halides, wherein y is a mixture of a halogen and at least one functional group containing oxygen, sulfur, silicon, nitrogen, carbon, and/or phosphorus.
Claim 22
Dependent Claim
19 words
The functionalized polymer of claim 20, wherein y is selected from the group consisting of alkoxide, phenoxide and carboxylates.
Claim 23
Dependent Claim
25 words
The functionalized polymer of claim 20, wherein y is selected from the group consisting of thiolates, thiophenolates, thioethers, thiocarboxylates, dithiocarboxylates, thioureas, dithiocarbamates, xanthates and thiocyanates.
Claim 24
Dependent Claim
29 words
The functionalized polymer of claim 20, wherein y is selected from the group consisting of silanes, halosilanes, malonates, cyanides, and CR' 3 wherein each R' is an organic radical.
Claim 25
Dependent Claim
23 words
The functinalized polymer of claim 20, wherein y is selected from the group consisting of amides, amines, carbazoles, phthalimides, pyridine, maleimide and cyanates.
Claim 26
Dependent Claim
11 words
The functinalized polymer of claim 20, wherein y is a phosphine.
Claim 27
Dependent Claim
37 words
The functinalized polymer of claim 20, wherein R and R' are independently selected from the group consisting of hydrogen, C 1 to C 5 alkyl and the C 1 to C 5 primary and secondary alkyl halides.
Claim 28
Dependent Claim
48 words
The functionalized polymer of claim 14, wherein said isoolefin and said para-alkylstyrene are present in said polymer in amounts such that said isoolefin comprises from about 80 to 99.5 wt. % of said polymer and said para-alkylstyrene comprises from about 0.5 to 20 wt. % of said polymer.
Claim 29
Dependent Claim
48 words
The functionalized polymer of claim 14, wherein said isoolefin and said para-alkylstyrene are present in said polymer in amounts such that said isoolefin comprises from about 10 to 99.5 wt. % of said polymer and said para-alkylstyrene comprises from about 0.5 to 90 wt. % of said polymer.
Claim 30
Dependent Claim
26 words
The functionalized polymer of claim 1 wherein the normalized differential refractive index and ultraviolet curves obtained by gel permeation chromatography for said polymer are essentially superimposable.
Claim 31
Dependent Claim
46 words
The functionalized polymer of claim 1, wherein said functionalized polymer additionally comprises a halogenated para-alkylstyrene moiety represented by the formula: ##STR78## wherein R and R 1 are independently selected from the group consisting of hydrogen, alkyl, primary and secondary haloalkyl, and where X is a halogen.
Claim 32
Dependent Claim
33 words
The functionalized polymer of claim 1 or claim 30, wherein said functionalized group is selected from the group consisting of a functional group containing oxygen, sulfur, silicon, nitrogen, carbon, phosphorus and mixtures thereof.
Claim 33
Dependent Claim
87 words
A copolymer of an isoolefin having from 4 to 7 carbon atoms and a para-alkylstyrene, said copolymer having a substantially homogeneous compositional distribution and comprising a para-alkylstyrene moiety represented by the formula: ##STR79## and a halogenated para-alkylstyrene moiety represented by the formula ##STR80## wherein R and R 1 in each of said formulas are independently selected from the group consisting of hydrogen, alkyl, primary and secondary haloalkyl, and wherein X is a halogen and wherein said copolymer has a ratio of Mw/Mn of less than about 6.
Claim 34
Dependent Claim
87 words
A copolymer of an isoolefin having from 4 to 7 carbon atoms and a para-alkylstyrene, said copolymer having a substantially homogeneous compositional distribution and comprising a para-alkylstyrene moiety represented by the formula: ##STR79## and a halogenated para-alkylstyrene moiety represented by the formula ##STR80## wherein R and R 1 in each of said formulas are independently selected from the group consisting of hydrogen, alkyl, primary and secondary haloalkyl, and wherein X is a halogen and wherein said copolymer has a ratio of Mw/Mn of less than about 6.
Claim 35
Dependent Claim
24 words
The copolymer of claim 32 wherein said copolymer is otherwise substantially free of any ring halogen or any halogen on the polymer backbone chain.
Claim 36
Dependent Claim
32 words
The copolymer of claim 33 wherein at least about 95 wt. % of said copolymer has a para-alkylstyrene content within about 10 wt. % of the average para-alkylstyrene content for said copolymer.
Claim 37
Dependent Claim
25 words
The copolymer of claim 34 wherein the normalized differential refractive index and ultraviolet curves obtained by gel permeation chromatography for said copolymer are essentially superimposeable.
Claim 38
Dependent Claim
19 words
The copolymer of claim 32 wherein said copolymer has a number average molecular weight of at least about 25,000.
Claim 39
Dependent Claim
20 words
The copolymer of claim 32 wherein said copolymer has a number average molecular weight of between about 500 and 25,000.
Claim 40
Dependent Claim
21 words
The copolymer of claim 32 wherein said copolymer has a ratio of M w /M n of less than about 2.5.
Claim 41
Dependent Claim
27 words
The copolymer of claim 32 wherein R and R' are independently selected from the group consisting of hydrogen, C 1 to C 5 primary and secondary haloalkyl.
Claim 42
Dependent Claim
17 words
The copolymer of claim 39 wherein X is selected from the group consisting of chlorine and bromine.
Claim 43
Dependent Claim
9 words
The copolymer of claim 40 wherein X comprises bromine.
Claim 44
Dependent Claim
39 words
The copolymer of claim 32, wherein said isoolefin comprises isobutylene, said R and R 1 comprise hydrogen and wherein said para-alkylstyrene moiety (1) is a para-methylstyrene moiety and wherein said halogenated para-alkylstyrene moiety (2) is a halogenated para-methylsytrene moiety.
Claim 45
Dependent Claim
47 words
The copolymer of claim 32 wherein said isoolefin and said para-alkylstyrene are present in said copolymer in amounts such that said isoolefin comprises from about 80 to 99.5 wt. % of said copolymer and said para-alkylstyrene comprises from about 0.5 to 20 wt. % of said copolymer.
Claim 46
Dependent Claim
47 words
The copolymer of claim 32 wherein said isobutylene and said para-methylstyrene are present in said copolymer in amounts such that said isobutylene comprises from about 10 to 99.5 wt. % of said copolymer and said para-methylstyrene comprises from about 0.5 to 90 wt. % of said copolymer.
Claim 47
Dependent Claim
17 words
The copolymer of claim 43 or 44 wherein said isoolefin comprises isobutylene and said para-alkylstyrene comprises para-methylstyrene.
Claim 48
Dependent Claim
25 words
The copolymer of claim 32 wherein the normalized differential refractive index and ultraviolet curves obtained by gel permeation chromatography for said copolymer are essentially superimposeable.
Claim 49
Dependent Claim
21 words
The copolymer of claim 38 wherein said copolymer has a ratio of M w /M n of less than about 2.
Claim 50
Dependent Claim
29 words
The copolymer of claim 32, wherein X is bromine and wherein said copolymer is otherwise substantially free of any ring bromine or any bromine on the polymer backbone chain.
Claim 51
Dependent Claim
36 words
The copolymer of claim 48 wherein R and R' are independently selected from the grop consisting of hydrogen, C 1 to C 5 alkyl, and the primary and secondary C 1 to C 5 alkyl halides.
Claim 52
Dependent Claim
11 words
The copolymer of claim 48 wherein R and R' comprise hydrogen.
Claim 53
Dependent Claim
25 words
The copolymer of claim 48 wherein the normalized differential refractive index and ultraviolet curves obtained by gel permeation chromatography for said copolymer are essentially superimposeable.
Claim 54
Dependent Claim
19 words
The copolymer of claim 48 wherein said copolymer has a number average molecular weight of greater than about 25,000.
Claim 55
Dependent Claim
20 words
The copolymer of claim 48 wherein said copolymer has a number average molecular weight of between about 500 and 25,000.
Claim 56
Dependent Claim
21 words
The copolymer of claim 48 wherein said copolymer has a ratio of M w /M n of less than about 2.5.
Claim 57
Dependent Claim
21 words
The copolymer of claim 48 wherein said copolymer has a ratio of M w /M n of less than about 2.
Claim 58
Dependent Claim
19 words
The copolymer of claim 48 wherein said copolymer has a number average molecular weight of grater than about 50,000.
Claim 59
Dependent Claim
19 words
the copolymer of claim 48 wherein said copolymer has a number average molecular weight of greater than about 100,000.
Claim 60
Dependent Claim
24 words
the copolymer of claim 48, wherein up to 60 percent of said para-alkylstyrene is present in the form of said halogenated para-alkylstyrene moiety (2).
Claim 61
Dependent Claim
10 words
The copolymer of claim 48, wherein said isoolefin comprises isobutylene.
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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) | 1995-11-10 | 1996-05-11 | 1996-11-10 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1999-11-10 | 2000-05-11 | 2000-11-10 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2003-11-10 | 2004-05-11 | 2004-11-10 | $7700.00 | Window Closed / Lapsed |