US5449724A
Expired / Lapsed
US
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Stable free radical polymerization process and thermoplastic materials produced therefrom
Assignee: Xerox Corp
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Filing: 1994-12-14
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Granted: 1995-09-12
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Expires: 2014-12-14
Abstract
Abstract A free radical polymerization process for the preparation of a thermoplastic resin includes heating a mixture comprised of a free radical initiator, a stable free radical agent, and ethylene at a temperature of from about 40° C. to about 500° C. and at a pressure of from about 500 to about 5,000 bar to form a thermoplastic resin. The thermoplastic resin has a molecular weight distribution of from about 1.0 to about 2.0.
Inventors
- 👤 Karen A. Moffat
- 👤 Marko D. Saban
- 👤 Richard P. N. Veregin
- 👤 Michael K. Georges
- 👤 Gordon K. Hamer
- 👤 Peter M. Kazmaier
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 15:23
CPC Classifications
C; C08; C08F; C08F10/00; C08F10/02
Claims Analysis
Total Claims: 18
Claim 1
Independent Claim
74 words
A free radical polymerization process for the preparation of a thermoplastic resin, comprising: heating at a temperature of from about 40° C. to about 500° C. and at a pressure of from about 500 to about 5,000 bar, a mixture comprised of a free radical initiator, a stable free radical agent, and ethylene, to form a thermoplastic resin, wherein said thermoplastic resin has a molecular weight distribution of from about 1.0 to about 2.0.
Claim 2
Dependent Claim
74 words
A free radical polymerization process for the preparation of a thermoplastic resin, comprising: heating at a temperature of from about 40° C. to about 500° C. and at a pressure of from about 500 to about 5,000 bar, a mixture comprised of a free radical initiator, a stable free radical agent, and ethylene, to form a thermoplastic resin, wherein said thermoplastic resin has a molecular weight distribution of from about 1.0 to about 2.0.
Claim 3
Dependent Claim
23 words
A process according to claim 1, wherein said heating is conducted at a temperature of from about 120° C. to about 350° C.
Claim 4
Dependent Claim
22 words
A process according to claim 1, wherein said heating is conducted at a pressure of from about 1,000 to about 3,000 bar.
Claim 5
Dependent Claim
23 words
A process according to claim 1, wherein said stable free radical agent is selected from the group consisting of stable free nitroxide radicals.
Claim 6
Dependent Claim
56 words
A process according to claim 4, wherein said stable free radical agent is selected from the group consisting of 2,2,5,5-tetramethyl-1-pyrrolidinyloxy, derivatives of 2,2,5,5-tetramethyl-1-pyrrolidinyloxy, dialkyl nitroxide radicals, derivatives of dialkyl nitroxide radicals, 4,4-dimethyl-1-oxazolidinyloxy, derivatives of 4,4-dimethyl-1-oxazolidinyloxy, 2,5-dimethyl-3,4-dicarboxylic-pyrrole, 2,5-dimethyl-3,4-diethylester-pyrrole, 2,3,4,5-tetraphenyl-pyrrole, 3-cyanopyrroline, 3-carbamoyl-pyrroline, 3-carboxylic-pyrroline, 1,1,3,3,-tetramethylisoindolin-2-yloxy, 1,1,3,3,-tetraethylisoindolin-2-yloxy, porphyrexide nitroxyl radicals, galvinoxyl, 1,3,3-trimethyl-2-azabicyclo[2,2,2]octane-5-one-2-oxide, 1-azabicyclo[3,3,1]nonane-2-oxide, 2,2,6,6-tetramethyl-1-piperidinyloxy, derivatives of 2,2,6,6-tetramethyl-1-piperidinyloxy, and mixtures thereof.
Claim 7
Dependent Claim
23 words
A process according to claim 1, wherein said free radical initiator is selected from the group consisting of peroxide initiators and azo initiators.
Claim 8
Dependent Claim
15 words
A process according to claim 1, further comprising adding an organic acid to said mixture.
Claim 9
Dependent Claim
23 words
A process according to claim 7, wherein said organic acid is selected from the group consisting of organic sulfonic, phosphoric and carboxylic acids.
Claim 10
Dependent Claim
32 words
A process according to claim 1, further comprising adding at least one additional polymerizable monomer to said mixture, wherein said additional polymerizable monomer is copolymerizable with ethylene under free radical polymerization conditions.
Claim 11
Dependent Claim
79 words
A process according to claim 9, wherein said additional polymerizable monomer is selected from the group consisting of propylene, butene, hexene, isobutylene, isoprene, butadiene, chloroprene, alpha-ethylenically unsaturated C 3 -C 8 carboxylic acids, beta-ethylenically unsaturated C 3 -C 8 carboxylic acids, alpha-ethylenically unsaturated C 4 -C 15 carboxylic esters, alpha-ethylenically unsaturated C 4 -C 15 carboxylic anhydrides, beta-ethylenically unsaturated C 4 -C 15 carboxylic esters, beta-ethylenically unsaturated C 4 -C 15 -carboxylic anhydrides, vinyl acetate, styrene, and acrylic acid.
Claim 12
Dependent Claim
29 words
A process according to claim 9, wherein said additional polymerizable monomer is added to said mixture in an amount of less than about 50 molar percent of said ethylene.
Claim 13
Dependent Claim
62 words
A process according to claim 1, wherein said free radical initiator is selected from the group consisting of tert-butyl peracetate, di- tert-amyl peroxide, di-tert-butyl peroxide, tert-butyl hydroperoxide, tertamyl perpivalate, butyl per-2-ethylhexanoate, tert-butyl perpivalate, tertbutyl perneodecanoate, tert-butyl perisononanoate, tert-amyl perneodecanoate, tert-butyl perbenzoate, di-2-ethylhexyl peroxydicarbonate, dicyclohexyl peroxydicarbonate, cumyl perneodecanoate, tertbutyl permaleate, benzoyl peroxide, lauroyl peroxide, 2,2'-azobis(isobutyronitrile), 2,2'-azobis(2,4-dimethylvaleronitrile), 2,2'-azobis(cyclohexanenitrile), 2,2'-azobiso(2-methylbutyronitrile), 2,2'-azobis(2,4-dimethyl-4-methoxyvaleronitrile), azobisisobutyronitrile and mixtures thereof.
Claim 14
Dependent Claim
15 words
A process according to claim 1, wherein said heating is conducted in an inert atmosphere.
Claim 15
Dependent Claim
14 words
A process according to claim 13, wherein said inert atmosphere comprises argon or nitrogen.
Claim 16
Dependent Claim
27 words
A process according to claim 1, wherein at least one of said free radical initiator and said stable free radical agent is dispersed in a hydrocarbon medium.
Claim 17
Dependent Claim
26 words
A process according to claim 15, wherein said hydrocarbon medium comprises a non-polymerizable hydrocarbon selected from the group consisting of benzene, toluene, xylene, and ethyl acetate.
Claim 18
Dependent Claim
16 words
A process according to claim 1, further comprising cooling said mixture to terminate the polymerization process.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 1998-09-11 | 1999-03-13 | 1999-09-12 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2002-09-11 | 2003-03-13 | 2003-09-12 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2006-09-11 | 2007-03-13 | 2007-09-12 | $7700.00 | Window Closed / Lapsed |