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US5498679A Expired / Lapsed US ⏱️ 0.0 years remaining

Process for producing telechelic, branched and star thermoplastic resin polymers

Assignee: Xerox Corp
•
Filing: 1995-03-30
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Granted: 1996-03-12
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Expires: 2015-03-30
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Abstract

Abstract A free radical polymerization process for the preparation of a thermoplastic resin or resins includes heating a mixture of a multifunctional nitroxide compound and at least one polymerizable monomer compound to form a thermoplastic resin or resins; cooling the mixture; and optionally isolating and washing and drying the thermoplastic resin. A multifunctional nitroxide compound for use in the reaction is formed from a stable free radical agent and a compound having one or more halide functional groups. The free radical polymerization process may be used to prepare telechelic, branched and star polymers.

Inventors

  • 👤 Karen A. Moffat
  • 👤 Peter M. Kazmaier
  • 👤 Gordon K. Hamer
  • 👤 Michael K. Georges

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-01 19:48
CPC Classifications
C; C08; C08F; C08F2/00; C08F4/00

Claims Analysis

Total Claims: 20
Claim 1
Independent Claim 79 words
A free radical polymerization process for the preparation of a thermoplastic resin or resins, comprising: forming a multifunctional nitroxide compound by reacting a stable free radical agent and a compound having two or more halide functional groups; heating a mixture of said multifunctional nitroxide compound and at least one polymerizable monomer compound to form said thermoplastic resin or resins; cooling said mixture; optionally isolating said thermoplastic resin or resins; and optionally washing and drying said thermoplastic resin or resins.
Claim 2
Dependent Claim 79 words
A free radical polymerization process for the preparation of a thermoplastic resin or resins, comprising: forming a multifunctional nitroxide compound by reacting a stable free radical agent and a compound having two or more halide functional groups; heating a mixture of said multifunctional nitroxide compound and at least one polymerizable monomer compound to form said thermoplastic resin or resins; cooling said mixture; optionally isolating said thermoplastic resin or resins; and optionally washing and drying said thermoplastic resin or resins.
Claim 3
Dependent Claim 20 words
A process according to claim 1, wherein said compound used to form said multifunctional nitroxide compound is a non-polymeric compound.
Claim 4
Dependent Claim 19 words
A process according to claim 1, wherein said thermoplastic resin or resins is a telechelic, branched or star polymer.
Claim 5
Dependent Claim 32 words
A process according to claim 1, wherein said compound used to form said multifunctional nitroxide compound has two reactive halide functional groups and said thermoplastic resin or resins is a telechelic polymer.
Claim 6
Dependent Claim 32 words
A process according to claim 1, wherein said compound used to form said multifunctional nitroxide compound has three reactive halide functional groups and said thermoplastic resin or resins is a branched polymer.
Claim 7
Dependent Claim 32 words
A process according to claim 1, wherein said compound used to form said multifunctional nitroxide compound has six reactive halide functional groups and said thermoplastic resin or resins is a star polymer.
Claim 8
Dependent Claim 37 words
A process according to claim 1, wherein said multifunctional nitroxide compound is formed by reacting a stable free radical agent and a compound having two or more halide functional groups at a temperature below about 60° C.
Claim 9
Dependent Claim 39 words
A process according to claim 7, further comprising reacting with said stable free radical agent and said compound having two or more halide functional groups a compound capable of generating hydride radicals under stable free radical polymerization process conditions.
Claim 10
Dependent Claim 18 words
A process according to claim 8, wherein said compound capable of generating hydride radicals is tributyl tin hydride.
Claim 11
Dependent Claim 33 words
A process according to claim 8, wherein said compound having two or more halide functional groups is selected from the group consisting of alkyl halide compounds, aryl halide compounds and alpha-keto halide compounds.
Claim 12
Dependent Claim 31 words
A process according to claim 1, wherein said stable free radical agent is selected from the group consisting of 2,2,5,5-tetramethyl-1-pyrrolidinyloxy, derivatives thereof, 2,2,6,6-tetramethyl-1-piperidinyloxy, derivatives thereof, 4,4-dimethyl-1-oxazolidinyloxy, derivatives thereof, and mixtures thereof.
Claim 13
Dependent Claim 32 words
A process according to claim 1, wherein said multifunctional nitroxide compound is formed in a solution of said polymerizable monomer and is not isolated from said solution prior to said heating step.
Claim 14
Dependent Claim 32 words
A process according to claim 1, wherein said multifunctional nitroxide compound is formed in a solution separate from said polymerizable monomer and is isolated from said solution prior to said heating step.
Claim 15
Dependent Claim 26 words
A process according to claim 1, wherein said heating step comprises heating said mixture at a temperature of from about 60° C. to about 160° C.
Claim 16
Dependent Claim 22 words
A process according to claim 1, wherein said thermoplastic resin has a molecular weight distribution of from about 1.1 to about 2.0.
Claim 17
Dependent Claim 41 words
A process according to claim 1, wherein said at least one polymerizable monomer compound is selected from the group consisting of styrene and derivatives thereof, conjugated dienes and derivatives thereof, acrylate and derivatives thereof, ethylene and derivatives thereof, and mixtures thereof.
Claim 18
Dependent Claim 23 words
A process according to claim 1, wherein said thermoplastic resin has a number average molecular weight of from about 1,000 to about 1,000,000.
Claim 19
Dependent Claim 101 words
A free radical polymerization process for the preparation of a thermoplastic resin or resins, comprising: forming a multifunctional nitroxide compound by reacting a stable free radical agent, a compound having two or more halide functional groups, and a compound capable of generating hydride radicals, at a temperature below about 60° C.; heating at a temperature of above about 60° C. a mixture of said multifunctional nitroxide compound and at least one polymerizable monomer compound to form said thermoplastic resin or resins; cooling said mixture; optionally isolating said thermoplastic resin or resins; and optionally washing and drying said thermoplastic resin or resins.
Claim 20
Dependent Claim 101 words
A free radical polymerization process for the preparation of a thermoplastic resin or resins, comprising: forming a multifunctional nitroxide compound by reacting a stable free radical agent, a compound having two or more halide functional groups, and a compound capable of generating hydride radicals, at a temperature below about 60° C.; heating at a temperature of above about 60° C. a mixture of said multifunctional nitroxide compound and at least one polymerizable monomer compound to form said thermoplastic resin or resins; cooling said mixture; optionally isolating said thermoplastic resin or resins; and optionally washing and drying said thermoplastic resin or resins.

References Cited (Backward Citations)

US4581429A Cited
US4777230A Cited
US5322912A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
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