CA2039953A1 - Diene polymers and copolymers terminated by reaction with n-alkyl and n-aryl imines - Google Patents

Diene polymers and copolymers terminated by reaction with n-alkyl and n-aryl imines

Info

Publication number
CA2039953A1
CA2039953A1 CA2039953A CA2039953A CA2039953A1 CA 2039953 A1 CA2039953 A1 CA 2039953A1 CA 2039953 A CA2039953 A CA 2039953A CA 2039953 A CA2039953 A CA 2039953A CA 2039953 A1 CA2039953 A1 CA 2039953A1
Authority
CA
Canada
Prior art keywords
aryl
alkyl
groups
cycloalkyl
aralkyl
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
CA2039953A
Other languages
French (fr)
Other versions
CA2039953C (en
Inventor
Mark L. Stayer, Jr.
Thomas A. Antkowiak
David F. Lawson
Russell W. Koch
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bridgestone Firestone Inc
Original Assignee
Bridgestone Firestone Inc
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Bridgestone Firestone Inc filed Critical Bridgestone Firestone Inc
Publication of CA2039953A1 publication Critical patent/CA2039953A1/en
Application granted granted Critical
Publication of CA2039953C publication Critical patent/CA2039953C/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08CTREATMENT OR CHEMICAL MODIFICATION OF RUBBERS
    • C08C19/00Chemical modification of rubber
    • C08C19/30Addition of a reagent which reacts with a hetero atom or a group containing hetero atoms of the macromolecule
    • C08C19/42Addition of a reagent which reacts with a hetero atom or a group containing hetero atoms of the macromolecule reacting with metals or metal-containing groups
    • C08C19/44Addition of a reagent which reacts with a hetero atom or a group containing hetero atoms of the macromolecule reacting with metals or metal-containing groups of polymers containing metal atoms exclusively at one or both ends of the skeleton
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B60VEHICLES IN GENERAL
    • B60CVEHICLE TYRES; TYRE INFLATION; TYRE CHANGING; CONNECTING VALVES TO INFLATABLE ELASTIC BODIES IN GENERAL; DEVICES OR ARRANGEMENTS RELATED TO TYRES
    • B60C1/00Tyres characterised by the chemical composition or the physical arrangement or mixture of the composition
    • B60C1/0016Compositions of the tread
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02TCLIMATE CHANGE MITIGATION TECHNOLOGIES RELATED TO TRANSPORTATION
    • Y02T10/00Road transport of goods or passengers
    • Y02T10/80Technologies aiming to reduce greenhouse gasses emissions common to all road transportation technologies
    • Y02T10/86Optimisation of rolling resistance, e.g. weight reduction 

Abstract

A process is provided for preparing a terminally functionalized polymer from a living polymer obtained by anionic polymerization of a diene monomer or mixture of a diene monomer and a vinyl aromatic hydrocarbon monomer which comprises reacting the living polymer with a compound having the formula:

(see fig. I) wherein R1 and R2 are selected from the group consisting of H, alkyl, cycloalkyl, aryl, dialkylaminoaryl, aralkyl, and aprotic O, N and S-containing alkyl, cycloalkyl, aryl and aralkyl groups; wherein R3 is selected from the group consisting of alkyl, cycloalkyl, aryl, dialkylaminoaryl, aralkyl, and aprotic O, N and S-containing alkyl, cycloalkyl, aryl and aralkyl groups;
with the proviso that at least one of the R1, R2 and R3 groups must be a dialkylaminoaryl group and that not all of the R1, R2 and R3 groups can be aryl groups.
The resultant terminally functionalized polymer has reduced hysteresis properties and may be utilized to prepare elastomer compositions and tire treads having reduced rolling resistance
CA002039953A 1990-04-09 1991-04-08 Diene polymers and copolymers terminated by reaction with n-alkyl and n-aryl imines Expired - Lifetime CA2039953C (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US07/506,306 US5066729A (en) 1990-04-09 1990-04-09 Diene polymers and copolymers terminated by reaction with n-alkyl and n-aryl imines
US506,306 1990-04-09

Publications (2)

Publication Number Publication Date
CA2039953A1 true CA2039953A1 (en) 1991-10-10
CA2039953C CA2039953C (en) 1997-12-16

Family

ID=24014047

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002039953A Expired - Lifetime CA2039953C (en) 1990-04-09 1991-04-08 Diene polymers and copolymers terminated by reaction with n-alkyl and n-aryl imines

Country Status (7)

Country Link
US (1) US5066729A (en)
EP (1) EP0451604B1 (en)
JP (2) JP2588645B2 (en)
CA (1) CA2039953C (en)
DE (1) DE69106027T2 (en)
ES (1) ES2064792T3 (en)
ZA (1) ZA912465B (en)

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Also Published As

Publication number Publication date
EP0451604B1 (en) 1994-12-21
JPH08269131A (en) 1996-10-15
JP2588645B2 (en) 1997-03-05
US5066729A (en) 1991-11-19
DE69106027D1 (en) 1995-02-02
DE69106027T2 (en) 1995-05-24
ES2064792T3 (en) 1995-02-01
ZA912465B (en) 1992-04-29
EP0451604A2 (en) 1991-10-16
JPH05339302A (en) 1993-12-21
JP3100117B2 (en) 2000-10-16
EP0451604A3 (en) 1992-04-29
CA2039953C (en) 1997-12-16

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