Bridgestone Corporation

The Firestone Tire & Rubber Company

Bridgestone/firestone, Inc.

Bridgestone/firestone Research, Inc.

Mark L Stayer

David F Lawson

Thomas A Antkowiak

James E Hall

John R Schreffler

Russell W Koch

Daniel F Graves

John W Fieldhouse

David Saffles

William L Hergenrother

William M Cole

Steven L Fenske

Yoichi Ozawa

Shingo Futamura

Jung W Kang

David M Roggeman

Koichi Morita

Ashley S Hilton

H James Harwood

Ryota Fujio

Mario N Detrano

Takashi Kitamura

Dennis L Snyder

Vispi R Sagar

Akira Matsuda

Mark S Prichard

Trent F Longo

Sulfenyl halide polymerization terminators

A process for preparing highly functionalized polymers comprising the steps of admixing anionically-polymerizable monomers and at least one anionic-polymerization initiator to form an admixture of living polymers, adding at least one lithium alkoxide stabilizer to the admixture of living polymers to form a stabilized admixture, and adding a functionalizing agent to the stabilized admixture.

Highly functionalized polymers and a process for making the same

Aminoalkyllithium compounds containing cyclic amines and polymers therefrom

A method of preparing a functionalized polymer comprising the steps of initiating the formation and propagation of an anionically-polymerized living polymer, and terminating the propagation of the living polymer by reacting the polymer with a terminating agent selected from the group of agents defined by the formulas (III), (IV), and (V)

A functionialized polymer according to the invention includes a polymer molecule having the general formula AYLi where A is a cyclic amine-containing radical having the general formula ##STR1## wherein R.sub.1 is a divalent alkylene, an oxy- or amino-alkylene, or substituted alkylene having from 6 to about 20 carbon atoms; R.sub.2 is a linear-, branched-, or cyclo-alkylene having from about 2 to about 20 carbon atoms; and Y is a divalent polymer radical and Li is a lithium atom bonded to a carbon atom of Y.

Aminoalkyllithium compounds containing cyclic amines and polymers

A functionalized polymer includes a polymer chain carrying at least one functional group selected from alkyl, dialkyl and cycloalkyl amine radicals having the general formula ##STR1## and cyclic amine radicals having the general formula ##STR2## where R.sub.1 is an alkyl, cycloalkyl or aralkyl having from 1 to about 12 carbon atoms, and R.sub.2 is an alkylene, substituted alkylene, oxy- or N-alkylamino-alkylene group having from about 3 to about 16 methylene groups. The invention also provides products based upon such polymers.

Amine containing polymers and products therefrom

A functionalized polymer according to the invention includes a polymer molecule having the general formula AYLi where A is a cyclic amine-containing radical having the general formula ##STR1## wherein R.sub.1 is a divalent alkylene, an oxy- or amino-alkylene, or substituted alkylene having from 6 to about 20 carbon atoms; R.sub.2 is a linear-, branched-, or cyclo-alkylene having from about 2 to about 20 carbon atoms; and Y is a divalent polymer radical and Li is a lithium atom bonded to a carbon atom of Y.

An organolithium compound according to the present invention containing a cyclic amino group, has the general formula: ##STR1## wherein R.sub.1 is a divalent alkylene, an oxy- or amino-alkylene, or substituted alkylene having from 6 to about 20 carbon atoms; R.sub.2 is a linear-, branched-, or cyclo-alkylene having from about 2 to about 20 carbon atoms; and the lithium, Li, is bonded directly to a carbon atom of R.sub.2. A method of preparing an organolithium compound containing a cyclic amino group, comprising reacting a cyclic amino organo halide having the general formula ##STR2## where R.sub.1 and R.sub.2 are as above, and X is bromine or chlorine bonded directly to a carbon atom of R.sub.2, with a lithium reactant selected from lithium metal or an organolithium compound.

Alkyllithium compounds containing cyclic amines and their use in

The present invention is directed toward anionic polymerization employing lithio aldimines mixed with an organic alkali metal compound and optionally, a chelating reagent. The lithio aldimines have the general formula (A)Li, where A is derived from a substituted aldimine. The invention is also directed toward polymers and other products made using the initiator, and methods therefor. Further, the invention contemplates a polymer, a polymer composition and products therefrom, which include a functional group from the reaction product of a substituted aldimine and an organolithium compound. The resulting polymers may be modified with a terminating, coupling or linking agent, which may provide the polymer with a multifunctionality.

Process for producing elastomeric compound having reduced hysteresis

The present invention relates to a method of reducing hydrolysis and coupling of substituents of siloxane end capped polymers containing hydrolyzable substituents during contact with water. The Mooney viscosity of siloxane terminated polymers is stabilized during such contact by treating the polymer with a stabilizing amount of stabilizing agent selected from the group consisting of: an acid, an acyl halide, methane sulfonic acid, toluene sulfonic acid, sulfuryl chloride, thionylchloride, phosgene, carbon dioxide, sulfur dioxide, sulfur trioxide, SOCl.sub.2 and SO.sub.2 Cl.sub.2, prior to contacting the siloxane terminated polymer with water.

Stabilization of siloxane terminated polymers

The present invention is directed toward anionic polymerization initiators which are soluble in acyclic alkane solvents. The initiators include a solubilized lithio amine having the general formula (A)Li(SOL).sub.y. SOL is a solubilizing component and A is an alkyl, dialkyl or cycloalkyl amine radical or a cyclic amine and y is from about 1 to 4. The cyclic amine has an alkylene, oxy- or amino-alkylene group having from about 3 to about 16 methylene groups. The invention is also directed toward polymers and other products made using the initiator, and methods therefor. Further, the invention contemplates a polymer, a polymer composition and products therefrom, which include a functional group from the reaction product of an amine and an organolithium compound. The resulting polymers may be terminated with a terminating, coupling or linking agent, which may provide the polymer with a multifunctionality.

Solubilized anionic polymerization initiators

An anionic polymerization initiator includes a carbon-lithio salt of the adduct of a cyclic secondary amine with a conjugated diene. A method of preparing an anionic polymerization initiator includes reacting an excess of a cyclic secondary amine with a conjugated diene to form an adduct; and, reacting the adduct with an organolithium compound. A method of preparing a polymer includes forming a solution of one or more anionically polymerizable monomers in a hydrocarbon solvent; and, polymerizing the monomer with an anionic polymerization initiator comprising a carbon-lithio salt of the adduct of a cyclic secondary amine with a conjugated diene. A functionalized polymer includes the termination product of a living polymer having the general formula AYLi, wherein A is a functional group derived from an anionic polymerization initiator; and, Y is a divalent polymer radical; wherein the anionic polymerization initiator is a carbon-lithio salt of the adduct of a cyclic secondary amine with a conjugated diene.

Anionic polymerization initiators containing adducts of cyclic secondary

A functionalized polymer according to the invention includes a polymer molecule having the general formula AYLi where A is a cyclic amine-containing radical having the general formula ##STR1## R.sub.1 is a divalent alkylene, an oxy- or amino-alkylene, or substituted alkylene having from 6 to about 20 carbon atoms; R.sub.2 is a linear-, branched-, or cyclo-alkylene having from about 2 to about 20 carbon atoms; and Y is a divalent polymer radical and Li is a lithium atom bonded to a carbon atom of Y.

Growing community of inventors

Suffield, OH, United States of America

Mark L Stayer