Patents by Inventor David F. Lawson
David F. Lawson has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).
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Patent number: 5500447Abstract: 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.Type: GrantFiled: June 6, 1995Date of Patent: March 19, 1996Assignee: Bridgestone CorporationInventors: David F. Lawson, Thomas A. Antkowiak, James E. Hall, Mark L. Stayer, Jr.
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Patent number: 5496940Abstract: 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.Type: GrantFiled: February 1, 1995Date of Patent: March 5, 1996Assignee: Bridgestone CorporationInventors: David F. Lawson, Thomas A. Antkowiak, James E. Hall, Mark L. Stayer, Jr., John R. Schreffler
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Patent number: 5491230Abstract: 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.Type: GrantFiled: December 29, 1993Date of Patent: February 13, 1996Assignee: Bridgestone CorporationInventors: David F. Lawson, Thomas A. Antkowiak, James E. Hall, Mark L. Stayer, Jr.
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Patent number: 5436290Abstract: A vulcanizable elastomeric compound and products such as pneumatic tires and the like, are formed from a functionalized polymer having a functional group derived from an anionic polymerization initiator. The anionic polymerization initiator comprises the general formula ##STR1## where R.sup.1 -R.sup.5 are the same or different and are selected from the group consisting of hydrogen; alkyls having from alkyls having from 1 to about 12 carbon atoms; aralkyls having from 7 to about 20 carbon atoms; dialkylaminos having from 2 to about 20 carbon atoms; and, dialkylaminoalkyls having from 3 to about 20 carbon atoms. At least one of R.sup.1 -R.sup.5 is selected from the group consisting of the dialkylaminos and the dialkylaminoalkyls. Methods of the present invention include preparing functionalized polymers and reducing the hysteresis of vulcanizable elastomeric compounds.Type: GrantFiled: August 10, 1993Date of Patent: July 25, 1995Assignee: Bridgestone CorporationInventors: David F. Lawson, Thomas A. Antkowiak, Mark L. Stayer, Jr., John R. Schreffler, Hideki Komatsu
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Patent number: 5420219Abstract: A vulcanizable elastomeric compound and products such as pneumatic tires and the like, are formed from a functionalized polymer having a functional group derived from an anionic polymerization initiator. The anionic polymerization initiator comprises the general formula ##STR1## where R.sup.1 -R.sup.5 are the same or different and are selected from the group consisting of hydrogen; alkyls having from alkyls having from 1 to about 12 carbon atoms; aralkyls having from 7 to about 20 carbon atoms; dialkylaminos having from 2 to about 20 carbon atoms; and, dialkylaminoalkyls having from 3 to about 20 carbon atoms. At least one of R.sup.1 -R.sup.5 is selected from the group consisting of the dialkylaminos and the dialkylaminoalkyls. Methods of the present invention include preparing functionalized polymers and reducing the hysteresis of vulcanizable elastomeric compounds.Type: GrantFiled: August 10, 1993Date of Patent: May 30, 1995Assignee: Bridgestone CorportionInventors: David F. Lawson, Thomas A. Antkowiak, Mark L. Stayer, Jr., John R. Schreffler, Hideki Komatsu
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Patent number: 5393721Abstract: The present invention is directed toward artionic polymerization employing lithio amines mixed with an organic alkali metal compound and optionally, a chelating reagent. The lithio amines have the general formula (A)Li(SOL)y, where SOL is a solubilizing component, A is an alkyl, dialkyl, cycloalkyl or dicycloalkyl amine radical or a cyclic amine, and y is 0 or is from about 0.5 to about 3. 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.Type: GrantFiled: October 16, 1992Date of Patent: February 28, 1995Assignee: Bridgestone CorporationInventors: Takashi Kitamura, David F. Lawson, Koichi Morita, Yoichi Ozawa
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Patent number: 5354822Abstract: An anionic polymerization initiator comprising the reaction product of a functionalizing agent selected from the group consisting of substituted aldimines, ketimines and secondary amines and, an organolithium compound. Elastomeric polymers prepared with these initiators have functional sites incorporated at the initiator end of the polymer chain and provide vulcanizable rubber compounds exhibiting reduced hysteresis. Articles such as tires, produced with low hysteresis elastomeric polymers have lower rolling resistance. Methods are also provided for preparing the initiators, functionalized polymers and vulcanizable elastomeric compounds having reduced hysteresis.Type: GrantFiled: September 8, 1992Date of Patent: October 11, 1994Assignee: Bridgestone/Firestone, Inc.Inventors: Thomas A. Antkowiak, David F. Lawson, Russell W. Koch, Mark L. Stayer, Jr.
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Patent number: 5334665Abstract: A terminally functionalized liquid polymer is prepared by reacting a low molecular weight living diene polymer or copolymer obtained by anionic polymerization of a diene monomer or mixture of a diene monomer and a vinyl aromatic hydrocarbon monomer with a fused-ring polynuclear aromatic compound. The resultant terminally functionalized liquid diene polymers or copolymers can be utilized as dispersants for particulates such as carbon black or graphite and may also be employed as viscosity modifiers for lubricating oils or in electrorheological devices or damping devices.Type: GrantFiled: May 6, 1993Date of Patent: August 2, 1994Assignee: Bridgestone/Firestone, Inc.Inventors: David F. Lawson, Mark L. Stayer, Jr., Thomas A. Antkowiak
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Patent number: 5332810Abstract: 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 invention is also directed toward polymers and other products made using the initiator, and methods therefore. 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.Type: GrantFiled: October 2, 1992Date of Patent: July 26, 1994Assignee: Bridgestone CorporationInventors: David F. Lawson, Mark L. Stayer, Jr., H. James Harwood
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Patent number: 5329005Abstract: The present invention is directed toward anionic polymerization initiators which are soluble in hydrocarbon solvents. The initiators include a lithio amine having the general formula ALi. The component A is a dialkyl or dicycloalkyl amine radical or a cyclic amine. 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.Type: GrantFiled: October 2, 1992Date of Patent: July 12, 1994Assignee: Bridgestone CorporationInventors: David F. Lawson, Koichi Morita, Yoichi Ozawa, Mark L. Stayer, Jr., Ryota Fujio
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Patent number: 5310798Abstract: Diene polymers or copolymers having improved raw polymer viscosity and reduced hysteresis in the cured and carbon black reinforced state are provided. These diene polymers or copolymers are prepared by a method which involves first terminating substantially all of the living diene polymer or copolymer chains obtained by anionic polymerization with a compound having multiple-bonded nitrogen atoms selected from the group consisting of aromatic nitriles and substituted imines having the formula ##STR1## and then coupling a portion of the resultant terminated polymer chains with a polyfunctional reagent selected from the groups consisting of silicon polyhalides, polyisocyanates, phosphoryl halides and polycarboxylic acid halides.Type: GrantFiled: August 16, 1993Date of Patent: May 10, 1994Assignee: Bridgestone/Firestone, Inc.Inventors: David F. Lawson, Mark L. Stayer, Jr., Thomas A. Antkowiak
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Patent number: 5274106Abstract: A vulcanizable elastomeric compound and products such as pneumatic tires and the like, are formed from a functionalized polymer having a functional group derived from an anionic polymerization initiator. The anionic polymerization initiator comprises the general formula ##STR1## where R.sup.1 -R.sup.5 are the same or different and are selected from the group consisting of hydrogen; alkyls having from alkyls having from 1 to about 12 carbon atoms; aralkyls having from 7 to about 20 carbon atoms; dialkylaminos having from 2 to about 20 carbon atoms; and, dialkylaminoalkyls having from 3 to about 20 carbon atoms. At least one of R.sup.1 -R.sup.5 is selected from the group consisting of the dialkylaminos and the dialkylaminoalkyls. Methods of the present invention include preparing functionalized polymers and reducing the hysteresis of vulcanizable elastomeric compounds.Type: GrantFiled: December 30, 1991Date of Patent: December 28, 1993Assignee: Bridgestone CorporationInventors: David F. Lawson, Thomas A. Antkowiak, Mark L. Stayer, Jr., John R. Schreffler, Hideki Komatsu
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Patent number: 5268413Abstract: An anionic polymerization initiator comprising the reaction product of a functionalizing agent selected from the group consisting of substituted aldimines, ketimines and secondary amines and, an organolithium compound. Elastomeric polymers prepared with these initiators have functional sites incorporated at the initiator end of the polymer chain and provide vulcanizable rubber compounds exhibiting reduced hysteresis. Articles such as tires, produced with low hysteresis elastomeric polymers have lower rolling resistance. Methods are also provided for preparing the initiators, functionalized polymers and vulcanizable elastomeric compounds having reduced hysteresis.Type: GrantFiled: November 13, 1991Date of Patent: December 7, 1993Assignee: Bridgestone/Firestone, Inc.Inventors: Thomas A. Antkowiak, David F. Lawson, Russell W. Koch, Mark L. Stayer, Jr.
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Patent number: 5254628Abstract: Diene polymers or copolymers having improved raw polymer viscosity and reduced hysteresis in the cured and carbon black reinforced state are provided. These diene polymers or copolymers comprise a mixture of diene polymer or copolymer chains containing carbon-tin bonds in the main polymer or copolymer chains and diene polymer or copolymer chains containing terminals derived from aromatic nitrile coumpounds.The diene polymer or copolymers are prepared by first coupling a portion of the living diene polymer or copolymer chains obtained by anionic polymerization using a tin polyhalide coupling agent and then terminating the remaining living diene polymer or copolymer chains using aromatic nitrile compounds. The resultant diene polymers or copolymers have improved raw polymer viscosity and when compounded with carbon black and cured have reduced hysteresis properties. The polymers can be utilized to form elastomer compositions for tire treads having reduced rolling resistance.Type: GrantFiled: November 18, 1991Date of Patent: October 19, 1993Assignee: Bridgestone CorporationInventors: David F. Lawson, Mark L. Stayer, Jr., Thomas A. Antkowiak
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Diene polymers and copolymers jumped by partial crosslinking and terminated with a substituted imine
Patent number: 5227431Abstract: Diene polymer or copolymer compositions having reduced hysteresis are provided. The compositions comprise a mixture of diene polymers or copolymers containing carbon-tin bonds in the main polymer or copolymer chains prepared by coupling polymer or copolymer chains with tin polyhalides and diene polymers or copolymer chains containing terminals derived from substituted imines having the formula: ##STR1## wherein R.sub.1 and R.sub.2 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 R.sub.3 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 R.sub.1, R.sub.2 and R.sub.3 groups must be a dialkylaminoaryl group and that not all of the R.sub.1, R.sub.2 and R.sub.Type: GrantFiled: April 12, 1991Date of Patent: July 13, 1993Assignee: Bridgestone/Firestone, Inc.Inventors: David F. Lawson, Mark L. Stayer, Jr., Thomas A. Antkowiak, John R. Schreffler -
Patent number: 5210145Abstract: A terminally functionalized polymer is prepared by reacting a living polymer obtained by anionic polymerization of a diene monomer or mixture of a diene monomer and a vinyl aromatic hydrocarbon monomer with a fused-ring polynuclear aromatic compound. The resultant terminally functionalized polymers have reduced hysteresis in the carbon black reinforced and cured state and can be utilized to form elastomer compositions for tire treads having reduced rolling resistance.Type: GrantFiled: December 20, 1991Date of Patent: May 11, 1993Assignee: Bridgestone/Firestone, Inc.Inventors: David F. Lawson, Mark L. Stayer, Jr., Thomas A. Antkowiak
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Patent number: 5210144Abstract: Diene polymers or copolymers having improved raw polymer viscosity and reduced hysteresis in the cured and carbon black reinforced state are provided. These diene polymers or copolymers comprise a mixture of diene polymer or copolymer chains containing carbon-tin bonds in the main polymer or copolymer chains and diene polymer or copolymer chains containing terminals derived from fused-ring polynuclear aromatic compounds.The diene polymer or copolymers are prepared by first coupling a portion of the living diene polymer or copolymer chains obtained by anionic polymerization using a tin polyhalide coupling agent and then terminating the remaining living diene polymer or copolymer chains using fused-ring polynuclear aromatic compounds. The resultant diene polymers or copolymers have improved raw polymer viscosity and when compounded with carbon black and cured have reduced hysteresis properties. The polymers can be utilized to form elastomer compositions for tire treads having reduced rolling resistance.Type: GrantFiled: December 20, 1991Date of Patent: May 11, 1993Assignee: Bridgestone CorporationInventors: David F. Lawson, Mark L. Stayer, Jr., Thomas A. Antkowiak
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Patent number: 5153159Abstract: An anionic polymerization initiator comprising the reaction product of a functionalizing agent selected from the group consisting of substituted aldimines, ketimines and secondary amines and, an organolithium compound. Elastomeric polymers prepared with these initiators have functional sites incorporated at the initiator end of the polymer chain and provide vulcanizable rubber compounds exhibiting reduced hysteresis. Articles such as tires, produced with low hysteresis elastomeric polymers have lower rolling resistance. Methods are also provided for preparing the initiators, fuctionalized polymers and vulcanizable elastomeric compounds having reduced hysteresis.Type: GrantFiled: April 9, 1990Date of Patent: October 6, 1992Assignee: Bridgestone/Firestone, Inc.Inventors: Thomas A. Antkowiak, David F. Lawson, Russell W. Koch, Mark L. Stayer, Jr.
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Patent number: 5153271Abstract: A terminally functionalized polymer is prepared by reacting a living polymer obtained by anionic polymerization of a diene monomer or mixture of a diene monomer and a vinyl aromatic hydrocarbon monomer with an aromatic nitrile compound. Especially useful aromatic nitriles are the unsubstituted and substituted benzonitriles. The resultant terminally functionalized polymers have reduced hysteresis in the carbon black reinforced and cured state and can be utilized to form elastomer compositions for tire treads having reduced rolling resistance.Type: GrantFiled: November 18, 1991Date of Patent: October 6, 1992Assignee: Bridgestone/Firestone, Inc.Inventors: David F. Lawson, Mark L. Stayer, Jr., Thomas A. Antkowiak
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Patent number: 5109907Abstract: 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: ##STR1## wherein R.sub.1 and R.sub.2 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 R.sub.3 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 R.sub.1, R.sub.2 and R.sub.3 groups must be a dialkylaminoaryl group and that not all of the R.sub.1, R.sub.2 and R.sub.3 groups can be aryl groups.Type: GrantFiled: July 19, 1991Date of Patent: May 5, 1992Assignee: Bridgestone/Firestone, Inc.Inventors: Mark L. Stayer, Jr., Thomas A. Antkowiak, David F. Lawson, Russell W. Koch