The Goodyear & Tire Rubber Company

Solvay Sa

Hannes Leicht

Stefan Mecking

Vincent Bodart

Inigo Gottker Genannt Schnetmann

Margaret McGuigan Flook

Margaret Flook Vielhaber

Julia Bauer

Inigo Göttker Genannt Schnetmann

Julia Katharina Bauer

Margaret Mcguigan Flook

Inigo GÖTTKER Schnetmann

Thomas Hermant

Inigo Johannes Göttker-Schnetmann

The present invention is directed to a stereoregular functionalized elastomer represented by poly(M1 co M2), wherein the functionalized elastomer comprises a microstructure selected from the group consisting of microstructures having at least 90 percent by weight of monomer residues in trans 1,4-configuration, and microstructures having at least 80 percent by weight of monomer residues in cis 1,4-configuration; wherein M1 is selected from the group consisting of isoprene and 1,3-butadiene; and M2 is of formula 4 wherein Ris a covalent bond, phenylene, a linear or branched alkane diyl group containing 1 to 10 carbon atoms, or a combination of one or more phenylene groups and one or more linear or branched alkane diyl groups containing 1 to 10 carbon atoms; Ris hydrogen or a linear or branched alkyl group containing 1 to 10 carbon atoms; Xis selected from formulas 5 and 6 wherein Rand Rare independently trialkylsilyl, phenyl or a linear or branched alkyl group containing 1 to 10 carbon atoms, or one of Rand Ris hydrogen and the other is phenyl or a linear or branched alkyl group containing 1 to 10 carbon atoms, or Rand Rtaken together with the nitrogen atom represent a nitrogen containing heterocyclic group containing from 4 to 12 carbon atoms; and Xis a sulfur atom or a structure of formula 7 or 8 wherein when Xis of formula 8, the S atom of formula 8 is adjacent to the phenyl ring of formula 6 and the N atom of formula 8 is adjacent to R.

Functionalized elastomer

The present invention is directed to a method of making a functionalized elastomer, comprising the step of polymerizing monomers comprising a conjugated diene monomer in the presence of a lathanide-based coordination polymerization catalyst activated with a magnesium compound of formula 1   

Method of making a functionalized elastomer

The present invention is directed to a copolymer of a monomer selected from the group consisting of 1,3-butadiene and isoprene, and a monomer of formula I wherein Ris phenylene, or a linear or branched alkane diyl group containing 2 to 10 carbon atoms, or a combination of one or more phenylene groups and one or more linear or branched alkane diyl groups containing 1 to 10 carbon atoms; Rand Rare independently phenyl or a linear or branched alkyl group containing 1 to 10 carbon atoms, or one of Rand Ris hydrogen and the other is phenyl or a linear or branched alkyl group containing 1 to 10 carbon atoms, or Rand Rtaken together with the nitrogen atom represent a nitrogen containing heterocyclic group containing from 4 to 12 carbon atoms; and Ris hydrogen or a linear or branched alkyl group containing 1 to 10 carbon atoms. The invention is further directed to a rubber composition including the copolymer, and a pneumatic tire containing the rubber composition. The invention is further directed to a method of making such a copolymer.

Functionalized elastomer containing a nitrogen group

The present invention is directed to a copolymer of a first monomer and a second monomer, wherein the first monomer is selected from the group consisting of 1,3-butadiene, isoprene, and styrene; and the second monomer is of formula I or V wherein Ris a covalent bond, phenylene, a linear or branched alkane diyl group containing 1 to 10 carbon atoms, or a combination of one or more phenylene groups and one or more linear or branched alkane diyl groups containing 1 to 10 carbon atoms; Rand Rare independently linear or branched alkyl groups containing 1 to 10 carbon atoms; Ris hydrogen or a linear or branched alkyl group containing 1 to 10 carbon atoms; and Ris a linear or branched alkane diyl group containing 1 to 20 carbon atoms, or a bridging aromatic group. The invention is further directed to a rubber composition including the copolymer, and a pneumatic tire containing the rubber composition. The invention is further directed to a method of making such a copolymer.

Functionalized elastomer containing a boron group

The present invention is directed to a copolymer of a monomer selected from the group consisting of 1,3-butadiene and isoprene, and a monomer of formula I wherein Ris a covalent bond, phenylene, a linear or branched alkane diyl group containing 1 to 10 carbon atoms, or a combination of one or more phenylene groups and one or more linear or branched alkane diyl groups containing 1 to 10 carbon atoms; and Ris hydrogen or a linear or branched alkyl group containing 1 to 10 carbon atoms; and X is a sulfur atom or a structure of formula II or III, wherein when X is of formula III, the S atom of formula III is adjacent to the phenyl ring of formula I and the N atom of formula III is adjacent to R1 

Functionalized elastomer containing a sulfur group

The present invention is directed to a copolymer of 1,3-butadiene or isoprene and a monomer of formula I or V wherein Ris a covalent bond, phenylene, a linear or branched alkane diyl group containing 1 to 10 carbon atoms, or a combination of one or more phenylene groups and one or more linear or branched alkane diyl groups containing 1 to 10 carbon atoms; Rand Rare independently linear or branched alkyl groups containing 1 to 10 carbon atoms; or Ris a linear or branched alkane diyl group containing 1 to 20 carbon atoms, or a bridging aromatic group. The invention is further directed to a rubber composition including the copolymer, and a pneumatic tire containing the rubber composition. The invention is further directed to a method of making such a copolymer.

The present invention is directed to a copolymer of 1,3-butadiene or isoprene and a monomer of formula I or formula II where Ris a covalent bond or C1 to C8 linear or branched alkanediyl; R, R, Rare independently C1 to C8 linear or branched alkyl or &#x2014;OR, where Ris C1 to C8 linear or branched alkyl, with the proviso that at least one of R, R, and Ris &#x2014;OR, and where Ris hydrogen or C1 to C8 linear or branched alkyl. The invention is further directed to a rubber composition including the copolymer, and a pneumatic tire containing the rubber composition. The invention is further directed to a method of making such a copolymer.

The present invention is directed to a functionalized elastomer comprising the reaction product of Y and Z, wherein Y is a copolymer of a first monomer and a second monomer, wherein the first monomer is selected from the group consisting of 1,3-butadiene, isoprene, and styrene; and the second monomer is selected from the group consisting of formula 1 and 2 wherein B is boron; O is oxygen; Rand Rare independently linear or branched alkyl groups containing 1 to 10 carbon atoms; Ris hydrogen or a linear or branched alkyl group containing 1 to 10 carbon atoms; and Ris a linear or branched alkane diyl group containing 1 to 20 carbon atoms, or a bridging aromatic group; and Z is a compound of formula 3 where Ris phenylene, a linear or branched alkane diyl group containing from 1 to 10 carbon atoms, or a combination of one or more phenylene groups and one or more linear or branched alkane diyl groups containing from 1 to 10 carbon atoms; and Q is hydrogen, bromine, or a functional group comprising at least one heteroatom selected from the group consisting of nitrogen, oxygen, phosphorus, silicon, and sulfur.

Functionalized elastomer via allylboration

The present invention is directed to a method of making a functionalized elastomer, comprising the steps of: forming a copolymer Y by copolymerizing a first monomer and a second monomer, wherein the first monomer is selected from the group consisting of 1,3-butadiene, isoprene, and styrene; the second monomer is selected from the group consisting of formula 1 or 2 wherein B is boron; O is oxygen; Rand Rare independently linear or branched alkyl groups containing 1 to 10 carbon atoms; Ris hydrogen or a linear or branched alkyl group containing 1 to 10 carbon atoms; and Ris a linear or branched alkane diyl group containing 1 to 20 carbon atoms, or a bridging aromatic group; and reacting the copolymer Y with a compound Z to form the functionalized elastomer, wherein Z is a compound of formula 3 where Ris phenylene, a linear or branched alkane diyl group containing from 1 to 10 carbon atoms, or a combination of one or more phenylene groups and one or more linear or branched alkane diyl groups containing from 1 to 10 carbon atoms; and Q is hydrogen, bromine, or a functional group comprising at least one heteroatom selected from the group consisting of nitrogen, oxygen, phosphorus, silicon, and sulfur.

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Constance, Germany

Hannes Leicht