33results about How to "Lower polymer hysteresis" patented technology

There is disclosed a functionalized elastomer comprising the reaction product of a living anionic elastomeric polymer; anda polymerization terminator of formula Iwhere R1, R2 and R3 are independently C1 to C8 alkyl or C1 to C8 alkoxy, with the proviso that at least two of R1, R2 and R3 are C1 to C8 alkoxy; R4 is C1 to C8 alkyl; Si is silicon; S is sulfur; and Z is R5 or of formula IIwhere R5 is alkyl, aryl, alkylaryl or arylalkyl.There is further disclosed a rubber composition comprising the functionalized elastomer, and a pneumatic tire comprising the rubber composition.

This invention discloses a low cost process that can be used to functionalize living rubbery polymers with terminal nitroxide end-groups to promote interaction between the polymer end-groups and surface functionalities commonly found on carbon black and silica fillers. Such functionalization makes the rubbery polymer more desirable for used in tire tread compositions and other rubber products. This technique more specifically involves reacting a metal terminated living polydiene rubber with a nitrone. The metal will typically be lithium and the polydiene rubber will typically be a polybutadiene rubber, a polyisoprene rubber, a styrene-butadiene rubber, a styrene-isoprene-butadiene rubber, an isoprene-butadiene rubber, or a styrene-isoprene rubber.

The present invention is directed to a rubber composition comprising a bifunctionalized elastomer comprising the reaction product of 1) a living anionic elastomeric polymer initiated with a functional initiator and 2) a functional polymerization terminator; and a filler selected from silica and carbon black. The invention is further directed to a pneumatic tire comprising the rubber composition.

This invention relates to a tire which is comprised of a generally toroidal-shaped carcass with an outer circumferential tread, two spaced beads, at least one ply extending from bead to bead and sidewalls extending radially from and connecting said tread to said beads, wherein said tread is adapted to be ground-contacting, and wherein said tread is a cured the rubber formulation which is comprised of (1) hydroxylamine end-group functionalized rubbery polymer of the structural formula: wherein P represents polymer chains of the rubbery polymer, and wherein (i) R1 and R2 are independently selected from the group consisting of substituted or unsubstituted straight, branched, or cyclic alkylgroups, alkenyl groups, alkynyl groups, aryl groups, heteroaryl groups, alkaryl groups, alkoxyl groups, halo-alkyl groups, and combinations thereof; or (ii) R1 and R2 taken together with the carbon and nitrogen to which they are attached form a 5 to 8 membered ring; and (2) a filler selected from the group consisting of carbon black and silica.

The present invention is directed to a functionalized elastomer comprising the reaction product of a living anionic elastomeric polymer and a polymerization terminator of formula Iwherein R1 is C1 to C4 linear or branched alkanediyl;Z is R2, —OR3, or —R4—X; R2, R3 are independently C1 to C18 linear or branched alkyl; R4 is C1 to C18 alkanediyl;X is halogen or a group of structure II, III, IV, V or VIwherein R5, R6, R7, R8, and R9 are independently H or C1 to C8 alkyl; R10 is C2 to C8 alkanediyl; R11 and R12 are independently H, aryl or C1 to C8 alkyl;Q is N or a group of structure VIIwherein R13 is C1 to C8 alkyl.

There is disclosed a vulcanizable rubber composition comprising:(A) a functionalized elastomer comprising the reaction product of a living anionic elastomeric polymer anda polymerization terminator of formula Iwhere R1, R2 and R3 are independently C1 to C8 alkyl or C1 to C8 alkoxy, with the proviso that at least two of R1, R2 and R3 are C1 to C8 alkoxy; R4 is C1 to C8 alkyl; Si is silicon; S is sulfur; and Z is R5 or of formula IIwhere R5 is alkyl, aryl, alkylaryl or arylalkyl;(B) a polymeric amine comprising a primary amine functionality; and(C) an aromatic carboxylic acid or aromatic acid anhydride.

The present invention is directed to a functionalized elastomer comprising the reaction product of a living anionic elastomeric polymer and a polymerization terminator of formula Iwherein R1 is C1 to C4 linear alkyl, or C1 to C4 branched alkanediyl;X1, X2, X3 are independently O, S, or a group of formula (II) or (III)where R2 is C1 to C18 linear or branched alkyl;Z is R3, —OR4, or —R5—X4; R3, R4 are independently C1 to C18 linear or branched alkyl; R5 is C1 to C18 alkanediyl or dialkyl ether diyl;X4 is halogen or a group of structure IV, V, VI, VII or VIIIwherein R6, R7, R8, R9, and R10 are independently H or C1 to C8 alkyl; R11 is C2 to C8 alkanediyl; R12 and R13 are independently H, aryl or C1 to C8 alkyl;Q is N or a group of structure IXwherein R14 is C1 to C8 alkyl.

The present invention is directed to a functionalized elastomer comprising the reaction product of a living anionic elastomeric polymer and a polymerization terminator of formula Iwherein R1 is C1 to C4 linear or branched alkanediyl;Z is R2, —OR3, or —R4—X; R2, R3 are independently C1 to C18 linear or branched alkyl; R4 is C1 to C18 alkanediyl;X is halogen or a group of structure II, III, IV, V or VIwherein R5, R6, R7, R8, and R9 are independently H or C1 to C8 alkyl; R10 is C2 to C8 alkanediyl; R11 and R12 are independently H, aryl or C1 to C8 alkyl;Q is N or a group of structure VIIwherein R13 is C1 to C8 alkyl.

The present invention is directed to a functionalized elastomer comprising the reaction product of a living anionic elastomeric polymer and a polymerization terminator of formula Iwherein R1, R2, R3, R4, and R5 are as defined. The invention is further directed to a rubber composition including the functionalized elastomer, and a pneumatic tire including the rubber composition.

The present invention is directed to a functionalized elastomer comprising the reaction product of a living elastomeric polymer and a polymerization terminator of formula I, wherein the functionalized elastomer comprises repeat units of a diene monomer and optionally a vinyl aromatic monomer, and the functionalized elastomer comprises at least 92 percent by weight of cis 1,4 microstructure content based on the weight of the polydiene content of the functionalized elastomerwherein R1 is C1 to C4 linear alkyl, or C1 to C4 branched alkanediyl; X1, X2, X3 are independently O, S, or a group of formula (II) or (III)where R2 is C1 to C18 linear or branched alkyl; Z is R3, —OR4, or —R5—X4; R3, R4 are independently C1 to C18 linear or branched alkyl; R5 is C1 to C18 alkanediyl or dialkyl ether diyl; X4 is halogen or a group of structure IV, V, VI, VII or VIIIwherein R6, R7, R8, R9, and R10 are independently H or C1 to C8 alkyl; R11 is C2 to C8 alkanediyl; R12 and R13 are independently H, aryl or C1 to C8 alkyl;Q is N or a group of structure IXwherein R14 is C1 to C8 alk.

There is disclosed a functionalized elastomer comprising the reaction product of a living anionic elastomeric polymer; anda polymerization terminator of formula Iwhere R1, R2 and R3 are independently C1 to C8 alkyl or C1 to C8 alkoxy, with the proviso that at least two of R1, R2 and R3 are C1 to C8 alkoxy; R4 is C1 to C8 alkyl; Si is silicon; S is sulfur; and Z is R5 or of formula IIwhere R5 is alkyl, aryl, alkylaryl or arylalkyl.There is further disclosed a rubber composition comprising the functionalized elastomer, and a pneumatic tire comprising the rubber composition.

There is disclosed a functionalized elastomer of formula Iwhere R1, R2 and R3 are independently C1 to C8 alkyl or C1 to C8 alkoxy, with the proviso that at least two of R1, R2 and R3 are C1 to C8 alkoxy; R4 is C1 to C8 alkanediyl, C1 to C8 arylene, C1 to C8 alkylarylene, C1 to C8 arylalkanediyl, or a covalent bond; R5 is C2 alkanediyl; Si is silicon; X is sulfur or oxygen; and P is a diene based elastomer, and n is 1 or 2.

The present invention is directed to a functionalized elastomer comprising the reaction product of a living anionic elastomeric polymer and a polymerization terminator of formula Iwhere X is Cl, Br, or I;m is an integer from 0 to 2, n is an integer from 1 to 3, with the proviso that n+m=3;R1, R2 are independently C1 to C18 alkyl, aryl, or a combination thereof, or R1, R2 are independently —SiR3 where R is independently alkyl, aryl, alkoxy, or disubstituted amino, or R1 and R2 taken together with their common nitrogen atom and optionally a sulfur or oxygen heteroatom to form a five to eight membered ring;R3 is hydrogen, or C1 to C18 alkyl, aryl, or a combination thereof, or R3 is —SiR3 where R is independently alkyl, aryl, alkoxy, or disubstituted amino, or R3 is —R6—R7, where R6 is C1 to C3 alkanediyl and R7 is selected from the following structures—S—Z, —N(R8)(R9), —O(Y), or Si(OR10)3, where R8 and R9 are independently C1 to C18 alkyl, aryl, or a combination thereof,Y and Z are independently selected from the group consisting of methoxymethyl, tetrahydropyranyl, tetrahydrothiopyranyl, tetrahydrofuranyl, tert-butyl, allyl, 1-ethoxyethyl, benzyl, triphenylmethyl, triethylsilyl, triisopropylsilyl, trimethylsilyl, tert-butyl dimethyl silyl, tert-butyl diphenyl silyl, and isopropyldimethylsilyl, andR10 are independently C1 to C4 alkyl;or when m=1, the polymerization terminator may have the formula IIwhere R4, R5 are independently C1 to C18 alkyl, aryl, or a combination thereof, or R4, R5 are independently —SiR3 where R is independently alkyl, aryl, alkoxy, or disubstituted amino, X and R3 are as defined previously, and k is an integer from 0 to 10.

The present invention is directed to a functionalized elastomer having the formula(P-Bn)q-Xwhere P is a polydiene segment, B is a styrenic monomer residue, n is the number of styrenic monomer residues, and Bn is a polystyrenic segment; X is a multifunctional terminator residue, and q is the number of (P-Bn) chains coupled to X; wherein for q=1, the weight percent of the functionalized elastomer is at least 90 percent by weight.

There is disclosed a functionalized elastomer of formula Iwhere R1, R2 and R3 are independently C1 to C8 alkyl or C1 to C8 alkoxy, with the proviso that at least two of R1, R2 and R3 are C1 to C8 alkoxy; R4 is C1 to C8 alkanediyl, C1 to C8 arylene, C1 to C8 alkylarylene, C1 to C8 arylalkanediyl, or a covalent bond; R5 is C2 alkanediyl; Si is silicon; X is sulfur or oxygen; and P is a diene based elastomer, and n is 1 or 2.

There is disclosed a vulcanizable rubber composition comprising:(A) a functionalized elastomer comprising the reaction product of a living anionic elastomeric polymer anda polymerization terminator of formula Iwhere R1, R2 and R3 are independently C1 to C8 alkyl or C1 to C8 alkoxy, with the proviso that at least two of R1, R2 and R3 are C1 to C8 alkoxy; R4 is C1 to C8 alkyl; Si is silicon; S is sulfur; and Z is R5 or of formula IIwhere R5 is alkyl, aryl, alkylaryl or arylalkyl;(B) a polymeric amine comprising a primary amine functionality; and(C) an aromatic carboxylic acid or aromatic acid anhydride.

The present invention is directed to a functionalized elastomer comprising the reaction product of a living anionic elastomeric polymer and a polymerization terminator of formula Iwhere X is Cl, Br, or I;m is an integer from 0 to 2, n is an integer from 1 to 3, with the proviso that n+m=3;R1, R2 are independently C1 to C18 alkyl, aryl, or a combination thereof, or R1, R2 are independently —SiR3 where R is independently alkyl, aryl, alkoxy, or disubstituted amino, or R1 and R2 taken together with their common nitrogen atom and optionally a sulfur or oxygen heteroatom to form a five to eight membered ring;R3 is hydrogen, or C1 to C18 alkyl, aryl, or a combination thereof, or R3 is —SiR3 where R is independently alkyl, aryl, alkoxy, or disubstituted amino, or R3 is —R6—R7, where R6 is C1 to C3 alkanediyl and R7 is selected from the following structures—S—Z, —N(R8)(R9), —O(Y), or Si(OR10)3, where R8 and R9 are independently C1 to C18 alkyl, aryl, or a combination thereof,Y and Z are independently selected from the group consisting of methoxymethyl, tetrahydropyranyl, tetrahydrothiopyranyl, tetrahydrofuranyl, tert-butyl, allyl, 1-ethoxyethyl, benzyl, triphenylmethyl, triethylsilyl, triisopropylsilyl, trimethylsilyl, tert-butyl dimethyl silyl, tert-butyl diphenyl silyl, and isopropyldimethylsilyl, andR10 are independently C1 to C4 alkyl;or when m=1, the polymerization terminator may have the formula IIwhere R4, R5 are independently C1 to C18 alkyl, aryl, or a combination thereof, or R4, R5 are independently —SiR3 where R is independently alkyl, aryl, alkoxy, or disubstituted amino, X and R3 are as defined previously, and k is an integer from 0 to 10.

The present invention is directed to a functionalized elastomer having the formula(P-Bn)q-Xwhere P is a polydiene segment, B is a styrenic monomer residue, n is the number of styrenic monomer residues, and Bn is a polystyrenic segment; X is a multifunctional terminator residue, and q is the number of (P-Bn) chains coupled to X; wherein for q=1, the weight percent of the functionalized elastomer is at least 90 percent by weight.

The present invention is directed to a functionalized elastomer comprising the reaction product of a living anionic elastomeric polymer and a polymerization terminator of formula Iwherein R1 is C1 to C4 linear alkyl, or C1 to C4 branched alkanediyl;X1, X2, X3 are independently O, S, or a group of formula (II) or (III)where R2 is C1 to C18 linear or branched alkyl;Z is R3, —OR4, or —R5—X4; R3, R4 are independently C1 to C18 linear or branched alkyl; R5 is C1 to C18 alkanediyl or dialkyl ether diyl;X4 is halogen or a group of structure IV, V, VI, VII or VIIIwherein R6, R7, R8, R9, and R10 are independently H or C1 to C8 alkyl; R11 is C2 to C8 alkanediyl; R12 and R13 are independently H, aryl or C1 to C8 alkyl;Q is N or a group of structure IXwherein R14 is C1 to C8 alkyl.

The present invention is directed to a functionalized elastomer comprising the reaction product of a living anionic elastomeric polymer and a polymerization terminator of formula Iwhere m is an integer from 1 to 10, n is an integer from 1 to 10 and x is an integer from 1 to 2; R1, R2, R3, R4 are independently C1 to C18 alkyl, aryl, or a combination thereof.

The present invention is directed to a functionalized elastomer comprising the reaction product of a living anionic elastomeric polymer and a polymerization terminator of formula Iwhere n is an integer from 1 to 3;X is a tetravalent organic group selected from a hydrocarbyl group of formula CmH2m-2 where mis an integer from 1 to 10, a group of formula IIwhere R3 is C1 to C10 alkane diyl, and the group of phenyl diyl;R1 and R2 are independently selected from C1 to C10 alkyl, and a group of formula IIIwhere R4, R5 are independently C1 to C10 alkyl, and R6 is C1 to C10 alkanediyl;or R1 and R2 taken together with their common Si atom form a five-membered heterocyclic ring selected from formulas IV and Vwhere R7 is from C1 to C10 alkyl.

The present invention is directed to a functionalized elastomer comprising the reaction product of a living anionic elastomeric polymer and a polymerization terminator of formula Iwhere X is Cl, Br, or I;m is an integer from 0 to 2, n is an integer from 1 to 3, with the proviso that n+m=3;R1, R2 are independently C1 to C18 alkyl, aryl, or a combination thereof, or R1, R2 are independently —SiR3 where R is independently alkyl, aryl, alkoxy, or disubstituted amino, or R1 and R2 taken together with their common nitrogen atom and optionally a sulfur or oxygen heteroatom to form a five to eight membered ring;R3 is hydrogen, or C1 to C18 alkyl, aryl, or a combination thereof, or R3 is —SiR3 where R is independently alkyl, aryl, alkoxy, or disubstituted amino, or R3 is —R6—R7, where R6 is C1 to C3 alkanediyl and R7 is selected from the following structures—S—Z, —N(R8)(R9), —O(Y), or Si(OR10)3, where R8 and R9 are independently C1 to C18 alkyl, aryl, or a combination thereof,Y and Z are independently selected from the group consisting of methoxymethyl, tetrahydropyranyl, tetrahydrothiopyranyl, tetrahydrofuranyl, tert-butyl, allyl, 1-ethoxyethyl, benzyl, triphenylmethyl, triethylsilyl, triisopropylsilyl, trimethylsilyl, tert-butyl dimethyl silyl, tert-butyl diphenyl silyl, and isopropyldimethylsilyl, andR10 are independently C1 to C4 alkyl;or when m=1, the polymerization terminator may have the formula IIwhere R4, R5 are independently C1 to C18 alkyl, aryl, or a combination thereof, or R4, R5 are independently —SiR3 where R is independently alkyl, aryl, alkoxy, or disubstituted amino, X and R3 are as defined previously, and k is an integer from 0 to 10.

A functionalized elastomer comprising the reaction product of a living elastomeric polymer and a polymerization terminator of formula I[R1]n—B—[X—R2]m  Iwhere B is boron; X is oxygen or nitrogen; R1 is independently vinyl, oxiranyl, phenyl, 1-alkenyl of 2 to 8 carbon atoms, alkyl of 1 to 8 carbon atoms including at least one halogen atom, 1-alkenyl of 2 to 8 carbon atoms including at least one halogen or one hydrogen; R2 is independently C1 to C8 alkyl, C8 to C14 aryl; or when m>1 R2 may be taken together to form a substituted or unsubstituted cyclic structure comprising 2 to 16 carbon atoms where the cyclic structure may be heterocyclic or non-heterocyclic; n is 1 or 2, m is 1 or 2, and n+m=3.

The present invention is directed to a functionalized elastomer comprising the reaction product of a living anionic elastomeric polymer and a polymerization terminator of formula Iwhere X is Cl, Br, or I;m is an integer from 0 to 2, n is an integer from 1 to 3, with the proviso that n+m=3;R1, R2 are independently C1 to C18 alkyl, aryl, or a combination thereof, or R1, R2 are independently —SiR3 where R is independently alkyl, aryl, alkoxy, or disubstituted amino, or R1 and R2 taken together with their common nitrogen atom and optionally a sulfur or oxygen heteroatom to form a five to eight membered ring;R3 is hydrogen, or C1 to C18 alkyl, aryl, or a combination thereof, or R3 is —SiR3 where R is independently alkyl, aryl, alkoxy, or disubstituted amino, or R3 is -R6-R7, where R6 is C1 to C3 alkanediyl and R7 is selected from the following structures—S—Z, —N(R8)(R9), —O(Y), or Si(OR10)3, where R8 and R9 are independently C1 to C18 alkyl, aryl, or a combination thereof,Y and Z are independently selected from the group consisting of methoxymethyl, tetrahydropyranyl, tetrahydrothiopyranyl, tetrahydrofuranyl, tert-butyl, allyl, 1-ethoxyethyl, benzyl, triphenylmethyl, triethylsilyl, triisopropylsilyl, trimethylsilyl, tert-butyl dimethyl silyl, tert-butyl diphenyl silyl, and isopropyldimethylsilyl, andR10 are independently C1 to C4 alkyl;or when m=1, the polymerization terminator may have the formula IIwhere R4, R5 are independently C1 to C18 alkyl, aryl, or a combination thereof, or R4, R5 are independently —SiR3 where R is independently alkyl, aryl, alkoxy, or disubstituted amino, X and R3 are as defined previously, and k is an integer from 0 to 10.

A functionalized elastomer comprising the reaction product of a living elastomeric polymer and a polymerization terminator of formula I[R1]n—B—[X—R2]m  Iwhere B is boron; X is oxygen or nitrogen; R1 is independently vinyl, oxiranyl, phenyl, 1-alkenyl of 2 to 8 carbon atoms, alkyl of 1 to 8 carbon atoms including at least one halogen atom, 1-alkenyl of 2 to 8 carbon atoms including at least one halogen or one hydrogen; R2 is independently C1 to C8 alkyl, C8 to C14 aryl; or when m>1 R2 may be taken together to form a substituted or unsubstituted cyclic structure comprising 2 to 16 carbon atoms where the cyclic structure may be heterocyclic or non-heterocyclic; n is 1 or 2, m is 1 or 2, and n+m=3.

The present invention is directed to a functionalized elastomer comprising the reaction product of a living anionic elastomeric polymer and a polymerization terminator comprising the reaction product of a polyol of formula I with an alkoxysilane of formula IIwhere R1 and R2 are independently C1 to C10 alkyl; k is an integer from 2 to 4; n is an integer from 2 to 3, and n+m=4; with the proviso that when k=2 or 3, n=2 and when k=4, n=2 or 3.

There is disclosed a functionalized elastomer comprising the reaction product of (1) a living anionic elastomeric polymer comprising units derived from divinylbenzene and a monomer comprising isoprene; and (2) a polymerization terminator of formulaQ-(CH2)XSi(OR1)YR23-Y,wherein Q is R3CH═N— or (R4)2N—; R3 represents a group consisting of an aryl or substituted aryl having 6 to 18 carbon atoms, or a heterocycle or heteroaryl having 3 to 18 carbon atoms; R4 independently represents an alkyl group having from 1 to 6 carbon atoms; R1 and R2 each independently represents a group having 1 to 18 carbon atoms selected from the group consisting of an alkyl, a cycloalkyl, an allyl, and an aryl; X is an integer from 1 to 20; and Y is an integer from 1 to 3; wherein units derived from the terminator are exclusively disposed adjacent to units derived from the divinylbenzene.There is further disclosed a rubber composition comprising the functionalized elastomer, and a pneumatic tire comprising the rubber composition.

The present invention is directed to a functionalized elastomer comprising the reaction product of a living anionic elastomeric polymer and a polymerization terminator of formula (1)where the substituent structures are further defined.