# US 10,766,306 B2 · High-performance tyre

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- Number: US 10,766,306 B2
- Document ID: US10766306B2
- Status: Granted
- Kind: B2
- Application number: 15/717,866
- Filed: 2017-09-27
- Published: 2018-02-15
- Granted: 2020-09-08
- Earliest claimed: 2015-04-24
- Assignees: Pirelli Tyre S.p.A.
- Applicants: Pirelli Tyre S.P.A.
- Inventors: Luca Castellani; Thomas Hanel; Enrico Albizzati; Antonio Proto; Carmine Capacchione
- Web page: https://patentgrep.com/patent/US10766306B2

## CPC

- B60C 1/0016: {Compositions of the tread}
- B60C 1/00: Tyres characterised by the chemical composition or the physical arrangement or mixture of the composition
- C08F 212/08: Styrene
- C08K 3/04: Carbon
- C08K 3/36: Silica
- C08K 5/548: containing sulfur {(C08K5/5477 takes precedence)}
- C08L 7/00: Compositions of natural rubber
- C08L 9/06: Copolymers with styrene
- C08L 25/10: with conjugated dienes
- B60C: VEHICLE TYRES; TYRE INFLATION; TYRE CHANGING; CONNECTING VALVES TO INFLATABLE ELASTIC BODIES IN GENERAL; DEVICES OR ARRANGEMENTS RELATED TO TYRES
- C08F: MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09)
- C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06)

## Abstract

An iso-styrene:diene-terminated copolymer is described which includes (i) a polymeric block of styrene and/or substituted styrene consisting of a sequence of styrene and/or substituted styrene in isotactic configuration, and (ii) a terminal polymeric block consisting of a sequence of one or more dienic monomers.

## Claims

### Claim 1

A iso-styrene:diene-terminated copolymer, wherein said copolymer consists in (i) a polymeric block of at least one of styrene and substituted styrene consisting of a sequence of the at least one of styrene and substituted styrene in isotactic configuration, and (ii) a terminal polymeric block consisting of a sequence of three or more dienic monomers selected from the group comprising isoprene, 1,4-pentadiene, 1,4-hexadiene, 1,5-hexadiene, cyclopentadiene, 1-vinyl-cyclopentene, 2-vinyl-cyclohexene, 4-vinyl-cyclohexene, and mixtures thereof.

### Claim 2 (depends on 1)

A copolymer according to claim 1, wherein said dienic monomer is selected from the group comprising isoprene, 1,4-hexadiene, cyclopentadiene, and mixtures thereof.

### Claim 3 (depends on 1)

A iso-styrene:diene-terminated copolymer according to claim 1, wherein said substituted styrene is represented by the formula S—R, wherein S is a styrene residue and R can be a linear or branched alkyl radical containing from 1 to 20 carbon atoms, a linear or branched alkenyl substituent containing from 2 to 20 carbon atoms, an aryl, even condensed, or alkylaryl substituent containing from 6 to 30 carbon atoms, a halogen or a radical containing one or more silicon atoms.

### Claim 4 (depends on 3)

A copolymer according to claim 3, wherein said substituted styrene is selected from the group consisting of p-methylstyrene, o-methylstyrene, p-isopropylstyrene, p-terbutylstyrene, alpha and beta vinylnaphthalene, p-fluorostyrene, p-chlorostyrene, and p-trimethylsilylstyrene.

### Claim 5 (depends on 1)

A copolymerization process of at least one of styrene and substituted styrene with one or more dienic monomers comprising (i) to prepare a solution of said one or more dienic monomers in a suitable solvent, (ii) to add to said solution a homogeneous catalytic system, and (iii) to add to said solution said at least one of styrene and substituted styrene, wherein said homogeneous catalytic system comprises a homogeneous catalyst having the following formula (I),
wherein
Tr is a transition metal,
X and X′, equal or different each other, are a halogen atom,
R1 and R2, equal or different each other, are a H atom or a linear or branched alkyl group having from 1 to 10 carbon atoms,
R3 to R6, equal or different each other, are a H atom or a linear or branched alkyl group having from 1 to 10 carbon atoms, or a linear or branched arylalkyl group having from 7 to 14 carbon atoms,
R4 and R6 are linked to the benzene ring in ortho position with respect to the D and D′ substituent, and R4 and R6 are represented by a linear or branched arylalkyl group having from 7 to 14 carbon atoms, and R3 and R5 are linked to the benzene ring in para position with respect to the D and D′ substituent, and R3 and R5 are represented by a hydrogen atom or a linear or branched alkyl group having from 1 to 10 carbon atoms,
Y and Y′, equal or different each other, are an oxygen, sulphur, selenium or tellurium atom, or a NR7 or PR7 group,
D and D′, equal or different each other, are an oxygen, sulphur, selenium or tellurium atom, or a NR7 or PR7 group,
R7 is a H atom or a linear or branched alkyl group having from 1 to 10 carbon atoms,
n is an integer from 1 to 10,
and wherein said copolymerization process provides the formation of a iso-styrene:diene-terminated copolymer according to claim 1.

### Claim 6 (depends on 5)

The copolymerization process according to claim 5, wherein said homogeneous catalyst is represented by the following formula (1):