US6420488B1
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Coupling system (white filler/diene elastomer) based on polysulphurized alkoxysilane, enamine, and guanidine derivative
Assignee: Michelin Recherche et Technique SA Switzerland
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Filing: 2000-11-28
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Granted: 2002-07-16
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Expires: 2020-11-28
Abstract
Abstract The present invention provides for a coupling system (white filler/diene elastomer) for a rubber composition based on diene elastomer reinforced with a white filler, formed by the association of a polysulphurized alkoxysilane, an enamine and a guanidine derivative. The invention also provides a rubber composition usable for the manufacture of tires, comprising, as base constituents, one or more diene elastomer(s), a reinforcing white filler, a polysulphurized alkoxysilane coupling agent (white filler/diene elastomer), with which are associated an enamine and a guanidine derivative. Also provided is a process for preparing such a rubber composition, and a tire or semi-finished product, in particular a tread for a tire, comprising a rubber composition according to the invention.
Inventors
- 👤 Christophe Penot
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-29 09:07
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/16; C08K5/29; C08K5/31; C08K5/34; C08K5/3412; C08K5/3415; C08K3/00; C08K3/34; C08K3/36; C08K5/17; C08K5/54; C08K5/548; C08L; C08L21/00; C08L9/00
Claims Analysis
Total Claims: 60
Claim 1
Independent Claim
44 words
A rubber composition usable for the manufacture of tires, comprising, as base constituents, a diene elastomer, a reinforcing white filler, and a coupling system, said coupling system comprising a polysuphurized alkoxysilane coupling agent (white filler/diene elastomer) associated with an enamine and a guanidine derivative.
Claim 2
Dependent Claim
44 words
A rubber composition usable for the manufacture of tires, comprising, as base constituents, a diene elastomer, a reinforcing white filler, and a coupling system, said coupling system comprising a polysuphurized alkoxysilane coupling agent (white filler/diene elastomer) associated with an enamine and a guanidine derivative.
Claim 3
Dependent Claim
15 words
The rubber composition according to claim 1 , in which the guanidine derivative is diphenylguanidine.
Claim 4
Dependent Claim
21 words
The rubber composition according to claim 1 , in which the polysulphurized alkoxysilane is a bis-alkoxy(C 1 -C 4 )silylpropyl polysulphide.
Claim 5
Dependent Claim
16 words
The rubber composition according to claim 3 , in which the polysulphurized alkoxysilane is bis-3-triethoxysilylpropyl tetrasulphide.
Claim 6
Dependent Claim
16 words
The rubber composition according to claim 3 , in which the polysulphurized alkoxysilane is bis-3-triethoxysilylpropyl disulphide.
Claim 7
Dependent Claim
31 words
The rubber composition according to claim 1 , in which the polysulphurized alkoxysilane corresponds to the formula: in which x=1 to 8, m=1 to 200, and OEt represents an ethoxyl radical.
Claim 8
Dependent Claim
27 words
The rubber composition according to claim 1 , in which the quantity of polysulphurized alkoxysilane represents less than 8% relative to the weight of reinforcing white filler.
Claim 9
Dependent Claim
27 words
The rubber composition according to claim 7 , in which the quantity of polysulphurized alkoxysilane represents less than 6% relative to the weight of reinforcing white filler.
Claim 10
Dependent Claim
16 words
The rubber composition according to claim 1 , in which the enamine has the formula (III-0):
Claim 11
Dependent Claim
22 words
The rubber composition according to claim 1 , in which the enamine is an enamines derived from dibutylamine, aniline, piperidine or pyrrolidine.
Claim 12
Dependent Claim
18 words
A rubber composition according to claim 10 , in which the enamine orresponds to formula (III-1) or (III-2):
Claim 13
Dependent Claim
26 words
The rubber composition according to claim 1 , in which the quantity of enamine represents between 1% and 25% relative to the weight of polysulphurized alkoxysilane.
Claim 14
Dependent Claim
26 words
The rubber composition according to claim 12 , in which the quantity of enamine represents between 3% and 17.5% relative to the weight of polysulphurized alkoxysilane.
Claim 15
Dependent Claim
32 words
The rubber composition according to claim 1 , in which the total quantity of the polysulphurized alkoxysilane and the enamine represents less than 10% relative to the weight of reinforcing white filler.
Claim 16
Dependent Claim
32 words
The rubber composition according to claim 14 , in which the total quantity of the polysulphurized alkoxysilane and the enamine represents less than 8% relative to the weight of reinforcing white filler.
Claim 17
Dependent Claim
28 words
The rubber composition according to claim 1 , in which the quantity of guanidine derivative represents between 0.5 and 4% relative to the weight of reinforcing white filler.
Claim 18
Dependent Claim
40 words
The rubber composition according to claim 1 , in which the total quantity of the coupling system comprising the polysulphurized alkoxysilane, the enamine and the guanidine derivative represents between 1% and 20% relative to the weight of reinforcing white filler.
Claim 19
Dependent Claim
40 words
The rubber composition according to claim 17 , in which the total quantity of the coupling system comprising the polysulphurized alkoxysilane, the enamine and the guanidine derivative represents between 5% and 15% relative to the weight of reinforcing white filler.
Claim 20
Dependent Claim
39 words
The rubber composition according to claim 18 , in which the total quantity of the coupling system comprising the polysulphurized alkoxysilane, the enamine and the guanidine derivative represents less than 12% relative to the weight of reinforcing white filler.
Claim 21
Dependent Claim
39 words
The rubber composition according to claim 19 , in which the total quantity of the coupling system comprising the polysulphurized alkoxysilane, the enamine and the guanidine derivative represents less than 10% relative to the weight of reinforcing white filler.
Claim 22
Dependent Claim
16 words
The rubber composition according to claim 1 , in which the reinforcing white filler comprises silica.
Claim 23
Dependent Claim
19 words
The rubber composition according to claim 1 , in which the reinforcing white filler constitutes the entire reinforcing filler.
Claim 24
Dependent Claim
14 words
The rubber composition according to claim 1 , further comprising carbon black as filler.
Claim 25
Dependent Claim
35 words
The rubber composition according to claim 1 , in which the diene elastomer is selected from the group consisting of polybutadienes, polyisoprenes (natural rubber), butadiene-styrene copolymers, butadiene-isoprene copolymers, isoprene-styrene copolymers, butadiene-styrene-isoprene copolymers, and mixtures thereof.
Claim 26
Dependent Claim
17 words
The rubber composition according to claim 24 , in which the diene elastomer is a butadiene-styrene copolymer.
Claim 27
Dependent Claim
23 words
The rubber composition according to claim 25 , in which the diene elastomer is a mixture of a butadiene-styrene copolymer and a polybutadiene.
Claim 28
Dependent Claim
67 words
The rubber composition according to claim 25 or 26 , in which the butadiene-styrene copolymer is prepared in solution and has a styrene content of between 20% and 30% by weight, a content of vinyl bonds of the butadiene part of between 15% and 65%, a content of trans-1,4 bonds of between 20% and 75% and a glass transition temperature of between −20° C. and −55° C.
Claim 29
Dependent Claim
18 words
The rubber composition according to claim 26 , in which the polybutadiene has more than 90% cis-1,4 bonds.
Claim 30
Dependent Claim
48 words
A process for preparing a rubber composition usable in the manufacture of a tire comprising incorporating by kneading into a diene elastomer, a reinforcing white filler and a coupling system, said coupling system comprising a polysulphurized alkoxysilane coupling agent (white filler/diene elastomer), an enamine and a guanidine derivative.
Claim 31
Dependent Claim
48 words
A process for preparing a rubber composition usable in the manufacture of a tire comprising incorporating by kneading into a diene elastomer, a reinforcing white filler and a coupling system, said coupling system comprising a polysulphurized alkoxysilane coupling agent (white filler/diene elastomer), an enamine and a guanidine derivative.
Claim 32
Dependent Claim
39 words
A process according to claim 29 , wherein the incorporating is carried out in one or more steps and that the entire mixture is thermomechanically kneaded until a maximum temperature of between 130° C. and 200° C. is reached.
Claim 33
Dependent Claim
19 words
A process according to claim 28 , wherein the maximum kneading temperature is between 145° C. and 180° C.
Claim 34
Dependent Claim
16 words
A rubber composition prepared by the method of any one of claims 29 to 31 .
Claim 35
Dependent Claim
77 words
A tire or a semi-finished rubber product intended for tires, selected from the group consisting of treads, underlayers for such treads, crown plies, sidewalls, carcass plies, beads, protectors, inner tubes and airtight internal rubbers for tubeless tires comprising a rubber composition, said rubber composition comprising as base constituents, a diene elastomer, a reinforcing white filler and a coupling system, said coupling system comprising a polysulfurized alkoxysilane coupling agent in association with an enamine and a guanidine derivative.
Claim 36
Dependent Claim
77 words
A tire or a semi-finished rubber product intended for tires, selected from the group consisting of treads, underlayers for such treads, crown plies, sidewalls, carcass plies, beads, protectors, inner tubes and airtight internal rubbers for tubeless tires comprising a rubber composition, said rubber composition comprising as base constituents, a diene elastomer, a reinforcing white filler and a coupling system, said coupling system comprising a polysulfurized alkoxysilane coupling agent in association with an enamine and a guanidine derivative.
Claim 37
Dependent Claim
12 words
A semi-finished product according to claim 33 , consisting of a tread.
Claim 38
Dependent Claim
27 words
The tread according to claim 34 , characterised in that it is based on a rubber composition according to any one of claims 24 to 28 .
Claim 39
Dependent Claim
44 words
A coupling system (white filler/diene elastomer) for a rubber composition based on a diene elastomer reinforced by a white filler, usable for the manufacture of tires, the coupling system comprising a polysulphurized alkoxysilane coupling agent in association with, an enamine and a guanidine derivative.
Claim 40
Dependent Claim
44 words
A coupling system (white filler/diene elastomer) for a rubber composition based on a diene elastomer reinforced by a white filler, usable for the manufacture of tires, the coupling system comprising a polysulphurized alkoxysilane coupling agent in association with, an enamine and a guanidine derivative.
Claim 41
Dependent Claim
23 words
The coupling system according to claim 36 , in which the polysulphurized alkoxysilane represents more than 50% by weight of the coupling system.
Claim 42
Dependent Claim
15 words
The coupling system according to claim 36 , in which the guanidine derivative is diphenylguanidine.
Claim 43
Dependent Claim
22 words
The coupling system according to claim 36 , in which the polysulphurized alkoxysilane is a bis-(C 1 -C 4 )alkoxyl silylpropyl polysulphide.
Claim 44
Dependent Claim
16 words
The coupling system according to claim 39 , in which the polysulphurized alkoxysilane is bis-3-triethoxysilylpropyl tetrasulphide.
Claim 45
Dependent Claim
16 words
The coupling system according to claim 39 , in which the polysulphurized alkoxysilane is bis-3-triethoxysilylpropyl disulphide.
Claim 46
Dependent Claim
31 words
The coupling system according to claim 36 , in which the polysulphurized alkoxysilane corresponds to the formula: in which x=1 to 8, m=1 to 200, and OEt represents an ethoxyl radical.
Claim 47
Dependent Claim
16 words
The coupling system according to claim 36 , in which the enamine has the formula (III-0):
Claim 48
Dependent Claim
22 words
The coupling system according to claim 36 , in which the enamine is an enamine derived from dibutylamine, aniline, piperidine or pyrrolidine.
Claim 49
Dependent Claim
18 words
The coupling system according to claim 44 , in which the enamine corresponds to formula (III-1) or (III-2):
Claim 50
Independent Claim
47 words
A method of coupling a reinforcing white filler and a diene elastomer in a rubber composition usable for the manufacture of tires comprising adding to said diene elastomer and reinforcing white filler a coupling system comprising a polysulfurized alkoxysilane coupling agent, an enamine and a guanidine derivative.
Claim 51
Independent Claim
47 words
A method of coupling a reinforcing white filler and a diene elastomer in a rubber composition usable for the manufacture of tires comprising adding to said diene elastomer and reinforcing white filler a coupling system comprising a polysulfurized alkoxysilane coupling agent, an enamine and a guanidine derivative.
Claim 52
Dependent Claim
24 words
The method according to claim 46 , wherein the enamine and guanidine derivative activate the coupling function (white filler/diene elastomer) of the polysulphurized alkoxysilane.
Claim 53
Dependent Claim
21 words
The method according to claim 47 , in which the polysulphurized alkoxysilane is a bis-(C 1 -C 4 )alkoxy silylpropyl polysulphide.
Claim 54
Dependent Claim
15 words
The method according to claim 48 , in which the polysulphurized alkoxysilane is bis-3-triethoxysilylpropyl tetrasulphide.
Claim 55
Dependent Claim
15 words
The method according to claim 48 , in which the polysulphurized alkoxysilane is bis-3-triethoxysilylpropyl disulphide.
Claim 56
Dependent Claim
30 words
The method according to claim 47 , in which the polysulphurized alkoxysilane corresponds to the formula: in which x=1 to 8, m=1 to 200, and OEt represents an ethoxyl radical.
Claim 57
Dependent Claim
15 words
The method according to claim 47 , in which the enamine has the formula (III-0):
Claim 58
Dependent Claim
21 words
The method according to claim 47 , in which the enamine is an enamine derived from dibutylamine, aniline, piperidine or pyrrolidine.
Claim 59
Dependent Claim
17 words
The method according to claim 53 , in which the enamine corresponds to formula (III-1) or (III-2):
Claim 60
Dependent Claim
14 words
The method according to claim 47 , in which the guanidine derivative is diphenylguanidine.
References Cited (Backward Citations)
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| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 2005-07-15 | 2006-01-14 | 2006-07-16 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2009-07-15 | 2010-01-14 | 2010-07-16 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2013-07-15 | 2014-01-14 | 2014-07-16 | $7700.00 | Window Closed / Lapsed |