Classifications

• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
  • C08L61/00—Compositions of condensation polymers of aldehydes or ketones; Compositions of derivatives of such polymers
  • C08L61/04—Condensation polymers of aldehydes or ketones with phenols only
  • C08L61/06—Condensation polymers of aldehydes or ketones with phenols only of aldehydes with phenols
  • C08L61/12—Condensation polymers of aldehydes or ketones with phenols only of aldehydes with phenols with polyhydric phenols
• • B—PERFORMING OPERATIONS; TRANSPORTING
  • B60—VEHICLES IN GENERAL
  • B60C—VEHICLE TYRES; TYRE INFLATION; TYRE CHANGING; CONNECTING VALVES TO INFLATABLE ELASTIC BODIES IN GENERAL; DEVICES OR ARRANGEMENTS RELATED TO TYRES
  • B60C1/00—Tyres characterised by the chemical composition or the physical arrangement or mixture of the composition
  • B60C1/0008—Compositions of the inner liner
• • B—PERFORMING OPERATIONS; TRANSPORTING
  • B60—VEHICLES IN GENERAL
  • B60C—VEHICLE TYRES; TYRE INFLATION; TYRE CHANGING; CONNECTING VALVES TO INFLATABLE ELASTIC BODIES IN GENERAL; DEVICES OR ARRANGEMENTS RELATED TO TYRES
  • B60C1/00—Tyres characterised by the chemical composition or the physical arrangement or mixture of the composition
  • B60C1/0041—Compositions of the carcass layers
• • C—CHEMISTRY; METALLURGY
  • C07—ORGANIC CHEMISTRY
  • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
  • C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
  • C07F7/02—Silicon compounds
  • C07F7/08—Compounds having one or more C—Si linkages
  • C07F7/0834—Compounds having one or more O-Si linkage
  • C07F7/0838—Compounds with one or more Si-O-Si sequences
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
  • C08J3/00—Processes of treating or compounding macromolecular substances
  • C08J3/24—Crosslinking, e.g. vulcanising, of macromolecules
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
  • C08K3/00—Use of inorganic substances as compounding ingredients
  • C08K3/01—Use of inorganic substances as compounding ingredients characterized by their specific function
  • C08K3/013—Fillers, pigments or reinforcing additives
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
  • C08L19/00—Compositions of rubbers not provided for in groups C08L7/00 - C08L17/00
  • C08L19/006—Rubber characterised by functional groups, e.g. telechelic diene polymers
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
  • C08L7/00—Compositions of natural rubber
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
  • C08L83/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers
  • C08L83/04—Polysiloxanes
  • C08L83/06—Polysiloxanes containing silicon bound to oxygen-containing groups
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
  • C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
  • C08G77/04—Polysiloxanes
  • C08G77/14—Polysiloxanes containing silicon bound to oxygen-containing groups
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
  • C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
  • C08G77/80—Siloxanes having aromatic substituents, e.g. phenyl side groups

Definitions

• Methylene acceptors conventionally used in tire rubber compositions are precondensed phenolic resins.
• each Ar-1, Ar 2 , Ar 3 and Ar 4 represents, independently of one another, an optionally substituted aromatic ring;
• each Ar-1, Ar 2 , Ar 3 and Ar 4 represents, independently of one another, an optionally substituted aromatic ring;
• Z representing a tetravalent radical selected from the group consisting of a hydrocarbon radical and a substituted hydrocarbon radical
• Another object of the invention is the use of a compound according to the invention as defined in a rubber composition comprising a phenol-aldehyde resin based on at least one aromatic polyphenol and at least one compound to increase the stiffness of the rubber composition.
• the invention also makes it possible to manufacture a rubber composition comprising at least one compound according to the invention and at least one aromatic polyphenol.
• the invention may also make it possible to implement a method of manufacturing a rubber composition, comprising a step of mixing at least one compound according to the invention and at least one aromatic polyphenol.
• At least one elastomer is also mixed with the composition.
• the invention may also make it possible to implement a method of manufacturing a rubber composition in the cooked state, comprising:
• a step of manufacturing a rubber composition in the green state comprising a step of mixing at least one compound according to the invention and at least one aromatic polyphenol,
• crosslinking step by vulcanization or baking can be replaced by a crosslinking step using another crosslinking system that sulfur.
• the use of the compound according to the invention also makes it possible to obtain rubber compositions having a greatly improved low-deformation stiffness compared to conventional rubber compositions.
• rubber composition is meant that the composition comprises at least one elastomer or a rubber (both terms being synonymous) and at least one other component.
• a rubber composition therefore comprises an elastomer or rubber matrix in which at least the other component is dispersed.
• a rubber composition is in a green state (uncrosslinked) and in an elastic state at the cooked state (crosslinked) but in no case in a liquid state.
• a rubber composition should not be confused with an elastomer latex which is a composition in a liquid state comprising a liquid solvent, usually water, and at least one elastomer or rubber dispersed in the liquid solvent so as to form an emulsion.
• the rubber composition is not an aqueous adhesive composition.
• any range of values designated by the expression “between a and b” represents the range of values from more than a to less than b (i.e., terminals a and b excluded ) while any range of values designated by the expression “from a to b” means the range of values from the terminal "a" to the terminal "b” that is to say including the strict limits " a "and” b ".
• the compound of the invention is of formula W 2:
• each Ar- ⁇ , Ar 2 , Ar 3 and Ar 4 represents, independently of one another, a ring aromatic, optionally substituted;
• the linking group SP is preferably free of reactive function with respect to the aromatic polyphenol.
• reactive function is meant here a function that would react under reaction conditions necessary for the crosslinking of the phenol-aldehyde resin.
• group SP "represents a group of formula SP2:
• Y 1 , Y 2 , Y 3 and Y 4 preferably directly connect Z and Ar 1, Ar 2 , Ar 3 and Ar 4, respectively .
• Z representing a tetravalent radical chosen from the group consisting of a hydrocarbon radical and a substituted hydrocarbon radical.
• a tetravalent radical may optionally be interrupted by one or more heteroatoms, preferably one or more heteroatoms selected from the group consisting of O, S, Si and P.
• Z represents a tetravalent radical chosen from the group consisting of:
• radicals with AR-1, AR 2 , AR 3 , AR 4 representing, independently of one another, a divalent arylene radical and AL representing a tetravalent alkyltetrolyl radical,
• Z represents a tetravalent radical chosen from the group consisting of:
• radicals with AL1, AL 2 , AL 3 , AL 4 representing, independently of one another, a divalent alkylene radical and AR representing a tetravalent aryltetrayl radical and the radicals with AR 1 , AR 2 , AR 3 , AR 4 representing, independently of one another, a divalent arylene radical and AL representing a tetravalent alkyltetril radical.
• Z represents a branched tetravalent alkyltetril radical.
• SP "separates in pairs the groups An, Ar 2 , Ar 3 and Ar 4 by a number of covalent bonds less than or equal to 20, preferably less than or equal to 15.
• the compromise between the fluidity, the rigidity and the temperature resistance of the composition is favored.
• SP "separates in pairs the groups An, Ar 2 , Ar 3 and Ar 4 by a number of covalent bonds strictly greater than 15.
• the compromise between the fluidity and rigidity of the composition is the compromise between the fluidity and rigidity of the composition.
• SP "separates the groups An, Ar 2 , Ar 3 and Ar 4 in pairs by at least 2 successive single bonds, preferably by at least 5 successive single bonds, more preferably by at least 10 successive single bonds.
• the greater the number of single bonds the more the fluidity is increased, without reducing the rigidity, even if increasing it.
• SP "separates in pairs the groups An, Ar 2 , Ar 3 and Ar 4 by a number of successive single bonds less than or equal to 20, preferably less than or equal to 15.
• SP "separates in pairs the groups An, Ar 2 , Ar 3 and Ar 4 by a number of successive single bonds strictly greater than 15.
• the molar mass of the compound of formula W2 is less than or equal to 500 g. mol "1 .
• the molar mass of the compound of formula W 2 is less than or equal to 10,000 g. mol "1 , preferably less than or equal to 5000 g " mol "1 , and more preferably less than or equal to 2000 g. mol "1 .
• each aromatic ring Ar- ⁇ , Ar 2 , Ar 3 and Ar 4 is unsubstituted.
• the compound is of formula W 10:
• each aromatic ring An, Ar 2 , Ar 3 and Ar 4 is substituted respectively by at least one K 2 , K 3 and K 4 group representing, independently of one another, a monovalent radical chosen from the group consisting of a hydrocarbon radical and a substituted monovalent hydrocarbon radical.
• a monovalent radical may optionally be interrupted by one or more heteroatoms, preferably one or more heteroatoms selected from the group consisting of O, S, Si and P.
• each K 2 , K 3 and K 4 group represents, independently of one of the other, a monovalent alkyl radical or a monovalent O-alkyl radical.
• the compound is of formula W 11:
• each K 2 , K 3 and K 4 group and each SP "group are located in ortho position relative to each other on each benzene aromatic ring Ar- ⁇ , Ar 2 , Ar 3 and Ar 4 .
• each aromatic ring An, Ar 2 , Ar 3 and Ar 4 is a benzene ring.
• the group SP "and the group CHO are located in para position with respect to each other on each aromatic ring An, Ar 2 , Ar 3 and Ar 4 .
• aldehyde compound according to the invention
• aromatic polyphenol ranging from 0.1 to 25 phr
• the molar ratio [compound according to the invention or aldehyde]: [aromatic polyphenol] advantageously varies from 1: 10 to 5: 10 and more advantageously from 1: 5 to 1: 2.
• the rubber composition has, in the fired state, a secant modulus at 10% elongation MA10 measured according to the ASTM D 412 standard of 1998 (specimen C ) greater than or equal to 10 MPa, preferably 20 MPa, preferably 30 MPa, more preferably 40 MPa and even more preferably 60 MPa.
• the rubber composition comprises a diene elastomer.
• elastomer or rubber (both terms being synonymous) of the "diene” type, is generally meant an elastomer derived at least in part (ie a homopolymer or a copolymer) of monomers dienes (monomers carrying two double bonds carbon-carbon, conjugated or not).
• the diene elastomer of the rubber composition is chosen from the group consisting of polybutadienes (BR), synthetic polyisoprenes (IR), natural rubber (NR), butadiene copolymers, copolymers of isoprene and mixtures of these elastomers.
• Such copolymers are more preferably selected from the group consisting of butadiene-styrene copolymers (SBR), isoprene-butadiene copolymers (BIR), isoprene-styrene copolymers (SIR), isoprene-copolymers butadiene-styrene (SBIR) and mixtures of such copolymers.
• the rubber compositions may contain a single diene elastomer or a mixture of several diene elastomers, the diene elastomer or elastomers may be used in combination with any type of synthetic elastomer other than diene, or even with polymers other than elastomers for example thermoplastic polymers.
• the rubber composition comprises a reinforcing filler.
• a reinforcing filler When a reinforcing filler is used, it is possible to use any type of reinforcing filler known for its ability to reinforce a rubber composition that can be used for the manufacture of tires, for example an organic filler such as carbon black, a filler reinforcing inorganic such as silica, or a blend of these two types of filler, including a blend of carbon black and silica.
• an organic filler such as carbon black
• a filler reinforcing inorganic such as silica
• a blend of these two types of filler including a blend of carbon black and silica.
• Suitable carbon blacks are all carbon blacks conventionally used in tires (so-called pneumatic grade blacks). For example, mention will be made more particularly of reinforcing carbon blacks of the 100, 200 or 300 series (ASTM grades).
• the carbon blacks could for example already be incorporated into the isoprene elastomer in the form of a masterbatch (see for example applications WO 97/36724 or WO 99/16600).
• organic fillers other than carbon blacks include functionalized polyvinylaromatic organic fillers as described in applications WO-A-2006/069792 and WO-A-2006/069793.
• any inorganic or mineral charge (regardless of its color and origin (natural or synthetic), also called “white charge” charge “clear” or “non-black filler” by opposed to carbon black, capable of reinforcing on its own, without any other means than an intermediate coupling agent, a rubber composition intended for the manufacture of tires, in other words able to replace, in its reinforcing function,
• a conventional carbon black of pneumatic grade Such a filler is generally characterized, in known manner, by the presence of hydroxyl groups (-OH) on its surface.
• reinforcing inorganic filler is indifferent, whether in the form of powder, microbeads, granules, beads or any other suitable densified form.
• reinforcing inorganic filler also refers to mixtures of different reinforcing inorganic fillers, in particular highly dispersible siliceous and / or aluminous fillers as described below.
• mineral fillers of the siliceous type in particular silica (SiO 2 ), or of the aluminous type, in particular alumina (Al 2 O 3 ), are particularly suitable.
• the silica used may be any reinforcing silica known to those skilled in the art, especially any precipitated or pyrogenated silica having a BET surface and a CTAB specific surface both less than 450 m 2 / g, preferably from 30 to 400 m 2 / boy Wut.
• HDS highly dispersible precipitated silicas
• the content of total reinforcing filler is within a range from 5 to 120 phr, more preferably from 5 to 100 phr and even more preferably from 5 to 100 phr. at 90 pce.
• the carbon black may advantageously be the only reinforcing filler or the majority reinforcing filler. Of course, it is possible to use a single carbon black or a blend of several carbon blacks of different ASTM grades. Carbon black may also be used in blending with other reinforcing fillers and in particular reinforcing inorganic fillers as described above, and in particular silica.
• an inorganic filler for example silica
• its content is in a range from 0 to 70 phr, preferably from 0 to 70 phr. 50 phr, in particular also from 5 to 70 phr, and even more preferably this proportion varies from 5 to 50 phr, particularly from 5 to 40 phr.
• the rubber composition comprises various additives.
• the rubber compositions may also comprise all or part of the usual additives usually used in elastomer compositions intended for the manufacture of tires, for example plasticizers or extension oils, which are of aromatic nature. or non-aromatic, pigments, protective agents such as anti-ozone waxes, chemical antiozonants, anti-oxidants, anti-fatigue agents or even adhesion promoters.
• the rubber composition comprises a crosslinking system, more preferably a vulcanization system.
• the vulcanization system comprises a sulfur donor agent, for example sulfur.
• the vulcanization system comprises vulcanization activators such as zinc oxide and stearic acid.
• the vulcanization system comprises a vulcanization accelerator and / or a vulcanization retarder.
• the sulfur or sulfur donor agent is used at a preferential level within a range of 0.5 to 10 phr, more preferably in a range of 0.5 to 8.0 phr. All accelerators, retarders and vulcanization activators are used at a preferential rate within a range of 0.5 to 15 phr. The vulcanization activator (s) is or are used at a preferential rate within a range of 0.5 and 12 phr.
• the crosslinking system itself is preferably based on sulfur and a primary vulcanization accelerator, in particular a sulfenamide type accelerator.
• a primary vulcanization accelerator in particular a sulfenamide type accelerator.
• various known secondary accelerators or vulcanization activators such as zinc oxide, stearic acid, guanidine derivatives (in particular diphenylguanidine), etc.
• Any accelerating compound (primary or secondary) which can act as a vulcanization accelerator for the diene elastomers presence of sulfur, especially thiazole accelerators and their derivatives, thiuram accelerators, and zinc dithiocarbamate type.
• accelerators are more preferably selected from the group consisting of 2-mercaptobenzothiazyl disulfide (abbreviated "MBTS”), N-cyclohexyl-2-benzothiazyl sulfenamide (abbreviated “CBS”), ⁇ , ⁇ -dicyclohexyl-2-benzothiazyl sulfenamide (abbreviated “DCBS”), N-tert-butyl-2-benzothiazyl sulfenamide (abbreviated “TBBS”), N-tert-butyl-2-benzothiazyl sulfenimide (abbreviated “TBSI”), zinc dibenzyldithiocarbamate (in abbreviated “ZBEC”) and mixtures of these compounds.
• MBTS 2-mercaptobenzothiazyl disulfide
• CBS N-cyclohexyl-2-benzothiazyl sulfenamide
• DCBS N-ter
• the rubber composition is in the fired, i.e., vulcanized state.
• the composition is in a green, i.e., unvulcanized state, with the crosslinked phenol-aldehyde resin subsequently added to the unvulcanized composition.
• the phenol-aldehyde resin having not yet crosslinked, the rubber composition comprises:
• the composition is in the green state, that is to say uncured.
• the rubber composition can be used in the tire in the form of a layer.
• layer is meant any three-dimensional element, of any shape and thickness, in particular sheet, strip or other element of any cross section, for example rectangular or triangular.
• the rubber composition is free of formaldehyde.
• each aldehyde other than each compound of formula W2 as described above is preferentially different from formaldehyde.
• the composition is then also preferably free of formaldehyde.
• the aromatic polyphenol may also comprise a mixture of an aromatic polyphenol free molecule and a pre-condensed aromatic polyphenol resin, as described above.
• the aromatic polyphenol may also comprise a mixture of phloroglucinol and a pre-condensed phloroglucinol resin.
• the method comprises the following steps:
• the rigidity of the rubber composition comprising a phenol-aldehyde resin based on a compound according to the invention can be improved with respect to a rubber composition using a conventional reinforcing resin based on a methylene acceptor with ⁇ or ⁇ 3 ⁇ as a methylene donor;
• compositions T0 to T2 and 11 have a common part in their formulations (expressed in phr, parts by weight per hundred parts of elastomer): 100 phr of natural rubber, 75 phr of carbon black N326, 1, 5 phr of N-1,3-dimethylbutyl-N-phenyl-para-phenylenediamine, 1.5 phr of stearic acid, 5 phr of ZnO, 1 phr of N-tertiarybutyl-2-benzothiazole sulfonamide and 2.5 phr of insoluble sulfur 20H.
• composition T0 does not include any reinforcing resin added to this common part.
• the rubber composition 11 comprises:
• the rubber composition 11 comprises a phenol-aldehyde resin based on:
• the aromatic polyphenol of the rubber composition 11 is selected from the group consisting of resorcinol, phloroglucinol, 2,2 ', 4,4'-tetrahydroxydiphenyl sulfide, 2,2', 4,4'- tetrahydroxybenzophenone and mixtures thereof.
• Each aromatic polyphenol of the composition 11 comprises a single aromatic ring, here benzene, bearing three, and only three, -O-H groups in the meta position relative to each other. The remainder of the aromatic ring of the aromatic polyphenol is unsubstituted. In particular, the two ortho positions of each -O-H group are unsubstituted.
• the composition according to the invention 11 comprises the aromatic polyphenol, the compound of formula W2 in molar proportions indicated in Table 1 in the column entitled molar ratio.
• the compound according to the invention of the composition 11 is such that SP "separates in two groups Ar- ⁇ , Ar 2 , Ar 3 and Ar 4 by a number of covalent bonds less than or equal to at 150, preferably less than or equal to 100 and more preferably less than or equal to 75.
• the compound according to the invention of composition 11 is also such that SP "separates in pairs the groups An, Ar 2 , Ar 3 and Ar 4 by a number of covalent bonds greater than or equal to 3, preferably greater than or equal to 4 and more preferably greater than or equal to 5.
• the compound according to the invention of composition 11 is also such that SP "separates two by two groups Ar-1, Ar 2 , Ar 3 and Ar 4 by a number of covalent bonds less than or equal to 20, preferably less than or equal to 15.
• SP “separates in pairs the groups An, Ar 2 , Ar 3 and Ar 4 by at least 2 successive single bonds, preferably at least 5 successive single bonds
• SP "separates the groups An, Ar 2 , Ar 3 and Ar 4 in pairs by a number of successive single bonds less than or equal to 20, preferably less than or equal to 15.
• SP represents a tetravalent radical selected from the group consisting of a hydrocarbon radical and a substituted hydrocarbon radical .
• the compound of the invention of the composition 11 hasa molecular weight of less than or equal to 10000 g. Mol" 1, of preferably 5000 g. mol "1 , and more preferably to 2000 g. mol " 1 and even more preferably less than or equal to 500 g. mol "1 .
• the compound of formula W2 of the composition 11 has the formula:
• the SP30 aldehyde is prepared from pentaerythritol tetrabromide (CAS 3229-00-3) and 4-hydroxy-3-methoxybenzaldehyde (CAS 121 -33-5) in the presence of a mineral base in a solvent. organic.
• pentaerythritol tetrabromide CAS 3229-00-3
• 4-hydroxy-3-methoxybenzaldehyde CAS 121 -33-5
• 15 g of pentaerythritol tetrabromide, 23.5 g of 4-hydroxy-3-methoxybenzaldehyde (4 eq), 42.8 g of K 2 CO 3 (8 eq) in 150 ml of DMF (dimethylformamide) are introduced.
• the mixture is stirred at 110 ° C. for 24 hours.
• the end of the reaction is characterized by 1 H NMR.
• the reaction mixture is filtered.
• FIG. 2A The 1 H NMR spectrum of the aldehyde SP30 is shown in FIG. 2A ( 1 H NMR (CDCl 3, 300 MHz): 9.84 (4H, s), 7.08-7.44 (12H, m), 4.58 (8H, s), 3.79 (12H, s)).
• the reinforcing filler was incorporated in an elastomer, by thermomechanically kneading the whole, until a maximum temperature of between 110 ° C. and 190 ° C. was reached. Then the whole was cooled to a temperature below 110 ° C. Then, in a second step, the crosslinking system, the aromatic phenol / polyphenol, and the methylene donor / compound of formula W2 and optionally the additional aldehyde. At the end of this second stage, the fluidity has been characterized. The mixture was also heated to 150 ° C until the maximum rheometric torque was obtained in order to vulcanize the composition and crosslink the phenol-aldehyde resin. Then, a characterization of the rigidity at 23 ° C. of the composition was carried out during a tensile test.
• Mooney plasticity is achieved using a consistometer according to ASTM D 1646-99.
• the Mooney plasticity measurement is carried out according to the following principle: the raw mixture is molded in a cylindrical chamber heated to a given temperature, usually 100 ° C. After a minute of preheating, a type L rotor rotates within the test tube at 2 revolutions per minute and the useful torque is measured to maintain this movement after 4 minutes of rotation.
• the composition according to the invention 11 has a relatively high fluidity and significantly greater than that of the composition T2.
• the composition according to the invention 11 has a rigidity significantly greater than that of the compositions T0 and T1 and sufficient to allow strengthening of the rubber composition.
• aromatic polyphenols comprising a plurality of aromatic rings, for example benzenes, at least two of which are each carrying at least two -OH groups. in meta position relative to each other. The two ortho positions of at least one of the -OH groups of each aromatic ring are unsubstituted.
• Phloroglucinol (from Alfa Aesar, 99% pure);

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