WO2019156093A1 - Composition de caoutchouc et pneu - Google Patents

Composition de caoutchouc et pneu Download PDF

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Publication number
WO2019156093A1
WO2019156093A1 PCT/JP2019/004118 JP2019004118W WO2019156093A1 WO 2019156093 A1 WO2019156093 A1 WO 2019156093A1 JP 2019004118 W JP2019004118 W JP 2019004118W WO 2019156093 A1 WO2019156093 A1 WO 2019156093A1
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Prior art keywords
rubber composition
group
rubber
composition according
formula
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PCT/JP2019/004118
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English (en)
Japanese (ja)
Inventor
悟司 浜谷
真也 篠崎
真布夕 植野
正樹 阿部
Original Assignee
株式会社ブリヂストン
大塚化学株式会社
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Application filed by 株式会社ブリヂストン, 大塚化学株式会社 filed Critical 株式会社ブリヂストン
Priority to JP2019570761A priority Critical patent/JP7257973B2/ja
Publication of WO2019156093A1 publication Critical patent/WO2019156093A1/fr

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Classifications

    • BPERFORMING OPERATIONS; TRANSPORTING
    • B60VEHICLES IN GENERAL
    • B60CVEHICLE TYRES; TYRE INFLATION; TYRE CHANGING; CONNECTING VALVES TO INFLATABLE ELASTIC BODIES IN GENERAL; DEVICES OR ARRANGEMENTS RELATED TO TYRES
    • B60C1/00Tyres characterised by the chemical composition or the physical arrangement or mixture of the composition
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K3/00Use of inorganic substances as compounding ingredients
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/04Oxygen-containing compounds
    • C08K5/13Phenols; Phenolates
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/16Nitrogen-containing compounds
    • C08K5/17Amines; Quaternary ammonium compounds
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/16Nitrogen-containing compounds
    • C08K5/22Compounds containing nitrogen bound to another nitrogen atom
    • C08K5/24Derivatives of hydrazine
    • C08K5/25Carboxylic acid hydrazides
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L9/00Compositions of homopolymers or copolymers of conjugated diene hydrocarbons
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02TCLIMATE CHANGE MITIGATION TECHNOLOGIES RELATED TO TRANSPORTATION
    • Y02T10/00Road transport of goods or passengers
    • Y02T10/80Technologies aiming to reduce greenhouse gasses emissions common to all road transportation technologies
    • Y02T10/86Optimisation of rolling resistance, e.g. weight reduction 

Definitions

  • the present invention relates to a rubber composition and a tire.
  • Patent Document 1 contains carbon black and a specific hydrazide compound in an elastomer containing natural rubber for the purpose of improving the chemical interaction between the rubber component and carbon black.
  • a rubber composition is disclosed.
  • Patent Document 1 is not sufficiently low in heat generation, and further improvement in low heat generation is necessary to meet the demand for lower fuel consumption of automobiles.
  • improvement of low heat build-up was attempted by the technique of Patent Document 1, a polymer gel was generated in the rubber composition, and deterioration of processability (increased viscosity) was also considered. Further improvement was desired for sex.
  • an object of the present invention is to provide a rubber composition excellent in low heat generation, wear resistance and processability. Another object of the present invention is to provide a tire excellent in low heat generation, wear resistance and productivity.
  • the inventors of the present invention have intensively studied to solve the above-mentioned problems with rubber compositions containing a rubber component and a filler.
  • a hydrazide compound having a specific structure in the rubber composition, the interaction between the rubber component and carbon black can be enhanced, and as a result, more excellent low heat generation can be realized.
  • generation of the polymer gel mentioned above by making the rubber composition contain the anti-aging agent containing the compound which has a phenol group further, it was excellent in low exothermic property and The inventors have found that both wear resistance and excellent workability can be achieved, and have completed the present invention.
  • the rubber composition of the present invention comprises a rubber component containing a diene rubber, a filler, a compound represented by the following formula (I), and an antiaging agent containing a compound having a phenol group. It is characterized by including.
  • A is an aryl group having at least two polar groups, and the polar groups may be the same or different.
  • R 1 and R 2 are each independently hydrogen; And at least one substituent selected from the group consisting of an atom, an acyl group, an amide group, an alkyl group, a cycloalkyl group, and an aryl group, and the substituent is one or more of O, S, and N atoms May be included.
  • At least one of the polar groups of A in the compound represented by the formula (I) is a hydroxyl group, an amino group, or a nitro group. More preferably, at least one of is a hydroxyl group, and at least two of the polar groups are particularly preferably a hydroxyl group. This is because more excellent low heat generation and wear resistance can be realized.
  • a in the compound represented by the formula (I) is a phenyl group or a naphthyl group. This is because more excellent low heat generation properties and wear resistance can be realized, and the practicality is also excellent.
  • R 1 and R 2 in the compound represented by the formula (I) are both hydrogen atoms. This is because more excellent low heat generation and wear resistance can be realized.
  • the molecular weight of the compound represented by the formula (I) is preferably 250 or less. This is because more excellent low heat generation and wear resistance can be realized.
  • the melting point of the compound represented by the formula (I) is 80 ° C. or higher and lower than 250 ° C. This is because more excellent low heat generation and wear resistance can be realized.
  • the content of the compound represented by the formula (I) is preferably 0.05 to 30 parts by mass with respect to 100 parts by mass of the rubber component. This is because more excellent low heat generation and wear resistance can be realized, and deterioration of workability can be effectively suppressed.
  • the compound represented by the formula (I) is 2,6-dihydroxybenzohydrazide, 2,3-dihydroxybenzohydrazide, 2,4-dihydroxybenzohydrazide, 2,5 -Dihydroxybenzohydrazide, 4-amino-2-hydroxybenzohydrazide, 3,5-dihydroxynaphthalene-2-carbohydrazide, 4-amino-3-hydroxynaphthalene-2-carbohydrazide, 3-hydroxy-4-nitronaphthalene- At least one selected from the group consisting of 2-carbohydrazide, 1,3-dihydroxynaphthalene-2-carbohydrazide, 2,4,6-trihydroxybenzohydrazide and 2,6-dihydroxy-4-methylbenzohydrazide Preferably there is. This is because more excellent low heat generation and wear resistance can be realized.
  • the diene rubber is preferably natural rubber. This is because excellent wear resistance can be realized.
  • the filler contains carbon black. This is because excellent wear resistance can be realized.
  • the content of the filler is preferably 10 to 160 parts by mass with respect to 100 parts by mass of the rubber component. This is because more excellent low heat generation and wear resistance can be realized.
  • the compound having a phenol group preferably has a molecular weight ratio of 250 or less with respect to the number of phenol groups. This is because better workability can be realized.
  • the total content of the anti-aging agent is 0.05 to 10 parts by mass with respect to 100 parts by mass of the rubber component. This is because more excellent processability can be realized without causing deterioration of the viscosity.
  • the proportion of the compound having a phenol group in the anti-aging agent is preferably 20 to 100% by mass. This is because more excellent processability can be realized while obtaining an anti-aging effect.
  • the anti-aging agent further contains an amine anti-aging agent, and the ratio of the amine anti-aging agent in the anti-aging agent is 80% by mass or less. preferable. This is because deterioration of workability can be more reliably suppressed.
  • the tire of the present invention is characterized by using the above rubber composition. By providing the above configuration, it is possible to realize excellent low heat generation, wear resistance, and productivity.
  • the present invention it is possible to provide a rubber composition excellent in low heat buildup, wear resistance and processability. Further, according to the present invention, it is possible to provide a tire excellent in low heat generation, wear resistance, and productivity.
  • the rubber composition of the present invention is a rubber composition containing a rubber component, a filler, a compound represented by the following formula (I), and an anti-aging agent containing a compound having a phenol group.
  • A is an aryl group having at least two polar groups, and the polar groups may be the same or different.
  • R 1 and R 2 are each independently hydrogen; And at least one substituent selected from the group consisting of an atom, an acyl group, an amide group, an alkyl group, a cycloalkyl group, and an aryl group, and the substituent is one or more of O, S, and N atoms May be included.
  • the rubber component contained in the rubber composition of the present invention is not particularly limited as long as it contains a diene rubber.
  • the diene rubber include natural rubber, polybutadiene rubber (BR), polyisoprene rubber (IR), styrene / butadiene copolymer rubber (SBR), styrene isoprene butadiene rubber (SIBR), and chloroprene rubber (CR).
  • synthetic diene rubbers such as acrylonitrile butadiene rubber (NBR).
  • NBR acrylonitrile butadiene rubber
  • at least natural rubber is preferably included. This is because more excellent low heat generation can be realized, and improvement in wear resistance can be expected.
  • gum you may contain individually by 1 type and may contain as 2 or more types of blends.
  • the rubber component is a non-diene system such as ethylene propylene diene rubber (EPDM), ethylene propylene rubber (EPM), butyl rubber (IIR), etc., as long as the effects of the invention are not impaired. It is also possible to include synthetic rubber.
  • EPDM ethylene propylene diene rubber
  • EPM ethylene propylene rubber
  • IIR butyl rubber
  • the content of the diene rubber in the rubber component is not particularly limited, but is preferably 80% by mass or more from the viewpoint of maintaining excellent low heat buildup and wear resistance, and 90% by mass. % Or more is more preferable.
  • the rubber composition of the present invention includes a filler in addition to the rubber component described above.
  • a filler in addition to the rubber component described above.
  • the dispersibility of the filler is increased, and the performance such as strength and abrasion resistance is maintained at a high level, while being excellent. Low heat generation can be realized.
  • the content of the filler is not particularly limited, but is preferably 10 to 160 parts by mass, more preferably 30 to 100 parts by mass with respect to 100 parts by mass of the rubber component. preferable.
  • the amount of filler it is possible to achieve more excellent low heat generation and wear resistance, and when the content is 10 parts by mass or more, sufficient wear resistance is obtained, When the content is 160 parts by mass or less, it is possible to suppress the deterioration of low heat generation.
  • the type of the filler is not particularly limited.
  • carbon black, silica, and other inorganic fillers can be included.
  • the said filler contains carbon black. This is because more excellent low heat generation can be realized, and improvement in wear resistance can be expected.
  • the carbon black include GPF, FEF, SRF, HAF, ISAF, IISAF, and SAF grade carbon black.
  • the content of the carbon black is preferably 10 parts by mass or more and more preferably 30 parts by mass or more with respect to 100 parts by mass of the rubber component from the viewpoint of obtaining superior wear resistance. Preferably, it is 50 parts by mass or more. This is because the wear resistance of the rubber composition can be further improved by setting the carbon black content to 10 parts by mass or more with respect to 100 parts by mass of the rubber component. Further, the content of the carbon black is preferably 160 parts by mass or less, more preferably 90 parts by mass or less, and further preferably 70 parts by mass or less with respect to 100 parts by mass of the rubber component. preferable. This is because when the content of the carbon black is 160 parts by mass or less with respect to 100 parts by mass of the rubber component, low heat build-up and workability can be further improved while maintaining the wear resistance at a high level. .
  • the silica as the filler is not particularly limited, and for example, wet silica, dry silica, colloidal silica, and the like can be used.
  • nM ⁇ xSiO Y ⁇ zH 2 O (II)
  • M is a metal selected from the group consisting of Al, Mg, Ti, Ca and Zr, oxides or hydroxides of these metals, and hydrates thereof, and carbonates of these metals.
  • N, x, y and z are each an integer of 1 to 5, an integer of 0 to 10, an integer of 2 to 5, and an integer of 0 to 10)
  • Examples of the inorganic compound of the above formula (II) include alumina (Al 2 O 3 ) such as ⁇ -alumina and ⁇ -alumina; alumina monohydrate such as boehmite and diaspore (Al 2 O 3 .H 2 O); gibbsite Aluminum hydroxide [Al (OH) 3 ], such as bayerite; aluminum carbonate [Al 2 (CO 3 ) 3 ], magnesium hydroxide [Mg (OH) 2 ], magnesium oxide (MgO), magnesium carbonate (MgCO 3 ), Talc (3MgO ⁇ 4SiO 2 ⁇ H 2 O), attapulgite (5MgO ⁇ 8SiO 2 ⁇ 9H 2 O), titanium white (TiO 2 ), titanium black (TiO 2n-1 ), calcium oxide (CaO), hydroxylated Calcium [Ca (OH) 2 ], aluminum magnesium oxide (MgO.Al 2 O 3 ), clay (Al 2 O 3 .2SiO 2 ), kaolin
  • the rubber composition of this invention contains the compound represented by Formula (I) in addition to the rubber component and filler mentioned above.
  • A represents an aryl group.
  • the aryl group has at least two polar groups at arbitrary positions, and the polar groups may be the same or different.
  • the position of the polar group is the aromatic ring of the aryl group. It can be anywhere.
  • R 1 and R 2 in formula (I) are each independently at least one substituent selected from the group consisting of a hydrogen atom, an acyl group, an amide group, an alkyl group, a cycloalkyl group, and an aryl group. is there. Further, these substituents may contain one or more of O, S and N atoms.
  • the aryl group represented by A has a high affinity with a filler such as carbon black, and the portion having a hydrazide skeleton has a high affinity with the rubber component. Therefore, the chemical interaction between the rubber component and the filler can be greatly improved by being blended in the rubber composition. As a result, the hysteresis loss due to the friction between the fillers can be reduced, and as a result, extremely low heat build-up can be obtained as compared with the prior art. In addition, better wear resistance can be achieved by improving the dispersibility of the filler. In addition, as a result of greatly improved chemical interaction between the rubber component and the filler, it is possible to suppress the increase in viscosity of the unvulcanized rubber while maintaining the low heat buildup and wear resistance of the rubber composition. Can also be improved.
  • examples of the aryl group represented by A in the compound represented by the formula (I) include aromatic hydrocarbon groups such as a phenyl group, a naphthyl group, an anthryl group, a phenanthryl group, and a triphenylenyl group.
  • the aryl group is preferably a phenyl group or a naphthyl group, and more preferably a phenyl group. Since it exhibits an excellent affinity with a filler, it can realize better low heat generation and wear resistance, and can reduce the number of aromatic rings, which is advantageous in terms of cost and also in terms of practicality.
  • the number of the polar groups which the aryl group shown by A in the compound represented by the formula (I) has is 2 or more.
  • a filler such as carbon black.
  • the affinity with the filler is sufficient. May not be obtained, and the low heat build-up and wear resistance of the rubber composition may be reduced.
  • the type of the polar group is not particularly limited, and examples thereof include an amino group, an imino group, a nitrile group, an ammonium group, an imide group, an amide group, a hydrazo group, an azo group, a diazo group, a hydroxyl group, and a carboxy group.
  • at least one of the polar groups is preferably a hydroxyl group, an amino group or a nitro group, more preferably a hydroxyl group, and particularly preferably at least two are hydroxyl groups. This is because the rubber composition exhibits excellent affinity with the filler and can further improve the low heat buildup and wear resistance of the rubber composition.
  • R 1 and R 2 are each independently a hydrogen atom, an acyl group, an amide group, an alkyl group, a cycloalkyl group, and an aryl group. And at least one substituent selected from the group consisting of groups. These substituents may contain one or more of O, S and N atoms. Further, R 1 and R 2 are preferably a hydrogen atom or an alkyl group among the substituents described above, and more preferably each of R 1 and R 2 is a hydrogen atom. This is because it has a high affinity with the rubber component, and more excellent low heat build-up, wear resistance and workability can be obtained.
  • the molecular weight of the compound represented by the formula (I) is preferably 250 or less, more preferably 200 or less, and further preferably 180 or less. This is because the affinity with each molecule of natural rubber is increased, a superior low heat build-up property can be obtained, and the wear resistance can be increased.
  • the melting point of the compound represented by the formula (I) is preferably 80 ° C. or higher and lower than 250 ° C., more preferably 80 to 200 ° C. This is because, by lowering the melting point of the hydrazide compound, the affinity with each molecule of the natural rubber is increased, a more excellent low heat build-up property can be obtained, and the wear resistance can be increased.
  • the content of the compound represented by formula (I) in the rubber composition of the present invention is preferably 0.05 to 30 parts by mass with respect to 100 parts by mass of the rubber component. It is more preferably from 10 to 10 parts by mass, and particularly preferably from 0.05 to 5 parts by mass.
  • the content 0.05 parts by mass or more with respect to 100 parts by mass of the rubber component more excellent low heat build-up and wear resistance can be obtained, and by making the content 30 parts by mass or less, workability can be improved. This is because deterioration can be prevented.
  • the rubber composition of the present invention further contains an anti-aging agent in addition to the rubber component, the filler and the compound represented by the formula (I) described above. And about the said anti-aging agent, it is required to contain the compound which has a phenol group (henceforth a "phenol group containing compound").
  • a phenol group-containing compound By including the compound represented by the above formula (I), it has become possible to greatly improve the chemical interaction between the rubber component and the filler. It was thought to get worse. Therefore, in the present invention, by using a phenol group-containing compound as an anti-aging agent in the rubber composition, it is possible to improve processability while maintaining a low exothermic property at an excellent level.
  • the type of the phenol group-containing compound is not particularly limited, and can be appropriately selected from known anti-aging agents.
  • the phenol group-containing compound include monophenol compounds, bisphenol compounds, thiobisphenol compounds, hindered phenol compounds, and polyphenol compounds.
  • the ratio (molecular weight / number of phenol groups) of the molecular weight with respect to the number of phenol groups is 250 or less among the compounds mentioned above, and it is more preferable that it is 200 or less. . This is because more excellent processability can be obtained.
  • the number of the phenol groups in the said phenol group containing compound in the case of the compound (hydroquinone etc.) which two phenol groups couple
  • phenol group-containing compounds having a molecular weight ratio to the number of phenol groups of 250 or less 2,2′-methylenebis (4-methyl-6-tert -Butylphenol), 4,4'-butylidenebis (3-methyl-6-tert-butylphenol), 2,6-di-tert-butyl-4-methylphenol, 2,5-di-tert-amylhydroquinone, 2, 5-di-tert-butylhydroquinone, 1,1-bis (4-hydroxyphenyl) cyclohexane, 4,4′-thiobis (3-methyl-6-tert-butylphenol), 2,6 di-tert-butyl-4 -Consisting of ethylphenol and bis (3,5-di-tert-butyl-4-hydroxybenzyl) sulfide And more preferably contains at least one selected from the group.
  • the proportion of the phenol group-containing compound in the anti-aging agent is preferably 20 to 100% by mass, and more preferably 20 to 80% by mass.
  • the ratio of the phenol group-containing compound 20% by mass or more it is possible to suppress deterioration in processability of the rubber composition.
  • an antiaging effect can be more reliably acquired by setting it as 80 mass% or less.
  • anti-aging agents other than the said phenol group containing compound can also be included for the purpose of the improvement of anti-aging effect.
  • an amine-based antioxidant can be further contained.
  • the content of the amine-based anti-aging agent in the anti-aging agent is preferably 80% by mass or less, and more preferably 60% by mass or less. It is because the processability deterioration of a rubber composition can be suppressed by making content of the said amine type anti-aging agent in the said anti-aging agent into 80 mass% or less.
  • the total content of the anti-aging agent in the rubber composition of the present invention is preferably 0.05 to 10 parts by mass, and 0.05 to 5 parts by mass with respect to 100 parts by mass of the rubber component. It is more preferable that By making the total content of the anti-aging agent 0.05 parts by mass or more with respect to 100 parts by mass of the rubber component, an anti-aging effect can be more reliably obtained, and the content of the anti-aging agent is By setting it as 10 mass parts or less with respect to 100 mass parts of rubber components, deterioration of workability can be suppressed.
  • the rubber composition of the present invention is usually used in the rubber industry in addition to the rubber component, the filler, the compound represented by the formula (I) and the anti-aging agent containing a phenol group-containing compound.
  • a compounding agent such as a softening agent, a silane coupling agent, zinc white, a vulcanization accelerator, a vulcanizing agent, and the like can be appropriately selected and contained within a range that does not impair the object of the present invention.
  • these compounding agents commercially available products can be suitably used.
  • the manufacturing method of the rubber composition of the present invention is not particularly limited.
  • it can be obtained by blending and kneading a rubber component containing a diene rubber, a filler, a compound represented by the formula (I), and an anti-aging agent by a known method.
  • the tire of the present invention is characterized by using the above-described rubber composition of the present invention.
  • the part to which the rubber composition is applied is preferably used for a tread among tires.
  • a tire using the rubber composition of the present invention for a tread is excellent in low heat buildup.
  • the tire of the present invention is not particularly limited except that the above-described rubber composition of the present invention is used for any tire member, and can be produced according to a conventional method.
  • an inert gas such as nitrogen, argon, helium, or the like can be used in addition to normal or air with adjusted oxygen partial pressure.
  • Mooney viscosity index The rubber composition of each sample was measured for Mooney viscosity according to JIS K 6300-1: 2001 (Mooney viscosity, Mooney scorch time). In addition, about the measured Mooney viscosity, after taking the reciprocal number, it multiplied by 100, the index value when the reciprocal value x100 of the comparative example 2 was set to 100 was made into the Mooney viscosity index. As the Mooney viscosity index is larger, the unvulcanized viscosity is smaller and the workability is better.
  • slightly yellow crystals were found to be 3-hydroxy-N ′-(1,3-dimethylbutylidene) -2-naphthoic acid hydrazide as a result of NMR and IR analysis. (Melting point: 146 ° C., 1H-NMR (DMSO) 0.90 (m, 6H), 1.93 (s, 3H), 2.00 (m, 1H), 2.17 (m, 2H), 7.38.
  • the sum of Mooney viscosity index, tan ⁇ index, and wear index was calculated for comprehensive evaluation.
  • Table 1 the rubber composition of each example has a high overall evaluation with respect to the rubber composition of each comparative example, and the workability, low heat build-up, and wear resistance are compatible at a high level. I understood it.
  • the present invention it is possible to provide a rubber composition excellent in low heat buildup, wear resistance and processability. Moreover, according to the present invention, it is possible to provide a tire excellent in low heat buildup and productivity.

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Mechanical Engineering (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Tires In General (AREA)

Abstract

Afin de fournir une composition de caoutchouc ayant une faible exothermicité, une excellente résistance à l'usure et une excellente aptitude au façonnage, la présente invention est caractérisée en ce qu'elle comprend: un composant de caoutchouc contenant un caoutchouc à base de diène; une charge; un composé représenté par la formule (I); et un agent anti-dégradation contenant un composé ayant un groupe phénol.
PCT/JP2019/004118 2018-02-07 2019-02-05 Composition de caoutchouc et pneu WO2019156093A1 (fr)

Priority Applications (1)

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JP2019570761A JP7257973B2 (ja) 2018-02-07 2019-02-05 ゴム組成物及びタイヤ

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP6838638B1 (ja) * 2019-11-21 2021-03-03 住友ゴム工業株式会社 タイヤ用ゴム組成物及びタイヤ
JP2021080406A (ja) * 2019-11-21 2021-05-27 住友ゴム工業株式会社 タイヤ用ゴム組成物及びタイヤ

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