WO2019151127A1 - Composition, corps moulé réticulé, et pneumatique - Google Patents

Composition, corps moulé réticulé, et pneumatique Download PDF

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Publication number
WO2019151127A1
WO2019151127A1 PCT/JP2019/002417 JP2019002417W WO2019151127A1 WO 2019151127 A1 WO2019151127 A1 WO 2019151127A1 JP 2019002417 W JP2019002417 W JP 2019002417W WO 2019151127 A1 WO2019151127 A1 WO 2019151127A1
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polymer
composition
mass
group
parts
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PCT/JP2019/002417
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English (en)
Japanese (ja)
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拓海 足立
薫平 小林
拓哉 佐野
天斗 福本
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Jsr株式会社
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Publication of WO2019151127A1 publication Critical patent/WO2019151127A1/fr

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Classifications

    • 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
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08C—TREATMENT OR CHEMICAL MODIFICATION OF RUBBERS
    • C08C19/00—Chemical modification of rubber
    • C08C19/02—Hydrogenation
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08C—TREATMENT OR CHEMICAL MODIFICATION OF RUBBERS
    • C08C19/00—Chemical modification of rubber
    • C08C19/25—Incorporating silicon atoms into the molecule
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F6/00—Post-polymerisation treatments
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L9/00—Compositions of homopolymers or copolymers of conjugated diene hydrocarbons
    • C08L9/06—Copolymers with styrene

Definitions

  • the present invention relates to a composition, a crosslinked molded article, and a tire.
  • Copolymers of conjugated diene compounds and aromatic vinyl compounds have good properties such as heat resistance, wear resistance, mechanical strength, and moldability, so pneumatic tires, hoses, anti-vibration rubber, etc. It is used for various applications.
  • Patent Document 1 discloses a conjugated diene rubber whose terminal is modified with a functional group. End-modified conjugated diene rubber has better compatibility with fillers as reinforcing agents such as carbon black and silica compared to unmodified conjugated diene rubber, so it can suppress heat generation and improve fuel efficiency. Is possible.
  • some aspects according to the present invention can improve work efficiency by effectively suppressing cold flow by solving at least a part of the above problems, and are excellent in high strength and wear resistance. It is an object of the present invention to provide a composition for producing a molded body.
  • the present invention has been made to solve at least a part of the above-described problems, and can be realized as the following aspects or application examples.
  • composition according to the present invention is: A polymer (A) having a structural unit derived from a conjugated diene compound and a structural unit derived from an aromatic vinyl compound; Water (B), Containing
  • the polymer (A) may be a polymer containing butadiene as the conjugated diene compound and having a vinyl bond content of a structural unit derived from the butadiene of 60 mol% or less.
  • One aspect of the tire according to the present invention is:
  • the crosslinked molded body of the above application example is used as a material of at least dread or sidewall.
  • composition of the present invention it is possible to improve the working efficiency by suppressing the cold flow, and it is possible to produce a crosslinked molded article having high strength and excellent wear resistance.
  • a numerical range described using “to” means that numerical values described before and after “to” are included as a lower limit value and an upper limit value.
  • room temperature is a temperature of 1 to 30 ° C., but is a temperature of 25 ° C. particularly when a test or the like is performed.
  • (Meth) acrylic is a concept encompassing both “acrylic” and “methacrylic”. Further, “ ⁇ (meth) acrylate” is a concept encompassing both “ ⁇ acrylate” and “ ⁇ methacrylate”.
  • composition contains a polymer (A) having a structural unit derived from a conjugated diene compound and a structural unit derived from an aromatic vinyl compound, and water (B),
  • each component contained in the composition according to the present embodiment will be described in detail.
  • Polymer (A) The polymer (A) contained in the composition according to this embodiment has a structural unit derived from a conjugated diene compound and a structural unit derived from an aromatic vinyl compound. A polymer (A) may have other structural units other than the said structural unit. The polymer (A) may be either a random copolymer or a block copolymer.
  • the content ratio of the polymer (A) in the composition according to the present embodiment is preferably 50 parts by mass or more, more preferably 55 parts by mass or more and 99.99 parts by mass when the total solid content of the composition is 100 parts by mass. It is 998 parts by mass or less.
  • the polymer (A) has a structural unit derived from a conjugated diene compound.
  • the conjugated diene compound include 1,3-butadiene, isoprene, 2,3-dimethyl-1,3-butadiene, 1,3-pentadiene, 1,3-hexadiene, 1,3-heptadiene, 2-phenyl- 1,3-butadiene, 3-methyl-1,3-pentadiene, 2-chloro-1,3-butadiene and the like can be mentioned, and one or more selected from these can be used.
  • 1,3-butadiene, isoprene and 2,3-dimethyl-1,3-butadiene are preferred.
  • the content ratio of the structural unit derived from the conjugated diene compound in the polymer (A) is preferably 50 to 95 parts by mass when the total structural unit of the polymer (A) is 100 parts by mass. More preferably, it is 95 parts by mass.
  • the content ratio of the structural unit derived from the conjugated diene compound is in the above range, it becomes easy to produce a crosslinked molded article having an excellent balance between high strength and wear resistance.
  • the polymer (A) has a structural unit derived from an aromatic vinyl compound.
  • the aromatic vinyl compound include styrene, 2-methylstyrene, 3-methylstyrene, 4-methylstyrene, ⁇ -methylstyrene, 2,4-dimethylstyrene, 2,4-diisopropylstyrene, and 4-t-butyl.
  • Styrene 5-t-butyl-2-methylstyrene, vinylethylbenzene, divinylbenzene, trivinylbenzene, divinylnaphthalene, t-butoxystyrene, vinylbenzyldimethylamine, (4-vinylbenzyl) dimethylaminoethyl ether, N, N -Dimethylaminoethylstyrene, N, N-dimethylaminomethylstyrene, 2-ethylstyrene, 3-ethylstyrene, 4-ethylstyrene, 2-t-butylstyrene, 3-t-butylstyrene, 4-t-butylstyrene , Vinyl xylene, vinyl naphthalate , Vinylpyridine, diphenylethylene, tertiary amino group-containing diphenylethylene (for example, 1- (4-N, N-dimethyla
  • the content ratio of the structural unit derived from the aromatic vinyl compound in the polymer (A) is preferably 5 to 40 parts by mass when the total structural unit of the polymer (A) is 100 parts by mass, The amount is more preferably 10 to 40 parts by mass, and particularly preferably 10 to 35 parts by mass.
  • the content ratio of the structural unit derived from the aromatic vinyl compound is in the above range, it becomes easy to produce a crosslinked molded article having an excellent balance between high strength and wear resistance.
  • the polymer (A) may have other structural units other than the above structural units.
  • Examples of other structural units include repeating units derived from non-conjugated olefins.
  • Examples of the non-conjugated olefin include unsaturated carboxylic acid esters, unsaturated carboxylic acids, ⁇ , ⁇ -unsaturated nitrile compounds, propylene, and ethylene.
  • the total structural unit of the polymer (A) is 100 parts by mass, the other structural unit is preferably less than 25 parts by mass, and more preferably 15 parts by mass or less.
  • the unsaturated carboxylic acid ester is preferably a (meth) acrylic acid ester.
  • (meth) acrylic acid esters include, for example, methyl (meth) acrylate, ethyl (meth) acrylate, n-propyl (meth) acrylate, i-propyl (meth) acrylate, (meth ) N-butyl acrylate, i-butyl (meth) acrylate, n-amyl (meth) acrylate, i-amyl (meth) acrylate, hexyl (meth) acrylate, cyclohexyl (meth) acrylate, (meth ) 2-ethylhexyl acrylate, n-octyl (meth) acrylate, nonyl (meth) acrylate, decyl (meth) acrylate, hydroxymethyl (meth) acrylate, hydroxyethyl (meth) acryl
  • unsaturated carboxylic acid examples include mono- or dicarboxylic acids such as acrylic acid, methacrylic acid, crotonic acid, maleic acid, fumaric acid, itaconic acid, and the like. One type selected from these That can be the end. In particular, at least one selected from acrylic acid, methacrylic acid and itaconic acid is preferable.
  • ⁇ , ⁇ -unsaturated nitrile compound examples include acrylonitrile, methacrylonitrile, ⁇ -chloroacrylonitrile, ⁇ -ethylacrylonitrile, vinylidene cyanide, and one or more selected from these. Can be. Of these, at least one selected from acrylonitrile and methacrylonitrile is preferable, and acrylonitrile is particularly preferable.
  • the polymer (A) may further have a structural unit derived from the compound shown below.
  • examples of such compounds include fluorine-containing compounds having an ethylenically unsaturated bond such as vinylidene fluoride, tetrafluoroethylene, and hexafluoropropylene; ethylenically unsaturated carboxylic acids such as (meth) acrylamide and N-methylolacrylamide.
  • Acid alkyl amides Monoalkyl esters; Monoamides; Aminoethylacrylamide, dimethylaminomethylmethacrylamide, Methylaminopropylmethacrylamide Examples thereof include aminoalkylamides of ethylenically unsaturated carboxylic acids such as, and can be one or more selected from these.
  • the polymer (A) can be produced by a known synthesis method, but a solution polymerization method is particularly preferred. Moreover, as a polymerization form, you may use any of a batch type and a continuous type. In the case of using the solution polymerization method, as an example of a specific polymerization method, monomers such as a conjugated diene compound and an aromatic vinyl compound in an organic solvent are used as a polymerization initiator and a randomizer used as necessary. The method of superposing
  • the randomizer can be used for the purpose of adjusting the content (vinyl content) of vinyl bonds (1,2-bonds and 3,4-bonds). Randomizers include dimethoxybenzene, tetrahydrofuran, dimethoxyethane, diethylene glycol dibutyl ether, diethylene glycol dimethyl ether, 2,2-di (tetrahydrofuryl) propane, 2- (2-ethoxyethoxy) -2-methylpropane, triethylamine, pyridine, N -Methylmorpholine, tetramethylethylenediamine and the like, and one or more selected from these can be used.
  • the iodine value of the polymer (A) is controlled by reducing the content of structural units derived from conjugated diene compounds and increasing the content of structural units derived from aromatic vinyl compounds and other structural units. can do. Further, the iodine value of the polymer may be controlled by hydrogenating a double bond in the polymer (hereinafter also referred to as “hydrogenation”) by a known method.
  • the iodine value of the polymer (A) When the iodine value of the polymer (A) is controlled by hydrogenation, it can be arbitrarily selected by changing the amount of the catalyst, the hydrogen pressure during the reaction, and the reaction time, but the structural unit derived from the conjugated diene compound
  • the hydrogenation rate is preferably in the range of 70 to 99%.
  • the hydrogenation rate is a value obtained by measurement by 1 H-NMR.
  • the polymer (A) is composed of an amino group, a carboxyl group, an oxazoline group, a group having a carbon-nitrogen double bond, a nitrogen-containing heterocyclic group, a phosphino group, a thiol group, and a hydrocarbyloxysilyl group at its end. It can also have one or more functional groups selected. By having such a functional group, for example, when applied to tire applications, the dispersibility of a reinforcing filler such as silica can be effectively improved, and the low hysteresis loss characteristic can be improved.
  • amino group means a primary amino group (—NH 2 ), a secondary amino group (—NHR, where R is a hydrocarbon group), and a tertiary amino group (—NRR ′, where R , R ′ represents any one of hydrocarbon groups).
  • the “carboxyl group” is a concept including not only —COOH but also —COOM (M is a monovalent metal ion) and an acetic anhydride segment.
  • the amino group, carboxyl group, oxazoline group, phosphino group, thiol group and the like may be protected by a protecting group such as a trisubstituted hydrocarbylsilyl group.
  • the iodine value of the polymer (A) is from 10 to 100, preferably from 10 to 80, and more preferably from 10 to 70.
  • the cold flow phenomenon tends to be reduced.
  • the iodine value is not within the above range, the main chain contains many unsaturated bonds, resulting in a decrease in the entanglement density of the main chain, or a decrease in crystallinity due to the ethylene chain being broken by the unsaturated bond, etc. It is considered that the shape retention of the polymer (A) is lowered due to the influence of the above.
  • the heat resistance tends to be deteriorated, and it may not be able to withstand a processing step at a high temperature such as coextrusion. This is considered to be an effect of the unsaturated bond contained in the polymer (A) reacting at a high temperature and denatured.
  • the iodine value of the polymer (A) in the present invention can be measured according to the method described in “JIS K 0070: 1992”. Since the iodine value is a value that represents the amount of halogen that reacts with 100 g of the target substance in terms of grams of iodine, the unit of iodine value is “g / 100 g”. In this specification, for example, “the iodine value is 10 to 100” means “the iodine value is 10 to 100 g / 100 g”.
  • the “vinyl bond content” in the present invention means a conjugated diene compound that is incorporated in the polymer (A) (before hydrogenation) in a 1, 2, or 1,4 bond bonding mode. It is the total ratio (on a mol% basis) of units incorporated in 1, 2 bonds and 3, 4 bonds among the derived structural units.
  • the vinyl bond content of the polymer (A) is preferably 60 mol% or less, more preferably 50 mol% or less, and particularly preferably 40 mol% or less. When the vinyl bond content is in the above range, the mechanical strength and wear resistance of the obtained molded product tend to be further improved.
  • the vinyl bond content (1,2 bond content and 3,4 bond content) can be calculated from the 1 H-NMR spectrum.
  • the polymer (A) is particularly preferably a polymer containing a structural unit derived from butadiene and having a vinyl bond content of the structural unit derived from butadiene of 60 mol% or less.
  • the weight average molecular weight (Mw) of the polymer (A) is preferably 1 ⁇ 10 5 to 1 ⁇ 10 6 , more preferably 1.5 ⁇ 10 5 to 5 ⁇ 10 5 , and 2 ⁇ 10. Particularly preferred is 5 to 4 ⁇ 10 5 .
  • the “weight average molecular weight” refers to a polystyrene equivalent weight average molecular weight measured by GPC (gel permeation chromatography).
  • the average ethylene chain length of the polymer (A) is 2 to 20, preferably 2 to 10, and more preferably 2 to 7.
  • the average ethylene chain length of the polymer (A) is in the above range, a crosslinked molded article having excellent mechanical strength and wear resistance can be obtained.
  • the average ethylene chain length is less than the above range, it indicates that more short chain branches and the like are introduced into the molecular chain, and crystallization by the ethylene chain is inhibited. There is a tendency to be inferior in wear resistance.
  • the average ethylene chain length exceeds the above range, workability and impact resistance may be deteriorated.
  • the average ethylene chain length is also referred to as the average 1,4-butylene chain length.
  • the number of 1,4-butylene units and the number of chains can be determined by 13 C-NMR and calculated from the following formula.
  • the average ethylene chain length of the copolymer as shown in the following formula is 1,4 butylene units in total and the number of chains is 4, so the average ethylene chain length is 2.
  • a known means can be adopted, and for example, it can be controlled by adding a potassium compound together with a polymerization initiator.
  • the aromatic vinyl compound introduced into the polymer (A) can be randomly arranged or a single chain of the aromatic vinyl compound can be added.
  • the average ethylene chain length of the polymer (A) can be controlled.
  • the potassium compound include potassium alkoxide, potassium phenoxide, potassium salt of organic carboxylic acid, potassium salt of organic sulfonic acid, potassium salt of organic phosphorous acid, and the like.
  • the composition according to the present embodiment contains water (B).
  • the content ratio of water (B) in the composition according to this embodiment is 0.05% by mass or more and 2.0% by mass or less, preferably 0.1% by mass or more and 1.5% by mass or less, More preferably, it is 0.2 mass% or more and 1.2 mass% or less.
  • the content ratio of water (B) in the composition When the content ratio of water (B) in the composition is within the above range, when the composition is molded, the moldability becomes excellent, and the cold flow of the molded product can be suppressed. If the content ratio of water (B) in the composition exceeds the above range, cold flow of the molded body may be easily generated, and water is heated to form bubbles, and bubbles are broken on the surface of the molded body. There is a possibility of failure (siriburst leak). When the content ratio of water (B) in the composition is less than the above range, the composition may be overdried and rubber may be burned, and the moldability of the composition tends to deteriorate.
  • the content ratio of water (B) in the composition is determined by heating the composition at a temperature and time suitable for the polymer to be used, using a dryer such as a dehumidifying dryer, a vacuum dryer, or a hot air dryer. Can be controlled. If the drying temperature is high and the drying time is long, the amount of water can be greatly reduced, but the composition may cause alteration such as scorch. Further, when the drying temperature is low and the drying time is short, the moisture content tends to increase. In any case, the content ratio of water (B) can be controlled by controlling the drying temperature and the drying time in this way.
  • a composition for a cross-linked molded body and a cross-linked molded body is a polymer other than the crosslinking agent and the polymer (A), if necessary, in order to prepare a cross-linked molded body.
  • crosslinking agent examples include sulfur, sulfur halides, organic peroxides, quinonedioximes, organic polyvalent amine compounds, alkylphenol resins having a methylol group, and one or more selected from these are used. can do.
  • sulfur when sulfur is used as the crosslinking agent, the amount is preferably 0.1 to 5 parts by mass with respect to 100 parts by mass of the polymer (A).
  • Examples of the polymer other than the polymer (A) include butadiene rubber (BR, such as high cis BR having 90% or more of cis-1,4 bonds, BR containing syndiotactic-1,2-polybutadiene (SPB)), styrene butadiene, and the like.
  • BR butadiene rubber
  • SPB syndiotactic-1,2-polybutadiene
  • SBR rubber
  • NR natural rubber
  • IR isoprene rubber
  • styrene isoprene copolymer rubber butadiene isoprene copolymer rubber, and the like.
  • One or more selected from these may be used. it can.
  • the filler examples include various reinforcing fillers such as carbon black, silica, clay, and calcium carbonate, and one or more selected from these can be used. Among these, carbon black, silica, or a combination of carbon black and silica is preferable. When carbon black or silica is used as the filler, the content of silica and / or carbon black is preferably 20 to 130 parts by mass with respect to 100 parts by mass of the polymer (A).
  • the vulcanization accelerator is not particularly limited, and examples thereof include sulfenamide-based, guanidine-based, thiuram-based, thiourea-based, thiazole-based, dithiocarbamic acid-based, xanthogenic acid-based and dithiophosphoric acid-based compounds, preferably 2 -Mercaptobenzothiazole, dibenzothiazyl disulfide, N-cyclohexyl-2-benzothiazylsulfenamide, Nt-butyl-2-benzothiazolesulfenamide, N-oxyethylene-2-benzothiazolesulfenamide N-oxyethylene-2-benzothiazole sulfenamide, N, N′-diisopropyl-2-benzothiazole sulfenamide, diphenylguanidine, diortolylguanidine, orthotolylbisguanidine and the like.
  • the content of the vulcanization accelerator is usually 0.1 to 5 parts
  • stearic acid is usually used as the vulcanization aid or processing aid.
  • the content ratio of the vulcanization aid and the processing aid is usually 0.5 to 5 parts by mass with respect to 100 parts by mass of the polymer (A).
  • the composition for crosslinked molded bodies can be produced by kneading the above components using a kneader such as an open kneader (for example, a roll) or a closed kneader (for example, a Banbury mixer).
  • a kneader such as an open kneader (for example, a roll) or a closed kneader (for example, a Banbury mixer).
  • the composition for a crosslinked molded body produced in this manner can be applied to various products as a crosslinked molded body by crosslinking (vulcanizing) by heating or the like after the molding process.
  • tire applications such as tire treads, under treads, carcass, sidewalls, and bead parts; seal materials such as packings, gaskets, weather strips, O-rings; various vehicles such as automobiles, ships, aircraft, and railways Interior and exterior skin materials for building; building materials; anti-vibration rubbers for industrial machinery and equipment; various hoses and hose covers such as diaphragms, rolls, radiator hoses and air hoses; belts such as power transmission belts; Dust boots; Medical equipment materials; Fenders; Wire insulation materials; Other industrial products.
  • a vulcanized molded body obtained by using the above-mentioned composition for a crosslinked molded body can be suitably used as a material for tire treads and sidewalls because it has high strength and excellent wear resistance.
  • the tire can be manufactured according to a conventional method.
  • a material for a sidewall the composition for a cross-linked molded body is mixed with a kneader, and the sheet-like material is placed outside the carcass according to a conventional method and vulcanized and molded.
  • a pneumatic tire is obtained.
  • Example 1 3.1.1. Production of Polymer A1 An autoclave reactor with an internal volume of 50 liters purged with nitrogen was charged with 25600 g of cyclohexane, 76.8 g of tetrahydrofuran, 160 g of styrene, and 2976 g of 1,3-butadiene. After the temperature of the reactor contents was adjusted to 45 ° C., a cyclohexane solution containing n-butyllithium (72.44 mmol) was added to initiate polymerization. The polymerization was carried out under adiabatic conditions and the maximum temperature reached 85 ° C.
  • the polymer (A1) obtained above was dried by changing the drying time with a hot roll to prepare the composition used in Example 1.
  • the water content of the composition thus prepared was measured using an automatic heating and vaporization moisture measuring system (AQS-22320A manufactured by Hiranuma Sangyo Co., Ltd.) at a heating temperature of 150 ° C. and a nitrogen gas flow rate of 200 mL / min. .
  • the obtained composition for a crosslinked molded article was molded and vulcanized with a vulcanizing press at 160 ° C. for a predetermined time to obtain a crosslinked molded article.
  • Example 5 An autoclave reactor with an internal volume of 50 liters purged with nitrogen was charged with 25600 g of cyclohexane, 76.8 g of tetrahydrofuran, 480 g of styrene, and 2656 g of 1,3-butadiene. After adjusting the temperature of the reactor contents to 45 ° C., a cyclohexane solution containing n-butyllithium (37.97 mmol) was added to initiate polymerization. The polymerization was carried out under adiabatic conditions and the maximum temperature reached 85 ° C.
  • Comparative Example 1 A polymer P1 was obtained by the same operation as in Example 1 except that the polymerization formulation was changed as shown in Table 1. Except for using the polymer P1 instead of the polymer A1, a composition was prepared in the same manner as in Example 1 so as to have the composition described in Table 2, and a crosslinked molded product was produced and evaluated. The results are shown in Table 2.
  • Comparative Example 2 Polymerization reaction and desolvation were carried out by the same polymerization formulation and operation as in Example 4 except that the hydrogenation reaction was not carried out to obtain a polymer P2. Except for using the polymer P2 instead of the polymer A1, a composition was prepared in the same manner as in Example 1 so as to have the composition described in Table 2, and a crosslinked molded product was produced and evaluated. The results are shown in Table 2.
  • Comparative Example 3 A polymer P3 was obtained by the same polymerization prescription and operation as in Example 4 except that the integrated hydrogen flow rate in the reaction was reduced. Except for using the polymer P3 in place of the polymer A1, a composition was prepared in the same manner as in Example 1 so as to have the composition described in Table 2, and a crosslinked molded product was produced and evaluated. The results are shown in Table 2.
  • Comparative Example 4 A polymer P4 was obtained by the same polymerization formulation and operation as in Example 4 except that the temperature of the hot roll for drying was 95 ° C. Except for using the polymer P4 in place of the polymer A1, a composition was prepared in the same manner as in Example 1 so as to have the composition described in Table 2, and a crosslinked molded product was produced and evaluated. The results are shown in Table 2.
  • Table 1 shows the polymerization prescription of each polymer.
  • Table 2 shows the composition of each composition and each evaluation result.

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Abstract

L'invention fournit une composition qui permet d'améliorer l'efficacité de travail en éliminant de manière efficace le fluage, et qui simultanément est destinée à élaborer un corps moulé de solidité élevée et d'excellente résistance à l'usure. La composition de l'invention comprend un polymère (A) possédant une unité structurale dérivée d'un composé diène conjugué et une unité structurale dérivée d'un composé vinyle aromatique, et une eau (B). La longueur moyenne de chaîne éthylène dudit polymère (A) est comprise entre 2 et 20. L'indice d'iode dudit polymère (A) est compris entre 10 et 100. Lorsque la teneur en polymère (A) est représentée par Ma (en parties en masse) et la teneur en eau (B) est représentée par Mb (en parties en masse), alors Ｍａ／Ｍｂ＝５０～２０００.
PCT/JP2019/002417 2018-01-31 2019-01-25 Composition, corps moulé réticulé, et pneumatique WO2019151127A1 (fr)

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WO2022065509A1 (fr) 2020-09-28 2022-03-31 旭化成株式会社 Article moulé sous forme de balle
EP3988327A1 (fr) 2020-10-16 2022-04-27 Asahi Kasei Kabushiki Kaisha Composition de caoutchouc réticulable, procédé de production d'un caoutchouc réticulable, et bande de roulement pour pneu
WO2022091982A1 (fr) 2020-10-30 2022-05-05 旭化成株式会社 Composition de caoutchouc et pneumatique
WO2022123939A1 (fr) 2020-12-08 2022-06-16 旭化成株式会社 Polymère de diène hydrogéné, balle, composition de caoutchouc et pneu
WO2022149471A1 (fr) 2021-01-07 2022-07-14 旭化成株式会社 Composition de caoutchouc pour réticulation, composition de caoutchouc pour pneu, corps moulé pour flanc de pneu, feuille, procédé de production de flanc de pneu et flanc de pneu
WO2022163152A1 (fr) 2021-01-28 2022-08-04 旭化成株式会社 Polymère de caoutchouc, procédé de production de polymère de caoutchouc, composition de caoutchouc et bande de roulement de pneu
WO2023038095A1 (fr) 2021-09-13 2023-03-16 日本エラストマー株式会社 Composition de caoutchouc réticulé, procédé de production de composition de caoutchouc réticulé
US11905357B2 (en) 2020-06-26 2024-02-20 Asahi Kasei Kabushiki Kaisha Molded bale of rubber composition, method for producing molded bale of rubber composition, crosslinking rubber composition, and tread for tire
US11905395B2 (en) 2020-06-26 2024-02-20 Asahi Kasei Kabushiki Kaisha Molded bale of rubber composition, method for producing molded bale, crosslinking rubber composition, and tread for tire
US11912858B2 (en) 2020-07-03 2024-02-27 Asahi Kasei Kabushiki Kaisha Molded bale of rubber-like block copolymer, rubber composition, crosslinking rubber composition, and tread for tire
EP4364963A1 (fr) 2022-11-07 2024-05-08 Sumitomo Rubber Industries, Ltd. Pneumatique

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6023409A (ja) * 1983-07-20 1985-02-06 Japan Synthetic Rubber Co Ltd スチレン−ブタジエン共重合体ゴム
JP2000053706A (ja) * 1998-08-07 2000-02-22 Jsr Corp 水添共役ジオレフィン系重合体
WO2017014282A1 (fr) * 2015-07-22 2017-01-26 Jsr株式会社 Polymère de type diène conjugué hydrogéné ainsi que son procédé de production, composition polymère, polymère réticulé et pneu
WO2017090421A1 (fr) * 2015-11-26 2017-06-01 Jsr株式会社 Procédé de production d'un polymère diène conjugué hydrogéné, polymère diène conjugué hydrogéné, composition polymère, polymère réticulé, et pneu
WO2017150645A1 (fr) * 2016-03-03 2017-09-08 Jsr株式会社 Caoutchouc à base de diène conjugué hydrogéné, composition de caoutchouc, caoutchouc réticulé, et pneumatique

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6023409A (ja) * 1983-07-20 1985-02-06 Japan Synthetic Rubber Co Ltd スチレン−ブタジエン共重合体ゴム
JP2000053706A (ja) * 1998-08-07 2000-02-22 Jsr Corp 水添共役ジオレフィン系重合体
WO2017014282A1 (fr) * 2015-07-22 2017-01-26 Jsr株式会社 Polymère de type diène conjugué hydrogéné ainsi que son procédé de production, composition polymère, polymère réticulé et pneu
WO2017090421A1 (fr) * 2015-11-26 2017-06-01 Jsr株式会社 Procédé de production d'un polymère diène conjugué hydrogéné, polymère diène conjugué hydrogéné, composition polymère, polymère réticulé, et pneu
WO2017150645A1 (fr) * 2016-03-03 2017-09-08 Jsr株式会社 Caoutchouc à base de diène conjugué hydrogéné, composition de caoutchouc, caoutchouc réticulé, et pneumatique

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US11905395B2 (en) 2020-06-26 2024-02-20 Asahi Kasei Kabushiki Kaisha Molded bale of rubber composition, method for producing molded bale, crosslinking rubber composition, and tread for tire
US11905357B2 (en) 2020-06-26 2024-02-20 Asahi Kasei Kabushiki Kaisha Molded bale of rubber composition, method for producing molded bale of rubber composition, crosslinking rubber composition, and tread for tire
US11912858B2 (en) 2020-07-03 2024-02-27 Asahi Kasei Kabushiki Kaisha Molded bale of rubber-like block copolymer, rubber composition, crosslinking rubber composition, and tread for tire
EP3950723A1 (fr) 2020-08-03 2022-02-09 Asahi Kasei Kabushiki Kaisha Composition de caoutchouc et pneumatique
WO2022034865A1 (fr) 2020-08-11 2022-02-17 旭化成株式会社 Corps moulé emballé, composition de caoutchouc de réticulation, procédé de fabrication de corps moulé emballé, procédé de fabrication de composition de caoutchouc de réticulation et bande de roulement de pneu
KR20230056039A (ko) 2020-09-28 2023-04-26 아사히 가세이 가부시키가이샤 베일 성형체
WO2022065509A1 (fr) 2020-09-28 2022-03-31 旭化成株式会社 Article moulé sous forme de balle
EP3988327A1 (fr) 2020-10-16 2022-04-27 Asahi Kasei Kabushiki Kaisha Composition de caoutchouc réticulable, procédé de production d'un caoutchouc réticulable, et bande de roulement pour pneu
WO2022091982A1 (fr) 2020-10-30 2022-05-05 旭化成株式会社 Composition de caoutchouc et pneumatique
KR20230054715A (ko) 2020-10-30 2023-04-25 아사히 가세이 가부시키가이샤 고무 조성물 및 타이어
KR20230093295A (ko) 2020-12-08 2023-06-27 아사히 가세이 가부시키가이샤 수소 첨가 디엔 중합체, 베일, 고무 조성물 및 타이어
WO2022123939A1 (fr) 2020-12-08 2022-06-16 旭化成株式会社 Polymère de diène hydrogéné, balle, composition de caoutchouc et pneu
KR20230079269A (ko) 2021-01-07 2023-06-05 아사히 가세이 가부시키가이샤 가교용 고무 조성물, 타이어용 고무 조성물, 타이어의 사이드 월용 성형체, 시트, 타이어의 사이드 월의 제조 방법, 타이어의 사이드 월
WO2022149471A1 (fr) 2021-01-07 2022-07-14 旭化成株式会社 Composition de caoutchouc pour réticulation, composition de caoutchouc pour pneu, corps moulé pour flanc de pneu, feuille, procédé de production de flanc de pneu et flanc de pneu
KR20230128075A (ko) 2021-01-28 2023-09-01 아사히 가세이 가부시키가이샤 고무상 중합체, 고무상 중합체의 제조 방법, 고무 조성물및 타이어용 트레드
WO2022163152A1 (fr) 2021-01-28 2022-08-04 旭化成株式会社 Polymère de caoutchouc, procédé de production de polymère de caoutchouc, composition de caoutchouc et bande de roulement de pneu
WO2023038095A1 (fr) 2021-09-13 2023-03-16 日本エラストマー株式会社 Composition de caoutchouc réticulé, procédé de production de composition de caoutchouc réticulé
EP4364963A1 (fr) 2022-11-07 2024-05-08 Sumitomo Rubber Industries, Ltd. Pneumatique

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