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WO2025005123A1 - Composition de caoutchouc pour pneus, et pneu - Google Patents

Composition de caoutchouc pour pneus, et pneu Download PDF

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Publication number
WO2025005123A1
WO2025005123A1 PCT/JP2024/023146 JP2024023146W WO2025005123A1 WO 2025005123 A1 WO2025005123 A1 WO 2025005123A1 JP 2024023146 W JP2024023146 W JP 2024023146W WO 2025005123 A1 WO2025005123 A1 WO 2025005123A1
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resins
group
conjugated diene
diene rubber
rubber
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Japanese (ja)
Inventor
前田　涼二
大成 鈴木
亮太 高橋
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Yokohama Rubber Co Ltd
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Yokohama Rubber Co Ltd
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Priority to JP2024552790A priority Critical patent/JP7773107B2/ja
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    • Y—GENERAL 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
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02T—CLIMATE CHANGE MITIGATION TECHNOLOGIES RELATED TO TRANSPORTATION
    • Y02T10/00—Road transport of goods or passengers
    • Y02T10/80—Technologies aiming to reduce greenhouse gasses emissions common to all road transportation technologies
    • Y02T10/86—Optimisation of rolling resistance, e.g. weight reduction 

Definitions

  • the present invention relates to a rubber composition for tires and a tire.
  • Patent Document 1 Rubber compositions for tires that contain silica in order to improve performance have been known (for example, Patent Document 1).
  • the present invention aims to provide a rubber composition for tires that has excellent processability and exhibits excellent wet performance, abrasion resistance, and chipping resistance when made into a tire, as well as a tire manufactured using the rubber composition for tires.
  • the inventors have found that the above-mentioned problems can be solved by using a specific modified conjugated diene rubber as the rubber component and containing silica, a silane coupling agent and an alkyltriethoxysilane, and have arrived at the present invention. That is, the present inventors have found that the above problems can be solved by the following configuration.
  • the composition contains a diene rubber including a modified conjugated diene rubber (A1), silica, a silane coupling agent, and an alkyltriethoxysilane,
  • the modified conjugated diene rubber (A1) satisfies the following formula (1) and the following formula (2) and has a modifying group containing a nitrogen atom, a silicon atom and an oxygen atom adjacent thereto,
  • a rubber composition for tires wherein the proportion of the modified conjugated diene rubber (A1) in the diene rubber is 25 mass % or more.
  • the IVw 10% in formula (1) and formula (2) and the Mw 10% in formula (1) are as follows.
  • the modified conjugated diene rubber is subjected to gel permeation chromatography measurement using a differential refractive index detector and a viscosity detector as detectors.
  • the weight average intrinsic viscosity obtained using the high molecular weight side portion of the peak of the chromatogram obtained by the viscosity detector, which is 10% of the total peak area, is defined as IVw 10% .
  • the unit of weight average intrinsic viscosity is dL/g.
  • the modified conjugated diene rubber (A1) is a star structure having three or more branches, at least one branch of which has a moiety derived from a vinyl monomer containing an alkoxysilyl group or a halosilyl group;
  • the silane coupling agent includes 3-octanoylthio-1-propyltriethoxysilane or a silane coupling agent having a mercapto group.
  • thermoplastic resin comprises at least one selected from the group consisting of terpene resins, C5/C9 resins, C5 resins, C9 resins, DCPD resins, DCPD/C9 resins, hydrogenated C5/C9 resins, hydrogenated C5 resins, hydrogenated C9 resins, hydrogenated DCPD resins, and hydrogenated DCPD/C9 resins.
  • thermoplastic resin comprises at least two resins selected from the group consisting of terpene resins, C5/C9 resins, C5 resins, C9 resins, DCPD resins, DCPD/C9 resins, hydrogenated C5/C9 resins, hydrogenated C5 resins, hydrogenated C9 resins, hydrogenated DCPD resins, and hydrogenated DCPD/C9 resins.
  • the content of the thermoplastic resin is 50 parts by mass or less per 100 parts by mass of the diene rubber.
  • the present invention can provide a rubber composition for tires that has excellent processability and exhibits excellent wet performance, abrasion resistance, and chipping resistance when made into a tire, as well as a tire manufactured using the rubber composition for tires.
  • 1 is an example of a GPC chromatogram. 1 is a partial cross-sectional schematic view showing an example of an embodiment of a tire of the present invention.
  • a numerical range expressed using “to” means a range that includes the numerical values before and after “to” as the lower and upper limits.
  • each component may be used alone or in combination of two or more. When two or more components are used in combination, the content of the components refers to the total content unless otherwise specified.
  • the method for producing each component is not particularly limited unless otherwise specified, and may be, for example, a conventionally known method.
  • the processability, wet performance when made into a tire, wear resistance, and chipping resistance are also simply referred to as "processability,””wetperformance,””wearresistance,” and “chipping resistance,” respectively.
  • a power of 10 may be represented as E.
  • E+5 represents 10 to the fifth power.
  • the diene rubber refers to the entire diene rubber including the specific conjugated diene rubber.
  • 100 parts by mass of the diene rubber refers to the total amount of the diene rubber including the specific conjugated diene rubber being 100 parts by mass.
  • the rubber composition for tires of the present invention (hereinafter also referred to as the "composition of the present invention") is The composition contains a diene rubber including a modified conjugated diene rubber (A1), silica, a silane coupling agent, and an alkyltriethoxysilane,
  • the modified conjugated diene rubber (A1) satisfies the formula (1) and formula (2) described later and has a modifying group containing a nitrogen atom, a silicon atom and an oxygen atom adjacent thereto,
  • the proportion of the modified conjugated diene rubber (A1) in the diene rubber is 25 mass % or more.
  • the composition of the present invention contains, as a rubber component, a conjugated diene rubber (hereinafter also referred to as a "specific conjugated diene rubber”) that satisfies the formula (1) and the formula (2) described below and has a modified group (hereinafter also referred to as a "specific modified group”) containing a nitrogen atom, a silicon atom, and an oxygen atom adjacent thereto. It is considered that the specific modified group of the specific conjugated diene rubber interacts with silica.
  • a conjugated diene rubber hereinafter also referred to as a "specific conjugated diene rubber”
  • a modified group hereinafter also referred to as a "specific modified group”
  • the formula (1) specifies the relationship between the weight average intrinsic viscosity on the high molecular weight side and the weight average molecular weight on the high molecular weight side, but the inventors' studies have found that the specific conjugated diene rubber has room for improvement in wet performance, abrasion resistance, and chipping resistance, and may have slightly reduced processability. The above-mentioned decrease in processability was thought to be caused by an increase in viscosity in the rubber composition. Therefore, it is considered that the processability of the composition of the present invention is improved by applying an alkyltriethoxysilane to the specific conjugated diene rubber, which also leads to improvements in wet performance, abrasion resistance, and chipping resistance.
  • composition of the present invention contains, as a rubber component, a diene rubber including a specific conjugated diene rubber.
  • the composition of the present invention may further contain, as a rubber component, a diene rubber other than the specific conjugated diene rubber.
  • the specific conjugated diene rubber is a conjugated diene rubber that satisfies the formula (1) described below and the formula (2) described below and has a modifying group (specific modifying group) containing a nitrogen atom, a silicon atom, and an oxygen atom adjacent thereto.
  • the skeleton of the specific conjugated diene rubber is a polymer having repeating units derived from a conjugated diene.
  • conjugated diene examples include butadiene (particularly 1,3-butadiene), isoprene, chloroprene, etc.
  • the conjugated diene is preferably butadiene (particularly 1,3-butadiene) or isoprene, and more preferably butadiene (particularly 1,3-butadiene), because the effects of the present invention are more excellent.
  • the skeleton of the specific conjugated diene rubber may have a repeating unit other than the repeating unit derived from the conjugated diene.
  • the monomer (other monomer) that becomes such a repeating unit include vinyl monomers, alkenes (e.g., ethylene, propylene, butene), etc.
  • the vinyl monomer include aromatic vinyl (e.g., styrene), acrylonitrile, and the specific branching agent described later.
  • Specific examples of the skeleton of the specific conjugated diene rubber include natural rubber (NR), butadiene rubber (BR), aromatic vinyl-conjugated diene copolymer rubber, isoprene rubber (IR), acrylonitrile-butadiene copolymer rubber (NBR), butyl rubber (IIR), halogenated butyl rubber (Br-IIR, Cl-IIR), chloroprene rubber (CR), etc.
  • Examples of the aromatic vinyl-conjugated diene copolymer rubber include styrene butadiene rubber (SBR), styrene isoprene copolymer rubber, etc.
  • the skeleton of the specific conjugated diene rubber is preferably SBR, since this provides better effects of the present invention.
  • the specific conjugated diene rubber has a modifying group (specific modifying group) containing a nitrogen atom, a silicon atom, and an oxygen atom adjacent to the silicon atom.
  • the specific modifying group may be present at any one of the terminals, main chain, or side chain of the skeleton of the specific conjugated diene rubber.
  • the specific modifying group preferably contains a silicon atom and an oxygen atom adjacent thereto as an alkoxysilyl group.
  • the alkoxysilyl group is a group represented by -Si(OR1) n (R2) 3-n (wherein R1 is an alkyl group, R2 is a hydrogen atom or an alkyl group, and n is an integer of 1 to 3).
  • the specific modifying group preferably contains a nitrogen atom as an amino group (primary to tertiary amino group) because this provides better effects of the present invention.
  • the specific modifying group is preferably a group derived from a specific modifying agent described below, because the effects of the present invention are more excellent.
  • Equation (1), Equation (2) The specific conjugated diene rubber satisfies the following formulas (1) and (2).
  • Formula (1) defines the relationship between the weight average intrinsic viscosity on the high molecular weight side and the weight average molecular weight on the high molecular weight side. The reason for limiting the molecular weight to the high molecular weight side is that it has a large effect on the physical properties of the entire polymer.
  • the IVw 10% in formula (1) and formula (2) and the Mw 10% in formula (1) are determined as follows.
  • the modified conjugated diene rubber is subjected to gel permeation chromatography measurement using a differential refractive index detector (RI detector) and a viscosity detector as detectors.
  • the weight average molecular weight obtained using the high molecular weight side portion of the peak of the chromatogram obtained by the differential refractive index detector, which is 10% of the total peak area, is defined as Mw 10% .
  • the weight average intrinsic viscosity obtained using the high molecular weight side portion of the peak of the chromatogram obtained by the viscosity detector, which is 10% of the total peak area is defined as IVw 10% .
  • the unit of weight average intrinsic viscosity is dL/g.
  • the modified conjugated diene rubber is subjected to gel permeation chromatography (GPC) measurement using a differential refractive index detector and a viscosity detector as detectors.
  • GPC gel permeation chromatography
  • Toluene containing 5 mmol/L triethylamine is used as the eluent.
  • Three columns packed with polystyrene gel (product names "TSKgel G4000HXL”, “TSKgel G5000HXL”, and “TSKgel G6000HXL” manufactured by Tosoh Corporation) are connected together and used.
  • the measurement sample is dissolved in toluene to a concentration of 1 mg/mL to prepare the measurement solution, and 100 ⁇ L of the measurement solution is injected into the GPC measurement device and measured under conditions of an oven temperature of 40°C and a toluene flow rate of 1 mL/min.
  • the weight average molecular weight is determined using the portion on the high molecular weight side (the side with the shorter elution time) that accounts for 10% of the total peak area.
  • the weight average molecular weight obtained is designated as Mw 10% .
  • the weight-average intrinsic viscosity is calculated using the portion on the high molecular weight side (shorter elution time) which occupies 10% of the total area of the peaks.
  • the weight-average intrinsic viscosity thus obtained is designated as IVw10% .
  • the weight average intrinsic viscosity is defined as ( ⁇ ( ⁇ i ⁇ Mi ⁇ Ni))/( ⁇ (Mi ⁇ Ni)), where Ni is the number of molecules and ⁇ i is the intrinsic viscosity at molecular weight Mi.
  • GPC chromatogram horizontal axis: elution time, vertical axis: signal intensity
  • P1 a portion on the high molecular weight side (shorter elution time) that has an area of 10% of the area of P0, which is the entire peak.
  • Mw10% Mw 10% is preferably from 100,000 to 10,000,000, more preferably from 2.0 ⁇ 10 6 (2,000,000) to 5,000,000, and even more preferably from 2,000,000 to 3,000,000, because the effects of the present invention are more excellent.
  • IVw 10% is preferably 4.7 or more and 6.0 or less, and more preferably 4.7 to 5.0.
  • St represents the ratio (mass%) of repeating units derived from styrene to the entire specific conjugated diene rubber (hereinafter also referred to as the "styrene amount")
  • Vn represents the ratio (mass%) of repeating units of 1,2-vinyl structure derived from conjugated diene (e.g., butadiene) to the entire specific conjugated diene rubber (hereinafter also referred to as the "vinyl amount").
  • St is preferably greater than 10 and less than 50 because this provides a better effect of the present invention.
  • Vn is preferably greater than 0 and equal to or less than 40, because this provides a better effect of the present invention.
  • the weight average molecular weight (Mw) of the specific conjugated diene rubber is preferably from 100,000 to 2,000,000, and more preferably from 200,000 to 1,300,000, because the effects of the present invention are more excellent.
  • the method for measuring the weight average molecular weight (Mw) of the specific conjugated diene rubber is the same as that for the above-mentioned Mw 10% , except that the entire peak is used.
  • the glass transition temperature (Tg) of the specific conjugated diene rubber is not particularly limited, but is preferably from -100°C to 0°C, and more preferably from -80°C to -10°C, for reasons of better effects of the present invention.
  • the glass transition temperature can be adjusted, for example, by the amount of styrene or vinyl.
  • the glass transition temperature (Tg) is measured using a differential scanning calorimeter (DSC) at a temperature rise rate of 10° C./min and calculated by the midpoint method.
  • the specific conjugated diene rubber preferably has a star structure having three or more branches, more preferably has a star structure having three or more branches with a specific modifying group as a branch point, and further preferably is a conjugated diene rubber represented by the following formula (A), because the effects of the present invention are more excellent.
  • X represents an n-valent group (specific modifying group) containing a nitrogen atom, a silicon atom, and an oxygen atom adjacent thereto
  • P represents a conjugated diene polymer chain
  • n represents an integer of 3 or more.
  • X represents an n-valent group (specific modifying group) containing a nitrogen atom, a silicon atom and an oxygen atom adjacent thereto.
  • X preferably contains a silicon atom and an oxygen atom adjacent thereto as an alkoxysilyl group, because this provides a better effect of the present invention.
  • X preferably contains a nitrogen atom as an amino group because the effect of the present invention is more excellent.
  • P represents a conjugated diene polymer chain.
  • a plurality of P's may be the same or different.
  • the definition, specific examples and preferred embodiments of the conjugated diene polymer chain are the same as those of the skeleton of the specific conjugated diene rubber described above.
  • n represents an integer of 3 or more. There is no particular upper limit to n, but it is preferably 30 or less because the effects of the present invention are more excellent.
  • the specific conjugated diene rubber has a star structure with three or more branches
  • at least one branched chain (conjugated diene polymer chain) of the star structure preferably has a portion derived from a specific branching agent described later, and the portion preferably has a further main chain branched structure, for reasons of better effects of the present invention.
  • the main chain branched structure refers to a structure in which a branched chain (conjugated diene polymer chain) forms a branch point at a portion derived from a vinyl monomer containing an alkoxysilyl group or a halosilyl group, and a polymer chain (e.g., another conjugated diene polymer chain) extends from the branch point.
  • the proportion of the specific conjugated diene rubber in the diene rubber is 25% by mass or more.
  • the above ratio is preferably 30% by mass or more, and more preferably 50% by mass or more and 90% by mass or less, because the effects of the present invention are more excellent.
  • the rubber component may further contain a rubber component (other rubber component) other than the specific conjugated diene rubber.
  • diene rubbers other than the specific conjugated diene rubber in the diene rubber (other diene rubbers) which the composition of the present invention may further contain include natural rubber (NR), butadiene rubber (BR), aromatic vinyl-conjugated diene copolymer rubber (e.g., styrene-butadiene rubber (SBR), styrene-isoprene copolymer rubber, etc.), isoprene rubber (IR), acrylonitrile-butadiene copolymer rubber (NBR), butyl rubber (IIR), halogenated butyl rubber (Br-IIR, Cl-IIR), chloroprene rubber (CR), etc.
  • natural rubber NR
  • BR butadiene rubber
  • SBR styrene-butadiene rubber
  • SBR styrene-isoprene copolymer rubber
  • IR isoprene rubber
  • NBR butyl rubber
  • IIR hal
  • the other diene rubber may be modified.
  • the modification in the modified other diene rubber [modified conjugated diene rubber (A2)] does not include a specific modified group.
  • the modified other diene rubber may have, for example, an epoxy group or a polysiloxane group.
  • the other diene rubber that the rubber component can further contain preferably contains natural rubber (NR), butadiene rubber (BR) or SBR, more preferably contains NR, BR and SBR, and further preferably contains unmodified NR, unmodified BR, unmodified SBR and modified SBR.
  • the proportion of the other diene rubber in the diene rubber can be the remainder obtained by subtracting the range of the proportion of the specific conjugated diene rubber from 100% by mass.
  • the weight average molecular weight (Mw) and number average molecular weight (Mn) of the rubber components other than the specific conjugated diene rubber can be standard polystyrene equivalent values obtained by gel permeation chromatography (GPC) measurement under the following conditions.
  • the method for producing the specific conjugated diene rubber is not particularly limited, but because the effects of the present invention are superior, a method including the following steps (1) and (2) (hereinafter also referred to as the "production method of the present invention") is preferred.
  • a polymerization step in which a monomer containing a conjugated diene is polymerized by anionic polymerization to obtain a conjugated diene polymer; (2) a modification step in which the conjugated diene polymer obtained in the polymerization step is reacted with a compound containing a nitrogen atom and an alkoxysilyl group (hereinafter also referred to as a "specific modifier") to obtain a conjugated diene rubber having a specific modifying group.
  • a modification step in which the conjugated diene polymer obtained in the polymerization step is reacted with a compound containing a nitrogen atom and an alkoxysilyl group (hereinafter also referred to as a "specific modifier") to obtain a conjugated diene rubber having a specific modifying group.
  • the polymerization step is a step of obtaining a conjugated diene-based polymer by polymerizing a monomer containing a conjugated diene through anionic polymerization.
  • the anionic polymerization is not particularly limited, but anionic polymerization using an organolithium compound as an initiator is preferred because the effects of the present invention are more excellent.
  • the organolithium compound is not particularly limited, but specific examples include mono-organolithium compounds such as n-butyllithium (n-BuLi), sec-butyllithium, tert-butyllithium, n-propyllithium, iso-propyllithium, and benzyllithium; and polyfunctional organolithium compounds such as 1,4-dilithiobutane, 1,5-dilithiopentane, 1,6-dilithiohexane, 1,10-dilithiodecane, 1,1-dilithiodiphenylene, dilithiopolybutadiene, dilithiopolyisoprene, 1,4-dilithiobenzene, 1,2-dilithio-1,2-diphenylethane, 1,4-dilithio-2-ethylcyclohexane, 1,3,5-trilithiobenzene, and 1,3,5-trilithio-2,4,6-tri
  • mono-organolithium compounds such as n-butyllithium, sec-butyllithium, and tert-butyllithium are preferred because they provide better effects for the present invention, with n-butyllithium being more preferred.
  • the amount of the organolithium compound used is not particularly limited, but it is preferably 0.001 to 10 mol% relative to the monomer, because this provides a better effect of the present invention.
  • conjugated diene-containing monomer used in the polymerization step are the same as those of the conjugated diene and other monomers in the skeleton of the specific conjugated diene-based rubber described above.
  • the monomer preferably contains a vinyl monomer containing an alkoxysilyl group or a halosilyl group (hereinafter also referred to as a "specific branching agent") because this provides a superior effect of the present invention.
  • the specific branching agent is preferably an aromatic vinyl (particularly styrene) containing an alkoxysilyl group or a halosilyl group, more preferably an aromatic vinyl containing an alkoxysilyl group, and even more preferably an aromatic vinyl containing a trialkoxysilyl group, for reasons that the effects of the present invention are more excellent.
  • aromatic vinyls containing an alkoxysilyl group examples include 1-(trimethoxysilyl)-4-vinylbenzene, 1,1-bis(4-trimethoxysilylphenyl)ethylene, and the like.
  • aromatic vinyls containing a halosilyl group examples include trichloro(4-vinylphenyl)silane and 1,1-bis(4-trichlorosilylphenyl)ethylene.
  • a polar compound may be added. This allows the monomers to be randomly copolymerized.
  • polar compounds tend to be usable as vinylating agents for controlling the microstructure of conjugated dienes.
  • polar compounds tend to be effective in promoting polymerization reactions.
  • polar compound examples include ethers such as tetrahydrofuran, diethyl ether, dioxane, dimethoxybenzene, and 2,2-bis(2-oxolanyl)propane; tertiary amine compounds such as tetramethylethylenediamine, dipiperidinoethane, trimethylamine, triethylamine, pyridine, and quinuclidine; alkali metal alkoxide compounds such as potassium tert-amylate and sodium tert-butylate; and phosphine compounds such as triphenylphosphine. These polar compounds may be used alone or in combination of two or more.
  • ethers such as tetrahydrofuran, diethyl ether, dioxane, dimethoxybenzene, and 2,2-bis(2-oxolanyl)propane
  • tertiary amine compounds such as tetramethylethylenediamine, dipiperidinoethan
  • the amount of the polar compound used is preferably 0.01 moles or more and 100 moles or less per mole of the initiator, because the effects of the present invention are more excellent.
  • the modification step is a step of obtaining a conjugated diene rubber having a specific modifying group by reacting the conjugated diene polymer obtained in the polymerization step with a modifier (specific modifier) containing a nitrogen atom, a silicon atom and an oxygen atom adjacent thereto.
  • the active terminal of the conjugated diene polymer obtained in the polymerization step is bonded to the silicon atom of the specific modifier.
  • the specific modifier contains an alkoxysilyl group
  • the active terminal is bonded to the silicon atom of the alkoxysilyl group, and the alkoxy group is eliminated.
  • the conjugated diene polymer obtained in the polymerization step has a portion derived from a specific branching agent, in addition to the above-mentioned active terminal, the alkoxysilyl group or halosilyl group of the above-mentioned portion is also considered to react with the specific modifying agent (e.g., alkoxysilyl group).
  • the alkoxysilyl group or halosilyl group of the above-mentioned portion is also considered to react with the active terminal of another conjugated diene polymer.
  • the conjugated diene polymer having a portion derived from a specific branching agent has a main chain branched structure (another conjugated diene polymer chain) in the above-mentioned portion.
  • the specific modifier is a compound containing a nitrogen atom, a silicon atom and an oxygen atom adjacent thereto.
  • the specific modifier preferably contains a silicon atom and an oxygen atom adjacent thereto as an alkoxysilyl group (particularly a trialkoxysilyl group) or a group containing a silazane structure (particularly a cyclic silazane structure) in which an alkoxy group is bonded to a silicon atom of the silazane structure.
  • the silazane structure refers to a structure in which a silicon atom and a nitrogen atom are directly bonded (a structure having a Si-N bond).
  • the specific modifying agent preferably contains a nitrogen atom as a group containing an amino group (primary to tertiary amino group) or a silazane structure (particularly a cyclic silazane structure) because the effects of the present invention are more excellent.
  • the specific modifying agent preferably has two or more (preferably three or more) sites capable of reacting with an active terminal such as an alkoxysilyl group. When the specific modifying agent has a plurality of such sites, the specific modifying agent functions as a coupling agent that connects conjugated diene polymers together.
  • Specific examples of the specific modifying agent include tertiary amines having an alkoxysilyl group, such as tris(3-trimethoxysilylpropyl)amine and tetrakis(3-trimethoxysilylpropyl)-1,3-propanediamine; cyclic silazanes having an alkoxysilyl group, such as 2,2-dimethoxy-1-(3-trimethoxysilylpropyl)-1-aza-2-silacyclopentane; tertiary amines having a group containing an alkoxysilyl group-containing cyclic silazane structure, such as tris[3-(2,2-dimethoxy-1-aza-2-silacyclopentane)propyl]amine and tetrakis[3-(2,2-dimethoxy-1-aza-2-silacyclopentane)propyl]-1,3-propanediamine; bis(3-trimethoxysilyl group,
  • the amount of the specific modifier used is preferably 0.01 to 1% by mass, and more preferably 0.02 to 0.2% by mass, based on the conjugated diene, because this provides a better effect of the present invention.
  • the manufacturing method of the present invention may include steps (other steps) other than the steps described above.
  • Other steps include a polymerization terminating step in which a polymerization terminator (e.g., methanol) is added, and a solvent removal step in which the solvent is removed by steam stripping.
  • a polymerization terminator e.g., methanol
  • the preferred embodiment of the weight average molecular weight (Mw) of the rubber component is the same as that of the specific conjugated diene rubber described above.
  • silica The composition of the present invention contains silica.
  • the silica is not particularly limited, and any conventionally known silica can be used. Examples of silica include wet silica, dry silica, fumed silica, diatomaceous earth, etc. Silica derived from biomass such as rice husk may also be used. The above silica may be used alone or in combination of two or more kinds.
  • CTAB cetyltrimethylammonium bromide
  • CTAB adsorption specific surface area of silica
  • CTAB cetyltrimethylammonium bromide
  • the content of silica is preferably 50 parts by mass or more, and more preferably 60 parts by mass or more and 120 parts by mass or less, per 100 parts by mass of the diene rubber, because the effects of the present invention are more excellent.
  • composition of the present invention contains a silane coupling agent.
  • the silane coupling agent is not particularly limited as long as it is a silane compound having a hydrolyzable group and an organic functional group.
  • the hydrolyzable group is not particularly limited, and examples thereof include an alkoxy group, a phenoxy group, a carboxyl group, and an alkenyloxy group. Of these, an alkoxy group is preferable because the effects of the present invention are more excellent.
  • the hydrolyzable group is an alkoxy group
  • the number of carbon atoms in the alkoxy group is preferably 1 to 16, and more preferably 1 to 4, because the effects of the present invention are more excellent.
  • Examples of the alkoxy group having 1 to 4 carbon atoms include a methoxy group, an ethoxy group, and a propoxy group.
  • the organic functional group is not particularly limited, but is preferably a group capable of forming a chemical bond with an organic compound.
  • the organic functional group include an epoxy group, a vinyl group, an acryloyl group, a methacryloyl group, an amino group, a sulfide group, a mercapto group, and a blocked mercapto group (protected mercapto group) (for example, a thioester group such as an octanoylthio group).
  • a sulfide group (particularly a disulfide group or a tetrasulfide group), a mercapto group, and a blocked mercapto group are preferred because they provide better effects of the present invention.
  • the silane coupling agents may be used alone or in combination of two or more kinds.
  • the silane coupling agent preferably contains a sulfur-containing silane coupling agent, because this provides a better effect of the present invention.
  • silane coupling agent examples include sulfide-based silane coupling agents such as bis(3-triethoxysilylpropyl)tetrasulfide (Si69), bis(3-trimethoxysilylpropyl)tetrasulfide, and bis(3-triethoxysilylpropyl)disulfide; Thioester-based silane coupling agents such as 3-octanoylthio-1-propyltriethoxysilane (NXT); Examples of the silane coupling agents include silane coupling agents having a mercapto group, such as mercaptopropyltrimethoxysilane, mercaptopropyltriethoxysilane, and mercapto group-containing polysiloxane-based silane coupling agents.
  • Si69 bis(3-triethoxysilylpropyl)tetrasulfide
  • Thioester-based silane coupling agents such as 3-oc
  • the above-mentioned silane coupling agent having a mercapto group may further have a sulfide group in addition to the mercapto group.
  • the silane coupling agent having a mercapto group does not include a silane coupling agent (e.g., Si69) that has only a sulfide group as an organic functional group.
  • Examples of the mercapto group-containing polysiloxane-based silane coupling agent include sulfur-containing silane coupling agents represented by the following average composition formula (X).
  • the average composition formula (X) may be referred to as "formula (X)”.
  • the sulfur-containing silane coupling agent represented by the average composition formula (X) may be referred to as "the silane coupling agent represented by formula (X)”.
  • the silane coupling agent represented by formula (X) preferably has a polysiloxane skeleton, which may be linear, branched, or three-dimensional, or a combination thereof.
  • Formula (X) is as follows: (A) a (B) b (C) c (D) d (R 1 ) e SiO (4-2a-b-c-de) /2 (X)
  • A represents a divalent organic group containing a sulfide group.
  • B represents a monovalent hydrocarbon group having 5 to 10 carbon atoms.
  • C represents a hydrolyzable group.
  • D represents an organic group containing a mercapto group.
  • R1 represents a monovalent hydrocarbon group having 1 to 4 carbon atoms.
  • a to e satisfy the following relational expressions: 0 ⁇ a ⁇ 1, 0 ⁇ b ⁇ 1, 0 ⁇ c ⁇ 3, 0 ⁇ d ⁇ 1, 0 ⁇ e ⁇ 2, 0 ⁇ 2a+b+c+d+e ⁇ 4.
  • A represents a divalent organic group containing a sulfide group, and may have a heteroatom such as an oxygen atom, a nitrogen atom, or a sulfur atom.
  • A is preferably a group represented by the following formula (A1). *-(CH2)n-Sx-(CH2)n-* (A1)
  • n represents an integer of 1 to 10
  • x represents an integer of 1 to 6
  • * represents a bonding position.
  • a represented by formula (A1) include, for example, *-CH 2 -S 2 -CH 2 -*, *-C 2 H 4 -S 2 -C 2 H 4 -*, *-C 3 H 6 -S 2 -C 3 H 6 -*, *-C 4 H 8 -S 2 -C 4 H 8 -*, *-CH 2 -S 4 -CH 2 -*, *-C 2 H 4 -S 4 -C 2 H 4 -*, *-C 3 H 6 -S 4 -C 3 H 6 -*, *-C 4 H 8 -S 4 -C 4 H 8 -*, and the like.
  • B represents a monovalent hydrocarbon group having 5 to 10 carbon atoms.
  • B is preferably a monovalent hydrocarbon group having 6 to 10 carbon atoms, more preferably 8 to 10 carbon atoms. Examples include a hexyl group, an octyl group, and a decyl group.
  • [C] C represents a hydrolyzable group.
  • Examples of C include an alkoxy group, a phenoxy group, a carboxyl group, and an alkenyloxy group.
  • C is preferably a group represented by the following formula (C1). *-OR 2 (C1) In formula (C1), * indicates a bonding position.
  • R2 represents an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 10 carbon atoms, an aralkyl group (arylalkyl group) having 6 to 10 carbon atoms, or an alkenyl group having 2 to 10 carbon atoms, and among these, an alkyl group having 1 to 5 carbon atoms is preferable.
  • Specific examples of the alkyl group having 1 to 5 carbon atoms include a methyl group, an ethyl group, a propyl group, a butyl group, and a pentyl group.
  • D represents an organic group containing a mercapto group.
  • D is preferably a group represented by the following formula (D1). *-(CH 2 ) m -SH (D1)
  • m represents an integer of 1 to 10, and preferably an integer of 1 to 5.
  • * indicates a bonding position.
  • Examples of the group represented by formula (D1) include * -CH2SH , * -C2H4SH , * -C3H6SH , * -C4H8SH , * -C5H10SH , * -C6H12SH , * -C7H14SH , * -C8H16SH , * -C9H18SH , and * -C10H20SH .
  • R1 represents a monovalent hydrocarbon group having 1 to 4 carbon atoms.
  • R1 include a methyl group, an ethyl group, a propyl group, and a butyl group.
  • a to e satisfy the relational expressions 0 ⁇ a ⁇ 1, 0 ⁇ b ⁇ 1, 0 ⁇ c ⁇ 3, 0 ⁇ d ⁇ 1, 0 ⁇ e ⁇ 2, 0 ⁇ 2a+b+c+d+e ⁇ 4.
  • a is preferably greater than 0, and more preferably 0 ⁇ a ⁇ 0.50.
  • b satisfies 0.10 ⁇ b ⁇ 0.89.
  • c satisfies 1.2 ⁇ c ⁇ 2.0.
  • d is preferably in the range of 0.1 ⁇ d ⁇ 0.8.
  • the silane coupling agent is used because it provides a superior effect of the present invention. It is preferable that the composition contains 3-octanoylthio-1-propyltriethoxysilane or a silane coupling agent having a mercapto group, It is more preferable that the composition contains 3-octanoylthio-1-propyltriethoxysilane or a silane coupling agent represented by formula (X): It is more preferable that the silane compound contains 3-octanoylthio-1-propyltriethoxysilane.
  • the content of the silane coupling agent in the composition of the present invention is not particularly limited, but the content of the silane coupling agent is preferably 2 to 20 mass % of the above-mentioned silica content, and more preferably 5 to 15 mass %, because the effects of the present invention are more excellent.
  • composition of the present invention contains an alkyltriethoxysilane. It is believed that by containing alkyltriethoxysilane in the composition of the present invention, the dispersibility of silica in the composition of the present invention is improved, resulting in excellent processability, wet performance, abrasion resistance, and chipping resistance.
  • the alkyltriethoxysilane may, for example, be a compound represented by the following formula (Y).
  • R1 represents an alkyl group having 7 to 20 carbon atoms.
  • Examples of the alkyl group having 7 to 20 carbon atoms include a heptyl group, an octyl group, a nonyl group, a decyl group, an undecyl group, and a dodecyl group. Of these, an octyl group and a nonyl group are preferred because they provide better effects of the present invention.
  • the content of alkyltriethoxysilane is not particularly limited, but in order to obtain a more excellent effect of the present invention, it is preferably 0.1 to 15.0 mass% of the above-mentioned silica content, and more preferably 0.5 to 10.0 mass%. Further, the content of alkyltriethoxysilane is preferably 0.1 to 10 parts by mass, more preferably 0.5 to 5.0 parts by mass, and even more preferably 0.8 to 2.0 parts by mass, per 100 parts by mass of the diene rubber, because the effects of the present invention are more excellent.
  • composition of the present invention may contain components (optional components) other than the above-mentioned components, as necessary.
  • components include various additives that are generally used in rubber compositions, such as fillers other than silica (preferably carbon black), thermoplastic resins, oils, zinc oxide (zinc white), stearic acid, antioxidants, waxes, processing aids, liquid polymers, thermosetting resins, vulcanizing agents (e.g., sulfur), vulcanization accelerators (accelerators), and vulcanization activators.
  • composition of the present invention preferably further contains a thermoplastic resin because the effects of the present invention are more excellent.
  • thermoplastic resin examples include coumarone-based resins (e.g., coumarone resin, coumarone-indene resin, coumarone-indene-styrene resin), phenol-based resins (e.g., phenol resin, phenol-acetylene resin, phenol-formaldehyde resin), xylene-based resins (e.g., xylene resin, xylene-acetylene resin, xylene-formaldehyde resin), rosin-based resins (e.g., rosin, rosin ester, hydrogenated rosin derivative), terpene-based resins (e.g., terpene resin, modified terpene resin), (aromatic modified terpene resins, etc.), terpene phenol resins, hydrogenated terpene resins, ⁇ -pinene resins, ⁇ -pinene resins, limonene resins, hydrogen
  • the thermoplastic resin preferably contains at least one type selected from the group consisting of terpene resins, C5/C9 resins, C5 resins, C9 resins, DCPD resins, DCPD/C9 resins, hydrogenated C5/C9 resins, hydrogenated C5 resins, hydrogenated C9 resins, hydrogenated DCPD resins, and hydrogenated DCPD/C9 resins, because this provides better effects for the present invention, and more preferably contains at least two types selected from the above group. When at least one type selected from the above group is included, it is preferable to include at least one type selected from the group consisting of terpene resins, C5/C9 resins, C5 resins, and DCPD resins, because the effects of the present invention are more excellent.
  • the combination is preferably a combination of a terpene resin and a C5/C9 resin because the effect of the present invention is more excellent.
  • the terpene resin is not particularly limited.
  • a conventionally known terpene resin can be mentioned.
  • the content of the thermoplastic resin (when two or more kinds of thermoplastic resins are used, the total content thereof) is not particularly limited. However, in order to obtain better effects of the present invention, the content is preferably 0 to 50 parts by mass, and more preferably 1 to 30 parts by mass, per 100 parts by mass of the diene rubber described above.
  • the composition of the present invention preferably further contains carbon black because the effects of the present invention are more excellent.
  • the carbon black may be used alone or in combination of two or more kinds.
  • the carbon black is not particularly limited, and various grades such as SAF-HS, SAF, ISAF-HS, ISAF, ISAF-LS, IISAF-HS, HAF-HS, HAF, HAF-LS, FEF, GPF, and SRF can be used.
  • the nitrogen adsorption specific surface area (N 2 SA) of the carbon black is not particularly limited, but in order to obtain a superior effect of the present invention, it is preferably 50 to 200 m 2 /g, and more preferably 70 to 150 m 2 /g.
  • the nitrogen adsorption specific surface area (N 2 SA) is the amount of nitrogen adsorbed on the surface of carbon black measured according to JIS K6217-2:2001 "Part 2: Determination of specific surface area - Nitrogen adsorption method - Single point method".
  • the content of carbon black is not particularly limited, but because the effects of the present invention are more excellent, the content is preferably 1 to 100 parts by mass, and more preferably 2 to 30 parts by mass, per 100 parts by mass of the diene rubber described above.
  • composition of the present invention contains sulfur or a vulcanization accelerator
  • a high temperature preferably 100 to 160°C
  • cool the mixture preferably 100 to 160°C
  • the composition of the present invention can be vulcanized or crosslinked under conventionally known vulcanization or crosslinking conditions.
  • the tire of the present invention is a tire manufactured using the above-mentioned composition of the present invention.
  • the tire of the present invention is preferably a pneumatic tire, and can be filled with air, an inert gas such as nitrogen, or other gases.
  • FIG. 2 shows a schematic partial cross-sectional view of a tire that represents one example of an embodiment of a tire of the present invention.
  • the tire of the present invention is not limited to the embodiment shown in FIG. 2.
  • reference numeral 1 denotes a bead portion
  • reference numeral 2 denotes a sidewall portion
  • reference numeral 3 denotes a tire tread portion.
  • a carcass layer 4 having fiber cords embedded therein is installed, and the ends of this carcass layer 4 are folded back and wrapped around the bead cores 5 and bead fillers 6 from the inside to the outside of the tire.
  • a belt layer 7 is disposed on the outer side of the carcass layer 4 around one circumference of the tire.
  • a rim cushion 8 is disposed in the bead portion 1 at a portion that comes into contact with the rim.
  • At least one of the components 2, 3, 5, 6 and 8 (preferably the component 3) is made of the composition of the present invention.
  • the tire of the present invention can be manufactured, for example, according to a conventionally known method.
  • the gas to be filled into the tire can be normal air or air with an adjusted oxygen partial pressure, or an inert gas such as nitrogen, argon, or helium.
  • ⁇ Polymerization step> In a stirrer-equipped autoclave, cyclohexane 1000 g/h (hour), tetramethylethylenediamine 0.023 g/h, 1,3-butadiene 176.4 g/h, 1-butene 0.406 g/h, and styrene 23.6 g/h were charged under a nitrogen atmosphere, and n-butyllithium was continuously added at 1.43 mmol/h to initiate polymerization at 70° C. When the polymerization was sufficiently stabilized, 1-(trimethoxysilyl)-4-vinylbenzene (branching agent) was added at 0.02 g/h and reacted with stirring.
  • the branching agent corresponds to the specific branching agent described above.
  • conjugated diene rubber 1.14 parts by mass of Irganox 1520L (manufactured by BASF) was added as an anti-aging agent per 100 parts by mass of conjugated diene rubber, after which the solvent was removed by steam stripping and the mixture was vacuum dried at 60°C for 24 hours to obtain a solid conjugated diene rubber.
  • the resulting conjugated diene rubber is also referred to as conjugated diene rubber 1.
  • the conjugated diene rubber 1 is a reaction product of a conjugated diene polymer, which is a copolymer of butadiene, styrene, and a branching agent, with a modifier, and is a modified conjugated diene rubber having a modifying group (specific modifying group) derived from the modifier, which includes a nitrogen atom, a silicon atom, and an oxygen atom adjacent thereto.
  • a conjugated diene polymer which is a copolymer of butadiene, styrene, and a branching agent, with a modifier
  • a modified conjugated diene rubber having a modifying group (specific modifying group) derived from the modifier which includes a nitrogen atom, a silicon atom, and an oxygen atom adjacent thereto.
  • the conjugated diene rubber 1 has a star structure with three or more branches, with the modifying group as a branching point, and the branched chain bonded to the modifying group has a portion derived from a branching agent, and the portion derived from the branching agent has a further main chain branched structure (conjugated diene polymer chain).
  • conjugated diene rubber 2 A solid conjugated diene rubber was obtained in the same manner as for the conjugated diene rubber 1, except that the amount of each component was changed as shown in Table 1. The obtained conjugated diene rubber is also referred to as conjugated diene rubber 2.
  • the conjugated diene rubber 2 is a reaction product of a conjugated diene polymer, which is a copolymer of butadiene, styrene, and a branching agent, with a modifier, and is a modified conjugated diene rubber having a modifying group (specific modifying group) containing a nitrogen atom, a silicon atom, and an oxygen atom adjacent thereto, which is derived from the modifier.
  • a conjugated diene polymer which is a copolymer of butadiene, styrene, and a branching agent, with a modifier
  • a modified conjugated diene rubber having a modifying group (specific modifying group) containing a nitrogen atom, a silicon atom, and an oxygen atom adjacent thereto, which is derived from the modifier.
  • the conjugated diene rubber 2 has a star structure with three or more branches, with the modifying group as a branching point, and the branched chain bonded to the modifying group has a portion derived from a branching agent, and the portion derived from the branching agent has a further main chain branched structure (conjugated diene polymer chain).
  • conjugated diene rubber 3 (comparison) A solid conjugated diene rubber was obtained in the same manner as for the conjugated diene rubber 1, except that the amount of each component was changed as shown in Table 1. The obtained conjugated diene rubber is also referred to as conjugated diene rubber 3.
  • the conjugated diene rubber 3 is a reaction product of a conjugated diene polymer, which is a copolymer of butadiene, styrene and a branching agent, with a modifier, and is a modified conjugated diene rubber having a modifying group (specific modifying group) containing a nitrogen atom, a silicon atom and an oxygen atom adjacent thereto, which is derived from the modifier.
  • a conjugated diene polymer which is a copolymer of butadiene, styrene and a branching agent, with a modifier
  • a modified conjugated diene rubber having a modifying group (specific modifying group) containing a nitrogen atom, a silicon atom and an oxygen atom adjacent thereto, which is derived from the modifier.
  • the conjugated diene rubber 3 has a star structure with three or more branches, with the modifying group as a branching point, and the branched chain bonded to the modifying group has a portion derived from a branching agent, and the portion derived from the branching agent has a further main chain branched structure (conjugated diene polymer chain).
  • the "right side” represents the value of the right side of formula (1), which is "3.1 ⁇ 10 -6 ⁇ Mw 10% -2.77".
  • "Suitable” of formula (1) indicates whether formula (1) is satisfied or not. Specifically, “A” indicates that IVw 10% satisfies formula (1), and “B” indicates that IVw 10% does not satisfy formula (1).
  • “Suitable” of formula (2) indicates whether formula (2) is satisfied or not. Specifically, “A” indicates that IVw 10% satisfies formula (2), and “B” indicates that IVw 10% does not satisfy formula (2).
  • St+Vn in formula (3) represents the above-mentioned St+Vn.
  • Conjugated diene rubber 5 (comparison) satisfies formula (2) but does not satisfy formula (1), and therefore does not fall under the above-mentioned specific conjugated diene rubber. Note that conjugated diene rubber 5 (comparison) is unmodified as described below.
  • Each of the rubber compositions for tires was used in the tire tread to form a pneumatic tire by vulcanization molding.
  • the pneumatic tire was mounted on a wheel having a rim size of 16 ⁇ 7J, and the tire was mounted on a test vehicle with an air pressure of 350 kPa.
  • the tire was then driven on an unpaved road for 1,000 km, and the number of external damages was counted by visually observing the tire.
  • the results were expressed as an index, with the reciprocal of the number of lesions in the control case set at 100.
  • chipping resistance is considered to be excellent when the index is more than 100. A larger index indicates better chipping resistance.
  • NR Natural rubber. SIR20 manufactured by PT. KIRANA SAPTA, Tg: -62°C.
  • Unmodified conjugated diene rubbers 1-2 Conjugated diene rubbers 1-2 synthesized as described above (corresponding to the specific conjugated diene rubbers described above because they satisfy formulas (1) and (2)).
  • Conjugated diene rubber 3 (comparison): Conjugated diene rubber 3 synthesized as described above (does not satisfy formula (2) and therefore does not fall under the specific conjugated diene rubber described above)
  • Conjugated diene rubber 4 (comparison): NS560 (terminal-modified SBR) manufactured by Zeon Corporation (does not satisfy formula (1) and formula (2) and therefore does not fall under the above-mentioned specific conjugated diene rubber)
  • Conjugated diene rubber 5 (comparison): Nipol 1502 manufactured by Zeon Corporation (an unmodified SBR that does not satisfy formula (1) and therefore does not fall under the above-mentioned specific conjugated diene rubber)
  • BR Nipol BR1220 manufactured by Zeon Corporation (polybutadiene rubber, Tg: -107°C) Carbon black: Seast 3 manufactured by Tokai Carbon Co., Ltd.
  • Silane coupling agent 2 (NXT): A silane coupling agent having a thioester group. 3-octanoylthio-1-propyltriethoxysilane (structure shown below) (manufactured by Momentive Performance Materials, Inc.)
  • Silane coupling agent 3 A silane coupling agent having a polysiloxane skeleton and having a sulfide group and a mercapto group, represented by the following average composition formula: Average composition formula: (-C 3 H 6 -S 4 -C 3 H 6 -) 0.071 (-C 8 H 17 ) 0.571 (-OC 2 H 5 ) 1.50 (-C 3 H 6 SH) 0.286 SiO 0.75 .
  • Silane coupling agent 3 was prepared as follows. A 2L separable flask equipped with a stirrer, reflux condenser, dropping funnel and thermometer was charged with 107.8g (0.2mol) of bis(triethoxysilylpropyl)tetrasulfide (KBE-846, manufactured by Shin-Etsu Chemical Co., Ltd.), 190.8g (0.8mol) of ⁇ -mercaptopropyltriethoxysilane (KBE-803, manufactured by Shin-Etsu Chemical Co., Ltd.), 442.4g (1.6mol) of octyltriethoxysilane (KBE-3083, manufactured by Shin-Etsu Chemical Co., Ltd.), and 190.0g of ethanol, and then a mixed solution of 37.8g (2.1mol) of 0.5N hydrochloric acid and 75.6g of ethanol was dropped at room temperature.
  • KBE-846 bis(triethoxysilylpropyl)tetrasulfide
  • the mercapto equivalent was measured by the acetic acid/potassium iodide/potassium iodate addition-sodium thiosulfate solution titration method to find that it was 730 g/mol, confirming that the mercapto group content was as set.
  • the obtained polysiloxane is represented by the following average composition formula. Therefore, the obtained polysiloxane corresponds to the sulfur-containing silane coupling agent represented by the above-mentioned average composition formula (X).
  • Example 1 As can be seen from Tables 3 and 4, all of Examples 1 to 13, which contain a diene rubber containing a specific amount of a specific conjugated diene rubber, silica, a silane coupling agent, and an alkyltriethoxysilane, exhibited excellent processability, wet performance, abrasion resistance, and chipping resistance. Comparing Example 1 and Example 2 (comparison between embodiments in which the IVw 10% of the specific conjugated diene rubber 1 is different), Example 1 in which the IVw 10% of the specific conjugated diene rubber 1 is small showed better processability.
  • Example 1 Comparing Example 1 and Example 3 (comparison between embodiments differing only in the rubber component content), Example 1, in which the ratio of the specific conjugated diene rubber in the diene rubber was 50 mass% or more, showed superior processability, abrasion resistance, and heat chipping resistance.
  • Example 5 which further contains a thermoplastic resin and in which the thermoplastic resin contains a terpene resin and a C5/C9 resin, exhibited better wet performance.
  • Example 8 which contained a silane coupling agent having a thioester group
  • Example 10 in which the silane coupling agent contains NXT
  • Example 10 exhibited better processability, wet performance, and abrasion resistance than Example 12, and better abrasion resistance and chipping resistance than Example 13.

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  • Compositions Of Macromolecular Compounds (AREA)

Abstract

Le but de la présente invention est de fournir : une composition de caoutchouc pour pneus qui présentent une excellente aptitude au traitement, des performances humides, une résistance à l'usure et une résistance à l'écaillage ; et un pneu produit à l'aide de la composition. Cette composition de caoutchouc pour pneus comprend un caoutchouc à base de diène comprenant un caoutchouc de diène conjugué modifié, de la silice, un agent de couplage au silane, et un alkyltriéthoxysilane, le caoutchouc de diène conjugué modifié étant un caoutchouc de diène conjugué satisfaisant à une expression spécifique et ayant un groupe de modification comprenant un atome d'azote, un atome de silicium et un atome d'oxygène adjacent à celui-ci, la proportion du caoutchouc de diène conjugué modifié dans le caoutchouc à base de diène étant de 25% en masse ou plus.
PCT/JP2024/023146 2023-06-26 2024-06-26 Composition de caoutchouc pour pneus, et pneu Pending WO2025005123A1 (fr)

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Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2014129661A1 (fr) * 2013-02-25 2014-08-28 横浜ゴム株式会社 Composition de caoutchouc pour bande de roulement, et pneumatique l'utilisant
WO2018164053A1 (fr) * 2017-03-07 2018-09-13 旭化成株式会社 Polymère de diène conjugué modifié, composition de polymère et composition de caoutchouc
JP2021165370A (ja) * 2020-04-03 2021-10-14 旭化成株式会社 共役ジエン系重合体、共役ジエン系重合体の製造方法、共役ジエン系重合体組成物、及びゴム組成物
WO2023106328A1 (fr) * 2021-12-08 2023-06-15 横浜ゴム株式会社 Composition de caoutchouc pour pneus

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2014129661A1 (fr) * 2013-02-25 2014-08-28 横浜ゴム株式会社 Composition de caoutchouc pour bande de roulement, et pneumatique l'utilisant
WO2018164053A1 (fr) * 2017-03-07 2018-09-13 旭化成株式会社 Polymère de diène conjugué modifié, composition de polymère et composition de caoutchouc
JP2021165370A (ja) * 2020-04-03 2021-10-14 旭化成株式会社 共役ジエン系重合体、共役ジエン系重合体の製造方法、共役ジエン系重合体組成物、及びゴム組成物
WO2023106328A1 (fr) * 2021-12-08 2023-06-15 横浜ゴム株式会社 Composition de caoutchouc pour pneus

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