WO2023037615A1 - Composition de caoutchouc pour pneumatique - Google Patents
Composition de caoutchouc pour pneumatique Download PDFInfo
- Publication number
- WO2023037615A1 WO2023037615A1 PCT/JP2022/011625 JP2022011625W WO2023037615A1 WO 2023037615 A1 WO2023037615 A1 WO 2023037615A1 JP 2022011625 W JP2022011625 W JP 2022011625W WO 2023037615 A1 WO2023037615 A1 WO 2023037615A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- mass
- rubber
- rubber composition
- resin
- carbon atoms
- Prior art date
Links
- 229920001971 elastomer Polymers 0.000 title claims abstract description 57
- 239000005060 rubber Substances 0.000 title claims abstract description 57
- 239000000203 mixture Substances 0.000 title claims abstract description 49
- 229920005989 resin Polymers 0.000 claims abstract description 57
- 239000011347 resin Substances 0.000 claims abstract description 57
- 229920000642 polymer Polymers 0.000 claims abstract description 42
- 150000001993 dienes Chemical class 0.000 claims abstract description 40
- 239000000945 filler Substances 0.000 claims abstract description 20
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 52
- 125000004432 carbon atom Chemical group C* 0.000 claims description 27
- 239000000377 silicon dioxide Substances 0.000 claims description 26
- 229920003244 diene elastomer Polymers 0.000 claims description 17
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 12
- 244000043261 Hevea brasiliensis Species 0.000 claims description 11
- 229920003052 natural elastomer Polymers 0.000 claims description 11
- 229920001194 natural rubber Polymers 0.000 claims description 11
- 229920002857 polybutadiene Polymers 0.000 claims description 11
- 239000006087 Silane Coupling Agent Substances 0.000 claims description 10
- 229910052717 sulfur Inorganic materials 0.000 claims description 6
- 229910052757 nitrogen Inorganic materials 0.000 claims description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 4
- 125000004429 atom Chemical group 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- 125000004434 sulfur atom Chemical group 0.000 claims description 4
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 2
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 2
- 238000005299 abrasion Methods 0.000 description 12
- 238000002156 mixing Methods 0.000 description 9
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 8
- 125000003118 aryl group Chemical group 0.000 description 8
- 239000003208 petroleum Substances 0.000 description 8
- 230000000052 comparative effect Effects 0.000 description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 6
- 239000006229 carbon black Substances 0.000 description 5
- 238000013329 compounding Methods 0.000 description 5
- 229920003048 styrene butadiene rubber Polymers 0.000 description 5
- 238000004073 vulcanization Methods 0.000 description 5
- YBYIRNPNPLQARY-UHFFFAOYSA-N 1H-indene Natural products C1=CC=C2CC=CC2=C1 YBYIRNPNPLQARY-UHFFFAOYSA-N 0.000 description 4
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 4
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 4
- MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical class C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 description 4
- 238000006116 polymerization reaction Methods 0.000 description 4
- 239000011593 sulfur Substances 0.000 description 4
- 150000003505 terpenes Chemical class 0.000 description 4
- 235000007586 terpenes Nutrition 0.000 description 4
- 239000004636 vulcanized rubber Substances 0.000 description 4
- 229920000459 Nitrile rubber Polymers 0.000 description 3
- 239000005062 Polybutadiene Substances 0.000 description 3
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 229920001577 copolymer Polymers 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 238000011156 evaluation Methods 0.000 description 3
- 230000009477 glass transition Effects 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 3
- 229920002554 vinyl polymer Polymers 0.000 description 3
- IANQTJSKSUMEQM-UHFFFAOYSA-N 1-benzofuran Chemical compound C1=CC=C2OC=CC2=C1 IANQTJSKSUMEQM-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- 239000004594 Masterbatch (MB) Substances 0.000 description 2
- MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 230000003712 anti-aging effect Effects 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- ZSWFCLXCOIISFI-UHFFFAOYSA-N cyclopentadiene Chemical compound C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 description 2
- 230000002542 deteriorative effect Effects 0.000 description 2
- 230000002349 favourable effect Effects 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 238000005227 gel permeation chromatography Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 239000011787 zinc oxide Substances 0.000 description 2
- 235000014692 zinc oxide Nutrition 0.000 description 2
- PMJHHCWVYXUKFD-SNAWJCMRSA-N (E)-1,3-pentadiene Chemical compound C\C=C\C=C PMJHHCWVYXUKFD-SNAWJCMRSA-N 0.000 description 1
- NVZWEEGUWXZOKI-UHFFFAOYSA-N 1-ethenyl-2-methylbenzene Chemical compound CC1=CC=CC=C1C=C NVZWEEGUWXZOKI-UHFFFAOYSA-N 0.000 description 1
- JZHGRUMIRATHIU-UHFFFAOYSA-N 1-ethenyl-3-methylbenzene Chemical compound CC1=CC=CC(C=C)=C1 JZHGRUMIRATHIU-UHFFFAOYSA-N 0.000 description 1
- BKOOMYPCSUNDGP-UHFFFAOYSA-N 2-methylbut-2-ene Chemical compound CC=C(C)C BKOOMYPCSUNDGP-UHFFFAOYSA-N 0.000 description 1
- IABJHLPWGMWHLX-UHFFFAOYSA-N 3-(1,3-benzothiazol-2-yl)propyl-trimethoxysilane Chemical compound C1=CC=C2SC(CCC[Si](OC)(OC)OC)=NC2=C1 IABJHLPWGMWHLX-UHFFFAOYSA-N 0.000 description 1
- DCQBZYNUSLHVJC-UHFFFAOYSA-N 3-triethoxysilylpropane-1-thiol Chemical compound CCO[Si](OCC)(OCC)CCCS DCQBZYNUSLHVJC-UHFFFAOYSA-N 0.000 description 1
- JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 description 1
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 1
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 1
- LZZYPRNAOMGNLH-UHFFFAOYSA-M Cetrimonium bromide Chemical compound [Br-].CCCCCCCCCCCCCCCC[N+](C)(C)C LZZYPRNAOMGNLH-UHFFFAOYSA-M 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- BWGNESOTFCXPMA-UHFFFAOYSA-N Dihydrogen disulfide Chemical compound SS BWGNESOTFCXPMA-UHFFFAOYSA-N 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 1
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 1
- WNROFYMDJYEPJX-UHFFFAOYSA-K aluminium hydroxide Chemical compound [OH-].[OH-].[OH-].[Al+3] WNROFYMDJYEPJX-UHFFFAOYSA-K 0.000 description 1
- VTEKOFXDMRILGB-UHFFFAOYSA-N bis(2-ethylhexyl)carbamothioylsulfanyl n,n-bis(2-ethylhexyl)carbamodithioate Chemical compound CCCCC(CC)CN(CC(CC)CCCC)C(=S)SSC(=S)N(CC(CC)CCCC)CC(CC)CCCC VTEKOFXDMRILGB-UHFFFAOYSA-N 0.000 description 1
- 235000010354 butylated hydroxytoluene Nutrition 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 229910052570 clay Inorganic materials 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 125000002897 diene group Chemical group 0.000 description 1
- -1 ethoxysilylpropyl Chemical group 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000010445 mica Substances 0.000 description 1
- 229910052618 mica group Inorganic materials 0.000 description 1
- 229920003986 novolac Polymers 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- PMJHHCWVYXUKFD-UHFFFAOYSA-N piperylene Natural products CC=CC=C PMJHHCWVYXUKFD-UHFFFAOYSA-N 0.000 description 1
- 239000003505 polymerization initiator Substances 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 229920003987 resole Polymers 0.000 description 1
- JPPLPDOXWBVPCW-UHFFFAOYSA-N s-(3-triethoxysilylpropyl) octanethioate Chemical compound CCCCCCCC(=O)SCCC[Si](OCC)(OCC)OCC JPPLPDOXWBVPCW-UHFFFAOYSA-N 0.000 description 1
- 229910000077 silane Inorganic materials 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 229920005992 thermoplastic resin Polymers 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 1
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
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/01—Use of inorganic substances as compounding ingredients characterized by their specific function
- C08K3/013—Fillers, pigments or reinforcing additives
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/34—Silicon-containing compounds
- C08K3/36—Silica
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/54—Silicon-containing compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/54—Silicon-containing compounds
- C08K5/541—Silicon-containing compounds containing oxygen
- C08K5/5415—Silicon-containing compounds containing oxygen containing at least one Si—O bond
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L101/00—Compositions of unspecified macromolecular compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L15/00—Compositions of rubber derivatives
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L7/00—Compositions of natural rubber
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L9/00—Compositions of homopolymers or copolymers of conjugated diene hydrocarbons
-
- 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 intended mainly for use in the tread portion of tires for high-performance automobiles.
- Patent Literature 1 proposes blending a resin into a rubber composition in order to achieve both dry performance and wet performance.
- the amount of resin compounded is increased in order to improve dry performance and wet performance, there is a risk that sufficient wear resistance will not necessarily be obtained. Therefore, in order to improve dry performance and wet performance by blending a resin into a rubber composition, there is a demand for a countermeasure that maintains or improves wear resistance in a favorable manner and achieves both of these performances in a well-balanced manner.
- An object of the present invention is to provide a rubber composition for a tire that improves dry performance and wet performance, maintains or improves abrasion resistance well, and makes it possible to achieve both of these performances in a well-balanced manner. That's what it is.
- the rubber composition for tires of the present invention for achieving the above object is obtained by blending a filler and a resin with a diene rubber containing 40% by mass or more of a specific modified conjugated diene polymer represented by the following formula (1).
- R 1 is a hydrocarbyl group having 1 to 20 carbon atoms
- R 3 is a hydrocarbyloxy group having 1 to 20 carbon atoms, or a modified or unmodified conjugated diene polymer chain
- R 2 is an alkanediyl group having 1 to 20 carbon atoms
- Z is a group represented by the following formula (2) or (3).
- R 4 has an m-valent hydrocarbyl group having 1 to 20 carbon atoms, or at least one atom selected from the group consisting of a nitrogen atom, an oxygen atom and a sulfur atom, and has active hydrogen. is an m-valent group having 1 to 20 carbon atoms.
- n is an integer of 1-3 and m is an integer of 2-10.
- R 5 is a hydrogen atom or a hydrocarbyl group
- Poly is a modified or unmodified conjugated diene polymer chain.
- "*" indicates a bond that binds to R4 .
- the rubber composition for a tire of the present invention uses a sufficient amount of the specific modified conjugated diene-based polymer represented by the above formula (1) as a rubber component, uses it in combination with a resin in the above ratio, and Since a sufficient amount of filler is blended as in, dry performance and wet performance are improved, and wear resistance is well maintained or improved, and these performances can be achieved in a well-balanced manner at a high level.
- the rubber composition for tires of the present invention preferably contains 1% by mass to 40% by mass of natural rubber and/or polybutadiene rubber in 100% by mass of diene rubber. This is advantageous for improving wear resistance.
- the filler preferably contains at least silica, and the amount of silica compounded is preferably 75 parts by mass or more per 100 parts by mass of the diene rubber. At this time, it is preferable to blend less than 10% by mass of the silane coupling agent with respect to the amount of silica blended. This is advantageous for achieving a high balance between dry performance, wet performance, and wear resistance.
- the softening point of the resin is preferably 100°C or higher. Such a high softening point of the resin is advantageous for improving dry performance and wet performance.
- the rubber composition for tires of the present invention is intended to be used in the tread portion of various tires (for example, summer tires and high performance tires). These various tires are preferably pneumatic tires, but may be non-pneumatic tires.
- the tire to which the rubber composition for tires of the present invention is applied is a pneumatic tire, the interior thereof is filled with air, an inert gas such as nitrogen, or other gas.
- the rubber component is a diene-based rubber and necessarily contains a specific modified conjugated diene-based polymer represented by the following formula (1).
- a specific modified conjugated diene-based polymer represented by the following formula (1).
- natural rubber and/or polybutadiene rubber can also be used in combination.
- R 1 is a hydrocarbyl group having 1-20 carbon atoms, preferably 2-18 carbon atoms.
- R 3 is a hydrocarbyloxy group having 1 to 20 carbon atoms, preferably 2 to 18 carbon atoms, or a conjugated diene polymer chain. The conjugated diene-based polymer chain may be modified or unmodified.
- R 2 is an alkanediyl group having 1 to 20 carbon atoms, preferably 2 to 18 carbon atoms.
- Z is a group represented by the following formula (2) or formula (3).
- R 4 is an m-valent hydrocarbyl group having 1 to 20 carbon atoms, preferably 2 to 18 carbon atoms, or has at least one atom selected from the group consisting of nitrogen, oxygen and sulfur atoms. It is an m-valent group having 1 to 20, preferably 2 to 18 carbon atoms and having no active hydrogen.
- n and m are integers, n is 1-3, preferably 1-2, and m is 2-10, preferably 3-8.
- a plurality of R 1 , R 2 , R 3 and Z may be the same or different.
- R5 is a hydrogen atom or a hydrocarbyl group.
- Poly is a modified or unmodified conjugated diene polymer chain.
- "*" indicates a bond that binds to R4 .
- the specific modified conjugated diene-based polymer described above can be produced, for example, using a compound represented by the following formula (4).
- R 1 and R 2 are each independently a hydrocarbyl group having 1 to 20 carbon atoms.
- R 1 preferably has 2 to 18 carbon atoms, and R 2 preferably has 2 to 18 carbon atoms.
- R 3 is an alkanediyl group having 1 to 20 carbon atoms, preferably 2 to 18 carbon atoms.
- R 4 is an m-valent hydrocarbyl group having 1 to 20 carbon atoms, preferably 2 to 18 carbon atoms, or has at least one atom selected from the group consisting of nitrogen, oxygen and sulfur atoms. It is an m-valent group having 1 to 20, preferably 2 to 18 carbon atoms and having no active hydrogen.
- R 5 is a hydrogen atom or a hydrocarbyl group and "*" is indicating that it is a bond that binds to R 4 ).
- n and m are integers, n is 1-3, preferably 1-2, and m is 2-10, preferably 3-8.
- a plurality of R 1 , R 2 , R 3 and A 2 may be the same or different.
- the content of the specific modified conjugated diene polymer represented by the above formula (1) is 40% by mass or more, preferably 50% to 75% by mass, based on 100% by mass of the diene rubber as a whole.
- a specific amount of the specific modified conjugated diene-based polymer in this manner, dry performance and wet performance can be improved, and wear resistance can be maintained or improved in a favorable manner in cooperation with the resin described later. can be done. If the content of the specific modified conjugated diene-based polymer is less than 40% by mass, the wear resistance deteriorates.
- the specific modified conjugated diene-based polymer used in the present invention has a weight average molecular weight of 900,000 or more, preferably 1,000,000 to 1,400,000, in addition to being represented by the above formula (1). If the weight-average molecular weight is less than 900,000, the abrasion resistance will deteriorate.
- a weight average molecular weight is a value of polystyrene conversion measured by a gel permeation chromatography (GPC).
- the specific modified conjugated diene polymer used in the present invention preferably has a glass transition temperature Tg of -40°C to -30°C, more preferably -38°C to -32°C. If the glass transition temperature Tg is less than ⁇ 40° C., the wet performance and dry performance deteriorate. If the glass transition temperature Tg exceeds ⁇ 30° C., the abrasion resistance is lowered.
- the specific modified conjugated diene polymer used in the present invention preferably has a styrene content of 38.5% to 41.5%, more preferably 39.0% to 41.0%. If the styrene content is 38.5%, the wet performance and dry performance are lowered. If the styrene content exceeds 41.5%, the abrasion resistance is lowered.
- the specific modified conjugated diene polymer used in the present invention preferably has a vinyl content of 23.5% to 27.5%, more preferably 24.0% to 27.0%.
- the vinyl content is 23.5%, the wet performance and dry performance deteriorate. If the vinyl content exceeds 27.5%, the abrasion resistance decreases.
- the rubber component may contain natural rubber and/or polybutadiene rubber in addition to the specific modified conjugated diene polymer described above.
- the natural rubber and polybutadiene rubber those generally used in rubber compositions for tires can be used.
- the content thereof is preferably 1% by mass to 25% by mass, more preferably 5% by mass to 20% by mass in 100% by mass of diene rubber. good.
- the content is preferably 2% by mass to 40% by mass, more preferably 5% by mass, based on 100% by mass of diene rubber.
- the rubber composition for tires of the present invention may contain diene rubbers other than the specific modified conjugated diene polymer, natural rubber, and polybutadiene rubber as long as they do not impair the purpose of the present invention.
- diene rubbers include, for example, styrene-butadiene rubber and acrylonitrile-butadiene rubber. These diene rubbers can be used alone or as any blend.
- a filler is always blended with the diene rubber described above.
- the amount of the filler compounded is 75 parts by mass or more, preferably 100 to 180 parts by mass, per 100 parts by mass of the diene rubber. Blending a sufficient amount of filler in this manner is advantageous for improving dry performance. If the amount of filler compounded is less than 75 parts by mass, wet performance, dry performance, and abrasion resistance are lowered.
- silica As the filler, it is preferable to use silica as the filler.
- the content of silica should be 60% by mass or more, preferably 60% to 80% by mass, based on the total amount of the filler. Blending a sufficient amount of silica in this manner is advantageous for improving wet performance. If the silica content is less than 60% by mass, the wet performance will deteriorate.
- Silica that is commonly used in rubber compositions for tires can be used as silica.
- Silica can be appropriately selected and used from commercially available ones. Silica obtained by a normal production method can also be used.
- the CTAB adsorption specific surface area of silica is preferably 185 m 2 /g to 215 m 2 /g, more preferably 190 m 2 /g to 210 m 2 /g.
- Wet performance can be improved by using silica having such a particle size.
- the rubber composition of the present invention can contain fillers other than silica.
- fillers include materials commonly used in rubber compositions for tires, such as carbon black, clay, talc, calcium carbonate, mica, and aluminum hydroxide.
- carbon black it is preferable to use carbon black together. Dry performance can be improved by using carbon black together.
- the amount thereof is not particularly limited, but it can be set to, for example, 5 parts by mass to 70 parts by mass with respect to 100 parts by mass of the diene rubber.
- silane coupling agent in combination with the silica described above.
- the type of silane coupling agent is not particularly limited as long as it can be used in silica-blended rubber compositions. ethoxysilylpropyl) disulfide, 3-trimethoxysilylpropylbenzothiazole tetrasulfide, ⁇ -mercaptopropyltriethoxysilane, 3-octanoylthiopropyltriethoxysilane, and other sulfur-containing silane coupling agents.
- the amount of the silane coupling agent compounded is preferably less than 10% by mass, more preferably 6% to 9% by mass, relative to the amount of silica compounded. If the compounded amount of the silane coupling agent is 10% by mass or more of the silica compounded amount, the silane coupling agents will condense with each other, and the desired hardness and strength cannot be obtained in the rubber composition.
- the rubber composition for tires of the present invention must contain a resin from the viewpoint of improving dry performance and wet performance.
- a resin from the viewpoint of improving dry performance and wet performance.
- the wear resistance may be affected, so in the present invention, the above-mentioned specific modified conjugated diene polymer is always used as the rubber component. That is, the present inventors have found that when a specific modified conjugated diene-based polymer and a resin are used in combination, dry performance and wet performance can be improved without deteriorating abrasion resistance, and the present invention is based on this finding. has determined the compounding of the rubber composition for tires. For this reason, in the rubber composition for tires of the present invention, the amount of the resin compounded is defined as the ratio to the specific modified conjugated diene polymer.
- the mass ratio of the resin to the specific modified conjugated diene polymer is set to 1/10 to 1/2, preferably 1/5 to 2/5.
- the mass ratio of the resin to the specific modified conjugated diene-based polymer is less than 1/10, wet performance and dry performance deteriorate. If the mass ratio of the resin to the specific modified conjugated diene-based polymer exceeds 1/2, the wear resistance is lowered.
- Examples of resins used in the present invention include petroleum-based resins and aromatic resins.
- Examples of petroleum-based resins include C5 - based petroleum resins (aliphatic petroleum resins obtained by polymerizing fractions such as isoprene, 1,3-pentadiene, cyclopentadiene, methylbutene, and pentene), C9 - based petroleum resins ( ⁇ -methylstyrene , o-vinyltoluene, m-vinyltoluene, p-vinyltoluene, etc.), C 5 C 9 copolymer petroleum resin, and the like.
- aromatic resins examples include coumarone resins, phenol resins, alkylphenol resins, terpene resins, aromatic modified terpene resins, rosin resins, novolac resins, resole resins, and aromatic indene copolymers. . Among them, aromatic modified terpene resins and aromatic indene copolymers are preferred. These resins can be used singly or as a blend of multiples.
- the C9 petroleum resins mentioned above are also classified as aromatic resins.
- resins having a softening point of 100°C or higher those having a softening point of 100°C or higher, preferably 105°C to 130°C can be suitably used.
- resins having a softening point of 100 ° C. or higher are selected appropriately from, for example, YS resin TO series manufactured by Yasuhara Chemical Co., Ltd., Nisseki Neopolymer series manufactured by JX, FMR series manufactured by Mitsui Chemicals, etc. can do.
- the drying performance can be improved by sufficiently high softening point of the resin. If the softening point of the resin is less than 100°C, the drying performance will be deteriorated.
- the rubber composition of the present invention may contain compounding agents other than those mentioned above.
- Other compounding agents include vulcanizing or cross-linking agents, vulcanization accelerators, anti-aging agents, liquid polymers, thermosetting resins, thermoplastic resins, and various compounding agents generally used in rubber compositions for tires. can be exemplified.
- the blending amount of these compounding agents can be a conventional general blending amount as long as it does not contradict the object of the present invention.
- a kneader a general rubber kneader such as a Banbury mixer, a kneader, or a roll can be used.
- vulcanization was performed at 145°C for 35 minutes using a mold of a predetermined shape to prepare a vulcanized rubber test piece of each tire rubber composition.
- the tan ⁇ at 0° C. of each tire rubber composition was determined according to JIS K6253 using a viscoelastic spectrometer (manufactured by Toyo Seiki Seisakusho Co., Ltd.) with an initial strain of 10. %, amplitude ⁇ 2%, frequency 20 Hz, temperature 0°C.
- the evaluation results are shown as indices with the value of Standard Example 1 being 100. A larger index value means better wet performance (wet grip performance).
- Dry Performance Using the obtained tire rubber composition, vulcanization was performed at 145° C. for 35 minutes using a mold of a predetermined shape to prepare a vulcanized rubber test piece of each tire rubber composition. Using the obtained vulcanized rubber test piece, the loss elastic modulus E2 and the complex elastic modulus E * of each tire rubber composition were measured, and the ratio E2/(E * ) 2 was calculated. It was used as an index of performance (dry braking performance).
- the loss elastic modulus E2 and the complex elastic modulus E * were measured by a viscoelastic spectrometer (manufactured by Toyo Seiki Seisakusho Co., Ltd.) according to JIS K6394, with initial strain of 10%, amplitude of ⁇ 2%, frequency of 20 Hz, and temperature of 60 °C.
- the evaluation results are shown as indices with the value of Standard Example 1 being 100. A larger index value means better dry performance (dry braking performance).
- Abrasion resistance The above-mentioned 14 types of tire rubber compositions (Standard Example 1, Comparative Examples 1 to 7, Examples 1 to 6) are used for the tread rubber, and the tire size is 255/35ZR19 (96Y).
- a padded tire (test tire) was produced. At this time, each portion other than the tread rubber was common to all test tires.
- These test tires were mounted on a wheel with a rim size of 19 ⁇ 8.5J, and mounted on a test vehicle at an air pressure of 230 kPa. After driving 8000 km on a dry road surface, the groove depth was measured to evaluate wear resistance. The evaluation results are shown as indices with the value of Standard Example 1 being 100. The larger the index, the larger the remaining groove depth and the better the wear resistance.
- ⁇ SBR1 Modified styrene-butadiene rubber corresponding to the specific modified conjugated diene-based polymer represented by the above formula (1), HPR620 manufactured by JSR Corporation (weight average molecular weight: 1,270,000)
- SBR2 Modified styrene-butadiene rubber, Toughden 581 manufactured by Asahi Kasei Corporation (weight average molecular weight: 1,300,000)
- SBR3 unmodified styrene-butadiene rubber
- SBR4 modified styrene-butadiene rubber
- NS616 manufactured by Nippon Zeon (weight average molecular weight: 300,000)
- ⁇ NR natural rubber
- SIR-20 ⁇ BR Butadiene rubber
- NIPOL BR 1220 manufactured by Nippon Zeon weight average molecular weight: 300,000
- ⁇ CB Carbon black, Seast 7HM manufactured by Tokai Carbon Co., Ltd.
- Silica ZEOSIL 1165MP manufactured by Solvay ⁇ Silane coupling agent: NXT SILANE manufactured by Momentive ⁇ Resin 1: C5C9 copolymerized petroleum resin, Nisseki Neopolymer 170S manufactured by JX Corporation (softening point: 154°C)
- Resin 2 Aromatic modified terpene resin, YS resin TO-125 manufactured by Yasuhara Chemical Co., Ltd. (softening point: 125 ° C.)
- Resin 3 Indene resin, FMR0150 manufactured by Mitsui Chemicals, Inc.
- Anti-aging agent VULKANOX 4020 manufactured by LANXESS ⁇ Wax: OZOACE-0015A manufactured by NIPPON SEIRO ⁇ Zinc white: Zinc Oxide manufactured by ZM Silesia ⁇ Stearic acid: PALMAC 1600 manufactured by IOI Acidchem ⁇ Vulcanization accelerator: Noxceller TOT-N manufactured by Ouchi Shinko Kagaku Co., Ltd. ⁇ Sulfur: Sulfax 5 manufactured by Tsurumi Chemical Industry Co., Ltd.
- Examples 1 to 6 improved wet performance, dry performance, and wear resistance compared to Standard Example 1, and achieved a good balance between these performances.
- Comparative Examples 1 to 3 did not contain the specific modified conjugated diene polymer (SBR1), so wet performance, dry performance, or wear resistance deteriorated, and these performances could not be achieved at the same time. .
- Comparative Example 4 since the content of the specific modified conjugated diene polymer (SBR1) was small, the abrasion resistance was lowered.
- Comparative Example 5 the abrasion resistance decreased because the amount of the resin compounded relative to the specific modified conjugated diene polymer (SBR1) was excessive.
- Comparative Example 6 wet performance and dry performance deteriorated because the blending amount of the resin relative to the specific modified conjugated diene polymer (SBR1) was small.
- Comparative Example 7 the wet performance, dry performance, and abrasion resistance were lowered because the amount of the filler compounded was small.
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- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
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- Compositions Of Macromolecular Compounds (AREA)
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Abstract
L'invention concerne une composition de caoutchouc pour pneumatiques avec laquelle il est possible d'améliorer les performances sèches et humides et de maintenir ou d'améliorer de manière satisfaisante la résistance à l'usure afin d'atteindre un degré élevé d'équilibre entre ces performances. Une ou plusieurs charges et une résine sont incorporées dans un caoutchouc à base de diène comprenant 40 % en masse ou plus de polymère à base de diène conjugué modifié spécifique représenté par la formule (1), de sorte que la quantité totale des charges soit de 75 parties en masse ou plus pour 100 parties en masse du caoutchouc à base de diène et que le rapport en masse de la résine au polymère à base de diène conjugué modifié spécifique soit de 1/10 à 1/2.
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Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
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JP2014189698A (ja) * | 2013-03-28 | 2014-10-06 | Yokohama Rubber Co Ltd:The | タイヤトレッド用ゴム組成物 |
WO2017221943A1 (fr) * | 2016-06-24 | 2017-12-28 | Jsr株式会社 | Procédé de production d'un polymère diène conjugué modifié, polymère diène conjugué modifié, composition polymère, corps réticulé, pneumatique et composé |
JP2019094390A (ja) * | 2017-11-20 | 2019-06-20 | Jsr株式会社 | 変性共役ジエン系重合体の製造方法、重合体組成物、架橋体及びタイヤ |
WO2020196899A1 (fr) * | 2019-03-27 | 2020-10-01 | Jsr株式会社 | Polymère diénique conjugué hydrogéné, composition polymère, corps réticulé, et pneu |
WO2021085616A1 (fr) * | 2019-10-31 | 2021-05-06 | Jsr株式会社 | Procédé de production d'un polymère à base de diène conjugué modifié, composition de polymère, objet réticulé et pneu |
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US20220259420A1 (en) | 2019-06-18 | 2022-08-18 | Eneos Materials Corporation | Polymer composition, crosslinked polymer, and tire |
TW202110903A (zh) | 2019-07-26 | 2021-03-16 | 日商Jsr 股份有限公司 | 聚合物組成物、交聯聚合物及輪胎 |
JP2021120448A (ja) | 2019-12-12 | 2021-08-19 | 旭化成株式会社 | 変性共役ジエン系重合体の製造方法、変性共役ジエン系重合体、ゴム組成物、ゴム組成物の製造方法、及びタイヤの製造方法 |
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Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2014189698A (ja) * | 2013-03-28 | 2014-10-06 | Yokohama Rubber Co Ltd:The | タイヤトレッド用ゴム組成物 |
WO2017221943A1 (fr) * | 2016-06-24 | 2017-12-28 | Jsr株式会社 | Procédé de production d'un polymère diène conjugué modifié, polymère diène conjugué modifié, composition polymère, corps réticulé, pneumatique et composé |
JP2019094390A (ja) * | 2017-11-20 | 2019-06-20 | Jsr株式会社 | 変性共役ジエン系重合体の製造方法、重合体組成物、架橋体及びタイヤ |
WO2020196899A1 (fr) * | 2019-03-27 | 2020-10-01 | Jsr株式会社 | Polymère diénique conjugué hydrogéné, composition polymère, corps réticulé, et pneu |
WO2021085616A1 (fr) * | 2019-10-31 | 2021-05-06 | Jsr株式会社 | Procédé de production d'un polymère à base de diène conjugué modifié, composition de polymère, objet réticulé et pneu |
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