BR112013000625B1 - composição de borracha contendo um elastômero modificado, seu processo de preparação e pneumático contendo a mesma - Google Patents
composição de borracha contendo um elastômero modificado, seu processo de preparação e pneumático contendo a mesma Download PDFInfo
- Publication number
- BR112013000625B1 BR112013000625B1 BR112013000625-0A BR112013000625A BR112013000625B1 BR 112013000625 B1 BR112013000625 B1 BR 112013000625B1 BR 112013000625 A BR112013000625 A BR 112013000625A BR 112013000625 B1 BR112013000625 B1 BR 112013000625B1
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- BR
- Brazil
- Prior art keywords
- group
- elastomer
- atom
- chosen
- modifying agent
- Prior art date
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- 229920001971 elastomer Polymers 0.000 title claims abstract description 143
- 239000000203 mixture Substances 0.000 title claims abstract description 128
- 239000000806 elastomer Substances 0.000 title claims abstract description 98
- 239000005060 rubber Substances 0.000 title claims abstract description 45
- 238000002360 preparation method Methods 0.000 title abstract description 13
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 75
- 125000006850 spacer group Chemical group 0.000 claims abstract description 30
- 238000010382 chemical cross-linking Methods 0.000 claims abstract description 28
- 239000012763 reinforcing filler Substances 0.000 claims abstract description 28
- 150000001875 compounds Chemical class 0.000 claims abstract description 25
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 24
- 125000004429 atom Chemical group 0.000 claims abstract description 20
- 238000004519 manufacturing process Methods 0.000 claims abstract description 19
- 125000004433 nitrogen atom Chemical group N* 0.000 claims abstract description 19
- 239000003431 cross linking reagent Substances 0.000 claims abstract description 18
- 238000000034 method Methods 0.000 claims abstract description 11
- 230000008569 process Effects 0.000 claims abstract description 7
- -1 bis-ureyl Chemical group 0.000 claims description 33
- 229920001577 copolymer Polymers 0.000 claims description 16
- 229910052717 sulfur Inorganic materials 0.000 claims description 15
- 238000002156 mixing Methods 0.000 claims description 13
- 150000001993 dienes Chemical class 0.000 claims description 11
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 10
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 9
- 239000011593 sulfur Substances 0.000 claims description 9
- KAKZBPTYRLMSJV-UHFFFAOYSA-N vinyl-ethylene Natural products C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 9
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 claims description 8
- 125000000217 alkyl group Chemical group 0.000 claims description 8
- 125000005842 heteroatom Chemical group 0.000 claims description 8
- 239000001257 hydrogen Substances 0.000 claims description 8
- 229910052739 hydrogen Inorganic materials 0.000 claims description 8
- 150000004820 halides Chemical class 0.000 claims description 7
- 150000002825 nitriles Chemical class 0.000 claims description 7
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 7
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims description 6
- 150000002430 hydrocarbons Chemical group 0.000 claims description 6
- 125000002632 imidazolidinyl group Chemical group 0.000 claims description 6
- 229910052760 oxygen Inorganic materials 0.000 claims description 6
- 239000001301 oxygen Substances 0.000 claims description 6
- 125000004434 sulfur atom Chemical group 0.000 claims description 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 5
- 125000001425 triazolyl group Chemical group 0.000 claims description 5
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 4
- 229920006395 saturated elastomer Polymers 0.000 claims description 4
- 244000043261 Hevea brasiliensis Species 0.000 claims description 3
- 229920005549 butyl rubber Polymers 0.000 claims description 3
- 229910052801 chlorine Inorganic materials 0.000 claims description 3
- SQDFHQJTAWCFIB-UHFFFAOYSA-N n-methylidenehydroxylamine Chemical compound ON=C SQDFHQJTAWCFIB-UHFFFAOYSA-N 0.000 claims description 3
- 229920003052 natural elastomer Polymers 0.000 claims description 3
- 229920001194 natural rubber Polymers 0.000 claims description 3
- 238000006116 polymerization reaction Methods 0.000 claims description 3
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- 239000004711 α-olefin Substances 0.000 claims description 3
- 229920002943 EPDM rubber Polymers 0.000 claims description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 2
- 125000003545 alkoxy group Chemical group 0.000 claims description 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- 150000007855 nitrilimines Chemical group 0.000 claims description 2
- 229920002857 polybutadiene Polymers 0.000 claims description 2
- 229910052710 silicon Inorganic materials 0.000 claims description 2
- 239000010703 silicon Substances 0.000 claims description 2
- 125000004306 triazinyl group Chemical group 0.000 claims 4
- 229920000089 Cyclic olefin copolymer Polymers 0.000 claims 1
- 239000005062 Polybutadiene Substances 0.000 claims 1
- 229920003244 diene elastomer Polymers 0.000 claims 1
- 229920000642 polymer Polymers 0.000 description 30
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 27
- 101150029664 PELO gene Proteins 0.000 description 22
- 239000000243 solution Substances 0.000 description 21
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 20
- 239000006229 carbon black Substances 0.000 description 17
- 239000012071 phase Substances 0.000 description 17
- 235000019241 carbon black Nutrition 0.000 description 16
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 14
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 12
- 238000005481 NMR spectroscopy Methods 0.000 description 12
- 230000007423 decrease Effects 0.000 description 12
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- 239000000377 silicon dioxide Substances 0.000 description 10
- 239000002904 solvent Substances 0.000 description 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 238000004073 vulcanization Methods 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 description 8
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 8
- 125000003118 aryl group Chemical group 0.000 description 8
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- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 7
- 238000012512 characterization method Methods 0.000 description 7
- 239000012429 reaction media Substances 0.000 description 7
- 239000000126 substance Substances 0.000 description 7
- YXFVVABEGXRONW-UHFFFAOYSA-N toluene Substances CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 7
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- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 6
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 6
- 238000004458 analytical method Methods 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 6
- 239000000470 constituent Substances 0.000 description 6
- 230000027326 copulation Effects 0.000 description 6
- UAOMVDZJSHZZME-UHFFFAOYSA-N diisopropylamine Chemical compound CC(C)NC(C)C UAOMVDZJSHZZME-UHFFFAOYSA-N 0.000 description 6
- 0 CCC1CC(*)CCC1 Chemical compound CCC1CC(*)CCC1 0.000 description 5
- 238000004497 NIR spectroscopy Methods 0.000 description 5
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- 238000001542 size-exclusion chromatography Methods 0.000 description 5
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
- 125000004432 carbon atom Chemical group C* 0.000 description 4
- 239000006185 dispersion Substances 0.000 description 4
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- 239000011256 inorganic filler Substances 0.000 description 4
- 238000002844 melting Methods 0.000 description 4
- 230000008018 melting Effects 0.000 description 4
- 239000000178 monomer Substances 0.000 description 4
- DEQZTKGFXNUBJL-UHFFFAOYSA-N n-(1,3-benzothiazol-2-ylsulfanyl)cyclohexanamine Chemical compound C1CCCCC1NSC1=NC2=CC=CC=C2S1 DEQZTKGFXNUBJL-UHFFFAOYSA-N 0.000 description 4
- 239000002244 precipitate Substances 0.000 description 4
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- 230000000930 thermomechanical effect Effects 0.000 description 4
- 239000003643 water by type Substances 0.000 description 4
- 238000005160 1H NMR spectroscopy Methods 0.000 description 3
- ZZMVLMVFYMGSMY-UHFFFAOYSA-N 4-n-(4-methylpentan-2-yl)-1-n-phenylbenzene-1,4-diamine Chemical compound C1=CC(NC(C)CC(C)C)=CC=C1NC1=CC=CC=C1 ZZMVLMVFYMGSMY-UHFFFAOYSA-N 0.000 description 3
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical group C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
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- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
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- 125000003837 (C1-C20) alkyl group Chemical group 0.000 description 2
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 2
- YGSFFDHIYYOVHV-UHFFFAOYSA-N 1-(2-chloroethyl)imidazolidin-2-one Chemical compound ClCCN1CCNC1=O YGSFFDHIYYOVHV-UHFFFAOYSA-N 0.000 description 2
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- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 2
- ZNRLMGFXSPUZNR-UHFFFAOYSA-N 2,2,4-trimethyl-1h-quinoline Chemical compound C1=CC=C2C(C)=CC(C)(C)NC2=C1 ZNRLMGFXSPUZNR-UHFFFAOYSA-N 0.000 description 2
- SDJHPPZKZZWAKF-UHFFFAOYSA-N 2,3-dimethylbuta-1,3-diene Chemical compound CC(=C)C(C)=C SDJHPPZKZZWAKF-UHFFFAOYSA-N 0.000 description 2
- OVSKIKFHRZPJSS-UHFFFAOYSA-N 2,4-D Chemical compound OC(=O)COC1=CC=C(Cl)C=C1Cl OVSKIKFHRZPJSS-UHFFFAOYSA-N 0.000 description 2
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- LZZYPRNAOMGNLH-UHFFFAOYSA-M Cetrimonium bromide Chemical compound [Br-].CCCCCCCCCCCCCCCC[N+](C)(C)C LZZYPRNAOMGNLH-UHFFFAOYSA-M 0.000 description 2
- 244000257039 Duranta repens Species 0.000 description 2
- DCXXMTOCNZCJGO-UHFFFAOYSA-N Glycerol trioctadecanoate Natural products CCCCCCCCCCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCC DCXXMTOCNZCJGO-UHFFFAOYSA-N 0.000 description 2
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical compound CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 2
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- 125000000623 heterocyclic group Chemical group 0.000 description 2
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- QEQBMZQFDDDTPN-UHFFFAOYSA-N (2-methylpropan-2-yl)oxy benzenecarboperoxoate Chemical compound CC(C)(C)OOOC(=O)C1=CC=CC=C1 QEQBMZQFDDDTPN-UHFFFAOYSA-N 0.000 description 1
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- OXYKVVLTXXXVRT-UHFFFAOYSA-N (4-chlorobenzoyl) 4-chlorobenzenecarboperoxoate Chemical compound C1=CC(Cl)=CC=C1C(=O)OOC(=O)C1=CC=C(Cl)C=C1 OXYKVVLTXXXVRT-UHFFFAOYSA-N 0.000 description 1
- OJOWICOBYCXEKR-KRXBUXKQSA-N (5e)-5-ethylidenebicyclo[2.2.1]hept-2-ene Chemical compound C1C2C(=C/C)/CC1C=C2 OJOWICOBYCXEKR-KRXBUXKQSA-N 0.000 description 1
- 125000006527 (C1-C5) alkyl group Chemical group 0.000 description 1
- PMJHHCWVYXUKFD-SNAWJCMRSA-N (E)-1,3-pentadiene Chemical compound C\C=C\C=C PMJHHCWVYXUKFD-SNAWJCMRSA-N 0.000 description 1
- OWRCNXZUPFZXOS-UHFFFAOYSA-N 1,3-diphenylguanidine Chemical compound C=1C=CC=CC=1NC(=N)NC1=CC=CC=C1 OWRCNXZUPFZXOS-UHFFFAOYSA-N 0.000 description 1
- FHFLEWSTXSXIBP-UHFFFAOYSA-N 1-[2-[2-(hydroxyiminomethyl)phenoxy]ethyl]imidazolidin-2-one Chemical compound ON=CC1=CC=CC=C1OCCN1C(=O)NCC1 FHFLEWSTXSXIBP-UHFFFAOYSA-N 0.000 description 1
- CBXRMKZFYQISIV-UHFFFAOYSA-N 1-n,1-n,1-n',1-n',2-n,2-n,2-n',2-n'-octamethylethene-1,1,2,2-tetramine Chemical compound CN(C)C(N(C)C)=C(N(C)C)N(C)C CBXRMKZFYQISIV-UHFFFAOYSA-N 0.000 description 1
- QEDJMOONZLUIMC-UHFFFAOYSA-N 1-tert-butyl-4-ethenylbenzene Chemical compound CC(C)(C)C1=CC=C(C=C)C=C1 QEDJMOONZLUIMC-UHFFFAOYSA-N 0.000 description 1
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- YFTPCWWWCFCSIR-UHFFFAOYSA-N 2,4,6-trimethyl-3-[2-(2-oxoimidazolidin-1-yl)ethoxy]benzaldehyde Chemical compound CC1=CC(C)=C(C=O)C(C)=C1OCCN1C(=O)NCC1 YFTPCWWWCFCSIR-UHFFFAOYSA-N 0.000 description 1
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- HMWCQCYUKQZPRA-UHFFFAOYSA-N 2,4-dimethyl-3-methylidenepent-1-ene Chemical compound CC(C)C(=C)C(C)=C HMWCQCYUKQZPRA-UHFFFAOYSA-N 0.000 description 1
- XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 description 1
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- HIYBGVAFQODGQN-UHFFFAOYSA-N CC1C=C(C)C(CO)=C(C)C1OCCC(C1CCN2)C1C2=O Chemical compound CC1C=C(C)C(CO)=C(C)C1OCCC(C1CCN2)C1C2=O HIYBGVAFQODGQN-UHFFFAOYSA-N 0.000 description 1
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- 240000008042 Zea mays Species 0.000 description 1
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- 229910052782 aluminium Inorganic materials 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
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Classifications
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- C—CHEMISTRY; METALLURGY
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- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L9/00—Compositions of homopolymers or copolymers of conjugated diene hydrocarbons
- C08L9/06—Copolymers with styrene
-
- 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
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B60—VEHICLES IN GENERAL
- B60C—VEHICLE TYRES; TYRE INFLATION; TYRE CHANGING; CONNECTING VALVES TO INFLATABLE ELASTIC BODIES IN GENERAL; DEVICES OR ARRANGEMENTS RELATED TO TYRES
- B60C1/00—Tyres characterised by the chemical composition or the physical arrangement or mixture of the composition
- B60C1/0016—Compositions of the tread
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B60—VEHICLES IN GENERAL
- B60C—VEHICLE TYRES; TYRE INFLATION; TYRE CHANGING; CONNECTING VALVES TO INFLATABLE ELASTIC BODIES IN GENERAL; DEVICES OR ARRANGEMENTS RELATED TO TYRES
- B60C1/00—Tyres characterised by the chemical composition or the physical arrangement or mixture of the composition
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08C—TREATMENT OR CHEMICAL MODIFICATION OF RUBBERS
- C08C19/00—Chemical modification of rubber
- C08C19/22—Incorporating nitrogen atoms into the molecule
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08C—TREATMENT OR CHEMICAL MODIFICATION OF RUBBERS
- C08C19/00—Chemical modification of rubber
- C08C19/28—Reaction with compounds containing carbon-to-carbon unsaturated bonds
-
- 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
- C08K5/16—Nitrogen-containing compounds
- C08K5/32—Compounds containing nitrogen bound to oxygen
-
- 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
- C08K5/16—Nitrogen-containing compounds
- C08K5/34—Heterocyclic compounds having nitrogen in the ring
-
- 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
- C08K5/16—Nitrogen-containing compounds
- C08K5/34—Heterocyclic compounds having nitrogen in the ring
- C08K5/3442—Heterocyclic compounds having nitrogen in the ring having two nitrogen atoms in the ring
- C08K5/3445—Five-membered rings
-
- 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
- C08K5/548—Silicon-containing compounds containing sulfur
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Mechanical Engineering (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Tires In General (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR1002963A FR2962737B1 (fr) | 2010-07-13 | 2010-07-13 | Composition de caoutchouc contenant un elastomere modifie, son procede de preparation et pneumatique la contenant |
| FR1002963 | 2010-07-13 | ||
| PCT/EP2011/061801 WO2012007442A1 (fr) | 2010-07-13 | 2011-07-12 | Composition de caoutchouc contenant un elastomere modifie, son procede de preparation et pneumatique la contenant |
Publications (3)
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| BR112013000625A2 BR112013000625A2 (pt) | 2016-06-28 |
| BR112013000625A8 BR112013000625A8 (pt) | 2017-12-26 |
| BR112013000625B1 true BR112013000625B1 (pt) | 2020-07-21 |
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| EP (1) | EP2593486B1 (https=) |
| JP (1) | JP5864568B2 (https=) |
| KR (1) | KR20130093600A (https=) |
| CN (1) | CN102985444B (https=) |
| BR (1) | BR112013000625B1 (https=) |
| FR (1) | FR2962737B1 (https=) |
| WO (1) | WO2012007442A1 (https=) |
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| KR101696529B1 (ko) | 2012-03-02 | 2017-01-13 | 캐보트 코포레이션 | 개질된 충전제 및 관능화 엘라스토머를 함유하는 엘라스토머 복합재 |
| JP5533985B2 (ja) * | 2012-11-16 | 2014-06-25 | 横浜ゴム株式会社 | 変性ポリマー |
| FR2999472B1 (fr) | 2012-12-13 | 2015-01-16 | Michelin & Cie | Pneumatique poids-lourd comportant une bande de roulement a base d'un polyisoprene modifie, son procede de preparation |
| JP6163973B2 (ja) * | 2013-08-28 | 2017-07-19 | 横浜ゴム株式会社 | タイヤ用ゴム組成物および空気入りタイヤ |
| FR3012460B1 (fr) * | 2013-10-25 | 2015-12-11 | Michelin & Cie | Composition de caoutchouc comprenant un elastomere dienique portant des fonctions imidazole reparties de facon aleatoire le long de la chaine |
| FR3012458B1 (fr) * | 2013-10-25 | 2015-10-30 | Michelin & Cie | Composition de caoutchouc comprenant un additif compose 1,3-dipolaire portant une fonction imidazole |
| FR3012451B1 (fr) | 2013-10-25 | 2016-11-11 | Michelin & Cie | Compose 1,3-dipolaire portant une fonction imidazole |
| FR3023843B1 (fr) * | 2014-07-21 | 2016-07-22 | Michelin & Cie | Polymere modifie le long de la chaine et son procede de synthese |
| FR3023844B1 (fr) * | 2014-07-21 | 2016-07-22 | Michelin & Cie | Composition de caoutchouc |
| US10087306B2 (en) * | 2015-01-15 | 2018-10-02 | Flow Polymers, Llc | Additive for silica reinforced rubber formulations |
| FR3033170A1 (fr) * | 2015-02-26 | 2016-09-02 | Michelin & Cie | Composition de caoutchouc dienique a base d'un compose 1,3-dipolaire portant une fonction imidazole et d'un mercaptosilane bloque |
| FR3038607A1 (fr) | 2015-07-10 | 2017-01-13 | Michelin & Cie | Compose 1,3-dipolaire portant un groupe phosphore et un dipole contenant un atome d'azote. |
| FR3044316B1 (fr) * | 2015-11-27 | 2017-12-08 | Michelin & Cie | Composition de caoutchouc |
| FR3044315B1 (fr) * | 2015-11-27 | 2017-12-08 | Michelin & Cie | Composition de caoutchouc |
| FR3046603B1 (fr) * | 2016-01-11 | 2017-12-29 | Michelin & Cie | Procede de modification d'un caoutchouc naturel et caoutchouc naturel modifie |
| CN109415541A (zh) * | 2016-06-16 | 2019-03-01 | 株式会社普利司通 | 橡胶用添加剂 |
| FR3057264B1 (fr) * | 2016-10-12 | 2020-05-29 | Arkema France | Composes porteurs de groupes associatifs azotes |
| FR3060571A1 (fr) * | 2016-12-19 | 2018-06-22 | Compagnie Generale Des Etablissements Michelin | Procede de preparation d'un elastomere dienique modifie par un compose 1,3-dipolaire |
| FR3060570A1 (fr) * | 2016-12-19 | 2018-06-22 | Compagnie Generale Des Etablissements Michelin | Procede de preparation d'un elastomere dienique modifie par un compose 1,3-dipolaire par extrusion reactive |
| FR3060452A1 (fr) * | 2016-12-20 | 2018-06-22 | Compagnie Generale Des Etablissements Michelin | Pneumatique pour vehicule portant des lourdes charges comprenant une nouvelle bande de roulement |
| FR3060583A1 (fr) | 2016-12-21 | 2018-06-22 | Compagnie Generale Des Etablissements Michelin | Procede de realisation d'un copolymere elastomere thermoplastique bloc polydiene-polyamide de structure peigne |
| CN111372923B (zh) * | 2017-11-21 | 2023-06-23 | 米其林集团总公司 | 包括环氧基团的1,3-偶极化合物 |
| EP3713773B1 (fr) * | 2017-11-21 | 2022-03-23 | Compagnie Générale des Etablissements Michelin | Composition de caoutchouc |
| US11492459B2 (en) | 2017-11-21 | 2022-11-08 | Compagnie Generale Des Etablissements Michelin | Rubber composition |
| EP3728338B1 (fr) * | 2017-12-20 | 2023-09-06 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc |
| JP2019112474A (ja) | 2017-12-20 | 2019-07-11 | 株式会社ブリヂストン | ゴム組成物 |
| EP3727878B1 (fr) * | 2017-12-21 | 2023-03-29 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc réticulée par un diacide et comprenant un composé phénolique |
| FR3095208B1 (fr) * | 2019-04-16 | 2021-04-23 | Michelin & Cie | Composition de caoutchouc |
| KR102188670B1 (ko) | 2019-05-23 | 2020-12-08 | 한국타이어앤테크놀로지 주식회사 | 타이어 트레드용 고무 조성물 및 이를 이용하여 제조한 타이어 |
| FR3099765B1 (fr) * | 2019-08-07 | 2021-07-09 | Michelin & Cie | Polymere portant des groupes pendants fonctionnels particuliers imidazolidinone n-substitués |
| FR3099767B1 (fr) * | 2019-08-07 | 2021-07-09 | Michelin & Cie | Composition de caoutchouc a base d’au moins un compose ayant une fonction imidazolidinone n-substituée |
| CN116160804B (zh) | 2019-10-16 | 2025-01-03 | 住友橡胶工业株式会社 | 充气轮胎 |
| WO2021097455A2 (en) * | 2019-11-15 | 2021-05-20 | Bridgestone Corporation | Cured rubber network with covalent and hydrogen-bonded crosslinks |
| FR3105237B1 (fr) * | 2019-12-24 | 2022-12-30 | Michelin & Cie | Melange maitre a base d’un polymere modifie et d’un additif organophosphore et son procede de fabrication |
| FR3105238B1 (fr) * | 2019-12-24 | 2022-12-23 | Michelin & Cie | Melange maitre a base d’un polymere modifie et d’un additif organophosphore et son procede de fabrication |
| FR3113905B1 (fr) * | 2020-09-04 | 2022-08-05 | Michelin & Cie | Composition de caoutchouc a base d’elastomere dienique fortement sature |
| JP2022047722A (ja) * | 2020-09-14 | 2022-03-25 | 豊田合成株式会社 | 架橋ゴム組成物及びその製造方法 |
| JP7721903B2 (ja) * | 2021-02-02 | 2025-08-13 | 住友ゴム工業株式会社 | 評価方法 |
| WO2023059316A1 (en) | 2021-10-05 | 2023-04-13 | Compagnie Generale Des Etablissements Michelin | Reduced graphene oxide imno functionalized elastomer composition |
| FR3144147A1 (fr) * | 2022-12-21 | 2024-06-28 | Compagnie Generale Des Etablissements Michelin | Compositions elastomeriques comprenant un noir de carbone traité au silicium |
| FR3144148A1 (fr) * | 2022-12-21 | 2024-06-28 | Compagnie Generale Des Etablissements Michelin | Compositions elastomeriques comprenant un noir de carbone de pyrolyse |
| IT202300028332A1 (it) | 2023-12-29 | 2025-06-29 | Pirelli | Composizioni per mescole elastomeriche e pneumatici per ruote di veicoli comprendenti agenti modificanti reticolanti reversibili |
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| BR9708412A (pt) | 1996-04-01 | 2000-10-24 | Cabot Corp | Aparelho, método e compostos de elastÈmero novos |
| PL189105B1 (pl) | 1997-09-30 | 2005-06-30 | Cabot Corp | Sposób wytwarzania mieszanki kompozytów elastomerowych |
| WO2002010269A2 (fr) | 2000-07-31 | 2002-02-07 | Societe De Technologie Michelin | Bande de roulement pour pneumatique |
| EP1404755A1 (fr) | 2001-06-28 | 2004-04-07 | Société de Technologie Michelin | Bande de roulement pour pneumatique renforcee d'une silice a tres basse surface specifique |
| EP1419195B1 (fr) | 2001-06-28 | 2010-04-21 | Société de Technologie Michelin | Bande de roulement pour pneumatique renforcee d'une silice a basse surface specifique |
| WO2003002653A1 (fr) * | 2001-06-28 | 2003-01-09 | Societe De Technologie Michelin | Composition de caoutchouc pour pneumatique comportant un agent de couplage a fonction polythiosulfenamide |
| EP1554321B1 (fr) | 2002-10-16 | 2014-06-04 | Compagnie Generale Des Etablissements Michelin | Copolymeres ethylene/butadiene, systeme catalytique pour les produires et production desdits polymeres |
| JP4307155B2 (ja) * | 2002-12-03 | 2009-08-05 | 横浜ゴム株式会社 | 熱可塑性エラストマー組成物 |
| DE112004001085T5 (de) * | 2003-11-06 | 2006-10-12 | The Yokohama Rubber Co., Ltd. | Thermoplastisches Elastomer und thermoplastische Elastomerzusammensetzung |
| US7186845B2 (en) * | 2004-10-20 | 2007-03-06 | Bridgestone Corporation | Polymer-filler coupling additives |
| FR2880349B1 (fr) | 2004-12-31 | 2009-03-06 | Michelin Soc Tech | Nanoparticules de polyvinylaromatique fonctionnalise |
| FR2880354B1 (fr) | 2004-12-31 | 2007-03-02 | Michelin Soc Tech | Composition elastomerique renforcee d'une charge de polyvinylaromatique fonctionnalise |
| JP4708208B2 (ja) | 2006-02-21 | 2011-06-22 | 株式会社ブリヂストン | ゴム組成物及びそれを使用した空気入りタイヤ |
| EP1916261B1 (en) | 2006-10-26 | 2010-12-15 | Bridgestone Corporation | Hydrazine functionalized polymer |
| JP2008208163A (ja) * | 2007-02-23 | 2008-09-11 | Bridgestone Corp | 変性重合体、それを用いたゴム組成物及びタイヤ |
| CN103524804B (zh) | 2007-12-31 | 2017-03-29 | 株式会社普利司通 | 引入橡胶组合物的金属皂及金属皂引入橡胶组合物的方法 |
| FR2935979B1 (fr) | 2008-09-18 | 2011-04-08 | Arkema France | Nouveau materiau elastomere et son procede d'obtention |
| JP5461812B2 (ja) | 2008-10-09 | 2014-04-02 | 株式会社ブリヂストン | ゴム組成物およびその製造方法ならびにそれを用いたタイヤ |
| FR2962729B1 (fr) * | 2010-07-13 | 2012-09-21 | Arkema France | Molecules porteuses de groupes associatifs |
-
2010
- 2010-07-13 FR FR1002963A patent/FR2962737B1/fr not_active Expired - Fee Related
-
2011
- 2011-07-12 BR BR112013000625-0A patent/BR112013000625B1/pt active IP Right Grant
- 2011-07-12 JP JP2013519064A patent/JP5864568B2/ja active Active
- 2011-07-12 CN CN201180034157.0A patent/CN102985444B/zh active Active
- 2011-07-12 KR KR1020137003507A patent/KR20130093600A/ko not_active Withdrawn
- 2011-07-12 US US13/809,456 patent/US9394434B2/en active Active
- 2011-07-12 EP EP11730681.1A patent/EP2593486B1/fr active Active
- 2011-07-12 WO PCT/EP2011/061801 patent/WO2012007442A1/fr not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| US9394434B2 (en) | 2016-07-19 |
| EP2593486A1 (fr) | 2013-05-22 |
| WO2012007442A9 (fr) | 2013-03-21 |
| JP2013531726A (ja) | 2013-08-08 |
| BR112013000625A2 (pt) | 2016-06-28 |
| WO2012007442A1 (fr) | 2012-01-19 |
| JP5864568B2 (ja) | 2016-02-17 |
| KR20130093600A (ko) | 2013-08-22 |
| US20130123418A1 (en) | 2013-05-16 |
| FR2962737B1 (fr) | 2012-08-17 |
| CN102985444A (zh) | 2013-03-20 |
| CN102985444B (zh) | 2015-04-22 |
| BR112013000625A8 (pt) | 2017-12-26 |
| EP2593486B1 (fr) | 2016-03-23 |
| FR2962737A1 (fr) | 2012-01-20 |
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| B25A | Requested transfer of rights approved |
Owner name: COMPAGNIE GENERALE DES ETABLISSEMENTS MICHELIN (FR) Owner name: COMPAGNIE GENERALE DES ETABLISSEMENTS MICHELIN (FR |
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| B06F | Objections, documents and/or translations needed after an examination request according [chapter 6.6 patent gazette] | ||
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| B06A | Patent application procedure suspended [chapter 6.1 patent gazette] | ||
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Free format text: PRAZO DE VALIDADE: 20 (VINTE) ANOS CONTADOS A PARTIR DE 12/07/2011, OBSERVADAS AS CONDICOES LEGAIS. |