AU721437B2 - Rubber composition having a base of a diene polymer comprising an organosilane derivative which can be used for the manufacture of tire treads - Google Patents
Rubber composition having a base of a diene polymer comprising an organosilane derivative which can be used for the manufacture of tire treads Download PDFInfo
- Publication number
- AU721437B2 AU721437B2 AU67952/96A AU6795296A AU721437B2 AU 721437 B2 AU721437 B2 AU 721437B2 AU 67952/96 A AU67952/96 A AU 67952/96A AU 6795296 A AU6795296 A AU 6795296A AU 721437 B2 AU721437 B2 AU 721437B2
- Authority
- AU
- Australia
- Prior art keywords
- silica
- radical
- general formula
- organosilane
- functional group
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Ceased
Links
- 229920000642 polymer Polymers 0.000 title claims abstract description 66
- 229920001971 elastomer Polymers 0.000 title claims abstract description 49
- 150000001993 dienes Chemical class 0.000 title claims abstract description 48
- 150000001282 organosilanes Chemical class 0.000 title claims abstract description 30
- 239000005060 rubber Substances 0.000 title claims abstract description 24
- 239000000203 mixture Substances 0.000 title claims description 115
- 238000004519 manufacturing process Methods 0.000 title description 12
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims abstract description 115
- 239000000377 silicon dioxide Substances 0.000 claims abstract description 59
- -1 cyclic amine Chemical class 0.000 claims abstract description 58
- 239000006229 carbon black Substances 0.000 claims abstract description 45
- 239000000806 elastomer Substances 0.000 claims abstract description 25
- 238000000034 method Methods 0.000 claims abstract description 17
- 125000002877 alkyl aryl group Chemical group 0.000 claims abstract description 9
- 125000003118 aryl group Chemical group 0.000 claims abstract description 9
- 230000008569 process Effects 0.000 claims abstract description 9
- 150000001412 amines Chemical class 0.000 claims abstract description 7
- 229920000768 polyamine Polymers 0.000 claims abstract description 7
- 239000003795 chemical substances by application Substances 0.000 claims description 29
- 239000012763 reinforcing filler Substances 0.000 claims description 26
- 229920001577 copolymer Polymers 0.000 claims description 25
- 230000000930 thermomechanical effect Effects 0.000 claims description 23
- 125000004432 carbon atom Chemical group C* 0.000 claims description 17
- 229920003244 diene elastomer Polymers 0.000 claims description 13
- 125000004122 cyclic group Chemical group 0.000 claims description 12
- 238000004073 vulcanization Methods 0.000 claims description 12
- 125000000217 alkyl group Chemical group 0.000 claims description 10
- 239000003963 antioxidant agent Substances 0.000 claims description 10
- 230000003078 antioxidant effect Effects 0.000 claims description 9
- 239000007767 bonding agent Substances 0.000 claims description 9
- LZZYPRNAOMGNLH-UHFFFAOYSA-M Cetrimonium bromide Chemical compound [Br-].CCCCCCCCCCCCCCCC[N+](C)(C)C LZZYPRNAOMGNLH-UHFFFAOYSA-M 0.000 claims description 8
- 239000003921 oil Substances 0.000 claims description 8
- 239000000945 filler Substances 0.000 claims description 7
- BPSIOYPQMFLKFR-UHFFFAOYSA-N trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](OC)(OC)CCCOCC1CO1 BPSIOYPQMFLKFR-UHFFFAOYSA-N 0.000 claims description 7
- 125000000524 functional group Chemical group 0.000 claims description 6
- 150000001875 compounds Chemical class 0.000 claims description 5
- 239000007822 coupling agent Substances 0.000 claims description 5
- 239000000178 monomer Substances 0.000 claims description 5
- 239000000049 pigment Substances 0.000 claims description 5
- 238000006116 polymerization reaction Methods 0.000 claims description 5
- 235000021355 Stearic acid Nutrition 0.000 claims description 4
- 238000007334 copolymerization reaction Methods 0.000 claims description 4
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims description 4
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 claims description 4
- 239000004014 plasticizer Substances 0.000 claims description 4
- 238000005096 rolling process Methods 0.000 claims description 4
- 239000008117 stearic acid Substances 0.000 claims description 4
- 238000001816 cooling Methods 0.000 claims description 3
- 239000004593 Epoxy Substances 0.000 claims description 2
- RMRFFCXPLWYOOY-UHFFFAOYSA-N allyl radical Chemical compound [CH2]C=C RMRFFCXPLWYOOY-UHFFFAOYSA-N 0.000 claims description 2
- 230000003064 anti-oxidating effect Effects 0.000 claims description 2
- 229910052736 halogen Inorganic materials 0.000 claims description 2
- 150000002367 halogens Chemical class 0.000 claims description 2
- 229920001519 homopolymer Polymers 0.000 claims description 2
- 125000000879 imine group Chemical group 0.000 claims 7
- 150000003254 radicals Chemical class 0.000 claims 5
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 4
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 claims 4
- 238000001179 sorption measurement Methods 0.000 claims 2
- 235000009917 Crataegus X brevipes Nutrition 0.000 claims 1
- 235000013204 Crataegus X haemacarpa Nutrition 0.000 claims 1
- 235000009685 Crataegus X maligna Nutrition 0.000 claims 1
- 235000009444 Crataegus X rubrocarnea Nutrition 0.000 claims 1
- 235000009486 Crataegus bullatus Nutrition 0.000 claims 1
- 235000017181 Crataegus chrysocarpa Nutrition 0.000 claims 1
- 235000009682 Crataegus limnophila Nutrition 0.000 claims 1
- 235000004423 Crataegus monogyna Nutrition 0.000 claims 1
- 240000000171 Crataegus monogyna Species 0.000 claims 1
- 235000002313 Crataegus paludosa Nutrition 0.000 claims 1
- 235000009840 Crataegus x incaedua Nutrition 0.000 claims 1
- 241000872198 Serjania polyphylla Species 0.000 claims 1
- AISMNBXOJRHCIA-UHFFFAOYSA-N trimethylazanium;bromide Chemical compound Br.CN(C)C AISMNBXOJRHCIA-UHFFFAOYSA-N 0.000 claims 1
- 150000002466 imines Chemical class 0.000 abstract description 6
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract description 5
- 230000002787 reinforcement Effects 0.000 abstract description 3
- 239000005864 Sulphur Substances 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 235000019241 carbon black Nutrition 0.000 description 32
- SJECZPVISLOESU-UHFFFAOYSA-N 3-trimethoxysilylpropan-1-amine Chemical compound CO[Si](OC)(OC)CCCN SJECZPVISLOESU-UHFFFAOYSA-N 0.000 description 13
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 12
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 12
- 238000012360 testing method Methods 0.000 description 12
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 8
- 238000005259 measurement Methods 0.000 description 8
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 238000002156 mixing Methods 0.000 description 6
- HQYALQRYBUJWDH-UHFFFAOYSA-N trimethoxy(propyl)silane Chemical compound CCC[Si](OC)(OC)OC HQYALQRYBUJWDH-UHFFFAOYSA-N 0.000 description 6
- URXZKGGRKRRVDC-UHFFFAOYSA-N 1-[dimethoxy(propyl)silyl]oxyethanamine Chemical compound CCC[Si](OC)(OC)OC(C)N URXZKGGRKRRVDC-UHFFFAOYSA-N 0.000 description 5
- 239000012188 paraffin wax Substances 0.000 description 5
- QAZLUNIWYYOJPC-UHFFFAOYSA-M sulfenamide Chemical compound [Cl-].COC1=C(C)C=[N+]2C3=NC4=CC=C(OC)C=C4N3SCC2=C1C QAZLUNIWYYOJPC-UHFFFAOYSA-M 0.000 description 5
- 241001441571 Hiodontidae Species 0.000 description 4
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 4
- 230000006872 improvement Effects 0.000 description 4
- 239000011593 sulfur Substances 0.000 description 4
- 229910052717 sulfur Inorganic materials 0.000 description 4
- YXFVVABEGXRONW-UHFFFAOYSA-N toluene Substances CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 4
- 230000000694 effects Effects 0.000 description 3
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-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
- 244000043261 Hevea brasiliensis Species 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 125000000129 anionic group Chemical group 0.000 description 2
- 239000010692 aromatic oil Substances 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 230000008878 coupling Effects 0.000 description 2
- 238000010168 coupling process Methods 0.000 description 2
- 238000005859 coupling reaction Methods 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 239000000446 fuel Substances 0.000 description 2
- 239000003999 initiator Substances 0.000 description 2
- 239000004200 microcrystalline wax Substances 0.000 description 2
- 235000019808 microcrystalline wax Nutrition 0.000 description 2
- QIOYHIUHPGORLS-UHFFFAOYSA-N n,n-dimethyl-3-trimethoxysilylpropan-1-amine Chemical compound CO[Si](OC)(OC)CCCN(C)C QIOYHIUHPGORLS-UHFFFAOYSA-N 0.000 description 2
- DEQZTKGFXNUBJL-UHFFFAOYSA-N n-(1,3-benzothiazol-2-ylsulfanyl)cyclohexanamine Chemical compound C1CCCCC1NSC1=NC2=CC=CC=C2S1 DEQZTKGFXNUBJL-UHFFFAOYSA-N 0.000 description 2
- 229920003052 natural elastomer Polymers 0.000 description 2
- 229920001194 natural rubber Polymers 0.000 description 2
- 229920002857 polybutadiene Polymers 0.000 description 2
- 229920001195 polyisoprene Polymers 0.000 description 2
- 150000003141 primary amines Chemical group 0.000 description 2
- 230000003014 reinforcing effect Effects 0.000 description 2
- 150000003335 secondary amines Chemical group 0.000 description 2
- 239000011265 semifinished product Substances 0.000 description 2
- 229910000077 silane Inorganic materials 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000011787 zinc oxide Substances 0.000 description 2
- APPOKADJQUIAHP-GGWOSOGESA-N (2e,4e)-hexa-2,4-diene Chemical compound C\C=C\C=C\C APPOKADJQUIAHP-GGWOSOGESA-N 0.000 description 1
- WYTZZXDRDKSJID-UHFFFAOYSA-N (3-aminopropyl)triethoxysilane Chemical compound CCO[Si](OCC)(OCC)CCCN WYTZZXDRDKSJID-UHFFFAOYSA-N 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
- IGGDKDTUCAWDAN-UHFFFAOYSA-N 1-vinylnaphthalene Chemical compound C1=CC=C2C(C=C)=CC=CC2=C1 IGGDKDTUCAWDAN-UHFFFAOYSA-N 0.000 description 1
- SBYMUDUGTIKLCR-UHFFFAOYSA-N 2-chloroethenylbenzene Chemical class ClC=CC1=CC=CC=C1 SBYMUDUGTIKLCR-UHFFFAOYSA-N 0.000 description 1
- PDELBHCVXBSVPJ-UHFFFAOYSA-N 2-ethenyl-1,3,5-trimethylbenzene Chemical group CC1=CC(C)=C(C=C)C(C)=C1 PDELBHCVXBSVPJ-UHFFFAOYSA-N 0.000 description 1
- CTHJQRHPNQEPAB-UHFFFAOYSA-N 2-methoxyethenylbenzene Chemical class COC=CC1=CC=CC=C1 CTHJQRHPNQEPAB-UHFFFAOYSA-N 0.000 description 1
- PJXJBPMWCKMWLS-UHFFFAOYSA-N 2-methyl-3-methylidenepent-1-ene Chemical compound CCC(=C)C(C)=C PJXJBPMWCKMWLS-UHFFFAOYSA-N 0.000 description 1
- OAOZZYBUAWEDRA-UHFFFAOYSA-N 3,4-dimethylidenehexane Chemical compound CCC(=C)C(=C)CC OAOZZYBUAWEDRA-UHFFFAOYSA-N 0.000 description 1
- TWANXESQHWBHNY-UHFFFAOYSA-N 3-[diethoxy(propan-2-yloxy)silyl]propan-1-amine Chemical compound CCO[Si](OC(C)C)(OCC)CCCN TWANXESQHWBHNY-UHFFFAOYSA-N 0.000 description 1
- ZYAASQNKCWTPKI-UHFFFAOYSA-N 3-[dimethoxy(methyl)silyl]propan-1-amine Chemical compound CO[Si](C)(OC)CCCN ZYAASQNKCWTPKI-UHFFFAOYSA-N 0.000 description 1
- MCLXOMWIZZCOCA-UHFFFAOYSA-N 3-[methoxy(dimethyl)silyl]propan-1-amine Chemical compound CO[Si](C)(C)CCCN MCLXOMWIZZCOCA-UHFFFAOYSA-N 0.000 description 1
- 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 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 1
- 239000006087 Silane Coupling Agent Substances 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical class [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 230000002730 additional effect Effects 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 238000010539 anionic addition polymerization reaction Methods 0.000 description 1
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 1
- 239000012965 benzophenone Substances 0.000 description 1
- 150000008366 benzophenones Chemical class 0.000 description 1
- 238000012662 bulk polymerization Methods 0.000 description 1
- MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical compound C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 description 1
- 238000003490 calendering Methods 0.000 description 1
- PWFKFRDYJRMUKS-UHFFFAOYSA-N diethoxy-[(2-methylpropan-2-yl)oxy]-propylsilane Chemical compound CCC[Si](OCC)(OCC)OC(C)(C)C PWFKFRDYJRMUKS-UHFFFAOYSA-N 0.000 description 1
- 238000012674 dispersion polymerization Methods 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 238000007720 emulsion polymerization reaction Methods 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 1
- 238000007306 functionalization reaction Methods 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- MTNDZQHUAFNZQY-UHFFFAOYSA-N imidazoline Chemical compound C1CN=CN1 MTNDZQHUAFNZQY-UHFFFAOYSA-N 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- DLEDOFVPSDKWEF-UHFFFAOYSA-N lithium butane Chemical compound [Li+].CCC[CH2-] DLEDOFVPSDKWEF-UHFFFAOYSA-N 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000011806 microball Substances 0.000 description 1
- 239000011325 microbead Substances 0.000 description 1
- 238000006011 modification reaction Methods 0.000 description 1
- PHQOGHDTIVQXHL-UHFFFAOYSA-N n'-(3-trimethoxysilylpropyl)ethane-1,2-diamine Chemical compound CO[Si](OC)(OC)CCCNCCN PHQOGHDTIVQXHL-UHFFFAOYSA-N 0.000 description 1
- MZRVEZGGRBJDDB-UHFFFAOYSA-N n-Butyllithium Substances [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 1
- FYHYOTBDXURJPR-UHFFFAOYSA-N n-[dimethoxy(2-phenylethenoxy)silyl]propan-1-amine Chemical compound CCCN[Si](OC)(OC)OC=CC1=CC=CC=C1 FYHYOTBDXURJPR-UHFFFAOYSA-N 0.000 description 1
- 238000000399 optical microscopy Methods 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- PMJHHCWVYXUKFD-UHFFFAOYSA-N piperylene Natural products CC=CC=C PMJHHCWVYXUKFD-UHFFFAOYSA-N 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- YJDOIAGBSYPPCK-UHFFFAOYSA-N trimethoxy(3-morpholin-4-ylpropyl)silane Chemical compound CO[Si](OC)(OC)CCCN1CCOCC1 YJDOIAGBSYPPCK-UHFFFAOYSA-N 0.000 description 1
- HXYMWKLNCJPAKW-UHFFFAOYSA-N trimethoxy(3-piperazin-1-ylpropyl)silane Chemical compound CO[Si](OC)(OC)CCCN1CCNCC1 HXYMWKLNCJPAKW-UHFFFAOYSA-N 0.000 description 1
- PUFJKMYZVNKQCV-UHFFFAOYSA-N trimethoxy(3-piperidin-1-ylpropyl)silane Chemical compound CO[Si](OC)(OC)CCCN1CCCCC1 PUFJKMYZVNKQCV-UHFFFAOYSA-N 0.000 description 1
- NGLLPRYTJGRGEU-UHFFFAOYSA-N trimethoxy(3-pyrrolidin-1-ylpropyl)silane Chemical compound CO[Si](OC)(OC)CCCN1CCCC1 NGLLPRYTJGRGEU-UHFFFAOYSA-N 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
Classifications
-
- 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
- C08C19/25—Incorporating silicon 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
- C08C19/30—Addition of a reagent which reacts with a hetero atom or a group containing hetero atoms of the macromolecule
- C08C19/42—Addition of a reagent which reacts with a hetero atom or a group containing hetero atoms of the macromolecule reacting with metals or metal-containing groups
- C08C19/44—Addition of a reagent which reacts with a hetero atom or a group containing hetero atoms of the macromolecule reacting with metals or metal-containing groups of polymers containing metal atoms exclusively at one or both ends of the skeleton
-
- 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
- C08K3/02—Elements
- C08K3/04—Carbon
-
- 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
- C08K2201/00—Specific properties of additives
- C08K2201/002—Physical properties
- C08K2201/006—Additives being defined by their surface area
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)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR95/11762 | 1995-10-04 | ||
| FR9511762 | 1995-10-04 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| AU6795296A AU6795296A (en) | 1997-04-10 |
| AU721437B2 true AU721437B2 (en) | 2000-07-06 |
Family
ID=9483309
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU67952/96A Ceased AU721437B2 (en) | 1995-10-04 | 1996-10-02 | Rubber composition having a base of a diene polymer comprising an organosilane derivative which can be used for the manufacture of tire treads |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US5821290A (enExample) |
| EP (1) | EP0767206B1 (enExample) |
| JP (1) | JPH09111051A (enExample) |
| KR (1) | KR100413300B1 (enExample) |
| CN (1) | CN1089095C (enExample) |
| AT (1) | ATE220414T1 (enExample) |
| AU (1) | AU721437B2 (enExample) |
| CA (1) | CA2174485A1 (enExample) |
| DE (1) | DE69622235T2 (enExample) |
| ES (1) | ES2178687T3 (enExample) |
| MX (1) | MX9602554A (enExample) |
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| US6590017B1 (en) | 2000-05-15 | 2003-07-08 | Bridgestone Corporation | Processability of silica-reinforced rubber containing an amide compound |
| US7176269B2 (en) * | 2000-07-25 | 2007-02-13 | Mitsui Chemicals, Inc. | Curable composition and its use |
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| KR100429071B1 (ko) * | 2001-06-25 | 2004-04-29 | 한국타이어 주식회사 | 타이어 트래드용 고무 조성물 |
| CN1325549C (zh) | 2001-06-28 | 2007-07-11 | 米其林技术公司 | 采用具有非常低比表面积的二氧化硅增强的轮胎胎面 |
| CN1547601B (zh) | 2001-06-28 | 2012-09-05 | 米其林技术公司 | 采用具有低比表面积的二氧化硅增强的轮胎胎面 |
| EP1423459B1 (fr) * | 2001-08-13 | 2008-02-27 | Société de Technologie Michelin | Composition de caoutchouc dienique pour pneumatique comprenant une silice specifique comme charge renforcante |
| CN100347208C (zh) * | 2001-09-27 | 2007-11-07 | Jsr株式会社 | 共轭二烯均聚或共聚橡胶、均聚或共聚橡胶的制造方法、橡胶组合物、复合体以及轮胎 |
| US20040126574A1 (en) * | 2002-12-31 | 2004-07-01 | Teraoka Seisakusho Co., Ltd. | Flame retardant pressure-sensitive adhesive tape |
| US20060073754A1 (en) * | 2001-09-27 | 2006-04-06 | Teraoka Seisakusho Co., Ltd. | Flame retardant pressure-sensitive adhesive tape |
| US7781533B2 (en) * | 2001-11-27 | 2010-08-24 | Bridgestone Corporation | Conjugated diene polymer, process for its production and rubber compositions containing the same |
| KR20030049661A (ko) * | 2001-12-17 | 2003-06-25 | 한국타이어 주식회사 | 타이어 트래드용 고무 조성물 |
| JP3970601B2 (ja) * | 2001-12-19 | 2007-09-05 | 住友ゴム工業株式会社 | ゴム組成物およびそれを用いたタイヤ |
| DE10216657A1 (de) * | 2002-04-15 | 2003-10-23 | Rhein Chemie Rheinau Gmbh | Vulkanisierbare Kautschukmischungen und Verfahren zur Herstellung |
| US6784025B2 (en) * | 2002-11-20 | 2004-08-31 | National Starch And Chemical Investment Holding Corporation | Semiconductor package with a die attach adhesive having silane functionality |
| JP5016924B2 (ja) | 2003-06-09 | 2012-09-05 | 株式会社ブリヂストン | 逐次的に停止させたポリマーを含む改良されたヒステリシスを有するエラストマー組成物 |
| US20050203251A1 (en) * | 2004-03-11 | 2005-09-15 | Sumitomo Chemical Company, Limited | Process for producing modified diene polymer rubber |
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| US10023723B2 (en) | 2007-06-05 | 2018-07-17 | Momentive Performance Materials Inc. | Process for preparing rubber compositions and articles made therefrom |
| DE102007037198A1 (de) * | 2007-08-07 | 2009-02-12 | Wacker Chemie Ag | Vernetzbare Massen auf der Basis von Organosiliciumverbindungen |
| DE102007037197A1 (de) * | 2007-08-07 | 2009-02-12 | Wacker Chemie Ag | Vernetzbare Massen auf der Basis von Organosiliciumverbindungen |
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| FR2969166B1 (fr) * | 2010-12-20 | 2012-12-21 | Michelin Soc Tech | Composition de caoutchouc comprenant un polymere thermoplastique fonctionnalise |
| TWI413648B (zh) * | 2010-12-31 | 2013-11-01 | Chi Mei Corp | 共軛二烯－乙烯基芳香烴共聚物及其製備方法 |
| TWI428357B (zh) * | 2010-12-31 | 2014-03-01 | Chi Mei Corp | 共軛二烯－乙烯基芳香烴共聚物及其製備方法 |
| FR2974093B1 (fr) | 2011-04-15 | 2015-05-08 | Michelin Soc Tech | Procede de preparation d'un melange maitre d'elastomere et d'une charge inorganique renforcante |
| WO2013018424A1 (ja) | 2011-08-03 | 2013-02-07 | 住友ゴム工業株式会社 | ゴム組成物及び空気入りタイヤ |
| TWI466898B (zh) * | 2011-08-31 | 2015-01-01 | Tsrc Corp | 共軛二烯橡膠的製造方法及其組成物 |
| FR2981081B1 (fr) | 2011-10-11 | 2013-11-01 | Michelin Soc Tech | Methode de preparation d'un melange maitre de caoutchouc naturel et de silice |
| FR2981077B1 (fr) | 2011-10-11 | 2013-11-01 | Michelin Soc Tech | Methode pour preparer un melange maitre d'elastomere dienique et de silice |
| FR2981078B1 (fr) | 2011-10-11 | 2013-11-01 | Michelin Soc Tech | Methode pour preparer un melange maitre d'elastomere dienique et de silice |
| FR2981080B1 (fr) | 2011-10-11 | 2013-11-01 | Michelin Soc Tech | Methode de preparation d'un melange maitre de caoutchouc naturel et de silice dopee magnesium |
| FR2981076B1 (fr) | 2011-10-11 | 2013-11-01 | Michelin Soc Tech | Methode pour preparer un melange maitre d'elastomere dienique et de silice |
| FR2981079B1 (fr) | 2011-10-11 | 2013-11-01 | Michelin Soc Tech | Methode pour preparer un melange maitre d'elastomere dienique et de silice |
| WO2013077015A1 (ja) | 2011-11-24 | 2013-05-30 | 住友ゴム工業株式会社 | ゴム組成物及び空気入りタイヤ |
| WO2013077018A1 (ja) | 2011-11-24 | 2013-05-30 | 住友ゴム工業株式会社 | ゴム組成物及び空気入りタイヤ |
| JPWO2013077021A1 (ja) | 2011-11-24 | 2015-04-27 | 住友ゴム工業株式会社 | ゴム組成物及び空気入りタイヤ |
| US9428641B2 (en) | 2011-11-24 | 2016-08-30 | Sumitomo Rubber Industries, Ltd. | Rubber composition, and pneumatic tire |
| FR2983122B1 (fr) † | 2011-11-29 | 2014-01-03 | Michelin Soc Tech | Pneumatique comportant une bande de roulement constituee de plusieurs melanges elastomeriques |
| EP2787031B1 (en) | 2011-12-26 | 2016-12-14 | Sumitomo Rubber Industries, Ltd. | Rubber composition and pneumatic tire |
| JP6050254B2 (ja) | 2011-12-26 | 2016-12-21 | 住友ゴム工業株式会社 | ゴム組成物及び空気入りタイヤ |
| US9790359B2 (en) | 2012-06-08 | 2017-10-17 | Sumitomo Rubber Industries, Ltd. | Tread rubber composition and pneumatic tire |
| FR2999588B1 (fr) * | 2012-12-17 | 2015-02-13 | Michelin & Cie | Pneumatique comportant une composition de caoutchouc comprenant un elastomere epoxyde reticule par un poly-acide carboxylique |
| FR3006320B1 (fr) * | 2013-05-28 | 2015-05-29 | Michelin & Cie | Pneumatique comportant une composition de caoutchouc comprenant un elastomere olefinique epoxyde reticule par un poly-acide carboxylique |
| FR3006319B1 (fr) * | 2013-05-28 | 2015-05-29 | Michelin & Cie | Pneumatique comportant une composition de caoutchouc comprenant un elastomere olefinique epoxyde reticule par un poly-acide carboxylique |
| FR3038320A1 (fr) | 2015-07-02 | 2017-01-06 | Michelin & Cie | Composition de caoutchouc comprenant une silice de tres haute surface specifique et une resine hydrocarbonee de faible temperature de transition vitreuse |
| FR3065960B1 (fr) | 2017-05-05 | 2019-06-28 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc comprenant au moins une silice en tant que charge renforcante inorganique |
| WO2019017067A1 (ja) | 2017-07-19 | 2019-01-24 | 住友ゴム工業株式会社 | トレッド用ゴム組成物及び空気入りタイヤ |
| FR3079841B1 (fr) | 2018-04-06 | 2020-10-09 | Michelin & Cie | Pneumatique comportant une composition de caoutchouc comprenant un nouvel agent de couplage polysulfure porteur de groupes associatifs azotes |
| FR3079842B1 (fr) | 2018-04-06 | 2020-10-09 | Michelin & Cie | Pneumatique comportant une composition de caoutchouc comprenant un nouvel agent de couplage polysulfure porteur de groupes associatifs azotes |
| US11993620B2 (en) * | 2018-09-03 | 2024-05-28 | Synthos S.A. | Aminosilyl-functionalized conjugated dienes, their preparation and their use in the production of rubbers |
| KR102847282B1 (ko) | 2018-11-05 | 2025-08-19 | 모멘티브 퍼포먼스 머티리얼즈 인크. | 폴리머 네트워크를 형성하는 실란 조성물 |
| CN113906058B (zh) | 2019-05-07 | 2024-05-17 | 普利司通美国轮胎运营有限责任公司 | 改性的高顺式聚丁二烯聚合物、相关方法和橡胶组合物 |
| IT201900019795A1 (it) * | 2019-10-25 | 2021-04-25 | Pirelli | Composizione elastomerica per mescole di pneumatici per ruote di veicoli e pneumatici che la comprendono |
| FR3113906B1 (fr) | 2020-09-04 | 2022-08-05 | Michelin & Cie | Composition de caoutchouc a base d’elastomere dienique fortement sature |
| FR3113905B1 (fr) | 2020-09-04 | 2022-08-05 | Michelin & Cie | Composition de caoutchouc a base d’elastomere dienique fortement sature |
| JP2023096998A (ja) * | 2021-12-27 | 2023-07-07 | Ｔｏｙｏ Ｔｉｒｅ株式会社 | ゴム組成物、及びそれを用いた空気入りタイヤ |
| CN115011145B (zh) * | 2022-05-13 | 2023-08-29 | 万思得新材料科技(中山)有限公司 | 表面改性炭黑及其制备方法、高阻抗bm光阻及制备方法 |
| CN117659644B (zh) * | 2023-11-29 | 2024-05-14 | 佛山华新恒丰聚酯包装有限公司 | 一种pet防爆塑料瓶及其制备方法 |
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| EP0692493A1 (fr) * | 1994-07-15 | 1996-01-17 | Compagnie Generale Des Etablissements Michelin-Michelin & Cie | Polymères diéniques fonctionnels, leur procédé de préparation et leur utilisation dans des compositions élastomères chargées à la silice utilisables pour des enveloppes de pneumatiques |
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- 1996-04-04 DE DE69622235T patent/DE69622235T2/de not_active Expired - Lifetime
- 1996-04-04 EP EP96105415A patent/EP0767206B1/fr not_active Expired - Lifetime
- 1996-04-04 ES ES96105415T patent/ES2178687T3/es not_active Expired - Lifetime
- 1996-04-04 AT AT96105415T patent/ATE220414T1/de not_active IP Right Cessation
- 1996-04-18 CA CA002174485A patent/CA2174485A1/fr not_active Abandoned
- 1996-04-30 US US08/643,073 patent/US5821290A/en not_active Expired - Lifetime
- 1996-06-14 JP JP8154263A patent/JPH09111051A/ja active Pending
- 1996-06-28 KR KR1019960024829A patent/KR100413300B1/ko not_active Expired - Fee Related
- 1996-07-01 MX MX9602554A patent/MX9602554A/es unknown
- 1996-07-04 CN CN96106950A patent/CN1089095C/zh not_active Expired - Fee Related
- 1996-10-02 AU AU67952/96A patent/AU721437B2/en not_active Ceased
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| EP0002864A1 (en) * | 1977-12-29 | 1979-07-11 | Shell Internationale Researchmaatschappij B.V. | A process for preparing linear and/or radial polymers |
| EP0447066A1 (en) * | 1990-03-02 | 1991-09-18 | Bridgestone Corporation | Pneumatic tyres |
| EP0692493A1 (fr) * | 1994-07-15 | 1996-01-17 | Compagnie Generale Des Etablissements Michelin-Michelin & Cie | Polymères diéniques fonctionnels, leur procédé de préparation et leur utilisation dans des compositions élastomères chargées à la silice utilisables pour des enveloppes de pneumatiques |
Also Published As
| Publication number | Publication date |
|---|---|
| CN1089095C (zh) | 2002-08-14 |
| EP0767206B1 (fr) | 2002-07-10 |
| ES2178687T3 (es) | 2003-01-01 |
| MX9602554A (es) | 1997-04-30 |
| ATE220414T1 (de) | 2002-07-15 |
| CN1148606A (zh) | 1997-04-30 |
| CA2174485A1 (fr) | 1997-04-05 |
| AU6795296A (en) | 1997-04-10 |
| JPH09111051A (ja) | 1997-04-28 |
| DE69622235T2 (de) | 2003-01-23 |
| KR970021171A (ko) | 1997-05-28 |
| EP0767206A1 (fr) | 1997-04-09 |
| US5821290A (en) | 1998-10-13 |
| KR100413300B1 (ko) | 2004-04-13 |
| DE69622235D1 (de) | 2002-08-14 |
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| FGA | Letters patent sealed or granted (standard patent) |