HUE029872T2 - Módosított elasztomer polimerek - Google Patents
Módosított elasztomer polimerek Download PDFInfo
- Publication number
- HUE029872T2 HUE029872T2 HUE09759093A HUE09759093A HUE029872T2 HU E029872 T2 HUE029872 T2 HU E029872T2 HU E09759093 A HUE09759093 A HU E09759093A HU E09759093 A HUE09759093 A HU E09759093A HU E029872 T2 HUE029872 T2 HU E029872T2
- Authority
- HU
- Hungary
- Prior art keywords
- alkyl
- polymer
- vagy vagy
- formula
- aryl
- Prior art date
Links
- 229920000642 polymer Polymers 0.000 title claims description 473
- 125000000217 alkyl group Chemical group 0.000 claims description 250
- 150000001875 compounds Chemical class 0.000 claims description 227
- 239000000203 mixture Substances 0.000 claims description 198
- 125000003118 aryl group Chemical group 0.000 claims description 174
- 239000003607 modifier Substances 0.000 claims description 155
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 144
- 239000003795 chemical substances by application Substances 0.000 claims description 92
- 239000000945 filler Substances 0.000 claims description 55
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims description 47
- -1 polypropylene Polymers 0.000 claims description 47
- 229910000077 silane Inorganic materials 0.000 claims description 47
- 150000001412 amines Chemical class 0.000 claims description 42
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 40
- 238000000034 method Methods 0.000 claims description 39
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 38
- 229910052717 sulfur Inorganic materials 0.000 claims description 36
- 239000011593 sulfur Substances 0.000 claims description 36
- 239000001257 hydrogen Substances 0.000 claims description 34
- 229910052739 hydrogen Inorganic materials 0.000 claims description 34
- 238000002360 preparation method Methods 0.000 claims description 24
- 125000000129 anionic group Chemical group 0.000 claims description 22
- 229920001971 elastomer Polymers 0.000 claims description 19
- 125000001931 aliphatic group Chemical group 0.000 claims description 17
- 239000007795 chemical reaction product Substances 0.000 claims description 12
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims description 9
- 229910052744 lithium Inorganic materials 0.000 claims description 9
- 239000000126 substance Substances 0.000 claims description 4
- 239000000806 elastomer Substances 0.000 claims description 3
- 239000000463 material Substances 0.000 claims description 3
- 229920001296 polysiloxane Polymers 0.000 claims description 2
- 210000004556 brain Anatomy 0.000 claims 4
- 229910019567 Re Re Inorganic materials 0.000 claims 3
- 102100025840 Coiled-coil domain-containing protein 86 Human genes 0.000 claims 1
- 101000932708 Homo sapiens Coiled-coil domain-containing protein 86 Proteins 0.000 claims 1
- HEFNNWSXXWATRW-UHFFFAOYSA-N Ibuprofen Chemical compound CC(C)CC1=CC=C(C(C)C(O)=O)C=C1 HEFNNWSXXWATRW-UHFFFAOYSA-N 0.000 claims 1
- 108091034117 Oligonucleotide Proteins 0.000 claims 1
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 claims 1
- 239000004743 Polypropylene Substances 0.000 claims 1
- 241000219492 Quercus Species 0.000 claims 1
- MTCFGRXMJLQNBG-UHFFFAOYSA-N Serine Natural products OCC(N)C(O)=O MTCFGRXMJLQNBG-UHFFFAOYSA-N 0.000 claims 1
- 239000004480 active ingredient Substances 0.000 claims 1
- 235000008429 bread Nutrition 0.000 claims 1
- 238000002485 combustion reaction Methods 0.000 claims 1
- 238000004049 embossing Methods 0.000 claims 1
- LELOWRISYMNNSU-UHFFFAOYSA-N hydrogen cyanide Chemical compound N#C LELOWRISYMNNSU-UHFFFAOYSA-N 0.000 claims 1
- 235000012054 meals Nutrition 0.000 claims 1
- 229920001155 polypropylene Polymers 0.000 claims 1
- 108090000623 proteins and genes Proteins 0.000 claims 1
- 239000011435 rock Substances 0.000 claims 1
- 230000011664 signaling Effects 0.000 claims 1
- 239000004575 stone Substances 0.000 claims 1
- 239000006228 supernatant Substances 0.000 claims 1
- 235000012976 tarts Nutrition 0.000 claims 1
- 238000012986 modification Methods 0.000 description 85
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 83
- 238000006116 polymerization reaction Methods 0.000 description 73
- 239000007822 coupling agent Substances 0.000 description 69
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 68
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 51
- 230000004048 modification Effects 0.000 description 50
- 239000000377 silicon dioxide Substances 0.000 description 48
- 229920001577 copolymer Polymers 0.000 description 40
- 229920006395 saturated elastomer Polymers 0.000 description 40
- 125000004001 thioalkyl group Chemical group 0.000 description 40
- 125000003545 alkoxy group Chemical group 0.000 description 38
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 37
- 150000001983 dialkylethers Chemical class 0.000 description 37
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 36
- 125000004106 butoxy group Chemical group [*]OC([H])([H])C([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 34
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 34
- 239000000178 monomer Substances 0.000 description 34
- 239000003921 oil Substances 0.000 description 34
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 34
- 125000001183 hydrocarbyl group Chemical group 0.000 description 33
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 32
- GRVDJDISBSALJP-UHFFFAOYSA-N methyloxidanyl Chemical compound [O]C GRVDJDISBSALJP-UHFFFAOYSA-N 0.000 description 32
- 229910052757 nitrogen Inorganic materials 0.000 description 32
- 239000001301 oxygen Substances 0.000 description 32
- 229910052760 oxygen Inorganic materials 0.000 description 32
- 229910052710 silicon Inorganic materials 0.000 description 32
- 239000010703 silicon Substances 0.000 description 32
- 238000006243 chemical reaction Methods 0.000 description 31
- 229920002857 polybutadiene Polymers 0.000 description 29
- 238000004073 vulcanization Methods 0.000 description 29
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 28
- 125000001181 organosilyl group Chemical group [SiH3]* 0.000 description 28
- 239000000243 solution Substances 0.000 description 28
- 239000006229 carbon black Substances 0.000 description 25
- 125000004122 cyclic group Chemical group 0.000 description 23
- 150000001993 dienes Chemical class 0.000 description 21
- 239000002904 solvent Substances 0.000 description 21
- 229920003048 styrene butadiene rubber Polymers 0.000 description 21
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 20
- 239000005062 Polybutadiene Substances 0.000 description 20
- 229920002554 vinyl polymer Polymers 0.000 description 20
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 18
- 229920002521 macromolecule Polymers 0.000 description 17
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 description 16
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 16
- MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 16
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 16
- 239000003999 initiator Substances 0.000 description 16
- 238000005859 coupling reaction Methods 0.000 description 15
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 15
- 229920001897 terpolymer Polymers 0.000 description 15
- 239000005060 rubber Substances 0.000 description 14
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 14
- 125000002947 alkylene group Chemical group 0.000 description 13
- 229920001195 polyisoprene Polymers 0.000 description 13
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 12
- 238000006011 modification reaction Methods 0.000 description 12
- 238000005259 measurement Methods 0.000 description 11
- 239000004606 Fillers/Extenders Substances 0.000 description 10
- 238000005299 abrasion Methods 0.000 description 10
- IJOOHPMOJXWVHK-UHFFFAOYSA-N chlorotrimethylsilane Chemical compound C[Si](C)(C)Cl IJOOHPMOJXWVHK-UHFFFAOYSA-N 0.000 description 10
- 239000000470 constituent Substances 0.000 description 10
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 9
- 230000015572 biosynthetic process Effects 0.000 description 9
- 238000009826 distribution Methods 0.000 description 9
- 238000009472 formulation Methods 0.000 description 9
- 230000008569 process Effects 0.000 description 9
- 238000005096 rolling process Methods 0.000 description 9
- 125000004665 trialkylsilyl group Chemical group 0.000 description 9
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 description 8
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 description 8
- 239000002879 Lewis base Substances 0.000 description 8
- 230000008878 coupling Effects 0.000 description 8
- 238000010168 coupling process Methods 0.000 description 8
- 238000005227 gel permeation chromatography Methods 0.000 description 8
- 150000007527 lewis bases Chemical class 0.000 description 8
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 8
- 239000002245 particle Substances 0.000 description 8
- 229920002959 polymer blend Polymers 0.000 description 8
- 239000000047 product Substances 0.000 description 8
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 8
- UEKQGZQLUMSLNW-UHFFFAOYSA-N Propyl isome Chemical compound C1=C2C(C(=O)OCCC)C(C(=O)OCCC)C(C)CC2=CC2=C1OCO2 UEKQGZQLUMSLNW-UHFFFAOYSA-N 0.000 description 7
- 150000001336 alkenes Chemical class 0.000 description 7
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 7
- ZPFKRQXYKULZKP-UHFFFAOYSA-N butylidene Chemical group [CH2+]CC[CH-] ZPFKRQXYKULZKP-UHFFFAOYSA-N 0.000 description 7
- 239000003054 catalyst Substances 0.000 description 7
- 238000005516 engineering process Methods 0.000 description 7
- 238000002474 experimental method Methods 0.000 description 7
- 229920005669 high impact polystyrene Polymers 0.000 description 7
- 239000004797 high-impact polystyrene Substances 0.000 description 7
- 229930195733 hydrocarbon Natural products 0.000 description 7
- 230000002829 reductive effect Effects 0.000 description 7
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 description 6
- UUEWCQRISZBELL-UHFFFAOYSA-N 3-trimethoxysilylpropane-1-thiol Chemical compound CO[Si](OC)(OC)CCCS UUEWCQRISZBELL-UHFFFAOYSA-N 0.000 description 6
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 6
- KWYHDKDOAIKMQN-UHFFFAOYSA-N N,N,N',N'-tetramethylethylenediamine Chemical compound CN(C)CCN(C)C KWYHDKDOAIKMQN-UHFFFAOYSA-N 0.000 description 6
- 238000005481 NMR spectroscopy Methods 0.000 description 6
- 229910000831 Steel Inorganic materials 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 238000007334 copolymerization reaction Methods 0.000 description 6
- 150000002430 hydrocarbons Chemical class 0.000 description 6
- 230000003993 interaction Effects 0.000 description 6
- 238000004519 manufacturing process Methods 0.000 description 6
- 229920001194 natural rubber Polymers 0.000 description 6
- 239000010959 steel Substances 0.000 description 6
- JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 description 5
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 5
- 239000004215 Carbon black (E152) Substances 0.000 description 5
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- 244000043261 Hevea brasiliensis Species 0.000 description 5
- 239000006087 Silane Coupling Agent Substances 0.000 description 5
- 239000002174 Styrene-butadiene Substances 0.000 description 5
- 229910052783 alkali metal Inorganic materials 0.000 description 5
- 125000002877 alkyl aryl group Chemical group 0.000 description 5
- 229910052799 carbon Inorganic materials 0.000 description 5
- 238000012512 characterization method Methods 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 125000000219 ethylidene group Chemical group [H]C(=[*])C([H])([H])[H] 0.000 description 5
- 230000006870 function Effects 0.000 description 5
- VETJSQFHYYLGFF-UHFFFAOYSA-N heptadecyl-[heptadecyl(dimethyl)silyl]sulfanyl-dimethylsilane Chemical compound CCCCCCCCCCCCCCCCC[Si](C)(C)S[Si](C)(C)CCCCCCCCCCCCCCCCC VETJSQFHYYLGFF-UHFFFAOYSA-N 0.000 description 5
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 5
- 229920003052 natural elastomer Polymers 0.000 description 5
- 230000037361 pathway Effects 0.000 description 5
- 230000000704 physical effect Effects 0.000 description 5
- 239000011591 potassium Substances 0.000 description 5
- 229910052700 potassium Inorganic materials 0.000 description 5
- 229910052708 sodium Inorganic materials 0.000 description 5
- 239000011734 sodium Substances 0.000 description 5
- TXDNPSYEJHXKMK-UHFFFAOYSA-N sulfanylsilane Chemical class S[SiH3] TXDNPSYEJHXKMK-UHFFFAOYSA-N 0.000 description 5
- 239000000725 suspension Substances 0.000 description 5
- 238000012360 testing method Methods 0.000 description 5
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 5
- 238000004846 x-ray emission Methods 0.000 description 5
- 125000006732 (C1-C15) alkyl group Chemical group 0.000 description 4
- XWJBRBSPAODJER-UHFFFAOYSA-N 1,7-octadiene Chemical compound C=CCCCCC=C XWJBRBSPAODJER-UHFFFAOYSA-N 0.000 description 4
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 4
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 4
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical group ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 description 4
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 4
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 4
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 4
- 239000004793 Polystyrene Substances 0.000 description 4
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical group [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 4
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 4
- 239000001089 [(2R)-oxolan-2-yl]methanol Substances 0.000 description 4
- OVXZVDMCQPLHIY-QXGOIDDHSA-L calcium;4-[[(2r)-2,4-dihydroxy-3,3-dimethylbutanoyl]amino]butanoate Chemical compound [Ca+2].OCC(C)(C)[C@@H](O)C(=O)NCCCC([O-])=O.OCC(C)(C)[C@@H](O)C(=O)NCCCC([O-])=O OVXZVDMCQPLHIY-QXGOIDDHSA-L 0.000 description 4
- 239000000460 chlorine Chemical group 0.000 description 4
- 229910052801 chlorine Inorganic materials 0.000 description 4
- ZSWFCLXCOIISFI-UHFFFAOYSA-N cyclopentadiene Chemical compound C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 description 4
- 229960004132 diethyl ether Drugs 0.000 description 4
- 238000001914 filtration Methods 0.000 description 4
- 239000011737 fluorine Substances 0.000 description 4
- 229910052731 fluorine Inorganic materials 0.000 description 4
- 125000001153 fluoro group Chemical group F* 0.000 description 4
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 4
- 239000000446 fuel Substances 0.000 description 4
- WGOPGODQLGJZGL-UHFFFAOYSA-N lithium;butane Chemical compound [Li+].CC[CH-]C WGOPGODQLGJZGL-UHFFFAOYSA-N 0.000 description 4
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 4
- 239000002480 mineral oil Substances 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- 239000003960 organic solvent Substances 0.000 description 4
- 150000002900 organolithium compounds Chemical class 0.000 description 4
- 229920002587 poly(1,3-butadiene) polymer Polymers 0.000 description 4
- 229920002223 polystyrene Polymers 0.000 description 4
- 239000002244 precipitate Substances 0.000 description 4
- 125000006239 protecting group Chemical group 0.000 description 4
- 239000011541 reaction mixture Substances 0.000 description 4
- 239000003381 stabilizer Substances 0.000 description 4
- BSYVTEYKTMYBMK-UHFFFAOYSA-N tetrahydrofurfuryl alcohol Chemical compound OCC1CCCO1 BSYVTEYKTMYBMK-UHFFFAOYSA-N 0.000 description 4
- 150000003573 thiols Chemical class 0.000 description 4
- 239000005051 trimethylchlorosilane Substances 0.000 description 4
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 4
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 3
- 238000005160 1H NMR spectroscopy Methods 0.000 description 3
- GAODDBNJCKQQDY-UHFFFAOYSA-N 2-methyl-4,6-bis(octylsulfanylmethyl)phenol Chemical compound CCCCCCCCSCC1=CC(C)=C(O)C(CSCCCCCCCC)=C1 GAODDBNJCKQQDY-UHFFFAOYSA-N 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- 229910052779 Neodymium Inorganic materials 0.000 description 3
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 150000001339 alkali metal compounds Chemical class 0.000 description 3
- 238000004458 analytical method Methods 0.000 description 3
- 230000009286 beneficial effect Effects 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 239000003153 chemical reaction reagent Substances 0.000 description 3
- 239000010941 cobalt Substances 0.000 description 3
- 229910017052 cobalt Inorganic materials 0.000 description 3
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 3
- 230000001010 compromised effect Effects 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- ORTRWBYBJVGVQC-UHFFFAOYSA-N hexadecane-1-thiol Chemical compound CCCCCCCCCCCCCCCCS ORTRWBYBJVGVQC-UHFFFAOYSA-N 0.000 description 3
- 229920006158 high molecular weight polymer Polymers 0.000 description 3
- 238000011835 investigation Methods 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- GYNNXHKOJHMOHS-UHFFFAOYSA-N methyl-cycloheptane Natural products CC1CCCCCC1 GYNNXHKOJHMOHS-UHFFFAOYSA-N 0.000 description 3
- 235000010446 mineral oil Nutrition 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 3
- QEFYFXOXNSNQGX-UHFFFAOYSA-N neodymium atom Chemical compound [Nd] QEFYFXOXNSNQGX-UHFFFAOYSA-N 0.000 description 3
- 159000000001 potassium salts Chemical class 0.000 description 3
- ZGJADVGJIVEEGF-UHFFFAOYSA-M potassium;phenoxide Chemical class [K+].[O-]C1=CC=CC=C1 ZGJADVGJIVEEGF-UHFFFAOYSA-M 0.000 description 3
- 238000012545 processing Methods 0.000 description 3
- 238000000425 proton nuclear magnetic resonance spectrum Methods 0.000 description 3
- 239000012429 reaction media Substances 0.000 description 3
- 125000000101 thioether group Chemical group 0.000 description 3
- 125000003396 thiol group Chemical class [H]S* 0.000 description 3
- 125000005106 triarylsilyl group Chemical group 0.000 description 3
- 239000003039 volatile agent Substances 0.000 description 3
- APPOKADJQUIAHP-GGWOSOGESA-N (2e,4e)-hexa-2,4-diene Chemical compound C\C=C\C=C\C APPOKADJQUIAHP-GGWOSOGESA-N 0.000 description 2
- PRBHEGAFLDMLAL-GQCTYLIASA-N (4e)-hexa-1,4-diene Chemical compound C\C=C\CC=C PRBHEGAFLDMLAL-GQCTYLIASA-N 0.000 description 2
- 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 2
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 2
- AFFLGGQVNFXPEV-UHFFFAOYSA-N 1-decene Chemical compound CCCCCCCCC=C AFFLGGQVNFXPEV-UHFFFAOYSA-N 0.000 description 2
- NVZWEEGUWXZOKI-UHFFFAOYSA-N 1-ethenyl-2-methylbenzene Chemical compound CC1=CC=CC=C1C=C NVZWEEGUWXZOKI-UHFFFAOYSA-N 0.000 description 2
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- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L9/00—Compositions of homopolymers or copolymers of conjugated diene hydrocarbons
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- 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
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- 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
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
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- 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
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F8/00—Chemical modification by after-treatment
- C08F8/42—Introducing metal atoms or metal-containing groups
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F8/00—Chemical modification by after-treatment
- C08F8/46—Reaction with unsaturated dicarboxylic acids or anhydrides thereof, e.g. maleinisation
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- 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
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- C08K5/541—Silicon-containing compounds containing oxygen
- C08K5/5415—Silicon-containing compounds containing oxygen containing at least one Si—O bond
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02T—CLIMATE CHANGE MITIGATION TECHNOLOGIES RELATED TO TRANSPORTATION
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Landscapes
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- Chemical Kinetics & Catalysis (AREA)
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- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Mechanical Engineering (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Claims (6)
1. Arfou készkméay amely legalább a kőveikázökái izrtalgMZZs; I) egy étö galopes eiásztemef píóíker; li) a/, i. vagy s 2, kkgleiü Milán iTEMeskA vegyiket. UÍT>AMOAvSIÍ<A; I. képiéi íR;k)kSe4Ó-N{Sükí!Rn:R;’b ForlÉPk I ahol; az SI j el eolése; sail lelássaz S jetániésákéa; az O jeieaiéae oMgényszbl jektóse pfirögén.; Az ÍÓ és az Rv azonos vagy kblöübozö év mindegyik ygyMaOöl független Ilka következők közül klválsszüMiesopoA; éCAAAm) araikig agy (CAAbv# tol., ágy £€>“Cbeó álkik vagy egy (C-aCas) dkfklEáfer IglMiADOákti}* és aboi mindegyik tmpúfl egelotOiAan aaubsgikuâlt a kővetkezők: legalább egylkAvek egy íCsók) síkig ágy (Ck-Cy) glkoxg egy (€?AAs} árig égy (CAAAó· áfáikig ágy alpin, egy öbálkii vagy ezek konlmililéi; I# áhpl agadegyik alkileaopóré leket egyenes vagy elágazóJános, Oliteü vagy telnetlca; Az Eb 1¾ fgKg E A ló As az EM azonos vagy külbnböz# éa aTlpdggylk egyrnlstéí Aíggérlyglll a kővetkezők közül kedd kiválasztásra: hidrogén {ük egy íCKbó Okik egy éCeTb®} árig agy (gAAA®) áíalkil vagy egy gCAAAO kl-óíÓMkaéblIAazlÍii; és abeLa:;bifkokarbli csoportok mindegyike egymásáé! JAggétletsöl a következők közöl: kerüli ktválüMtásóP (<b€bs) ailAkbCA-übzJ egy aril vagy egy TAAbA araikig cs III :»KxM'tfa\eevuA'v aneKo t * * keylock egmke képvisel: TAOEí Róv SoR ;- S - SIIÓ®; .1. kéz l el (R ^ A:>)Ai:'4gSb:R$<M(SIR ίδ1;! ;R:;k 4. képiét
2. Egy első élasetoniA goEMéAáskfMény, amely legalább aá ;I, lgényi>óni Sséiini ígégbatásogdit késalRgdny teakeiotergtéklt tattalataaM- 3i . pciup.,a - »u }\ ν» mcnvaarneiv vx* e nw tox * i\*'%. *\m**x o v '%.. ·— '·>· /%¾-. J.· !kenypom '»/érint készítmény*: tartalmaz tovàl&â; -§gf \ntkmn s' %* ' “”4- k^yposbu bam?ety?ko azerimi késgkméóy^JlIó! M kovtmyeasó.ket t&rtsilma&o csoportból került kiv&butná&ra? sztinîbî-butâf.h-én-'kopôHînerck, pohbukxnen. buutben-</opKm kopojg-oerek, po ht/eprem hut.m um, \/ínob?/opree temm hívről valîuxîhïi esek kombinációi. ó- \rgy második elasztomer pohmerkés/umény. amely legalább:rkivêiàé anyagok reakcibu'rnvköf tarts In t;r//3. I) egy tOhöan>ag; *} i ' iSvOvp,«'t »zaunu ela-^i tome* \ « » „ kos mvv ó ΐ kx μ lUru-.iltekiN/tome? pohuvivv Mvr\, *r,. «\ U>:mlJ ' λ u.ko » anyagok reakaôtermékèt tartalmazza. k:k egyiöltöanyag: -1 egy vulkanizáld szer; es ó) a .:. igénypont ^e?i?*ri etaszUnoer poitmei kéá/kmeoy Ä Λ 7' igónypoiu szerinti készítményáhékmMáámötiós elastomer oeliiór?: € k^opta^o.,) és a módosító vegyületet in. komponens? elös/ór reagálják yN ^ s ? módosítón poHnuír jön létre, majd az első módosított pokolért reagáíiatják « unxbsgo-'o' ' komponens}. int. 0 s N v \ X * t'Vm V'« I OM'i L'V 1*V Λ <0 O Xs/MOt ηθΝ 0 komponens) % χ Képiem vegyül*. ^'""' s v>e\ ** usnt kwti»*rx thoi a sedan mudosno teSPeWâiwa;*^®^««,. ........V 1 *' ^ " t>m>îxoni *λί»μ» kcseumej'A. aholdppilln X -vgyuioi Cí j oîodosno xegxuLt lm. kosopenen.st a .h képiem xve\»Ut*{ 12. \ ' \.n.'s ';n n'XOpOH ' 'Zimtl KS.N.Í .UOi .o Cl ' amOlh'S ΟΑ'οΐοΟΗ S polimert íi. komponense és a szilán itiédosim vegyülhet fii. komponens) először rengáliaiják, tv igy egy ebö módosakon polimer jön léire, maid ; m·. ellő WiMöáliéí^ipöt^'vieít ÄS&^Ik A módé A lévai |í d. feisponens). .0· Aj. L2..6, vagy 12. igénypont seerintikészlooeny.. ahol a szÄymöijositö (U. köiipénens) ax I. képiéin vegyük1*.-. 14. ; Az 1. ^ 2v V1. vagy 12. igénypont szermit keezkmény. ahol a szilán ióédis ló pi i komponens)2. képleté vegyibe?. Ids A S,, ő. és::A Igéoÿpôô lilrPtéf|akéahol a szilán módosító <d k-'mponensia 1. seriem \ emudet ss a modorú» (ni komponensül ' képiéin vemmlet |(>. y, ; . ,1 ; , ? t es 14 n>e*opoomk marnék íke s,vnnti \ivaau io. ahol .v elapionief oolimera- következőket tartalmazó csoportból kerül? kiválasztásra: sziirol-butadicu köp«?imeírk. poHhuUdK'tk buMdtut-m op»«* lopolnnemh, polu/optett ivnadiém.s/mrn-ízop'.en ön polimerek. 17 \ { ’ t 4 ^ o.. 7.. ö,. 9.. 10,. 12.. *x M es lo 'genxpmu >k h,mtaktkv. s .v 5 <*ä. , X-ν' ki p V.vr vt őemx ιΓν 1 enponmov lattJ? >no tuen v, ,U lé.
A '. o,.
4 es * igénypontok barmeH<ke v/und; kesentu u>M k*p,odou legglhb egy kömpptenst mrislniazé temtékelkk, ahol az említett termikoikk egy fmoMlAohes. í p -\ - eho ela?^k«tv:.v'0 one' scset: ners előáll 40'' oo s/o^do modern.. .mvk » következeket foglalja magában; A) legalább a kővetkező összetevők reagál tatása az első módosított polimer: i) yay llp anionos ekis/lomer polimer.; és lit M Lvagy a 2. képiéin sziláit módosító vegyidet.; (Rb.mbvIrmRdR v s. képlet 1 képles .•sîidt* a il jelentése s/éicnmi; bai jélebièse kén; ak O jelentése èxl|éM; az N jeîeMèsa: Âtigén: Λ? IV és az R'’" azonos vagy kiHonbo/ô èv néedca>>k egymástól llggetlegül a f oWl ,\ et kozni \'vaüv<^'!î t·» «v*a r' t vt 'î Jk'L eg', h n O ï eul, s.e\ R k sx sím . vagy egy {ß$*€m} ÂlkiBéivr (aiMldmaiMtk é§ zbbt mibdegyik esöpert opetbôâlisâb sznbszsnuák a következek legalább egyikével: egy R. : -C.o atklk egy {Ck-CO aikosk egy {£{'i(.) arm egy ((/····(.'eb atalklL egy atelg, egy boalkll vagy egek kombinációi: és ahol esàndegylk alkRcegpertJébet egyenes vagy elágazd léneé, telitek vagy telfletlöu; RáR.R R \ R:y Rty Rt és az R1 azonos vagy különbévé la pgBziégyik egymástól IttggefeRü a kővetkezők köz® kerb! kiválasztásra: htdrpgé« |Hg egy (CsRos) alkil, egy «í' ft'Ca;) egy érik egy(CyCm) araiké vagy egy (CvCza) trl-tkitb'okatb|ii--sédil, éa aböl a IbbzokgÉbl Äigetlebtll a kêvetkezék kéaűi kettlli klVàlaskiâsta: {€) €ie) alléR égy t€y<1 φégy sril vágy egy {€·?«€tel atal kiI ; B) az első uiédosiiou polimer zeagábatása legalább a kovetkezikkel az első e lás ziú me r pel I \ eer a I bál b tavához lit) egy mddosM vegfiíék amelyet; a következek im képietek egyike képvisel: ^ RR>^iR:í)>Sr-Rs-B-SIB " =, 3. képlet ;(®P0MR:i4: bSt-B IM(S1R ? R % 4. képlet
V K:éptei
5. képié!
& képlet és ahol: a Sl jelehMsó Iplloliho:; a/ a jdcmése ken; aa (a jelentése óságén; a a M jéjeniése autogén, m% ê&&pm I I® a 2 kôaif klvàlaszfôâ ogosa sMm;: 3¾ y ég aq aa I és a 2; kökül kiválásaiéit egese saám; :::;3;:p aö3; Aa Rt aa IC la M R:> azonos vagy különhoaő és mindegyik egymástól iSggeijaani a kőeeikeeok kőéül kiválasztok -cmpMx ÍC^Cim) aralkil. és (C^Cim) arü, egy (€; -Cím) alkll, vagy ogy(C;S"Cíös) dlalklkéfer (álklSÖ-aíklI), Is ahol mindegyik csoport opcionálisai sstlEsaíliqiii a kővetkezők Agnlibfe ógylkisck egy (OCd Akik a (Cd-Ck) alkom, égy A Adud aril. agy {CA-Cn.d araiké. egy amin, egy tioalki! vagy éaok komblaaoséi; c$ ahol mindegyik alkifësepott leket egyenes vagy elágaad Mneiq telken vagy tefíiéilail; Az Ek Rt Re Rk RÁ R.t Rt Rig iCk R; v RA tih\ osas R3' aaonos: vagy Mlldnhogö Is mindegyik egymástól fíl|géllé?i|l| a teyeifeok koaii keriH kîsAIasAâsrâ; hiámgéii (Η1,:égy (CoCss) alkiq Cgy (O-Cud adk egy íCACm araiké vagy egy ICA-Cisi ifkÇhidnskarhil)-aglllls és ahol a liiÁsokarhd esogOítofe. mlndegyiks egymástól fuggebu'm' t LmeAe vk ImA keoTa k:v Sas,mva. a o'ad aikA a aA t u "> <a η, xars egy K --Cos) ami ki l
6. kètarégés akek a B I jelettiise sxf licimg a/ S jelemése ken; sa O j sien rése ovi gén -se N: jelentése sMqgia, ax X és a p a a í és a 2; kivitt kiválasztott égésé s/tme a/ y es a q ax I és a 2MAII kmiiasztott egész száné X -f y « 3'p X- q « g:; Ax Ik4, RGês ax RÎ J egyanax vagy kelenbözré ca reI ndcgyiR egymásai réggetlémil a következik közel Mtvilasxrék essqorik (Cakréfs): aMIklI, égy (CgAGm) gril égy (Ck-Céaa) allai!, vagy agy |Ç|xGa#} dMkiMíerR'alfeiré-káikilJ, és "a hói tréniegyik esepei opetéîréixan sxutmiltuáti a kévétkexjik tepllpk sgytkévgk ygy (ÇgO) rékik ggy (CrCR) aiknxg egy (Cà-Cïsl an h egy cO-ÍA) araiké, égy amin, égy kcal ki I vagy esek kombinációi; és ahol mindegyik alkiésopóté telki egyenes vagy eíágaxó: lágeré téliek vagy telitétlegg Λ/Ró Ra Re R:; RÓ R \ Ró RlÓ RÁ RÁ IIÁKÁ RÁ RÁ RÁ RÁ R:Á és az vagy Rúlöphrixi és inindegylk agyiplstéi Rlggetlepiil a követkézok kilxnlJrerltl kiválasztásra. ivldrögin (Ró egy ({.VCkg alklk egy (CPÓ-ó aril, egy (<ó-Cm amlfcl! vagy egy K. ;·€ sat :tsi“|kldmka:rkil}-«xi1il, és ekéi « kidrekarfetllestapesrok: mindegyike egymeslAI réggeiknöl a követkexék köréül «C?albíip (Gs- <ÓG aril, vagy egy (Có- (ég araiké. 2:0. A vnlkanlxáit erésxrétrieí peliséerkkésaimésty élőáliiékéré xxélgâiô módszer, singly a kpyetksxïk reagál tatását foglalja magában : ki egy töltőanyag; 2) égy yglkailxáló: szép és 2(1 a 2: igénypont szerinti elasztomer poiifner készítmény
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| ES (1) | ES2599309T3 (hu) |
| HU (1) | HUE029872T2 (hu) |
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-
2009
- 2009-05-29 MX MX2010013397A patent/MX2010013397A/es active IP Right Grant
- 2009-05-29 WO PCT/US2009/045553 patent/WO2009148932A1/en active Application Filing
- 2009-05-29 RU RU2010153583/05A patent/RU2504555C2/ru active
- 2009-05-29 EP EP09759093.9A patent/EP2283046B1/en active Active
- 2009-05-29 ES ES09759093.9T patent/ES2599309T3/es active Active
- 2009-05-29 HU HUE09759093A patent/HUE029872T2/hu unknown
- 2009-05-29 CN CN2009801206687A patent/CN102066426B/zh active Active
- 2009-05-29 JP JP2011512536A patent/JP5379225B2/ja active Active
- 2009-05-29 PL PL09759093T patent/PL2283046T3/pl unknown
- 2009-05-29 US US12/996,200 patent/US8729167B2/en active Active
- 2009-05-29 KR KR1020117000257A patent/KR101604503B1/ko active IP Right Grant
- 2009-05-29 BR BRPI0909545-4A patent/BRPI0909545A2/pt not_active Application Discontinuation
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Also Published As
| Publication number | Publication date |
|---|---|
| US20110082253A1 (en) | 2011-04-07 |
| RU2010153583A (ru) | 2012-07-20 |
| JP5379225B2 (ja) | 2013-12-25 |
| ES2599309T3 (es) | 2017-02-01 |
| MX2010013397A (es) | 2011-05-10 |
| KR20110058767A (ko) | 2011-06-01 |
| US8729167B2 (en) | 2014-05-20 |
| CN102066426B (zh) | 2012-10-17 |
| PL2283046T3 (pl) | 2017-02-28 |
| TWI498338B (zh) | 2015-09-01 |
| EP2283046A1 (en) | 2011-02-16 |
| EP2283046B1 (en) | 2016-10-19 |
| KR101604503B1 (ko) | 2016-03-25 |
| BRPI0909545A2 (pt) | 2020-06-23 |
| CN102066426A (zh) | 2011-05-18 |
| WO2009148932A1 (en) | 2009-12-10 |
| RU2504555C2 (ru) | 2014-01-20 |
| TW201002738A (en) | 2010-01-16 |
| JP2011522928A (ja) | 2011-08-04 |
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