JP7554080B2 - ゴム組成物およびその用途 - Google Patents

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Publication number

JP7554080B2

JP7554080B2 JP2020150129A JP2020150129A JP7554080B2 JP 7554080 B2 JP7554080 B2 JP 7554080B2 JP 2020150129 A JP2020150129 A JP 2020150129A JP 2020150129 A JP2020150129 A JP 2020150129A JP 7554080 B2 JP7554080 B2 JP 7554080B2

Authority

JP

Japan

Prior art keywords

mass

group

rubber

cyclopentadienyl

rubber composition

Prior art date

2020-09-07

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.)

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• 229920001971 elastomer Polymers 0.000 title claims description 152
• 239000005060 rubber Substances 0.000 title claims description 151
• 239000000203 mixture Substances 0.000 title claims description 115
• 229920001577 copolymer Polymers 0.000 claims description 82
• 150000004291 polyenes Chemical class 0.000 claims description 62
• 229920003244 diene elastomer Polymers 0.000 claims description 56
• 239000004711 α-olefin Substances 0.000 claims description 30
• VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 29
• 239000005977 Ethylene Substances 0.000 claims description 29
• 125000004432 carbon atom Chemical group C* 0.000 claims description 29
• 239000003795 chemical substances by application Substances 0.000 claims description 26
• 239000000463 material Substances 0.000 claims description 23
• 238000005259 measurement Methods 0.000 claims description 15
• 239000006229 carbon black Substances 0.000 claims description 11
• INYHZQLKOKTDAI-UHFFFAOYSA-N 5-ethenylbicyclo[2.2.1]hept-2-ene Chemical compound C1C2C(C=C)CC1C=C2 INYHZQLKOKTDAI-UHFFFAOYSA-N 0.000 claims description 10
• 239000000945 filler Substances 0.000 claims description 10
• 238000005227 gel permeation chromatography Methods 0.000 claims description 8
• 239000006087 Silane Coupling Agent Substances 0.000 claims description 7
• 238000009826 distribution Methods 0.000 claims description 7
• -1 triene compound Chemical class 0.000 description 140
• 150000001875 compounds Chemical class 0.000 description 100
• 125000000058 cyclopentadienyl group Chemical group C1(=CC=CC1)* 0.000 description 51
• 238000000034 method Methods 0.000 description 46
• 238000004132 cross linking Methods 0.000 description 45
• ZSWFCLXCOIISFI-UHFFFAOYSA-N endo-cyclopentadiene Natural products C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 description 45
• VPGLGRNSAYHXPY-UHFFFAOYSA-L zirconium(2+);dichloride Chemical compound Cl[Zr]Cl VPGLGRNSAYHXPY-UHFFFAOYSA-L 0.000 description 44
• 238000006116 polymerization reaction Methods 0.000 description 36
• 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 32
• IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 26
• VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 23
• 238000004073 vulcanization Methods 0.000 description 22
• UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 21
• XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 21
• 239000002253 acid Substances 0.000 description 20
• 150000002430 hydrocarbons Chemical group 0.000 description 20
• 150000002902 organometallic compounds Chemical class 0.000 description 20
• 238000012360 testing method Methods 0.000 description 20
• ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical group [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 19
• 229910052796 boron Inorganic materials 0.000 description 19
• 239000003054 catalyst Substances 0.000 description 19
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 19
• 239000003431 cross linking reagent Substances 0.000 description 18
• 244000043261 Hevea brasiliensis Species 0.000 description 17
• 150000008040 ionic compounds Chemical class 0.000 description 17
• 229920003052 natural elastomer Polymers 0.000 description 17
• 229920001194 natural rubber Polymers 0.000 description 17
• 238000010894 electron beam technology Methods 0.000 description 15
• 150000003839 salts Chemical class 0.000 description 15
• QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 14
• VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 14
• 238000000465 moulding Methods 0.000 description 14
• 239000005062 Polybutadiene Substances 0.000 description 13
• 239000003963 antioxidant agent Substances 0.000 description 13
• 125000004435 hydrogen atom Chemical group [H]* 0.000 description 13
• 239000000178 monomer Substances 0.000 description 13
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 13
• 229920002857 polybutadiene Polymers 0.000 description 13
• 239000002685 polymerization catalyst Substances 0.000 description 13
• 229910052710 silicon Inorganic materials 0.000 description 13
• 229910052799 carbon Inorganic materials 0.000 description 12
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 12
• 239000002904 solvent Substances 0.000 description 12
• XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 11
• 238000004519 manufacturing process Methods 0.000 description 11
• 230000000704 physical effect Effects 0.000 description 11
• 239000000126 substance Substances 0.000 description 11
• NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 10
• 239000004305 biphenyl Substances 0.000 description 10
• 235000019241 carbon black Nutrition 0.000 description 10
• 238000006243 chemical reaction Methods 0.000 description 10
• 239000000446 fuel Substances 0.000 description 10
• 150000002978 peroxides Chemical class 0.000 description 10
• 229920003048 styrene butadiene rubber Polymers 0.000 description 10
• 239000011593 sulfur Substances 0.000 description 10
• 229910052717 sulfur Inorganic materials 0.000 description 10
• YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
• VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 9
• 239000000243 solution Substances 0.000 description 9
• 239000006057 Non-nutritive feed additive Substances 0.000 description 8
• 230000003712 anti-aging effect Effects 0.000 description 8
• 125000003983 fluorenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3CC12)* 0.000 description 8
• 239000010703 silicon Substances 0.000 description 8
• MCULRUJILOGHCJ-UHFFFAOYSA-N triisobutylaluminium Chemical compound CC(C)C[Al](CC(C)C)CC(C)C MCULRUJILOGHCJ-UHFFFAOYSA-N 0.000 description 8
• LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 7
• 239000012190 activator Substances 0.000 description 7
• 125000004429 atom Chemical group 0.000 description 7
• 150000001721 carbon Chemical group 0.000 description 7
• 239000004088 foaming agent Substances 0.000 description 7
• 239000000377 silicon dioxide Substances 0.000 description 7
• 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 7
• OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
• WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 6
• 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 6
• 150000001768 cations Chemical class 0.000 description 6
• 230000000052 comparative effect Effects 0.000 description 6
• 230000006835 compression Effects 0.000 description 6
• 238000007906 compression Methods 0.000 description 6
• 238000007334 copolymerization reaction Methods 0.000 description 6
• 125000005843 halogen group Chemical group 0.000 description 6
• 238000010438 heat treatment Methods 0.000 description 6
• IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 6
• 229920003049 isoprene rubber Polymers 0.000 description 6
• 230000007935 neutral effect Effects 0.000 description 6
• QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 6
• 239000003208 petroleum Substances 0.000 description 6
• 239000004014 plasticizer Substances 0.000 description 6
• 230000008569 process Effects 0.000 description 6
• 239000011787 zinc oxide Substances 0.000 description 6
• 235000014692 zinc oxide Nutrition 0.000 description 6
• KOMNUTZXSVSERR-UHFFFAOYSA-N 1,3,5-tris(prop-2-enyl)-1,3,5-triazinane-2,4,6-trione Chemical compound C=CCN1C(=O)N(CC=C)C(=O)N(CC=C)C1=O KOMNUTZXSVSERR-UHFFFAOYSA-N 0.000 description 5
• ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 5
• IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 5
• VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical class [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 5
• RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 5
• CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 5
• 235000021355 Stearic acid Nutrition 0.000 description 5
• 150000001412 amines Chemical class 0.000 description 5
• 239000011248 coating agent Substances 0.000 description 5
• 238000000576 coating method Methods 0.000 description 5
• 150000001993 dienes Chemical class 0.000 description 5
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 5
• 238000001125 extrusion Methods 0.000 description 5
• 229910052740 iodine Inorganic materials 0.000 description 5
• 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 5
• 238000004898 kneading Methods 0.000 description 5
• 238000002156 mixing Methods 0.000 description 5
• OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 5
• 150000002894 organic compounds Chemical class 0.000 description 5
• 239000010734 process oil Substances 0.000 description 5
• 239000008117 stearic acid Substances 0.000 description 5
• 150000003464 sulfur compounds Chemical class 0.000 description 5
• RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 description 4
• LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 4
• KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 4
• WSSSPWUEQFSQQG-UHFFFAOYSA-N 4-methyl-1-pentene Chemical compound CC(C)CC=C WSSSPWUEQFSQQG-UHFFFAOYSA-N 0.000 description 4
• NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 4
• 229920000459 Nitrile rubber Polymers 0.000 description 4
• 229920000297 Rayon Polymers 0.000 description 4
• OKKRPWIIYQTPQF-UHFFFAOYSA-N Trimethylolpropane trimethacrylate Chemical compound CC(=C)C(=O)OCC(CC)(COC(=O)C(C)=C)COC(=O)C(C)=C OKKRPWIIYQTPQF-UHFFFAOYSA-N 0.000 description 4
• 150000001336 alkenes Chemical class 0.000 description 4
• 125000000217 alkyl group Chemical group 0.000 description 4
• 230000003078 antioxidant effect Effects 0.000 description 4
• 125000003118 aryl group Chemical group 0.000 description 4
• 239000012295 chemical reaction liquid Substances 0.000 description 4
• 239000004927 clay Substances 0.000 description 4
• 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 4
• DIOQZVSQGTUSAI-UHFFFAOYSA-N decane Chemical compound CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 description 4
• 235000014113 dietary fatty acids Nutrition 0.000 description 4
• POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 4
• 239000000194 fatty acid Substances 0.000 description 4
• 229930195729 fatty acid Natural products 0.000 description 4
• 150000004665 fatty acids Chemical class 0.000 description 4
• 229930195733 hydrocarbon Natural products 0.000 description 4
• 238000001746 injection moulding Methods 0.000 description 4
• 239000011630 iodine Substances 0.000 description 4
• 239000003446 ligand Substances 0.000 description 4
• 229910052751 metal Inorganic materials 0.000 description 4
• 239000002184 metal Substances 0.000 description 4
• 239000012968 metallocene catalyst Substances 0.000 description 4
• 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 4
• JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 4
• 229920000642 polymer Polymers 0.000 description 4
• 238000002360 preparation method Methods 0.000 description 4
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• 125000001424 substituent group Chemical group 0.000 description 4
• 238000009864 tensile test Methods 0.000 description 4
• KUAZQDVKQLNFPE-UHFFFAOYSA-N thiram Chemical compound CN(C)C(=S)SSC(=S)N(C)C KUAZQDVKQLNFPE-UHFFFAOYSA-N 0.000 description 4
• 229960002447 thiram Drugs 0.000 description 4
• 150000003624 transition metals Chemical class 0.000 description 4
• OJOWICOBYCXEKR-APPZFPTMSA-N (1S,4R)-5-ethylidenebicyclo[2.2.1]hept-2-ene Chemical compound CC=C1C[C@@H]2C[C@@H]1C=C2 OJOWICOBYCXEKR-APPZFPTMSA-N 0.000 description 3
• 239000004215 Carbon black (E152) Substances 0.000 description 3
• YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
• 241001441571 Hiodontidae Species 0.000 description 3
• UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 3
• 235000021314 Palmitic acid Nutrition 0.000 description 3
• 239000004793 Polystyrene Substances 0.000 description 3
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• 230000032683 aging Effects 0.000 description 3
• 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 3
• 229910052785 arsenic Inorganic materials 0.000 description 3
• RQNWIZPPADIBDY-UHFFFAOYSA-N arsenic atom Chemical compound [As] RQNWIZPPADIBDY-UHFFFAOYSA-N 0.000 description 3
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• MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
• STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Chemical compound CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 description 3
• 229910052731 fluorine Inorganic materials 0.000 description 3
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• 125000005842 heteroatom Chemical group 0.000 description 3
• 239000001257 hydrogen Substances 0.000 description 3
• 229910052739 hydrogen Inorganic materials 0.000 description 3
• 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 3
• 239000007788 liquid Substances 0.000 description 3
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• TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 3
• WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 3
• OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 3
• 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
• 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 3
• 229910052757 nitrogen Inorganic materials 0.000 description 3
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• XMGMFRIEKMMMSU-UHFFFAOYSA-N phenylmethylbenzene Chemical group C=1C=CC=CC=1[C]C1=CC=CC=C1 XMGMFRIEKMMMSU-UHFFFAOYSA-N 0.000 description 3
• 229920002223 polystyrene Polymers 0.000 description 3
• NLKNQRATVPKPDG-UHFFFAOYSA-M potassium iodide Chemical compound [K+].[I-] NLKNQRATVPKPDG-UHFFFAOYSA-M 0.000 description 3
• WBHHMMIMDMUBKC-XLNAKTSKSA-N ricinelaidic acid Chemical compound CCCCCC[C@@H](O)C\C=C\CCCCCCCC(O)=O WBHHMMIMDMUBKC-XLNAKTSKSA-N 0.000 description 3
• 229960003656 ricinoleic acid Drugs 0.000 description 3
• FEUQNCSVHBHROZ-UHFFFAOYSA-N ricinoleic acid Natural products CCCCCCC(O[Si](C)(C)C)CC=CCCCCCCCC(=O)OC FEUQNCSVHBHROZ-UHFFFAOYSA-N 0.000 description 3
• 239000011949 solid catalyst Substances 0.000 description 3
• 238000003860 storage Methods 0.000 description 3
• VOITXYVAKOUIBA-UHFFFAOYSA-N triethylaluminium Chemical compound CC[Al](CC)CC VOITXYVAKOUIBA-UHFFFAOYSA-N 0.000 description 3
• JLTRXTDYQLMHGR-UHFFFAOYSA-N trimethylaluminium Chemical compound C[Al](C)C JLTRXTDYQLMHGR-UHFFFAOYSA-N 0.000 description 3
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• 239000001993 wax Substances 0.000 description 3
• VASOMTXTRMYSKD-UHFFFAOYSA-N (2,3,4,5,6-pentafluorophenyl)boronic acid Chemical compound OB(O)C1=C(F)C(F)=C(F)C(F)=C1F VASOMTXTRMYSKD-UHFFFAOYSA-N 0.000 description 2
• QWQBQRYFWNIDOC-UHFFFAOYSA-N (3,5-difluorophenyl)boronic acid Chemical compound OB(O)C1=CC(F)=CC(F)=C1 QWQBQRYFWNIDOC-UHFFFAOYSA-N 0.000 description 2
• WYTZZXDRDKSJID-UHFFFAOYSA-N (3-aminopropyl)triethoxysilane Chemical compound CCO[Si](OCC)(OCC)CCCN WYTZZXDRDKSJID-UHFFFAOYSA-N 0.000 description 2
• YXIWHUQXZSMYRE-UHFFFAOYSA-N 1,3-benzothiazole-2-thiol Chemical compound C1=CC=C2SC(S)=NC2=C1 YXIWHUQXZSMYRE-UHFFFAOYSA-N 0.000 description 2
• ZGEGCLOFRBLKSE-UHFFFAOYSA-N 1-Heptene Chemical compound CCCCCC=C ZGEGCLOFRBLKSE-UHFFFAOYSA-N 0.000 description 2
• QPKFVRWIISEVCW-UHFFFAOYSA-N 1-butane boronic acid Chemical compound CCCCB(O)O QPKFVRWIISEVCW-UHFFFAOYSA-N 0.000 description 2
• AFFLGGQVNFXPEV-UHFFFAOYSA-N 1-decene Chemical compound CCCCCCCCC=C AFFLGGQVNFXPEV-UHFFFAOYSA-N 0.000 description 2
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• RGSFGYAAUTVSQA-UHFFFAOYSA-N Cyclopentane Chemical compound C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 2
• 239000004641 Diallyl-phthalate Substances 0.000 description 2
• XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 2
• PDQAZBWRQCGBEV-UHFFFAOYSA-N Ethylenethiourea Chemical compound S=C1NCCN1 PDQAZBWRQCGBEV-UHFFFAOYSA-N 0.000 description 2
• ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 description 2
• 239000005639 Lauric acid Substances 0.000 description 2
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• 229910010199 LiAl Inorganic materials 0.000 description 2
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• 238000005481 NMR spectroscopy Methods 0.000 description 2
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