TWI822671B - 含腈基共聚物橡膠、交聯性橡膠組成物及橡膠交聯物 - Google Patents
含腈基共聚物橡膠、交聯性橡膠組成物及橡膠交聯物 Download PDFInfo
- Publication number
- TWI822671B TWI822671B TW107108099A TW107108099A TWI822671B TW I822671 B TWI822671 B TW I822671B TW 107108099 A TW107108099 A TW 107108099A TW 107108099 A TW107108099 A TW 107108099A TW I822671 B TWI822671 B TW I822671B
- Authority
- TW
- Taiwan
- Prior art keywords
- rubber
- cross
- weight
- containing copolymer
- acid
- Prior art date
Links
- 229920001971 elastomer Polymers 0.000 title claims abstract description 178
- 239000005060 rubber Substances 0.000 title claims abstract description 178
- 229920001577 copolymer Polymers 0.000 title claims abstract description 98
- 125000002560 nitrile group Chemical group 0.000 title claims abstract description 81
- 239000000203 mixture Substances 0.000 title claims description 39
- 239000000178 monomer Substances 0.000 claims abstract description 126
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 claims abstract description 72
- -1 monocarboxylic acid ester Chemical class 0.000 claims abstract description 52
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims abstract description 42
- 239000001530 fumaric acid Substances 0.000 claims abstract description 34
- 150000002825 nitriles Chemical class 0.000 claims abstract description 22
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims abstract description 15
- 229910052740 iodine Inorganic materials 0.000 claims abstract description 15
- 239000011630 iodine Substances 0.000 claims abstract description 15
- 239000005977 Ethylene Substances 0.000 claims abstract description 7
- 238000004132 cross linking Methods 0.000 claims description 33
- 239000003431 cross linking reagent Substances 0.000 claims description 25
- 229920000768 polyamine Polymers 0.000 claims description 21
- 239000002253 acid Substances 0.000 claims description 15
- 150000001993 dienes Chemical class 0.000 claims description 13
- 150000001991 dicarboxylic acids Chemical class 0.000 claims 2
- 238000005984 hydrogenation reaction Methods 0.000 description 33
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 27
- 238000000034 method Methods 0.000 description 27
- 150000001875 compounds Chemical class 0.000 description 23
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 21
- 125000004432 carbon atom Chemical group C* 0.000 description 20
- 239000003054 catalyst Substances 0.000 description 19
- 239000004816 latex Substances 0.000 description 18
- 229920000126 latex Polymers 0.000 description 18
- 239000006087 Silane Coupling Agent Substances 0.000 description 17
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 17
- 238000002156 mixing Methods 0.000 description 16
- 238000006116 polymerization reaction Methods 0.000 description 16
- 125000000753 cycloalkyl group Chemical group 0.000 description 15
- 239000003921 oil Substances 0.000 description 15
- 235000019198 oils Nutrition 0.000 description 15
- 125000001424 substituent group Chemical group 0.000 description 15
- 230000000052 comparative effect Effects 0.000 description 14
- 229920000459 Nitrile rubber Polymers 0.000 description 13
- 238000004519 manufacturing process Methods 0.000 description 13
- 239000004014 plasticizer Substances 0.000 description 13
- 239000003795 chemical substances by application Substances 0.000 description 12
- 150000002148 esters Chemical class 0.000 description 12
- 229910052763 palladium Inorganic materials 0.000 description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 12
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 11
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 10
- 239000007822 coupling agent Substances 0.000 description 10
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 9
- 125000000217 alkyl group Chemical group 0.000 description 9
- 239000000463 material Substances 0.000 description 9
- 229920000642 polymer Polymers 0.000 description 9
- 239000003566 sealing material Substances 0.000 description 9
- 239000003505 polymerization initiator Substances 0.000 description 8
- 239000000377 silicon dioxide Substances 0.000 description 8
- 239000000126 substance Substances 0.000 description 8
- HDIHOAXFFROQHR-UHFFFAOYSA-N 6-aminohexylcarbamic acid Chemical compound NCCCCCCNC(O)=O HDIHOAXFFROQHR-UHFFFAOYSA-N 0.000 description 7
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 7
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 7
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 7
- 125000003277 amino group Chemical group 0.000 description 7
- 230000003712 anti-aging effect Effects 0.000 description 7
- 239000007864 aqueous solution Substances 0.000 description 7
- 238000005345 coagulation Methods 0.000 description 7
- 230000015271 coagulation Effects 0.000 description 7
- 238000007720 emulsion polymerization reaction Methods 0.000 description 7
- OAKJQQAXSVQMHS-UHFFFAOYSA-N hydrazine group Chemical group NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 7
- 229910052757 nitrogen Inorganic materials 0.000 description 7
- 125000004433 nitrogen atom Chemical group N* 0.000 description 7
- PIBWKRNGBLPSSY-UHFFFAOYSA-L palladium(II) chloride Chemical compound Cl[Pd]Cl PIBWKRNGBLPSSY-UHFFFAOYSA-L 0.000 description 7
- 238000012360 testing method Methods 0.000 description 7
- UTOVMEACOLCUCK-SNAWJCMRSA-N (e)-4-butoxy-4-oxobut-2-enoic acid Chemical compound CCCCOC(=O)\C=C\C(O)=O UTOVMEACOLCUCK-SNAWJCMRSA-N 0.000 description 6
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 6
- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 6
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 6
- 230000008859 change Effects 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 6
- 150000001990 dicarboxylic acid derivatives Chemical class 0.000 description 6
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical compound C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 description 6
- 239000000428 dust Substances 0.000 description 6
- 239000003995 emulsifying agent Substances 0.000 description 6
- 239000011976 maleic acid Substances 0.000 description 6
- 150000003839 salts Chemical class 0.000 description 6
- ARCGXLSVLAOJQL-UHFFFAOYSA-N trimellitic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1 ARCGXLSVLAOJQL-UHFFFAOYSA-N 0.000 description 6
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 5
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 5
- 238000010438 heat treatment Methods 0.000 description 5
- 229910052751 metal Inorganic materials 0.000 description 5
- 239000002184 metal Substances 0.000 description 5
- 229920006395 saturated elastomer Polymers 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- VXUYXOFXAQZZMF-UHFFFAOYSA-N titanium(IV) isopropoxide Chemical compound CC(C)O[Ti](OC(C)C)(OC(C)C)OC(C)C VXUYXOFXAQZZMF-UHFFFAOYSA-N 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 4
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 4
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 4
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 4
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 4
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 4
- 125000003545 alkoxy group Chemical group 0.000 description 4
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 4
- 239000006229 carbon black Substances 0.000 description 4
- 150000001244 carboxylic acid anhydrides Chemical group 0.000 description 4
- 239000003638 chemical reducing agent Substances 0.000 description 4
- HNEGQIOMVPPMNR-IHWYPQMZSA-N citraconic acid Chemical compound OC(=O)C(/C)=C\C(O)=O HNEGQIOMVPPMNR-IHWYPQMZSA-N 0.000 description 4
- 229940018557 citraconic acid Drugs 0.000 description 4
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 4
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 238000011156 evaluation Methods 0.000 description 4
- 238000001914 filtration Methods 0.000 description 4
- 229910052731 fluorine Inorganic materials 0.000 description 4
- 239000011737 fluorine Substances 0.000 description 4
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 4
- LVHBHZANLOWSRM-UHFFFAOYSA-N itaconic acid Chemical compound OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 4
- 238000000465 moulding Methods 0.000 description 4
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 4
- 238000005185 salting out Methods 0.000 description 4
- 150000003335 secondary amines Chemical class 0.000 description 4
- 239000010936 titanium Substances 0.000 description 4
- 229910052719 titanium Inorganic materials 0.000 description 4
- JABYJIQOLGWMQW-UHFFFAOYSA-N undec-4-ene Chemical compound CCCCCCC=CCCC JABYJIQOLGWMQW-UHFFFAOYSA-N 0.000 description 4
- 229920002554 vinyl polymer Polymers 0.000 description 4
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 3
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 3
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 3
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 3
- HFCUBKYHMMPGBY-UHFFFAOYSA-N 2-methoxyethyl prop-2-enoate Chemical compound COCCOC(=O)C=C HFCUBKYHMMPGBY-UHFFFAOYSA-N 0.000 description 3
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 3
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- XBPCUCUWBYBCDP-UHFFFAOYSA-N Dicyclohexylamine Chemical compound C1CCCCC1NC1CCCCC1 XBPCUCUWBYBCDP-UHFFFAOYSA-N 0.000 description 3
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound 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
- CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 description 3
- 239000005642 Oleic acid Substances 0.000 description 3
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 3
- 239000000853 adhesive Substances 0.000 description 3
- 230000001070 adhesive effect Effects 0.000 description 3
- 238000004220 aggregation Methods 0.000 description 3
- 230000002776 aggregation Effects 0.000 description 3
- 150000001298 alcohols Chemical class 0.000 description 3
- 125000001931 aliphatic group Chemical group 0.000 description 3
- 125000005907 alkyl ester group Chemical group 0.000 description 3
- 229910052782 aluminium Inorganic materials 0.000 description 3
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 3
- 150000001412 amines Chemical class 0.000 description 3
- UTOVMEACOLCUCK-PLNGDYQASA-N butyl maleate Chemical compound CCCCOC(=O)\C=C/C(O)=O UTOVMEACOLCUCK-PLNGDYQASA-N 0.000 description 3
- 239000001569 carbon dioxide Substances 0.000 description 3
- 229910002092 carbon dioxide Inorganic materials 0.000 description 3
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 3
- 238000004140 cleaning Methods 0.000 description 3
- 230000006835 compression Effects 0.000 description 3
- 238000007906 compression Methods 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 239000011243 crosslinked material Substances 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 description 3
- WNAHIZMDSQCWRP-UHFFFAOYSA-N dodecane-1-thiol Chemical group CCCCCCCCCCCCS WNAHIZMDSQCWRP-UHFFFAOYSA-N 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 238000005516 engineering process Methods 0.000 description 3
- 239000000446 fuel Substances 0.000 description 3
- VZCYOOQTPOCHFL-OWOJBTEDSA-L fumarate(2-) Chemical class [O-]C(=O)\C=C\C([O-])=O VZCYOOQTPOCHFL-OWOJBTEDSA-L 0.000 description 3
- 125000005843 halogen group Chemical group 0.000 description 3
- 239000001257 hydrogen Substances 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 3
- 238000004898 kneading Methods 0.000 description 3
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 3
- 235000021313 oleic acid Nutrition 0.000 description 3
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 3
- 235000012239 silicon dioxide Nutrition 0.000 description 3
- 239000011780 sodium chloride Substances 0.000 description 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 3
- YKINJPPUOBWNJU-FPLPWBNLSA-N (Z)-4-cyclohexyloxy-3-methyl-4-oxobut-2-enoic acid Chemical compound OC(=O)/C=C(/C)C(=O)OC1CCCCC1 YKINJPPUOBWNJU-FPLPWBNLSA-N 0.000 description 2
- ZMQWRASVUXJXGM-VOTSOKGWSA-N (e)-4-cyclohexyloxy-4-oxobut-2-enoic acid Chemical compound OC(=O)\C=C\C(=O)OC1CCCCC1 ZMQWRASVUXJXGM-VOTSOKGWSA-N 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
- GIWQSPITLQVMSG-UHFFFAOYSA-N 1,2-dimethylimidazole Chemical compound CC1=NC=CN1C GIWQSPITLQVMSG-UHFFFAOYSA-N 0.000 description 2
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 2
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-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
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical group N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
- FGIHSZXDNYRAKQ-UHFFFAOYSA-N 2-benzyl-1-methyl-4,5-dihydroimidazole Chemical compound CN1CCN=C1CC1=CC=CC=C1 FGIHSZXDNYRAKQ-UHFFFAOYSA-N 0.000 description 2
- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 description 2
- 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 2
- DYYFCJRYZVHEKQ-UHFFFAOYSA-N 3-butoxycarbonylbut-3-enoic acid Chemical compound CCCCOC(=O)C(=C)CC(O)=O DYYFCJRYZVHEKQ-UHFFFAOYSA-N 0.000 description 2
- KMKWGXGSGPYISJ-UHFFFAOYSA-N 4-[4-[2-[4-(4-aminophenoxy)phenyl]propan-2-yl]phenoxy]aniline Chemical compound C=1C=C(OC=2C=CC(N)=CC=2)C=CC=1C(C)(C)C(C=C1)=CC=C1OC1=CC=C(N)C=C1 KMKWGXGSGPYISJ-UHFFFAOYSA-N 0.000 description 2
- WSSSPWUEQFSQQG-UHFFFAOYSA-N 4-methyl-1-pentene Chemical compound CC(C)CC=C WSSSPWUEQFSQQG-UHFFFAOYSA-N 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 2
- GUBDZICCWMXFMN-UHFFFAOYSA-N CCC(CC)(CC)CCCCCOC(=O)C1=C(C=C(C=C1)C(=O)O)C(=O)O Chemical compound CCC(CC)(CC)CCCCCOC(=O)C1=C(C=C(C=C1)C(=O)O)C(=O)O GUBDZICCWMXFMN-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- BWGNESOTFCXPMA-UHFFFAOYSA-N Dihydrogen disulfide Chemical compound SS BWGNESOTFCXPMA-UHFFFAOYSA-N 0.000 description 2
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 2
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
- GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 description 2
- 239000006057 Non-nutritive feed additive Substances 0.000 description 2
- 229910019142 PO4 Inorganic materials 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- ZVQOOHYFBIDMTQ-UHFFFAOYSA-N [methyl(oxido){1-[6-(trifluoromethyl)pyridin-3-yl]ethyl}-lambda(6)-sulfanylidene]cyanamide Chemical compound N#CN=S(C)(=O)C(C)C1=CC=C(C(F)(F)F)N=C1 ZVQOOHYFBIDMTQ-UHFFFAOYSA-N 0.000 description 2
- 239000001361 adipic acid Substances 0.000 description 2
- 235000011037 adipic acid Nutrition 0.000 description 2
- 238000004378 air conditioning Methods 0.000 description 2
- 150000001335 aliphatic alkanes Chemical class 0.000 description 2
- 125000004453 alkoxycarbonyl group Chemical group 0.000 description 2
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 2
- DIZPMCHEQGEION-UHFFFAOYSA-H aluminium sulfate (anhydrous) Chemical compound [Al+3].[Al+3].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O DIZPMCHEQGEION-UHFFFAOYSA-H 0.000 description 2
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 230000005540 biological transmission Effects 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000001110 calcium chloride Substances 0.000 description 2
- 229910001628 calcium chloride Inorganic materials 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 239000011203 carbon fibre reinforced carbon Substances 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- 239000002738 chelating agent Substances 0.000 description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
- APEJMQOBVMLION-UHFFFAOYSA-N cinnamamide Chemical compound NC(=O)C=CC1=CC=CC=C1 APEJMQOBVMLION-UHFFFAOYSA-N 0.000 description 2
- 239000000701 coagulant Substances 0.000 description 2
- 238000004939 coking Methods 0.000 description 2
- 238000006482 condensation reaction Methods 0.000 description 2
- 239000002826 coolant Substances 0.000 description 2
- 150000007973 cyanuric acids Chemical class 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- 230000018044 dehydration Effects 0.000 description 2
- 238000006297 dehydration reaction Methods 0.000 description 2
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 2
- 125000003963 dichloro group Chemical group Cl* 0.000 description 2
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- GVGUFUZHNYFZLC-UHFFFAOYSA-N dodecyl benzenesulfonate;sodium Chemical compound [Na].CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 GVGUFUZHNYFZLC-UHFFFAOYSA-N 0.000 description 2
- 238000010556 emulsion polymerization method Methods 0.000 description 2
- 125000004185 ester group Chemical group 0.000 description 2
- 125000004494 ethyl ester group Chemical group 0.000 description 2
- NKHAVTQWNUWKEO-UHFFFAOYSA-N fumaric acid monomethyl ester Natural products COC(=O)C=CC(O)=O NKHAVTQWNUWKEO-UHFFFAOYSA-N 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical group 0.000 description 2
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 2
- 235000019341 magnesium sulphate Nutrition 0.000 description 2
- 150000002734 metacrylic acid derivatives Chemical class 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 150000007522 mineralic acids Chemical class 0.000 description 2
- 150000002762 monocarboxylic acid derivatives Chemical class 0.000 description 2
- PHQOGHDTIVQXHL-UHFFFAOYSA-N n'-(3-trimethoxysilylpropyl)ethane-1,2-diamine Chemical compound CO[Si](OC)(OC)CCCNCCN PHQOGHDTIVQXHL-UHFFFAOYSA-N 0.000 description 2
- FUUUBHCENZGYJA-UHFFFAOYSA-N n-cyclopentylcyclopentanamine Chemical compound C1CCCC1NC1CCCC1 FUUUBHCENZGYJA-UHFFFAOYSA-N 0.000 description 2
- 229920001194 natural rubber Polymers 0.000 description 2
- 150000007524 organic acids Chemical class 0.000 description 2
- 150000001451 organic peroxides Chemical group 0.000 description 2
- 239000007800 oxidant agent Substances 0.000 description 2
- 150000002940 palladium Chemical class 0.000 description 2
- GPNDARIEYHPYAY-UHFFFAOYSA-N palladium(ii) nitrate Chemical compound [Pd+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O GPNDARIEYHPYAY-UHFFFAOYSA-N 0.000 description 2
- 150000002978 peroxides Chemical class 0.000 description 2
- 229920001568 phenolic resin Polymers 0.000 description 2
- 239000005011 phenolic resin Substances 0.000 description 2
- KJFMBFZCATUALV-UHFFFAOYSA-N phenolphthalein Chemical compound C1=CC(O)=CC=C1C1(C=2C=CC(O)=CC=2)C2=CC=CC=C2C(=O)O1 KJFMBFZCATUALV-UHFFFAOYSA-N 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 239000010452 phosphate Substances 0.000 description 2
- 229920000058 polyacrylate Polymers 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 238000003825 pressing Methods 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 235000019260 propionic acid Nutrition 0.000 description 2
- WGYKZJWCGVVSQN-UHFFFAOYSA-N propylamine Chemical compound CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 description 2
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 2
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 2
- 238000011084 recovery Methods 0.000 description 2
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 2
- 229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 230000001629 suppression Effects 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- QQBLOZGVRHAYGT-UHFFFAOYSA-N tris-decyl phosphite Chemical compound CCCCCCCCCCOP(OCCCCCCCCCC)OCCCCCCCCCC QQBLOZGVRHAYGT-UHFFFAOYSA-N 0.000 description 2
- 150000007934 α,β-unsaturated carboxylic acids Chemical class 0.000 description 2
- 239000004711 α-olefin Substances 0.000 description 2
- ZNGSVRYVWHOWLX-KHFUBBAMSA-N (1r,2s)-2-(methylamino)-1-phenylpropan-1-ol;hydrate Chemical compound O.CN[C@@H](C)[C@H](O)C1=CC=CC=C1.CN[C@@H](C)[C@H](O)C1=CC=CC=C1 ZNGSVRYVWHOWLX-KHFUBBAMSA-N 0.000 description 1
- RRKODOZNUZCUBN-CCAGOZQPSA-N (1z,3z)-cycloocta-1,3-diene Chemical compound C1CC\C=C/C=C\C1 RRKODOZNUZCUBN-CCAGOZQPSA-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
- LTQBNYCMVZQRSD-UHFFFAOYSA-N (4-ethenylphenyl)-trimethoxysilane Chemical group CO[Si](OC)(OC)C1=CC=C(C=C)C=C1 LTQBNYCMVZQRSD-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
- KJPRLNWUNMBNBZ-QPJJXVBHSA-N (E)-cinnamaldehyde Chemical compound O=C\C=C\C1=CC=CC=C1 KJPRLNWUNMBNBZ-QPJJXVBHSA-N 0.000 description 1
- XVOUMQNXTGKGMA-OWOJBTEDSA-N (E)-glutaconic acid Chemical compound OC(=O)C\C=C\C(O)=O XVOUMQNXTGKGMA-OWOJBTEDSA-N 0.000 description 1
- YXVCXHNQDCQCPE-PLNGDYQASA-N (Z)-4-(1-methylcyclopentyl)oxy-4-oxobut-2-enoic acid Chemical compound OC(=O)\C=C/C(=O)OC1(C)CCCC1 YXVCXHNQDCQCPE-PLNGDYQASA-N 0.000 description 1
- CQTWKJBRSAUYDS-HJWRWDBZSA-N (Z)-4-cycloheptyloxy-3-methyl-4-oxobut-2-enoic acid Chemical compound C1(CCCCCC1)OC(\C(\C)=C/C(=O)O)=O CQTWKJBRSAUYDS-HJWRWDBZSA-N 0.000 description 1
- PAEPZZGRMGDVKQ-UHFFFAOYSA-N (cyclopentylamino)methanol Chemical group OCNC1CCCC1 PAEPZZGRMGDVKQ-UHFFFAOYSA-N 0.000 description 1
- ZJYCLOLEIIBKBW-VOTSOKGWSA-N (e)-4-(1-ethylcyclohexyl)oxy-4-oxobut-2-enoic acid Chemical compound OC(=O)/C=C/C(=O)OC1(CC)CCCCC1 ZJYCLOLEIIBKBW-VOTSOKGWSA-N 0.000 description 1
- YXVCXHNQDCQCPE-SNAWJCMRSA-N (e)-4-(1-methylcyclopentyl)oxy-4-oxobut-2-enoic acid Chemical compound OC(=O)/C=C/C(=O)OC1(C)CCCC1 YXVCXHNQDCQCPE-SNAWJCMRSA-N 0.000 description 1
- BVCYGKIVZPIAMH-BQYQJAHWSA-N (e)-4-cycloheptyloxy-4-oxobut-2-enoic acid Chemical class OC(=O)\C=C\C(=O)OC1CCCCCC1 BVCYGKIVZPIAMH-BQYQJAHWSA-N 0.000 description 1
- QCAHYQPONLPBNQ-AATRIKPKSA-N (e)-4-cyclopentyloxy-4-oxobut-2-enoic acid Chemical compound OC(=O)\C=C\C(=O)OC1CCCC1 QCAHYQPONLPBNQ-AATRIKPKSA-N 0.000 description 1
- XLYMOEINVGRTEX-ONEGZZNKSA-N (e)-4-ethoxy-4-oxobut-2-enoic acid Chemical compound CCOC(=O)\C=C\C(O)=O XLYMOEINVGRTEX-ONEGZZNKSA-N 0.000 description 1
- XLALNGJFMFPFJV-QHHAFSJGSA-N (e)-n-(4-anilinophenyl)but-2-enamide Chemical compound C1=CC(NC(=O)/C=C/C)=CC=C1NC1=CC=CC=C1 XLALNGJFMFPFJV-QHHAFSJGSA-N 0.000 description 1
- YZUIBMVKWXNSHB-WAYWQWQTSA-N (z)-3-methyl-4-oxo-4-propoxybut-2-enoic acid Chemical compound CCCOC(=O)C(\C)=C/C(O)=O YZUIBMVKWXNSHB-WAYWQWQTSA-N 0.000 description 1
- BVCYGKIVZPIAMH-FPLPWBNLSA-N (z)-4-cycloheptyloxy-4-oxobut-2-enoic acid Chemical compound OC(=O)\C=C/C(=O)OC1CCCCCC1 BVCYGKIVZPIAMH-FPLPWBNLSA-N 0.000 description 1
- QCAHYQPONLPBNQ-WAYWQWQTSA-N (z)-4-cyclopentyloxy-4-oxobut-2-enoic acid Chemical compound OC(=O)\C=C/C(=O)OC1CCCC1 QCAHYQPONLPBNQ-WAYWQWQTSA-N 0.000 description 1
- HWQBUJSWKVPMFY-PLNGDYQASA-N (z)-4-ethoxy-3-methyl-4-oxobut-2-enoic acid Chemical compound CCOC(=O)C(\C)=C/C(O)=O HWQBUJSWKVPMFY-PLNGDYQASA-N 0.000 description 1
- BGMFJTUTJOZHHZ-ARJAWSKDSA-N (z)-4-methoxy-3-methyl-4-oxobut-2-enoic acid Chemical compound COC(=O)C(\C)=C/C(O)=O BGMFJTUTJOZHHZ-ARJAWSKDSA-N 0.000 description 1
- AYAUWVRAUCDBFR-ARJAWSKDSA-N (z)-4-oxo-4-propoxybut-2-enoic acid Chemical compound CCCOC(=O)\C=C/C(O)=O AYAUWVRAUCDBFR-ARJAWSKDSA-N 0.000 description 1
- SNVRDQORMVVQBI-UPHRSURJSA-N (z)-but-2-enedihydrazide Chemical compound NNC(=O)\C=C/C(=O)NN SNVRDQORMVVQBI-UPHRSURJSA-N 0.000 description 1
- STGNLGBPLOVYMA-TZKOHIRVSA-N (z)-but-2-enedioic acid Chemical compound OC(=O)\C=C/C(O)=O.OC(=O)\C=C/C(O)=O STGNLGBPLOVYMA-TZKOHIRVSA-N 0.000 description 1
- WBYWAXJHAXSJNI-VOTSOKGWSA-M .beta-Phenylacrylic acid Natural products [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 description 1
- GWYSWOQRJGLJPA-UHFFFAOYSA-N 1,1,2,2-tetrafluoropropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC(F)(F)C(C)(F)F GWYSWOQRJGLJPA-UHFFFAOYSA-N 0.000 description 1
- JNROUINNEHNBIZ-UHFFFAOYSA-N 1,1,3,3-tetraethylguanidine Chemical compound CCN(CC)C(=N)N(CC)CC JNROUINNEHNBIZ-UHFFFAOYSA-N 0.000 description 1
- KYVBNYUBXIEUFW-UHFFFAOYSA-N 1,1,3,3-tetramethylguanidine Chemical compound CN(C)C(=N)N(C)C KYVBNYUBXIEUFW-UHFFFAOYSA-N 0.000 description 1
- HJSYENHCQNNLAS-UHFFFAOYSA-N 1,2,4-trimethyl-4,5-dihydroimidazole Chemical compound CC1CN(C)C(C)=N1 HJSYENHCQNNLAS-UHFFFAOYSA-N 0.000 description 1
- AGMJWUBJIPQHBM-UHFFFAOYSA-N 1,2,4-trimethylimidazole Chemical compound CC1=CN(C)C(C)=N1 AGMJWUBJIPQHBM-UHFFFAOYSA-N 0.000 description 1
- ROLAGNYPWIVYTG-UHFFFAOYSA-N 1,2-bis(4-methoxyphenyl)ethanamine;hydrochloride Chemical compound Cl.C1=CC(OC)=CC=C1CC(N)C1=CC=C(OC)C=C1 ROLAGNYPWIVYTG-UHFFFAOYSA-N 0.000 description 1
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 1
- QLLUAUADIMPKIH-UHFFFAOYSA-N 1,2-bis(ethenyl)naphthalene Chemical compound C1=CC=CC2=C(C=C)C(C=C)=CC=C21 QLLUAUADIMPKIH-UHFFFAOYSA-N 0.000 description 1
- 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 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
- WZCQRUWWHSTZEM-UHFFFAOYSA-N 1,3-phenylenediamine Chemical compound NC1=CC=CC(N)=C1 WZCQRUWWHSTZEM-UHFFFAOYSA-N 0.000 description 1
- BLHTXORQJNCSII-UHFFFAOYSA-N 1,4-dimethylimidazole Chemical compound CC1=CN(C)C=N1 BLHTXORQJNCSII-UHFFFAOYSA-N 0.000 description 1
- SGUVLZREKBPKCE-UHFFFAOYSA-N 1,5-diazabicyclo[4.3.0]-non-5-ene Chemical compound C1CCN=C2CCCN21 SGUVLZREKBPKCE-UHFFFAOYSA-N 0.000 description 1
- HQNBJNDMPLEUDS-UHFFFAOYSA-N 1,5-dimethylimidazole Chemical compound CC1=CN=CN1C HQNBJNDMPLEUDS-UHFFFAOYSA-N 0.000 description 1
- PNJBSYMHWQNFIU-UHFFFAOYSA-N 1-(ethoxymethyl)-2-methyl-4,5-dihydroimidazole Chemical compound CCOCN1CCN=C1C PNJBSYMHWQNFIU-UHFFFAOYSA-N 0.000 description 1
- FBHPRUXJQNWTEW-UHFFFAOYSA-N 1-benzyl-2-methylimidazole Chemical compound CC1=NC=CN1CC1=CC=CC=C1 FBHPRUXJQNWTEW-UHFFFAOYSA-N 0.000 description 1
- BYPVCBHIAXNJPC-UHFFFAOYSA-N 1-cyanoethyl 2-methylprop-2-enoate Chemical compound N#CC(C)OC(=O)C(C)=C BYPVCBHIAXNJPC-UHFFFAOYSA-N 0.000 description 1
- CQDDDLREQHQBRR-UHFFFAOYSA-N 1-cyanoethyl prop-2-enoate Chemical compound N#CC(C)OC(=O)C=C CQDDDLREQHQBRR-UHFFFAOYSA-N 0.000 description 1
- FPFVPEGEWVRCGK-UHFFFAOYSA-N 1-ethenoxy-2-fluoroethane Chemical compound FCCOC=C FPFVPEGEWVRCGK-UHFFFAOYSA-N 0.000 description 1
- CFMTUIKADIKXIQ-UHFFFAOYSA-N 1-ethenoxy-3-fluoropropane Chemical compound FCCCOC=C CFMTUIKADIKXIQ-UHFFFAOYSA-N 0.000 description 1
- VGWWQZSCLBZOGK-UHFFFAOYSA-N 1-ethenyl-2-(trifluoromethyl)benzene Chemical compound FC(F)(F)C1=CC=CC=C1C=C VGWWQZSCLBZOGK-UHFFFAOYSA-N 0.000 description 1
- NYYVCPHBKQYINK-UHFFFAOYSA-N 1-ethyl-2-methylimidazole Chemical compound CCN1C=CN=C1C NYYVCPHBKQYINK-UHFFFAOYSA-N 0.000 description 1
- MCTWTZJPVLRJOU-UHFFFAOYSA-N 1-methyl-1H-imidazole Chemical compound CN1C=CN=C1 MCTWTZJPVLRJOU-UHFFFAOYSA-N 0.000 description 1
- ALRJQFCSYAWULA-UHFFFAOYSA-N 1-methyl-2-undecyl-4,5-dihydroimidazole Chemical compound CCCCCCCCCCCC1=NCCN1C ALRJQFCSYAWULA-UHFFFAOYSA-N 0.000 description 1
- ANFXTILBDGTSEG-UHFFFAOYSA-N 1-methyl-4,5-dihydroimidazole Chemical compound CN1CCN=C1 ANFXTILBDGTSEG-UHFFFAOYSA-N 0.000 description 1
- AMIYGFTVNIDCPN-UHFFFAOYSA-N 1-methyl-5-nitrobenzimidazole Chemical compound [O-][N+](=O)C1=CC=C2N(C)C=NC2=C1 AMIYGFTVNIDCPN-UHFFFAOYSA-N 0.000 description 1
- FGYADSCZTQOAFK-UHFFFAOYSA-N 1-methylbenzimidazole Chemical compound C1=CC=C2N(C)C=NC2=C1 FGYADSCZTQOAFK-UHFFFAOYSA-N 0.000 description 1
- LNETULKMXZVUST-UHFFFAOYSA-N 1-naphthoic acid Chemical compound C1=CC=C2C(C(=O)O)=CC=CC2=C1 LNETULKMXZVUST-UHFFFAOYSA-N 0.000 description 1
- LWRXNMLZNDYFAW-UHFFFAOYSA-N 1-octylperoxyoctane Chemical group CCCCCCCCOOCCCCCCCC LWRXNMLZNDYFAW-UHFFFAOYSA-N 0.000 description 1
- FEDJITLANNITHZ-UHFFFAOYSA-N 12-ethoxydodecyl prop-2-enoate Chemical compound C(C=C)(=O)OCCCCCCCCCCCCOCC FEDJITLANNITHZ-UHFFFAOYSA-N 0.000 description 1
- KGRVJHAUYBGFFP-UHFFFAOYSA-N 2,2'-Methylenebis(4-methyl-6-tert-butylphenol) Chemical compound CC(C)(C)C1=CC(C)=CC(CC=2C(=C(C=C(C)C=2)C(C)(C)C)O)=C1O KGRVJHAUYBGFFP-UHFFFAOYSA-N 0.000 description 1
- VBHXIMACZBQHPX-UHFFFAOYSA-N 2,2,2-trifluoroethyl prop-2-enoate Chemical compound FC(F)(F)COC(=O)C=C VBHXIMACZBQHPX-UHFFFAOYSA-N 0.000 description 1
- IMHQFVGHBDXALM-UHFFFAOYSA-N 2,2-diethylhexanoic acid Chemical compound CCCCC(CC)(CC)C(O)=O IMHQFVGHBDXALM-UHFFFAOYSA-N 0.000 description 1
- BJELTSYBAHKXRW-UHFFFAOYSA-N 2,4,6-triallyloxy-1,3,5-triazine Chemical compound C=CCOC1=NC(OCC=C)=NC(OCC=C)=N1 BJELTSYBAHKXRW-UHFFFAOYSA-N 0.000 description 1
- UDFARPRXWMDFQU-UHFFFAOYSA-N 2,6-ditert-butyl-4-[(3,5-ditert-butyl-4-hydroxyphenyl)methylsulfanylmethyl]phenol Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CSCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 UDFARPRXWMDFQU-UHFFFAOYSA-N 0.000 description 1
- LCPVQAHEFVXVKT-UHFFFAOYSA-N 2-(2,4-difluorophenoxy)pyridin-3-amine Chemical compound NC1=CC=CN=C1OC1=CC=C(F)C=C1F LCPVQAHEFVXVKT-UHFFFAOYSA-N 0.000 description 1
- BMFMTNROJASFBW-UHFFFAOYSA-N 2-(furan-2-ylmethylsulfinyl)acetic acid Chemical compound OC(=O)CS(=O)CC1=CC=CO1 BMFMTNROJASFBW-UHFFFAOYSA-N 0.000 description 1
- 125000000022 2-aminoethyl group Chemical group [H]C([*])([H])C([H])([H])N([H])[H] 0.000 description 1
- BAXXIBXLWXEPGF-UHFFFAOYSA-N 2-benzyl-1-methylbenzimidazole Chemical compound N=1C2=CC=CC=C2N(C)C=1CC1=CC=CC=C1 BAXXIBXLWXEPGF-UHFFFAOYSA-N 0.000 description 1
- YKULOVFSPVKQHY-UHFFFAOYSA-N 2-benzyl-1-methylimidazole Chemical compound CN1C=CN=C1CC1=CC=CC=C1 YKULOVFSPVKQHY-UHFFFAOYSA-N 0.000 description 1
- CMPIGRYBIGUGTH-UHFFFAOYSA-N 2-bromoprop-2-enenitrile Chemical compound BrC(=C)C#N CMPIGRYBIGUGTH-UHFFFAOYSA-N 0.000 description 1
- PMAAOHONJPSASX-UHFFFAOYSA-N 2-butylperoxypropan-2-ylbenzene Chemical group CCCCOOC(C)(C)C1=CC=CC=C1 PMAAOHONJPSASX-UHFFFAOYSA-N 0.000 description 1
- HPXZPGREUDTEDG-UHFFFAOYSA-N 2-chloro-N-(2-chlorocyclopentyl)cyclopentan-1-amine Chemical group ClC1C(CCC1)NC1C(CCC1)Cl HPXZPGREUDTEDG-UHFFFAOYSA-N 0.000 description 1
- OYUNTGBISCIYPW-UHFFFAOYSA-N 2-chloroprop-2-enenitrile Chemical compound ClC(=C)C#N OYUNTGBISCIYPW-UHFFFAOYSA-N 0.000 description 1
- JTRYNWUIJGJZTI-UHFFFAOYSA-N 2-ethoxy-1-methyl-4,5-dihydroimidazole Chemical compound CCOC1=NCCN1C JTRYNWUIJGJZTI-UHFFFAOYSA-N 0.000 description 1
- IHMJZVNIWYLQSX-UHFFFAOYSA-N 2-ethoxy-1-methylimidazole Chemical compound CCOC1=NC=CN1C IHMJZVNIWYLQSX-UHFFFAOYSA-N 0.000 description 1
- LRZVCQMHMOPSLT-UHFFFAOYSA-N 2-ethyl-1,4-dimethyl-4,5-dihydroimidazole Chemical compound CCC1=NC(C)CN1C LRZVCQMHMOPSLT-UHFFFAOYSA-N 0.000 description 1
- GVQDVIAKPKRTFJ-UHFFFAOYSA-N 2-ethyl-1,4-dimethylimidazole Chemical compound CCC1=NC(C)=CN1C GVQDVIAKPKRTFJ-UHFFFAOYSA-N 0.000 description 1
- WROUWQQRXUBECT-UHFFFAOYSA-N 2-ethylacrylic acid Chemical compound CCC(=C)C(O)=O WROUWQQRXUBECT-UHFFFAOYSA-N 0.000 description 1
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 1
- GWZMWHWAWHPNHN-UHFFFAOYSA-N 2-hydroxypropyl prop-2-enoate Chemical compound CC(O)COC(=O)C=C GWZMWHWAWHPNHN-UHFFFAOYSA-N 0.000 description 1
- OKVDGQVSUDTBJI-UHFFFAOYSA-N 2-methoxy-1-methylimidazole Chemical compound COC1=NC=CN1C OKVDGQVSUDTBJI-UHFFFAOYSA-N 0.000 description 1
- YXYJVFYWCLAXHO-UHFFFAOYSA-N 2-methoxyethyl 2-methylprop-2-enoate Chemical compound COCCOC(=O)C(C)=C YXYJVFYWCLAXHO-UHFFFAOYSA-N 0.000 description 1
- TVWBTVJBDFTVOW-UHFFFAOYSA-N 2-methyl-1-(2-methylpropylperoxy)propane Chemical group CC(C)COOCC(C)C TVWBTVJBDFTVOW-UHFFFAOYSA-N 0.000 description 1
- ZQNVWAQNCHHONO-UHFFFAOYSA-N 2-methyl-1-phenylimidazole Chemical compound CC1=NC=CN1C1=CC=CC=C1 ZQNVWAQNCHHONO-UHFFFAOYSA-N 0.000 description 1
- TVONJMOVBKMLOM-UHFFFAOYSA-N 2-methylidenebutanenitrile Chemical compound CCC(=C)C#N TVONJMOVBKMLOM-UHFFFAOYSA-N 0.000 description 1
- FRQQKWGDKVGLFI-UHFFFAOYSA-N 2-methylundecane-2-thiol Chemical compound CCCCCCCCCC(C)(C)S FRQQKWGDKVGLFI-UHFFFAOYSA-N 0.000 description 1
- UWTGFRRQPGZXCA-UHFFFAOYSA-N 2-n,3-n-dimethoxybutane-2,3-diimine Chemical compound CON=C(C)C(C)=NOC UWTGFRRQPGZXCA-UHFFFAOYSA-N 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- KGIGUEBEKRSTEW-UHFFFAOYSA-N 2-vinylpyridine Chemical compound C=CC1=CC=CC=N1 KGIGUEBEKRSTEW-UHFFFAOYSA-N 0.000 description 1
- HUWXDEQWWKGHRV-UHFFFAOYSA-N 3,3'-Dichlorobenzidine Chemical compound C1=C(Cl)C(N)=CC=C1C1=CC=C(N)C(Cl)=C1 HUWXDEQWWKGHRV-UHFFFAOYSA-N 0.000 description 1
- APNWEKCPTATOHG-UHFFFAOYSA-N 3,4-bis(hydrazinecarbonyl)benzoic acid Chemical compound NNC(=O)C1=CC=C(C(O)=O)C=C1C(=O)NN APNWEKCPTATOHG-UHFFFAOYSA-N 0.000 description 1
- QPIRYFWCAHUZTB-UHFFFAOYSA-N 3,5,5-trimethyl-1-(3,5,5-trimethylhexylperoxy)hexane Chemical compound CC(C)(C)CC(C)CCOOCCC(C)CC(C)(C)C QPIRYFWCAHUZTB-UHFFFAOYSA-N 0.000 description 1
- LYJULXSXXSDOJA-UHFFFAOYSA-N 3-(1-ethylcyclohexyl)oxycarbonylbut-3-enoic acid Chemical compound OC(=O)CC(=C)C(=O)OC1(CC)CCCCC1 LYJULXSXXSDOJA-UHFFFAOYSA-N 0.000 description 1
- NGDAEKXSRNRFQY-UHFFFAOYSA-N 3-(1-methylcyclopentyl)oxycarbonylbut-3-enoic acid Chemical compound OC(=O)CC(=C)C(=O)OC1(C)CCCC1 NGDAEKXSRNRFQY-UHFFFAOYSA-N 0.000 description 1
- FRIBMENBGGCKPD-UHFFFAOYSA-N 3-(2,3-dimethoxyphenyl)prop-2-enal Chemical compound COC1=CC=CC(C=CC=O)=C1OC FRIBMENBGGCKPD-UHFFFAOYSA-N 0.000 description 1
- CARNFEUGBMWTON-UHFFFAOYSA-N 3-(2-prop-2-enoxyethoxy)prop-1-ene Chemical compound C=CCOCCOCC=C CARNFEUGBMWTON-UHFFFAOYSA-N 0.000 description 1
- OKAAOWIRPHWLGF-UHFFFAOYSA-N 3-(3,5-ditert-butyl-4-hydroxyphenyl)octadecyl propanoate Chemical compound CCCCCCCCCCCCCCCC(CCOC(=O)CC)C1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 OKAAOWIRPHWLGF-UHFFFAOYSA-N 0.000 description 1
- DOYKFSOCSXVQAN-UHFFFAOYSA-N 3-[diethoxy(methyl)silyl]propyl 2-methylprop-2-enoate Chemical compound CCO[Si](C)(OCC)CCCOC(=O)C(C)=C DOYKFSOCSXVQAN-UHFFFAOYSA-N 0.000 description 1
- LZMNXXQIQIHFGC-UHFFFAOYSA-N 3-[dimethoxy(methyl)silyl]propyl 2-methylprop-2-enoate Chemical compound CO[Si](C)(OC)CCCOC(=O)C(C)=C LZMNXXQIQIHFGC-UHFFFAOYSA-N 0.000 description 1
- OXYZDRAJMHGSMW-UHFFFAOYSA-N 3-chloropropyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)CCCCl OXYZDRAJMHGSMW-UHFFFAOYSA-N 0.000 description 1
- MZKAPEHLYVLVSW-UHFFFAOYSA-N 3-cycloheptyloxycarbonylbut-3-enoic acid Chemical compound OC(=O)CC(=C)C(=O)OC1CCCCCC1 MZKAPEHLYVLVSW-UHFFFAOYSA-N 0.000 description 1
- NQHWGQCRGNOLOD-UHFFFAOYSA-N 3-cyclohexyloxycarbonylbut-3-enoic acid Chemical compound OC(=O)CC(=C)C(=O)OC1CCCCC1 NQHWGQCRGNOLOD-UHFFFAOYSA-N 0.000 description 1
- SSXZBUGTRRPNGB-UHFFFAOYSA-N 3-cyclopentyloxycarbonylbut-3-enoic acid Chemical compound OC(=O)CC(=C)C(=O)OC1CCCC1 SSXZBUGTRRPNGB-UHFFFAOYSA-N 0.000 description 1
- IZUVGRMMRWJVKU-UHFFFAOYSA-N 3-ethoxycarbonylbut-3-enoic acid Chemical compound CCOC(=O)C(=C)CC(O)=O IZUVGRMMRWJVKU-UHFFFAOYSA-N 0.000 description 1
- UACBZRBYLSMNGV-UHFFFAOYSA-N 3-ethoxypropyl prop-2-enoate Chemical compound CCOCCCOC(=O)C=C UACBZRBYLSMNGV-UHFFFAOYSA-N 0.000 description 1
- KBFJHOCTSIMQKL-UHFFFAOYSA-N 3-methoxycarbonylbut-3-enoic acid Chemical compound COC(=O)C(=C)CC(O)=O KBFJHOCTSIMQKL-UHFFFAOYSA-N 0.000 description 1
- ATVJXMYDOSMEPO-UHFFFAOYSA-N 3-prop-2-enoxyprop-1-ene Chemical compound C=CCOCC=C ATVJXMYDOSMEPO-UHFFFAOYSA-N 0.000 description 1
- NEAHVGRDHLQWPP-UHFFFAOYSA-N 3-propoxycarbonylbut-3-enoic acid Chemical compound CCCOC(=O)C(=C)CC(O)=O NEAHVGRDHLQWPP-UHFFFAOYSA-N 0.000 description 1
- URDOJQUSEUXVRP-UHFFFAOYSA-N 3-triethoxysilylpropyl 2-methylprop-2-enoate Chemical compound CCO[Si](OCC)(OCC)CCCOC(=O)C(C)=C URDOJQUSEUXVRP-UHFFFAOYSA-N 0.000 description 1
- SJECZPVISLOESU-UHFFFAOYSA-N 3-trimethoxysilylpropan-1-amine Chemical compound CO[Si](OC)(OC)CCCN SJECZPVISLOESU-UHFFFAOYSA-N 0.000 description 1
- UUEWCQRISZBELL-UHFFFAOYSA-N 3-trimethoxysilylpropane-1-thiol Chemical compound CO[Si](OC)(OC)CCCS UUEWCQRISZBELL-UHFFFAOYSA-N 0.000 description 1
- XDLMVUHYZWKMMD-UHFFFAOYSA-N 3-trimethoxysilylpropyl 2-methylprop-2-enoate Chemical compound CO[Si](OC)(OC)CCCOC(=O)C(C)=C XDLMVUHYZWKMMD-UHFFFAOYSA-N 0.000 description 1
- KBQVDAIIQCXKPI-UHFFFAOYSA-N 3-trimethoxysilylpropyl prop-2-enoate Chemical compound CO[Si](OC)(OC)CCCOC(=O)C=C KBQVDAIIQCXKPI-UHFFFAOYSA-N 0.000 description 1
- YBRVSVVVWCFQMG-UHFFFAOYSA-N 4,4'-diaminodiphenylmethane Chemical compound C1=CC(N)=CC=C1CC1=CC=C(N)C=C1 YBRVSVVVWCFQMG-UHFFFAOYSA-N 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- KHAHWKLZGBIAKT-UHFFFAOYSA-N 4-(4-methylpyrimidin-2-yl)benzaldehyde Chemical compound CC1=CC=NC(C=2C=CC(C=O)=CC=2)=N1 KHAHWKLZGBIAKT-UHFFFAOYSA-N 0.000 description 1
- FLSWTQFQYDKATC-UHFFFAOYSA-N 4-(cyclohexylamino)butan-1-ol Chemical compound OCCCCNC1CCCCC1 FLSWTQFQYDKATC-UHFFFAOYSA-N 0.000 description 1
- YSIUOTWIDXMASD-UHFFFAOYSA-N 4-[(3-ethenylphenyl)methoxy]-n-phenylaniline Chemical compound C=CC1=CC=CC(COC=2C=CC(NC=3C=CC=CC=3)=CC=2)=C1 YSIUOTWIDXMASD-UHFFFAOYSA-N 0.000 description 1
- DENHXEKPORGHGI-UHFFFAOYSA-N 4-cyanobutyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCCC#N DENHXEKPORGHGI-UHFFFAOYSA-N 0.000 description 1
- FJKROLUGYXJWQN-UHFFFAOYSA-N 4-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
- LPDDIVRSCAXDIN-UHFFFAOYSA-N 4-methoxy-1-methylimidazole Chemical compound COC1=CN(C)C=N1 LPDDIVRSCAXDIN-UHFFFAOYSA-N 0.000 description 1
- GAKWESOCALHOKH-UHFFFAOYSA-N 4-methoxybutyl prop-2-enoate Chemical compound COCCCCOC(=O)C=C GAKWESOCALHOKH-UHFFFAOYSA-N 0.000 description 1
- WXAIEIRYBSKHDP-UHFFFAOYSA-N 4-phenyl-n-(4-phenylphenyl)-n-[4-[4-(4-phenyl-n-(4-phenylphenyl)anilino)phenyl]phenyl]aniline Chemical compound C1=CC=CC=C1C1=CC=C(N(C=2C=CC(=CC=2)C=2C=CC=CC=2)C=2C=CC(=CC=2)C=2C=CC(=CC=2)N(C=2C=CC(=CC=2)C=2C=CC=CC=2)C=2C=CC(=CC=2)C=2C=CC=CC=2)C=C1 WXAIEIRYBSKHDP-UHFFFAOYSA-N 0.000 description 1
- XLDCCQTYOMRNHU-UHFFFAOYSA-N 5-ethoxypentyl 2-methylprop-2-enoate Chemical compound CCOCCCCCOC(=O)C(C)=C XLDCCQTYOMRNHU-UHFFFAOYSA-N 0.000 description 1
- ZVVFVKJZNVSANF-UHFFFAOYSA-N 6-[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxy]hexyl 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CCC(=O)OCCCCCCOC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 ZVVFVKJZNVSANF-UHFFFAOYSA-N 0.000 description 1
- LCKPEFUXKRSTMA-UHFFFAOYSA-N 6-propan-2-yl-7-oxabicyclo[4.1.0]hepta-2,4-diene Chemical compound C1=CC=CC2(C(C)C)C1O2 LCKPEFUXKRSTMA-UHFFFAOYSA-N 0.000 description 1
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Natural products CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- 229910002012 Aerosil® Inorganic materials 0.000 description 1
- ZDZVKPXKLLLOOA-UHFFFAOYSA-N Allylmalonic acid Chemical compound OC(=O)C(C(O)=O)CC=C ZDZVKPXKLLLOOA-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- XNCOSPRUTUOJCJ-UHFFFAOYSA-N Biguanide Chemical compound NC(N)=NC(N)=N XNCOSPRUTUOJCJ-UHFFFAOYSA-N 0.000 description 1
- 229940123208 Biguanide Drugs 0.000 description 1
- IGWOBAKWVRPSLC-UHFFFAOYSA-N COCCO[SiH3].C(=C)[SiH3] Chemical compound COCCO[SiH3].C(=C)[SiH3] IGWOBAKWVRPSLC-UHFFFAOYSA-N 0.000 description 1
- LRQFAKJZSFCUAW-UHFFFAOYSA-N C[Si](CCCOCC1CO1)(CC)CC Chemical compound C[Si](CCCOCC1CO1)(CC)CC LRQFAKJZSFCUAW-UHFFFAOYSA-N 0.000 description 1
- WBYWAXJHAXSJNI-SREVYHEPSA-N Cinnamic acid Chemical compound OC(=O)\C=C/C1=CC=CC=C1 WBYWAXJHAXSJNI-SREVYHEPSA-N 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 1
- 239000004641 Diallyl-phthalate Substances 0.000 description 1
- PYGXAGIECVVIOZ-UHFFFAOYSA-N Dibutyl decanedioate Chemical compound CCCCOC(=O)CCCCCCCCC(=O)OCCCC PYGXAGIECVVIOZ-UHFFFAOYSA-N 0.000 description 1
- RUPBZQFQVRMKDG-UHFFFAOYSA-M Didecyldimethylammonium chloride Chemical compound [Cl-].CCCCCCCCCC[N+](C)(C)CCCCCCCCCC RUPBZQFQVRMKDG-UHFFFAOYSA-M 0.000 description 1
- 241000698776 Duma Species 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
- 240000002989 Euphorbia neriifolia Species 0.000 description 1
- 244000043261 Hevea brasiliensis Species 0.000 description 1
- 239000005909 Kieselgur Substances 0.000 description 1
- ZDXPYRJPNDTMRX-VKHMYHEASA-N L-glutamine Chemical compound OC(=O)[C@@H](N)CCC(N)=O ZDXPYRJPNDTMRX-VKHMYHEASA-N 0.000 description 1
- 239000005639 Lauric acid Substances 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- FHQDWPCFSJMNCT-UHFFFAOYSA-N N(tele)-methylhistamine Chemical compound CN1C=NC(CCN)=C1 FHQDWPCFSJMNCT-UHFFFAOYSA-N 0.000 description 1
- DCCXGABRYDDMRK-UHFFFAOYSA-N N-(4-ethoxybutyl)cyclohexanamine Chemical compound C(C)OCCCCNC1CCCCC1 DCCXGABRYDDMRK-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- BGZLOPMUTWQWML-UHFFFAOYSA-K O.O.O.O.C(CN(CC(=O)[O-])CC(=O)[O-])N(CC(=O)O)CC(=O)[O-].[Na+].[Fe+2] Chemical compound O.O.O.O.C(CN(CC(=O)[O-])CC(=O)[O-])N(CC(=O)O)CC(=O)[O-].[Na+].[Fe+2] BGZLOPMUTWQWML-UHFFFAOYSA-K 0.000 description 1
- 229940123973 Oxygen scavenger Drugs 0.000 description 1
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 1
- 235000021314 Palmitic acid Nutrition 0.000 description 1
- 244000131316 Panax pseudoginseng Species 0.000 description 1
- 235000005035 Panax pseudoginseng ssp. pseudoginseng Nutrition 0.000 description 1
- 235000003140 Panax quinquefolius Nutrition 0.000 description 1
- 235000004347 Perilla Nutrition 0.000 description 1
- 244000124853 Perilla frutescens Species 0.000 description 1
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- 229920001214 Polysorbate 60 Polymers 0.000 description 1
- 125000000066 S-methyl group Chemical group [H]C([H])([H])S* 0.000 description 1
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- YSMRWXYRXBRSND-UHFFFAOYSA-N TOTP Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C YSMRWXYRXBRSND-UHFFFAOYSA-N 0.000 description 1
- BOTDANWDWHJENH-UHFFFAOYSA-N Tetraethyl orthosilicate Chemical group CCO[Si](OCC)(OCC)OCC BOTDANWDWHJENH-UHFFFAOYSA-N 0.000 description 1
- 240000002657 Thymus vulgaris Species 0.000 description 1
- 235000007303 Thymus vulgaris Nutrition 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- DAKWPKUUDNSNPN-UHFFFAOYSA-N Trimethylolpropane triacrylate Chemical compound C=CC(=O)OCC(CC)(COC(=O)C=C)COC(=O)C=C DAKWPKUUDNSNPN-UHFFFAOYSA-N 0.000 description 1
- 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 1
- 239000007983 Tris buffer Substances 0.000 description 1
- AXMVYSVVTMKQSL-UHFFFAOYSA-N UNPD142122 Natural products OC1=CC=C(C=CC=O)C=C1O AXMVYSVVTMKQSL-UHFFFAOYSA-N 0.000 description 1
- 229920006311 Urethane elastomer Polymers 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- FDLQZKYLHJJBHD-UHFFFAOYSA-N [3-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=CC(CN)=C1 FDLQZKYLHJJBHD-UHFFFAOYSA-N 0.000 description 1
- BGYHLZZASRKEJE-UHFFFAOYSA-N [3-[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxy]-2,2-bis[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxymethyl]propyl] 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CCC(=O)OCC(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 BGYHLZZASRKEJE-UHFFFAOYSA-N 0.000 description 1
- ISKQADXMHQSTHK-UHFFFAOYSA-N [4-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=C(CN)C=C1 ISKQADXMHQSTHK-UHFFFAOYSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 description 1
- 239000006230 acetylene black Substances 0.000 description 1
- 125000004018 acid anhydride group Chemical group 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 229920000800 acrylic rubber Polymers 0.000 description 1
- 230000003213 activating effect Effects 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- WNLRTRBMVRJNCN-UHFFFAOYSA-L adipate(2-) Chemical compound [O-]C(=O)CCCCC([O-])=O WNLRTRBMVRJNCN-UHFFFAOYSA-L 0.000 description 1
- 239000003463 adsorbent Substances 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 125000004183 alkoxy alkyl group Chemical group 0.000 description 1
- 125000005078 alkoxycarbonylalkyl group Chemical group 0.000 description 1
- 150000008055 alkyl aryl sulfonates Chemical class 0.000 description 1
- 150000004996 alkyl benzenes Chemical class 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 229910001870 ammonium persulfate Inorganic materials 0.000 description 1
- SRGBNANKQPZXFZ-UHFFFAOYSA-N aniline;butanal Chemical compound CCCC=O.NC1=CC=CC=C1 SRGBNANKQPZXFZ-UHFFFAOYSA-N 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000002216 antistatic agent Substances 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- KQNZLOUWXSAZGD-UHFFFAOYSA-N benzylperoxymethylbenzene Chemical compound C=1C=CC=CC=1COOCC1=CC=CC=C1 KQNZLOUWXSAZGD-UHFFFAOYSA-N 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 1
- ZFMQKOWCDKKBIF-UHFFFAOYSA-N bis(3,5-difluorophenyl)phosphane Chemical compound FC1=CC(F)=CC(PC=2C=C(F)C=C(F)C=2)=C1 ZFMQKOWCDKKBIF-UHFFFAOYSA-N 0.000 description 1
- ZPOLOEWJWXZUSP-AATRIKPKSA-N bis(prop-2-enyl) (e)-but-2-enedioate Chemical compound C=CCOC(=O)\C=C\C(=O)OCC=C ZPOLOEWJWXZUSP-AATRIKPKSA-N 0.000 description 1
- QUDWYFHPNIMBFC-UHFFFAOYSA-N bis(prop-2-enyl) benzene-1,2-dicarboxylate Chemical compound C=CCOC(=O)C1=CC=CC=C1C(=O)OCC=C QUDWYFHPNIMBFC-UHFFFAOYSA-N 0.000 description 1
- 239000000872 buffer Substances 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- TZTZMJWHBSNJTD-UHFFFAOYSA-N butanedioic acid;hydrazine Chemical compound NN.OC(=O)CCC(O)=O TZTZMJWHBSNJTD-UHFFFAOYSA-N 0.000 description 1
- IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 1
- RHZIVIGKRFVETQ-UHFFFAOYSA-N butyl 2-methylpropaneperoxoate Chemical group CCCCOOC(=O)C(C)C RHZIVIGKRFVETQ-UHFFFAOYSA-N 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 150000001733 carboxylic acid esters Chemical class 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 239000006231 channel black Substances 0.000 description 1
- YACLQRRMGMJLJV-UHFFFAOYSA-N chloroprene Chemical compound ClC(=C)C=C YACLQRRMGMJLJV-UHFFFAOYSA-N 0.000 description 1
- 229930016911 cinnamic acid Natural products 0.000 description 1
- 235000013985 cinnamic acid Nutrition 0.000 description 1
- KJPRLNWUNMBNBZ-UHFFFAOYSA-N cinnamic aldehyde Natural products O=CC=CC1=CC=CC=C1 KJPRLNWUNMBNBZ-UHFFFAOYSA-N 0.000 description 1
- 229940117916 cinnamic aldehyde Drugs 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 229910052570 clay Inorganic materials 0.000 description 1
- 239000008139 complexing agent Substances 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 description 1
- 125000004966 cyanoalkyl group Chemical group 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- SJJCABYOVIHNPZ-UHFFFAOYSA-N cyclohexyl-dimethoxy-methylsilane Chemical compound CO[Si](C)(OC)C1CCCCC1 SJJCABYOVIHNPZ-UHFFFAOYSA-N 0.000 description 1
- 238000013016 damping Methods 0.000 description 1
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 description 1
- FJBFPHVGVWTDIP-UHFFFAOYSA-N dibromomethane Chemical compound BrCBr FJBFPHVGVWTDIP-UHFFFAOYSA-N 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- RHMZKSWPMYAOAZ-UHFFFAOYSA-N diethyl peroxide Chemical group CCOOCC RHMZKSWPMYAOAZ-UHFFFAOYSA-N 0.000 description 1
- PPHRDSXZGAXPOG-UHFFFAOYSA-N dihydroxyphosphanyl dioctyl phosphite Chemical compound CCCCCCCCOP(OCCCCCCCC)OP(O)O PPHRDSXZGAXPOG-UHFFFAOYSA-N 0.000 description 1
- HBGGXOJOCNVPFY-UHFFFAOYSA-N diisononyl phthalate Chemical compound CC(C)CCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCC(C)C HBGGXOJOCNVPFY-UHFFFAOYSA-N 0.000 description 1
- AHUXYBVKTIBBJW-UHFFFAOYSA-N dimethoxy(diphenyl)silane Chemical group C=1C=CC=CC=1[Si](OC)(OC)C1=CC=CC=C1 AHUXYBVKTIBBJW-UHFFFAOYSA-N 0.000 description 1
- WHGNXNCOTZPEEK-UHFFFAOYSA-N dimethoxy-methyl-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](C)(OC)CCCOCC1CO1 WHGNXNCOTZPEEK-UHFFFAOYSA-N 0.000 description 1
- ZDSFBVVBFMKMRF-UHFFFAOYSA-N dimethyl-bis(prop-2-enyl)silane Chemical group C=CC[Si](C)(C)CC=C ZDSFBVVBFMKMRF-UHFFFAOYSA-N 0.000 description 1
- JGUQDUKBUKFFRO-CIIODKQPSA-N dimethylglyoxime Chemical compound O/N=C(/C)\C(\C)=N\O JGUQDUKBUKFFRO-CIIODKQPSA-N 0.000 description 1
- 239000001177 diphosphate Substances 0.000 description 1
- XPPKVPWEQAFLFU-UHFFFAOYSA-J diphosphate(4-) Chemical compound [O-]P([O-])(=O)OP([O-])([O-])=O XPPKVPWEQAFLFU-UHFFFAOYSA-J 0.000 description 1
- 235000011180 diphosphates Nutrition 0.000 description 1
- 239000003792 electrolyte Substances 0.000 description 1
- 125000003700 epoxy group Chemical group 0.000 description 1
- QRGLHPKCXDINKY-UHFFFAOYSA-N ethenyl 2,3,4,5,6-pentafluorobenzoate Chemical compound FC1=C(F)C(F)=C(C(=O)OC=C)C(F)=C1F QRGLHPKCXDINKY-UHFFFAOYSA-N 0.000 description 1
- FWDBOZPQNFPOLF-UHFFFAOYSA-N ethenyl(triethoxy)silane Chemical compound CCO[Si](OCC)(OCC)C=C FWDBOZPQNFPOLF-UHFFFAOYSA-N 0.000 description 1
- UREOZNJAZZUPGJ-UHFFFAOYSA-N ethenyl(triethoxy)silane silane Chemical compound [SiH4].CCO[Si](OCC)(OCC)C=C UREOZNJAZZUPGJ-UHFFFAOYSA-N 0.000 description 1
- NKSJNEHGWDZZQF-UHFFFAOYSA-N ethenyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)C=C NKSJNEHGWDZZQF-UHFFFAOYSA-N 0.000 description 1
- CWAFVXWRGIEBPL-UHFFFAOYSA-N ethoxysilane Chemical group CCO[SiH3] CWAFVXWRGIEBPL-UHFFFAOYSA-N 0.000 description 1
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 1
- 229920006242 ethylene acrylic acid copolymer Polymers 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000011790 ferrous sulphate Substances 0.000 description 1
- 235000003891 ferrous sulphate Nutrition 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 125000003709 fluoroalkyl group Chemical group 0.000 description 1
- NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical compound FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 description 1
- 239000004088 foaming agent Substances 0.000 description 1
- NVVZQXQBYZPMLJ-UHFFFAOYSA-N formaldehyde;naphthalene-1-sulfonic acid Chemical compound O=C.C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 NVVZQXQBYZPMLJ-UHFFFAOYSA-N 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 1
- 239000002783 friction material Substances 0.000 description 1
- 239000002828 fuel tank Substances 0.000 description 1
- XLYMOEINVGRTEX-UHFFFAOYSA-N fumaric acid monoethyl ester Natural products CCOC(=O)C=CC(O)=O XLYMOEINVGRTEX-UHFFFAOYSA-N 0.000 description 1
- 229910021485 fumed silica Inorganic materials 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 239000006232 furnace black Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 238000007429 general method Methods 0.000 description 1
- 235000008434 ginseng Nutrition 0.000 description 1
- ZDXPYRJPNDTMRX-UHFFFAOYSA-N glutamine Natural products OC(=O)C(N)CCC(N)=O ZDXPYRJPNDTMRX-UHFFFAOYSA-N 0.000 description 1
- 239000010439 graphite Substances 0.000 description 1
- 229910002804 graphite Inorganic materials 0.000 description 1
- 150000008282 halocarbons Chemical group 0.000 description 1
- PYGSKMBEVAICCR-UHFFFAOYSA-N hexa-1,5-diene Chemical group C=CCCC=C PYGSKMBEVAICCR-UHFFFAOYSA-N 0.000 description 1
- 125000004836 hexamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 1
- 238000007731 hot pressing Methods 0.000 description 1
- LOEUCBBZEHMJQN-UHFFFAOYSA-N hydrazine;oxalic acid Chemical compound NN.OC(=O)C(O)=O LOEUCBBZEHMJQN-UHFFFAOYSA-N 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
- 150000002432 hydroperoxides Chemical class 0.000 description 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- 238000001746 injection moulding Methods 0.000 description 1
- 150000004694 iodide salts Chemical class 0.000 description 1
- 238000005342 ion exchange Methods 0.000 description 1
- 239000003456 ion exchange resin Substances 0.000 description 1
- 229920003303 ion-exchange polymer Polymers 0.000 description 1
- BAUYGSIQEAFULO-UHFFFAOYSA-L iron(2+) sulfate (anhydrous) Chemical compound [Fe+2].[O-]S([O-])(=O)=O BAUYGSIQEAFULO-UHFFFAOYSA-L 0.000 description 1
- 229910000359 iron(II) sulfate Inorganic materials 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 1
- PBOSTUDLECTMNL-UHFFFAOYSA-N lauryl acrylate Chemical compound CCCCCCCCCCCCOC(=O)C=C PBOSTUDLECTMNL-UHFFFAOYSA-N 0.000 description 1
- 239000004611 light stabiliser Substances 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 229940018564 m-phenylenediamine Drugs 0.000 description 1
- 239000000395 magnesium oxide Substances 0.000 description 1
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 1
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 1
- 150000002688 maleic acid derivatives Chemical class 0.000 description 1
- 238000000691 measurement method Methods 0.000 description 1
- HNEGQIOMVPPMNR-NSCUHMNNSA-N mesaconic acid Chemical compound OC(=O)C(/C)=C/C(O)=O HNEGQIOMVPPMNR-NSCUHMNNSA-N 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- SINFYWWJOCXYFD-UHFFFAOYSA-N methoxymethyl prop-2-enoate Chemical compound COCOC(=O)C=C SINFYWWJOCXYFD-UHFFFAOYSA-N 0.000 description 1
- YSMXUKCQJRLKCT-UHFFFAOYSA-N methyl 5-(cyclopentylamino)pentanoate Chemical group COC(=O)CCCCNC1CCCC1 YSMXUKCQJRLKCT-UHFFFAOYSA-N 0.000 description 1
- CKAATAKBZCQWRZ-UHFFFAOYSA-N methyl 8-(cyclohexylamino)octanoate Chemical group COC(=O)CCCCCCCNC1CCCCC1 CKAATAKBZCQWRZ-UHFFFAOYSA-N 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- NKHAVTQWNUWKEO-IHWYPQMZSA-N methyl hydrogen fumarate Chemical compound COC(=O)\C=C/C(O)=O NKHAVTQWNUWKEO-IHWYPQMZSA-N 0.000 description 1
- WBYWAXJHAXSJNI-UHFFFAOYSA-N methyl p-hydroxycinnamate Natural products OC(=O)C=CC1=CC=CC=C1 WBYWAXJHAXSJNI-UHFFFAOYSA-N 0.000 description 1
- HNEGQIOMVPPMNR-UHFFFAOYSA-N methylfumaric acid Natural products OC(=O)C(C)=CC(O)=O HNEGQIOMVPPMNR-UHFFFAOYSA-N 0.000 description 1
- NKHAVTQWNUWKEO-NSCUHMNNSA-N monomethyl fumarate Chemical compound COC(=O)\C=C\C(O)=O NKHAVTQWNUWKEO-NSCUHMNNSA-N 0.000 description 1
- INJVFBCDVXYHGQ-UHFFFAOYSA-N n'-(3-triethoxysilylpropyl)ethane-1,2-diamine Chemical compound CCO[Si](OCC)(OCC)CCCNCCN INJVFBCDVXYHGQ-UHFFFAOYSA-N 0.000 description 1
- DJCMNJFKSYGZLF-UHFFFAOYSA-N n'-cyclohexylheptane-1,7-diamine Chemical group NCCCCCCCNC1CCCCC1 DJCMNJFKSYGZLF-UHFFFAOYSA-N 0.000 description 1
- KFICFRXVWYPCCL-UHFFFAOYSA-N n'-cyclopentylpropane-1,3-diamine Chemical group NCCCNC1CCCC1 KFICFRXVWYPCCL-UHFFFAOYSA-N 0.000 description 1
- KQJSKPGDJLWHCN-UHFFFAOYSA-N n-(2-methoxyethyl)cyclopentanamine Chemical compound COCCNC1CCCC1 KQJSKPGDJLWHCN-UHFFFAOYSA-N 0.000 description 1
- KBJFYLLAMSZSOG-UHFFFAOYSA-N n-(3-trimethoxysilylpropyl)aniline Chemical compound CO[Si](OC)(OC)CCCNC1=CC=CC=C1 KBJFYLLAMSZSOG-UHFFFAOYSA-N 0.000 description 1
- GFSJJVJWCAMZEV-UHFFFAOYSA-N n-(4-anilinophenyl)-2-methylprop-2-enamide Chemical compound C1=CC(NC(=O)C(=C)C)=CC=C1NC1=CC=CC=C1 GFSJJVJWCAMZEV-UHFFFAOYSA-N 0.000 description 1
- HKLPOBRVSAUJSG-UHFFFAOYSA-N n-(4-anilinophenyl)prop-2-enamide Chemical compound C1=CC(NC(=O)C=C)=CC=C1NC1=CC=CC=C1 HKLPOBRVSAUJSG-UHFFFAOYSA-N 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
- VXXLEXCQCSPKFI-UHFFFAOYSA-N n-butylcyclohexanamine Chemical compound CCCCNC1CCCCC1 VXXLEXCQCSPKFI-UHFFFAOYSA-N 0.000 description 1
- IDSLZDNFOXAOHR-UHFFFAOYSA-N n-butylcyclopentanamine Chemical compound CCCCNC1CCCC1 IDSLZDNFOXAOHR-UHFFFAOYSA-N 0.000 description 1
- LYFALQJXGVLXBL-UHFFFAOYSA-N n-cycloheptylcycloheptanamine Chemical compound C1CCCCCC1NC1CCCCCC1 LYFALQJXGVLXBL-UHFFFAOYSA-N 0.000 description 1
- AGVKXDPPPSLISR-UHFFFAOYSA-N n-ethylcyclohexanamine Chemical compound CCNC1CCCCC1 AGVKXDPPPSLISR-UHFFFAOYSA-N 0.000 description 1
- HVOQWBBSZCCVFS-UHFFFAOYSA-N n-heptylcyclohexanamine Chemical compound CCCCCCCNC1CCCCC1 HVOQWBBSZCCVFS-UHFFFAOYSA-N 0.000 description 1
- BMFPDUAGXOAWNF-UHFFFAOYSA-N n-heptylcyclopentanamine Chemical compound CCCCCCCNC1CCCC1 BMFPDUAGXOAWNF-UHFFFAOYSA-N 0.000 description 1
- KKTBUCVHSCATGB-UHFFFAOYSA-N n-methylcyclopentanamine Chemical compound CNC1CCCC1 KKTBUCVHSCATGB-UHFFFAOYSA-N 0.000 description 1
- FIIYZBVHFPHVKL-UHFFFAOYSA-N n-octylcyclopentanamine Chemical compound CCCCCCCCNC1CCCC1 FIIYZBVHFPHVKL-UHFFFAOYSA-N 0.000 description 1
- PSZYNBSKGUBXEH-UHFFFAOYSA-M naphthalene-1-sulfonate Chemical compound C1=CC=C2C(S(=O)(=O)[O-])=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-M 0.000 description 1
- 229920003052 natural elastomer Polymers 0.000 description 1
- KPADFPAILITQBG-UHFFFAOYSA-N non-4-ene Chemical compound CCCCC=CCCC KPADFPAILITQBG-UHFFFAOYSA-N 0.000 description 1
- ZWWQICJTBOCQLA-UHFFFAOYSA-N o-propan-2-yl (propan-2-yloxycarbothioyldisulfanyl)methanethioate Chemical compound CC(C)OC(=S)SSC(=S)OC(C)C ZWWQICJTBOCQLA-UHFFFAOYSA-N 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- SSDSCDGVMJFTEQ-UHFFFAOYSA-N octadecyl 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)CCC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 SSDSCDGVMJFTEQ-UHFFFAOYSA-N 0.000 description 1
- KSCKTBJJRVPGKM-UHFFFAOYSA-N octan-1-olate;titanium(4+) Chemical compound [Ti+4].CCCCCCCC[O-].CCCCCCCC[O-].CCCCCCCC[O-].CCCCCCCC[O-] KSCKTBJJRVPGKM-UHFFFAOYSA-N 0.000 description 1
- KZCOBXFFBQJQHH-UHFFFAOYSA-N octane-1-thiol Chemical group CCCCCCCCS KZCOBXFFBQJQHH-UHFFFAOYSA-N 0.000 description 1
- HATIEXJZXOLRAO-UHFFFAOYSA-N octanedihydrazide Chemical compound NNC(=O)CCCCCCC(=O)NN HATIEXJZXOLRAO-UHFFFAOYSA-N 0.000 description 1
- MBAUOPQYSQVYJV-UHFFFAOYSA-N octyl 3-[4-hydroxy-3,5-di(propan-2-yl)phenyl]propanoate Chemical compound OC1=C(C=C(C=C1C(C)C)CCC(=O)OCCCCCCCC)C(C)C MBAUOPQYSQVYJV-UHFFFAOYSA-N 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 235000014366 other mixer Nutrition 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 125000005429 oxyalkyl group Chemical group 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 229910003445 palladium oxide Inorganic materials 0.000 description 1
- TWIRRPLUAGEFNJ-UHFFFAOYSA-L palladium(2+);sulfate;dihydrate Chemical compound O.O.[Pd+2].[O-]S([O-])(=O)=O TWIRRPLUAGEFNJ-UHFFFAOYSA-L 0.000 description 1
- YJVFFLUZDVXJQI-UHFFFAOYSA-L palladium(ii) acetate Chemical compound [Pd+2].CC([O-])=O.CC([O-])=O YJVFFLUZDVXJQI-UHFFFAOYSA-L 0.000 description 1
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 238000005192 partition Methods 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- 229960005382 phenolphthalein Drugs 0.000 description 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-N phosphoric acid Substances OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 1
- YLLIGHVCTUPGEH-UHFFFAOYSA-M potassium;ethanol;hydroxide Chemical compound [OH-].[K+].CCO YLLIGHVCTUPGEH-UHFFFAOYSA-M 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- 238000007639 printing Methods 0.000 description 1
- FZYCEURIEDTWNS-UHFFFAOYSA-N prop-1-en-2-ylbenzene Chemical compound CC(=C)C1=CC=CC=C1.CC(=C)C1=CC=CC=C1 FZYCEURIEDTWNS-UHFFFAOYSA-N 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 150000003254 radicals Chemical group 0.000 description 1
- 238000007717 redox polymerization reaction Methods 0.000 description 1
- 238000003303 reheating Methods 0.000 description 1
- 239000012744 reinforcing agent Substances 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229910052703 rhodium Inorganic materials 0.000 description 1
- 239000010948 rhodium Substances 0.000 description 1
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 description 1
- 238000005096 rolling process Methods 0.000 description 1
- XWGJFPHUCFXLBL-UHFFFAOYSA-M rongalite Chemical compound [Na+].OCS([O-])=O XWGJFPHUCFXLBL-UHFFFAOYSA-M 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 229940116351 sebacate Drugs 0.000 description 1
- CXMXRPHRNRROMY-UHFFFAOYSA-L sebacate(2-) Chemical compound [O-]C(=O)CCCCCCCCC([O-])=O CXMXRPHRNRROMY-UHFFFAOYSA-L 0.000 description 1
- DCKVNWZUADLDEH-UHFFFAOYSA-N sec-butyl acetate Chemical group CCC(C)OC(C)=O DCKVNWZUADLDEH-UHFFFAOYSA-N 0.000 description 1
- 230000035936 sexual power Effects 0.000 description 1
- 230000035939 shock Effects 0.000 description 1
- 229910000077 silane Inorganic materials 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229920002379 silicone rubber Polymers 0.000 description 1
- 239000004945 silicone rubber Substances 0.000 description 1
- 239000012748 slip agent Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- APSBXTVYXVQYAB-UHFFFAOYSA-M sodium docusate Chemical group [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 description 1
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
- CHQMHPLRPQMAMX-UHFFFAOYSA-L sodium persulfate Substances [Na+].[Na+].[O-]S(=O)(=O)OOS([O-])(=O)=O CHQMHPLRPQMAMX-UHFFFAOYSA-L 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- SRFKWQSWMOPVQK-UHFFFAOYSA-K sodium;2-[2-[bis(carboxylatomethyl)amino]ethyl-(carboxymethyl)amino]acetate;iron(2+) Chemical compound [Na+].[Fe+2].OC(=O)CN(CC([O-])=O)CCN(CC([O-])=O)CC([O-])=O SRFKWQSWMOPVQK-UHFFFAOYSA-K 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 238000005728 strengthening Methods 0.000 description 1
- 229920003048 styrene butadiene rubber Polymers 0.000 description 1
- 125000003011 styrenyl group Chemical group [H]\C(*)=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 150000003464 sulfur compounds Chemical class 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 238000004381 surface treatment Methods 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 229920006027 ternary co-polymer Polymers 0.000 description 1
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
- CBXCPBUEXACCNR-UHFFFAOYSA-N tetraethylammonium Chemical compound CC[N+](CC)(CC)CC CBXCPBUEXACCNR-UHFFFAOYSA-N 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 239000006234 thermal black Substances 0.000 description 1
- KUAZQDVKQLNFPE-UHFFFAOYSA-N thiram Chemical compound CN(C)C(=S)SSC(=S)N(C)C KUAZQDVKQLNFPE-UHFFFAOYSA-N 0.000 description 1
- 229960002447 thiram Drugs 0.000 description 1
- 239000001585 thymus vulgaris Substances 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
- GQIUQDDJKHLHTB-UHFFFAOYSA-N trichloro(ethenyl)silane Chemical compound Cl[Si](Cl)(Cl)C=C GQIUQDDJKHLHTB-UHFFFAOYSA-N 0.000 description 1
- FRGPKMWIYVTFIQ-UHFFFAOYSA-N triethoxy(3-isocyanatopropyl)silane Chemical group CCO[Si](OCC)(OCC)CCCN=C=O FRGPKMWIYVTFIQ-UHFFFAOYSA-N 0.000 description 1
- FBBATURSCRIBHN-UHFFFAOYSA-N triethoxy-[3-(3-triethoxysilylpropyldisulfanyl)propyl]silane Chemical compound CCO[Si](OCC)(OCC)CCCSSCCC[Si](OCC)(OCC)OCC FBBATURSCRIBHN-UHFFFAOYSA-N 0.000 description 1
- VTHOKNTVYKTUPI-UHFFFAOYSA-N triethoxy-[3-(3-triethoxysilylpropyltetrasulfanyl)propyl]silane Chemical compound CCO[Si](OCC)(OCC)CCCSSSSCCC[Si](OCC)(OCC)OCC VTHOKNTVYKTUPI-UHFFFAOYSA-N 0.000 description 1
- XYJRNCYWTVGEEG-UHFFFAOYSA-N trimethoxy(2-methylpropyl)silane Chemical compound CO[Si](OC)(OC)CC(C)C XYJRNCYWTVGEEG-UHFFFAOYSA-N 0.000 description 1
- JLGNHOJUQFHYEZ-UHFFFAOYSA-N trimethoxy(3,3,3-trifluoropropyl)silane Chemical compound CO[Si](OC)(OC)CCC(F)(F)F JLGNHOJUQFHYEZ-UHFFFAOYSA-N 0.000 description 1
- DQZNLOXENNXVAD-UHFFFAOYSA-N trimethoxy-[2-(7-oxabicyclo[4.1.0]heptan-4-yl)ethyl]silane Chemical compound C1C(CC[Si](OC)(OC)OC)CCC2OC21 DQZNLOXENNXVAD-UHFFFAOYSA-N 0.000 description 1
- BPSIOYPQMFLKFR-UHFFFAOYSA-N trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](OC)(OC)CCCOCC1CO1 BPSIOYPQMFLKFR-UHFFFAOYSA-N 0.000 description 1
- XHGIFBQQEGRTPB-UHFFFAOYSA-N tris(prop-2-enyl) phosphate Chemical compound C=CCOP(=O)(OCC=C)OCC=C XHGIFBQQEGRTPB-UHFFFAOYSA-N 0.000 description 1
- 229920006305 unsaturated polyester Polymers 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N urea group Chemical group NC(=O)N XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 238000001291 vacuum drying Methods 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 239000005050 vinyl trichlorosilane Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- XKMZOFXGLBYJLS-UHFFFAOYSA-L zinc;prop-2-enoate Chemical compound [Zn+2].[O-]C(=O)C=C.[O-]C(=O)C=C XKMZOFXGLBYJLS-UHFFFAOYSA-L 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
- C08L13/00—Compositions of rubbers containing carboxyl groups
-
- 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
- C08F236/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds
- C08F236/02—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds
- C08F236/04—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds conjugated
- C08F236/12—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds conjugated with nitriles
-
- 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
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/04—Acids; Metal salts or ammonium salts thereof
-
- 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
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/26—Esters containing oxygen in addition to the carboxy oxygen
- C08F220/28—Esters containing oxygen in addition to the carboxy oxygen containing no aromatic rings in the alcohol moiety
- C08F220/283—Esters containing oxygen in addition to the carboxy oxygen containing no aromatic rings in the alcohol moiety and containing one or more carboxylic moiety in the chain, e.g. acetoacetoxyethyl(meth)acrylate
-
- 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
- C08F222/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides, or nitriles thereof
- C08F222/10—Esters
- C08F222/12—Esters of phenols or saturated alcohols
- C08F222/16—Esters having free carboxylic acid groups, e.g. monoalkyl maleates or fumarates
-
- 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
- C08F236/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds
- C08F236/02—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds
- C08F236/04—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds conjugated
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/24—Crosslinking, e.g. vulcanising, of macromolecules
-
- 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
- C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
- C08K5/0025—Crosslinking or vulcanising agents; including accelerators
-
- 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
- C08K5/17—Amines; Quaternary ammonium compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/34—Heterocyclic compounds having nitrogen in the ring
- C08K5/3412—Heterocyclic compounds having nitrogen in the ring having one nitrogen atom in the ring
- C08K5/3432—Six-membered rings
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L19/00—Compositions of rubbers not provided for in groups C08L7/00 - C08L17/00
- C08L19/003—Precrosslinked rubber; Scrap rubber; Used vulcanised rubber
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L9/00—Compositions of homopolymers or copolymers of conjugated diene hydrocarbons
- C08L9/02—Copolymers with acrylonitrile
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)
- Compositions Of Macromolecular Compounds (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
提供一種含腈基共聚物橡膠,其含有α,β-乙烯性不飽和腈單體單元10~30重量%、反丁烯二酸單酯單體單元1~10重量%及α,β-乙烯性不飽和單羧酸酯單體單元1~50重量%,且碘價為120以下。
Description
本發明係關於含腈基共聚物橡膠,更詳細而言,係關於加工性優異且作為橡膠交聯物時可給予耐寒性優異之橡膠交聯物的含腈基共聚物橡膠。
以往,腈橡膠(丙烯腈—丁二烯共聚合橡膠)利用其耐油性、機械特性、化學抗性等而使用作為軟管或密封材料等汽車用橡膠組件的材料,並且,腈橡膠之聚合物主鏈中的碳-碳雙鍵經氫化之氫化腈橡膠(氫化丙烯腈—丁二烯共聚合橡膠)因機械特性、耐熱性更為優異,而使用於皮帶、軟管、密封材料、隔板等橡膠組件。
作為此種腈橡膠的組成物,舉例而言,專利文獻1(日本專利公開第2008-163074號公報)中,已揭示一種含有高飽和腈橡膠(a)以及多胺系交聯劑(b)而成的交聯性腈橡膠組成物,所述高飽和腈橡膠(a)具有α,β-乙烯性不飽和腈單體單元、α,β-乙烯性不飽和二羧酸單酯單體單元,以及α,β-乙烯性不飽和單羧酸烴酯之該烴基之碳數為3~10的單體單元,且碘價為120以下。此外,在此特許文獻1的技術中,係使用順丁烯二酸單正丁酯(舉例而言,參照實施例等),作為α,β-乙烯性不飽和二羧酸單酯單體。而且,已提點根據此專利文獻1的技術,可給予壓縮永久變形小、耐寒性優異的橡膠交聯物。另一方面,在此引用文獻1的技術中,於高飽和腈橡膠中摻合多胺系交聯劑時,黏度高度上升,加工性並不盡然充分,因此,更進一步期望加工性的改善。
本發明係鑒於此種實際情況而完成者,其目的在於提供加工性優異且作為橡膠交聯物時可給予耐寒性優異之橡膠交聯物的含腈基共聚物橡膠。
本發明人等為達成上述目的而專心致志進行研究,結果發現藉由將含腈基共聚物橡膠做成具有特定量的α,β-乙烯性不飽和腈單體單元及α,β-乙烯性不飽和單羧酸酯單體單元、同時具有特定量的反丁烯二酸單酯單體單元者,可良好抑制在摻合多胺系交聯劑的情形中之慕尼黏度的上升,藉此可實現優異的加工性,還可在作為橡膠交聯物時將橡膠交聯物做成耐寒性優異者,使本發明臻至完成。
亦即,根據本發明,提供含有α,β-乙烯性不飽和腈單體單元10~30重量%、反丁烯二酸單酯單體單元1~10重量%及α,β-乙烯性不飽和單羧酸酯單體單元1~50重量%,且碘價為120以下的含腈基共聚物橡膠。
本發明之含腈基共聚物橡膠,以依10~88重量%的含量含有共軛二烯單體單元者為佳。
本發明之含腈基共聚物橡膠中,較佳為:前述α,β-乙烯性不飽和腈單體單元的含量為14~26重量%,前述反丁烯二酸單酯單體單元的含量為4~6重量%,前述α,β-乙烯性不飽和單羧酸酯單體單元的含有比例為20~35重量%,前述共軛二烯單體單元的含量為40~50重量%。
本發明之含腈基共聚物橡膠中,前述反丁烯二酸單酯單體單元以外之α,β-乙烯性不飽和二羧酸單酯單體單元及α,β-乙烯性不飽和多羧酸單體單元含量的合計含量,以5重量%以下為佳,以2重量%以下為較佳。
並且,根據本發明,提供含有上述含腈基共聚物橡膠與多胺系交聯劑而成的交聯性橡膠組成物。
本發明之交聯性橡膠組成物以更含有具有環脒結構的鹼性交聯促進劑為佳。
再者,根據本發明,提供交聯上述交聯性橡膠組成物而成的橡膠交聯物。
根據本發明,可提供加工性優異且作為橡膠交聯物時可給予耐寒性優異之橡膠交聯物的含腈基共聚物橡膠,以及使用此種含腈基共聚物橡膠可獲得之耐寒性優異的橡膠交聯物。
含腈基共聚物橡膠
本發明之含腈基共聚物橡膠,其特徵在於:含有α,β-乙烯性不飽和腈單體單元10~30重量%、反丁烯二酸單酯單體單元1~10重量%及α,β-乙烯性不飽和單羧酸酯單體單元1~50重量%,且碘價為120以下。
作為形成α,β-乙烯性不飽和腈單體單元之α,β-乙烯性不飽和腈單體,只要係具有腈基的α,β-乙烯性不飽和化合物即不限定,可列舉:丙烯腈;α-氯丙烯腈、α-溴丙烯腈等α-鹵丙烯腈;甲基丙烯腈、乙基丙烯腈等α-烷基丙烯腈;等。此等之中,以丙烯腈及甲基丙烯腈為佳,尤以丙烯腈為佳。α,β-乙烯性不飽和腈單體可單獨使用一種,亦可併用多種。
本發明之含腈基共聚物橡膠中之α,β-乙烯性不飽和腈單體單元的含有比例,為全單體單元中10~30重量%,以12~28重量%為佳,以14~26重量%為較佳。若α,β-乙烯性不飽和腈單體單元的含有比例過少,則所獲得之橡膠交聯物的耐油性降低。另一方面,若過多,則所獲得之橡膠交聯物的耐寒性降低。
作為形成反丁烯二酸單酯單體單元之反丁烯二酸單酯單體,可列舉:反丁烯二酸單甲酯、反丁烯二酸單乙酯、反丁烯二酸單丙酯、反丁烯二酸單正丁酯等反丁烯二酸單烷酯;反丁烯二酸單環戊酯、反丁烯二酸單環己酯、反丁烯二酸單環庚酯等反丁烯二酸單環烷酯;反丁烯二酸單甲基環戊酯、反丁烯二酸單乙基環己酯等反丁烯二酸單烷基環烷酯;等。
反丁烯二酸單酯單體可單獨使用一種,亦可併用多種。此等之中,以反丁烯二酸單烷酯、反丁烯二酸單環烷酯為佳,以反丁烯二酸單正丁酯、反丁烯二酸單環己酯為較佳,尤以反丁烯二酸單正丁酯為佳。反丁烯二酸單酯單體單元係具有1個未酯化等無取代的(自由的)羧基者,因此,藉由使含腈基共聚物橡膠含有反丁烯二酸單酯單體單元,可將其做成含有羧基者。此外,此種羧基係在與多胺系交聯劑組合的情形中作為交聯點作用者。
而且,在本發明中,使用反丁烯二酸單酯單體作為用以在含腈基共聚物橡膠中導入此種羧基的單體,藉此,可將含腈基共聚物橡膠做成加工性優異者。具體而言,可良好抑制在摻合多胺系交聯劑的情形中之慕尼黏度的上升,藉此可實現優異的加工性。
此外,在本發明中,作為可抑制慕尼黏度上升的理由雖不盡然明朗,但可認為係因考慮到羧酸酐基的量會造成影響,對此,根據本發明,藉由使用係為丁烯二酸之反式體的反丁烯二酸之單酯,可有效抑制此種羧酸酐基的生成。亦即,可認為:反丁烯二酸的單酯因係反式體,酯基與羧基存在於立體上難以發生縮合反應的位置,藉此可有效抑制羧酸酐基的生成,其結果,可適度抑制在摻合多胺系交聯劑的情形中之慕尼黏度的上升。另一方面,可推想係為丁烯二酸的順式體之順丁烯二酸的單酯因係順式體,酯基與羧基存在於立體上易以發生縮合反應的位置,相較之下容易生成羧酸酐基,因此,難以獲得上述在摻合多胺系交聯劑的情形中之慕尼黏度的上升的抑制效果。
本發明之含腈基共聚物橡膠中之反丁烯二酸單酯單體單元的含有比例,為全單體單元中1~10重量%,以2~8重量%為佳,以4~6重量%為較佳。若反丁烯二酸單酯單體單元的含有比例過少,則所獲得之橡膠交聯物的耐壓縮永久變形性降低。另一方面,若過多,則所獲得之橡膠交聯物的機械特性降低。
作為形成α,β-乙烯性不飽和單羧酸酯單體單元之α,β-乙烯性不飽和單羧酸酯單體,可列舉:丙烯酸甲酯、丙烯酸乙酯、丙烯酸正丁酯、丙烯酸異丁酯、丙烯酸正十二酯、甲基丙烯酸甲酯、甲基丙烯酸乙酯等具有碳數1~18之烷基的(甲基)丙烯酸酯(「甲基丙烯酸酯及丙烯酸酯」的省略。下同。);丙烯酸甲氧甲酯、丙烯酸甲氧乙酯、丙烯酸乙氧丙酯、丙烯酸甲氧丁酯、丙烯酸乙氧十二酯、甲基丙烯酸甲氧乙酯、甲基丙烯酸甲氧丁酯、甲基丙烯酸乙氧戊酯等具有碳數2~18之烷氧烷基的(甲基)丙烯酸酯;丙烯酸-α-氰基乙酯、甲基丙烯酸-α-氰基乙酯、甲基丙烯酸氰基丁酯等具有碳數2~12之氰基烷基的(甲基)丙烯酸酯;丙烯酸-2-羥基乙酯、丙烯酸-2-羥基丙酯、甲基丙烯酸-2-羥基乙酯等具有碳數1~12之羥基烷基的(甲基)丙烯酸酯;丙烯酸三氟乙酯、甲基丙烯酸四氟丙酯等具有碳數1~12之氟烷基的(甲基)丙烯酸酯;等。
此等之中,就可更提高所獲得之橡膠交聯物的耐寒性這點而言,以具有碳數1~18之烷基的(甲基)丙烯酸酯及具有碳數2~18之烷氧烷基的(甲基)丙烯酸酯為佳,尤以丙烯酸正丁酯及丙烯酸甲氧乙酯為佳。α,β-乙烯性不飽和單羧酸酯單體可單獨使用一種,亦可併用多種。
本發明之含腈基共聚物橡膠中之α,β-乙烯性不飽和單羧酸酯單體單元的含有比例,為全單體單元中1~50重量%,以10~40重量%為佳,以20~35重量%為較佳。藉由將α,β-乙烯性不飽和單羧酸酯單體單元的含有比例定為上述範圍,可使所獲得之橡膠交聯物的耐油性良好,同時更提高耐寒性。除此之外,還可抑制因α,β-乙烯性不飽和單羧酸酯單體單元的含量過多所致之聚合轉化率降低或所獲得之橡膠交聯物的機械特性之一的強度降低。
並且,本發明之含腈基共聚物橡膠,為了將所獲得之交聯物做成具有橡膠彈性者,以含有共軛二烯單體單元為佳。
作為形成共軛二烯單體單元之共軛二烯單體,以1,3-丁二烯、異戊二烯、2,3-二甲基-1,3-丁二烯、1,3-戊二烯、氯丁二烯等碳數4~6的共軛二烯單體為佳,以1,3-丁二烯及異戊二烯為較佳,尤以1,3-丁二烯為佳。共軛二烯單體可單獨使用一種,亦可併用多種。
共軛二烯單體單元(含經氫化的部分)的含量,、相對於全單體單元,以10~88重量%為佳,以30~60重量%為較佳,以40~50重量%為更佳。藉由將共軛二烯單體單元的含量定為上述範圍,可將所獲得之橡膠交聯物,做成保持良好的耐熱性和化學穩定性、同時橡膠彈性優異者。除此之外,藉由將共軛二烯單體單元的含量定為上述下限值以上,可提升聚合轉化率。
並且,本發明之含腈基共聚物橡膠,亦可為除了含有α,β-乙烯性不飽和腈單體單元、反丁烯二酸單酯單體單元及α,β-乙烯性不飽和單羧酸酯單體單元,以及視需求可使之含有的共軛二烯單體單元之外,尚且含有能夠與形成此等之單體共聚合之其他單體的單元者。作為此種其他單體,可示例:α,β-乙烯性不飽和單羧酸單體、α,β-乙烯性不飽和二羧酸單酯單體(不包括符合反丁烯二酸單酯單體者。)、α,β-乙烯性不飽和多羧酸單體、乙烯、α-烯烴單體、芳族乙烯單體、含氟乙烯單體、共聚合性抗老化劑等。
作為α,β-乙烯性不飽和單羧酸單體,可列舉:丙烯酸、甲基丙烯酸、乙基丙烯酸、巴豆酸、桂皮酸等。
作為α,β-乙烯性不飽和二羧酸單酯單體(不包括符合反丁烯二酸單酯單體者。),可列舉:順丁烯二酸單甲酯、順丁烯二酸單乙酯、順丁烯二酸單丙酯、順丁烯二酸單正丁酯等順丁烯二酸單烷酯;順丁烯二酸單環戊酯、順丁烯二酸單環己酯、順丁烯二酸單環庚酯等順丁烯二酸單環烷酯;順丁烯二酸單甲基環戊酯、順丁烯二酸單乙基環己酯等順丁烯二酸單烷基環烷酯;檸康酸單甲酯、檸康酸單乙酯、檸康酸單丙酯、檸康酸單正丁酯等檸康酸單烷酯;檸康酸單環戊酯、檸康酸單環己酯、檸康酸單環庚酯等檸康酸單環烷酯;檸康酸單甲基環戊酯、檸康酸單乙基環己酯等檸康酸單烷基環烷酯;伊康酸單甲酯、伊康酸單乙酯、伊康酸單丙酯、伊康酸單正丁酯等伊康酸單烷酯;伊康酸單環戊酯、伊康酸單環己酯、伊康酸單環庚酯等伊康酸單環烷酯;伊康酸單甲基環戊酯、伊康酸單乙基環己酯等伊康酸單烷基環烷酯;等。
作為α,β-乙烯性不飽和多羧酸單體,可列舉:反丁烯二酸或順丁烯二酸等丁烯二酸、伊康酸、檸康酸、中康酸、戊烯二酸、烯丙基丙二酸、托康酸等。
作為α-烯烴單體,以碳數3~12者為佳,可列舉例如:丙烯、1-丁烯、4-甲基-1-戊烯、1-己烯、1-辛烯等。
作為芳族乙烯單體,可列舉:苯乙烯、α-甲基苯乙烯、乙烯基吡啶等。
作為含氟乙烯單體,可列舉:氟乙基乙烯基醚、氟丙基乙烯基醚、鄰三氟甲基苯乙烯、五氟苯甲酸乙烯酯、二氟乙烯、四氟乙烯等。
作為共聚合性抗老化劑,可列舉:N-(4-苯胺基苯基)丙烯醯胺、N-(4-苯胺基苯基)甲基丙烯醯胺、N-(4-苯胺基苯基)桂皮醯胺、N-(4-苯胺基苯基)巴豆醯胺、N-苯基-4-(3-乙烯基苄氧基)苯胺、N-苯基-4-(4-乙烯基苄氧基)苯胺等。
此等能夠共聚合之其他單體,亦可併用多種。其他單體單元的含量,相對於構成含腈基共聚物橡膠之全單體單元,以50重量%以下為佳,以40重量%以下為較佳,以10重量%以下為更佳。惟關於反丁烯二酸單酯單體以外之α,β-乙烯性不飽和二羧酸單酯單體的單元及α,β-乙烯性不飽和多羧酸單體的單元的含量,就降低含腈基共聚物橡膠中之酸酐基含量的觀點而言,以此等之合計含量做成相對於構成含腈基共聚物橡膠之全單體單元為5重量%以下為佳,以2重量%以下為較佳,尤以實質上不使之含有為佳。
本發明之含腈基共聚物橡膠的碘價為120以下,以60以下為佳,以50以下為較佳,尤以30以下為佳。若含腈基共聚物橡膠的碘價過高,則所獲得之橡膠交聯物的耐熱性及抗臭氧性恐有下降之虞。
本發明之含腈基共聚物橡膠中之羧基的含量,亦即,每100g之含腈基共聚物橡膠之羧基的莫耳數,以6×10−2
~1×10−1
ephr為佳,以1×10−2
~6×10−2
ephr為較佳,尤以2×10−2
~4×10−2
ephr為佳。藉由將含腈基共聚物橡膠的羧基含量定為上述下限值以上,所獲得之橡膠交聯物的機械強度會上升,藉由定為上限值以下,耐寒性會上升。
本發明之含腈基共聚物橡膠的聚合物慕尼黏度(ML1+4
,100℃)以10~200為佳,以15~100為較佳,以20~80為更佳,尤以30~60為佳。藉由將聚合物慕尼黏度定為上述範圍,可使加工性良好,同時適度提高所獲得之橡膠交聯物的機械特性。
本發明之含腈基共聚物橡膠的製造方法,並不特別限定,但可藉由將上述單體共聚合,將所獲得之共聚物中的碳-碳雙鍵氫化而製造。聚合方法並不特別限定,根據眾所周知的乳化聚合法或溶液聚合法即可,但就工業生產性的觀點而言,以乳化聚合法為佳。乳化聚合時,除了乳化劑、聚合起始劑、分子量調整劑之外,還可使用通常使用之聚合輔助材料。
作為乳化劑,並不特別限定,但可列舉例如:聚氧乙烯烷基醚、聚氧乙烯烷基酚醚、聚氧乙烯烷酯、聚氧乙烯山梨醇酐烷酯等非離子性乳化劑;肉豆蔻酸、棕櫚酸、油酸及蘇子油酸等脂肪酸的鹽、十二基苯磺酸鈉等烷基苯磺酸鹽、萘磺酸鹽與福馬林的聚縮物、高級醇硫酸酯鹽、磺基丁二酸烷酯鹽等陰離子性乳化劑;α,β-不飽和羧酸的磺酸酯、α,β-不飽和羧酸的硫酸酯、磺酸烷基芳基醚等共聚合性乳化劑;等。乳化劑的添加量,相對於使用於聚合之單體100重量份,以0.1~10重量份為佳,以0.5~5重量份為較佳。
作為聚合起始劑,只要係自由基起始劑,即不特別限定,但可列舉:過硫酸鉀、過硫酸鈉、過硫酸銨、過磷酸鉀、過氧化氫等無機過氧化物;氫過氧化異丙苯、氫過氧化對䓝、過氧化二(三級丁基)、過氧化三級丁基異丙苯、過氧化二乙醯、過氧化二異丁醯、過氧化二辛醯、過氧化二苄醯、過氧化二(3,5,5-三甲基己醯)、過氧異丁酸三級丁酯等有機過氧化物;偶氮雙異丁腈、偶氮雙-2,4-二甲基戊腈、偶氮雙環己烷甲腈、偶氮雙異丁酸甲酯等偶氮化合物;等。此等聚合起始劑可單獨或組合2種以上使用。作為聚合起始劑,以無機或有機的過氧化物為佳。使用過氧化物作為聚合起始劑的情形中,可與亞硫酸氫鈉、硫酸亞鐵、甲醛次硫酸氫鈉與乙二胺四乙酸鐵鈉等還原劑組合使用作為氧化還原系聚合起始劑。再者,可併用乙二胺四乙酸鐵鈉四水合物等螫合劑、碳酸鈉或硫酸鈉等助強劑。聚合起始劑的添加量,相對於使用於聚合之單體100重量份,以0.01~2重量份為佳。
作為分子量調整劑,並不特別限定,但可列舉:三級十二硫醇、正十二硫醇、辛硫醇等硫醇類;四氯化碳、二氯甲烷、二溴甲烷等鹵化烴;α-甲基苯乙烯二聚物;二硫化四乙基胺硫甲醯基、二硫化五亞甲基胺硫甲醯基、二硫化二異丙基黃原酸酯(diisopropyl xanthogen disulfide)等含硫化合物;等。此等可單獨或組合2種以上使用。其中,以硫醇類為佳,以三級十二硫醇為較佳。分子量調整劑的使用量,相對於全單體100重量份,以0.1~0.8重量份為佳。
乳化聚合的媒介,通常使用水。水的量相對於使用於單體100重量份,以80~500重量份為佳,以80~300重量份為較佳。
乳化聚合時,可更視需求使用穩定劑、分散劑、pH調整劑、去氧劑、粒徑調整劑等聚合輔助材料。在使用此等的情形中,其種類、使用量皆無特別限定。
並且,在本發明中,對於所獲得之共聚物,亦可視需求進行共聚物的氫化(加氫反應)。氫化只要根據眾所周知的方法即可,可列舉將藉由乳化聚合獲得之共聚物的乳膠凝聚後,在油層加氫的油層氫化法,或將所獲得之共聚物的乳膠直接加氫的水層氫化法等。
以油層氫化法進行加氫的情形中,較合適為:將藉由上述乳化聚合製備之共聚物的乳膠經過鹽析或藉由醇類的凝聚、過濾及乾燥,溶解於有機溶劑。隨後,進行氫化反應(油層氫化法),將所獲得之氫化物注入大量水中以進行凝聚、清洗、過濾及乾燥,藉此可獲得本發明之含腈基共聚物橡膠。視情況亦可進行離心脫水。
於乳膠之藉由鹽析的凝聚,可使用氯化鈉、氯化鈣、硫酸鋁、硫酸鎂等眾所周知的凝聚劑。並且,亦可使用甲醇或異丙醇等醇進行凝聚,取代藉由鹽析的凝聚。作為油層氫化法的溶劑,只要係將藉由乳化聚合獲得之共聚物溶解的液狀有機化合物,即不特別限定,但以使用苯、氯苯、甲苯、二甲苯、己烷、環己烷、四氫呋喃、甲基乙基酮、乙酸乙酯、環己酮及丙酮等為佳。
作為油層氫化法的觸媒,只要係眾所周知的選擇性氫化觸媒即可無限定使用,以鈀系觸媒及銠系觸媒為佳,以鈀系觸媒(醋酸鈀、氯化鈀及氫氧化鈀等)為較佳。此等雖亦可併用2種以上,但在此情形中,以將鈀系觸媒作為主要活性成分為佳。此等觸媒,通常係使之承載於載體而使用。作為載體,可示例:二氧化矽、二氧化矽—氧化鋁、氧化鋁、矽藻土、活性炭等。觸媒使用量相對於共聚物,以10~20000重量ppm為佳,以50~15000重量ppm為較佳。
或者,以水層氫化法進行加氫的情形中,較合適為:於藉由上述乳化聚合製備之共聚物的乳膠,視需求加水稀釋,進行氫化反應。水層氫化法雖可列舉:對氫化觸媒存在下的反應系統供給氫以氫化的水層直接氫化法,與在氧化劑、還原劑及活性劑的存在下還原而氫化的水層間接氫化法,但在此等之中,以水層直接氫化法為佳。
在水層直接氫化法中,水層中之共聚物的濃度(乳膠狀態下的濃度),為防止凝集,以40重量%以下為佳。氫化觸媒只要係以水難以分解的化合物,即不特別限定。作為其具體例,於鈀觸媒可列舉:甲酸、丙酸、月桂酸、丁二酸、油酸、酞酸等羧酸的鈀鹽;氯化鈀、二氯(環辛二烯)鈀、二氯(降𦯉二烯)鈀、六氯鈀(IV)酸銨等鈀氯化物;碘化鈀等碘化物;硝酸鈀;二水合硫酸鈀等。此等之中,尤以羧酸的鈀鹽、氯化鈀、硝酸鈀為佳。氫化觸媒的使用量,適度決定即可,但相對於藉由聚合獲得之共聚物,以5~20000重量ppm為佳,以10~15000重量ppm為較佳。
在水層直接氫化法中,於氫化反應結束後,去除乳膠中的氫化觸媒。作為其方法,可採取例如:經過添加活性炭、離子交換樹脂等吸附劑於攪拌下使氫化觸媒吸附的工序,或者使用氧化劑或還原劑、同時使用錯化劑使氫化觸媒形成錯合物的工序,隨後將乳膠離心分離或/及過濾的方法。亦能夠不去除氫化觸媒而使其殘存於乳膠中。
然後,在水層直接氫化法中,藉由對於如此操作而獲得之氫化反應後的乳膠進行透過甲醇或異丙醇等醇或鹽析的凝聚、清洗、過濾及乾燥等,可獲得本發明之含腈基共聚物橡膠。在此情形中之凝聚後續的清洗、過濾及乾燥步驟,可分別藉由眾所周知的方法進行。於透過鹽析的凝聚,可使用氯化鈉、氯化鈣、硫酸鋁、硫酸鎂等眾所周知的凝聚劑。並且依情況亦可進行離心脫水。
並且,亦可在凝聚前的油層或水層中加入抗老化劑。作為抗老化劑並不特別限定,但可使用2,6-二(三級丁基)-4-甲酚(ANTAGE BHT,川口化學工業股份有限公司製)、2,2’-亞甲基雙(4-甲基-6-三級丁基酚)(sandant 2246,三新化學工業股份有限公司製)、雙[3,5-二(三級丁基)-4-羥基苄基]硫(sandant 103、三新化學工業股份有限公司製)、肆[3(3,5-二(三級丁基)-4-羥基苯基)丙酸]新戊四醇酯(Irganox 1010,BASF Japan製)、3-[3,5-二(三級丁基)-4-羥基苯基]丙酸十八酯(Irganox 1076,BASF Japan製)、3-[3,5-二(三級丁基)-4-羥基苯基]丙酸異辛酯(Irganox 1135,BASF Japan製)、雙[3-(3,5-二(三級丁基)-4-羥基苯基)丙酸]六亞甲酯(Irganox 259,BASF Japan製)、4,6-雙(辛硫甲基)鄰甲酚(Irganox 1520L,BASF Japan製)等。
交聯性橡膠組成物
本發明之交聯性橡膠組成物,係含有上述本發明之含腈基共聚物橡膠與多胺系交聯劑而成者。
作為多胺系交聯劑,只要係具有2個以上的胺基的化合物,或者交聯時呈現具有2個以上的胺基的化合物之形態者,則不特別限定,但以脂族烴或芳族烴的多個氫原子經胺基或醯肼結構(由-CONHNH2
所表示之結構,CO表示羰基。)取代的化合物及交聯時呈現此化合物的形態者為佳。
作為多胺系交聯劑的具體例,可列舉:六亞甲二胺、(6-胺己基)胺甲酸(Hexamethylenediamine carbamate)、N,N’-苯亞烯丙基-1,6-己二胺、四亞甲五胺、六亞甲二胺桂皮醛加成物等脂族多價胺類;4,4’-亞甲二(苯胺)、間苯二胺、4,4’-二胺二苯醚、3,4’-二胺二苯醚、4,4’-(間伸苯基二亞異丙基)二苯胺、4,4’-(對伸苯基二亞異丙基)二苯胺、2,2-雙[4-(4-胺基苯氧基)苯基]丙烷、4,4’-二胺基苯甲醯胺苯、4,4’-雙(4-胺基苯氧基)聯苯、間二甲苯二胺、對二甲苯二胺、1,3,5-苯三胺等芳族多元胺類;異酞醯肼、對酞醯肼、酞醯肼、2,6-萘二甲醯肼、萘甲酸二醯肼、草醯肼、丙二醯肼、丁二醯肼、麩胺醯肼、己二醯肼、庚二醯肼、辛二醯肼、壬二醯肼、癸二醯肼、十三烷二醯肼、十二烷二醯肼、丙酮二羧醯肼、反丁烯二醯肼、順丁烯二醯肼、伊康醯肼、1,2,4-苯三甲酸二醯肼、1,3,5-丙烯三甲酸二醯肼、1,2,3-丙烯三甲酸二醯肼、1,2,4,5-苯四甲酸二醯肼等多元醯肼類。此等之中,就使本發明之效果可更為顯著的觀點而言,以脂族多元胺類及芳族多元胺類為佳,以(6-胺己基)胺甲酸及2,2-雙[4-(4-胺基苯氧基)苯基]丙烷為較佳,尤以(6-胺己基)胺甲酸為佳。
本發明之交聯性橡膠組成物中之多胺系交聯劑的含量,並不特別限定,但相對於含腈基共聚物橡膠100重量份,以0.1~20重量份為佳,以1~15重量份為較佳。
並且,在本發明之交聯性橡膠組成物中,除了多胺系交聯劑之外,以使之更含有鹼性交聯促進劑為佳。
作為鹼性交聯促進劑的具體例,可列舉:由下述通式(1)所表示之化合物、具有環脒結構的鹼性交聯促進劑、胍系鹼性交聯促進劑、醛胺系鹼性交聯促進劑等。
『化1』(上述通式(1)中,R1
及R2
分別獨立為亦可具有取代基之碳數1~12的烷基或亦可具有取代基之碳數5~12的環烷基。)
R1
及R2
雖為亦可具有取代基之碳數1~12的烷基或亦可具有取代基之碳數5~12的環烷基,但以亦可具有取代基之碳數5~12的環烷基為佳,尤以亦可具有取代基之碳數5~8的環烷基為佳。
並且,R1
及R2
以不具有取代基為佳。
此外,作為R1
及R2
具有取代基的情形中之取代基的具體例,可列舉:羥基、烷氧基、烷氧羰基、胺基、鹵原子等。
並且,由上述通式(1)所表示的化合物之中,就可更提升加工性及焦化穩定性這點而言,以由下述通式(2)所表示的化合物為較佳。
『化2』(上述通式(2)中,R3
及R4
分別獨立為亦可具有取代基之碳數5~8的環烷基。)
R3
及R4
雖為亦可具有取代基之碳數5~8的環烷基,但以碳數5或6的亦可具有取代基之環烷基為佳,以碳數6的亦可具有取代基之環烷基為較佳。
並且,R3
及R4
以不具有取代基為佳。
此外,作為R3
及R4
具有取代基的情形中之取代基的具體例,可列舉:羥基、烷氧基、烷氧羰基、胺基、鹵原子等。
作為由上述通式(1)所表示之化合物的具體例,雖可列舉:二環戊胺、二環己胺、二環庚胺等二環烷胺;N-甲基環戊胺、N-丁基環戊胺、N-庚基環戊胺、N-辛基環戊胺、N-乙基環己胺、N-丁基環己胺、N-庚基環己胺、N-辛基環辛胺等烷基與環烷基鍵結於氮原子的二級胺;N-羥甲基環戊胺、N-羥丁基環己胺等具有羥基的烷基與環烷基鍵結於氮原子的二級胺;N-甲氧乙基環戊胺、N-乙氧丁基環己胺等具有烷氧基的烷基與環烷基鍵結於氮原子的二級胺;N-甲氧羰基丁基環戊胺、N-甲氧羰基庚基環己胺等具有烷氧羰基的烷基與環烷基鍵結於氮原子的二級胺;N-胺丙基環戊胺、N-胺庚基環己胺等具有胺基的烷基與環烷基鍵結於氮原子的二級胺;二(2-氯環戊基)胺、二(3-氯環戊基)胺等具有鹵原子的環烷基鍵結於氮原子的二級胺;等,但就可更提高加工性及焦化穩定性這點而言,以二環烷胺為佳,以二環戊胺及二環己胺為較佳,尤以二環己胺為佳。
並且,作為具有環脒結構的鹼性交聯促進劑,可列舉:1,8-二吖雙環[5,4,0]十一-7-烯(以下有簡稱「DBU」之情形)及1,5-二吖雙環[4,3,0]壬-5-烯(以下有簡稱「DBN」之情形)、1-甲咪唑、1-乙咪唑、1-苯咪唑、1-苄咪唑、1,2-二甲咪唑、1-乙基-2-甲咪唑、1-甲氧乙咪唑、1-苯基-2-甲咪唑、1-苄基-2-甲咪唑、1-甲基-2-苯咪唑、1-甲基-2-苄咪唑、1,4-二甲咪唑、1,5-二甲咪唑、1,2,4-三甲咪唑、1,4-二甲基-2-乙咪唑、1-甲基-2-甲氧咪唑、1-甲基-2-乙氧咪唑、1-甲基-4-甲氧咪唑、1-乙氧甲基-2-甲咪唑、1-甲基-4-硝咪唑、1,2-二甲基-5-硝咪唑、1,2-二甲基-5-胺咪唑、1-甲基-4-(2-胺乙基)咪唑、1-甲苄咪唑、1-甲基-2-苄基苯并咪唑、1-甲基-5-硝基苯并咪唑、1-甲咪唑啉、1,2-二甲咪唑啉、1,2,4-三甲咪唑啉、1,4-二甲基-2-乙咪唑啉、1-甲基-2-苯咪唑啉、1-甲基-2-苄咪唑啉、1-甲基-2-乙氧咪唑啉、1-甲基-2-庚咪唑啉、1-甲基-2-十一咪唑啉、1-甲基-2-十七咪唑啉、1-甲基-2-乙氧甲咪唑啉、1-乙氧甲基-2-甲咪唑啉等。此等具有環脒結構之鹼性交聯促進劑之中,以1,8-二吖雙環[5,4,0]十一-7-烯及1,5-二吖雙環[4,3,0]壬-5-烯為佳,以1,8-二吖雙環[5,4,0]十一-7-烯為較佳。
作為胍系鹼性交聯促進劑,可列舉:四甲胍、四乙胍、二苯胍、1,3-二鄰甲苯胍、鄰甲苯縮二胍等。
作為醛胺系鹼性交聯促進劑,可列舉:正丁醛苯胺、乙醛胺等。
此等鹼性交聯促進劑之中,以由上述通式(1)所表示之化合物、胍系鹼性交聯促進劑及具有環脒結構之鹼性交聯促進劑為佳,以由上述通式(1)所表示之化合物及具有環脒結構之鹼性交聯促進劑為較佳。
此外,由上述通式(1)所表示之化合物,可為混合有烷二醇或碳數5~20之烷醇等醇類者,亦可更包含無機酸及/或有機酸。並且,作為由通式(1)所表示之化合物,亦可利用由通式(1)所表示之化合物與前述無機酸及/或有機酸形成鹽,再與烷二醇形成複合體。並且,具有上述環脒結構之鹼性交聯促進劑,亦可與有機羧酸或烷磷酸等形成鹽。
在摻合鹼性交聯促進劑之情形中,本發明之交聯性腈橡膠組成物中的摻合量,相對於含羧基腈橡膠100重量份,以0.1~20重量份為佳,以0.2~15重量份為較佳,以0.5~10重量份為更佳。
並且,於本發明之交聯性腈橡膠組成物中,除上述以外,可摻合橡膠領域中通常使用之摻合劑,例如:碳黑或矽石等補強劑、碳酸鈣、滑石或黏土等填充材料、氧化鋅或氧化鎂等金屬氧化物、甲基丙烯酸鋅或丙烯酸鋅等α,β-乙烯性不飽和羧酸金屬鹽、共交聯劑、交聯輔助劑、交聯延遲劑、抗老化劑、抗氧化劑、光穩定劑、一級胺等焦化抑制劑、二伸乙甘醇等活性劑、耦合劑、塑化劑、加工輔助劑、滑劑(slip agent)、黏合劑、潤滑劑(lubricant)、阻燃劑、滅真菌劑、酸受體、抗靜電劑、顏料、發泡劑等。此等摻合劑之摻合量,只要係在不阻礙本發明之目的或效果的範圍則不特別限定,可摻合因應摻合目的之量。
作為耦合劑,可列舉例如:矽烷耦合劑、鋁系耦合劑、鈦系耦合劑等。
作為矽烷耦合劑並不特別限定,但作為其具體例,可列舉:γ-巰丙基三甲氧矽烷、γ-巰甲基三甲氧矽烷、γ-巰甲基三乙氧矽烷、γ-巰基六甲二矽氮、雙(3-三乙氧矽基丙基)四硫烷、雙(3-三乙氧矽基丙基)二硫烷等含硫之矽烷耦合劑;γ-環氧丙氧丙基三甲氧矽烷、γ-環氧丙氧丙基甲基二甲氧矽烷、β-(3,4-環氧環己基)乙基三甲氧矽烷、γ-環氧丙氧丙基甲基二乙氧矽烷等含環氧基之矽烷耦合劑;N-(β-胺乙基)-γ-胺丙基三甲氧矽烷、γ-胺丙基三甲氧矽烷、γ-胺丙基三乙氧矽烷、N-(2-胺乙基)-3-胺丙基三甲氧矽烷、N-(2-胺乙基)-3-胺丙基三乙氧矽烷、3-三乙氧矽基-N-(1,3-二甲基亞丁基)丙胺、N-苯基-3-胺丙基三甲氧矽烷等含胺基之矽烷耦合劑;γ-甲基丙烯醯氧丙基三甲氧矽烷、γ-甲基丙烯醯氧丙基參(β-甲氧乙氧基)矽烷、γ-甲基丙烯醯氧丙基甲基二甲氧矽烷、γ-甲基丙烯醯氧丙基甲基二乙氧矽烷、γ-甲基丙烯醯氧丙基三乙氧矽烷、γ-丙烯醯氧丙基三甲氧矽烷等含(甲基)丙烯醯氧基之矽烷耦合劑;乙烯基三甲氧矽烷、乙烯基三乙氧矽烷、乙烯基參(β-甲氧乙氧基)矽烷、乙烯基三氯矽烷、乙烯基三乙醯氧矽烷等含乙烯基之矽烷耦合劑;3-氯丙基三甲氧矽烷等含氯丙基之矽烷耦合劑;3-異氰酸丙基三乙氧矽烷等含異氰酸基之矽烷耦合劑;對苯乙烯基三甲氧矽烷等含苯乙烯基之矽烷耦合劑;3-脲丙三乙氧矽烷等含脲基之矽烷耦合劑;二烯丙基二甲矽烷等含烯丙基之矽烷耦合劑;四乙氧矽烷等含烷氧基之矽烷耦合劑;二苯基二甲氧矽烷等含苯基之矽烷耦合劑;三氟丙基三甲氧矽烷等含氟基之矽烷耦合劑;異丁基三甲氧矽烷、環己基甲基二甲氧矽烷等含烷基之矽烷耦合劑;等。
作為鋁系耦合劑並不特別限定,但作為其具體例,可列舉:乙醯烷氧基二異丙基鋁等。
作為鈦系耦合劑並不特別限定,但作為其具體例,可列舉:三異硬脂醯鈦酸異丙酯、參(二辛焦磷醯)鈦酸異丙酯、三(N-胺乙胺乙基)鈦酸異丙酯、雙[二(十三烷基亞磷醯)]鈦酸四辛酯、雙[二(十三烷基亞磷醯)]鈦酸四(2,2-二丙烯氧甲基-1-丁酯)、雙(二辛焦磷醯)氧乙酸鈦、雙(二辛焦磷醯)乙烯鈦、雙(二辛亞磷醯)鈦酸四異丙酯等。此等矽烷耦合劑、鋁系耦合劑、鈦系耦合劑等可使用1種或併用多種。
作為碳黑,可列舉例如:爐黑、乙炔黑、熱碳黑、槽黑、奧斯汀黑(Austin Black)及石墨等。此等可使用1種或併用多種。
作為矽石,可列舉:石英粉、矽石粉等天然矽石;無水矽酸(矽膠、氣相法二氧化矽(AEROSIL)等)、含水矽酸等合成矽石;等,於此等之中,以合成矽石為佳。並且此等矽石亦可為經耦合劑等表面處理過者。作為表面處理所使用之耦合劑,舉例而言,可使用上述者。
作為共交聯劑,並不特別限定,但以分子中具有多個自由基反應性的不飽和基之低分子或高分子的化合物為佳,可列舉例如:二乙烯苯或二乙烯萘等多官能乙烯化合物;異三聚氰酸三烯丙酯、異三聚氰酸三甲基烯丙酯等異三聚氰酸類;三聚氰酸三烯丙酯等三聚氰酸類;N,N’-間伸苯二順丁烯二醯亞胺(N,N’-m-phenylenedimaleimide)等順丁烯二醯亞胺類;酞酸二烯丙酯、異酞酸二烯丙酯、順丁烯二酸二烯丙酯、反丁烯二酸二烯丙酯、癸二酸二烯丙酯、磷酸三烯丙酯等多價酸之烯丙酯;二伸乙甘醇雙碳酸烯丙酯、乙二醇二烯丙醚、三羥甲基丙烷之三烯丙醚、五丁四醇之部分烯丙醚等烯丙醚類;丙烯化酚醛、丙烯化可溶酚醛樹脂等丙烯改質樹脂;三羥甲基丙烷三甲基丙烯酸酯或三羥甲基丙烷三丙烯酸酯等3~5官能之甲基丙烯酸酯化合物或丙烯酸酯化合物;等。此等可使用1種或併用多種。
作為塑化劑,並不特別限定,但可使用:1,2,4-苯三甲酸系塑化劑、1,2,4,5-苯四甲酸系塑化劑、醚酯系塑化劑、聚酯系塑化劑、酞酸系塑化劑、己二酸酯系塑化劑、磷酸酯系塑化劑、癸二酸酯系塑化劑、烷磺酸酯化合物類塑化劑、環氧化植物油系塑化劑等。作為具體例,可列舉:1,2,4-苯三甲酸三(2-乙基)己酯、1,2,4-苯三甲酸三異壬酯、1,2,4-苯三甲酸混合直鏈烷酯、二新戊四醇酯、1,2,4,5-苯四甲酸(2-乙基)己酯、聚醚酯(分子量300~5000左右)、己二酸雙[2-(2-丁氧乙氧基)乙酯]、己二酸二辛酯、己二酸系之聚酯(分子量300~5000左右)、酞酸二辛酯、酞酸二異壬酯、酞酸二丁酯、磷酸三甲苯酯、癸二酸二丁酯、烷磺酸苯酯、環氧化大豆油、二庚酸酯、二(2-乙基)己酸酯、二癸酸酯等。此等可使用1種或併用多種。
再者,於本發明之交聯性橡膠組成物中,在不阻礙本發明之效果的範圍內,亦可摻合上述之本發明之含腈基共聚物橡膠以外的橡膠。
作為此種橡膠,可列舉:丙烯酸橡膠、乙烯—丙烯酸共聚橡膠、苯乙烯—丁二烯共聚橡膠、聚丁二烯橡膠、乙烯—丙烯共聚橡膠、乙烯—丙烯—二烯三元共聚橡膠、環氧氯丙烷橡膠、氟橡膠、胺甲酸酯橡膠、氯平橡膠、矽氧橡膠、天然橡膠及聚異戊二烯橡膠等。
摻合本發明之含腈基共聚物橡膠以外的橡膠之情形中之交聯性橡膠組成物中的摻合量,相對於本發明之含腈基共聚物橡膠100重量份,以30重量份以下為佳,以20重量份以下為較佳,以10重量份以下為更佳。
並且,本發明之交聯性橡膠組成物係藉由混合上述各成分而製備,前述混合以非水系為佳。製備本發明之交聯性橡膠組成物的方法並無限定,但通常可藉由將交聯劑及熱不穩定成分除外之成分以班布瑞混煉機(Banbury mixer)、混煉機(Intermixer)、捏合機等混合機一次混煉後,移至烘箱輥等再加入交聯劑或熱不穩定成分進行二次混煉而製備。此外,一次混煉通常在10~200℃、較佳為30~180℃的溫度下,進行1分鐘~1小時,以1分鐘~30分鐘為佳。二次混煉通常在10~90℃、較佳為20~60℃的溫度下,進行1分鐘~1小時,以1分鐘~30分鐘為佳。
橡膠交聯物
本發明之橡膠交聯物,係將上述本發明之交聯性橡膠組成物交聯而成者。
本發明之橡膠交聯物,可使用本發明之交聯性橡膠組成物,藉由對應需求形狀之成形機,例如擠製機、射出成形機、壓縮機、輥等而進行成形,藉由加熱進行交聯反應,藉由固定化形狀而製造作為交聯物。在此情形之下,可於預先進行成形後交聯,亦可與成形同時交聯。成形溫度通常為10~200℃,以25~120℃為佳。交聯溫度通常為100~200℃,以130~190℃為佳,交聯時間通常為1分鐘~24小時,以2分鐘~1小時為佳。
並且,依交聯物之形狀、大小等,會有即使表面交聯而內部卻未充分交聯的情形,故亦可再加熱而進行二次交聯。
作為加熱方法,只要適當選擇熱壓、蒸氣加熱、烘箱加熱、熱風加熱等橡膠之交聯所用之一般方法即可。
如此而獲得之本發明之橡膠交聯物,係使用上述本發明之含腈基共聚物橡膠而獲得者,係耐壓縮永久變形性優異者。
是故,本發明之橡膠交聯物,運用如此特性,除了可使用於:O形環、墊料、隔膜、油封、軸封、軸承封、井口封、避震器封、係為長效冷卻液(LLC)等冷卻液之密封用封材的冷卻液封材或冷卻油封材、氣動設備用封材、冷氣機之冷卻裝置或空調裝置之冷凍機用壓縮機所使用之氟氯碳化物或氟烴或者二氧化碳之密封材、精密清洗之清洗媒介所使用之超臨界二氧化碳或次臨界二氧化碳之密封材、轉動裝置(滾動軸承、汽車用輪轂、汽車用水泵、線性導軌及滾珠螺桿等)用之封材、閥及閥座、防噴洩氣閥(BOP,Blowout Preventer)、軟油箱等各種封材;進氣歧管與缸頭之連接處所裝設之進氣歧管墊片、缸體與缸頭之連接處所裝設之缸頭墊片、搖臂室蓋與缸頭之連接處所裝設之搖臂室蓋墊片、油底殼與缸體或傳動箱之連結處所裝設之油底殼墊片、在包夾具備正極和電解質板及負極之單元電池的一對殼架間所裝設之燃料電池隔板用墊片、硬式磁碟機之上蓋用墊片等各種墊片;印刷用輥、製鐵用輥、製紙用輥、工業用輥、事務機用輥等各種輥;平皮帶(片芯平皮帶(film core flat belt)、線芯平皮帶(cord core flat belt)、堆疊式平皮帶(laminated flat belt)、單體式平皮帶等)、三角皮帶(包布三角皮帶(wrapped V-belt)、切邊三角皮帶(raw edge V-belt)等)、多溝皮帶(V-ribbed belt)(單面多溝皮帶、雙面多溝皮帶、包布多溝皮帶等、背側加膠多溝皮帶、背側鑲齒多溝皮帶等)、無段變速箱(CVT)用皮帶、正時皮帶、齒型皮帶、輸送皮帶等各種皮帶;燃料軟管、渦輪空氣軟管、輸油軟管、散熱器軟管、加熱器軟管、輸水軟管、真空軔管、控制軟管、空調軟管、軔管、動力轉向軟管、空氣軟管、海洋軟管(marine hose)、升流管、流管等各種軟管;CVJ防塵套、傳動軸防塵套、等速接頭(constant velocity joint,CVJ)防塵套、齒條齒輪(rack & pinion boots)防塵套等各種防塵套;緩衝材料、動力阻尼器、橡膠聯軸器、空氣彈簧、防震材料、離合器摩擦片材料等阻尼材料橡膠部件;防塵罩、汽車內裝組件、摩擦材料、輪胎、包覆纜線、鞋底、電磁波屏罩、柔性印刷電路板用接合劑等接合劑、燃料電池隔板之外,亦可被使用於電子學領域等廣泛用途。
『實施例』
以下列舉實施例及比較例以具體說明本發明。於以下,除非特別標記,否則「份」係重量基準。此外,實驗、評價係依下述。
碘價
含腈基共聚物橡膠之碘價,係依循JIS K 6235而量測。
羧基含量
在邊長2mm之含腈基共聚物橡膠0.2g中,加入吡啶100mL攪拌16小時後,一邊攪拌一邊使用氫氧化鉀之0.02N氫氧化鉀乙醇溶液,藉由在室温下以瑞香草酚酞作為指示劑之滴定,求取羧基含量作為相對於橡膠100g之羧基的莫耳數(單位為ephr)。
含腈基共聚物橡膠之組成
構成含腈基共聚物橡膠之各單體單元的含有比例,係藉由以下方法量測。
亦即,反丁烯二酸單正丁酯單元、反丁烯二酸單環己酯單元、順丁烯二酸單正丁酯單元及伊康酸單正丁酯單元的含有比例,係藉由上述「羧基含量」之量測方法,求取相對於氫化後之含腈基共聚物橡膠100g之羧基的莫耳數,將所求得之莫耳數分別換算為反丁烯二酸單正丁酯單元、反丁烯二酸單環己指單元、順丁烯二酸單正丁酯單元及伊康酸單正丁酯單元,藉此而算出。
1,3-丁二烯單元(亦包含已氫化之部分)之含有比例,係藉由使用含腈基共聚物橡膠量測碘價(依循JIS K 6235)而算出。
丙烯腈單元之含有比例,係遵循JIS K6384,藉由半微量凱耳達法或改良杜馬士法量測氫化後之含腈基共聚物橡膠中的氮含量,藉此而算出。
丙烯酸正丁酯單元及丙烯酸甲氧乙酯單元之含有比例,係作為上述各單體單元之剩餘部分而算出。
聚合物.慕尼黏度
含腈基共聚物橡膠之慕尼黏度(聚合物.慕尼黏度)(ML1+4
,100℃),係遵循JIS K 6300而量測。
慕尼黏度之變化量ΔML
遵循JIS K 6300量測交聯性橡膠組成物之慕尼黏度(化合物.慕尼黏度)(ML1+4
,100℃),遵循「慕尼黏度之變化量ΔML=化合物.慕尼黏度-聚合物.慕尼黏度」求取與在上述量測之聚合物.慕尼黏度之差,藉此而算出。
耐寒性試驗(TR試驗)
將交聯性橡膠組成物放入長15cm、寬15cm、深0.2cm的模具,一邊以沖壓壓力10MPa加壓一邊以170℃沖壓成形20分鐘,獲得片狀的橡膠交聯物。隨後,將所獲得之橡膠交聯物移至齒輪式烤箱並以170℃二次交聯4小時,製作片狀的橡膠交聯物。遵循JIS K 6261藉由TR試驗(低溫彈性回復試驗)量測橡膠交聯物的耐寒性。具體而言,使已伸長之橡膠交聯物凍結,使溫度連續上升,藉此量測已伸長之橡膠交聯物的回復性,量測藉由升溫試驗片的長度收縮(回復)10%時的溫度TR10。TR10(單位:℃)為耐寒性的指標,可判斷此值愈低,耐寒性愈優異。
製造例1(含腈基共聚物橡膠(n1)之製造)
在反應器中,依序置入離子交換水180份、濃度10%之十二基苯磺酸鈉水溶液25份、濃度10%之萘磺酸甲醛縮合物的鈉鹽5份、丙烯腈15份、丙烯酸正丁酯39份、反丁烯二酸單正丁酯5.5份及三級十二基硫醇(分子量調整劑)0.75份,將內部的氣體以氮氣置換3次後,置入1,3-丁二烯40.5份。然後,將反應器保持在10℃,置入氫過氧化異丙苯(聚合起始劑)0.1份、適量還原劑、螯合劑及輔助劑,一邊攪拌一邊繼續聚合反應,在聚合轉換率達80%之時間點,加入濃度2.5重量%之2,2,6,6-四甲基哌啶-1-氧自由基水溶液(聚合終止劑)4份以停止聚合反應。隨後,在水溫60℃下去除殘留單體,獲得含腈基共聚物橡膠(X1)的乳膠(固體成分濃度25重量%)。
相對於氯化鈀,添加氯化鈀中之Pd金屬的2倍莫耳當量的氯化鈉,獲得鈀水溶液。然後,在獲得之鈀水溶液中,將重量平均分子量5,000之聚乙烯吡咯酮,添加相對於氯化鈀中之Pd金屬重量比成為5倍之量,再添加氫氧化鉀水溶液,藉此製備pH12.0之觸媒水溶液。然後,以相對於在上述獲得之腈橡膠(X1)的乳膠所含有之橡膠的乾燥重量之鈀含量成為2,500重量ppm的方式,在高壓釜中,添加腈橡膠(X1)的乳膠及觸媒水溶液,在氫壓3MPa、溫度50℃下進行氫化反應6小時,獲得含腈基共聚物橡膠(n1)的乳膠。隨後,將在上述獲得之乳膠的pH調整至7.0,添加相當於在氫化反應使用之氯化鈀中所包含之Pd金屬的5倍莫耳量之二甲基二甲基乙二醛肟以及相當於二甲基乙二醛肟之2倍莫耳量的氫氧化鉀的混合水溶液,再添加相當於Pd金屬之30倍莫耳量的雙氧水。然後加溫至80℃攪拌5小時,乳膠中析出不溶性錯合物,將其過濾去除。再來,相對於乳膠中之聚合物100份,添加0.1份之4,6-雙(辛硫甲基)鄰甲酚(Irganox 1520L,BASF Japan製,抗老化劑)及Acticide MBS(Thor Japan製,防腐劑)0.3份。
將所獲得之含腈基共聚物橡膠(n1)的乳膠以1wt%硫酸調整至pH4後,相對於共聚物100份,加入100份的食鹽,一邊攪拌一邊加至以硫酸調整至pH3之3倍容量的離子交換水,凝聚後,在60℃下真空乾燥12小時,藉此獲得含腈基共聚物橡膠(n1)。
所獲得之含腈基共聚物橡膠(n1)的碘價為11,聚合物.慕尼黏度(ML1+4
,100℃)為45。並且,所獲得之含腈基共聚物橡膠(n1)之單體組成及羧基含量,係如表1所示。
製造例2~11(含腈基共聚物橡膠(n2)~(n11)之製造)
除了將聚合所使用之單體的種類及摻合量如表1所示變更,同時將聚合反應之聚合轉換率及氫化反應之鈀觸媒量設為表1所示之量以外,比照製造例1操作,獲得含腈基共聚物橡膠(n2)~(n11)。所獲得之含腈基共聚物橡膠(n2)~(n11)的碘價、聚合物.慕尼黏度(ML1+4
,100℃)、單體組成及羧基含量,係如表1所示。
『表1』
實施例1
使用班布瑞混煉機,在製造例1所獲得之含腈基共聚物橡膠(n1)100份,添加FEF碳黑(商品名「Seast SO」,東海Carbon公司製,碳黑)40份、1,2,4-苯三甲酸三(2-乙基)己酯(商品名「ADEKA CIZER C-8」,ADEKA公司製,塑化劑)5份、硬脂酸1份、聚氧乙烯烷基醚磷酸酯(商品名「Phosphanol RL210」、東邦化學工業公司製,加工輔助劑)1份及4,4’-二(α,α’-二甲基苄基)二苯胺(商品名「Nocrac CD」,大內新興化學公司製,抗老化劑)1.5份並混煉,隨後,將混合物移至輥,添加1,8-二吖雙環[5,4,0]十一-7-烯(DBU)(商品名:「RHENOGRAN XLA-60(GE2014)」,Rhein Chemie公司製,由DBU 60重量%(包含變成二烷基二磷酸鋅鹽的部分)及丙烯酸聚合物與分散劑40重量%而成者,鹼性交聯促進劑)4份及(6-胺己基)胺甲酸(商品名「Diak#1」,杜邦公司製,屬於脂族多價胺類之多胺系交聯劑)2份並混煉,藉此獲得交聯性橡膠組成物。
然後,使用所獲得之片狀的交聯性橡膠組成物,依循上述方法,進行慕尼黏度之變化量ΔML的量測及耐寒性試驗(TR試驗)。結果揭示於表2。
實施例2、比較例1、2
除了分別使用在製造例2、6、7獲得之含腈基共聚物橡膠(n2)、(n6)、(n7)取代在製造例1獲得之含腈基共聚物橡膠(n1),同時將作為交聯劑之(6-胺己基)胺甲酸的摻合量定為表2所示之量以外,比照實施例1操作,獲得交聯性橡膠組成物,同樣進行評價。結果揭示於表2。
『表2』
實施例1、2、比較例1、2的評價
如表2所示,藉由比較丙烯腈單元的含量幾乎相同的實施例1、2與比較例1、2,可確認以下情事。
亦即,含有特定量之α,β-乙烯性不飽和腈單體單元、反丁烯二酸單酯單體單元及α,β-乙烯性不飽和單羧酸酯單體單元、碘價為120以下之實施例1、2的含腈基共聚物橡膠,在摻合多胺系交聯劑做成交聯性橡膠組成物的情形中之慕尼黏度的變化量ΔML,相較於含有順丁烯二酸單正丁酯單元取代反丁烯二酸單酯單體單元之比較例1、2的含腈基共聚物橡膠,係抑制為低者,而係加工性優異者,並且,使用實施例1、2之含腈基共聚物橡膠獲得之橡膠交聯物,係具備優異耐寒性者。
實施例3、4、比較例3、4
除了分別使用在製造例3、4、8、9獲得之含腈基共聚物橡膠(n3)、(n4)、(n8)、(n9)取代在製造例1獲得之含腈基共聚物橡膠(n1),同時將作為交聯劑之(6-胺己基)胺甲酸的摻合量定為表3所示之量以外,比照實施例1操作,獲得交聯性橡膠組成物,同樣進行評價。結果揭示於表3。
『表3』
實施例3、4、比較例3、4之評價
如表3所示,藉由比較丙烯腈單元之含量相同的實施例3、4與比較例3、4,可確認以下情事。
亦即,含有特定量之α,β-乙烯性不飽和腈單體單元、反丁烯二酸單酯單體單元及α,β-乙烯性不飽和單羧酸酯單體單元、碘價為120以下之實施例3、4的含腈基共聚物橡膠,在摻合多胺系交聯劑做成交聯性橡膠組成物的情形中之慕尼黏度的變化量ΔML,相較於含有順丁烯二酸單正丁酯單元取代反丁烯二酸單酯單體單元之比較例3、4的含腈基共聚物橡膠,係抑制為低者,而係加工性優異者,並且,使用實施例3、4之含腈基共聚物橡膠獲得之橡膠交聯物,係具備優異耐寒性者。
實施例5、比較例5、6
除了分別使用在製造例5、10、11獲得之含腈基共聚物橡膠(n5)、(n10)、(n11)取代在製造例1獲得之含腈基共聚物橡膠(n1),同時將作為交聯劑之(6-胺己基)胺甲酸的摻合量定為表4所示之量以外,比照實施例1操作,獲得交聯性橡膠組成物,同樣進行評價。結果揭示於表4。
『表4』
實施例5、比較例5、6的評價
如表4所示,藉由比較丙烯腈單元之含量相同的實施例5與比較例5,可確認以下情事。
亦即,含有特定量之α,β-乙烯性不飽和腈單體單元、反丁烯二酸單酯單體單元及α,β-乙烯性不飽和單羧酸酯單體單元、碘價為120以下之實施例5的含腈基共聚物橡膠,在摻合多胺系交聯劑做成交聯性橡膠組成物的情形中之慕尼黏度的變化量ΔML,相較於含有順丁烯二酸單正丁酯單元取代反丁烯二酸單酯單體單元之比較例5的含腈基共聚物橡膠,係抑制為低者,而係加工性優異者,並且,使用實施例5之含腈基共聚物橡膠獲得之橡膠交聯物,係具備優異耐寒性者。
並且,不含有α,β-乙烯性不飽和單羧酸酯單體單元之比較例6的含腈基共聚物橡膠,其結果,所獲得之橡膠交聯物的耐寒性低劣。
無。
無。
無。
Claims (9)
- 一種含腈基共聚物橡膠,其含有α,β-乙烯性不飽和腈單體單元10~30重量%、反丁烯二酸單酯單體單元1~6重量%及α,β-乙烯性不飽和單羧酸酯單體單元31~50重量%,且碘價為120以下。
- 如請求項1所述之含腈基共聚物橡膠,其以10~88重量%的含量含有共軛二烯單體單元。
- 如請求項2所述之含腈基共聚物橡膠,其中該α,β-乙烯性不飽和腈單體單元的含量為14~26重量%,該反丁烯二酸單酯單體單元的含量為4~6重量%,該α,β-乙烯性不飽和單羧酸酯單體單元的含有比例為31~35重量%,該共軛二烯單體單元的含量為40~50重量%。
- 如請求項1所述之含腈基共聚物橡膠,其中該反丁烯二酸單酯單體單元以外之α,β-乙烯性不飽和二羧酸單酯單體單元及α,β-乙烯性不飽和多羧酸單體單元含量的合計含量為5重量%以下。
- 如請求項4所述之含腈基共聚物橡膠,其中該反丁烯二酸單酯單體單元以外之α,β-乙烯性不飽和二羧酸單酯單體單元及α,β-乙烯性不飽和多羧酸單體單元含量的合計含量為2重量%以下。
- 一種交聯性橡膠組成物,其含有如請求項1至5之任一項所述之含腈基共聚物橡膠與多胺系交聯劑。
- 如請求項6所述之交聯性橡膠組成物,其更含有具有環脒結構的鹼性交聯促進劑。
- 一種橡膠交聯物,其係交聯如請求項6所述之交聯性橡膠組成物而成者。
- 一種橡膠交聯物,其係交聯如請求項7所述之交聯性橡膠組成物而成者。
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2017052604 | 2017-03-17 | ||
JP2017-052604 | 2017-03-17 |
Publications (2)
Publication Number | Publication Date |
---|---|
TW201840686A TW201840686A (zh) | 2018-11-16 |
TWI822671B true TWI822671B (zh) | 2023-11-21 |
Family
ID=63522896
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
TW107108099A TWI822671B (zh) | 2017-03-17 | 2018-03-09 | 含腈基共聚物橡膠、交聯性橡膠組成物及橡膠交聯物 |
Country Status (11)
Country | Link |
---|---|
US (1) | US20200115486A1 (zh) |
EP (1) | EP3597678A4 (zh) |
JP (1) | JP7063320B2 (zh) |
KR (1) | KR102510217B1 (zh) |
CN (1) | CN110402259A (zh) |
BR (1) | BR112019019070A2 (zh) |
CA (1) | CA3056035A1 (zh) |
MX (1) | MX2019010744A (zh) |
RU (1) | RU2019128490A (zh) |
TW (1) | TWI822671B (zh) |
WO (1) | WO2018168395A1 (zh) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP7014934B2 (ja) * | 2019-06-13 | 2022-02-01 | ユニマテック株式会社 | アクリルゴムおよびその架橋性組成物 |
CN114555660A (zh) * | 2019-11-05 | 2022-05-27 | 日本瑞翁株式会社 | 含腈基共聚物橡胶 |
CN115073665B (zh) * | 2021-03-15 | 2023-08-29 | 北京化工大学 | 一种富马酸酯/共轭二烯共聚物型生物基橡胶及其制备方法和其硫化胶制品 |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101331183A (zh) * | 2005-12-21 | 2008-12-24 | 日本瑞翁株式会社 | 交联性橡胶组合物以及橡胶交联物 |
JP2012057111A (ja) * | 2010-09-13 | 2012-03-22 | Nippon Zeon Co Ltd | ニトリル基含有高飽和共重合体ゴム組成物 |
Family Cites Families (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4306040A (en) * | 1980-11-03 | 1981-12-15 | Monsanto Company | Multiphase core//shell polymers |
JP4062828B2 (ja) * | 1999-08-20 | 2008-03-19 | 日本ゼオン株式会社 | 架橋性ゴム組成物および架橋物 |
EP1533326B8 (en) * | 2002-06-12 | 2008-02-20 | Zeon Corporation | Crosslinkable acrylic rubber composition and moldings |
WO2005030859A1 (ja) | 2003-09-30 | 2005-04-07 | Zeon Corporation | 架橋性ゴム組成物及び架橋物 |
DE602005007186D1 (de) * | 2004-02-27 | 2008-07-10 | Zeon Corp | Acrylkautschuk und vernetzbare acrylkautschukzusammensetzung |
JP2006206659A (ja) | 2005-01-26 | 2006-08-10 | Nippon Zeon Co Ltd | ホースおよびその製造方法 |
WO2007049651A1 (ja) * | 2005-10-25 | 2007-05-03 | Zeon Corporation | ニトリルゴム、ニトリルゴム組成物および架橋物 |
JP2007262136A (ja) * | 2006-03-27 | 2007-10-11 | Nippon Zeon Co Ltd | ポリマーアロイ、架橋物および工業部品 |
JP5092395B2 (ja) | 2006-12-27 | 2012-12-05 | 日本ゼオン株式会社 | 架橋性ニトリルゴム組成物およびゴム架橋物 |
JP2008222891A (ja) * | 2007-03-14 | 2008-09-25 | Nippon Zeon Co Ltd | 架橋性ニトリルゴム組成物及びゴム架橋物 |
EP2145920A1 (en) * | 2008-07-15 | 2010-01-20 | Lanxess Deutschland GmbH | Vulcanizable polymer compositions |
WO2010087431A1 (ja) | 2009-01-30 | 2010-08-05 | 日本ゼオン株式会社 | ニトリル基含有高飽和共重合体ゴム |
JP5429097B2 (ja) * | 2010-07-30 | 2014-02-26 | 日本ゼオン株式会社 | ニトリル基含有高飽和共重合体ゴム |
EP3124533B1 (en) * | 2014-03-25 | 2018-01-03 | Zeon Corporation | Crosslinking rubber composition and crosslinked rubber production method |
US9932434B2 (en) * | 2014-07-31 | 2018-04-03 | Zeon Corporation | Nitrile group-containing copolymer rubber, cross-linkable rubber composition, and cross-linked rubber |
-
2018
- 2018-02-23 MX MX2019010744A patent/MX2019010744A/es unknown
- 2018-02-23 RU RU2019128490A patent/RU2019128490A/ru not_active Application Discontinuation
- 2018-02-23 BR BR112019019070A patent/BR112019019070A2/pt not_active Application Discontinuation
- 2018-02-23 WO PCT/JP2018/006683 patent/WO2018168395A1/ja active Application Filing
- 2018-02-23 EP EP18766603.7A patent/EP3597678A4/en active Pending
- 2018-02-23 KR KR1020197027173A patent/KR102510217B1/ko active IP Right Grant
- 2018-02-23 CN CN201880018340.3A patent/CN110402259A/zh active Pending
- 2018-02-23 CA CA3056035A patent/CA3056035A1/en active Pending
- 2018-02-23 US US16/493,255 patent/US20200115486A1/en not_active Abandoned
- 2018-02-23 JP JP2019505821A patent/JP7063320B2/ja active Active
- 2018-03-09 TW TW107108099A patent/TWI822671B/zh active
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101331183A (zh) * | 2005-12-21 | 2008-12-24 | 日本瑞翁株式会社 | 交联性橡胶组合物以及橡胶交联物 |
JP2012057111A (ja) * | 2010-09-13 | 2012-03-22 | Nippon Zeon Co Ltd | ニトリル基含有高飽和共重合体ゴム組成物 |
Also Published As
Publication number | Publication date |
---|---|
BR112019019070A2 (pt) | 2020-04-22 |
TW201840686A (zh) | 2018-11-16 |
JP7063320B2 (ja) | 2022-05-09 |
EP3597678A1 (en) | 2020-01-22 |
CA3056035A1 (en) | 2018-09-20 |
MX2019010744A (es) | 2019-12-05 |
WO2018168395A1 (ja) | 2018-09-20 |
KR20190123289A (ko) | 2019-10-31 |
CN110402259A (zh) | 2019-11-01 |
RU2019128490A (ru) | 2021-04-19 |
EP3597678A4 (en) | 2020-09-23 |
KR102510217B1 (ko) | 2023-03-14 |
US20200115486A1 (en) | 2020-04-16 |
RU2019128490A3 (zh) | 2021-04-19 |
JPWO2018168395A1 (ja) | 2020-01-16 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US11091577B2 (en) | Nitrile group-containing highly saturated copolymer rubber | |
TWI719997B (zh) | 腈橡膠組合物及橡膠交聯物 | |
US10287382B2 (en) | Nitrile rubber composition and cross-linked rubber | |
US10787525B2 (en) | Rubber crosslinked material | |
US10752717B2 (en) | Nitrile group-containing highly saturated copolymer rubber | |
TWI822671B (zh) | 含腈基共聚物橡膠、交聯性橡膠組成物及橡膠交聯物 | |
US20180305490A1 (en) | Nitrile rubber composition, crosslinkable nitrile rubber composition and crosslinked rubber article | |
US11414499B2 (en) | Crosslinkable nitrile rubber composition and crosslinked rubber material | |
EP3269767B1 (en) | Nitrile rubber composition and cross-linked rubber | |
US11639408B2 (en) | Nitrile group-containing copolymer rubber | |
JP7103352B2 (ja) | ゴム架橋物の製造方法 | |
US20220411555A1 (en) | Nitrile-group-containing copolymer rubber |