SU411690A3 - - Google Patents

Info

Publication number

SU411690A3

SU411690A3 SU1290777A SU1290777A SU411690A3 SU 411690 A3 SU411690 A3 SU 411690A3 SU 1290777 A SU1290777 A SU 1290777A SU 1290777 A SU1290777 A SU 1290777A SU 411690 A3 SU411690 A3 SU 411690A3

Authority

SU

USSR - Soviet Union

Prior art keywords

hydroperoxide

polymerization

polymer

monomer

temperature

Prior art date

1968-12-18

Links

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• -1 alkyl radical Chemical class 0.000 description 15
• 239000000178 monomer Substances 0.000 description 11
• 229920000642 polymer Polymers 0.000 description 11
• 238000006116 polymerization reaction Methods 0.000 description 8
• 150000003839 salts Chemical class 0.000 description 7
• OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
• 125000004432 carbon atom Chemical group C* 0.000 description 6
• 238000000034 method Methods 0.000 description 6
• 150000002432 hydroperoxides Chemical class 0.000 description 5
• MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 4
• WTDHULULXKLSOZ-UHFFFAOYSA-N Hydroxylamine hydrochloride Chemical compound Cl.ON WTDHULULXKLSOZ-UHFFFAOYSA-N 0.000 description 4
• 238000006243 chemical reaction Methods 0.000 description 4
• QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
• LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 3
• BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 3
• 125000000217 alkyl group Chemical group 0.000 description 3
• 239000003054 catalyst Substances 0.000 description 3
• 229920001577 copolymer Polymers 0.000 description 3
• 239000000243 solution Substances 0.000 description 3
• 150000003470 sulfuric acid monoesters Chemical class 0.000 description 3
• CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
• IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
• LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
• UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
• NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
• 125000003118 aryl group Chemical group 0.000 description 2
• QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
• 238000012662 bulk polymerization Methods 0.000 description 2
• JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
• XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
• 229930195733 hydrocarbon Natural products 0.000 description 2
• 150000002430 hydrocarbons Chemical class 0.000 description 2
• 150000002443 hydroxylamines Chemical class 0.000 description 2
• 238000004519 manufacturing process Methods 0.000 description 2
• 229910052760 oxygen Inorganic materials 0.000 description 2
• 239000001301 oxygen Substances 0.000 description 2
• 239000011541 reaction mixture Substances 0.000 description 2
• 238000005070 sampling Methods 0.000 description 2
• 239000011734 sodium Substances 0.000 description 2
• 229910052708 sodium Inorganic materials 0.000 description 2
• 239000002904 solvent Substances 0.000 description 2
• 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
• CMAFCINQNNFLLM-UHFFFAOYSA-N (1-hydroperoxy-2-methylpropyl)benzene Chemical compound CC(C)C(OO)C1=CC=CC=C1 CMAFCINQNNFLLM-UHFFFAOYSA-N 0.000 description 1
• BQCIDUSAKPWEOX-UHFFFAOYSA-N 1,1-Difluoroethene Chemical group FC(F)=C BQCIDUSAKPWEOX-UHFFFAOYSA-N 0.000 description 1
• LGXVIGDEPROXKC-UHFFFAOYSA-N 1,1-dichloroethene Chemical group ClC(Cl)=C LGXVIGDEPROXKC-UHFFFAOYSA-N 0.000 description 1
• SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
• VZQOBPXGQJXYGY-UHFFFAOYSA-N 2-hydroperoxyethylbenzene Chemical compound OOCCC1=CC=CC=C1 VZQOBPXGQJXYGY-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
• ZNBNBTIDJSKEAM-UHFFFAOYSA-N 4-[7-hydroxy-2-[5-[5-[6-hydroxy-6-(hydroxymethyl)-3,5-dimethyloxan-2-yl]-3-methyloxolan-2-yl]-5-methyloxolan-2-yl]-2,8-dimethyl-1,10-dioxaspiro[4.5]decan-9-yl]-2-methyl-3-propanoyloxypentanoic acid Chemical compound C1C(O)C(C)C(C(C)C(OC(=O)CC)C(C)C(O)=O)OC11OC(C)(C2OC(C)(CC2)C2C(CC(O2)C2C(CC(C)C(O)(CO)O2)C)C)CC1 ZNBNBTIDJSKEAM-UHFFFAOYSA-N 0.000 description 1
• RSYNCMYDVZFZBP-UHFFFAOYSA-N D-Pinitol 2-O-alpha-D-Galactopyranosyl Chemical compound COC1C(O)C(O)C(O)C(O)C1OC1C(O)C(O)C(O)C(CO)O1 RSYNCMYDVZFZBP-UHFFFAOYSA-N 0.000 description 1
• RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
• RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
• DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
• FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
• CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
• 229940125585 NDV-HXP-S Drugs 0.000 description 1
• ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
• NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
• 238000010521 absorption reaction Methods 0.000 description 1
• 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
• 230000001476 alcoholic effect Effects 0.000 description 1
• 150000007933 aliphatic carboxylic acids Chemical class 0.000 description 1
• 150000001356 alkyl thiols Chemical class 0.000 description 1
• 229910052782 aluminium Inorganic materials 0.000 description 1
• XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
• PVZNTMPKKNLIOY-UHFFFAOYSA-N amino hydrogen sulfite Chemical class NOS(O)=O PVZNTMPKKNLIOY-UHFFFAOYSA-N 0.000 description 1
• 239000007864 aqueous solution Substances 0.000 description 1
• 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
• 125000004429 atom Chemical group 0.000 description 1
• 238000010923 batch production Methods 0.000 description 1
• 229910052799 carbon Inorganic materials 0.000 description 1
• 230000003197 catalytic effect Effects 0.000 description 1
• 239000003638 chemical reducing agent Substances 0.000 description 1
• 239000003795 chemical substances by application Substances 0.000 description 1
• 150000001875 compounds Chemical class 0.000 description 1
• 238000010924 continuous production Methods 0.000 description 1
• 238000001816 cooling Methods 0.000 description 1
• YQHLDYVWEZKEOX-UHFFFAOYSA-N cumene hydroperoxide Chemical compound OOC(C)(C)C1=CC=CC=C1 YQHLDYVWEZKEOX-UHFFFAOYSA-N 0.000 description 1
• 150000001924 cycloalkanes Chemical class 0.000 description 1
• 125000000753 cycloalkyl group Chemical group 0.000 description 1
• 230000000694 effects Effects 0.000 description 1
• 125000002573 ethenylidene group Chemical group [*]=C=C([H])[H] 0.000 description 1
• 239000000835 fiber Substances 0.000 description 1
• 238000005243 fluidization Methods 0.000 description 1
• 239000011521 glass Substances 0.000 description 1
• 230000009477 glass transition Effects 0.000 description 1
• 229910052736 halogen Inorganic materials 0.000 description 1
• 150000002367 halogens Chemical class 0.000 description 1
• 238000010438 heat treatment Methods 0.000 description 1
• 229920001519 homopolymer Polymers 0.000 description 1
• MHAJPDPJQMAIIY-UHFFFAOYSA-M hydroperoxide group Chemical group [O-]O MHAJPDPJQMAIIY-UHFFFAOYSA-M 0.000 description 1
• 229910000378 hydroxylammonium sulfate Inorganic materials 0.000 description 1
• 239000011261 inert gas Substances 0.000 description 1
• 239000003999 initiator Substances 0.000 description 1
• 239000007788 liquid Substances 0.000 description 1
• 239000011777 magnesium Substances 0.000 description 1
• 229910052749 magnesium Inorganic materials 0.000 description 1
• AUENRWDIBDWKMB-UHFFFAOYSA-L magnesium propan-2-yl sulfate Chemical compound S(=O)(=O)(OC(C)C)[O-].[Mg+2].C(C)(C)OS(=O)(=O)[O-] AUENRWDIBDWKMB-UHFFFAOYSA-L 0.000 description 1
• 238000005259 measurement Methods 0.000 description 1
• 150000002734 metacrylic acid derivatives Chemical class 0.000 description 1
• 229910052751 metal Inorganic materials 0.000 description 1
• 239000002184 metal Substances 0.000 description 1
• 229910052757 nitrogen Inorganic materials 0.000 description 1
• 150000002894 organic compounds Chemical class 0.000 description 1
• 150000001451 organic peroxides Chemical class 0.000 description 1
• 239000003960 organic solvent Substances 0.000 description 1
• 230000003647 oxidation Effects 0.000 description 1
• 238000007254 oxidation reaction Methods 0.000 description 1
• 230000000737 periodic effect Effects 0.000 description 1
• 150000002978 peroxides Chemical class 0.000 description 1
• 239000011591 potassium Substances 0.000 description 1
• 229910052700 potassium Inorganic materials 0.000 description 1
• UZTIGBMIZLASSJ-UHFFFAOYSA-M potassium propan-2-yl sulfate Chemical compound S(=O)(=O)(OC(C)C)[O-].[K+] UZTIGBMIZLASSJ-UHFFFAOYSA-M 0.000 description 1
• 235000019260 propionic acid Nutrition 0.000 description 1
• 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 1
• 239000000376 reactant Substances 0.000 description 1
• 239000012429 reaction media Substances 0.000 description 1
• 239000012266 salt solution Substances 0.000 description 1
• 229920006395 saturated elastomer Polymers 0.000 description 1
• 230000035945 sensitivity Effects 0.000 description 1
• 239000002002 slurry Substances 0.000 description 1
• 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
• 235000017557 sodium bicarbonate Nutrition 0.000 description 1
• 238000003860 storage Methods 0.000 description 1
• 239000000126 substance Substances 0.000 description 1
• 229910052717 sulfur Inorganic materials 0.000 description 1
• 239000011593 sulfur Substances 0.000 description 1
• 150000003469 sulfuric acid diesters Chemical class 0.000 description 1
• CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 1
• 229920001567 vinyl ester resin Polymers 0.000 description 1
• 229920002554 vinyl polymer Polymers 0.000 description 1