JP2006521927A - 銀触媒組成物、触媒組成物の調製方法およびエチレンのエポキシ化のための触媒組成物の使用 - Google Patents
銀触媒組成物、触媒組成物の調製方法およびエチレンのエポキシ化のための触媒組成物の使用 Download PDFInfo
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- JP2006521927A JP2006521927A JP2006509526A JP2006509526A JP2006521927A JP 2006521927 A JP2006521927 A JP 2006521927A JP 2006509526 A JP2006509526 A JP 2006509526A JP 2006509526 A JP2006509526 A JP 2006509526A JP 2006521927 A JP2006521927 A JP 2006521927A
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- 239000003054 catalyst Substances 0.000 title claims abstract description 150
- 239000000203 mixture Substances 0.000 title claims abstract description 80
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 title claims abstract description 24
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 title claims description 20
- 239000005977 Ethylene Substances 0.000 title claims description 20
- 229910052709 silver Inorganic materials 0.000 title claims description 17
- 239000004332 silver Substances 0.000 title claims description 17
- 238000004519 manufacturing process Methods 0.000 title claims description 12
- 238000006735 epoxidation reaction Methods 0.000 title description 15
- 229910052751 metal Inorganic materials 0.000 claims abstract description 55
- 239000002184 metal Substances 0.000 claims abstract description 55
- 229910052702 rhenium Inorganic materials 0.000 claims abstract description 23
- WUAPFZMCVAUBPE-UHFFFAOYSA-N rhenium atom Chemical compound [Re] WUAPFZMCVAUBPE-UHFFFAOYSA-N 0.000 claims abstract description 23
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims abstract description 20
- 229910052700 potassium Inorganic materials 0.000 claims abstract description 20
- 239000011591 potassium Substances 0.000 claims abstract description 20
- 150000001875 compounds Chemical class 0.000 claims abstract description 17
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 claims abstract description 15
- 229910052721 tungsten Inorganic materials 0.000 claims abstract description 15
- 239000010937 tungsten Substances 0.000 claims abstract description 15
- 229910002651 NO3 Inorganic materials 0.000 claims abstract description 14
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 claims abstract description 14
- IOVCWXUNBOPUCH-UHFFFAOYSA-M Nitrite anion Chemical compound [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 claims abstract description 13
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 claims abstract description 12
- 229910052750 molybdenum Inorganic materials 0.000 claims abstract description 12
- 239000011733 molybdenum Substances 0.000 claims abstract description 12
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 42
- 238000000034 method Methods 0.000 claims description 39
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 31
- 238000006243 chemical reaction Methods 0.000 claims description 25
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 23
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 17
- 229910052792 caesium Inorganic materials 0.000 claims description 17
- TVFDJXOCXUVLDH-UHFFFAOYSA-N caesium atom Chemical compound [Cs] TVFDJXOCXUVLDH-UHFFFAOYSA-N 0.000 claims description 17
- 239000001301 oxygen Substances 0.000 claims description 17
- 229910052760 oxygen Inorganic materials 0.000 claims description 17
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims description 16
- 239000003607 modifier Substances 0.000 claims description 10
- 239000001569 carbon dioxide Substances 0.000 claims description 8
- 229910002092 carbon dioxide Inorganic materials 0.000 claims description 8
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims description 7
- 229910052744 lithium Inorganic materials 0.000 claims description 7
- 150000004820 halides Chemical class 0.000 claims description 5
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 claims description 4
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 4
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 4
- 229910052796 boron Inorganic materials 0.000 claims description 4
- 238000000151 deposition Methods 0.000 claims description 4
- 229910052698 phosphorus Inorganic materials 0.000 claims description 4
- 239000011574 phosphorus Substances 0.000 claims description 4
- 229910052717 sulfur Inorganic materials 0.000 claims description 4
- 239000011593 sulfur Substances 0.000 claims description 4
- 239000003426 co-catalyst Substances 0.000 claims description 2
- 229910017464 nitrogen compound Inorganic materials 0.000 claims 1
- 150000002830 nitrogen compounds Chemical class 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 33
- 239000007789 gas Substances 0.000 description 17
- 230000000977 initiatory effect Effects 0.000 description 15
- 239000000243 solution Substances 0.000 description 15
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 13
- 150000002739 metals Chemical class 0.000 description 13
- 230000000694 effects Effects 0.000 description 11
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 9
- 239000008367 deionised water Substances 0.000 description 9
- 229910021641 deionized water Inorganic materials 0.000 description 9
- MWUXSHHQAYIFBG-UHFFFAOYSA-N nitrogen oxide Inorganic materials O=[N] MWUXSHHQAYIFBG-UHFFFAOYSA-N 0.000 description 9
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 8
- 238000010521 absorption reaction Methods 0.000 description 8
- 238000002360 preparation method Methods 0.000 description 8
- 150000003839 salts Chemical class 0.000 description 8
- 239000002245 particle Substances 0.000 description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 6
- 125000004432 carbon atom Chemical group C* 0.000 description 5
- 229910052757 nitrogen Inorganic materials 0.000 description 5
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- -1 alkaline earth metal carbonates Chemical class 0.000 description 4
- 239000000969 carrier Substances 0.000 description 4
- HRYZWHHZPQKTII-UHFFFAOYSA-N chloroethane Chemical compound CCCl HRYZWHHZPQKTII-UHFFFAOYSA-N 0.000 description 4
- 230000007423 decrease Effects 0.000 description 4
- 229960003750 ethyl chloride Drugs 0.000 description 4
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 4
- 229930195734 saturated hydrocarbon Natural products 0.000 description 4
- SQGYOTSLMSWVJD-UHFFFAOYSA-N silver(1+) nitrate Chemical compound [Ag+].[O-]N(=O)=O SQGYOTSLMSWVJD-UHFFFAOYSA-N 0.000 description 4
- 238000005406 washing Methods 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 3
- 230000032683 aging Effects 0.000 description 3
- 229910021529 ammonia Inorganic materials 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 238000007598 dipping method Methods 0.000 description 3
- 239000000284 extract Substances 0.000 description 3
- 238000005470 impregnation Methods 0.000 description 3
- 229910017604 nitric acid Inorganic materials 0.000 description 3
- 150000002897 organic nitrogen compounds Chemical class 0.000 description 3
- 239000012071 phase Substances 0.000 description 3
- 239000011148 porous material Substances 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- 229910052701 rubidium Inorganic materials 0.000 description 3
- IGLNJRXAVVLDKE-UHFFFAOYSA-N rubidium atom Chemical compound [Rb] IGLNJRXAVVLDKE-UHFFFAOYSA-N 0.000 description 3
- 238000000527 sonication Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 2
- MFGOFGRYDNHJTA-UHFFFAOYSA-N 2-amino-1-(2-fluorophenyl)ethanol Chemical compound NCC(O)C1=CC=CC=C1F MFGOFGRYDNHJTA-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 2
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-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
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 2
- CPLXHLVBOLITMK-UHFFFAOYSA-N Magnesium oxide Chemical compound [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 2
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- MCMNRKCIXSYSNV-UHFFFAOYSA-N Zirconium dioxide Chemical compound O=[Zr]=O MCMNRKCIXSYSNV-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Chemical group 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- HUCVOHYBFXVBRW-UHFFFAOYSA-M caesium hydroxide Inorganic materials [OH-].[Cs+] HUCVOHYBFXVBRW-UHFFFAOYSA-M 0.000 description 2
- 230000015556 catabolic process Effects 0.000 description 2
- 239000012018 catalyst precursor Substances 0.000 description 2
- 230000003197 catalytic effect Effects 0.000 description 2
- 150000001805 chlorine compounds Chemical class 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 238000006731 degradation reaction Methods 0.000 description 2
- 230000008021 deposition Effects 0.000 description 2
- 239000002019 doping agent Substances 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 238000000605 extraction Methods 0.000 description 2
- 238000007654 immersion Methods 0.000 description 2
- 239000011261 inert gas Substances 0.000 description 2
- 229910010272 inorganic material Inorganic materials 0.000 description 2
- IIPYXGDZVMZOAP-UHFFFAOYSA-N lithium nitrate Chemical compound [Li+].[O-][N+]([O-])=O IIPYXGDZVMZOAP-UHFFFAOYSA-N 0.000 description 2
- 230000007774 longterm Effects 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 150000002894 organic compounds Chemical class 0.000 description 2
- 239000007800 oxidant agent Substances 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- 230000001590 oxidative effect Effects 0.000 description 2
- FGIUAXJPYTZDNR-UHFFFAOYSA-N potassium nitrate Chemical compound [K+].[O-][N+]([O-])=O FGIUAXJPYTZDNR-UHFFFAOYSA-N 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- CPRMKOQKXYSDML-UHFFFAOYSA-M rubidium hydroxide Chemical compound [OH-].[Rb+] CPRMKOQKXYSDML-UHFFFAOYSA-M 0.000 description 2
- 239000000377 silicon dioxide Substances 0.000 description 2
- 229910001961 silver nitrate Inorganic materials 0.000 description 2
- 239000002002 slurry Substances 0.000 description 2
- 239000011550 stock solution Substances 0.000 description 2
- WGTYBPLFGIVFAS-UHFFFAOYSA-M tetramethylammonium hydroxide Chemical compound [OH-].C[N+](C)(C)C WGTYBPLFGIVFAS-UHFFFAOYSA-M 0.000 description 2
- PAAZPARNPHGIKF-UHFFFAOYSA-N 1,2-dibromoethane Chemical compound BrCCBr PAAZPARNPHGIKF-UHFFFAOYSA-N 0.000 description 1
- JSZOAYXJRCEYSX-UHFFFAOYSA-N 1-nitropropane Chemical compound CCC[N+]([O-])=O JSZOAYXJRCEYSX-UHFFFAOYSA-N 0.000 description 1
- FGLBSLMDCBOPQK-UHFFFAOYSA-N 2-nitropropane Chemical compound CC(C)[N+]([O-])=O FGLBSLMDCBOPQK-UHFFFAOYSA-N 0.000 description 1
- QSHYGLAZPRJAEZ-UHFFFAOYSA-N 4-(chloromethyl)-2-(2-methylphenyl)-1,3-thiazole Chemical compound CC1=CC=CC=C1C1=NC(CCl)=CS1 QSHYGLAZPRJAEZ-UHFFFAOYSA-N 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 description 1
- 241000208125 Nicotiana Species 0.000 description 1
- 235000002637 Nicotiana tabacum Nutrition 0.000 description 1
- IOVCWXUNBOPUCH-UHFFFAOYSA-N Nitrous acid Chemical compound ON=O IOVCWXUNBOPUCH-UHFFFAOYSA-N 0.000 description 1
- 239000004264 Petrolatum Substances 0.000 description 1
- FOIXSVOLVBLSDH-UHFFFAOYSA-N Silver ion Chemical compound [Ag+] FOIXSVOLVBLSDH-UHFFFAOYSA-N 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
- 229910021536 Zeolite Inorganic materials 0.000 description 1
- 238000004847 absorption spectroscopy Methods 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 239000003377 acid catalyst Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- 238000001479 atomic absorption spectroscopy Methods 0.000 description 1
- 229910052788 barium Inorganic materials 0.000 description 1
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 1
- 235000013361 beverage Nutrition 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229910001593 boehmite Inorganic materials 0.000 description 1
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 1
- 239000004327 boric acid Substances 0.000 description 1
- 150000001649 bromium compounds Chemical class 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 238000004364 calculation method Methods 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
- NEHMKBQYUWJMIP-NJFSPNSNSA-N chloro(114C)methane Chemical compound [14CH3]Cl NEHMKBQYUWJMIP-NJFSPNSNSA-N 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 239000012459 cleaning agent Substances 0.000 description 1
- 238000011437 continuous method Methods 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 229910052730 francium Inorganic materials 0.000 description 1
- KLMCZVJOEAUDNE-UHFFFAOYSA-N francium atom Chemical compound [Fr] KLMCZVJOEAUDNE-UHFFFAOYSA-N 0.000 description 1
- 238000010574 gas phase reaction Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- FAHBNUUHRFUEAI-UHFFFAOYSA-M hydroxidooxidoaluminium Chemical group O[Al]=O FAHBNUUHRFUEAI-UHFFFAOYSA-M 0.000 description 1
- 150000002484 inorganic compounds Chemical class 0.000 description 1
- 239000011147 inorganic material Substances 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 239000000395 magnesium oxide Substances 0.000 description 1
- 239000002923 metal particle Substances 0.000 description 1
- VUZPPFZMUPKLLV-UHFFFAOYSA-N methane;hydrate Chemical compound C.O VUZPPFZMUPKLLV-UHFFFAOYSA-N 0.000 description 1
- VLAPMBHFAWRUQP-UHFFFAOYSA-L molybdic acid Chemical compound O[Mo](O)(=O)=O VLAPMBHFAWRUQP-UHFFFAOYSA-L 0.000 description 1
- 239000003345 natural gas Substances 0.000 description 1
- 150000002823 nitrates Chemical class 0.000 description 1
- 150000002826 nitrites Chemical class 0.000 description 1
- 150000002828 nitro derivatives Chemical class 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- LYGJENNIWJXYER-UHFFFAOYSA-N nitromethane Chemical compound C[N+]([O-])=O LYGJENNIWJXYER-UHFFFAOYSA-N 0.000 description 1
- 150000002832 nitroso derivatives Chemical class 0.000 description 1
- 238000005457 optimization Methods 0.000 description 1
- GEVPUGOOGXGPIO-UHFFFAOYSA-N oxalic acid;dihydrate Chemical compound O.O.OC(=O)C(O)=O GEVPUGOOGXGPIO-UHFFFAOYSA-N 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- 235000019271 petrolatum Nutrition 0.000 description 1
- 229940066842 petrolatum Drugs 0.000 description 1
- 239000004323 potassium nitrate Substances 0.000 description 1
- 235000010333 potassium nitrate Nutrition 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 150000003138 primary alcohols Chemical class 0.000 description 1
- 239000011164 primary particle Substances 0.000 description 1
- 239000008262 pumice Substances 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011163 secondary particle Substances 0.000 description 1
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
- HBMJWWWQQXIZIP-UHFFFAOYSA-N silicon carbide Chemical compound [Si+]#[C-] HBMJWWWQQXIZIP-UHFFFAOYSA-N 0.000 description 1
- 229910010271 silicon carbide Inorganic materials 0.000 description 1
- 229940054334 silver cation Drugs 0.000 description 1
- 229940100890 silver compound Drugs 0.000 description 1
- 150000003379 silver compounds Chemical class 0.000 description 1
- XNGYKPINNDWGGF-UHFFFAOYSA-L silver oxalate Chemical compound [Ag+].[Ag+].[O-]C(=O)C([O-])=O XNGYKPINNDWGGF-UHFFFAOYSA-L 0.000 description 1
- 238000002791 soaking Methods 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 229910001415 sodium ion Inorganic materials 0.000 description 1
- VWDWKYIASSYTQR-UHFFFAOYSA-N sodium nitrate Inorganic materials [Na+].[O-][N+]([O-])=O VWDWKYIASSYTQR-UHFFFAOYSA-N 0.000 description 1
- KKCBUQHMOMHUOY-UHFFFAOYSA-N sodium oxide Chemical compound [O-2].[Na+].[Na+] KKCBUQHMOMHUOY-UHFFFAOYSA-N 0.000 description 1
- 229910001948 sodium oxide Inorganic materials 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 150000005622 tetraalkylammonium hydroxides Chemical class 0.000 description 1
- 229940073455 tetraethylammonium hydroxide Drugs 0.000 description 1
- LRGJRHZIDJQFCL-UHFFFAOYSA-M tetraethylazanium;hydroxide Chemical compound [OH-].CC[N+](CC)(CC)CC LRGJRHZIDJQFCL-UHFFFAOYSA-M 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- CMPGARWFYBADJI-UHFFFAOYSA-L tungstic acid Chemical compound O[W](O)(=O)=O CMPGARWFYBADJI-UHFFFAOYSA-L 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof
- A01N37/20—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof containing the group, wherein Cn means a carbon skeleton not containing a ring; Thio analogues thereof
-
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Abstract
Description
7C2H4+6O2 ⇒ 6C2H4O+2CO2+2H2O
の化学量論に基づいて、この反応の理論的最大選択率であると長い間考えられていた(Kirk−Othmer’s Encyclopedia of Chemical Technology、3rded.、Vol.9、1980年、445頁を参照)。
銀金属、
レニウム、タングステン、モリブデンまたは硝酸塩もしくは亜硝酸塩形成化合物を含む金属または成分、ならびに
少なくとも37の原子番号を有するIA族金属および更にカリウムを含むIA族金属または成分とを含み、式(QK/R)+QHIAの値が、1.5〜30ミリモル/kgの範囲にある触媒組成物を提供するものである。(式中、QHIAおよびQKは、それぞれ前記触媒組成物に存在する、少なくとも37の原子番号を有するIA族金属およびカリウムの量をミリモル/kgで表し、QHIAとQKの比は、少なくとも1:1であり、QKの値は、少なくとも0.01ミリモル/kgであり、Rは、1.5〜5の範囲の無次元数であり、前記ミリモル/kg単位は、前記触媒組成物を基準とする。)
本発明は、また、少なくとも500m2/kgの表面積を有する担体を選択するステップと、その担体上に、
銀金属、
レニウム、タングステン、モリブデンまたは硝酸塩もしくは亜硝酸塩形成化合物を含む金属または成分、ならびに
少なくとも37の原子番号を有するIA族金属および更にカリウムを含むIA族金属または成分を堆積するステップとを含み、式(QK/R)+QHIAの値が、1.5〜30ミリモル/kgの範囲にある触媒組成物を調製する方法を提供するものである。(式中、QHIAおよびQKは、それぞれ触媒組成物に存在する、少なくとも37の原子番号を有するIA族金属およびカリウムの量をミリモル/kgで表し、QHIAとQKの比は、少なくとも1:1であり、QKの値は、少なくとも0.01ミリモル/kgであり、Rは、1.5〜5の範囲の無次元数であり、ミリモル/kg単位は、触媒組成物の重量を基準とする。)
本発明は、また、本発明の触媒組成物の存在下で、エチレンと酸素とを反応させて酸化エチレンを調製する方法を提供するものである。
(QK/R)+QHIA=F×SA
(式中、SAは、担体の表面積をm2/kgで表し、Fは、0.001〜0.01ミリモル/m2の範囲の値を有する係数である)。代表的には、Fの値は、0.002〜0.008ミリモル/m2の範囲にある。より代表的には、Fの値は、0.003〜0.006ミリモル/m2の範囲にある。これらの範囲内で、触媒は、一定の表面積または一定の(QK/R)+QHIAの値に対して最適なまたは最適に近い初期活性を示す。
担体の調製
α−アルミナ担体は、米国特許第5100859A号の実施例1において記載された方法により調製された。担体の表面積は790m2/kgであり、吸水率は0.39g/gであった。
銀−アミン−シュウ酸塩貯蔵溶液は、以下の手順で調製された。
そのように調製された触媒を、エチレンおよび酸素からの酸化エチレンの製造においてテストした。これを行うために、3.5〜4.5gの粉砕触媒を、ステンレススチール製U字管に入れた。管を溶融金属浴(加熱媒体)に浸漬し、その末端をガス流系に接続した。ガスおよびガス混合物を、「ワンススルー」操作において触媒床を通過させた。使用された触媒の重量および入口ガス流速度は、3300Nl/(l.h)のガス空間速度を与えるために調整された。入口ガス圧は1550kPa(絶対)であった。
α−アルミナ担体は、以下の成分を混合して調製された。
2.3μmのd50を持つα−アルミナ29pbw、
3.酸化アルミニウム(ベーマイト形態)3pbw、
4.シリカ(アンモニア安定化シリカゾルの形態)0.5pbw、および
5.酸化ナトリウム(酢酸ナトリウムの形態)0.1pbw。
Claims (20)
- 少なくとも500m2/kgの表面積を有する担体と、前記担体上に堆積した
銀金属、
レニウム、タングステン、モリブデンまたは硝酸塩もしくは亜硝酸塩形成化合物を含む金属または成分、ならびに
少なくとも37の原子番号を有するIA族金属および更にカリウムを含むIA族金属または成分とを含み、式(QK/R)+QHIAの値が、1.5〜30ミリモル/kgの範囲にある触媒組成物。(式中、QHIAおよびQKは、それぞれ前記触媒組成物に存在する、少なくとも37の原子番号を有するIA族金属およびカリウムの量をミリモル/kgで表し、QHIAとQKの比は、少なくとも1:1であり、QKの値は、少なくとも0.01ミリモル/kgであり、Rは、1.5〜5の範囲の無次元数であり、前記ミリモル/kg単位は、前記触媒組成物の重量を基準とする。) - Rの値が、2.5である、請求項1に記載の触媒組成物。
- QKが、触媒組成物の重量に対して0.1〜30ミリモル/kgの範囲にある、請求項1または2に記載の触媒組成物。
- セシウムが、少なくとも37の原子番号を有するIA族金属の少なくとも90モル%である、請求項1から3のいずれかに記載の触媒組成物。
- セシウムが、少なくとも37の原子番号を有するIA族金属の少なくとも99モル%である、請求項4に記載の触媒組成物。
- 実質的にセシウムのみが、少なくとも37の原子番号を有するIA族金属である、請求項5に記載の触媒組成物。
- QHIAとQKの比が、1:1〜5:1の範囲にある、請求項1から6のいずれかに記載の触媒組成物。
- QHIAとQKの比が、1:1〜3.5:1の範囲にある、請求項7に記載の触媒組成物。
- 担体の表面積が、500〜5000m2/kgの範囲にあり、
(QK/R)+QHIA=F×SA
である、請求項1から8のいずれかに記載の触媒組成物。
(式中、SAは、担体の表面積をm2/kgで表し、Fは、0.001〜0.01ミリモル/m2の範囲の値を有する係数である。) - Fの値が、0.002〜0.008ミリモル/m2の範囲にある、請求項9に記載の触媒組成物。
- Fの値が、0.003〜0.006ミリモル/m2の範囲にある、請求項10に記載の触媒組成物。
- 担体の表面積が、500〜1500m2/kgの範囲にあり、(QK/R)+QHIAの値が、1.5〜12ミリモル/kgの範囲にあるか、または、担体の表面積が、1500〜2500m2/kgの範囲にあり、(QK/R)+QHIAの値が、4〜15ミリモル/kgの範囲にあるか、または、担体の表面積が、2500〜5000m2/kgの範囲にあり、(QK/R)+QHIAの値が、5〜25ミリモル/kgの範囲にある、請求項1から11のいずれかに記載の触媒組成物。
- 担体の表面積が、500〜1500m2/kgの範囲にあり、(QK/R)+QHIAの値が、2〜6ミリモル/kgの範囲にあるか、または、担体の表面積が、1500〜2500m2/kgの範囲にあり、(QK/R)+QHIAの値が、6〜10ミリモル/kgの範囲にあるか、または、担体の表面積が、2500〜5000m2/kgの範囲にあり、(QK/R)+QHIA+の値が、10〜20ミリモル/kgの範囲にある、請求項12に記載の触媒組成物。
- 触媒組成物が、更なるIA族金属として、リチウムを、全触媒組成物に対して1〜500ミリモル/kgの量で含む、請求項1から13のいずれかに記載の触媒組成物。
- 触媒組成物が、銀に加えて、レニウムと、更に硫黄、リン、ホウ素ならびに硫黄、リンおよびホウ素の1種または複数種を含む成分の1種または複数種から選ぶことができるレニウム補助触媒とを含む、請求項1から14のいずれかに記載の触媒組成物。
- 少なくとも500m2/kgの表面積を有する担体を選択するステップと、前記担体上に、
銀金属、
レニウム、タングステン、モリブデンまたは硝酸塩もしくは亜硝酸塩形成化合物を含む金属または成分、ならびに
少なくとも37の原子番号を有するIA族金属および更にカリウムを含むIA族金属または成分
を堆積するステップとを含み、式(QK/R)+QHIAの値が、1.5〜30ミリモル/kgの範囲にある触媒組成物を調製する方法。(式中、QHIAおよびQKは、それぞれ前記触媒組成物に存在する、少なくとも37の原子番号を有するIA族金属およびカリウムの量をミリモル/kgで表し、QHIAとQKの比は、少なくとも1:1であり、QKの値は、少なくとも0.01ミリモル/kgであり、Rは、1.5〜5の範囲の無次元数であり、前記ミリモル/kg単位は、前記触媒組成物の重量を基準とする。) - 請求項1から15のいずれかに記載の触媒組成物の存在下で、エチレンと酸素とを反応させて酸化エチレンを調製する方法。
- 有機ハロゲン化物または有機もしくは無機窒素化合物が反応調節剤として存在する、請求項17に記載の方法。
- エチレンおよび酸素を含む供給原料が触媒組成物と接触し、前記供給原料が、エチレンおよび酸素に加えて、二酸化炭素を、前記全供給原料当り、0.5〜2モル%の範囲の濃度で含む、請求項17または18に記載の方法。
- 請求項17から19のいずれかに記載の、酸化エチレンを調製する方法によって得られた酸化エチレンを、1,2−エタンジオールまたは1,2−エタンジオールエーテルへ転換するステップを含む、1,2−エタンジオールまたは1,2−エタンジオールエーテルを作製するための酸化エチレンの使用方法。
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PCT/US2004/009884 WO2004089539A1 (en) | 2003-03-31 | 2004-03-30 | A silver-catalyst composition, a process for preparing the catalyst composition and a use of the catalyst composition for the epoxidation of ethylene |
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JP2009525842A (ja) * | 2005-12-22 | 2009-07-16 | シエル・インターナシヨネイル・リサーチ・マーチヤツピイ・ベー・ウイ | 再生エポキシ化触媒の製造方法 |
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CA2520786A1 (en) | 2004-10-21 |
CN1774293A (zh) | 2006-05-17 |
MXPA05010432A (es) | 2005-11-04 |
TW200505562A (en) | 2005-02-16 |
CN103212415A (zh) | 2013-07-24 |
US20080306289A1 (en) | 2008-12-11 |
RU2333034C2 (ru) | 2008-09-10 |
CA2520786C (en) | 2013-03-12 |
EP3144061A1 (en) | 2017-03-22 |
KR101037506B1 (ko) | 2011-05-26 |
WO2004089539A1 (en) | 2004-10-21 |
EP1641559B1 (en) | 2020-01-22 |
EP1641559A1 (en) | 2006-04-05 |
US8932979B2 (en) | 2015-01-13 |
TWI346574B (en) | 2011-08-11 |
JP5075409B2 (ja) | 2012-11-21 |
EP3144061B1 (en) | 2021-04-21 |
KR20050115326A (ko) | 2005-12-07 |
US20040198992A1 (en) | 2004-10-07 |
RU2005133450A (ru) | 2006-03-10 |
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