JP3391805B2 - ゼオライト - Google Patents
ゼオライトInfo
- Publication number
- JP3391805B2 JP3391805B2 JP24717791A JP24717791A JP3391805B2 JP 3391805 B2 JP3391805 B2 JP 3391805B2 JP 24717791 A JP24717791 A JP 24717791A JP 24717791 A JP24717791 A JP 24717791A JP 3391805 B2 JP3391805 B2 JP 3391805B2
- Authority
- JP
- Japan
- Prior art keywords
- zeolite
- catalyst
- hydrogen
- reaction
- product
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 239000010457 zeolite Substances 0.000 title claims abstract description 179
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 title claims abstract description 163
- 229910021536 Zeolite Inorganic materials 0.000 title claims abstract description 159
- 239000003054 catalyst Substances 0.000 claims abstract description 89
- 238000006317 isomerization reaction Methods 0.000 claims abstract description 21
- 229930195733 hydrocarbon Natural products 0.000 claims abstract description 18
- 150000002430 hydrocarbons Chemical class 0.000 claims abstract description 18
- 239000004215 Carbon black (E152) Substances 0.000 claims abstract description 11
- 238000005804 alkylation reaction Methods 0.000 claims abstract description 8
- 230000029936 alkylation Effects 0.000 claims abstract description 7
- 239000000203 mixture Substances 0.000 claims description 118
- 238000006243 chemical reaction Methods 0.000 claims description 69
- 239000000463 material Substances 0.000 claims description 64
- 238000002441 X-ray diffraction Methods 0.000 claims description 37
- 229910052739 hydrogen Inorganic materials 0.000 claims description 35
- 239000001257 hydrogen Substances 0.000 claims description 33
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 30
- 229910052782 aluminium Inorganic materials 0.000 claims description 29
- 239000013078 crystal Substances 0.000 claims description 29
- 238000000034 method Methods 0.000 claims description 29
- 229910052751 metal Inorganic materials 0.000 claims description 27
- 239000002184 metal Substances 0.000 claims description 27
- 150000001768 cations Chemical class 0.000 claims description 25
- 238000005342 ion exchange Methods 0.000 claims description 24
- -1 polymethylene Polymers 0.000 claims description 23
- 238000001354 calcination Methods 0.000 claims description 18
- 230000015572 biosynthetic process Effects 0.000 claims description 17
- 238000006356 dehydrogenation reaction Methods 0.000 claims description 16
- 238000004519 manufacturing process Methods 0.000 claims description 16
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical group [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 15
- 238000005984 hydrogenation reaction Methods 0.000 claims description 15
- 238000005336 cracking Methods 0.000 claims description 14
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical group [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 13
- 238000007323 disproportionation reaction Methods 0.000 claims description 13
- 229910052710 silicon Inorganic materials 0.000 claims description 13
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 12
- 239000002253 acid Substances 0.000 claims description 11
- 239000000126 substance Substances 0.000 claims description 11
- 229910052733 gallium Inorganic materials 0.000 claims description 10
- GYHNNYVSQQEPJS-UHFFFAOYSA-N Gallium Chemical group [Ga] GYHNNYVSQQEPJS-UHFFFAOYSA-N 0.000 claims description 9
- 229910052783 alkali metal Inorganic materials 0.000 claims description 9
- 238000003786 synthesis reaction Methods 0.000 claims description 9
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 8
- 238000006297 dehydration reaction Methods 0.000 claims description 8
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 8
- 238000010555 transalkylation reaction Methods 0.000 claims description 8
- 150000001412 amines Chemical class 0.000 claims description 7
- 238000005899 aromatization reaction Methods 0.000 claims description 7
- 229910052796 boron Inorganic materials 0.000 claims description 7
- 238000002425 crystallisation Methods 0.000 claims description 7
- 230000008025 crystallization Effects 0.000 claims description 7
- 230000018044 dehydration Effects 0.000 claims description 7
- 229910052742 iron Inorganic materials 0.000 claims description 7
- 239000002243 precursor Substances 0.000 claims description 7
- 239000010703 silicon Substances 0.000 claims description 7
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical group [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 claims description 6
- 150000001340 alkali metals Chemical class 0.000 claims description 6
- 229910052804 chromium Inorganic materials 0.000 claims description 6
- 239000011651 chromium Substances 0.000 claims description 6
- 229910052732 germanium Inorganic materials 0.000 claims description 6
- GNPVGFCGXDBREM-UHFFFAOYSA-N germanium atom Chemical compound [Ge] GNPVGFCGXDBREM-UHFFFAOYSA-N 0.000 claims description 6
- 229910052750 molybdenum Inorganic materials 0.000 claims description 6
- 229910052720 vanadium Inorganic materials 0.000 claims description 6
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 claims description 5
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 claims description 5
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical group [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims description 5
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 claims description 5
- 229910052787 antimony Inorganic materials 0.000 claims description 5
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 claims description 5
- 229910052785 arsenic Inorganic materials 0.000 claims description 5
- RQNWIZPPADIBDY-UHFFFAOYSA-N arsenic atom Chemical compound [As] RQNWIZPPADIBDY-UHFFFAOYSA-N 0.000 claims description 5
- 229910052748 manganese Inorganic materials 0.000 claims description 5
- 239000011572 manganese Substances 0.000 claims description 5
- 239000002808 molecular sieve Substances 0.000 claims description 5
- 239000011733 molybdenum Substances 0.000 claims description 5
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 claims description 5
- 229910052719 titanium Inorganic materials 0.000 claims description 5
- 239000010936 titanium Chemical group 0.000 claims description 5
- 229910052726 zirconium Inorganic materials 0.000 claims description 5
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 claims description 4
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 claims description 4
- 229910021529 ammonia Inorganic materials 0.000 claims description 4
- 150000008064 anhydrides Chemical class 0.000 claims description 4
- 150000001491 aromatic compounds Chemical class 0.000 claims description 4
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims description 4
- 230000020335 dealkylation Effects 0.000 claims description 4
- 238000006900 dealkylation reaction Methods 0.000 claims description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 4
- 230000036571 hydration Effects 0.000 claims description 4
- 238000006703 hydration reaction Methods 0.000 claims description 4
- 238000007363 ring formation reaction Methods 0.000 claims description 4
- 150000001450 anions Chemical class 0.000 claims description 3
- 230000026030 halogenation Effects 0.000 claims description 3
- 238000005658 halogenation reaction Methods 0.000 claims description 3
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 claims description 3
- 238000006384 oligomerization reaction Methods 0.000 claims description 3
- 230000003647 oxidation Effects 0.000 claims description 3
- 238000007254 oxidation reaction Methods 0.000 claims description 3
- 238000006116 polymerization reaction Methods 0.000 claims description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 2
- 230000002152 alkylating effect Effects 0.000 claims description 2
- 150000003863 ammonium salts Chemical class 0.000 claims description 2
- 239000011230 binding agent Substances 0.000 claims description 2
- HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 claims 2
- LEONUFNNVUYDNQ-UHFFFAOYSA-N vanadium atom Chemical group [V] LEONUFNNVUYDNQ-UHFFFAOYSA-N 0.000 claims 2
- 239000012266 salt solution Substances 0.000 claims 1
- 239000000047 product Substances 0.000 description 86
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 70
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 51
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 50
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 49
- 229910001868 water Inorganic materials 0.000 description 49
- 239000011734 sodium Substances 0.000 description 33
- 229910018072 Al 2 O 3 Inorganic materials 0.000 description 32
- 238000002360 preparation method Methods 0.000 description 26
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 24
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 24
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 23
- 238000000634 powder X-ray diffraction Methods 0.000 description 23
- 238000003756 stirring Methods 0.000 description 23
- 239000008096 xylene Substances 0.000 description 23
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 22
- 229910052708 sodium Inorganic materials 0.000 description 22
- 239000008367 deionised water Substances 0.000 description 21
- 229910021641 deionized water Inorganic materials 0.000 description 21
- 239000011541 reaction mixture Substances 0.000 description 21
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 18
- ANBBXQWFNXMHLD-UHFFFAOYSA-N aluminum;sodium;oxygen(2-) Chemical compound [O-2].[O-2].[Na+].[Al+3] ANBBXQWFNXMHLD-UHFFFAOYSA-N 0.000 description 18
- 238000004458 analytical method Methods 0.000 description 18
- 239000006185 dispersion Substances 0.000 description 18
- 239000007789 gas Substances 0.000 description 18
- 239000000377 silicon dioxide Substances 0.000 description 18
- 229910001388 sodium aluminate Inorganic materials 0.000 description 18
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 16
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 16
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 15
- 229910004298 SiO 2 Inorganic materials 0.000 description 14
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 14
- 230000008569 process Effects 0.000 description 14
- 239000012535 impurity Substances 0.000 description 13
- 229910052757 nitrogen Inorganic materials 0.000 description 13
- 229910001220 stainless steel Inorganic materials 0.000 description 13
- 239000010935 stainless steel Substances 0.000 description 13
- 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 12
- 239000011159 matrix material Substances 0.000 description 12
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 12
- 230000003197 catalytic effect Effects 0.000 description 11
- 230000000694 effects Effects 0.000 description 11
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 10
- 239000012071 phase Substances 0.000 description 10
- 239000007787 solid Substances 0.000 description 10
- 238000012360 testing method Methods 0.000 description 9
- 150000001875 compounds Chemical class 0.000 description 8
- 239000003085 diluting agent Substances 0.000 description 8
- 239000001294 propane Substances 0.000 description 8
- 239000000654 additive Substances 0.000 description 7
- 150000001336 alkenes Chemical group 0.000 description 7
- 239000007788 liquid Substances 0.000 description 7
- 229910052759 nickel Inorganic materials 0.000 description 7
- 229910052697 platinum Inorganic materials 0.000 description 7
- 230000000996 additive effect Effects 0.000 description 6
- 239000008119 colloidal silica Substances 0.000 description 6
- 239000007791 liquid phase Substances 0.000 description 6
- 150000002739 metals Chemical class 0.000 description 6
- 238000001000 micrograph Methods 0.000 description 6
- 229910052763 palladium Inorganic materials 0.000 description 6
- 229910052702 rhenium Inorganic materials 0.000 description 6
- 239000002585 base Substances 0.000 description 5
- 238000000354 decomposition reaction Methods 0.000 description 5
- 230000007423 decrease Effects 0.000 description 5
- 239000000499 gel Substances 0.000 description 5
- 238000005470 impregnation Methods 0.000 description 5
- 229910044991 metal oxide Inorganic materials 0.000 description 5
- 150000004706 metal oxides Chemical class 0.000 description 5
- 239000000843 powder Substances 0.000 description 5
- 150000003839 salts Chemical class 0.000 description 5
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 4
- 125000003118 aryl group Chemical group 0.000 description 4
- 238000002003 electron diffraction Methods 0.000 description 4
- 238000004817 gas chromatography Methods 0.000 description 4
- QWTDNUCVQCZILF-UHFFFAOYSA-N isopentane Chemical compound CCC(C)C QWTDNUCVQCZILF-UHFFFAOYSA-N 0.000 description 4
- 150000002736 metal compounds Chemical class 0.000 description 4
- 239000000376 reactant Substances 0.000 description 4
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- QQONPFPTGQHPMA-UHFFFAOYSA-N Propene Chemical compound CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 3
- 150000001298 alcohols Chemical class 0.000 description 3
- 150000004996 alkyl benzenes Chemical class 0.000 description 3
- 229910000323 aluminium silicate Inorganic materials 0.000 description 3
- UNYSKUBLZGJSLV-UHFFFAOYSA-L calcium;1,3,5,2,4,6$l^{2}-trioxadisilaluminane 2,4-dioxide;dihydroxide;hexahydrate Chemical compound O.O.O.O.O.O.[OH-].[OH-].[Ca+2].O=[Si]1O[Al]O[Si](=O)O1.O=[Si]1O[Al]O[Si](=O)O1 UNYSKUBLZGJSLV-UHFFFAOYSA-L 0.000 description 3
- 229910052676 chabazite Inorganic materials 0.000 description 3
- 230000003247 decreasing effect Effects 0.000 description 3
- 150000002170 ethers Chemical class 0.000 description 3
- 238000004231 fluid catalytic cracking Methods 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 150000002431 hydrogen Chemical class 0.000 description 3
- 238000003384 imaging method Methods 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- 150000002894 organic compounds Chemical class 0.000 description 3
- 239000002245 particle Substances 0.000 description 3
- 239000008188 pellet Substances 0.000 description 3
- 230000035484 reaction time Effects 0.000 description 3
- 230000009467 reduction Effects 0.000 description 3
- 229910052703 rhodium Inorganic materials 0.000 description 3
- 229920006395 saturated elastomer Polymers 0.000 description 3
- 238000001179 sorption measurement Methods 0.000 description 3
- 238000006467 substitution reaction Methods 0.000 description 3
- GPPXJZIENCGNKB-UHFFFAOYSA-N vanadium Chemical compound [V]#[V] GPPXJZIENCGNKB-UHFFFAOYSA-N 0.000 description 3
- FYGHSUNMUKGBRK-UHFFFAOYSA-N 1,2,3-trimethylbenzene Chemical compound CC1=CC=CC(C)=C1C FYGHSUNMUKGBRK-UHFFFAOYSA-N 0.000 description 2
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 2
- 241000196324 Embryophyta Species 0.000 description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
- 229910002651 NO3 Inorganic materials 0.000 description 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 2
- 150000001335 aliphatic alkanes Chemical class 0.000 description 2
- 229910001413 alkali metal ion Inorganic materials 0.000 description 2
- 229910052910 alkali metal silicate Inorganic materials 0.000 description 2
- 150000004645 aluminates Chemical class 0.000 description 2
- 239000001273 butane Substances 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- RWGFKTVRMDUZSP-UHFFFAOYSA-N cumene Chemical compound CC(C)C1=CC=CC=C1 RWGFKTVRMDUZSP-UHFFFAOYSA-N 0.000 description 2
- AFABGHUZZDYHJO-UHFFFAOYSA-N dimethyl butane Natural products CCCC(C)C AFABGHUZZDYHJO-UHFFFAOYSA-N 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 229920001971 elastomer Polymers 0.000 description 2
- 229910052675 erionite Inorganic materials 0.000 description 2
- 239000012530 fluid Substances 0.000 description 2
- 239000008187 granular material Substances 0.000 description 2
- 239000001307 helium Substances 0.000 description 2
- 229910052734 helium Inorganic materials 0.000 description 2
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 2
- FAHBNUUHRFUEAI-UHFFFAOYSA-M hydroxidooxidoaluminium Chemical compound O[Al]=O FAHBNUUHRFUEAI-UHFFFAOYSA-M 0.000 description 2
- 239000006193 liquid solution Substances 0.000 description 2
- 230000011987 methylation Effects 0.000 description 2
- 238000007069 methylation reaction Methods 0.000 description 2
- 150000007522 mineralic acids Chemical class 0.000 description 2
- 229910052680 mordenite Inorganic materials 0.000 description 2
- 229910000510 noble metal Inorganic materials 0.000 description 2
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 2
- 239000011368 organic material Substances 0.000 description 2
- 230000000737 periodic effect Effects 0.000 description 2
- 229910052698 phosphorus Inorganic materials 0.000 description 2
- 102200118166 rs16951438 Human genes 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 238000007873 sieving Methods 0.000 description 2
- 229910002027 silica gel Inorganic materials 0.000 description 2
- 229910052665 sodalite Inorganic materials 0.000 description 2
- 229910052717 sulfur Inorganic materials 0.000 description 2
- 229910052718 tin Inorganic materials 0.000 description 2
- 238000004627 transmission electron microscopy Methods 0.000 description 2
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 2
- 150000003738 xylenes Chemical class 0.000 description 2
- 229910052725 zinc Inorganic materials 0.000 description 2
- 239000011701 zinc Substances 0.000 description 2
- 229910021489 α-quartz Inorganic materials 0.000 description 2
- HYFLWBNQFMXCPA-UHFFFAOYSA-N 1-ethyl-2-methylbenzene Chemical compound CCC1=CC=CC=C1C HYFLWBNQFMXCPA-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 229910002012 Aerosil® Inorganic materials 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 description 1
- 238000006421 Davidson Oxazole synthesis reaction Methods 0.000 description 1
- 241000255925 Diptera Species 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 238000005004 MAS NMR spectroscopy Methods 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- MCMNRKCIXSYSNV-UHFFFAOYSA-N ZrO2 Inorganic materials O=[Zr]=O MCMNRKCIXSYSNV-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 238000004847 absorption spectroscopy Methods 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 229910000272 alkali metal oxide Inorganic materials 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 150000001350 alkyl halides Chemical class 0.000 description 1
- 239000002168 alkylating agent Substances 0.000 description 1
- AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical class [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 description 1
- VXAUWWUXCIMFIM-UHFFFAOYSA-M aluminum;oxygen(2-);hydroxide Chemical compound [OH-].[O-2].[Al+3] VXAUWWUXCIMFIM-UHFFFAOYSA-M 0.000 description 1
- 235000019270 ammonium chloride Nutrition 0.000 description 1
- 150000003868 ammonium compounds Chemical class 0.000 description 1
- 229910052908 analcime Inorganic materials 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 229960000892 attapulgite Drugs 0.000 description 1
- 239000000440 bentonite Substances 0.000 description 1
- 229910000278 bentonite Inorganic materials 0.000 description 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
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Classifications
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB909013859A GB9013859D0 (en) | 1990-06-21 | 1990-06-21 | Zeolites |
| GB9013859.5 | 1990-06-21 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH0748122A JPH0748122A (ja) | 1995-02-21 |
| JP3391805B2 true JP3391805B2 (ja) | 2003-03-31 |
Family
ID=10677985
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP24717791A Expired - Lifetime JP3391805B2 (ja) | 1990-06-21 | 1991-06-21 | ゼオライト |
Country Status (14)
| Country | Link |
|---|---|
| US (3) | US5385718A (enExample) |
| EP (1) | EP0462745B1 (enExample) |
| JP (1) | JP3391805B2 (enExample) |
| CN (2) | CN1034325C (enExample) |
| AT (1) | ATE133922T1 (enExample) |
| AU (1) | AU639110B2 (enExample) |
| CA (1) | CA2044960C (enExample) |
| DE (1) | DE69116937T2 (enExample) |
| DK (1) | DK0462745T3 (enExample) |
| ES (1) | ES2085965T3 (enExample) |
| GB (1) | GB9013859D0 (enExample) |
| GR (1) | GR3019845T3 (enExample) |
| IN (1) | IN180874B (enExample) |
| ZA (1) | ZA914542B (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR101520980B1 (ko) * | 2007-04-04 | 2015-05-15 | 차이나 페트로리움 앤드 케미컬 코포레이션 | 촉매 분해에 의한 올레핀 제조용 촉매 조성물 |
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| EP0952962B1 (en) * | 1996-12-31 | 2001-10-10 | Chevron U.S.A. Inc. | Zeolite ssz-47 |
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| FR2765207B1 (fr) | 1997-06-25 | 1999-08-06 | Inst Francais Du Petrole | Zeolithe nu-85, catalyseur et procede pour l'amelioration du point d'ecoulement de charges contenant des paraffines |
| FR2765208B1 (fr) * | 1997-06-25 | 1999-09-03 | Inst Francais Du Petrole | Zeolithe nu-85, catalyseur et procede et pour l'amelioration du point d'ecoulement de charges contenant des paraffines |
| US5866736A (en) * | 1997-10-14 | 1999-02-02 | Catalytic Distillation Technologies | Process for the production of alkyl benzene |
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| ES2205717T3 (es) * | 1998-02-26 | 2004-05-01 | Institut Francais Du Petrole | Catalizador que comprende una zeolita seleccinada entre el grupo formado por las zeolitas nu-85, y nu-87 y su utilizacion en hidroconversion de cargas petroliferas hidrocarbonadas. |
| EP0939113B1 (fr) * | 1998-02-26 | 2003-08-13 | Institut Francais Du Petrole | Procédé d'hydrocraquage de charges pétrolières hydrocarbonées en présence d'un catalyseur comprenant au moins une zéolithe NU-85, NU-86 ou NU-87 |
| FR2775442B1 (fr) * | 1998-02-27 | 2000-04-14 | Inst Francais Du Petrole | Catalyseur comprenant au moins une zeolithe nu-85 et son utilisation en hydroconversion de charges petrolieres hydrocarbonees |
| FR2779072B1 (fr) * | 1998-05-28 | 2000-07-13 | Inst Francais Du Petrole | Catalyseur comprenant une zeolithe choisie dans le groupe forme par les zeolithes nu-85, nu-86 et nu-87, un element du groupe vb et son utilisation en hydroconversion de charges petrolieres hydrocarbonees |
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| FR2895281B1 (fr) * | 2005-12-22 | 2008-09-19 | Inst Francais Du Petrole | Catalyseur comprenant une zeolithe de type structural nes et une zeolithe de type structural euo et son utilisation en isomerisation des composes c8 aromatiques |
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| US8993821B2 (en) * | 2012-12-18 | 2015-03-31 | Uop Llc | Hydrocarbon processes using UZM-43 an EUO-NES-NON zeolite |
| WO2015020014A1 (ja) | 2013-08-05 | 2015-02-12 | 三菱化学株式会社 | ゼオライト及びその製造方法と用途 |
| JP6375204B2 (ja) * | 2014-10-29 | 2018-08-15 | 国立大学法人 東京大学 | Nes型ゼオライトの製造方法 |
| CN115806300B (zh) * | 2021-09-16 | 2024-04-12 | 中国科学院大连化学物理研究所 | 一种薄片丝光沸石分子筛及其制备方法和应用 |
| FR3135263A1 (fr) | 2022-05-06 | 2023-11-10 | Totalenergies Onetech | Procédé de fabrication d’un carburéacteur comprenant une étape de conversion d’un flux d’alcool dans un lit fluidisé, carburéacteur et installation associés |
| FR3135264A1 (fr) | 2022-05-06 | 2023-11-10 | Totalenergies Onetech | Procédé de fabrication d’un carburéacteur, carburéacteur et installation associés |
| FR3135265A1 (fr) | 2022-05-06 | 2023-11-10 | Totalenergies Onetech | Procédé d’obtention d’hydrocarbures, et installation associée |
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| US4537754A (en) | 1980-06-12 | 1985-08-27 | Imperial Chemical Industries Plc | Zeolite EU-1 and a method of making zeolite EU-1 |
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| FR2419256A1 (fr) * | 1978-03-10 | 1979-10-05 | Rhone Poulenc Ind | Procede de separation des terres rares |
| US4229424A (en) * | 1979-04-09 | 1980-10-21 | Mobil Oil Corporation | Crystalline zeolite product constituting ZSM-5/ZSM-11 intermediates |
| NZ197291A (en) * | 1980-06-12 | 1984-10-19 | Ici Ltd | Zeolite eu-2,useful in catalytic processes,especially convversion of methanol to hydrocarbons |
| GB2077709B (en) * | 1980-06-12 | 1983-12-07 | Ici Ltd | Zeolite eu-2 |
| DE3261217D1 (en) * | 1981-02-23 | 1984-12-20 | Ici Plc | Zeolites |
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- 1991-06-11 DK DK91305271.8T patent/DK0462745T3/da active
- 1991-06-11 EP EP91305271A patent/EP0462745B1/en not_active Expired - Lifetime
- 1991-06-11 ES ES91305271T patent/ES2085965T3/es not_active Expired - Lifetime
- 1991-06-11 DE DE69116937T patent/DE69116937T2/de not_active Expired - Lifetime
- 1991-06-13 IN IN514DE1991 patent/IN180874B/en unknown
- 1991-06-13 ZA ZA914542A patent/ZA914542B/xx unknown
- 1991-06-14 AU AU78369/91A patent/AU639110B2/en not_active Ceased
- 1991-06-18 US US07/717,194 patent/US5385718A/en not_active Expired - Lifetime
- 1991-06-19 CA CA002044960A patent/CA2044960C/en not_active Expired - Fee Related
- 1991-06-21 CN CN91104850A patent/CN1034325C/zh not_active Expired - Lifetime
- 1991-06-21 JP JP24717791A patent/JP3391805B2/ja not_active Expired - Lifetime
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1993
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- 1996-06-29 CN CN96108275A patent/CN1073888C/zh not_active Expired - Lifetime
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| US4537754A (en) | 1980-06-12 | 1985-08-27 | Imperial Chemical Industries Plc | Zeolite EU-1 and a method of making zeolite EU-1 |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR101520980B1 (ko) * | 2007-04-04 | 2015-05-15 | 차이나 페트로리움 앤드 케미컬 코포레이션 | 촉매 분해에 의한 올레핀 제조용 촉매 조성물 |
Also Published As
| Publication number | Publication date |
|---|---|
| US5385718A (en) | 1995-01-31 |
| AU7836991A (en) | 1992-01-02 |
| IN180874B (enExample) | 1998-03-28 |
| CA2044960A1 (en) | 1991-12-22 |
| AU639110B2 (en) | 1993-07-15 |
| JPH0748122A (ja) | 1995-02-21 |
| ZA914542B (en) | 1992-03-25 |
| DE69116937T2 (de) | 1997-01-09 |
| CN1058195A (zh) | 1992-01-29 |
| GR3019845T3 (en) | 1996-08-31 |
| EP0462745A2 (en) | 1991-12-27 |
| DE69116937D1 (de) | 1996-03-21 |
| GB9013859D0 (en) | 1990-08-15 |
| CN1073888C (zh) | 2001-10-31 |
| CA2044960C (en) | 2001-06-05 |
| EP0462745A3 (en) | 1992-07-22 |
| US5464799A (en) | 1995-11-07 |
| CN1034325C (zh) | 1997-03-26 |
| ATE133922T1 (de) | 1996-02-15 |
| EP0462745B1 (en) | 1996-02-07 |
| US5446234A (en) | 1995-08-29 |
| CN1147422A (zh) | 1997-04-16 |
| ES2085965T3 (es) | 1996-06-16 |
| DK0462745T3 (da) | 1996-06-17 |
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