JP6697481B2 - 新規cit−13位相の結晶質ゲルマノケイ酸塩物質およびその調製方法 - Google Patents
新規cit−13位相の結晶質ゲルマノケイ酸塩物質およびその調製方法 Download PDFInfo
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- JP6697481B2 JP6697481B2 JP2017553238A JP2017553238A JP6697481B2 JP 6697481 B2 JP6697481 B2 JP 6697481B2 JP 2017553238 A JP2017553238 A JP 2017553238A JP 2017553238 A JP2017553238 A JP 2017553238A JP 6697481 B2 JP6697481 B2 JP 6697481B2
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- 238000000034 method Methods 0.000 title claims description 147
- 239000000463 material Substances 0.000 title description 44
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- 229930195733 hydrocarbon Natural products 0.000 claims description 93
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- 239000011148 porous material Substances 0.000 claims description 50
- 238000006243 chemical reaction Methods 0.000 claims description 46
- 239000003054 catalyst Substances 0.000 claims description 41
- 239000007789 gas Substances 0.000 claims description 38
- 238000002425 crystallisation Methods 0.000 claims description 37
- 239000003795 chemical substances by application Substances 0.000 claims description 36
- 230000008025 crystallization Effects 0.000 claims description 36
- 238000002441 X-ray diffraction Methods 0.000 claims description 31
- YBMRDBCBODYGJE-UHFFFAOYSA-N germanium oxide Inorganic materials O=[Ge]=O YBMRDBCBODYGJE-UHFFFAOYSA-N 0.000 claims description 29
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 28
- KKKDZZRICRFGSD-UHFFFAOYSA-O 3-benzyl-1h-imidazol-3-ium Chemical class C1=C[NH+]=CN1CC1=CC=CC=C1 KKKDZZRICRFGSD-UHFFFAOYSA-O 0.000 claims description 27
- 150000001336 alkenes Chemical class 0.000 claims description 27
- PVADDRMAFCOOPC-UHFFFAOYSA-N oxogermanium Chemical compound [Ge]=O PVADDRMAFCOOPC-UHFFFAOYSA-N 0.000 claims description 24
- 150000003839 salts Chemical class 0.000 claims description 23
- 229910052814 silicon oxide Inorganic materials 0.000 claims description 23
- 229910052723 transition metal Inorganic materials 0.000 claims description 23
- 150000003624 transition metals Chemical class 0.000 claims description 22
- 238000003786 synthesis reaction Methods 0.000 claims description 20
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 claims description 19
- 230000015572 biosynthetic process Effects 0.000 claims description 19
- BOTDANWDWHJENH-UHFFFAOYSA-N Tetraethyl orthosilicate Chemical compound CCO[Si](OCC)(OCC)OCC BOTDANWDWHJENH-UHFFFAOYSA-N 0.000 claims description 18
- 229910052751 metal Inorganic materials 0.000 claims description 18
- 239000002184 metal Substances 0.000 claims description 18
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- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 17
- 238000000634 powder X-ray diffraction Methods 0.000 claims description 17
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 claims description 16
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims description 15
- MWUXSHHQAYIFBG-UHFFFAOYSA-N nitrogen oxide Inorganic materials O=[N] MWUXSHHQAYIFBG-UHFFFAOYSA-N 0.000 claims description 15
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Substances [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims description 15
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- 229910005793 GeO 2 Inorganic materials 0.000 claims description 12
- 125000003118 aryl group Chemical group 0.000 claims description 12
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 claims description 12
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- 125000000217 alkyl group Chemical group 0.000 claims description 11
- 238000004517 catalytic hydrocracking Methods 0.000 claims description 11
- 230000018044 dehydration Effects 0.000 claims description 11
- 238000006297 dehydration reaction Methods 0.000 claims description 11
- 229910052739 hydrogen Inorganic materials 0.000 claims description 11
- 229910052760 oxygen Inorganic materials 0.000 claims description 11
- KDLHZDBZIXYQEI-UHFFFAOYSA-N palladium Substances [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims description 11
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 10
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- 150000001298 alcohols Chemical class 0.000 claims description 9
- 150000001768 cations Chemical class 0.000 claims description 9
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- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims description 9
- 229910052707 ruthenium Inorganic materials 0.000 claims description 9
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 8
- 150000001335 aliphatic alkanes Chemical class 0.000 claims description 8
- 150000001491 aromatic compounds Chemical class 0.000 claims description 8
- 238000001354 calcination Methods 0.000 claims description 8
- 239000010949 copper Substances 0.000 claims description 8
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- 230000001747 exhibiting effect Effects 0.000 claims description 7
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- 229910052703 rhodium Inorganic materials 0.000 claims description 7
- 239000010948 rhodium Substances 0.000 claims description 7
- 229910052709 silver Inorganic materials 0.000 claims description 7
- 239000000725 suspension Substances 0.000 claims description 7
- 229910000314 transition metal oxide Inorganic materials 0.000 claims description 7
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 6
- 239000003513 alkali Substances 0.000 claims description 6
- 229910001860 alkaline earth metal hydroxide Inorganic materials 0.000 claims description 6
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- 238000005336 cracking Methods 0.000 claims description 6
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- 229910052757 nitrogen Inorganic materials 0.000 claims description 6
- 230000003606 oligomerizing effect Effects 0.000 claims description 6
- DDFHBQSCUXNBSA-UHFFFAOYSA-N 5-(5-carboxythiophen-2-yl)thiophene-2-carboxylic acid Chemical compound S1C(C(=O)O)=CC=C1C1=CC=C(C(O)=O)S1 DDFHBQSCUXNBSA-UHFFFAOYSA-N 0.000 claims description 5
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 claims description 5
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 5
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 claims description 5
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 claims description 5
- 229910052782 aluminium Inorganic materials 0.000 claims description 5
- 229910002091 carbon monoxide Inorganic materials 0.000 claims description 5
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- GNPVGFCGXDBREM-UHFFFAOYSA-N germanium atom Chemical compound [Ge] GNPVGFCGXDBREM-UHFFFAOYSA-N 0.000 claims description 5
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- 229910052761 rare earth metal Inorganic materials 0.000 claims description 5
- 239000002994 raw material Substances 0.000 claims description 5
- 230000002829 reductive effect Effects 0.000 claims description 5
- 238000002407 reforming Methods 0.000 claims description 5
- 229910052719 titanium Inorganic materials 0.000 claims description 5
- 239000010936 titanium Substances 0.000 claims description 5
- 229910052720 vanadium Inorganic materials 0.000 claims description 5
- 229910052725 zinc Inorganic materials 0.000 claims description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 4
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 claims description 4
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims description 4
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 claims description 4
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims description 4
- 125000005210 alkyl ammonium group Chemical group 0.000 claims description 4
- 229910052790 beryllium Inorganic materials 0.000 claims description 4
- 229910052741 iridium Inorganic materials 0.000 claims description 4
- 150000002910 rare earth metals Chemical class 0.000 claims description 4
- 239000004332 silver Substances 0.000 claims description 4
- 229910052726 zirconium Inorganic materials 0.000 claims description 4
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 claims description 3
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 claims description 3
- 229910052793 cadmium Inorganic materials 0.000 claims description 3
- 229910052791 calcium Inorganic materials 0.000 claims description 3
- 229910052804 chromium Inorganic materials 0.000 claims description 3
- 239000011651 chromium Substances 0.000 claims description 3
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 claims description 3
- 229910052738 indium Inorganic materials 0.000 claims description 3
- GKOZUEZYRPOHIO-UHFFFAOYSA-N iridium atom Chemical compound [Ir] GKOZUEZYRPOHIO-UHFFFAOYSA-N 0.000 claims description 3
- 229910052749 magnesium Inorganic materials 0.000 claims description 3
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 claims description 3
- 229910052753 mercury Inorganic materials 0.000 claims description 3
- 229910052750 molybdenum Inorganic materials 0.000 claims description 3
- 239000011733 molybdenum Substances 0.000 claims description 3
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 3
- SYQBFIAQOQZEGI-UHFFFAOYSA-N osmium atom Chemical compound [Os] SYQBFIAQOQZEGI-UHFFFAOYSA-N 0.000 claims description 3
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 claims description 3
- 229910052706 scandium Inorganic materials 0.000 claims description 3
- SIXSYDAISGFNSX-UHFFFAOYSA-N scandium atom Chemical compound [Sc] SIXSYDAISGFNSX-UHFFFAOYSA-N 0.000 claims description 3
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 claims description 3
- 229910052721 tungsten Inorganic materials 0.000 claims description 3
- 239000010937 tungsten Substances 0.000 claims description 3
- 229910052727 yttrium Inorganic materials 0.000 claims description 3
- VWQVUPCCIRVNHF-UHFFFAOYSA-N yttrium atom Chemical compound [Y] VWQVUPCCIRVNHF-UHFFFAOYSA-N 0.000 claims description 3
- 229910052684 Cerium Inorganic materials 0.000 claims description 2
- 229910052693 Europium Inorganic materials 0.000 claims description 2
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- 229910052777 Praseodymium Inorganic materials 0.000 claims description 2
- 229910052772 Samarium Inorganic materials 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims description 2
- 229910052792 caesium Inorganic materials 0.000 claims description 2
- 229910052746 lanthanum Inorganic materials 0.000 claims description 2
- 229910052744 lithium Inorganic materials 0.000 claims description 2
- 229910052700 potassium Inorganic materials 0.000 claims description 2
- 229910052701 rubidium Inorganic materials 0.000 claims description 2
- 229910052708 sodium Inorganic materials 0.000 claims description 2
- 229910052712 strontium Inorganic materials 0.000 claims description 2
- RAXXELZNTBOGNW-UHFFFAOYSA-O Imidazolium Chemical compound C1=C[NH+]=CN1 RAXXELZNTBOGNW-UHFFFAOYSA-O 0.000 claims 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 1
- LEONUFNNVUYDNQ-UHFFFAOYSA-N vanadium atom Chemical compound [V] LEONUFNNVUYDNQ-UHFFFAOYSA-N 0.000 claims 1
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- 125000004429 atom Chemical group 0.000 description 18
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- -1 germanium alkali metal salts Chemical class 0.000 description 13
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- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 3
- 239000012153 distilled water Substances 0.000 description 3
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- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 3
- 238000001757 thermogravimetry curve Methods 0.000 description 3
- 229910052718 tin Inorganic materials 0.000 description 3
- 239000011135 tin Substances 0.000 description 3
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- 239000010944 silver (metal) Substances 0.000 description 1
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 description 1
- 229910052911 sodium silicate Inorganic materials 0.000 description 1
- 238000000279 solid-state nuclear magnetic resonance spectrum Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000002336 sorption--desorption measurement Methods 0.000 description 1
- 230000003595 spectral effect Effects 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 235000000346 sugar Nutrition 0.000 description 1
- 150000008163 sugars Chemical class 0.000 description 1
- 239000013589 supplement Substances 0.000 description 1
- 230000009897 systematic effect Effects 0.000 description 1
- 229910052713 technetium Inorganic materials 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 125000005207 tetraalkylammonium group Chemical group 0.000 description 1
- XOLBLPGZBRYERU-UHFFFAOYSA-N tin dioxide Chemical compound O=[Sn]=O XOLBLPGZBRYERU-UHFFFAOYSA-N 0.000 description 1
- 229910001887 tin oxide Inorganic materials 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- 238000010555 transalkylation reaction Methods 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- 238000000844 transformation Methods 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- 229910001935 vanadium oxide Inorganic materials 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- 229910001928 zirconium oxide Inorganic materials 0.000 description 1
Classifications
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Description
(a)6.45±0.2、7.18±0.2、12.85±0.2、18.26±0.2、18.36±0.2、18.63±0.2、20.78±0.2、21.55±0.2、23.36±0.2、24.55±0.2、26.01±0.2、および26.68±0.2°2-θの特性ピークのうちの少なくとも5つを示す粉末X線回折(XRD)パターン;
(b)図1(B)もしくは図1(C)に示すものと実質的に同じ粉末X線回折(XRD)パターン;または
(c)以下に実質的に等しい単位胞パラメータ:
(a)酸化ケイ素源
(b)酸化ゲルマニウム源;
(c)鉱化剤;
(d)上記のおよび本明細書の他の箇所に記載のような、少なくとも1つの置換ベンジル-イミダゾリウム有機構造指向剤(OSDA):ならびに
(e)結晶質微孔性ゲルマノケイ酸塩CIT-13組成物。この明細書内では、酸化ケイ素源および酸化ゲルマニウム源の性質、ならびに鉱化剤の性質についても記載されている。
(a)酸化ケイ素源
(b)酸化ゲルマニウム源;
(c)鉱化剤;
(d)以下の構造を有する、少なくとも1つの置換ベンジル-イミダゾリウム有機構造指向剤(OSDA):
(a)約250℃〜約450℃の範囲の温度で加熱すること;または
(b)オゾンもしくは他の酸化剤と、25℃〜200℃の範囲の温度で接触させること;
を十分な時間行い、脱水生成物またはOSDA除去生成物を形成する。
(a)脱水生成物もしくはOSDA除去生成物を、水性アルカリ、アルカリ土類、遷移金属、希土類金属、アンモニウムもしくはアルキルアンモニウム塩で処理すること;および/または
(b)脱水生成物もしくはOSDA除去生成物を、少なくとも1種類の遷移金属もしくは遷移金属酸化物で処理すること。
本発明は、まとめてCIT-13と呼ばれる組成物の新規セットに関する。いくつかの実施形態では、新規組成物は、10員環および14員環によって画定される細孔を有する三次元骨格を含む結晶質微孔性ゲルマノケイ酸塩組成物の観点から説明される。本明細書の説明から明らかなように、これらの10員環および14員環は、ケイ素-酸素およびゲルマニウム-酸素結合を含む。10員環および14員環は、慣例により、それぞれの環において交互する酸素原子の数を指すものであって、総原子数を指すものではないと定義される。さらに、環中のこの酸素原子の数は、環中の四面体原子の数にも等しい。
(a)6.45±0.2、7.18±0.2、12.85±0.2、18.26±0.2、18.36±0.2、18.63±0.2、20.78±0.2、21.55±0.2、23.36±0.2、24.55±0.2、26.01±0.2、および26.68±0.2°2-θの特性ピークのうちの少なくとも5つを示す粉末X線回折(XRD)パターン;
(b)図1(A)、1(B)もしくは1(C)に示すものと実質的に同じ粉末X線回折(XRD)パターン;または
(c)以下に実質的に等しい単位胞パラメータ:
結晶質組成物は、(a)、(b)、または(c)に記載の特性の1つ、2つ、または3つ全てを示し得る。これらの特性に加えて、これらの結晶質微孔性ゲルマノケイ酸塩はまた、吸着/脱着特性、または本明細書で提供される1H、13C、もしくは29Si NMRデータ(例えば、少なくとも図14〜図17に示されているように)のいずれにおいても、別個にもしくは追加的に特性評価および/または定義され得る。
本開示の特定の実施形態は、結晶質微孔性ゲルマノケイ酸塩組成物を調製する方法を含み、各方法は、以下を含む水性組成物を水熱処理することを含む:
(a)酸化ケイ素源
(b)酸化ゲルマニウム源;
(c)鉱化剤;
(d)以下の構造を有する、少なくとも1つの置換ベンジル-イミダゾリウム有機構造指向剤(OSDA):
ではない、式中、本発明の組成物に関連する構造を有するまたは特性を示す結晶質微孔性ゲルマノケイ酸塩組成物を結晶化させるのに有効な条件下で、mおよびnは、独立して、1、2、または3であり、R1、R2、およびR3は、各出現において独立してC1-3アルキルであり、好ましいのは、R1、R2、およびR3が、独立して、エチルまたはメチルである場合であり、より好ましいのは、R1、R2、およびR3がメチルである場合である。
(a)水性フッ化水素アンモニウム(NH4F.HF)もしくはフッ化アンモニウムそれ自体;
(b)二フッ化物アルカリ金属塩(すなわちMHF2であり、M+はLi+、Na+、もしくはK+である)、もしくはそれらの組み合わせ;もしくは
(c)HFよりも強く(例えば、HCl、HBr、HI、H3PO4、HNO3、シュウ酸、もしくはH2SO4)、フッ化物と反応してHFをin situで形成することができる少なくとも1つの鉱酸の存在下にある、アルカリ金属、アルカリ土類金属、もしくはフッ化アンモニウム塩(例えば、LiF、NaF、KF、CsF、CaF2、テトラアルキルフッ化アンモニウム(例えば、テトラメチルフッ化アンモニウム))などの少なくとも1つのフッ化物塩;または
(d)(a)〜(c)の2つ以上の組み合わせ。これらの系内では、少なくとも、揮発性のフッ化物源(例えば、HF、NH4F、もしくはNH4F.HF)が好ましい。
ここで、n、R1、R2、およびR3は、本明細書の他の箇所に記載されている実施形態のいずれかである。
(a)約250℃〜約450℃の範囲の温度で、空気もしくは酸素などの酸化雰囲気中、もしくはアルゴンもしくは窒素などの不活性雰囲気中で、単離された生成物固体を加熱すること;または
(b)25℃〜200℃の範囲の温度で、単離された生成物固体をオゾンもしくは他の酸化剤と接触させること;
を十分な時間行い、脱水生成物またはOSDA除去生成物を形成する。その後得られた結晶質ゲルマノケイ酸塩生成物は、残留OSDAを実質的に欠いている。
本明細書に記載されているように、形成されたままの、および後処理された結晶質ゲルマノケイ酸塩組成物自体は、本開示の範囲内であり、本発明の独立した実施形態であると考えられる。開示の過程の特徴を説明するために使用される全ての説明は、別個に考慮される実施形態である組成物をもたらす。慎重を期して、これらのうちのいくつかが本明細書に提示されるが、これらの説明は、提供される実施形態または他の説明から自然に続く実施形態を排除すると考慮されるべきではない。
(a)酸化ケイ素源
(b)酸化ゲルマニウム源;
(c)鉱化剤;
(d)上記のように、以下の構造を有する少なくとも1つを含む、少なくとも1つの置換ベンジル-イミダゾリウム有機構造指向剤(OSDA):
ではない、式中、m、n、R1、R2、およびR3は、上記および本明細書の他の箇所で同定した通りである;ならびに
(e)CIT-13位相、またはそのシードと組成的に一致する結晶質微孔性ゲルマノケイ酸塩。
様々な実施形態において、か焼され、ドープされ、または本明細書に記載の触媒で処理された本発明の結晶質微孔性ゲルマノケイ酸塩固体は、一連の化学変換を仲介または触媒する。そのような変換には、低温でDMEをCOでカルボニル化すること、NOxをメタンで還元すること(例えば、排気用途)、パラフィンを分解、水素化分解、脱水素化し、芳香族化合物に変換すること、MTO、芳香族化合物(例えば、キシレン)を異性化すること、芳香族化合物(例えば、トルエン)を不均化すること、芳香族炭化水素をアルキル化すること、アルケンをオリゴマー化すること、低級アルコールをアミノ化すること、低級アルカンを分離して吸着させること、炭化水素を水素化分解すること、炭化水素原料を脱ろうすること、オレフィンを異性化すること、低分子量炭化水素からより高分子量の炭化水素を生成すること、炭化水素を改質すること、低級アルコールまたは他の含酸素炭化水素を変換してオレフィン生成物を生成すること、オレフィンを過酸化水素でエポキシ化すること、酸素の存在下でガス流中に含まれる窒素酸化物の含有量を減少させること、または窒素含有ガス混合物から窒素を分離することを、それぞれの原料を、本明細書に記載の物質のいずれか1つの結晶質微孔性固体を含む触媒と、指名した変換に影響を及ぼすのに十分な条件下で接触させることによって行うことが挙げられ得る。これらのゲルマノケイ酸塩が有用であると期待される特に魅力的な用途には、接触分解、水素化分解、脱ろう、アルキル化、ならびにオレフィンおよび芳香族生成反応が挙げられる。さらなる用途には、ガス乾燥および分離が挙げられる。
本開示では、単数形「a」、「an」および「the」は複数の言及を含み、文脈が別段に明示しない限り、特定の数値への言及は、少なくともその特定の値を含む。したがって、例えば、「物質」への言及は、そのような物質および当業者に知られているその等価物などの少なくとも1つに対する言及である。
(a)6.45±0.2、7.18±0.2、12.85±0.2、18.26±0.2、18.36±0.2、18.63±0.2、20.78±0.2、21.55±0.2、23.36±0.2、24.55±0.2、26.01±0.2、および26.68±0.2°2-θの特性ピークのうちの少なくとも5つを示す粉末X線回折(XRD)パターン;
(b)図1(B)もしくは図1(C)に示すものと実質的に同じ粉末X線回折(XRD)パターン;または
(c)以下に実質的に等しい単位胞パラメータ:
ではない、式中、mおよびnは、独立して、1、2、または3であり、R1、R2、およびR3は、各出現において独立してC1-3アルキルである。
(a)酸化ケイ素源
(b)酸化ゲルマニウム源;
(c)鉱化剤;
(d)以下の構造を有する、少なくとも1つの置換ベンジル-イミダゾリウム有機構造指向剤(OSDA):
ではない、式中、mおよびnは、独立して、1、2、または3であり、R1、R2、およびR3は、各出現において独立してC1-3アルキルである;ならびに
(e)実施形態1〜12のいずれか一項に記載の結晶質微孔性ゲルマノケイ酸塩組成物。
(a)酸化ケイ素源が、オルトケイ酸テトラエチル(TEOS)を含む;または
(b)酸化ゲルマニウム源が、GeO2、もしくはその水和誘導体を含む;または
(c)(a)および(b)の両方
である、水性組成物。
(a)フッ化水素酸、またはその塩もしくは誘導体を含むフッ化物源;
(b)アルカリ金属水酸化物もしくはアルカリ土類金属水酸化物、またはそれらの組み合わせ。
結晶質微孔性ゲルマノケイ酸塩が、その細孔内に、少なくとも1つの置換ベンジル-イミダゾリウム有機構造指向剤を閉塞している、実施形態13〜16のいずれか一項に記載の水性組成物。この実施形態の他の態様では、結晶質微孔性ゲルマノケイ酸塩は、有機構造化剤を実質的に含まない。
(a)酸化ケイ素源
(b)酸化ゲルマニウム源;
(c)鉱化剤;
(d)以下の構造を有する、少なくとも1つの置換ベンジル-イミダゾリウム有機構造指向剤(OSDA):
ではない、式中、実施形態1〜8のいずれか一項に記載の結晶質微孔性ゲルマノケイ酸塩組成物を結晶化させるのに有効な条件下で、mおよびnは、独立して、1、2、または3であり、R1、R2、およびR3は、各出現において独立してC1-3アルキルである。
(a)酸化ケイ素源が、オルトケイ酸テトラエチル(TEOS)、もしくは本明細書で他に引用される酸化ケイ素源のいずれかを含む;または
(b)酸化ゲルマニウム源が、GeO2、もしくはその水和誘導体を含む;または
(c)(a)および(b)の両方
である、方法。
(a)フッ化水素酸、もしくはその塩もしくは誘導体を含むフッ化物源;または
(b)水酸化物源;または
(c)フッ化物源および水酸化物源の両方。
(a)単離された生成物結晶質微孔性ゲルマノケイ酸塩固体を、約250℃〜約450℃の範囲の温度で加熱すること;または
(b)単離された生成物結晶質微孔性ゲルマノケイ酸塩固体生成物を、オゾンもしくは他の酸化剤と、25℃〜200℃の範囲の温度で接触させること;
を十分な時間行い、脱水生成物またはOSDA除去生成物を形成することをさらに含む方法。
(a)脱水生成物もしくはOSDA除去生成物を、水性アルカリ、アルカリ土類、遷移金属、希土類金属、アンモニウムもしくはアルキルアンモニウム塩で処理すること;および/または
(b)脱水生成物もしくはOSDA除去生成物を、少なくとも1種類の遷移金属もしくは遷移金属酸化物で処理すること
をさらに含む方法。
(a)低温でDMEをCOでカルボニル化すること;
(b)NOxをメタンで還元すること:
(c)炭化水素を分解、水素化分解、または脱水素化すること;
(d)炭化水素原料を脱ろうすること;
(d)パラフィンを芳香族化合物に変換すること:
(e)芳香族原料を異性化または不均化すること;
(f)芳香族炭化水素をアルキル化すること;
(g)アルケンをオリゴマー化すること;
(h)低級アルコールをアミノ化すること;
(i)低級アルカンを炭化水素原料から分離して吸着させること;
(j)オレフィンを異性化すること;
(k)低分子量炭化水素からより高分子量の炭化水素を生成すること;
(1)炭化水素を改質すること
(m)低級アルコールまたは他の含酸素炭化水素を変換してオレフィン生成物(MTOを含む)を生成すること;
(n)オレフィンを過酸化水素でエポキシ化すること;
(o)酸素の存在下でガス流中に含まれる窒素酸化物の含有量を減少させること;
(p)窒素含有ガス混合物から窒素を分離すること;
(q)水素と一酸化炭素とを含有する合成ガスを炭化水素流に変換すること;または
(r)初期炭化水素生成物中の有機ハロゲン化物の濃度を減少させること;
を、それぞれの原料を請求項1〜9もしくは34のいずれか一項に記載の結晶質微孔性固体、または請求項19〜33のいずれか一項に記載の方法に従って調製された結晶質微孔性固体を含む触媒と、指名した変換に影響を及ぼすのに十分な条件下で接触させることによって行うことを含む過程。
(c)炭化水素を分解、水素化分解、または脱水素化すること;
(d)炭化水素原料を脱ろうすること;
(d)パラフィンを芳香族化合物に変換すること:
(e)芳香族原料を異性化または不均化すること;
(f)芳香族炭化水素をアルキル化すること;
(g)アルケンをオリゴマー化すること;
(i)低級アルカンを炭化水素原料から分離して吸着させること;
(j)オレフィンを異性化すること;
(k)低分子量炭化水素からより高分子量の炭化水素を生成すること;または
(1)炭化水素を改質すること。
別段に明記しない限り、全ての試薬は商業的供給元から購入し、受け取ったままで使用した。別段に明記しない限り、全ての反応は、火炎乾燥したガラス製品中において、アルゴン雰囲気下で行った。水酸化物イオン交換は、1meq/mLの交換容量を有するOH型スチレン-ジビニルベンゼン(DVB)-マトリックスイオン交換樹脂(DOWEX(商標) MARATHON(商標)A)を用いて行った。滴定は、滴定剤として0.01MのHClを使用するMettler-Toledo DL22自動滴定装置を用いて行った。全ての液体NMRスペクトルは、500MHz Varian分光計で記録した。液体NMRスペクトルは、Varian Mercury分光計で記録した。
一連の6つのモノ第四級(「モノクワット」)および3つのジ第四級(「ジクワット」)有機構造指向剤(OSDA)を研究した。これらの6つのモノクワットおよび3つのジクワットは、それらの数値指定と共に、テーブル1A、1Bおよび1Cに見ることができる:
全ての反応は、23mLのテフロン加工ステンレス鋼製オートクレーブ(Parr instruments)中で行った。反応は、静止的に、または対流式オーブンに組み込まれたスピットを使用して約40rpmで回転させながらのいずれかで行った。ケイ素源は、オルトケイ酸テトラエチル(99.9% Si(OCH2CH3)4、Strem)であった。ゲルマニウム源は、酸化ゲルマニウム(99.99% GeO2、Strem)であった。
基準条件を用いて生成したCIT-13の試料を構造解析に使用した。構造を、回転電子回折(RED)データから、ゼオライト特有のプログラムFOCUSを使用して解明した(非特許文献1)。リートベルト精密化を、空間群Cmmm(a=13.77A、c=27.32A)において、前に提案されたCIT-13の構造の座標とプログラムTOPASとを用いて開始した(非特許文献2)。
テーブル8は、IM-12およびCIT-13のチャネルならびに細孔系に関連する物理化学的データの比較を示す。IM-12で見られた微孔容積は、前に報告された結果と一致する。CIT-13の微孔容積は、IM-12の微孔容積よりもわずかに小さく、これは、CIT-13の骨格密度(16.41 T原子nm-3)が、IM-12の骨格密度(15.60 T原子nm-3)よりも高いという事実と一致する。CIT-13の物理吸着等温線は、微孔吸着領域において2つの異なる細孔充填現象を示した(図15B)。p/po〜10-4〜10-3における第1細孔充填は、10-員環チャネルの大きい偏心に起因する可能性があり、p/p0=10-2における第2細孔充填は、0.8の平均占有率にもはや到達できなかったため、観測された通りであった。そのような秩序配置は、可能性が極めて低い。しかし、それは、A層がB層になり易く、OSDAが両者間の境界には収まらないことを示し、したがって構造に組み込まれたOSDA量の不足を生じさせている。
上述のように、斜方晶系空間群CmmmからのCIT-13の結晶構造は、単斜晶系空間群C2/mに属するUTLの結晶構造と非常に近似していた。2つの構造を実験的に直接比較するために、アルゴン物理吸着等温線および29Si固体NMRスペクトルを2つの骨格の両方で得た(図16)。ここで特性評価されたCIT-13試料は、基準条件から合成した。このCIT-13のEDSを用いて調べた結晶Si/Ge比は、5.0±0.5であった。UTLについては、水酸化物媒体とは別にIM-12を合成し、そのSi/Ge比は4.5±0.3と測定された。これら構造研究に供した全ての試料は、測定前にか焼したばかりであった。
CIT-13はまた、有害で危険なHFの使用を避けて、NH4Fを使用して調製した。このプロトコルは、強塩基である第四級アミン水酸化物(OSDA+OH-)でのゲル調製の過程で、NH4FがHFと同じようにブレンステッド酸塩基中和反応を行うことができるという事実を引き出した。モル当量のNH4F塩を、HFに替わって使用した。空気流を用いて、ゲルの外観がほぼ粉末状になるまでゲルを完全に乾燥させることにより、アンモニアを単離して除去した。160℃の静止オーブンを用いて結晶化させた。標準条件からの古典的プロトコル由来のCIT-13も合成し、比較として使用した。両方の方法について、OSDA2を構造指向剤として用いた。これら2つの方法由来のこれらCIT-13試料を、XRD、SEM、EDS、TGAおよび87Kでのアルゴン吸着を用いて研究した。結果を図18に要約した。NH3の乾燥工程が成功すると、古典的HF-プロトコル由来の生成物と同じゲル組成を有する混合物が得られ、CIT-13合成における濃縮フッ化水素の使用を回避する方法を効果的に提供した。
Claims (37)
(a)6.45±0.2、7.18±0.2、12.85±0.2、18.26±0.2、18.36±0.2、18.63±0.2、20.78±0.2、21.55±0.2、23.36±0.2、24.55±0.2、26.01±0.2、および26.68±0.2°2-θの特性ピークのうちの少なくとも5つを示す粉末X線回折(XRD)パターン;または
(b)以下の単位胞パラメータ:
(a)酸化ケイ素源
(b)酸化ゲルマニウム源;
(c)鉱化剤;
(d)以下の構造を有する、少なくとも1つの置換ベンジル-イミダゾリウム有機構造指向剤(OSDA):
(a)前記酸化ケイ素源が、オルトケイ酸テトラエチル(TEOS)を含む;または
(b)前記酸化ゲルマニウム源が、GeO2、もしくはその水和誘導体を含む;または
(c)(a)および(b)の両方
である、水性組成物。
(a)フッ化水素酸、またはその塩もしくは誘導体を含むフッ化物源;
(b)アルカリ金属水酸化物もしくはアルカリ土類金属水酸化物、またはそれらの組み合わせ。
(a)酸化ケイ素源
(b)酸化ゲルマニウム源;
(c)鉱化剤;
(d)以下の構造を有する、請求項1に記載の結晶質微孔性ゲルマノケイ酸塩組成物を結晶化させるのに有効な条件下で、少なくとも1つの置換ベンジル-イミダゾリウム有機構造指向剤(OSDA):
(a)前記酸化ケイ素源が、オルトケイ酸テトラエチル(TEOS)を含む;または
(b)前記酸化ゲルマニウム源が、GeO2、もしくはその水和誘導体を含む;または
(c)(a)および(b)の両方
である、方法。
(a)フッ化水素酸、またはその塩もしくは誘導体を含むフッ化物源;
(b)水酸化物源。
(a)単離された前記結晶質微孔性ゲルマノケイ酸塩組成物を、250℃〜450℃の範囲の温度で加熱すること;または
(b)単離された前記結晶質微孔性ゲルマノケイ酸塩組成物を、オゾンもしくは他の酸化剤と、25℃〜200℃の範囲の温度で接触させること;
を十分な時間行い、脱水生成物またはOSDA除去生成物を形成することをさらに含む方法。
(a)脱水生成物もしくはOSDA除去生成物を、水性アルカリ、アルカリ土類、遷移金属、希土類金属、アンモニウムもしくはアルキルアンモニウム塩で処理すること;および/または
(b)脱水生成物もしくはOSDA除去生成物を、少なくとも1種類の遷移金属もしくは遷移金属酸化物で処理すること
をさらに含む方法。
(b)スカンジウム、イットリウム、チタン、ジルコニウム、バナジウム、マンガン、クロム、モリブデン、タングステン、鉄、ルテニウム、オスミウム、コバルト、ロジウム、イリジウム、ニッケル、パラジウム、白金、銅、銀、金、またはこれらの混合物が、それぞれ金属、酸化物、または塩、
の少なくとも1つを含む孔を有する、請求項9に記載の結晶質微孔性ゲルマノケイ酸塩組成物。
(a)低温でDMEをCOでカルボニル化すること;
(b)NOxをメタンで還元すること:
(c)炭化水素を分解、水素化分解、または脱水素化すること;
(d)炭化水素原料を脱ろうすること;
(d)パラフィンを芳香族化合物に変換すること:
(e)芳香族原料を異性化または不均化すること;
(f)芳香族炭化水素をアルキル化すること;
(g)アルケンをオリゴマー化すること;
(h)低級アルコールをアミノ化すること;
(i)低級アルカンを炭化水素原料から分離して吸着させること;
(j)オレフィンを異性化すること;
(k)低分子量炭化水素からより高分子量の炭化水素を生成すること;
(1)炭化水素を改質すること
(m)低級アルコールまたは他の含酸素炭化水素を変換してオレフィン生成物(MTOを含む)を生成すること;
(n)オレフィンを過酸化水素でエポキシ化すること;
(o)酸素の存在下でガス流中に含まれる窒素酸化物の含有量を減少させること;
(p)窒素含有ガス混合物から窒素を分離すること;または
(q)水素と一酸化炭素とを含有する合成ガスを炭化水素流に変換すること;または
(r)初期炭化水素生成物中の有機ハロゲン化物の濃度を減少させること;
を、それぞれの原料を請求項1、2、4、9、または32に記載の結晶質微孔性ゲルマノケイ酸塩組成物を含む触媒と、指名した変換に影響を及ぼすのに十分な条件下で接触させることによって行うことを含む過程。
(c)炭化水素を分解、水素化分解、または脱水素化すること;
(d)炭化水素原料を脱ろうすること;
(d)パラフィンを芳香族化合物に変換すること:
(e)芳香族原料を異性化または不均化すること;
(f)芳香族炭化水素をアルキル化すること;
(g)アルケンをオリゴマー化すること;
(i)低級アルカンを炭化水素原料から分離して吸着させること;
(j)オレフィンを異性化すること;
(k)低分子量炭化水素からより高分子量の炭化水素を生成すること;または
(1)炭化水素を改質すること。
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JP2018521933A (ja) | 2018-08-09 |
CN107873015B (zh) | 2021-12-24 |
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US20160346771A1 (en) | 2016-12-01 |
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US10717071B2 (en) | 2020-07-21 |
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