RU2017101582A - Конверсия с1-3 оксигенатных соединений до с4-оксигенатных соединений, опосредованная кристаллическим микропористым материалом - Google Patents
Конверсия с1-3 оксигенатных соединений до с4-оксигенатных соединений, опосредованная кристаллическим микропористым материалом Download PDFInfo
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- RU2017101582A RU2017101582A RU2017101582A RU2017101582A RU2017101582A RU 2017101582 A RU2017101582 A RU 2017101582A RU 2017101582 A RU2017101582 A RU 2017101582A RU 2017101582 A RU2017101582 A RU 2017101582A RU 2017101582 A RU2017101582 A RU 2017101582A
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- oxygenate compounds
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- microporous material
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- 150000001875 compounds Chemical class 0.000 title claims 18
- 239000012229 microporous material Substances 0.000 title claims 4
- 238000006243 chemical reaction Methods 0.000 title 1
- 230000001404 mediated effect Effects 0.000 title 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 6
- 239000000203 mixture Substances 0.000 claims 5
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims 3
- JYJKVKMVZSNRDX-UHFFFAOYSA-N 2-hydroxy-4-methoxybutanoic acid Chemical compound COCCC(O)C(O)=O JYJKVKMVZSNRDX-UHFFFAOYSA-N 0.000 claims 2
- SRBFZHDQGSBBOR-IOVATXLUSA-N D-xylopyranose Chemical compound O[C@@H]1COC(O)[C@H](O)[C@H]1O SRBFZHDQGSBBOR-IOVATXLUSA-N 0.000 claims 2
- 239000004386 Erythritol Substances 0.000 claims 2
- UNXHWFMMPAWVPI-UHFFFAOYSA-N Erythritol Natural products OCC(O)C(O)CO UNXHWFMMPAWVPI-UHFFFAOYSA-N 0.000 claims 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N Furan Chemical compound C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N Glycolaldehyde Chemical compound OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims 2
- AIJULSRZWUXGPQ-UHFFFAOYSA-N Methylglyoxal Chemical compound CC(=O)C=O AIJULSRZWUXGPQ-UHFFFAOYSA-N 0.000 claims 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 claims 2
- UNXHWFMMPAWVPI-ZXZARUISSA-N erythritol Chemical compound OC[C@H](O)[C@H](O)CO UNXHWFMMPAWVPI-ZXZARUISSA-N 0.000 claims 2
- 229940009714 erythritol Drugs 0.000 claims 2
- 235000019414 erythritol Nutrition 0.000 claims 2
- LEQAOMBKQFMDFZ-UHFFFAOYSA-N glyoxal Chemical compound O=CC=O LEQAOMBKQFMDFZ-UHFFFAOYSA-N 0.000 claims 2
- 229910052751 metal Inorganic materials 0.000 claims 2
- 239000002184 metal Substances 0.000 claims 2
- 239000011148 porous material Substances 0.000 claims 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 2
- AQPJRTNUBAWORL-RXMQYKEDSA-N (2r)-2-amino-2-hydroxy-4-methylsulfanylbutanoic acid Chemical class CSCC[C@@](N)(O)C(O)=O AQPJRTNUBAWORL-RXMQYKEDSA-N 0.000 claims 1
- FWIBCWKHNZBDLS-UHFFFAOYSA-N 3-hydroxyoxolan-2-one Chemical compound OC1CCOC1=O FWIBCWKHNZBDLS-UHFFFAOYSA-N 0.000 claims 1
- 239000002028 Biomass Substances 0.000 claims 1
- YTBSYETUWUMLBZ-UHFFFAOYSA-N D-Erythrose Natural products OCC(O)C(O)C=O YTBSYETUWUMLBZ-UHFFFAOYSA-N 0.000 claims 1
- YTBSYETUWUMLBZ-IUYQGCFVSA-N D-erythrose Chemical compound OC[C@@H](O)[C@@H](O)C=O YTBSYETUWUMLBZ-IUYQGCFVSA-N 0.000 claims 1
- YTBSYETUWUMLBZ-QWWZWVQMSA-N D-threose Chemical compound OC[C@@H](O)[C@H](O)C=O YTBSYETUWUMLBZ-QWWZWVQMSA-N 0.000 claims 1
- 206010056474 Erythrosis Diseases 0.000 claims 1
- 229930091371 Fructose Natural products 0.000 claims 1
- 239000005715 Fructose Substances 0.000 claims 1
- RFSUNEUAIZKAJO-ARQDHWQXSA-N Fructose Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-ARQDHWQXSA-N 0.000 claims 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 claims 1
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 claims 1
- 229930006000 Sucrose Natural products 0.000 claims 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims 1
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 claims 1
- 229910052782 aluminium Inorganic materials 0.000 claims 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims 1
- PYMYPHUHKUWMLA-UHFFFAOYSA-N arabinose Natural products OCC(O)C(O)C(O)C=O PYMYPHUHKUWMLA-UHFFFAOYSA-N 0.000 claims 1
- SRBFZHDQGSBBOR-UHFFFAOYSA-N beta-D-Pyranose-Lyxose Natural products OC1COC(O)C(O)C1O SRBFZHDQGSBBOR-UHFFFAOYSA-N 0.000 claims 1
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 claims 1
- UQPHVQVXLPRNCX-UHFFFAOYSA-N erythrulose Chemical compound OCC(O)C(=O)CO UQPHVQVXLPRNCX-UHFFFAOYSA-N 0.000 claims 1
- 235000013305 food Nutrition 0.000 claims 1
- 235000003599 food sweetener Nutrition 0.000 claims 1
- 239000008103 glucose Substances 0.000 claims 1
- 229940015043 glyoxal Drugs 0.000 claims 1
- XLSMFKSTNGKWQX-UHFFFAOYSA-N hydroxyacetone Chemical compound CC(=O)CO XLSMFKSTNGKWQX-UHFFFAOYSA-N 0.000 claims 1
- 239000000463 material Substances 0.000 claims 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 claims 1
- JBKTVPSFVUFSAO-UHFFFAOYSA-N methyl 2-hydroxybut-3-enoate Chemical compound COC(=O)C(O)C=C JBKTVPSFVUFSAO-UHFFFAOYSA-N 0.000 claims 1
- 229940120731 pyruvaldehyde Drugs 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
- 239000005720 sucrose Substances 0.000 claims 1
- 239000003765 sweetening agent Substances 0.000 claims 1
- 229910052718 tin Inorganic materials 0.000 claims 1
- 229910052719 titanium Inorganic materials 0.000 claims 1
- 239000010936 titanium Substances 0.000 claims 1
- 229910052726 zirconium Inorganic materials 0.000 claims 1
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- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
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- A23L27/34—Sugar alcohols
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- B01J29/40—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of the pentasil type, e.g. types ZSM-5, ZSM-8 or ZSM-11, as exemplified by patent documents US3702886, GB1334243 and US3709979, respectively
- B01J29/405—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of the pentasil type, e.g. types ZSM-5, ZSM-8 or ZSM-11, as exemplified by patent documents US3702886, GB1334243 and US3709979, respectively containing rare earth elements, titanium, zirconium, hafnium, zinc, cadmium, mercury, gallium, indium, thallium, tin or lead
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- C01B39/06—Preparation of isomorphous zeolites characterised by measures to replace the aluminium or silicon atoms in the lattice framework by atoms of other elements, i.e. by direct or secondary synthesis
- C01B39/08—Preparation of isomorphous zeolites characterised by measures to replace the aluminium or silicon atoms in the lattice framework by atoms of other elements, i.e. by direct or secondary synthesis the aluminium atoms being wholly replaced
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- B01J2229/18—After treatment, characterised by the effect to be obtained to introduce other elements into or onto the molecular sieve itself
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Saccharide Compounds (AREA)
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- Silicates, Zeolites, And Molecular Sieves (AREA)
- Heterocyclic Compounds That Contain Two Or More Ring Oxygen Atoms (AREA)
Claims (17)
1. Способ получения одного или более С4 оксигенатных соединений из композиции, содержащей С1-3 оксигенатные соединения, где способ осуществляют в присутствии кристаллического микропористого материала, содержащего кольцевую пористую структуру, выбранную из одной или более из группы, состоящей из кольцевой пористой восьмичленной структуры и кольцевой пористой десятичленной структуры.
2. Способ по п. 1, где С4 оксигенатные соединения представляют собой соединения, выбранные из одной или более из группы, состоящей из треозы, эритрозы и эритрулозы.
3. Способ по п. 1, где композиция, содержащая С1-3 оксигенатные соединения, содержит одно или более соединений, выбранные из группы, состоящей из формальдегида, гликолевого альдегида, глиоксаля, пирувальдегида и ацетоля.
4. Способ по п. 1, где композицию, содержащую С1-3 оксигенатные соединения, получают в результате пиролиза биомассы или одного или более оксигенатных соединений, выбранных из группы, состоящей из фруктозы, глюкозы, сахарозы, ксилозы или их изомеров.
5. Способ по п. 1, где композиция, содержащая С1-3 оксигенатные соединения, содержит растворитель, выбранный из одной или более из группы, состоящей из воды, спирта и смеси воды и спирта.
6. Способ по п. 5, где спирт выбирают из одной или более из группы, состоящей из метанола и этанола.
7. Способ по п. 1, где кристаллический микропористый материал, содержащий структуру с малым или средним размером пор, содержит металл, выбранный из одной или более из группы, состоящей из циркония, алюминия, олова или титана.
8. Способ по п. 1, где кристаллический микропористый материал, содержащий структуру с малым или средним размером пор, содержит от 0,1 мас. % до 15 мас. % металла.
9. Способ по п. 1, где материал цеотипа, содержащий кольцевую восьмичленную или десятичленную структуру, имеет структуру, выбранную из группы, состоящей из структуры СНА, LTA, MFI, MEL, МТТ, MWW, TON, HEU, AEL, AFO и FER.
10. Способ по п. 1, где способ осуществляют при температуре между 25°С и 150°С.
11. Способ по п. 1, где С4 оксигенатные соединения гидрируют.
12. Способ по п. 1, где способ представляет собой одностадийный процесс.
13. Способ по п. 1, где С4 оксигенатные соединения изомеризуют и этерифицируют в присутствии Sn-BEA.
14. Способ по любому одному из пп. 1-10, где С4 оксигенатные соединения преобразуют до одного или более соединений, выбранных из группы, состоящей из эритрита и треита.
15. Применение эритрита, полученного согласно способу по п. 14, для одной или более из группы, состоящей из пищевых продуктов, подсластителя и получения фурана.
16. Применение С4 оксигенатных соединений, полученных по любому одному из пп. 1-10, для получения одного или более соединений, выбранных из группы, состоящей из метилвинилгликолята, 2-гидрокси-4-метоксибутаноата, 2-гидрокси-4-метоксибутановой кислоты, 1,4-бутандиола и α-гидрокси-γ-бутиролактона.
17. Применение С4 оксигенатных соединений, полученных по любому одному из пп. 1-10, для получения одного или более аналогов α-гидроксиметионина.
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PCT/EP2015/063774 WO2015193461A2 (en) | 2014-06-19 | 2015-06-18 | Crystalline microporous material mediated conversion of c1-3 oxygenate compounds to c4- oxygenate compounds |
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ES2732747B2 (es) | 2018-05-25 | 2020-07-02 | Consejo Superior Investigacion | Proceso catalitico para la produccion de hidrocarburos y compuestos aromaticos a partir de compuestos oxigenados presentes en mezclas acuosas |
US11292806B2 (en) * | 2019-02-11 | 2022-04-05 | Purdue Research Foundation | Processes for preparing sorbose from glucose |
RU2741007C1 (ru) * | 2020-04-16 | 2021-01-22 | Федеральное государственное бюджетное учреждение науки "Федеральный исследовательский центр "Институт катализа им. Г.К. Борескова Сибирского отделения Российской академии наук" (ИК СО РАН, Институт катализа СО РАН) | Способ получения эритрулозы из дигидроксиацетона и формальдегида |
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ZA973972B (en) * | 1996-05-14 | 1998-03-23 | Kvaerner Process Tech Ltd | A process for the production of at least one C4 compound selected from butane-1,4-diol, gamma-butyrolactone and tetrahydrofuran. |
FR2753451B1 (fr) * | 1996-09-16 | 1998-11-27 | Roquette Freres | Procede de fabrication de d-erythrose |
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US7518026B2 (en) * | 2004-10-01 | 2009-04-14 | Exxonmobil Chemical Patents Inc. | Catalyst and process for the conversion of oxygenates to olefins |
ES2324547T3 (es) | 2004-10-14 | 2009-08-10 | Sumitomo Chemical Company, Limited | Metodo para la produccion de acido 2-hidroxi-4-(metil-tio)butirico. |
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ZA201606992B (en) | 2019-02-27 |
MX2016016238A (es) | 2017-03-31 |
BR112016024659B8 (pt) | 2022-07-12 |
CA2949596A1 (en) | 2015-12-23 |
RU2017101582A3 (ru) | 2018-12-19 |
EP3157939B8 (en) | 2022-09-07 |
WO2015193461A3 (en) | 2016-08-11 |
CN106457230B (zh) | 2020-12-11 |
KR20170018308A (ko) | 2017-02-17 |
TWI680798B (zh) | 2020-01-01 |
JP6882895B2 (ja) | 2021-06-02 |
BR112016024659A2 (pt) | 2018-05-15 |
EP3157939B1 (en) | 2022-08-03 |
RU2710598C2 (ru) | 2019-12-30 |
US11034713B2 (en) | 2021-06-15 |
EP3157939A2 (en) | 2017-04-26 |
US20170129913A1 (en) | 2017-05-11 |
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MY181768A (en) | 2021-01-06 |
WO2015193461A2 (en) | 2015-12-23 |
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