JP2017525662A5 - - Google Patents
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- Publication number
- JP2017525662A5 JP2017525662A5 JP2016573901A JP2016573901A JP2017525662A5 JP 2017525662 A5 JP2017525662 A5 JP 2017525662A5 JP 2016573901 A JP2016573901 A JP 2016573901A JP 2016573901 A JP2016573901 A JP 2016573901A JP 2017525662 A5 JP2017525662 A5 JP 2017525662A5
- Authority
- JP
- Japan
- Prior art keywords
- group
- oxygen
- membered ring
- compounds
- composition
- 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.)
- Granted
Links
- 238000000034 method Methods 0.000 claims description 38
- 150000001875 compounds Chemical class 0.000 claims description 28
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 12
- 239000000203 mixture Substances 0.000 claims description 12
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 11
- 239000001301 oxygen Substances 0.000 claims description 11
- 229910052760 oxygen Inorganic materials 0.000 claims description 11
- WGCNASOHLSPBMP-UHFFFAOYSA-N Glycolaldehyde Chemical compound OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 9
- 239000011148 porous material Substances 0.000 claims description 9
- 239000012229 microporous material Substances 0.000 claims description 7
- UNXHWFMMPAWVPI-UHFFFAOYSA-N Erythritol Natural products OCC(O)C(O)CO UNXHWFMMPAWVPI-UHFFFAOYSA-N 0.000 claims description 5
- 238000004519 manufacturing process Methods 0.000 claims description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 5
- AIJULSRZWUXGPQ-UHFFFAOYSA-N Methylglyoxal Chemical compound CC(=O)C=O AIJULSRZWUXGPQ-UHFFFAOYSA-N 0.000 claims description 4
- LEQAOMBKQFMDFZ-UHFFFAOYSA-N glyoxal Chemical compound O=CC=O LEQAOMBKQFMDFZ-UHFFFAOYSA-N 0.000 claims description 4
- 229910052751 metal Inorganic materials 0.000 claims description 4
- 239000002184 metal Substances 0.000 claims description 4
- 239000004386 Erythritol Substances 0.000 claims description 3
- UNXHWFMMPAWVPI-ZXZARUISSA-N erythritol Chemical compound OC[C@H](O)[C@H](O)CO UNXHWFMMPAWVPI-ZXZARUISSA-N 0.000 claims description 3
- 229940009714 erythritol Drugs 0.000 claims description 3
- 235000019414 erythritol Nutrition 0.000 claims description 3
- 239000002904 solvent Substances 0.000 claims description 3
- 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 description 2
- 239000002028 Biomass Substances 0.000 claims description 2
- YTBSYETUWUMLBZ-UHFFFAOYSA-N D-Erythrose Natural products OCC(O)C(O)C=O YTBSYETUWUMLBZ-UHFFFAOYSA-N 0.000 claims description 2
- YTBSYETUWUMLBZ-IUYQGCFVSA-N D-erythrose Chemical compound OC[C@@H](O)[C@@H](O)C=O YTBSYETUWUMLBZ-IUYQGCFVSA-N 0.000 claims description 2
- UNXHWFMMPAWVPI-QWWZWVQMSA-N D-threitol Chemical compound OC[C@@H](O)[C@H](O)CO UNXHWFMMPAWVPI-QWWZWVQMSA-N 0.000 claims description 2
- YTBSYETUWUMLBZ-QWWZWVQMSA-N D-threose Chemical compound OC[C@@H](O)[C@H](O)C=O YTBSYETUWUMLBZ-QWWZWVQMSA-N 0.000 claims description 2
- 206010056474 Erythrosis Diseases 0.000 claims description 2
- 229930091371 Fructose Natural products 0.000 claims description 2
- 239000005715 Fructose Substances 0.000 claims description 2
- 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 description 2
- 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 description 2
- 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 description 2
- 229930006000 Sucrose Natural products 0.000 claims description 2
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims description 2
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims description 2
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 claims description 2
- 229910052782 aluminium Inorganic materials 0.000 claims description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 2
- 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 description 2
- UQPHVQVXLPRNCX-UHFFFAOYSA-N erythrulose Chemical compound OCC(O)C(=O)CO UQPHVQVXLPRNCX-UHFFFAOYSA-N 0.000 claims description 2
- 239000008103 glucose Substances 0.000 claims description 2
- 229940015043 glyoxal Drugs 0.000 claims description 2
- XLSMFKSTNGKWQX-UHFFFAOYSA-N hydroxyacetone Chemical compound CC(=O)CO XLSMFKSTNGKWQX-UHFFFAOYSA-N 0.000 claims description 2
- 239000000463 material Substances 0.000 claims description 2
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 claims description 2
- 239000005720 sucrose Substances 0.000 claims description 2
- 229910052718 tin Inorganic materials 0.000 claims description 2
- 229910052719 titanium Inorganic materials 0.000 claims description 2
- 239000010936 titanium Substances 0.000 claims description 2
- 229910052726 zirconium Inorganic materials 0.000 claims description 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
- 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
- 125000004122 cyclic group Chemical group 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 description 3
- JYJKVKMVZSNRDX-UHFFFAOYSA-N 2-hydroxy-4-methoxybutanoic acid Chemical compound COCCC(O)C(O)=O JYJKVKMVZSNRDX-UHFFFAOYSA-N 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- VBWPSWWDYVWZKA-UHFFFAOYSA-N 2-hydroxybut-3-enoic acid Chemical compound C=CC(O)C(O)=O VBWPSWWDYVWZKA-UHFFFAOYSA-N 0.000 description 1
- FWIBCWKHNZBDLS-UHFFFAOYSA-N 3-hydroxyoxolan-2-one Chemical compound OC1CCOC1=O FWIBCWKHNZBDLS-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 235000003599 food sweetener Nutrition 0.000 description 1
- 150000002240 furans Chemical class 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000000197 pyrolysis Methods 0.000 description 1
- 239000003765 sweetening agent Substances 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP14173148.9 | 2014-06-19 | ||
| EP14173148 | 2014-06-19 | ||
| 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 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2017525662A JP2017525662A (ja) | 2017-09-07 |
| JP2017525662A5 true JP2017525662A5 (enExample) | 2018-08-09 |
| JP6882895B2 JP6882895B2 (ja) | 2021-06-02 |
Family
ID=50943239
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016573901A Expired - Fee Related JP6882895B2 (ja) | 2014-06-19 | 2015-06-18 | 結晶性マイクロポラス材料媒介のc1−3含酸素化合物のc4−含酸素化合物への転化 |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US11034713B2 (enExample) |
| EP (1) | EP3157939B8 (enExample) |
| JP (1) | JP6882895B2 (enExample) |
| KR (1) | KR20170018308A (enExample) |
| CN (1) | CN106457230B (enExample) |
| BR (1) | BR112016024659B8 (enExample) |
| CA (1) | CA2949596A1 (enExample) |
| MX (1) | MX380488B (enExample) |
| MY (1) | MY181768A (enExample) |
| RU (1) | RU2710598C2 (enExample) |
| SG (1) | SG11201610525PA (enExample) |
| TW (1) | TWI680798B (enExample) |
| WO (1) | WO2015193461A2 (enExample) |
| ZA (1) | ZA201606992B (enExample) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR102591904B1 (ko) * | 2016-11-24 | 2023-10-20 | 토프쉐 에이/에스 | 글리콜산 및/또는 글리콜레이트의 생성 방법 및 시스템 |
| 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 |
| EP4149915A4 (en) * | 2020-05-12 | 2024-03-13 | Archer Daniels Midland Company | METHOD FOR PRODUCING C-4 SUGAR AND KETOSE SUGAR |
| JP7695053B1 (ja) * | 2023-11-21 | 2025-06-18 | 東ソー株式会社 | ゼオライト |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0773190B1 (en) * | 1995-05-24 | 1999-06-30 | Kubota Corporation | Process for producing crystalline microporous body |
| 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 |
| US8227006B2 (en) | 2001-04-27 | 2012-07-24 | Pepsico, Inc. | Use of erythritol and D-tagatose in diet or reduced-calorie beverages and food products |
| RU2334437C2 (ru) | 2001-04-27 | 2008-09-27 | Пепсико, Инк. | Применение эритрита и d-тагатозы в диетических напитках и пищевых продуктах или в напитках и пищевых продуктах пониженной калорийности |
| US7019155B2 (en) | 2001-11-13 | 2006-03-28 | Invista North America S.A.R.L. | Hydrogenation of tetrahydroxybutane to tetrahydrofuran |
| US7518026B2 (en) * | 2004-10-01 | 2009-04-14 | Exxonmobil Chemical Patents Inc. | Catalyst and process for the conversion of oxygenates to olefins |
| EP1801227B1 (en) | 2004-10-14 | 2009-04-15 | Sumitomo Chemical Company, Limited | Method for producing 2-hydroxy-4-(methylthio)butanoic acid |
| CN1810753A (zh) | 2006-02-28 | 2006-08-02 | 上海华谊丙烯酸有限公司 | 一种酸性沸石催化合成缩醛(酮)的方法 |
| CN101024195A (zh) | 2007-03-23 | 2007-08-29 | 福建师范大学 | 一种以hzsm-5为载体的分子筛复合氧化物催化剂的制备方法及其应用 |
| BR112017020877B1 (pt) * | 2015-04-30 | 2020-12-08 | Haldor Topsøe A/S | processo para a preparação de um análogo de a-hidróxi metionina e derivados do mesmo a partir de açúcares |
-
2015
- 2015-06-18 CN CN201580026932.6A patent/CN106457230B/zh active Active
- 2015-06-18 CA CA2949596A patent/CA2949596A1/en not_active Abandoned
- 2015-06-18 BR BR112016024659A patent/BR112016024659B8/pt active IP Right Grant
- 2015-06-18 US US15/319,332 patent/US11034713B2/en active Active
- 2015-06-18 RU RU2017101582A patent/RU2710598C2/ru active
- 2015-06-18 MY MYPI2016002108A patent/MY181768A/en unknown
- 2015-06-18 SG SG11201610525PA patent/SG11201610525PA/en unknown
- 2015-06-18 KR KR1020167032519A patent/KR20170018308A/ko not_active Ceased
- 2015-06-18 EP EP15730495.7A patent/EP3157939B8/en active Active
- 2015-06-18 JP JP2016573901A patent/JP6882895B2/ja not_active Expired - Fee Related
- 2015-06-18 WO PCT/EP2015/063774 patent/WO2015193461A2/en not_active Ceased
- 2015-06-18 MX MX2016016238A patent/MX380488B/es unknown
- 2015-06-22 TW TW104119956A patent/TWI680798B/zh not_active IP Right Cessation
-
2016
- 2016-10-11 ZA ZA2016/06992A patent/ZA201606992B/en unknown
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