ZA200700897B - Vapour-phase hydrogénation of glycerol - Google Patents
Vapour-phase hydrogénation of glycerol Download PDFInfo
- Publication number
- ZA200700897B ZA200700897B ZA200700897A ZA200700897A ZA200700897B ZA 200700897 B ZA200700897 B ZA 200700897B ZA 200700897 A ZA200700897 A ZA 200700897A ZA 200700897 A ZA200700897 A ZA 200700897A ZA 200700897 B ZA200700897 B ZA 200700897B
- Authority
- ZA
- South Africa
- Prior art keywords
- glycerol
- process according
- hydrogenation
- catalyst
- hydrogen
- Prior art date
Links
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 title claims description 146
- 238000000034 method Methods 0.000 claims description 47
- 230000008569 process Effects 0.000 claims description 47
- 238000005984 hydrogenation reaction Methods 0.000 claims description 27
- 239000003054 catalyst Substances 0.000 claims description 22
- 238000006243 chemical reaction Methods 0.000 claims description 20
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 14
- 239000001257 hydrogen Substances 0.000 claims description 14
- 229910052739 hydrogen Inorganic materials 0.000 claims description 14
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 9
- DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 9
- 229910052802 copper Inorganic materials 0.000 claims description 8
- 239000010949 copper Substances 0.000 claims description 8
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 claims description 7
- 235000013772 propylene glycol Nutrition 0.000 claims description 7
- 239000007789 gas Substances 0.000 claims description 6
- 230000015572 biosynthetic process Effects 0.000 claims description 5
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical class CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims description 5
- 235000011187 glycerol Nutrition 0.000 description 42
- 239000012071 phase Substances 0.000 description 9
- 239000007791 liquid phase Substances 0.000 description 8
- 239000000047 product Substances 0.000 description 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 229960004063 propylene glycol Drugs 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 239000006227 byproduct Substances 0.000 description 5
- HGINCPLSRVDWNT-UHFFFAOYSA-N Acrolein Chemical compound C=CC=O HGINCPLSRVDWNT-UHFFFAOYSA-N 0.000 description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 3
- XLSMFKSTNGKWQX-UHFFFAOYSA-N hydroxyacetone Chemical compound CC(=O)CO XLSMFKSTNGKWQX-UHFFFAOYSA-N 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 241000196324 Embryophyta Species 0.000 description 2
- AFCARXCZXQIEQB-UHFFFAOYSA-N N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(CCNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 AFCARXCZXQIEQB-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- 230000003466 anti-cipated effect Effects 0.000 description 2
- 229910017052 cobalt Inorganic materials 0.000 description 2
- 239000010941 cobalt Substances 0.000 description 2
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 2
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- 235000014593 oils and fats Nutrition 0.000 description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
- 239000000377 silicon dioxide Substances 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 description 1
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 1
- AKXKFZDCRYJKTF-UHFFFAOYSA-N 3-Hydroxypropionaldehyde Chemical compound OCCC=O AKXKFZDCRYJKTF-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical class [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 1
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 description 1
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 description 1
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical class CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 1
- 235000019482 Palm oil Nutrition 0.000 description 1
- 235000019484 Rapeseed oil Nutrition 0.000 description 1
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 230000004075 alteration Effects 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- 235000015278 beef Nutrition 0.000 description 1
- 239000003225 biodiesel Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 229910002090 carbon oxide Inorganic materials 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 239000000571 coke Substances 0.000 description 1
- JGDFBJMWFLXCLJ-UHFFFAOYSA-N copper chromite Chemical compound [Cu]=O.[Cu]=O.O=[Cr]O[Cr]=O JGDFBJMWFLXCLJ-UHFFFAOYSA-N 0.000 description 1
- TVZPLCNGKSPOJA-UHFFFAOYSA-N copper zinc Chemical compound [Cu].[Zn] TVZPLCNGKSPOJA-UHFFFAOYSA-N 0.000 description 1
- VODBHXZOIQDDST-UHFFFAOYSA-N copper zinc oxygen(2-) Chemical compound [O--].[O--].[Cu++].[Zn++] VODBHXZOIQDDST-UHFFFAOYSA-N 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 238000011143 downstream manufacturing Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000003925 fat Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 229910052741 iridium Inorganic materials 0.000 description 1
- GKOZUEZYRPOHIO-UHFFFAOYSA-N iridium atom Chemical compound [Ir] GKOZUEZYRPOHIO-UHFFFAOYSA-N 0.000 description 1
- 239000001282 iso-butane Substances 0.000 description 1
- 235000013847 iso-butane Nutrition 0.000 description 1
- 229910052748 manganese Inorganic materials 0.000 description 1
- 239000011572 manganese Substances 0.000 description 1
- 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 description 1
- 239000000463 material Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229910052750 molybdenum Inorganic materials 0.000 description 1
- 239000011733 molybdenum Substances 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- 229930014626 natural product Natural products 0.000 description 1
- 229910052754 neon Inorganic materials 0.000 description 1
- GKAOGPIIYCISHV-UHFFFAOYSA-N neon atom Chemical compound [Ne] GKAOGPIIYCISHV-UHFFFAOYSA-N 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- 239000002540 palm oil Substances 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 229920000166 polytrimethylene carbonate Polymers 0.000 description 1
- 239000010970 precious metal Substances 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 238000010926 purge Methods 0.000 description 1
- 230000007420 reactivation Effects 0.000 description 1
- 229910052703 rhodium Inorganic materials 0.000 description 1
- 239000010948 rhodium Substances 0.000 description 1
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 description 1
- 229910052707 ruthenium Inorganic materials 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- 238000009834 vaporization Methods 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/60—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by elimination of -OH groups, e.g. by dehydration
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C31/00—Saturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
- C07C31/02—Monohydroxylic acyclic alcohols
- C07C31/10—Monohydroxylic acyclic alcohols containing three carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C31/00—Saturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
- C07C31/18—Polyhydroxylic acyclic alcohols
- C07C31/20—Dihydroxylic alcohols
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GBGB0514593.3A GB0514593D0 (en) | 2005-07-15 | 2005-07-15 | Process |
Publications (1)
Publication Number | Publication Date |
---|---|
ZA200700897B true ZA200700897B (en) | 2008-07-30 |
Family
ID=34897311
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ZA200700897A ZA200700897B (en) | 2005-07-15 | 2006-06-30 | Vapour-phase hydrogénation of glycerol |
Country Status (19)
Country | Link |
---|---|
US (1) | US7355083B2 (zh) |
EP (1) | EP1836147B1 (zh) |
JP (1) | JP5149796B2 (zh) |
KR (1) | KR101325084B1 (zh) |
CN (1) | CN101006036B (zh) |
AR (1) | AR058013A1 (zh) |
AU (1) | AU2006252177B2 (zh) |
BR (1) | BRPI0606159B1 (zh) |
CA (1) | CA2569622C (zh) |
DK (1) | DK1836147T3 (zh) |
EA (1) | EA010314B1 (zh) |
ES (1) | ES2298101T3 (zh) |
GB (1) | GB0514593D0 (zh) |
MY (1) | MY142306A (zh) |
NZ (1) | NZ551994A (zh) |
PL (1) | PL1836147T3 (zh) |
TW (1) | TWI394740B (zh) |
WO (1) | WO2007010299A1 (zh) |
ZA (1) | ZA200700897B (zh) |
Families Citing this family (43)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP5377975B2 (ja) * | 2005-12-21 | 2013-12-25 | ヴァイレント エナジー システムズ インク. | 触媒、および含酸素化合物の製造方法 |
EP2016037B1 (en) * | 2006-05-08 | 2015-10-28 | Virent, Inc. | Methods and systems for generating polyols |
US7619119B2 (en) | 2006-06-07 | 2009-11-17 | The Procter & Gamble Company | Processes for converting glycerol to amino alcohols |
US7619118B2 (en) | 2006-06-07 | 2009-11-17 | The Procter & Gamble Company | Process for the conversion of glycerol to propylene glycol and amino alcohols |
GB0614823D0 (en) * | 2006-07-26 | 2006-09-06 | Davy Process Techn Ltd | Process |
DE102006050751A1 (de) | 2006-10-27 | 2008-05-08 | Clariant International Limited | Verfahren zur Herstellung von 1,2-Propandiol durch Hydrogenolyse von Glycerin |
CA2671730A1 (en) * | 2006-12-20 | 2008-11-20 | Virent Energy Systems, Inc. | Reactor system for producing gaseous products |
DE102007003188B3 (de) * | 2007-01-22 | 2008-06-05 | Clariant International Ltd. | Verfahren zur Herstellung von 1,2-Propandiol durch Hydrogenolyse von Glycerin |
ES2817876T3 (es) * | 2007-03-08 | 2021-04-08 | Virent Inc | Síntesis de combustibles líquidos a partir de hidrocarburos oxigenados |
BRPI0701993A2 (pt) * | 2007-03-30 | 2008-11-18 | Petroleo Brasileiro Sa | mÉtodo para reciclagem e aproveitamento da glicerina obtida da produÇço do biodiesel |
WO2008129933A1 (ja) * | 2007-04-17 | 2008-10-30 | Kao Corporation | 多価アルコールの水素化分解物の製造方法 |
JP5302543B2 (ja) * | 2008-01-21 | 2013-10-02 | 花王株式会社 | 多価アルコールの水素化分解物の製造方法 |
US8507736B2 (en) | 2007-05-18 | 2013-08-13 | Biofuel-Solution I Malmo Ab | Gas phase process for monoalcohol production from glycerol |
KR100870369B1 (ko) | 2007-08-29 | 2008-11-25 | 지에스칼텍스 주식회사 | 프로판디올 제조용 촉매의 제조 방법 및 이를 이용한프로판디올의 제조 방법 |
US8293951B2 (en) | 2007-08-31 | 2012-10-23 | Basf Se | Method for producing 1,2-propandiol by hydrogenation in at least three successive reactors |
PL2200960T3 (pl) | 2007-08-31 | 2016-04-29 | Basf Se | Sposób wytwarzania 1,2-propanodiolu przez niskociśnieniowe uwodornianie glicerolu |
PL2200958T3 (pl) | 2007-08-31 | 2016-04-29 | Basf Se | Sposób wytwarzania 1,2-propanodiolu drogą uwodorniania glicerolu w dwustopniowej kaskadzie reaktorów |
US8053608B2 (en) * | 2007-10-31 | 2011-11-08 | Mitsui Chemicals, Inc. | Process for producing propylene glycol |
GB0724232D0 (en) * | 2007-12-12 | 2008-01-23 | Davy Process Techn Ltd | Process |
CN101456791B (zh) | 2007-12-13 | 2012-07-04 | 中国科学院兰州化学物理研究所 | 利用生物基甘油生产1,2-丙二醇的方法 |
JP5305669B2 (ja) * | 2008-01-21 | 2013-10-02 | 花王株式会社 | 多価アルコールの水素化分解物の製造方法 |
JP5612806B2 (ja) | 2008-01-30 | 2014-10-22 | 花王株式会社 | 多価アルコールの水素化分解物の製造方法 |
AR072446A1 (es) * | 2008-03-02 | 2010-09-01 | Dow Global Technologies Inc | Proceso de hidrogenacion mejorado |
US20090246430A1 (en) | 2008-03-28 | 2009-10-01 | The Coca-Cola Company | Bio-based polyethylene terephthalate polymer and method of making same |
EP2281795A4 (en) * | 2008-04-30 | 2011-11-16 | Mitsui Chemicals Inc | PROCESS FOR PREPARING PROPYLENE GLYCOL |
DE102008027601A1 (de) | 2008-06-10 | 2009-12-17 | Clariant International Limited | Verfahren zur Herstellung von 1,2-Propandiol durch Hydrogenolyse von Glycerin |
BRPI0803898A2 (pt) * | 2008-07-30 | 2010-11-09 | Univ Rio De Janeiro | processo catalìtico para a transformação de glicerina em insumos para o setor petroquìmico |
JP5555867B2 (ja) * | 2008-08-04 | 2014-07-23 | 国立大学法人 千葉大学 | グリセリンからのグリコール及び1−プロパノールの製造方法 |
MY153726A (en) * | 2008-08-27 | 2015-03-13 | Virent Inc | Synthesis of liquid fuels from biomass |
US8071820B2 (en) * | 2008-12-23 | 2011-12-06 | Uop Llc | Method for converting glycerol to propanol |
KR101050058B1 (ko) * | 2008-12-31 | 2011-07-19 | 서울대학교산학협력단 | 프로판디올 제조용 촉매의 제조 방법 및 그를 이용한 프로판디올의 제조 방법 |
US20100189791A1 (en) | 2009-01-23 | 2010-07-29 | Teva Pharmaceutical Industries, Ltd. | Delayed release rasagiline malate formulation |
BRPI1011383B1 (pt) | 2009-02-25 | 2018-05-08 | Grace W R & Co | processo para obtenção de 1,2-propanodiol a partir da hidrogenação de glicerol |
CN105254859A (zh) | 2009-03-03 | 2016-01-20 | 可口可乐公司 | 生物基聚对苯二甲酸乙二酯包装及制备其的方法 |
WO2010150278A2 (en) | 2009-06-15 | 2010-12-29 | Ganapati Dadasaheb Yadav; | Hydrogenolysis of polyhydroxy alcohols using metal incorporated manganese oxide octahedral molecular sieve as a catalyst |
CA2766113A1 (en) * | 2009-06-30 | 2011-01-06 | Paul George Blommel | Processes and reactor systems for converting sugars and sugar alcohols |
WO2011009936A2 (en) | 2009-07-24 | 2011-01-27 | Basf Se | Process for the preparation of 1,2-propanediol from glycerol |
BRPI1000430A2 (pt) | 2010-02-24 | 2011-10-25 | Petroleo Brasileiro Sa | produção de propilenoglicol a partir de glicerina |
DE102010015006A1 (de) | 2010-04-14 | 2011-11-24 | Tu Darmstadt | Katalysator zur Hydrierung von wässrigen mehrwertigen Alkohollösungen |
CN103687835B (zh) * | 2011-03-10 | 2015-11-25 | Gtc科技美国有限责任公司 | 用于将甘油转化为丙二醇的方法 |
CN102924233B (zh) * | 2012-10-20 | 2015-04-15 | 青岛科技大学 | 一种甘油氢解制备丙二醇的方法 |
AR095195A1 (es) * | 2013-03-15 | 2015-09-30 | W R Grace & Co -Conn | Proceso para la producción selectiva de propanoles por hidrogenación de glicerol |
CN107673952A (zh) * | 2017-09-26 | 2018-02-09 | 龙岩卓越生物基材料有限公司 | 利用生物甘油制备1,2‑丙二醇及正丙醇的方法 |
Family Cites Families (18)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE524101C (de) * | 1926-01-13 | 1931-05-11 | I G Farbenindustrie Akt Ges | Verfahren zur UEberfuehrung von hoeherwertigen Alkoholen in niedrigerwertige |
BR8204165A (pt) | 1981-07-22 | 1983-07-12 | Du Pont | Processo para hidrogenolise de pentitois e misturas de pentitois com outros glicois hexitois e misturas de hexitois com outros poliois e poliois para etileno glicol |
US4642394A (en) * | 1985-07-16 | 1987-02-10 | Celanese Corporation | Production of propanediols |
GB8917862D0 (en) * | 1989-08-04 | 1989-09-20 | Davy Mckee London | Process |
EP0510238A1 (en) | 1991-04-26 | 1992-10-28 | NOVAMONT S.p.A. | Process for producing lower poliols and mixtures thereof |
IT1249955B (it) | 1991-07-10 | 1995-03-30 | Menon S R L | Procedimento di idrogenazione della glicerina |
IT1249956B (it) * | 1991-07-10 | 1995-03-30 | Menon S R L | Procedimento di idrogenazione catalitica della glicerina |
IT1256802B (it) * | 1992-01-31 | 1995-12-15 | Novamont Spa | Catalizzatore di idrogenazione, procedimento per la sua preparazione ed impiego, particolarmente per l'drogenazione e/o idrogenolisi di carboidrati e polioli. |
DE4238492C2 (de) | 1992-11-14 | 1995-06-14 | Degussa | Verfahren zur Herstellung von 1,2- und 1,3-Propandiol |
DE4302464A1 (de) | 1993-01-29 | 1994-08-04 | Henkel Kgaa | Herstellung von 1,2-Propandiol aus Glycerin |
DE4442124A1 (de) | 1994-11-26 | 1996-05-30 | Basf Ag | Verfahren zur Herstellung von Propandiol-1,2 |
DE69608105T2 (de) * | 1995-06-20 | 2000-11-09 | Kao Corp., Tokio/Tokyo | Verfahren zur herstellung von einem alkohol |
TW476746B (en) | 1997-07-23 | 2002-02-21 | Shell Int Research | Hydrogenolysis of glycerol |
US6291725B1 (en) * | 2000-03-03 | 2001-09-18 | Board Of Trustees Operating Michigan State University | Catalysts and process for hydrogenolysis of sugar alcohols to polyols |
US6555717B2 (en) | 2000-06-20 | 2003-04-29 | E. I. Du Pont De Nemours And Company | Catalytic dehydroxylation of diols and polyols |
US6841085B2 (en) * | 2001-10-23 | 2005-01-11 | Battelle Memorial Institute | Hydrogenolysis of 6-carbon sugars and other organic compounds |
JP2003261550A (ja) * | 2002-03-06 | 2003-09-19 | Sumitomo Chem Co Ltd | プロピレンオキサイド及びプロピルアルコールの製造方法 |
EP2298721B1 (en) | 2004-03-25 | 2014-06-04 | Galen J. Suppes | Process for producing an antifreeze composition containing lower alcohols and glycerol via alcoholysis of a glyceride |
-
2005
- 2005-07-15 GB GBGB0514593.3A patent/GB0514593D0/en not_active Ceased
-
2006
- 2006-06-30 AU AU2006252177A patent/AU2006252177B2/en not_active Ceased
- 2006-06-30 DK DK06744361.4T patent/DK1836147T3/da active
- 2006-06-30 ES ES06744361T patent/ES2298101T3/es active Active
- 2006-06-30 EP EP06744361A patent/EP1836147B1/en not_active Not-in-force
- 2006-06-30 JP JP2008520964A patent/JP5149796B2/ja not_active Expired - Fee Related
- 2006-06-30 CA CA2569622A patent/CA2569622C/en not_active Expired - Fee Related
- 2006-06-30 EA EA200700445A patent/EA010314B1/ru not_active IP Right Cessation
- 2006-06-30 PL PL06744361T patent/PL1836147T3/pl unknown
- 2006-06-30 ZA ZA200700897A patent/ZA200700897B/en unknown
- 2006-06-30 WO PCT/GB2006/050181 patent/WO2007010299A1/en not_active Application Discontinuation
- 2006-06-30 KR KR1020077000311A patent/KR101325084B1/ko not_active IP Right Cessation
- 2006-06-30 BR BRPI0606159-1A patent/BRPI0606159B1/pt not_active IP Right Cessation
- 2006-06-30 CN CN2006800006177A patent/CN101006036B/zh not_active Expired - Fee Related
- 2006-06-30 NZ NZ551994A patent/NZ551994A/en not_active IP Right Cessation
- 2006-07-07 MY MYPI20063248A patent/MY142306A/en unknown
- 2006-07-13 AR ARP060103005A patent/AR058013A1/es not_active Application Discontinuation
- 2006-07-14 TW TW095125853A patent/TWI394740B/zh not_active IP Right Cessation
-
2007
- 2007-01-30 US US11/668,884 patent/US7355083B2/en not_active Expired - Fee Related
Also Published As
Publication number | Publication date |
---|---|
NZ551994A (en) | 2010-05-28 |
EP1836147B1 (en) | 2013-02-20 |
ES2298101T1 (es) | 2008-05-16 |
AU2006252177B2 (en) | 2011-06-23 |
BRPI0606159A2 (pt) | 2009-06-13 |
CA2569622A1 (en) | 2007-01-15 |
US7355083B2 (en) | 2008-04-08 |
JP2009501203A (ja) | 2009-01-15 |
ES2298101T3 (es) | 2013-04-17 |
BRPI0606159B1 (pt) | 2015-08-11 |
PL1836147T3 (pl) | 2013-06-28 |
AU2006252177A2 (en) | 2008-08-07 |
EA010314B1 (ru) | 2008-08-29 |
TW200708500A (en) | 2007-03-01 |
CA2569622C (en) | 2013-08-27 |
CN101006036B (zh) | 2011-09-07 |
MY142306A (en) | 2010-11-15 |
TWI394740B (zh) | 2013-05-01 |
WO2007010299A1 (en) | 2007-01-25 |
KR101325084B1 (ko) | 2013-11-06 |
JP5149796B2 (ja) | 2013-02-20 |
CN101006036A (zh) | 2007-07-25 |
EP1836147A1 (en) | 2007-09-26 |
GB0514593D0 (en) | 2005-08-24 |
DK1836147T3 (da) | 2013-04-22 |
KR20080025357A (ko) | 2008-03-20 |
EA200700445A1 (ru) | 2007-06-29 |
AU2006252177A1 (en) | 2007-02-01 |
US20070149830A1 (en) | 2007-06-28 |
AR058013A1 (es) | 2008-01-23 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CA2569622C (en) | Vapour-phase hydrogenation of glycerol | |
JP4889859B2 (ja) | アルキルアルカノエートの精製用プロセス | |
JP4889860B2 (ja) | 酢酸エチルの製造用プロセス | |
EP2043983B1 (en) | Process for the hydrogenation of glycerol to propyleneglycol | |
JP2007526326A (ja) | ラネー金属触媒を用いたシクロヘキサンジメタノールのための方法 | |
CN102245549B (zh) | 在一氧化碳存在下氢化烷基酯的改进方法 | |
US9115046B2 (en) | Production of ethanol from synthesis gas | |
EP2222623B1 (en) | Process for the production of 1,2-propanediol | |
US8507566B2 (en) | Process for the preparation of synthesis gas | |
WO2015193423A1 (en) | Process for producing ethanol | |
US8492597B2 (en) | Production of propylene glycol from glycerine | |
US8507735B2 (en) | Alcohol synthesis |