CA2507329A1 - Procede de fabrication d'esters d'alkyle - Google Patents
Procede de fabrication d'esters d'alkyle Download PDFInfo
- Publication number
- CA2507329A1 CA2507329A1 CA002507329A CA2507329A CA2507329A1 CA 2507329 A1 CA2507329 A1 CA 2507329A1 CA 002507329 A CA002507329 A CA 002507329A CA 2507329 A CA2507329 A CA 2507329A CA 2507329 A1 CA2507329 A1 CA 2507329A1
- Authority
- CA
- Canada
- Prior art keywords
- solution
- alcohol
- acid
- mixture
- glycerides
- 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.)
- Abandoned
Links
- 125000005907 alkyl ester group Chemical group 0.000 title claims abstract description 32
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 13
- 238000000034 method Methods 0.000 claims abstract description 39
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 34
- 239000000203 mixture Substances 0.000 claims abstract description 29
- 125000005456 glyceride group Chemical group 0.000 claims abstract description 18
- 239000002253 acid Substances 0.000 claims abstract description 15
- 238000005886 esterification reaction Methods 0.000 claims abstract description 15
- 230000000694 effects Effects 0.000 claims abstract description 14
- 230000032050 esterification Effects 0.000 claims abstract description 13
- 239000006227 byproduct Substances 0.000 claims abstract description 8
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 7
- 238000005809 transesterification reaction Methods 0.000 claims abstract description 6
- 150000004703 alkoxides Chemical class 0.000 claims abstract description 5
- 238000004821 distillation Methods 0.000 claims abstract description 5
- 238000009835 boiling Methods 0.000 claims abstract description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 21
- 235000021588 free fatty acids Nutrition 0.000 claims description 16
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Inorganic materials [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 11
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims description 9
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 9
- 230000001476 alcoholic effect Effects 0.000 claims description 9
- 238000000926 separation method Methods 0.000 claims description 7
- 239000002585 base Substances 0.000 claims description 6
- 238000001471 micro-filtration Methods 0.000 claims description 6
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims description 5
- 238000010992 reflux Methods 0.000 claims description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 4
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 claims description 4
- 239000001117 sulphuric acid Substances 0.000 claims description 4
- 235000011149 sulphuric acid Nutrition 0.000 claims description 4
- 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 claims description 3
- -1 alkali metal alkoxide Chemical class 0.000 claims description 3
- 229910052700 potassium Inorganic materials 0.000 claims description 3
- 239000011591 potassium Substances 0.000 claims description 3
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 2
- 229910052783 alkali metal Inorganic materials 0.000 claims description 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 2
- 238000005342 ion exchange Methods 0.000 claims description 2
- 150000007522 mineralic acids Chemical class 0.000 claims description 2
- 239000011734 sodium Substances 0.000 claims description 2
- 229910052708 sodium Inorganic materials 0.000 claims description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims 3
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 claims 2
- BTANRVKWQNVYAZ-UHFFFAOYSA-N butan-2-ol Chemical compound CCC(C)O BTANRVKWQNVYAZ-UHFFFAOYSA-N 0.000 claims 2
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 claims 2
- 229940035429 isobutyl alcohol Drugs 0.000 claims 1
- 239000002699 waste material Substances 0.000 abstract description 20
- 239000004519 grease Substances 0.000 abstract description 19
- 235000014113 dietary fatty acids Nutrition 0.000 abstract description 8
- 239000000194 fatty acid Substances 0.000 abstract description 8
- 229930195729 fatty acid Natural products 0.000 abstract description 8
- 150000004665 fatty acids Chemical class 0.000 abstract description 8
- 239000002904 solvent Substances 0.000 abstract description 4
- 239000000243 solution Substances 0.000 abstract 5
- 239000003929 acidic solution Substances 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 27
- 150000002632 lipids Chemical class 0.000 description 17
- 238000006243 chemical reaction Methods 0.000 description 12
- 239000012071 phase Substances 0.000 description 12
- 235000015112 vegetable and seed oil Nutrition 0.000 description 8
- 239000008158 vegetable oil Substances 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- 239000003225 biodiesel Substances 0.000 description 6
- 239000003925 fat Substances 0.000 description 6
- 235000019197 fats Nutrition 0.000 description 6
- 150000004702 methyl esters Chemical class 0.000 description 6
- 239000011541 reaction mixture Substances 0.000 description 5
- 241000196324 Embryophyta Species 0.000 description 4
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
- 239000003377 acid catalyst Substances 0.000 description 4
- 239000003054 catalyst Substances 0.000 description 4
- 239000006184 cosolvent Substances 0.000 description 4
- 238000001914 filtration Methods 0.000 description 4
- 230000035484 reaction time Effects 0.000 description 4
- 235000019482 Palm oil Nutrition 0.000 description 3
- 150000001298 alcohols Chemical class 0.000 description 3
- 235000019864 coconut oil Nutrition 0.000 description 3
- 239000003240 coconut oil Substances 0.000 description 3
- 238000010908 decantation Methods 0.000 description 3
- 239000002540 palm oil Substances 0.000 description 3
- 238000012545 processing Methods 0.000 description 3
- 239000013049 sediment Substances 0.000 description 3
- 239000007790 solid phase Substances 0.000 description 3
- 239000000725 suspension Substances 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 2
- 238000013019 agitation Methods 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 125000004494 ethyl ester group Chemical group 0.000 description 2
- 235000019387 fatty acid methyl ester Nutrition 0.000 description 2
- 239000012467 final product Substances 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
- 238000006386 neutralization reaction Methods 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- 238000011084 recovery Methods 0.000 description 2
- 229910052938 sodium sulfate Inorganic materials 0.000 description 2
- 235000011152 sodium sulphate Nutrition 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 239000003760 tallow Substances 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
- 235000013311 vegetables Nutrition 0.000 description 2
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 235000021314 Palmitic acid Nutrition 0.000 description 1
- 235000005128 Sapium sebiferum Nutrition 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 239000002283 diesel fuel Substances 0.000 description 1
- 238000010828 elution Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 239000003344 environmental pollutant Substances 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 239000000446 fuel Substances 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 238000002290 gas chromatography-mass spectrometry Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000008241 heterogeneous mixture Substances 0.000 description 1
- 239000012456 homogeneous solution Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000003014 ion exchange membrane Substances 0.000 description 1
- 239000003456 ion exchange resin Substances 0.000 description 1
- 229920003303 ion-exchange polymer Polymers 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 238000005461 lubrication Methods 0.000 description 1
- ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical compound [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 description 1
- 239000001095 magnesium carbonate Substances 0.000 description 1
- 229910000021 magnesium carbonate Inorganic materials 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 238000006140 methanolysis reaction Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 235000019198 oils Nutrition 0.000 description 1
- 239000013618 particulate matter Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 231100000719 pollutant Toxicity 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 150000003626 triacylglycerols Chemical class 0.000 description 1
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11C—FATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
- C11C3/00—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom
- C11C3/04—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by esterification of fats or fatty oils
- C11C3/10—Ester interchange
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/03—Preparation of carboxylic acid esters by reacting an ester group with a hydroxy group
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/08—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11C—FATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
- C11C3/00—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom
- C11C3/003—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by esterification of fatty acids with alcohols
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Fats And Perfumes (AREA)
- Liquid Carbonaceous Fuels (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
L'invention concerne un procédé de fabrication d'esters d'alkyle à partir d'un mélange de glycerides et d'acides gras libres provenant principalement des déchets de boîtes à graisse. Le mélange est d'abord solvaté dans un alcool à point d'ébullition bas, après quoi le pH de la solution est porté à environ 1 à 2 par l'addition d'un acide afin d'effectuer l'estérification d'alkyle catalysé par acide. On traite ensuite la solution acide avec une solution concentrée d'alcoxyde pour porter le pH de la solution jusqu'à environ pH12 et effectuer la transestérification catalysée par des bases des glycerides contenus dans le mélange. On traite ensuite la solution qui en résulte avec un acide pour réduire le pH de la solution jusqu'à environ 2 et effectuer l'estérification catalysée par acides des sous-produits saponifiés résiduels. Le solvant à base d'alcool est évacué par distillation ou par toute autre technique appropriée, et les esters d'alkyle ainsi obtenus sont séparés de n'importe quels résidus restants et neutralisés des acides résiduels.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PCT/AU2002/001594 WO2004048311A1 (fr) | 2002-11-27 | 2002-11-27 | Procede de fabrication d'esters d'alkyle |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2507329A1 true CA2507329A1 (fr) | 2004-06-10 |
Family
ID=32330490
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002507329A Abandoned CA2507329A1 (fr) | 2002-11-27 | 2002-11-27 | Procede de fabrication d'esters d'alkyle |
Country Status (6)
| Country | Link |
|---|---|
| EP (1) | EP1565424A4 (fr) |
| JP (1) | JP2006508148A (fr) |
| CN (1) | CN1720214A (fr) |
| AU (1) | AU2002342410A1 (fr) |
| CA (1) | CA2507329A1 (fr) |
| WO (1) | WO2004048311A1 (fr) |
Families Citing this family (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FI114280B (fi) | 2001-01-11 | 2004-09-30 | Eriksson Capital Ab | Polyamidiin ja polyamidilohkoja ja polyeetterilohkoja sisältäviin polymeereihin perustuva makkarankuori, joka on savustettavissa |
| FR2872812B1 (fr) * | 2004-07-12 | 2006-09-08 | Inst Francais Du Petrole | Procede de production d'esters alkyliques d'acides gras et de glycerine de haute purete |
| JP4515840B2 (ja) * | 2004-07-13 | 2010-08-04 | 株式会社レボインターナショナル | 脂肪酸アルキルエステルの製造方法 |
| CN101180383B (zh) | 2005-02-28 | 2012-01-11 | 渥太华大学 | 生物燃料生产的装置和方法 |
| US7619104B2 (en) | 2005-04-04 | 2009-11-17 | Renewable Products Development Laboratories, Inc. | Process for producing biodiesel or fatty acid esters from multiple triglyceride feedstocks |
| RU2007145596A (ru) * | 2005-06-09 | 2009-07-20 | Биосфере Инвайроментал Энерджи Ллс (Us) | Системы и способы для эстерефикации и переэтерефикации жиров и масел |
| US7842653B2 (en) | 2005-06-16 | 2010-11-30 | Council Of Scientific & Industrial Research | Process for the preparation of lubricants |
| WO2007027669A1 (fr) * | 2005-08-29 | 2007-03-08 | Cps Biofuels, Inc. | Carburant biodiesel ameliore, additifs, et lubrifiants |
| US7754643B2 (en) | 2005-10-07 | 2010-07-13 | Council Of Scientific & Industrial Research | Transesterification catalyst and a process for the preparation thereof |
| ES2332284T3 (es) | 2005-10-10 | 2010-02-01 | Council Of Scientific And Industrial Research | Proceso para la preparacion de carbonato de dialquilo. |
| US7482480B2 (en) | 2005-10-10 | 2009-01-27 | Council Of Scientific & Industrial Research | Process for the preparation of hydrocarbon fuel |
| EP2013319B1 (fr) | 2006-04-28 | 2019-01-23 | Sk Chemicals Co., Ltd. | Procédé de préparation d'esters d'alkyle d'acides gras utilisant un distillat d'acides gras |
| CN100434164C (zh) * | 2006-07-10 | 2008-11-19 | 张冰青 | 一种催化剂体系及采用该催化剂体系生产生物柴油的方法 |
| US8084655B2 (en) | 2007-06-15 | 2011-12-27 | E. I. Du Pont De Nemours And Company | Catalytic process for converting renewable resources into paraffins for use as diesel blending stocks |
| CA2729116C (fr) | 2008-06-25 | 2017-01-24 | Benefuel Inc. | Procede de fabrication d'alkylesters d'acides gras |
| EP2303827B1 (fr) | 2008-06-25 | 2019-10-16 | Benefuel Inc. | Procédé de fabrication d' alkylesters d' acides gras |
| MY151440A (en) * | 2009-10-29 | 2014-05-30 | Malaysian Palm Oil Board Mpob | A method of converting free fatty acid (ffa) from oil to methyl ester |
| CN102465058A (zh) * | 2010-11-04 | 2012-05-23 | 朱建军 | 一种制备生物柴油的生产工艺 |
| CA2826817C (fr) | 2011-03-09 | 2019-01-15 | Benefuel Inc. | Systemes et procedes de fabrication de bioproduits |
| CN102311883B (zh) * | 2011-08-10 | 2013-04-24 | 北京清研利华石油化学技术有限公司 | 一种制备高纯度生物柴油的方法 |
| CN102951934A (zh) * | 2011-08-24 | 2013-03-06 | 江苏洁净环境科技有限公司 | 一种餐厨垃圾处理工艺 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3319590A1 (de) * | 1983-05-30 | 1984-12-06 | Henkel KGaA, 4000 Düsseldorf | Verfahren zur herstellung von fettsaeureestern kurzkettiger aliphatischer alkohole aus freie fettsaeuren enthaltenden fetten und/oder oelen |
| WO1987007632A1 (fr) * | 1986-06-11 | 1987-12-17 | Bio-Energy Technology Ltd. | Production de carburant biologique |
| AT394374B (de) * | 1990-06-29 | 1992-03-25 | Wimmer Theodor | Verfahren zur herstellung von fettsaeureestern niederer alkohole |
| AU778808B2 (en) * | 2001-05-31 | 2004-12-23 | Biodiesel Australia Ltd | Method for production of alkyl esters |
-
2002
- 2002-11-27 EP EP02779013A patent/EP1565424A4/fr not_active Withdrawn
- 2002-11-27 AU AU2002342410A patent/AU2002342410A1/en not_active Abandoned
- 2002-11-27 CA CA002507329A patent/CA2507329A1/fr not_active Abandoned
- 2002-11-27 WO PCT/AU2002/001594 patent/WO2004048311A1/fr not_active Ceased
- 2002-11-27 CN CN02830146.3A patent/CN1720214A/zh active Pending
- 2002-11-27 JP JP2004554042A patent/JP2006508148A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| WO2004048311A1 (fr) | 2004-06-10 |
| AU2002342410A1 (en) | 2004-06-18 |
| JP2006508148A (ja) | 2006-03-09 |
| CN1720214A (zh) | 2006-01-11 |
| EP1565424A1 (fr) | 2005-08-24 |
| EP1565424A4 (fr) | 2006-05-31 |
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