WO2010011123A1 - Procédé de production d'un ester d'alkyle - Google Patents
Procédé de production d'un ester d'alkyle Download PDFInfo
- Publication number
- WO2010011123A1 WO2010011123A1 PCT/MY2008/000074 MY2008000074W WO2010011123A1 WO 2010011123 A1 WO2010011123 A1 WO 2010011123A1 MY 2008000074 W MY2008000074 W MY 2008000074W WO 2010011123 A1 WO2010011123 A1 WO 2010011123A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- reaction
- entrainer
- fatty acid
- free fatty
- oil
- Prior art date
Links
- 125000005907 alkyl ester group Chemical group 0.000 title claims abstract description 14
- 238000004519 manufacturing process Methods 0.000 title claims description 14
- 238000006243 chemical reaction Methods 0.000 claims abstract description 55
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims abstract description 46
- 238000000034 method Methods 0.000 claims abstract description 45
- 235000021588 free fatty acids Nutrition 0.000 claims abstract description 40
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 40
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims abstract description 39
- 235000019198 oils Nutrition 0.000 claims abstract description 35
- 239000003921 oil Substances 0.000 claims abstract description 34
- 235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 24
- 239000000194 fatty acid Substances 0.000 claims abstract description 24
- 229930195729 fatty acid Natural products 0.000 claims abstract description 24
- 235000011187 glycerol Nutrition 0.000 claims abstract description 23
- 125000005456 glyceride group Chemical group 0.000 claims abstract description 15
- 239000000203 mixture Substances 0.000 claims abstract description 13
- 239000003054 catalyst Substances 0.000 claims abstract description 12
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract description 8
- 239000001301 oxygen Substances 0.000 claims abstract description 8
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 8
- LDVVTQMJQSCDMK-UHFFFAOYSA-N 1,3-dihydroxypropan-2-yl formate Chemical compound OCC(CO)OC=O LDVVTQMJQSCDMK-UHFFFAOYSA-N 0.000 claims abstract description 6
- 230000003647 oxidation Effects 0.000 claims abstract description 4
- 238000007254 oxidation reaction Methods 0.000 claims abstract description 4
- 230000035484 reaction time Effects 0.000 claims abstract description 4
- 239000000047 product Substances 0.000 claims description 26
- 150000004665 fatty acids Chemical class 0.000 claims description 25
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 16
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 16
- 239000007788 liquid Substances 0.000 claims description 16
- YKYONYBAUNKHLG-UHFFFAOYSA-N n-Propyl acetate Natural products CCCOC(C)=O YKYONYBAUNKHLG-UHFFFAOYSA-N 0.000 claims description 12
- 229940090181 propyl acetate Drugs 0.000 claims description 12
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 claims description 12
- 229910052757 nitrogen Inorganic materials 0.000 claims description 8
- 238000009835 boiling Methods 0.000 claims description 7
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 6
- 230000007613 environmental effect Effects 0.000 claims description 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 6
- 238000004061 bleaching Methods 0.000 claims description 5
- -1 bleaching earth Substances 0.000 claims description 5
- 230000002209 hydrophobic effect Effects 0.000 claims description 5
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 claims description 4
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 4
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims description 4
- 238000000926 separation method Methods 0.000 claims description 4
- 239000002250 absorbent Substances 0.000 claims description 3
- 230000002745 absorbent Effects 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 claims description 3
- 238000004821 distillation Methods 0.000 claims description 3
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims description 2
- 239000000839 emulsion Substances 0.000 claims description 2
- 238000001914 filtration Methods 0.000 claims description 2
- 239000000463 material Substances 0.000 claims description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims description 2
- 238000005406 washing Methods 0.000 claims description 2
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 claims 2
- 239000007795 chemical reaction product Substances 0.000 claims 2
- 239000007789 gas Substances 0.000 claims 2
- 239000012295 chemical reaction liquid Substances 0.000 claims 1
- 238000009833 condensation Methods 0.000 claims 1
- 230000005494 condensation Effects 0.000 claims 1
- 238000005108 dry cleaning Methods 0.000 claims 1
- 238000001704 evaporation Methods 0.000 claims 1
- 230000008020 evaporation Effects 0.000 claims 1
- 239000010685 fatty oil Substances 0.000 claims 1
- HCWCAKKEBCNQJP-UHFFFAOYSA-N magnesium orthosilicate Chemical compound [Mg+2].[Mg+2].[O-][Si]([O-])([O-])[O-] HCWCAKKEBCNQJP-UHFFFAOYSA-N 0.000 claims 1
- 239000000391 magnesium silicate Substances 0.000 claims 1
- 229910052919 magnesium silicate Inorganic materials 0.000 claims 1
- 235000019792 magnesium silicate Nutrition 0.000 claims 1
- 239000011949 solid catalyst Substances 0.000 claims 1
- 150000003626 triacylglycerols Chemical class 0.000 claims 1
- 239000003225 biodiesel Substances 0.000 abstract description 20
- 150000003839 salts Chemical class 0.000 abstract description 9
- 239000008158 vegetable oil Substances 0.000 abstract description 9
- 235000015112 vegetable and seed oil Nutrition 0.000 abstract description 8
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 abstract description 4
- 235000013311 vegetables Nutrition 0.000 abstract description 4
- 239000002699 waste material Substances 0.000 abstract description 4
- 239000010775 animal oil Substances 0.000 abstract description 3
- 239000000344 soap Substances 0.000 abstract description 2
- 230000008030 elimination Effects 0.000 abstract 1
- 238000003379 elimination reaction Methods 0.000 abstract 1
- 238000004508 fractional distillation Methods 0.000 abstract 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- SCVFZCLFOSHCOH-UHFFFAOYSA-M potassium acetate Chemical compound [K+].CC([O-])=O SCVFZCLFOSHCOH-UHFFFAOYSA-M 0.000 description 6
- 150000002632 lipids Chemical class 0.000 description 4
- 150000004702 methyl esters Chemical class 0.000 description 4
- 239000003208 petroleum Substances 0.000 description 4
- 239000004215 Carbon black (E152) Substances 0.000 description 3
- 239000003513 alkali Substances 0.000 description 3
- 239000000084 colloidal system Substances 0.000 description 3
- 239000012467 final product Substances 0.000 description 3
- 239000000446 fuel Substances 0.000 description 3
- 229930195733 hydrocarbon Natural products 0.000 description 3
- 150000002430 hydrocarbons Chemical class 0.000 description 3
- 235000011056 potassium acetate Nutrition 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 229910000272 alkali metal oxide Inorganic materials 0.000 description 2
- 239000007844 bleaching agent Substances 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 230000008021 deposition Effects 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 239000003925 fat Substances 0.000 description 2
- 235000013305 food Nutrition 0.000 description 2
- 238000006386 neutralization reaction Methods 0.000 description 2
- KWYUFKZDYYNOTN-UHFFFAOYSA-M potassium hydroxide Inorganic materials [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 2
- 238000010926 purge Methods 0.000 description 2
- 238000011084 recovery Methods 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 230000000630 rising effect Effects 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- 239000005639 Lauric acid Substances 0.000 description 1
- 239000002841 Lewis acid Substances 0.000 description 1
- 235000019482 Palm oil Nutrition 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- 150000001242 acetic acid derivatives Chemical class 0.000 description 1
- 238000010306 acid treatment Methods 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 230000005587 bubbling Effects 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 239000010779 crude oil Substances 0.000 description 1
- JGFBRKRYDCGYKD-UHFFFAOYSA-N dibutyl(oxo)tin Chemical compound CCCC[Sn](=O)CCCC JGFBRKRYDCGYKD-UHFFFAOYSA-N 0.000 description 1
- 239000003344 environmental pollutant Substances 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 239000004519 grease Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 150000007517 lewis acids Chemical class 0.000 description 1
- 239000008161 low-grade oil Substances 0.000 description 1
- 238000005461 lubrication Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000002808 molecular sieve Substances 0.000 description 1
- 231100000989 no adverse effect Toxicity 0.000 description 1
- 239000002540 palm oil Substances 0.000 description 1
- 239000003209 petroleum derivative Substances 0.000 description 1
- 231100000719 pollutant Toxicity 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 239000010802 sludge Substances 0.000 description 1
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- 150000003606 tin compounds Chemical class 0.000 description 1
- 230000036967 uncompetitive effect Effects 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
- C11C3/02—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by esterification of fatty acids with glycerol
-
- 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
- C07C67/48—Separation; Purification; Stabilisation; Use of additives
- C07C67/52—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation
- C07C67/54—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation by distillation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/48—Separation; Purification; Stabilisation; Use of additives
- C07C67/56—Separation; Purification; Stabilisation; Use of additives by solid-liquid treatment; by chemisorption
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E50/00—Technologies for the production of fuel of non-fossil origin
- Y02E50/10—Biofuels, e.g. bio-diesel
Definitions
- Alkyl esters make from natural lipid or vegetable oil, commonly known as biodiese! are now a viable alternative as fuel for diesel engines.
- the alkyl ester know better as biodiesel are knows to have better properties that petroleum diesel such as reduction of particulate output, hydrocarbon pollutants and improve lubrication of diesel engine when used as a fuel or mixed with petroleum diesel.
- biodiesel are manufacture from virgin vegetable oils and this is true for almost all the biodiesel plants in the world.
- the usage of biodiesel was found to have contributed towards increase in the price of vegetable oil by as much as three fold for the past 3 years. This was partly attributed to biodiesel production and it use as an accepted alternative fuel for commercial diesel.
- the current biodiesel plant uses 1 st generation technologies such as liquid acid and base process. These processes were limited by incomplete esterification of all the free fatty acid in the feedstock oil and hence cannot use lower grade low cost, but high free fatty acid oil for biodiesel production without large economical and environmental problems.
- the disadvantages include long purification methods, relative long reaction times, contamination and separation difficulties, high energy cost as well as requiring much more methanol to be recovery from the waste stream plus much higher capital cost. This is due to the process sensitivity to even small quantity of water making it expensive to purify aqueous methanol to high level of purity and excessive salt deposition.
- the final biodiesel product can also be bleached and filtered to acceptable color if required.
- the final biodiesel product can also be distilled to provide colorless biodiesel.
- Catalysts can be added to speed up the reaction. Catalysts that could be used are alkali metal oxides and salts such as potassium and sodium hydroxide or it salts such as potassium acetate or tin compound.
- a Volatile entrainer that is immiscible with water was introduced into the mixture in the proportion of 1-30% of the lipid volume.
- the entrainer is then feed to optional water absorbent 10 such as molecular sieve and feedback either directs to the reactor 2 or preheats to vapor form, o)
- the vapor form have the advantage to separate the entrainer vapor from organic portion such as fatty acid that co distill over with the entrainer when the pressure is set low enough, p)
- This co distilled fatty acid also act as entrainer to drive off liquid water and the fatty acid removal enable very low level of fatty acid remaining in the reactor such as 0.1 to 0.01%
- low water solubility entrainer such as cyclohexane, propyl acetate, octanol, toluene, hexane and petroleum diesel is preferred.
- Diesel as a volatile entrainer is especially useful, as it need not be taken out of the final product, thus removing a production step to remove the entrainer.
- diesel does have relatively higher water content both in emulsion form and in dissolved form. The water in the diesel is reduced by two methods, a) lowering the entrainer temperature by designing a counter flow condenser to get the lowest diesel temperature and using hydrophobic filter to remove suspended colloidal water.
- Free Fatty acid that distilled over, x) The resultant glycerides are then subject to alkaline catalyzed tranesterification process to form alkyl ester and glycerin as a byproduct, using known process in the art.
- y) The glycerin from this step is semi-purified by neutralization and decolorized using the normal procedure knows in the art such as acid treatment, distillation and bleaching.
- the glycerin generated in this second step of the process can be recycle for use in the first step to form glycerides from fatty acid, aa) It is understood that any alcohol can be used in the second step of the process.
- the reaction scheme particular the first step of the reaction scheme may be performed with a catalyst.
- Contemplated catalysts include but not limited to organotin compounds (eg dibutyltin oxide), organo titanium compound (e.g. tetrabutly titanate), alkali acetates, earth alkali acetate, lewis acid, alkali carbonate, alkali oxide and combination thereof.
- the reactor was initially heated to 190 deg C where the mixture starts to evaporate and temperature slowly rises to 270 deg C within 1 hour.
- the entrainer evaporates and the water of reaction was removed by the entrainer vapor at the same time.
- the vapor mixture was condensed, and the water forms a lower layer, which was drained.
- the diesel condensed was send thru a hydrophobic filter to remove the colloid water in suspension and the diesel is then fed back to the reactor thru the bottom of the reactor.
- the reaction proceed rapidly and reached 99% conversion within 1 hour, measure from the time temp reach 190deg C
- the sample tested before and after the above from step 1 was found with approx 95% and 1% free fatty acid respectively.
- the product from step 1 was reacted with alkaline methanol 200 Litres and 6kg of sodium hydroxide under reflux. The product was allowed to settle for 2 hours and the glycerin separated. The resultant methyl ester was washed and dried. The final product contains approx 93% methyl ester and approx 5-7% diesel that have not been evaporated off.
- the oil is reacted with alkaline methanol 200 ml with 6gm sodium hydroxide for 1 hour in a reflux condition.
- the reacted products are allowed to settle for 2 hours and glycerin was separated out.
- the methyl ester formed was washed and dry to form biodiesel of high quality with 0 to 1% propyl acetate still in the product.
- Most of the trace propyl acetate was removed together with the methanol during distillation to remove the methanol from the alkyl ester.
- Propyl acetate was an acceptable impurity as it 100% hydrocarbon.
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)
- Crystallography & Structural Chemistry (AREA)
- Fats And Perfumes (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
La présente invention concerne un procédé de traitement d'un acide gras libre, provenant de sources d'huile végétale et d'huile animale bon marché, en esters d'alkyle avec les avantages suivants : a) la vitesse de réaction est beaucoup plus grande que celle de l'invention précédente ; réaction complète en 1 à 2 heures. b) Diminution des stocks de sels, de savons et de déchets aqueux ou même une élimination totale des déchets. c) Diminution de l'utilisation d’énergie. Une option ne nécessite pas de vide pour effectuer cette opération et diminue de ce fait les coûts d'entretien ainsi que de fonctionnement. d) Le procédé ne nécessite pas de méthanol au premier stade du procédé et élimine la nécessité d'effectuer une distillation fractionnée avec les coûts d'entretien et de fonctionnement associés. Ces avantages, et d'autres, sont obtenus en convertissant les acides gras végétaux ou animaux exempts de source d'huile en glycérides dans la première étape et en convertissant dans la seconde étape les glycérides créés, conjointement avec l'huile originale, en ester d'alkyle d'acide gras qui est communément appelé biodiesel. L'huile convertie dans la première étape peut être un monoglycéride, un diglycéride ou un triglycéride ou un mélange de ceux-ci. Elle peut être soit de source animale soit de source végétale. L'huile convertie est ensuite mise en réaction avec du méthanol afin de former du biodiesel et de la glycérine par le biais d'un procédé connu dans l'art tel qu'en utilisant un catalyseur alcalin. La présente invention diffère des inventions précédentes par l'utilisation d'un entraîneur destiné à éliminer l'eau de la réaction et permettant ainsi un temps de réaction beaucoup plus rapide. L'invention diffère également des autres en ce que l'huile est préalablement traitée afin d'éliminer l'oxygène dissous de sorte que l'opération peut être effectuée à une température beaucoup plus élevée sans qu'une oxydation ait lieu et dégrade l'huile. Cette étape est facultative si l'huile et ses mélanges de composants ont une teneur en oxygène dissous extrêmement faible et aucun composant organique ou produit dégommé qui se décomposerait à la température de la réaction formant ainsi de la gomme dans le réacteur.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PCT/MY2008/000074 WO2010011123A1 (fr) | 2008-07-22 | 2008-07-22 | Procédé de production d'un ester d'alkyle |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PCT/MY2008/000074 WO2010011123A1 (fr) | 2008-07-22 | 2008-07-22 | Procédé de production d'un ester d'alkyle |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| WO2010011123A1 true WO2010011123A1 (fr) | 2010-01-28 |
Family
ID=41570468
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/MY2008/000074 WO2010011123A1 (fr) | 2008-07-22 | 2008-07-22 | Procédé de production d'un ester d'alkyle |
Country Status (1)
| Country | Link |
|---|---|
| WO (1) | WO2010011123A1 (fr) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ITFI20090092A1 (it) * | 2009-05-05 | 2010-11-06 | Silo Srl | Processo per la preparazione di oli vegetali esterificati per la produzione di biodiesel e di biocarburante per motori per la produzione di energia elettrica. |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2004103934A2 (fr) * | 2003-05-16 | 2004-12-02 | Stepan Company | Procede de fabrication d'esters d'alkyle par pression |
| US20050075509A1 (en) * | 2003-08-12 | 2005-04-07 | Luxem Franz J. | Method of making alkyl esters using glycerin |
| US6878837B2 (en) * | 2002-04-11 | 2005-04-12 | Institut Francais Du Petrole | Process for producing alkyl esters from a vegetable or animal oil and an aliphatic monoalcohol |
| US20070260077A1 (en) * | 2006-05-05 | 2007-11-08 | Tda Research, Inc. | Method of making alkyl esters |
| US20080051593A1 (en) * | 2006-08-24 | 2008-02-28 | William Wesley Berry | Process of Making Alkyl Esters of Free Fatty Acids |
-
2008
- 2008-07-22 WO PCT/MY2008/000074 patent/WO2010011123A1/fr active Application Filing
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6878837B2 (en) * | 2002-04-11 | 2005-04-12 | Institut Francais Du Petrole | Process for producing alkyl esters from a vegetable or animal oil and an aliphatic monoalcohol |
| WO2004103934A2 (fr) * | 2003-05-16 | 2004-12-02 | Stepan Company | Procede de fabrication d'esters d'alkyle par pression |
| US20050075509A1 (en) * | 2003-08-12 | 2005-04-07 | Luxem Franz J. | Method of making alkyl esters using glycerin |
| US20070260077A1 (en) * | 2006-05-05 | 2007-11-08 | Tda Research, Inc. | Method of making alkyl esters |
| US20080051593A1 (en) * | 2006-08-24 | 2008-02-28 | William Wesley Berry | Process of Making Alkyl Esters of Free Fatty Acids |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ITFI20090092A1 (it) * | 2009-05-05 | 2010-11-06 | Silo Srl | Processo per la preparazione di oli vegetali esterificati per la produzione di biodiesel e di biocarburante per motori per la produzione di energia elettrica. |
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