CN1940021A - Production of biological diesel oil - Google Patents
Production of biological diesel oil Download PDFInfo
- Publication number
- CN1940021A CN1940021A CNA2005100472874A CN200510047287A CN1940021A CN 1940021 A CN1940021 A CN 1940021A CN A2005100472874 A CNA2005100472874 A CN A2005100472874A CN 200510047287 A CN200510047287 A CN 200510047287A CN 1940021 A CN1940021 A CN 1940021A
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- Prior art keywords
- biodiesel
- oil
- transesterification
- agent
- preparation
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- 238000004519 manufacturing process Methods 0.000 title abstract description 12
- 239000002283 diesel fuel Substances 0.000 title description 2
- 239000002994 raw material Substances 0.000 claims abstract description 25
- 239000003225 biodiesel Substances 0.000 claims abstract description 21
- 238000005809 transesterification reaction Methods 0.000 claims abstract description 21
- 238000000034 method Methods 0.000 claims abstract description 20
- 230000000813 microbial effect Effects 0.000 claims abstract description 19
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 16
- 238000002360 preparation method Methods 0.000 claims abstract description 13
- 238000001914 filtration Methods 0.000 claims abstract description 10
- 239000007791 liquid phase Substances 0.000 claims abstract description 9
- 238000001816 cooling Methods 0.000 claims abstract description 8
- 229910052799 carbon Inorganic materials 0.000 claims abstract description 7
- 239000003054 catalyst Substances 0.000 claims abstract description 7
- 239000011541 reaction mixture Substances 0.000 claims abstract description 7
- 238000000746 purification Methods 0.000 claims abstract 3
- 150000007522 mineralic acids Chemical class 0.000 claims abstract 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 44
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 19
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 13
- 238000006243 chemical reaction Methods 0.000 claims description 11
- 241000894006 Bacteria Species 0.000 claims description 9
- 238000002156 mixing Methods 0.000 claims description 9
- 239000012153 distilled water Substances 0.000 claims description 8
- 238000004821 distillation Methods 0.000 claims description 6
- 238000000605 extraction Methods 0.000 claims description 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 5
- 239000002904 solvent Substances 0.000 claims description 5
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 4
- 239000012263 liquid product Substances 0.000 claims description 4
- 238000009835 boiling Methods 0.000 claims description 3
- 239000012141 concentrate Substances 0.000 claims description 3
- 239000003960 organic solvent Substances 0.000 claims description 3
- 239000000126 substance Substances 0.000 claims description 3
- FRXSZNDVFUDTIR-UHFFFAOYSA-N 6-methoxy-1,2,3,4-tetrahydroquinoline Chemical compound N1CCCC2=CC(OC)=CC=C21 FRXSZNDVFUDTIR-UHFFFAOYSA-N 0.000 claims description 2
- 239000012074 organic phase Substances 0.000 claims description 2
- 239000000725 suspension Substances 0.000 claims description 2
- 239000012071 phase Substances 0.000 claims 2
- 125000004185 ester group Chemical group 0.000 claims 1
- 238000010992 reflux Methods 0.000 claims 1
- 238000003756 stirring Methods 0.000 claims 1
- 238000013517 stratification Methods 0.000 claims 1
- 238000004904 shortening Methods 0.000 abstract 1
- 239000003921 oil Substances 0.000 description 35
- 235000019198 oils Nutrition 0.000 description 35
- 239000002551 biofuel Substances 0.000 description 24
- 239000004519 grease Substances 0.000 description 12
- 238000005516 engineering process Methods 0.000 description 10
- 244000005700 microbiome Species 0.000 description 10
- 230000001580 bacterial effect Effects 0.000 description 8
- 230000000694 effects Effects 0.000 description 8
- 239000000843 powder Substances 0.000 description 8
- 241001149691 Lipomyces starkeyi Species 0.000 description 7
- 239000002253 acid Substances 0.000 description 7
- 241001465754 Metazoa Species 0.000 description 6
- 241000235070 Saccharomyces Species 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
- 238000005352 clarification Methods 0.000 description 4
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- 241000221523 Rhodotorula toruloides Species 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 241000306282 Umbelopsis isabellina Species 0.000 description 2
- 238000005815 base catalysis Methods 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 125000004494 ethyl ester group Chemical group 0.000 description 2
- 239000000284 extract Substances 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 235000019387 fatty acid methyl ester Nutrition 0.000 description 2
- -1 fatty acid triglycerides Chemical class 0.000 description 2
- 210000000582 semen Anatomy 0.000 description 2
- 229910052938 sodium sulfate Inorganic materials 0.000 description 2
- 235000011152 sodium sulphate Nutrition 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- 241000580885 Cutaneotrichosporon curvatus Species 0.000 description 1
- 102000004895 Lipoproteins Human genes 0.000 description 1
- 108090001030 Lipoproteins Proteins 0.000 description 1
- 235000019483 Peanut oil Nutrition 0.000 description 1
- 235000019484 Rapeseed oil Nutrition 0.000 description 1
- 240000004808 Saccharomyces cerevisiae Species 0.000 description 1
- 238000007171 acid catalysis Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000000446 fuel Substances 0.000 description 1
- 125000005456 glyceride group Chemical group 0.000 description 1
- FUKUFMFMCZIRNT-UHFFFAOYSA-N hydron;methanol;chloride Chemical compound Cl.OC FUKUFMFMCZIRNT-UHFFFAOYSA-N 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 230000003834 intracellular effect Effects 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000001465 metallisation Methods 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 239000000312 peanut oil Substances 0.000 description 1
- 238000002203 pretreatment Methods 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
Classifications
-
- 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
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P30/00—Technologies relating to oil refining and petrochemical industry
- Y02P30/20—Technologies relating to oil refining and petrochemical industry using bio-feedstock
Landscapes
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Fats And Perfumes (AREA)
Abstract
本发明涉及生物柴油，具体地说是一种生物柴油的制备方法，以含油微生物菌体为原料，用低碳醇作为酯交换剂，用无机酸作为催化剂，经转酯化反应后，反应混合物冷却、过滤、液相提纯后，获得生物柴油。本发明是直接用含油微生物菌体进行转酯化反应，可以替代用提取的油脂为原料进行的转酯化反应，它没有了从原料中提取油脂的工艺过程，因此降低了过程成本，缩短了工艺，为生物柴油的制备提供了一种新的原料来源，而且提供了一种直接从含油原料中制备生物柴油的方法。The invention relates to biodiesel, specifically a method for preparing biodiesel, which uses oil-containing microbial cells as raw materials, uses low-carbon alcohols as transesterification agents, and uses inorganic acids as catalysts. After transesterification, the reaction mixture After cooling, filtering and liquid phase purification, biodiesel is obtained. The present invention directly uses oil-containing microbial cells to carry out transesterification reaction, which can replace the transesterification reaction using extracted oil as raw material. It does not have the process of extracting oil from raw materials, thus reducing the process cost and shortening the production time. The process provides a new raw material source for the preparation of biodiesel, and provides a method for directly preparing biodiesel from oily raw materials.
Description
Technical field
The present invention relates to biofuel, a kind of preparation method of biofuel specifically more particularly, is to be that raw material is produced method of bio-diesel oil with the oil-containing microbial cells.By under acid as catalyst, carrying out transesterification, generate biofuel with oil-containing microbial cells and low-carbon alcohol.
Background technology
Tellurian biology can be divided into animal, plant and microorganism three major types, and corresponding grease can be divided into animal grease, Vegetable oil lipoprotein and microbial oil.Certain micro-organisms produces in cell and stores under the certain culture condition and accounts for the grease of its biological total amount more than 20%, and this class bacterial strain is called oleaginous microorganism.Grease extracting method by routine can extract the intracellular grease of oleaginous microorganism, obtains microbial bacteria oil.The same with the animal and plant grease, the main component of microbial oil is a chain fatty acid triglycerides.
Biofuel is meant the long-chain fat acid monoester that is obtained through over-churning and transesterification by reproducible glyceride stock, is a kind ofly can substitute the environment friendly fuel that ordinary diesel oil is used.At present, the preparation technology of ester-interchange method production biofuel is a raw material with the animal and plant grease normally, with low-carbon alcohol such as methyl alcohol or ethanol as the transesterify agent, with alkaline matters such as sodium hydroxide, potassium hydroxide as catalyzer, carry out transesterification, generate corresponding fatty acid methyl ester or ethyl ester, be drying to obtain biofuel through washing again.Base catalysis transesterification metallization processes requires grease is carried out pre-treatment usually, has increased process cost.The biodiesel manufacture cost is raw materials cost more than 70% according to statistics.Therefore, utilize cheap raw material, simplify production process technology, to improve transformation efficiency most important to reducing the biofuel cost.
Aforementioned ester-interchange method production of biodiesel technology is with animal and plant grease or waste grease, is raw material as rapeseed oil, soybean oil, Semen Maydis oil, Oleum Gossypii semen, peanut oil, Oleum Helianthi, plam oil, Oleum Cocois, recovery culinary art oil and animal tallow etc.German Patent (DE 19838011) has been mentioned and extracted microbial bacteria oil in produce oil yeast C.curvatus, prepares the technology of biofuel again through chemical conversion.It is the technology of raw material production biofuel with the vegetable seed directly that world patent (WO 2005/030911) has been mentioned.Above method is core technology with the base catalysis all, and not mentioning is raw material with grease-contained oil-containing microbial cells directly, directly prepares biofuel through the acid catalysis transesterification.
Summary of the invention
The object of the present invention is to provide a kind of preparation method of biofuel; The present invention directly carries out transesterification with the oil-containing microbial cells, can substitute with the grease that extracts is the transesterification that raw material carries out, it has not had to extract greasy technological process from raw material, therefore reduced process cost, shortened technology, for the preparation of biofuel provides a kind of new raw material sources, and provide a kind of and directly from the oil-containing raw material, prepared method of bio-diesel oil.
For achieving the above object, the technical solution used in the present invention is:
A kind of preparation method of biofuel by reacting under acid as catalyst with oil-containing microbial cells and low-carbon alcohol, generates fatty acid methyl ester or ethyl ester.
Being specially, is raw material with the oil-containing microbial cells, as the transesterify agent, as catalyzer, behind transesterification, after reaction mixture cooling, filtration, liquid phase are purified, obtains biofuel with mineral acid with low-carbon alcohol (methyl alcohol or ethanol).
The concrete operations condition is,
1) be raw material with the oil-containing microbial cells;
2) add methyl alcohol or ethanol in the raw material as the transesterify agent, consumption is 8～40 times of thalline quality;
3) aforementioned operation 2) add sulfuric acid or hydrochloric acid in the suspension liquid that forms as catalyzer, the amount concentration of catalyst substance reaches 0.1M～1.0M;
4) the transesterification condition is: under the effect of mixing, in 50 ℃～70 ℃ back flow reaction 10 hours～20 hours.
After described transesterification finished, reaction mixture through cooling, filtration, the liquid phase process that obtains biofuel of purifying was,
1) liquid phase is collected in reaction mixture cooling, filtration, and distillation concentrates, and reclaims methyl alcohol or alcohol solvent;
2) in enriched material, add respectively with the isopyknic extraction agent of transesterify agent and with the isopyknic distilled water of transesterify agent; Fully water is removed in vibration behind the standing demix;
3) add and the isopyknic distilled water of transesterify agent, the back layering is left standstill in fully vibration, removes water again; 1-2 time so repeatedly;
4) extraction agent is reclaimed in organic phase distillation, obtains faint yellow, clarification, transparent liquid product, i.e. biofuel.
Described extraction agent can be lower boiling organic solvent such as sherwood oil, hexane or solvent for extraction.
Specific operation process is: the dry bacterial powder of 0.5 gram～2.0 gram oil-containing microbial cells is placed 100 ml flasks; Add 10 milliliters～40 milliliters of acid～methyl alcohol that the concentration prepare in advance is 0.1～1.0M or ethanolic solns immediately, under the effect of mixing, in 50 ℃～70 ℃ back flow reaction 10 hours～20 hours; After question response was complete, cooling was filtered, and collects liquid phase, concentrates removal unreacted methanol or ethanol, adds the sherwood oil and the distilled water of 10～40 milliliters of equivalent respectively, and fully water is removed in vibration behind the standing demix; Add 10 milliliters～40 ml distilled waters again, the back layering is left standstill in fully vibration, removes water; 1～2 time so repeatedly; Dewater with anhydrous sodium sulphate, after filtering, sherwood oil is reclaimed in distillation, and high boiling liquid is in 80 ℃～105 ℃ bakings 1～2 hour, obtains faint yellow, clarification, transparent liquid product, i.e. biofuel.The biodiesel production rate of method acquisition can reach more than 80% of theoretical yield thus.
Advantage of the present invention is:
1. utilize the present invention to extract, both shortened technology, reduced running cost again grease in the oil-containing microbial cells.
2. utilize the present invention not only to expand the raw material of preparation biofuel, and provide a kind of and directly from the oil-containing raw material, prepare method of bio-diesel oil,, can obtain biofuel by the present invention at oil-containing microorganism not of the same race.
3. the present invention is by reacting under acid as catalyst with oil-containing microbial cells and low-carbon alcohol, generate fatty acid monoester, after filtration, washing and organic solvent extraction promptly obtain faint yellow, clarification, transparent liquid product---biofuel, productive rate reaches more than 80%; For the preparation of biofuel provides a kind of new raw material sources and simple and convenient process for preparing.
Embodiment
Be the specific embodiment for preparing biofuel by the oil-containing microbial cells below, can recognize the influence of different technology conditions biodiesel production rate by embodiment.
Embodiment 1
With fat content is that 50% saccharomyces oleaginosus bacterium (Lipomyces starkeyi AS 2.1560 is available from Chinese common micro-organisms culture presevation administrative center) dry bacterial powder 1.0 grams place 100 ml flasks; Adding the concentration for preparing in advance respectively is the H of 0.1M and 1.0M
2SO
420 milliliters of～methanol solutions are under the effect of mixing, in 70 ℃ of back flow reaction 20 hours; After question response was complete, cooling, filtration were collected liquid phase, the distillation for removing methanol solvent; Add 20 milliliters of sherwood oils and 20 ml distilled waters, the back layering is left standstill in fully vibration, removes water; Add 20 ml distilled waters again, the back layering is left standstill in fully vibration, removes water; Sherwood oil dewaters with anhydrous sodium sulphate, and after filtering, sherwood oil is reclaimed in distillation, and residuum is in 105 ℃ of baking 1h, obtains faint yellow, clarification, transparent liquid product, i.e. biofuel.Productive rate is respectively 93.4% and 89.8%.
Embodiment 2
With fat content is that 50% saccharomyces oleaginosus bacterium (Lipomyces starkeyi) dry bacterial powder, 1.0 grams place 100 ml flasks; Adding the concentration for preparing in advance immediately is the H of 0.2M
2SO
420 milliliters of～methanol solutions are under the effect of mixing, in 70 ℃ of back flow reaction 10 hours; Other processing condition are identical with embodiment 1.Productive rate is 79.5%.
Embodiment 3
With fat content is that 50% saccharomyces oleaginosus bacterium (Lipomyces starkeyi) and fat content are that each 1.0 gram of saccharomyces oleaginosus bacterium (Rhodosporidium toruloides) dry bacterial powder of 58% place 100 ml flasks; Add the concentration prepare in advance immediately and be 20 milliliters of HCl～methanol solutions of 0.4M, under the effect of mixing, in 70 ℃ of back flow reaction 20 hours; Other processing condition are identical with embodiment 1.Productive rate is respectively 93.0% and 98.9%.
Embodiment 4
With fat content is that 55.7% saccharomyces oleaginosus bacterium (Lipomyces starkeyi) dry bacterial powder, 1.0 grams place 100 ml flasks; Adding the concentration for preparing in advance immediately is the H of 0.2M
2SO
420 milliliters of～ethanolic solns are under the effect of mixing, in 70 ℃ of back flow reaction 20 hours; Other processing condition are identical with embodiment 1.Productive rate is 98.0%.
Embodiment 5
With oil-containing microorganism not of the same race (Lipomyces starkeyi, Rhodosporidium toruloides, Mortierella isabellina), each 1.0 gram of dry bacterial powder place 100 ml flasks; Add 20 milliliters of the acid～methanol solutions prepare in advance respectively, under the effect of mixing, in 70 ℃ of back flow reaction 20 hours; Other processing condition are identical with embodiment 1.The results are shown in Table 1.
The different oil-containing microorganisms of table 1 prepare biodiesel production rate relatively
| The oil-containing microorganism strains | Reaction system | Fat content/% | Bacterium powder/g | Productive rate/% |
| Lipomyces starkeyi | 0.2M H 2SO 4-MeOH | 50.0 | 1.1 | 84 |
| Rhodosporidium toruloides | 0.2M H 2SO 4-MeOH | 58.0 | 1.0 | 98.1 |
| Mortierella isabellina | 0.4M HCl-MeOH | 53.2 | 1.0 | 93.2 |
Embodiment 6
With fat content is that 50% oil-containing microorganism (Lipomyces starkeyi), 1.0 gram dry bacterial powders place 100 ml flasks; Adding the concentration for preparing in advance immediately is the H of 0.2M
2SO
420 milliliters of～methanol solutions are under the effect of mixing, in 50 ℃ of back flow reaction 20 hours; Other processing condition are identical with embodiment 1, and obtaining biodiesel production rate is 86.8%.
Claims (4)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB2005100472874A CN100408656C (en) | 2005-09-28 | 2005-09-28 | A kind of preparation method of biodiesel |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB2005100472874A CN100408656C (en) | 2005-09-28 | 2005-09-28 | A kind of preparation method of biodiesel |
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| Publication Number | Publication Date |
|---|---|
| CN1940021A true CN1940021A (en) | 2007-04-04 |
| CN100408656C CN100408656C (en) | 2008-08-06 |
Family
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| CNB2005100472874A Expired - Fee Related CN100408656C (en) | 2005-09-28 | 2005-09-28 | A kind of preparation method of biodiesel |
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Cited By (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2351845A1 (en) * | 2007-06-01 | 2011-08-03 | Solazyme, Inc. | Renewable chemicals and fuels from oleaginous yeast |
| US8187860B2 (en) | 2008-11-28 | 2012-05-29 | Solazyme, Inc. | Recombinant microalgae cells producing novel oils |
| US8278261B2 (en) | 2008-04-09 | 2012-10-02 | Solazyme, Inc. | Method of making soaps from oil-bearing microbial biomass and oils |
| US8592188B2 (en) | 2010-05-28 | 2013-11-26 | Solazyme, Inc. | Tailored oils produced from recombinant heterotrophic microorganisms |
| CN103849456A (en) * | 2012-12-05 | 2014-06-11 | 中国科学院大连化学物理研究所 | Method for rapid methyl esterification of trace amount of algae powder |
| US8846352B2 (en) | 2011-05-06 | 2014-09-30 | Solazyme, Inc. | Genetically engineered microorganisms that metabolize xylose |
| US8945908B2 (en) | 2012-04-18 | 2015-02-03 | Solazyme, Inc. | Tailored oils |
| US9249252B2 (en) | 2013-04-26 | 2016-02-02 | Solazyme, Inc. | Low polyunsaturated fatty acid oils and uses thereof |
| US9394550B2 (en) | 2014-03-28 | 2016-07-19 | Terravia Holdings, Inc. | Lauric ester compositions |
| CN106318648A (en) * | 2015-06-30 | 2017-01-11 | 中国科学院大连化学物理研究所 | Transesterification method based on microchannel reactor |
| US10119947B2 (en) | 2013-08-07 | 2018-11-06 | Corbion Biotech, Inc. | Protein-rich microalgal biomass compositions of optimized sensory quality |
| CN109652110A (en) * | 2018-11-22 | 2019-04-19 | 天津大学 | The method for directly preparing biodiesel using wet microalgae is reacted based on hydrochloric acid catalysis hydrolysis -esterization |
| US10264809B2 (en) | 2013-01-28 | 2019-04-23 | Corbion Biotech, Inc. | Microalgal flour |
| US12059006B2 (en) | 2008-10-14 | 2024-08-13 | Corbion Biotech, Inc. | Microalgal flour |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19838011C2 (en) * | 1998-08-21 | 2000-01-13 | Christoph Syldatk | Process for the biotechnical production of fatty acid methyl esters ("biodiesel") based on whey |
| CN1276962C (en) * | 2004-12-23 | 2006-09-27 | 大连理工大学 | Process for coupling producing bioloigical diesel oil and 1,3-propylene glycol |
-
2005
- 2005-09-28 CN CNB2005100472874A patent/CN100408656C/en not_active Expired - Fee Related
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| EP2351845A1 (en) * | 2007-06-01 | 2011-08-03 | Solazyme, Inc. | Renewable chemicals and fuels from oleaginous yeast |
| US8802422B2 (en) | 2007-06-01 | 2014-08-12 | Solazyme, Inc. | Renewable diesel and jet fuel from microbial sources |
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| US8278261B2 (en) | 2008-04-09 | 2012-10-02 | Solazyme, Inc. | Method of making soaps from oil-bearing microbial biomass and oils |
| US8822176B2 (en) | 2008-04-09 | 2014-09-02 | Solazyme, Inc. | Modified lipids produced from oil-bearing microbial biomass and oils |
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| US9464304B2 (en) | 2008-11-28 | 2016-10-11 | Terravia Holdings, Inc. | Methods for producing a triglyceride composition from algae |
| US9062294B2 (en) | 2008-11-28 | 2015-06-23 | Solazyme, Inc. | Renewable fuels produced from oleaginous microorganisms |
| US8187860B2 (en) | 2008-11-28 | 2012-05-29 | Solazyme, Inc. | Recombinant microalgae cells producing novel oils |
| US9109239B2 (en) | 2010-05-28 | 2015-08-18 | Solazyme, Inc. | Hydroxylated triacylglycerides |
| US8765424B2 (en) | 2010-05-28 | 2014-07-01 | Solazyme, Inc. | Tailored oils produced from recombinant heterotrophic microorganisms |
| US8592188B2 (en) | 2010-05-28 | 2013-11-26 | Solazyme, Inc. | Tailored oils produced from recombinant heterotrophic microorganisms |
| US8846352B2 (en) | 2011-05-06 | 2014-09-30 | Solazyme, Inc. | Genetically engineered microorganisms that metabolize xylose |
| US9499845B2 (en) | 2011-05-06 | 2016-11-22 | Terravia Holdings, Inc. | Genetically engineered microorganisms that metabolize xylose |
| US9102973B2 (en) | 2012-04-18 | 2015-08-11 | Solazyme, Inc. | Tailored oils |
| US8945908B2 (en) | 2012-04-18 | 2015-02-03 | Solazyme, Inc. | Tailored oils |
| CN103849456B (en) * | 2012-12-05 | 2015-07-15 | 中国科学院大连化学物理研究所 | Method for rapid methyl esterification of trace amount of algae powder |
| CN103849456A (en) * | 2012-12-05 | 2014-06-11 | 中国科学院大连化学物理研究所 | Method for rapid methyl esterification of trace amount of algae powder |
| US10264809B2 (en) | 2013-01-28 | 2019-04-23 | Corbion Biotech, Inc. | Microalgal flour |
| US9249252B2 (en) | 2013-04-26 | 2016-02-02 | Solazyme, Inc. | Low polyunsaturated fatty acid oils and uses thereof |
| US10119947B2 (en) | 2013-08-07 | 2018-11-06 | Corbion Biotech, Inc. | Protein-rich microalgal biomass compositions of optimized sensory quality |
| US9394550B2 (en) | 2014-03-28 | 2016-07-19 | Terravia Holdings, Inc. | Lauric ester compositions |
| US9796949B2 (en) | 2014-03-28 | 2017-10-24 | Terravia Holdings, Inc. | Lauric ester compositions |
| CN106318648A (en) * | 2015-06-30 | 2017-01-11 | 中国科学院大连化学物理研究所 | Transesterification method based on microchannel reactor |
| CN109652110A (en) * | 2018-11-22 | 2019-04-19 | 天津大学 | The method for directly preparing biodiesel using wet microalgae is reacted based on hydrochloric acid catalysis hydrolysis -esterization |
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