CN104404023A - Preparation method of magnetic carrier immobilized lipase, and method for preparing biodiesel under catalysis of magnetic carrier immobilized lipase - Google Patents
Preparation method of magnetic carrier immobilized lipase, and method for preparing biodiesel under catalysis of magnetic carrier immobilized lipase Download PDFInfo
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- CN104404023A CN104404023A CN201410614900.5A CN201410614900A CN104404023A CN 104404023 A CN104404023 A CN 104404023A CN 201410614900 A CN201410614900 A CN 201410614900A CN 104404023 A CN104404023 A CN 104404023A
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- 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
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- 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
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- Y02P20/50—Improvements relating to the production of bulk chemicals
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Abstract
The invention discloses a method for preparing biodiesel under the catalysis of immobilized lipase, especially relates to a preparation method of gluconic acid modified magnetic carrier immobilized lipase, and a method for preparing biodiesel through catalyzing soybean oil by the immobilized lipase, and belongs to the technical field of biological energy. A chemical coprecipitation technology is used to synthesize a stable magnetic Fe3O4 nanoparticle with uniform particle size distribution, the surface of the magnetic particle is modified by gluconic acid, free Candida Antarctica lipase is chemically covalently bonded to the surface of the magnetic carrier to obtain the magnetic immobilized lipase, the magnetic immobilized lipase catalyzes the soybean oil to synthesize biodiesel, methanol is added in batch, the reaction conversion rate can reach above 90%, the lipase is convenient to recover after the reaction, and the activity of the lipase still maintains above 90% after the lipase is repeatedly used 7 times.
Description
Technical field
The present invention relates to a kind of Preparation of Bio-Diesel Oil from Soybean Oil on Immobilized Lipase method, particularly relate to a kind of preparation and catalysis Study on Preparation of Biodiesel from Soybean oil method thereof of gluconic acid modified magnetic carrier immobilized lipase, belong to bioenergy technical field.
Background technology
Biofuel take mainly vegetable and animals oils as raw material, the long chain fatty acid ester class material prepared by transesterification reaction.The advantages such as it has biodegradable, renewable resources, nontoxic, discharge amount of exhaust gas is little, are environmentally friendly fuel, have caused worldwide extensive concern as reproducible substitute energy.The production technique of current biofuel mainly contains chemical method and biological enzyme.Generally using mineral acid or alkali as catalyzer, there is complex process, energy consumption be high, alcohol consumption large, the shortcoming such as environmental pollution in chemical method; Biological enzyme rule has the advantages such as reaction conditions gentleness, product are easily separated, environmental protection, is considered to the friendly process being expected to substituted chemistry method production biofuel.According to free-fat enzyme as catalyzer, after reaction terminates, the separation of enzyme, regenerate, recycle very difficult.According to immobilized lipase, the defect of above-mentioned resolvase can be overcome, enzyme molecule is protected while effectively playing katalysis; not easily affected by environment, be easy to be separated from substrate and product, can repeatedly recycle; thus reduce costs, show good application prospect.
CN102260719A discloses a kind of method that biofuel prepared by fixed lipase catalyzed coptis wood oil, be carrier immobilized porcine pancreatic lipase with ramie, biofuel prepared by this immobilized enzyme catalysis coptis wood oil, and reclaim after reaction and reuse 13 times, its active conservation rate is greater than 80%.CN101717801A discloses a kind of method utilizing corn core immobilized lipase to prepare biofuel, and it is 63.8% ~ 97.5% that the corn core immobilized lipase of use prepares biodiesel conversion rate.CN101280210A, a kind of method of preparing biodiesel with immobile surfactant-coated enzyme, under the effect of catalyzer immobile surfactant-coated enzyme and under certain temperature, mixes low-carbon alcohol with animal-plant oil, adds organic solvent-normal hexane and water, stirs and transesterification reaction is carried out.CN101255348A discloses a kind of method utilizing immobilized lipase-alcohol permselective membrane bio-reactor to prepare biofuel, lipase is fixed on the surface of tubular fibre alcohol permselective membrane by physical adsorption, prepare the membrane module of immobilized lipase, be then assembled into enzyme-film bioreactor; The shell side of membrane module walked by grease, and low-carbon alcohol then walks the tube side of membrane module, and under the katalysis of immobilized lipase, grease turns to biofuel; Utilize low-carbon alcohol selectivity through hollow-fibre membrane to provide low-carbon alcohol required in preparation of biodiesel, thus effectively prevent the enzyme caused by substrate restraining effect alive, efficiently can prepare biofuel.CN1818026A, the present invention relates to the method for a kind of immobilized-lipase in non-aqueous system catalyzed alcoholysis animal-plant oil production biofuel, this production method comprise sodium alginate, kaolin, glutaraldehyde, gelatin, lactose composition common fixing agent to fatty enzyme immobilizatio, ball shape fixation enzyme is deposited in packed bed enzyme column type reactor with state of nature, alcoholysis animal-plant oil under the condition of biofuel as solvent, production biofuel.
Can find out, immobilized enzyme improves the activity of enzyme, and recycling is convenient.Patents have employed the load that variety carrier realizes enzyme, and achieves certain effect.An important indicator of load enzyme is that surface-area is large, and such catalytic efficiency is just high.High surface area requirements granules of catalyst is little, uses, is separated and reclaims to have any problem.The load of general enzyme utilizes deposition principle, is physical action, utilization be Intermolecular Forces, this power is much smaller relative to chemical bond, therefore easily causes enzyme to come off from carrier.
Goal of the invention
In order to improve catalytic efficiency and the repeating utilization factor of enzyme, the present invention uses gluconic acid modified magnetic-particle as enzyme carrier, utilizes magnetic can to use easily, fix, reclaim catalyzer; Use specific chemical reaction method to being fixed of lipase, in conjunction with firmly, maintain enzymic activity, substantially increase the catalytic efficiency of enzyme; Adopt this immobilized lipase with vegetables oil and methyl alcohol for substrate biodiesel synthesis, methyl alcohol adopts addition method in batches, and reaction conversion ratio is high, and after reaction, enzyme reclaims convenient, reuses effective, greatly reduces production cost.
Technical scheme
Present invention employs following technical scheme.
The preparation of 1 one kinds of magnetic carrier immobilized lipases and catalysis for preparing biodiesel oil; it is characterized in that: get suitable proportion ferrous iron and the iron inorganic salt miscellany aqueous solution; drip mineral alkali under nitrogen protection and control suitable ph; stirring reaction 30 minutes; crystallization 2 hours under water bath condition, magnetic field separation goes out high surface area, stable Fe
3o
4nano particle; Under stirring in water bath condition, gluconic acid weak alkaline aqueous solution is added drop-wise to magnetic Fe
3o
4in particle colloid, vigorous stirring stoichiometric number hour, magnetic field separation goes out gluconic acid modified Fe
3o
4magnetic-particle, vacuum-drying; Get gluconic acid modified magnetic Fe
3o
4add lipase solution, ultrasonic disperse, oscillatory reaction a few hours after particulate vector and 1-ethyl-(3-dimethylaminopropyl) phosphinylidyne diimine solution ultrasonic disperse, filter, phosphoric acid buffer washs, and vacuum-drying obtains magnetic carrier immobilized lipase; Get appropriate soybean oil, methyl alcohol, solvent and preparation immobilized lipase react in constant temperature oscillator, add methyl alcohol in reaction process in batches.
The preparation of 2 magnetic carrier immobilized lipases according to claim 1 and catalysis for preparing biodiesel oil, is characterized in that: ferrous and iron inorganic salt are muriate or vitriol, and ferrous and iron inorganic salt mol ratio is 1:1.5 ~ 3.
The preparation of 3 magnetic carrier immobilized lipases according to claim 1 and 2 and catalysis for preparing biodiesel oil, it is characterized in that: when iron and ferrous inorganic salt miscellany reactant aqueous solution, the mineral alkali dripped is ammoniacal liquor or aqueous sodium hydroxide solution, to control pH value be 10 ~ 11.
The preparation of 4 magnetic carrier immobilized lipases according to claim 1 and catalysis for preparing biodiesel oil, is characterized in that: high surface area, stable Fe
3o
4the preparation of nano particle is controlled by temperature of reaction, and stirring lower temperature of reaction is 30 ~ 60 DEG C, and water-bath crystallization temperature is 70 ~ 90 DEG C.
The preparation of 5 magnetic carrier immobilized lipases according to claim 1 and catalysis for preparing biodiesel oil, it is characterized in that: in gluconic acid weak alkaline aqueous solution, naoh concentration is 1.25mol/L, gluconic acid weak alkaline aqueous solution concentration is 25mg/mL, gluconic acid modified magnetic Fe
3o
4the bath temperature of particle reaction is 25 ~ 40 DEG C, and vacuum-drying temperature is 80 DEG C.
The preparation of 6 magnetic carrier immobilized lipases according to claim 1 and catalysis for preparing biodiesel oil, is characterized in that: gluconic acid modified Fe
3o
4the NaH of pH=8.0 is all used before magnetic-particle carrier and 1-ethyl-(3-dimethylaminopropyl) phosphinylidyne diimine solution ultrasonic disperse
2pO
4-Na
2hPO
4phosphoric acid buffer is prepared, and carbodiimide strength of solution is 12.5 mg/mL.
The preparation of 7 magnetic carrier immobilized lipases according to claim 1 and 6 and catalysis for preparing biodiesel oil, is characterized in that: it is antarctic candidia lipase that institute adds lipase, enzyme dosage: carrier amount=1:1(mass ratio).
The preparation of 8 magnetic carrier immobilized lipases according to claim 1,6 and 7 and catalysis for preparing biodiesel oil, is characterized in that: the bath temperature of lipase immobilization reaction is 20 ~ 30 DEG C, and the reaction times is 20 ~ 30 hours.
The preparation of 9 magnetic carrier immobilized lipases according to claim 1 and catalysis for preparing biodiesel oil, it is characterized in that: solvent is the mixture of normal hexane and water, alcohol oil quality is than being 3:1, the massfraction that immobilized lipase accounts for oil is 20%, and volume of water is 15 ~ 25% of reaction medium volume.
The preparation of 10 magnetic carrier immobilized lipases according to claim 1 and 9 and catalysis for preparing biodiesel oil, is characterized in that: the temperature of reaction of catalysis for preparing biodiesel oil is 40 DEG C, and the reaction times is 10 ~ 15 hours.
Beneficial effect of the present invention.
1 obtained immobilized enzyme is in thermostability, and the aspect specific ionization enzymes such as acid and alkali-resistance ability, repeating utilization factor and storage stability have had and largely improve, and especially react bonding, enzyme is combined firmly with carrier.When temperature is increased to 55 DEG C, activity of the immobilized enzyme remains on about 75%, and free enzyme activity only retains 10%; After using gluconic acid modified magnetic-particle to make carrier immobilized enzyme Reusability 7 times, activity still can maintain more than 90%; In storage after 30 days, make the activity of the immobilized enzyme of carrier and resolvase with gluconic acid modified magnetic-particle and contrast and have a clear superiority in, be respectively 85% and 20%.
2 use gluconic acid modified magnetic-particle immobilized enzyme catalysis production biofuel, and methanol usage is few, and aftertreatment is simple, and transformation efficiency is high.Methyl alcohol is inhibited to zymoprotein, and it adds in batches and reduces the concentration of methyl alcohol in reaction system, and zymoprotein can play katalysis better, is conducive to molecular balance simultaneously and carries out to positive reaction direction; Solvent add the mass transfer velocity increased between catalyzer and substrate, improve catalytic efficiency; After reaction, immobilized enzyme is easy to be separated, and after reusing 7 times, transformation efficiency still reaches more than 90%, greatly reduces production cost.
Embodiment
Below in conjunction with embodiment, the invention will be further described.
1 coprecipitation synthesis ferroferric oxide nano granules
Be the ferrous sulfate of 1:2 and iron(ic) chloride dissolution of solid by mol ratio in appropriate dilute hydrochloric acid.Proceeded in four neck round-bottomed flasks after the transparent shape of ferric ion solutions, under nitrogen protection, vigorous stirring, drip 1.5 mol/L NaOH solution continuously to pH=10, react after 30 minutes under room temperature, bath temperature rises to 80 DEG C of water-bath crystallization 2 hours.Magnet separating magnetic particles, after deionized water repetitive scrubbing to neutrality, obtains Fe
3o
4nano particle.
The surface modification of 2 magnetic ferroferric oxide nanometer particles
Magnetic Fe
3o
4nano particle, by ultrasonic, evenly spreads in 20.0 mL deionized waters, and dropwise add in magnetic-particle colloid by the aqueous solution that 10.0 mL are prepared by 0.5 g sodium hydroxide and 0.5 g gluconic acid, in 30 DEG C of water-baths, vigorous stirring reacts 4 hours.The Fe of modification is separated with magnet
3o
4nano particle.Deionized water repetitive scrubbing, 80 DEG C of vacuum-dryings, sealing saves backup.
3 gluconic acid modified magnetic-particles prepare immobilized lipase as carrier
Get 5.0 mg carriers, join 2.0mL pH=8.0 phosphate buffer solution, add 1.0mL 1-ethyl-(3-dimethylaminopropyl) carbodiimide solution (12.5 mg/mL phosphoric acid buffer), ultrasonic 10 minutes, add 2.0 mL 2.5mg/mL antarctic candidia lipase solution again, ultrasonic 30 minutes, 25 DEG C, shaking bath vibrated 24 hours, filter, phosphoric acid buffer washs three times, 40 DEG C of vacuum-drying 24 hours, being fixed lipase.
4 Preparation of Bio-Diesel Oil from Soybean Oil on Immobilized Lipases
Add 2.0g soybean oil, 2.0g methyl alcohol, 2.0mL normal hexane, 0.5mL water and 0.4g immobilized lipase in tool plug Erlenmeyer flask, 40 DEG C of shaking bath oscillatory reactions 12 hours, add 2.0g methyl alcohol respectively at twice in reaction process, transformation efficiency is 92%.
5 Preparation of Bio-Diesel Oil from Soybean Oil on Immobilized Lipases
Add 2.0g soybean oil, 2.0g methyl alcohol, 3.0mL normal hexane, 0.5mL water and 0.4g immobilized lipase in tool plug Erlenmeyer flask, 40 DEG C of shaking bath oscillatory reactions 15 hours, add 2.0g methyl alcohol respectively at twice in reaction process, transformation efficiency is 89%.
6 Preparation of Bio-Diesel Oil from Soybean Oil on Immobilized Lipases
Add 2.0g soybean oil, 3.0g methyl alcohol, 3.0mL normal hexane, 1mL water and 0.4g immobilized lipase in tool plug Erlenmeyer flask, 40 DEG C of shaking bath oscillatory reactions 12 hours, add 3.0g methyl alcohol in reaction process, transformation efficiency is 77%.
7 Preparation of Bio-Diesel Oil from Soybean Oil on Immobilized Lipases
Add 2.0g soybean oil, 1.0g methyl alcohol, 2.0mL normal hexane, 0.5mL water and 0.4g immobilized lipase in tool plug Erlenmeyer flask, 40 DEG C of shaking bath oscillatory reactions 12 hours, add 2.5g methyl alcohol respectively at twice in reaction process, transformation efficiency is 85%.
8 Preparation of Bio-Diesel Oil from Soybean Oil on Immobilized Lipases
Add 2.0g soybean oil, 1.5g methyl alcohol, 4.0mL normal hexane, 1.5mL water and 0.4g immobilized lipase in tool plug Erlenmeyer flask, 40 DEG C of shaking bath oscillatory reactions 12 hours, point add 1.5g methyl alcohol respectively three times in reaction process, transformation efficiency is 73%.
Claims (10)
1. the preparation of a magnetic carrier immobilized lipase and catalysis for preparing biodiesel oil; it is characterized in that: get suitable proportion ferrous iron and the iron inorganic salt miscellany aqueous solution; drip mineral alkali under nitrogen protection and control suitable ph; stirring reaction 30 minutes; crystallization 2 hours under water bath condition, magnetic field separation goes out high surface area, stable Fe
3o
4nano particle; Under stirring in water bath condition, gluconic acid weak alkaline aqueous solution is added drop-wise to magnetic Fe
3o
4in particle colloid, vigorous stirring stoichiometric number hour, magnetic field separation goes out gluconic acid modified Fe
3o
4magnetic-particle, vacuum-drying; Get gluconic acid modified magnetic Fe
3o
4add lipase solution, ultrasonic disperse, oscillatory reaction a few hours after particulate vector and 1-ethyl-(3-dimethylaminopropyl) phosphinylidyne diimine solution ultrasonic disperse, filter, phosphoric acid buffer washs, and vacuum-drying obtains magnetic carrier immobilized lipase; Get appropriate soybean oil, methyl alcohol, solvent and preparation immobilized lipase react in constant temperature oscillator, add methyl alcohol in reaction process in batches.
2. the preparation of magnetic carrier immobilized lipase according to claim 1 and catalysis for preparing biodiesel oil, is characterized in that: ferrous and iron inorganic salt are muriate or vitriol, and ferrous iron and iron inorganic salt mol ratio are 1:1.5 ~ 3.
3. the preparation of the magnetic carrier immobilized lipase according to claim 1 and 2 and catalysis for preparing biodiesel oil, it is characterized in that: when iron and ferrous inorganic salt miscellany reactant aqueous solution, the mineral alkali dripped is ammoniacal liquor or aqueous sodium hydroxide solution, to control pH value be 10 ~ 11.
4. the preparation of magnetic carrier immobilized lipase according to claim 1 and catalysis for preparing biodiesel oil, is characterized in that: high surface area, stable Fe
3o
4the preparation of nano particle is controlled by temperature of reaction, and stirring lower temperature of reaction is 30 ~ 60 DEG C, and water-bath crystallization temperature is 70 ~ 90 DEG C.
5. the preparation of magnetic carrier immobilized lipase according to claim 1 and catalysis for preparing biodiesel oil, it is characterized in that: in gluconic acid weak alkaline aqueous solution, naoh concentration is 1.25mol/L, gluconic acid weak alkaline aqueous solution concentration is 25mg/mL, gluconic acid modified magnetic Fe
3o
4the bath temperature of particle reaction is 25 ~ 40 DEG C, and vacuum-drying temperature is 80 DEG C.
6. the preparation of magnetic carrier immobilized lipase according to claim 1 and catalysis for preparing biodiesel oil, is characterized in that: gluconic acid modified Fe
3o
4the NaH of pH=8.0 is all used before magnetic-particle carrier and 1-ethyl-(3-dimethylaminopropyl) phosphinylidyne diimine solution ultrasonic disperse
2pO
4-Na
2hPO
4phosphoric acid buffer is prepared, and carbodiimide strength of solution is 12.5 mg/mL.
7. the preparation of the magnetic carrier immobilized lipase according to claim 1 and 6 and catalysis for preparing biodiesel oil, is characterized in that: it is antarctic candidia lipase that institute adds lipase, enzyme dosage: carrier amount=1:1(mass ratio).
8. the preparation of the magnetic carrier immobilized lipase according to claim 1,6 and 7 and catalysis for preparing biodiesel oil, is characterized in that: the bath temperature of lipase immobilization reaction is 20 ~ 30 DEG C, and the reaction times is 20 ~ 30 hours.
9. the preparation of magnetic carrier immobilized lipase according to claim 1 and catalysis for preparing biodiesel oil, it is characterized in that: solvent is the mixture of normal hexane and water, alcohol oil quality is than being 3:1, the massfraction that immobilized lipase accounts for oil is 20%, and volume of water is 15 ~ 25% of reaction medium volume.
10. the preparation of the magnetic carrier immobilized lipase according to claim 1 and 9 and catalysis for preparing biodiesel oil, is characterized in that: the temperature of reaction of catalysis for preparing biodiesel oil is 40 DEG C, and the reaction times is 10 ~ 15 hours.
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Cited By (6)
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| CN106119308A (en) * | 2016-03-17 | 2016-11-16 | 四川大学 | A kind of method that magnetic carrier immobilized-lipase prepares biodiesel |
| CN107586770A (en) * | 2017-08-23 | 2018-01-16 | 吉林大学 | A kind of porcine pancreatic lipase inorganic hybrid nano flower catalyst, preparation method and its application in biodiesel preparation |
| CN111041014A (en) * | 2019-12-31 | 2020-04-21 | 浙江工业大学 | Magnetic immobilized lipase and application thereof in resolution of 1-methyl-3-amphetamine |
| CN112029756A (en) * | 2020-07-21 | 2020-12-04 | 南京工业大学 | Method for catalytically synthesizing phytosterol ester compound by using magnetic immobilized lipase |
| CN112899337A (en) * | 2021-01-26 | 2021-06-04 | 普洛药业股份有限公司 | Method for preparing D-p-methylsulfonylphenylserine ethyl ester under catalysis of immobilized enzyme |
| CN114990101A (en) * | 2022-06-17 | 2022-09-02 | 上海中器环保科技有限公司 | Magnetic nano-particle composite carrier immobilized lipase and preparation method thereof |
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Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106119308A (en) * | 2016-03-17 | 2016-11-16 | 四川大学 | A kind of method that magnetic carrier immobilized-lipase prepares biodiesel |
| CN107586770A (en) * | 2017-08-23 | 2018-01-16 | 吉林大学 | A kind of porcine pancreatic lipase inorganic hybrid nano flower catalyst, preparation method and its application in biodiesel preparation |
| CN111041014A (en) * | 2019-12-31 | 2020-04-21 | 浙江工业大学 | Magnetic immobilized lipase and application thereof in resolution of 1-methyl-3-amphetamine |
| CN111041014B (en) * | 2019-12-31 | 2022-03-18 | 浙江工业大学 | Magnetic immobilized lipase and application thereof in resolution of 1-methyl-3-amphetamine |
| CN112029756A (en) * | 2020-07-21 | 2020-12-04 | 南京工业大学 | Method for catalytically synthesizing phytosterol ester compound by using magnetic immobilized lipase |
| CN112899337A (en) * | 2021-01-26 | 2021-06-04 | 普洛药业股份有限公司 | Method for preparing D-p-methylsulfonylphenylserine ethyl ester under catalysis of immobilized enzyme |
| CN112899337B (en) * | 2021-01-26 | 2022-12-20 | 普洛药业股份有限公司 | Method for preparing D-p-methylsulfonylphenylserine ethyl ester under catalysis of immobilized enzyme |
| CN114990101A (en) * | 2022-06-17 | 2022-09-02 | 上海中器环保科技有限公司 | Magnetic nano-particle composite carrier immobilized lipase and preparation method thereof |
| CN114990101B (en) * | 2022-06-17 | 2024-01-12 | 上海中器环保科技有限公司 | Magnetic nanoparticle composite carrier immobilized lipase and preparation method thereof |
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