CN110079355A - A kind of the aviation fuel oil and synthetic method of the synthesis of methyl iso-butyl ketone (MIBK) aldol condensation - Google Patents
A kind of the aviation fuel oil and synthetic method of the synthesis of methyl iso-butyl ketone (MIBK) aldol condensation Download PDFInfo
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- CN110079355A CN110079355A CN201910345771.7A CN201910345771A CN110079355A CN 110079355 A CN110079355 A CN 110079355A CN 201910345771 A CN201910345771 A CN 201910345771A CN 110079355 A CN110079355 A CN 110079355A
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
- C10G3/00—Production of liquid hydrocarbon mixtures from oxygen-containing organic materials, e.g. fatty oils, fatty acids
- C10G3/42—Catalytic treatment
- C10G3/44—Catalytic treatment characterised by the catalyst used
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
- C10G3/00—Production of liquid hydrocarbon mixtures from oxygen-containing organic materials, e.g. fatty oils, fatty acids
- C10G3/42—Catalytic treatment
- C10G3/44—Catalytic treatment characterised by the catalyst used
- C10G3/45—Catalytic treatment characterised by the catalyst used containing iron group metals or compounds thereof
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
- C10G3/00—Production of liquid hydrocarbon mixtures from oxygen-containing organic materials, e.g. fatty oils, fatty acids
- C10G3/42—Catalytic treatment
- C10G3/44—Catalytic treatment characterised by the catalyst used
- C10G3/47—Catalytic treatment characterised by the catalyst used containing platinum group metals or compounds thereof
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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
- Y02P30/00—Technologies relating to oil refining and petrochemical industry
- Y02P30/20—Technologies relating to oil refining and petrochemical industry using bio-feedstock
Abstract
The invention belongs to aviation fuel synthesis technical fields, and in particular to a kind of the aviation fuel oil and synthetic method of the synthesis of methyl iso-butyl ketone (MIBK) aldol condensation.Preparation method of the invention includes: to disperse metallic salt catalyst in methyl iso-butyl ketone (MIBK), it is placed in reaction kettle and heats reaction, it is cooled to room temperature after completion of the reaction, take out reaction solution stratification, supernatant liquor is the product after methyl iso-butyl ketone (MIBK) aldol reaction is complete, the product is placed in reaction kettle, it is passed through hydrogen, metallic catalyst is added into reaction system, the hydrogenation reaction under metallic catalyst catalysis, obtain freezing point in (- 40)-(- 58) DEG C, a kind of aviation fuel of yield 80-95% it is oily.The aviation fuel freezing point that this method obtains is low, and working condition is mild, and production process side reaction is few, and obtained product purity is higher, has a good application prospect.
Description
Technical field
The invention belongs to aviation fuel oil synthesis technical fields, and in particular to a kind of methyl iso-butyl ketone (MIBK) aldol condensation synthesis
Aviation fuel oil and its synthetic method.
Background technique
With increasingly sharpening for energy crisis, using crude oil as raw material, pass through the liquid fuel of the techniques such as rectifying, cracking manufacture
With non-renewable, runed counter to the theory of sustainable development.Aviation fuel oil is the strategic materials of country, in order to reduce fossil
The dependence of base stock reduces cost and realizes aviation emission reduction, and exploitation is with low cost, the regenerated sustainable method synthesis of substance
Aviation fuel oil is of great significance.
Biomass belongs to renewable energy, and preparing aviation fuel oil using biomass has many advantages, such as, as raw material sources are wide
General, production process cleanliness without any pollution, product purity height etc., this biomass-based aviation fuel oil are expected to become ideal power
Fuel producing technology.At present in report, usually with 5 hydroxymethyl furfural, furfural and acetone, methylfuran and butyraldehyde, wood fibre
Plain base Furnan products and methyl iso-butyl ketone (MIBK) group are combined into raw material, by base catalysis or acid catalyzed aldol reaction, with
The liquid alkane of C8-C16 range is prepared by low temperature hydrogenation and hydrodeoxygenation step afterwards.Due to furfural, 5 hydroxymethyl furfural etc.
Itself production cost is higher, is the production cost that raw material increases the technique using furfural derivatives；Since acetone, butyraldehyde etc. are small
The condensation of itself can occur in the condensation process for molecule, and condensation product makes product matter not in the scope of aviation fuel oil
Amount is affected；When with lignocellulosic base Furnan products and methyl iso-butyl ketone (MIBK) combination raw materials, production technology is more multiple
It is miscellaneous, and product purity is difficult to ensure.
Summary of the invention
The present invention in view of the above technical problems, provide a kind of synthesis of methyl iso-butyl ketone (MIBK) aldol condensation aviation fuel oil and
Its synthetic method.
To realize above-mentioned technical proposal, the technical solution adopted by the present invention are as follows:
A kind of aviation fuel oil of methyl iso-butyl ketone (MIBK) aldol condensation synthesis, the long alkane of main component C12, C18
Hydrocarbon, branch is more, and freezing point is within the scope of (- 40)-(- 58) DEG C, and yield is between 80-95%.
A kind of synthetic method of methyl iso-butyl ketone (MIBK) aldol condensation synthetic aviation fuel oil, includes the following steps:
It disperses metallic salt catalyst in methyl iso-butyl ketone (MIBK), it is anti-to be placed in heating progress aldol condensation in reaction kettle
It answers, is cooled to room temperature after completion of the reaction, take out reaction solution stratification, take out supernatant liquor, be placed in reaction kettle, be passed through hydrogen
Metallic catalyst is added into reaction system for gas, and the hydrogenation reaction under metallic catalyst catalysis obtains product up to aviation fuel
Oil.
Methyl iso-butyl ketone (MIBK) contains 6 carbon atoms, has a relatively highly branched chain, self-condensation is primary, it is secondary after product
Within Aviation Fuel scope, other side reactions are not present, and product can obtain in direct hydrogenation deoxidation in a mild condition
Low-freezing aviation fuel oil liquid state chain hydrocarbon with branch.
Further, the metallic salt catalyst preferred cationic is Na+、Mg2+、Al3+、Cu2+、Cu+、Fe3+、Zn2+、
Ca2+Halide, sulfate, nitrate, acetate one or two kinds of any of the above ratio mixture.Experiment discovery exists
These metal salt compounds are in weaker alkalinity in methyl iso-butyl ketone (MIBK), can be catalyzed the aldol condensation of methyl iso-butyl ketone (MIBK)
The generation of reaction.
Further, the preferred noble metal catalyst of selected metallic catalyst, comprising: platinum, palladium, ruthenium, nickel, copper it is a kind of or
It is two or more, above-mentioned noble metal catalyst also can be selected using active carbon, aluminium oxide, silica, zirconium oxide as the load of carrier
The one or more kinds of mixtures of type catalyst, wherein metal active constituent content is 0.1- in loaded catalyst
10%.Experiment shows that these noble metals or carried noble metal achieve preferable effect in hydrogenation reaction.Described is negative
Supported type metal catalyst, preparation method are equi-volume impregnating: the metal front liquid solution of 1-20% are prepared, according to metering ratio
Corresponding isometric dipping is added, the content of metal accounts for 0.1-10% in catalyst, stands the drying at 70-140 DEG C after 6h
It 12-20 hours, is then passed through at 200-600 DEG C hydrogen 2-6 hours, after being cooled to room temperature, it is small to be passed through high pure nitrogen passivation 4-8
When.
Further, the mass ratio 1:1-200 of the metallic salt catalyst, methyl iso-butyl ketone (MIBK).Experiment discovery, works as gold
It when category saline catalyst additional amount is excessive, on the one hand causes to waste, on the other hand, excessive metallic salt substance influences product
Purity reduces the quality of aviation fuel oil；When methyl iso-butyl ketone (MIBK) excess, the first for having neither part nor lot in reaction is contained in the product of generation
Base isobutyl ketone, methyl iso-butyl ketone (MIBK) itself are not belonging to the scope of aviation fuel oil, affect the purity and quality of product.
Further, the temperature of the aldol reaction is 180-300 DEG C.Experiment discovery, when reaction temperature is lower than 180
DEG C, which cannot occur completely, influence product generation；When temperature is higher than 300 DEG C, side reaction increases, and is unfavorable for aviation
The generation of fuel oil.
Further, the time of the aldol reaction is 2-20h.Experiment discovery, when reacted between be lower than 2h, methyl
Isobutyl ketone cannot react completely；More than 20h between when reacted, methyl iso-butyl ketone (MIBK) fully reacting extends the time to anti-
It should have not significant impact, result in waste of resources.
Further, the additional amount of the metallic catalyst is 0.01-0.1 times of quality of supernatant liquor.Work as metal catalytic
It when agent additional amount is excessive, on the one hand causes to waste, on the other hand, excessive metallics influences the purity of product, reduces aviation
The quality of fuel oil；When supernatant liquor excess, the supernatant liquor for having neither part nor lot in reaction, supernatant liquor sheet are contained in the product of generation
Body is not belonging to the scope of aviation fuel oil, affects the purity and quality of product.
Further, the described hydrogen that is passed through makes pressure 0.1-2MPa in reaction kettle.Experiment discovery, works as Hydrogen Vapor Pressure
Lower than 0.1MPa, condensation product is unable to complete hydrogenation, causes finally generate aviation fuel oil；When pressure is more than 2MPa, contracting
It is completely hydrogenated to close product, results in waste of resources.
Further, the reaction temperature of the hydrogenation reaction is 100-300 DEG C.Experiment shows when reaction temperature is lower than 100
DEG C, which cannot occur completely, influence the generation of aviation fuel oil；When temperature be higher than 300 DEG C, result in waste of resources.
Further, the reaction time of the hydrogenation reaction is 2-20h.Experiment discovery, when reacted between be lower than 2h, should plus
Hydrogen reaction cannot occur completely；More than 20h between when reacted, the hydrogenation reaction is complete, extends the time to the no obvious shadow of reaction
It rings, results in waste of resources.
The present invention is using methyl iso-butyl ketone (MIBK) as raw material, and under the catalytic action of metallic salt catalyst, aldol condensation occurs
Reaction, condensation reaction products direct hydrogenation slough oxygen and obtain the low-freezing aviation fuel oil with branch.Pass through liquid nuclear-magnetism
Characterization demonstrates the structure of the product, and measures the freezing point for the aviation fuel oil that this method generates in (- 40)-(- 58) DEG C
In range, meet the freezing point requirement of aviation fuel oil.Calculate this method yield between 80-95%, and working condition temperature
Few with production process side reaction, obtained product purity is higher.
Detailed description of the invention
The liquid of the aviation fuel oil of Fig. 1 methyl iso-butyl ketone (MIBK) aldol condensation synthesis of the present invention1H-NMR map；
The liquid of the aviation fuel oil of Fig. 2 methyl iso-butyl ketone (MIBK) aldol condensation synthesis of the present invention13C-NMR map.
Specific embodiment
Following will be combined with the drawings in the embodiments of the present invention, and technical solution in the embodiment of the present invention carries out clear, complete
Site preparation description, it is clear that described embodiments are only a part of the embodiments of the present invention, instead of all the embodiments.It is based on
Embodiment in the present invention, it is obtained by those of ordinary skill in the art without making creative efforts every other
Embodiment shall fall within the protection scope of the present invention.
Embodiment 1
The aviation fuel oil main component of methyl iso-butyl ketone (MIBK) aldol condensation synthesis in the present embodiment is the length of C12, C18
Alkane, branch is more, and freezing point is -48 DEG C, yield 86%.
The synthetic method of above-mentioned methyl iso-butyl ketone (MIBK) aldol condensation synthetic aviation fuel oil, comprising the following steps:
It disperses 0.4g iron chloride in the methyl iso-butyl ketone (MIBK) of 5ml (4g), is placed in reaction kettle, be heated to 180 DEG C
Aldol reaction 12h is carried out, is cooled to room temperature after completion of the reaction, reaction solution stratification is taken out, takes out supernatant liquor, is obtained
Methyl iso-butyl ketone (MIBK) condensation product；It takes 3g methyl iso-butyl ketone (MIBK) condensation product to be placed in reaction kettle, is passed through hydrogen, makes in reaction kettle
Hydrogen Vapor Pressure is 1MPa, and platinum 0.03g is added into reaction system, is heated to 100 DEG C of progress hydrogenation reaction 20h, obtains product i.e.
For aviation fuel oil.
Embodiment 2
The aviation fuel oil main component of methyl iso-butyl ketone (MIBK) aldol condensation synthesis in the present embodiment is the length of C12, C18
Alkane, branch is more, and freezing point is -40 DEG C, yield 92%.
The synthetic method of above-mentioned methyl iso-butyl ketone (MIBK) aldol condensation synthetic aviation fuel oil, comprising the following steps:
It disperses 0.4g sodium chloride in the methyl iso-butyl ketone (MIBK) of 50ml (40g), is placed in reaction kettle, be heated to 230
DEG C carry out aldol reaction 6h, be cooled to room temperature after completion of the reaction, take out reaction solution stratification, take out supernatant liquor, obtain
Obtain methyl iso-butyl ketone (MIBK) condensation product；It takes 30g methyl iso-butyl ketone (MIBK) condensation product to be placed in reaction kettle, is passed through hydrogen, make to react
Hydrogen Vapor Pressure is 1.5MPa in kettle, and nickel 3g is added into reaction system, is heated to 200 DEG C of progress hydrogenation reaction 10h, obtains product
As aviation fuel oil.
Embodiment 3
The aviation fuel oil main component of methyl iso-butyl ketone (MIBK) aldol condensation synthesis in the present embodiment is the length of C12, C18
Alkane, branch is more, and freezing point is -58 DEG C, yield 95%.
The synthetic method of above-mentioned methyl iso-butyl ketone (MIBK) aldol condensation synthetic aviation fuel oil, comprising the following steps:
It disperses 0.4g copper sulphate in the methyl iso-butyl ketone (MIBK) of 100ml (80g), is placed in reaction kettle, be heated to 300
DEG C carry out aldol reaction 2h, be cooled to room temperature after completion of the reaction, take out reaction solution stratification, take out supernatant liquor, obtain
Obtain methyl iso-butyl ketone (MIBK) condensation product；It takes 60g methyl iso-butyl ketone (MIBK) condensation product to be placed in reaction kettle, is passed through hydrogen, make to react
Hydrogen Vapor Pressure is 2MPa in kettle, and loaded catalyst palladium/active carbon 3g (palladium content 0.1%) is added into reaction system, adds
For heat to 300 DEG C of progress hydrogenation reaction 2h, obtaining product is aviation fuel oil.
Embodiment 4
The aviation fuel oil main component of methyl iso-butyl ketone (MIBK) aldol condensation synthesis in the present embodiment is the length of C12, C18
Alkane, branch is more, and freezing point is -43 DEG C, yield 80%.
The synthetic method of above-mentioned methyl iso-butyl ketone (MIBK) aldol condensation synthetic aviation fuel oil, comprising the following steps:
Disperse 4g magnesium sulfate in the methyl iso-butyl ketone (MIBK) of 5ml (4g), be placed in reaction kettle, be heated to 250 DEG C into
Row aldol reaction 20h, is cooled to room temperature after completion of the reaction, takes out reaction solution stratification, takes out supernatant liquor, obtains first
Base isobutyl ketone condensation product；It takes 3g methyl iso-butyl ketone (MIBK) condensation product to be placed in reaction kettle, is passed through hydrogen, make hydrogen in reaction kettle
Atmospheric pressure is 0.1MPa, and loaded catalyst copper/active carbon 0.09g (copper content 10wt.%) is added into reaction system, adds
For heat to 150 DEG C of progress hydrogenation reaction 7h, obtaining product is aviation fuel oil.
Embodiment 5
The aviation fuel oil main component of methyl iso-butyl ketone (MIBK) aldol condensation synthesis in the present embodiment is the length of C12, C18
Alkane, branch is more, and freezing point is -52 DEG C, yield 89%.
The synthetic method of above-mentioned methyl iso-butyl ketone (MIBK) aldol condensation synthetic aviation fuel oil, comprising the following steps:
It disperses 0.4g zinc nitrate in the methyl iso-butyl ketone (MIBK) of 25ml (20g), is placed in reaction kettle, be heated to 200
DEG C carry out aldol reaction 15h, be cooled to room temperature after completion of the reaction, take out reaction solution stratification, take out supernatant liquor, obtain
Obtain methyl iso-butyl ketone (MIBK) condensation product；It takes 15g methyl iso-butyl ketone (MIBK) condensation product to be placed in reaction kettle, is passed through hydrogen, make to react
Hydrogen Vapor Pressure is 0.5MPa in kettle, and loaded catalyst ruthenium/aluminium oxide 1.2g is added into reaction system, and (ruthenium content is
5wt.%), 250 DEG C of progress hydrogenation reaction 12h are heated to, obtaining product is aviation fuel oil.
Embodiment 6
The aviation fuel oil main component of methyl iso-butyl ketone (MIBK) aldol condensation synthesis in the present embodiment is the length of C12, C18
Alkane, branch is more, and freezing point is -56 DEG C, yield 82%.
The synthetic method of above-mentioned methyl iso-butyl ketone (MIBK) aldol condensation synthetic aviation fuel oil, comprising the following steps:
It disperses 0.4g cuprous nitrate in the methyl iso-butyl ketone (MIBK) of 75ml (60g), is placed in reaction kettle, be heated to
270 DEG C of progress aldol reaction 8h, are cooled to room temperature after completion of the reaction, take out reaction solution stratification, take out supernatant liquor,
Obtain methyl iso-butyl ketone (MIBK) condensation product；It takes 45g methyl iso-butyl ketone (MIBK) condensation product to be placed in reaction kettle, is passed through hydrogen, make anti-
Answering in kettle Hydrogen Vapor Pressure is 0.2MPa, and loaded catalyst platinum/silica 4.05g is added into reaction system, and (platinum content is
2wt.%), 280 DEG C of progress hydrogenation reaction 15h are heated to, obtaining product is aviation fuel oil.
Embodiment 7
The aviation fuel oil main component of methyl iso-butyl ketone (MIBK) aldol condensation synthesis in the present embodiment is the length of C12, C18
Alkane, branch is more, and freezing point is -41 DEG C, yield 88%.
The synthetic method of above-mentioned methyl iso-butyl ketone (MIBK) aldol condensation synthetic aviation fuel oil, comprising the following steps:
It disperses 0.4g sodium acetate in the methyl iso-butyl ketone (MIBK) of 35ml (28g), is placed in reaction kettle, be heated to 190
DEG C carry out aldol reaction 10h, be cooled to room temperature after completion of the reaction, take out reaction solution stratification, take out supernatant liquor, obtain
Obtain methyl iso-butyl ketone (MIBK) condensation product；It takes 21g methyl iso-butyl ketone (MIBK) condensation product to be placed in reaction kettle, is passed through hydrogen, make to react
Hydrogen Vapor Pressure is 1.7MPa in kettle, and loaded catalyst copper/zirconium oxide 0.84g is added into reaction system, and (copper content is
1wt.%), 120 DEG C of progress hydrogenation reaction 18h are heated to, obtaining product is aviation fuel oil.
Embodiment 8
The aviation fuel oil main component of methyl iso-butyl ketone (MIBK) aldol condensation synthesis in the present embodiment is the length of C12, C18
Alkane, branch is more, and freezing point is -50 DEG C, yield 83%.
The synthetic method of above-mentioned methyl iso-butyl ketone (MIBK) aldol condensation synthetic aviation fuel oil, comprising the following steps:
It disperses 0.4g calcium acetate in the methyl iso-butyl ketone (MIBK) of 90ml (72g), is placed in reaction kettle, be heated to 280
DEG C carry out aldol reaction 17h, be cooled to room temperature after completion of the reaction, take out reaction solution stratification, take out supernatant liquor, obtain
Obtain methyl iso-butyl ketone (MIBK) condensation product；It takes 54g methyl iso-butyl ketone (MIBK) condensation product to be placed in reaction kettle, is passed through hydrogen, make to react
Hydrogen Vapor Pressure is 1.9MPa in kettle, and loaded catalyst palladium/zirconium oxide 3.78g is added into reaction system, and (palladium content is
8wt.%), 220 DEG C of progress hydrogenation reaction 19h are heated to, obtaining product is aviation fuel oil.
Embodiment 9
The aviation fuel oil main component of methyl iso-butyl ketone (MIBK) aldol condensation synthesis in the present embodiment is the length of C12, C18
Alkane, branch is more, and freezing point is -57 DEG C, yield 91%.
The synthetic method of above-mentioned methyl iso-butyl ketone (MIBK) aldol condensation synthetic aviation fuel oil, comprising the following steps:
Disperse 0.4g copper nitrate in the sodium chloride mass ratio 1:1 metal salt catalyst mixed the methyl of 45ml (36g)
It in isobutyl ketone, is placed in reaction kettle, is heated to 260 DEG C of progress aldol reaction 18h, is cooled to room after completion of the reaction
Temperature takes out reaction solution stratification, takes out supernatant liquor, obtains methyl iso-butyl ketone (MIBK) condensation product；Take 33.8g methyl-isobutyl
Ketone condensation product is placed in reaction kettle, is passed through hydrogen, is made Hydrogen Vapor Pressure 1.2MPa in reaction kettle, is added into reaction system
Platinum, the metallic catalyst 0.7g that palladium mass ratio is 1:1, are heated to 170 DEG C of progress hydrogenation reaction 6h, and obtaining product is aviation combustion
Material oil.
The metallic salt catalyst of above-described embodiment can also use calcium chloride, aluminium chloride, stannous chloride, zinc chloride, sulfuric acid
Sodium, zinc sulfate, calcium sulfate, cuprous sulfate, sodium nitrate, magnesium nitrate, calcium nitrate, magnesium acetate, cuprous etc. are one such or two kinds
Any of the above scalemic thereof replaces；In above-described embodiment metallic catalyst can also palladium and nickel, nickel and ruthenium, copper and nickel point
Not with arbitrary proportion mixing or loaded catalyst palladium/active carbon (palladium content 3wt.%), ruthenium/active carbon (ruthenium content
4wt.%), platinum/silica (platinum content 0.1wt.%), platinum/zirconium oxide (platinum content 10wt.%) replace.
The chemical shift of carbonyl carbon is between 170-210ppm, and the unsaturated carbon chemical shift of carbon-carbon double bond is in 100-
Between 150ppm, further according to the different carbon atoms such as methyl, methylene, the appearance term of reference of hydrogen atom, as shown in Figure 1, Figure 2
H spectrum, C spectrum go out peak position it is found that methyl iso-butyl ketone (MIBK) aldol condensation synthesis C12, C18 compound structure be respectively as follows:
It although an embodiment of the present invention has been shown and described, for the ordinary skill in the art, can be with
A variety of variations, modification, replacement can be carried out to these embodiments without departing from the principles and spirit of the present invention by understanding
And modification, the scope of the present invention is defined by the appended.
Claims (10)
1. a kind of aviation fuel oil of methyl iso-butyl ketone (MIBK) aldol condensation synthesis, it is characterised in that: the methyl iso-butyl ketone (MIBK) hydroxyl
Aldehyde condensation synthesis aviation fuel oil main component be C12, C18 long chain alkane, branch is more, freezing point (- 40)-(-
DEG C 58) within the scope of.
2. a kind of synthetic method of methyl iso-butyl ketone (MIBK) aldol condensation synthetic aviation fuel oil described in claim 1, feature
It is: includes the following steps:
It disperses metallic salt catalyst in methyl iso-butyl ketone (MIBK), is placed in heating in reaction kettle and carries out aldol reaction, instead
It is cooled to room temperature after answering, takes out reaction solution stratification, taken out supernatant liquor, be placed in reaction kettle, be passed through hydrogen, to anti-
It answers and metallic catalyst is added in system, the hydrogenation reaction under metallic catalyst catalysis obtains product up to aviation fuel oil.
3. the synthetic method of methyl iso-butyl ketone (MIBK) aldol condensation synthetic aviation fuel oil according to claim 2, feature
Be: the metallic salt catalyst preferred cationic is Na+、Mg2+、Al3+、Cu2+、Cu+、Fe3+、Zn2+、Ca2+Halogenation
The mixture of one or two kinds of any of the above ratio of object, sulfate, nitrate, acetate.
4. the synthetic method of methyl iso-butyl ketone (MIBK) aldol condensation synthetic aviation fuel oil according to requiring 2, it is characterised in that:
The preferred noble metal catalyst of selected metallic catalyst, comprising: platinum, palladium, ruthenium, nickel, copper are one or more kinds of, also can be selected
Above-mentioned noble metal catalyst is using active carbon, aluminium oxide, silica, zirconium oxide as the loaded catalyst of carrier one kind or two
Kind or more mixture, wherein in loaded catalyst metal active constituent content be 0.1-10%.
5. the synthetic method of methyl iso-butyl ketone (MIBK) aldol condensation synthetic aviation fuel oil according to claim 3 or 4, special
Sign is: the mass ratio 1:1-200 of the metallic salt catalyst, methyl iso-butyl ketone (MIBK).
6. the synthetic method of methyl iso-butyl ketone (MIBK) aldol condensation synthetic aviation fuel oil according to claim 5, feature
Be: the temperature of the aldol reaction is 180-300 DEG C.
7. the synthetic method of methyl iso-butyl ketone (MIBK) aldol condensation synthetic aviation fuel oil according to claim 6, feature
Be: the time of the aldol reaction is 2-20h.
8. the synthetic method of methyl iso-butyl ketone (MIBK) aldol condensation synthetic aviation fuel oil according to claim 7, feature
Be: the additional amount of the metallic catalyst is 0.01-0.1 times of quality of supernatant liquor.
9. the synthetic method of methyl iso-butyl ketone (MIBK) aldol condensation synthetic aviation fuel oil according to claim 8, feature
Be: the described hydrogen that is passed through makes pressure 0.1-2MPa in reaction kettle.
10. the synthetic method of methyl iso-butyl ketone (MIBK) aldol condensation synthetic aviation fuel oil according to claim 9, feature
Be: the reaction temperature of the hydrogenation reaction is 100-300 DEG C, reaction time 2-20h.
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