CN108568317A - A kind of aluminium trichloride complex catalyst, preparation method and application - Google Patents
A kind of aluminium trichloride complex catalyst, preparation method and application Download PDFInfo
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- CN108568317A CN108568317A CN201710137924.XA CN201710137924A CN108568317A CN 108568317 A CN108568317 A CN 108568317A CN 201710137924 A CN201710137924 A CN 201710137924A CN 108568317 A CN108568317 A CN 108568317A
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- reaction
- complex catalyst
- aluminium trichloride
- alchlor
- trichloride complex
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/26—Catalysts comprising hydrides, coordination complexes or organic compounds containing in addition, inorganic metal compounds not provided for in groups B01J31/02 - B01J31/24
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
- C07C2/54—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition of unsaturated hydrocarbons to saturated hydrocarbons or to hydrocarbons containing a six-membered aromatic ring with no unsaturation outside the aromatic ring
- C07C2/64—Addition to a carbon atom of a six-membered aromatic ring
- C07C2/66—Catalytic processes
- C07C2/68—Catalytic processes with halides
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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
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/584—Recycling of catalysts
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- Organic Chemistry (AREA)
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- Inorganic Chemistry (AREA)
- Engineering & Computer Science (AREA)
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The present invention provides a kind of aluminium trichloride complex catalyst, preparation method and application, which is obtained by the reaction by alchlor, alkylaromatic hydrocarbon and water.Compared with prior art, aluminium trichloride complex catalyst provided by the invention is in a liquid state, it is unmixing with the material of alkylated reaction, it realizes continuous operation to use with catalyst circulation, saves the dosage of catalyst, when stirring in a highly dispersed state, it can be with material quick separating when static, by density contrast natural subsidence, to eliminate washing product step, achieve the purpose that greenization produces；And liquid aluminium trichloride complex catalyst is not easy to form bits in the reaction, while being alkylated efficiency and being also improved, and reduces the temperature of alkylated reaction.
Description
Technical field
The invention belongs to catalyst technical field more particularly to a kind of aluminium trichloride complex catalyst, preparation method and
Using.
Background technology
The alkylation of alkene and aromatic hydrocarbons is that organic chemical industry important in petrochemical industry and daily use chemicals industry reacts, and is used always for many years
There is heavy corrosion in process of production in the strong corrosives organic catalyst such as hydrofluoric acid, sulfuric acid and alchlor, these catalyst
Reactor, and generate a large amount of waste water and cause environmental pollution, and the disadvantages such as product yield is low.Also, alchlor is alkylation
Common a kind of complex catalyst in reaction process, there is also adding agent difficult, meets the easy fouling and clogging pipe of water since it is in solid-state
Road, pickup reactor easily form homogeneous complex, the problems such as being not easy to detach with product.
Invention content
It is urged in view of this, the technical problem to be solved in the present invention is to provide a kind of alchlor complexing that can be recycled
Agent, preparation method and application.
The present invention provides a kind of aluminium trichloride complex catalysts, are obtained by the reaction by alchlor, alkylaromatic hydrocarbon and water.
Preferably, the mass ratio of the alchlor and alkylaromatic hydrocarbon is 1：(10~8).
Preferably, the mass ratio of the alchlor and water is 1：(0.05~0.3).
Preferably, the alkylaromatic hydrocarbon is alkylbenzene and/or polyalkylbenzene.
The present invention also provides a kind of preparation methods of aluminium trichloride complex catalyst, including：
S alchlor, alkylaromatic hydrocarbon are mixed with water), reaction is heated in vacuum condition or protective atmosphere, obtains trichlorine
Change aluminium complex catalyst.
Preferably, the step S) be specially：
In vacuum condition or protective atmosphere, alchlor is mixed with alkylaromatic hydrocarbon heating, water is then added, reacts
Afterwards, aluminium trichloride complex catalyst is obtained.
Preferably, the temperature of the heating reaction is 50 DEG C~55 DEG C；The time of the heating reaction is 3~4h.
The present invention also provides application of the above-mentioned aluminium trichloride complex catalyst in alkylated reaction.
Preferably, in the aluminium trichloride complex catalyst in alchlor and alkylated reaction aroamtic hydrocarbon raw material mass ratio
It is 1：(24~35).
The present invention provides a kind of aluminium trichloride complex catalyst, preparation method and application, alchlor complexing is urged
Agent is obtained by the reaction by alchlor, alkylaromatic hydrocarbon and water.Compared with prior art, alchlor complexing provided by the invention is urged
Agent is in a liquid state, unmixing with the material of alkylated reaction, realizes continuous operation and is used with catalyst circulation, saves and urge
The dosage of agent, when stirring in a highly dispersed state, when static can with material quick separating, by density contrast natural subsidence,
To eliminate washing product step, achieve the purpose that greenization produces；And liquid aluminium trichloride complex catalyst is reacting
In be not easy to form bits, while being alkylated efficiency and being also improved, reduce the temperature of alkylated reaction.
Specific implementation mode
Below in conjunction with the embodiment of the present invention, technical scheme in the embodiment of the invention is clearly and completely described,
Obviously, described embodiments are only a part of the embodiments of the present invention, instead of all the embodiments.Based in the present invention
Embodiment, every other embodiment obtained by those of ordinary skill in the art without making creative efforts, all
Belong to the scope of protection of the invention.
The present invention provides a kind of aluminium trichloride complex catalysts, are obtained by the reaction by alchlor, alkylaromatic hydrocarbon and water.
The present invention is not particularly limited the source of all raw materials, is commercially available.
According to the present invention, the alkylaromatic hydrocarbon is alkylaromatic hydrocarbon well known to those skilled in the art, and it is special to have no
Limitation, heretofore described alkylaromatic hydrocarbon is preferably alkylbenzene and/or polyalkylbenzene；The carbon atom of alkyl in the alkylaromatic hydrocarbon
Number is preferably C12~C30；The mass ratio of the alchlor and alkylaromatic hydrocarbon is preferably 1：(10~8)；The alchlor with
The mass ratio of water is preferably 1：(0.05~0.3), more preferably 1：(0.1~0.2) is further preferably 1：0.1.
Aluminium trichloride complex catalyst provided by the invention is in a liquid state, unmixing with the material of alkylated reaction, realizes
Continuous operation is used with catalyst circulation, saves the dosage of catalyst, when stirring in a highly dispersed state, can when static
, to eliminate washing product step, reach the mesh of greenization production by density contrast natural subsidence with material quick separating
's；And liquid aluminium trichloride complex catalyst is not easy to form bits in the reaction, while being alkylated efficiency and being also improved,
Reduce the temperature of alkylated reaction.
The present invention also provides a kind of preparation methods of above-mentioned aluminium trichloride complex catalyst, including：S) by alchlor,
Alkylaromatic hydrocarbon is mixed with water, and reaction is heated in vacuum condition or protective atmosphere, obtains aluminium trichloride complex catalyst.
Wherein, the alchlor, alkylaromatic hydrocarbon and water are same as above, and details are not described herein.
According to the present invention, preferably in vacuum condition or protective atmosphere, alchlor is mixed with alkylaromatic hydrocarbon heating；Institute
It is protective atmosphere well known to those skilled in the art to state protective atmosphere, has no special limitation, is preferably nitrogen in the present invention
Gas；The mixed temperature of the heating is preferably 50 DEG C~55 DEG C；The heating mixed time preferably makes alchlor completely molten
In alkylaromatic hydrocarbon；The mixing preferably carries out under stirring conditions.
Then water is added, after reaction, obtains aluminium trichloride complex catalyst.The time of the reaction is preferably 3~4h；Institute
Reaction is stated preferably to carry out under stirring conditions.After water is added, alchlor and water reaction release hydrogen chloride, alchlor and chlorine
Change hydrogen solution and form complex compound, reaction equation is：AlCl3+H2O—AlCl3·HCl·H2O。
Aluminium trichloride complex catalyst prepared by method provided by the invention is used for the scarlet thick substances of color, with alkane
The product of glycosylation reaction is easily separated, and after recycling certain number, its activity can be kept by adding fresh alchlor, from
And accomplish to recycle.Since the aluminium trichloride complex catalyst that the present invention is prepared detaches effect with the product of alkylated reaction
Fruit is good, after stratification, minimal amount of hydrogen chloride is contained only in the product of alkylated reaction, therefore without with clearly in subsequent technique
Water rinses the hydrogen chloride in alkylation reaction product, need to only be neutralized with calcium oxide, to which a large amount of waste water will not be generated,
To zero environmental.
Aluminium trichloride complex catalyst prepared by the present invention is liquid catalyst, more environmentally friendly compared with solid catalytic, is had
Conducive to operation, the operation of continuous reaction can be conducive to by metering pump metering process.
The present invention also provides a kind of application of above-mentioned aluminium trichloride complex catalyst in alkylated reaction；Wherein, institute
The mass ratio for stating alchlor and aroamtic hydrocarbon raw material in alkylated reaction in aluminium trichloride complex catalyst is preferably 1：(24~35),
More preferably 1：(24~32).
The alkylated reaction is alkylated reaction well known to those skilled in the art, has no special limitation.Institute
It can be benzene,toluene,xylene, naphthalene, biphenyl etc. to state the aroamtic hydrocarbon raw material used in alkylated reaction；The alkylating reagent may include
Alkyl halide and alkene；The alkyl halide includes alkyl chloride, bromination alkane, fluoroalkane and idoalkane, wherein alkyl can be C12~
The cycloalkanes or alkane of C30；Alkene includes the cyclenes and alkene of C12~C30, may also include the α-that paraffin or sweat oil crack
Olefin fraction；The temperature of the alkylated reaction is preferably 30 DEG C~50 DEG C, more preferably 35 DEG C~45 DEG C, most preferably
40℃；The time of the alkylated reaction is preferably 10~60min.
After alkylated reaction, material is cooled to room temperature, sedimentation separation, and upper layer is alkylation reaction product organic phase,
Lower layer is the aluminium trichloride complex catalyst phase that can be recycled.Organic phase passes through alkali cleaning, subtracts and steams Porous deproteinized bone raw material, is obtained by filtration
Alkylated reaction product.
If directly using aluminum trichloride catalyst, reaction is violent, and reaction maximum temperature is excessively high, generation side reaction, and this
The aluminium trichloride complex catalyst that invention provides maintains the highly acid of hydrogen chloride, and reaction temperature is steady, to which side reaction participates in
It is less, it ensure that alkene generates main alkylation products.
In order to further illustrate the present invention, with reference to embodiments to a kind of alchlor complex catalysis provided by the invention
Agent, preparation method and application are described in detail.
Reagent used in following embodiment is commercially available.
Embodiment 1
Take 5.0g alchlors and 40.0g alkylbenzenes (toluene or benzene or dimethylbenzene etc. and the alkylation of the linear alkenes of C12~30
React a substitution product) in three-necked flask, it under vacuum-pumping conditions, is stirred, temperature is 50 DEG C~55 DEG C or so.When three
Aluminium chloride is completely dissolved in alkylbenzene, and 0.1~0.2g ionized waters are added, continue to stir, and after reacting 3~4h, is closed stirring, is obtained
Aluminium trichloride complex catalyst.
It takes 120g benzene to be put into three-necked flask above, is stirred.When being heated to 40 DEG C, addition 60.0g C16~
The alkene of C20 starts to react.After reacting 1h, it is 0.32 to measure bromine valency.After stratification, after taking out upper clear supernate, in repetition
Operation 4 times is stated, it is 0.45,0.38,0.66,0.96 to measure bromine valency successively.From when the 6th operation, 0.4g alchlors are added and urge
Agent, for keeping its activity, after reacting 1h, bromine valency is 0.98.The operation is repeated, can be alkylated five times.It takes in reaction bulb
Supernatant be added calcium oxide neutralize after, measure product bromine valency be less than 1, coloration be less than 1.0.
Embodiment 2
It takes 5.0g alchlors and 50.0g alkylbenzenes in three-necked flask, under vacuum-pumping conditions, is stirred, temperature is
50 DEG C~55 DEG C or so, when alchlor is completely dissolved in alkylbenzene, addition 0.1~0.2g ionized waters continue to stir.Reaction 3
After~4h, stirring is closed, aluminium trichloride complex catalyst is obtained.
It takes 140g toluene to be put into three-necked flask above, is stirred.When being heated to 40 DEG C, 70.0g C20 are added
The alkene of~C24 starts to react.After reacting 1h, it is 0.32 to measure bromine valency.After stratification, after taking out upper clear supernate, repeat
Aforesaid operations 4 times, it is 0.35,0.48,0.56,0.90 to measure bromine valency successively.From when the 6th operation, 0.4g alchlors are added
Catalyst, for keeping its activity, after reacting 1h, bromine valency is 0.88.The operation is repeated, can be alkylated five times.Take reaction bulb
In supernatant be added calcium oxide neutralize after, measure product bromine valency be less than 1, coloration be less than 1.0.
Embodiment 3
Take 5.0g alchlors and 40.0g polyalkylbenzene (toluene or benzene or dimethylbenzene etc. and the linear alkene alkyl of C12~30
Change and react multiple substitution product) in three-necked flask, under vacuum-pumping conditions.It is stirred, temperature is 50 DEG C~55 DEG C or so.When
Alchlor is completely dissolved in alkylbenzene, and 0.1~0.2g ionized waters are added, continue to stir, and after reacting 3~4h, is closed stirring, is obtained
To aluminium trichloride complex catalyst.
It takes 160g polyalkylbenzene to be put into three-necked flask above, is stirred.When being heated to 40 degree, 70.0g is added
The alkene of C24~C28 starts to react, and after reacting 1h, it is 0.42 to measure bromine valency.After stratification, after taking out upper clear supernate,
Repeat aforesaid operations 5 times, it is 0.25,0.38,0.45,0.57,0.30 to measure bromine valency successively.From when the 7th operation, it is added
0.2g aluminum trichloride catalysts, for keeping its activity, after reacting 1h, bromine valency is 0.78.The operation is repeated, five can be alkylated
It is secondary.After taking the supernatant in reaction bulb that calcium oxide neutralization is added, product bromine valency is measured every time and is respectively less than 1, coloration 1.0~2.0.
The finished product bromine valency of each reaction is less than 1 in Examples 1 to 3, just represents reaction completely, conversion ratio is close to 99%.
Claims (9)
1. a kind of aluminium trichloride complex catalyst, which is characterized in that be obtained by the reaction by alchlor, alkylaromatic hydrocarbon and water.
2. aluminium trichloride complex catalyst according to claim 1, which is characterized in that the alchlor and alkylaromatic hydrocarbon
Mass ratio be 1：(10~8).
3. aluminium trichloride complex catalyst according to claim 1, which is characterized in that the quality of the alchlor and water
Than being 1：(0.05~0.3).
4. very according to aluminium trichloride complex catalyst described in claim 1, which is characterized in that the alkylaromatic hydrocarbon is alkylbenzene
And/or polyalkylbenzene.
5. a kind of preparation method of aluminium trichloride complex catalyst, which is characterized in that including：
S alchlor, alkylaromatic hydrocarbon are mixed with water), reaction is heated in vacuum condition or protective atmosphere, obtains alchlor
Complex catalyst.
6. preparation method according to claim 5, which is characterized in that the step S) be specially：
In vacuum condition or protective atmosphere, alchlor is mixed with alkylaromatic hydrocarbon heating, water is then added, after reaction, obtains
To aluminium trichloride complex catalyst.
7. preparation method according to claim 5, which is characterized in that the temperature of the heating reaction is 50 DEG C~55 DEG C；
The time of the heating reaction is 3~4h.
8. the aluminium trichloride complex catalyst or claim 5~7 any one described in Claims 1 to 4 any one are made
Application of the standby aluminium trichloride complex catalyst in alkylated reaction.
9. application according to claim 8, which is characterized in that alchlor and alkane in the aluminium trichloride complex catalyst
The mass ratio of aroamtic hydrocarbon raw material is 1 in glycosylation reaction：(24~35).
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| CN201710137924.XA CN108568317A (en) | 2017-03-09 | 2017-03-09 | A kind of aluminium trichloride complex catalyst, preparation method and application |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2020113267A1 (en) * | 2018-12-05 | 2020-06-11 | Commonwealth Scientific And Industrial Research Organisation | Porous liquid oligomers |
| CN111533632A (en) * | 2020-06-02 | 2020-08-14 | 新乡市瑞丰新材料股份有限公司 | Preparation method of high-content monoalkylbenzene |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2020113267A1 (en) * | 2018-12-05 | 2020-06-11 | Commonwealth Scientific And Industrial Research Organisation | Porous liquid oligomers |
| CN111533632A (en) * | 2020-06-02 | 2020-08-14 | 新乡市瑞丰新材料股份有限公司 | Preparation method of high-content monoalkylbenzene |
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Application publication date: 20180925 |