CN101289366A - Synthetic method of t-amylbenzene for controlling content of isomer - Google Patents
Synthetic method of t-amylbenzene for controlling content of isomer Download PDFInfo
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Abstract
The invention relates to a synthesis method of tertiary amylbenzene which controls the content of isomers and comprises the steps that an alkylating agent is added in the benzene of a reaction system and then the alkylating agent and the benzene are mixed up uniformly with temperature controlled within the range of 0-50 DEG C; the acid catalyst of Lewis or the mixture of the catalyst and the benzene is gradually added; after the catalyst is added, the reaction is carried out for 1 to 8 hours with heat preservation; reaction solution is added in the mixture of ice and water and is mixed up to hydrolyze and organic layers are extracted; after being washed by water and alkali and being rewashed by the water, the benzene is distillated and recycled for the repeated use; the product of tertiary amylbenzene is obtained from the distillation of concentration solution by rectification in vacuum. The molar ratio of the alkylating agent, the benzene and the catalyst is 1:4 to 15:0.05 to 1.5; wherein, the benzene comprises the benzene contained in the catalyst in the form of 'the mixture of the catalyst and the benzene'. The alkylating agent is selected from the alkyl halide with three or more than three carbon atoms, olefin and alcohol. The synthesis method has the advantages that the reaction process of the invention is suitable for industrialized production; the product quality can meet the requirements; the content of the isomer of 2-amylbenzene in the product reaches below 3 percent.
Description
Technical field
The present invention relates to a kind of chemical technique, be specifically related to a kind of synthetic method of t-amylbenzene of controlling content of isomer.
Background technology
Under the effect of aluminum trichloride (anhydrous) or other Lewis acid catalyzer such as (or protonic acids); aromatic hydrocarbons and haloalkane effect; the ring hydrogen atom is alkylated reaction and acylation reaction respectively by the reaction of alkyl and acyl substituted, general designation Friedel-Crafts reaction.Alkylated reaction is an important method of introducing alkyl on aromatic ring, uses wider, as synthesizing of ethylbenzene, isopropyl benzene, tert.-butylbenzene, dodecylbenzene etc.The alkylating agent that alkylated reaction is commonly used has haloalkane, alkene and alcohol; Catalyzer commonly used has aluminum trichloride (anhydrous), iron trichloride, zinc chloride, boron trifluoride and sulfuric acid.To alkylated reaction, when used alkylating agent contained three or three above carbon atoms, isomerization took place in alkyl easily, for example:
Primary product (1-1)
Tert.-amylbenzene another name 2-methyl-2 phenyl butane, dimethyl ethyl phenylmethane, tert-amylbenzene.Tert.-amylbenzene is a kind of organic synthesis raw material, can be used for the synthetic of the novel working material 2-of medicine, liquid crystal material and hydrogen peroxide amyl anthraquinone.
The synthesis route of tert.-amylbenzene sees that from bibliographical information main synthetic route is basically is that catalyzer is paid the alkylation of Ke Shi reaction pair phenyl ring with the Lewis acid.Have with the synthesis material branch: be raw material and benzene reaction with chloro uncle pentane 1., adopting aluminum chloride and sulfuric acid is catalyzer; 2. with isopentene and benzene reaction, be the technology of the synthetic amylbenzene of catalyzer with aluminum chloride and sulfuric acid.3. with the pure and mild benzene reaction of tert-pentyl, be the synthetic tert.-amylbenzene of catalyzer with aluminum chloride and sulfuric acid.
Dong Yuhuan, Kang Ruhong in 1997, be published in " Hebei Normal University's journal (natural science edition) " the 21st volume the 1st phase " synthetic Research of Tert amylbenzene " in great waves and use technology 3. synthetic.The patent of invention CN1515526A of disclosed Ge Xiu dragon in 2004 " a kind of production technique of tert.-amylbenzene " adopting process is 1. synthetic.But the isomer control problem during above document synthesizes tert.-amylbenzene is all not mentioned.
The key problem in technology of tert.-amylbenzene synthesis technique is to control the ratio of isomer in the product.Be when Fu Ke Shi catalysts of representative plays katalysis in the tert.-amylbenzene synthesis technique with the aluminum chloride, the tert-pentyl structure there is isomerization, and because the dissolving of aluminum chloride in reaction system is bad, occur the excessive phenomenon of local reaction catalyst concn easily, aggravated the generation of isomerization reaction.
Not mentioned substantially to the control of isomer in the synthetic bibliographical information of present tert.-amylbenzene, bibliographical information is for example arranged, benzene and anhydrous AlCl
3With ice-water bath cooling, under agitation, the mixed solution of benzene and tertiary amyl alcohol is splashed in the reaction flask under about 6 ℃ by dropping funnel.Drip and finish, continue the powerful 4h of stirring at 6 ℃.Use water decomposition after placing 12h, divide oil-yielding stratum, water layer extracts 2 times with benzene.Benzene layer of telling and oil reservoir merge, and with anhydrous CaCl drying, steam benzene, and product is quantitative with gas-chromatography, and productive rate is 72.7%, and the amyl group total content is 99.4%, and the content of our its isomer in test repeats is 10～18%.
Because the content of isomer height of the synthetic amylbenzene of existing technology influences the use of product.Need find a kind of new synthetic method, can effectively control the content of isomer, prepare highly purified product.
Summary of the invention
When containing three or three above carbon atoms at the used alkylating agent of alkylated reaction, isomerized problem takes place in alkyl easily, the purpose of this invention is to provide a kind of synthetic method of t-amylbenzene of controlling the tert.-amylbenzene content of isomer, this novel method is effectively controlled the isomer that produces in the reaction.
The scheme of finishing the foregoing invention task is, a kind of synthetic method of t-amylbenzene of controlling content of isomer is characterized in that step is as follows,
In the benzene of reaction system, add alkylating agent, stir;
Temperature is controlled to be 0～50 ℃, adds the Lewis acid catalyst gradually, or the mixture of catalyzer and benzene;
Add catalyzer, insulation reaction 1～8 hour;
Reaction solution joins and stirs hydrolysis in the mixture of ice and water, tells organic layer;
Through washing, alkali cleaning, again after the washing, it is multiplexing that benzene is reclaimed in distillation;
Distilled and concentrated solution promptly gets the product tert.-amylbenzene by rectification under vacuum.
Described alkylating agent, benzene, the mol ratio between the catalyzer was 1: 4～15: 0.05～1.5 (benzene wherein comprises: when catalyzer adds fashionable contained benzene with " mixture of catalyzer and benzene " form).
Described alkylating agent is selected from: three or three above carbon atom haloalkanes, alkene and alcohol.
Described Lewis acid catalyst is selected from: aluminum trichloride (anhydrous), FERRIC CHLORIDE ANHYDROUS, zinc chloride, boron trifluoride, vanadium tetrachloride, tin tetrachloride, titanium tetrachloride or antimony pentachloride.
The present invention has following prioritization scheme:
1, described Lewis acid catalyst is liquid Lewis acid catalyst, and the Lewis acid catalyst of described liquid state is selected from: vanadium tetrachloride, tin tetrachloride, titanium tetrachloride or antimony pentachloride.
2, described alkylating agent is selected from: chloro uncle pentane, 2-methyl-1-butene alkene or tertiary amyl alcohol.
Temperature of reaction is 0～50 ℃ when 3, dripping catalyzer, and the dropping time that adds the Lewis acid catalyst gradually is 0.5～2 hour.
What 4, more optimize is: when adding liquid Lewis acid catalyst, stir and be cooled to 0～20 ℃, drip catalyzer, conditioned reaction temperature to 0～80 ℃ gradually, insulation reaction 1～8 hour.Reaction finishes.Stir hydrolysis in the reaction solution adding mixture of ice and water, temperature control is below 35 ℃.
5, when alkylating agent was haloalkane, the alkene of three or three above carbon atoms, molar ratio was alkylating agent: benzene: catalyzer=1: 6～9: 0.15～0.3; When alkylating agent was three or three above carbon atoms pure, molar ratio was alkylating agent: benzene: catalyzer=1: 6～9: 0.4～06.Because when alkylating agent was alcohol, reaction process had water generates, catalyst levels can increase.
The present invention is to use and contains three or three above carbon atom haloalkanes, alkene and alcohol and be alkanisation reagent, uses the Lewis acid catalyst, carries out a kind of novel method of alkylated reaction with benzene.By changing the feed way of catalyzer, in reaction system, add benzene earlier, add haloalkane or alkene, alcohol again; Stir, and control well after the temperature of reaction, add Lewis acid catalyst (for example: aluminum trichloride (anhydrous), FERRIC CHLORIDE ANHYDROUS, zinc chloride, boron trifluoride etc.) gradually, particularly wherein adopt to drip a kind of liquid Lewis acid catalyst () mode for example: vanadium tetrachloride, tin tetrachloride, titanium tetrachloride, antimony pentachloride, make reaction system mass transfer situation that very big improvement arranged, being effectively controlled of the content of isomer in the reaction product.
Prioritization scheme by alkylating reagent chloro uncle pentane, 2-methyl-1-butene alkene or tertiary amyl alcohol under the effect of Lewis acid catalyst, produce tert.-amylbenzene with benzene reaction.The building-up reactions formula is respectively:
The a small amount of isomer of primary product (2-1)
The a small amount of isomer of primary product (2-2)
The a small amount of isomer of primary product (2-3)
In the such scheme of the present invention, the isomer that produces in the reaction process is generally 10～18%.
In other words, the method that the present invention adopts (for example: vanadium tetrachloride is selected liquid Lewis acid catalyst, tin tetrachloride, titanium tetrachloride, antimony pentachloride) is added dropwise to gradually, the alkylating agent for preparing in advance (chloro uncle pentane, 2-methyl-1-butene alkene or tertiary amyl alcohol) and the mixture of benzene in (alkylating agent: benzene=1: 4～15mol than), catalyst consumption is 0.05～1.5 times (mol) of alkylating agent, temperature of reaction is 0～50 ℃ when dripping catalyzer, 0.5～2 hour dropping time, drip catalyzer, conditioned reaction temperature to 0～85 ℃ gradually, insulation reaction 1～8 hour, stir hydrolysis in the reaction solution adding mixture of ice and water, tell organic layer, through washing, alkali cleaning, after the washing, it is multiplexing that benzene is reclaimed in distillation, and distilled and concentrated solution promptly gets product by rectification under vacuum.The content of isomer sec.-amyl sec-pentyl secondary amyl benzene reaches below 3% in the product.
Optimum process condition is as follows:
Molar ratio: alkylating agent: benzene: (when alkylating agent was alcohol, catalyst levels will strengthen, tertiary amyl alcohol: benzene: catalyzer=1: 6～9: 0.4～0.6) in catalyzer (mol)=1: 6～9: 0.15～0.3
Order of addition(of ingredients): add benzene, alkylating agent earlier, stir, and regulate temperature, drip catalyzer again.
Reaction conditions: dropping time, 1～1.5 hour, dropping temperature: 0～20 ℃, heating-up time: 1 hour, holding temperature: 5--60 ℃, soaking time: 1.5～2.5 hours, the product total content: 〉=97%, product yield: 〉=72%, isomer sec.-amyl sec-pentyl secondary amyl benzene less than 3% in the product.
Advantage of the present invention:
When use contained the above carbon atom alkanisation reagent of three or three, can how to control isomerization product be the key that obtain high purity product.The key problem in technology of tert.-amylbenzene synthesis technique is to control the ratio of isomer in the product.Be when Fu Ke Shi catalysts of representative plays katalysis in the tert.-amylbenzene synthesis technique with the aluminum chloride, the tert-pentyl structure there is isomerization, and because the dissolving of aluminum chloride in reaction system is bad, occur the excessive phenomenon of local reaction catalyst concn easily, aggravated the generation of isomerization reaction.Explore in the experimentation at lab scale, the present invention was using aluminum chloride/sulfuric acid mixed catalyst, aluminum trichloride catalyst, and the content of isomer sec.-amyl sec-pentyl secondary amyl benzene generally will reach 10～18% in the tert.-amylbenzene product.The technology of the present invention has adopted a kind of liquid catalyst, makes reaction system mass transfer situation that very big improvement arranged, and reaction process control is easy to suitability for industrialized production, and quality product is improved.Product can satisfy the raw materials quality requirement of external 2-tert-pentyl anthraquinone production firm, and the content of isomer sec.-amyl sec-pentyl secondary amyl benzene reaches below 3% in the product.
Embodiment
Embodiment 1:
In reactor, drop into tertiary amyl alcohol 88g and 550g benzene, be cooled to about 5 ℃ with chilled brine.Drip the mixture of 100g benzene and catalyzer titanium tetrachloride 110g, temperature is controlled at 5～10 ℃ scope, 1 hour dropping time.Drip, be warming up to 60 ℃ of insulations gradually, 1 hour heating-up time.At 59 ± 2 ℃, insulation reaction 1.5 hours, reaction finishes.Reaction solution adds in the mixture of ice and water and stirs hydrolysis, and temperature control is below 35 ℃, churning time 0.5 hour.Left standstill branch vibration layer 15 minutes.The dilute hydrochloric acid of adding 10% stirred 10 minutes, left standstill branch vibration layer 10 minutes.Add entry, stirred 10 minutes, left standstill branch vibration layer 10 minutes.The dilute sodium hydroxide aqueous solution of adding 1% stirred 10 minutes, left standstill branch vibration layer 10 minutes.Detect water layer, should be alkalescence.Add entry, stirred 10 minutes, left standstill branch vibration layer 10 minutes.Add entry, stirred 10 minutes, left standstill branch vibration layer 10 minutes.Detect water layer, should be neutral.Washing back organic layer drops into still kettle, and the benzene that distills out reclaims multiplexing, 120 ℃ of still temperature, and distillation finishes.The cooling blowing.Distilled and concentrated solution promptly gets product by rectification under vacuum.Product yield is 72.3% (in tertiary amyl alcohol).Product is through gas chromatographic analysis amylbenzene content 99.6%, sec.-amyl sec-pentyl secondary amyl benzene content 1.6% wherein, tert.-amylbenzene content 98.0%.
Comparative Examples 1:
Be contained in electric mixer, reflux condensing tube.Drip and cross funnel, add 58ml benzene and 6g aluminum trichloride (anhydrous) in the four-hole bottle of thermometer, cool off with ice-water bath.Under agitation, the mixed solution with the tertiary amyl alcohol of 15ml benzene and 10ml splashes in the reaction flask under about 6 ℃ by dropping funnel.Drip and finish, continue the powerful 4h of stirring at 6 ℃.Reaction solution adds in the mixture of ice and water and stirs hydrolysis, and temperature control is below 20 ℃, churning time 0.5 hour.Left standstill branch vibration layer 15 minutes.The dilute hydrochloric acid of adding 10% stirred 10 minutes, left standstill branch vibration layer 10 minutes.Add entry, stirred 10 minutes, left standstill branch vibration layer 10 minutes.The dilute sodium hydroxide aqueous solution of adding 1% stirred 10 minutes, left standstill branch vibration layer 10 minutes.Detect water layer, seat is an alkalescence.Add entry, stirred 10 minutes, left standstill branch vibration layer 10 minutes.Add entry, stirred 10 minutes, left standstill branch vibration layer 10 minutes.Detect water layer, should be neutral.Washing back organic layer drops into still kettle, and the benzene that distills out reclaims multiplexing, 120 ℃ of still temperature, and distillation finishes.The cooling blowing.Distilled and concentrated solution promptly gets product by rectification under vacuum.Product yield is 72.5% (in tertiary amyl alcohol).Product is through gas chromatographic analysis amylbenzene content 99.4%, sec.-amyl sec-pentyl secondary amyl benzene content 12.1% wherein, tert.-amylbenzene content 87.3%.
Comparative Examples 2:
Be contained in electric mixer, reflux condensing tube.Drip and cross funnel, add 280g benzene and 14.8g aluminum trichloride (anhydrous) in the four-hole bottle of thermometer, cool off with ice-water bath.Under agitation, the mixed solution with the chloro uncle pentane of 50g benzene and 50g splashes in the reaction flask under about 5～8 ℃ by dropping funnel.Drip and finish, continue the powerful 4h of stirring at 5～8 ℃.Reaction solution adds in the mixture of ice and water and stirs hydrolysis, and temperature control is below 20 ℃, churning time 0.5 hour.Left standstill branch vibration layer 15 minutes.The dilute hydrochloric acid of adding 10% stirred 10 minutes, left standstill branch vibration layer 10 minutes.Add entry, stirred 10 minutes, left standstill branch vibration layer 10 minutes.The dilute sodium hydroxide aqueous solution of adding 1% stirred 10 minutes, left standstill branch vibration layer 10 minutes.Detect water layer, should be alkalescence.Add entry, stirred 10 minutes, left standstill branch vibration layer 10 minutes.Add entry, stirred 10 minutes, left standstill branch vibration layer 10 minutes.Detect water layer, should be neutral.Washing back organic layer drops into still kettle, and the benzene that distills out reclaims multiplexing, 120 ℃ of still temperature, and distillation finishes.The cooling blowing.Distilled and concentrated solution promptly gets product by rectification under vacuum.Product yield is 72.3% (in tertiary amyl alcohol).Product is through gas chromatographic analysis amylbenzene content 99.3%, sec.-amyl sec-pentyl secondary amyl benzene content 13.1% wherein, tert.-amylbenzene content 86.2%.
Embodiment 2:
In reactor, drop into chloro uncle pentane 106g and 650g benzene, be cooled to about 5 ℃ with chilled brine.Drip catalyzer titanium tetrachloride 45g, temperature is controlled at 5～10 ℃ scope, 1 hour dropping time.Drip, be warming up to 60 ℃ of insulations gradually, 1 hour heating-up time.At 59 ± 2 ℃, insulation reaction 1.5 hours, reaction finishes.Reaction solution adds in the mixture of ice and water and stirs hydrolysis, and temperature control is below 35 ℃, churning time 0.5 hour.Left standstill branch vibration layer 15 minutes.The dilute hydrochloric acid of adding 10% stirred 10 minutes, left standstill branch vibration layer 10 minutes.Add entry, stirred 10 minutes, left standstill branch vibration layer 10 minutes.The dilute sodium hydroxide aqueous solution of adding 1% stirred 10 minutes, left standstill branch vibration layer 10 minutes.Detect water layer, should be alkalescence.Add entry, stirred 10 minutes, left standstill branch vibration layer 10 minutes.Add entry, stirred 10 minutes, left standstill branch vibration layer 10 minutes.Detect water layer, should be neutral.Washing back organic layer drops into still kettle, and the benzene that distills out reclaims multiplexing, 120 ℃ of still temperature, and distillation finishes.The cooling blowing.Distilled and concentrated solution promptly gets product by rectification under vacuum.Product yield is 75.1% (in chloro uncle pentane).Product is through gas chromatographic analysis amylbenzene content 99.5%, sec.-amyl sec-pentyl secondary amyl benzene content 1.3% wherein, tert.-amylbenzene content 98.2%.
Embodiment 3:
In reactor, drop into tertiary amyl alcohol 88g and 650g benzene, be cooled to about 5 ℃ with chilled brine.Drip catalyzer titanium tetrachloride 110g, temperature is controlled at 5～10 ℃ scope, 1 hour dropping time.Drip, be warming up to 60 ℃ of insulations gradually, 1 hour heating-up time.At 59 ± 2 ℃, insulation reaction 1.5 hours, reaction finishes.Reaction solution adds in the mixture of ice and water and stirs hydrolysis, and temperature control is below 35 ℃, churning time 0.5 hour.Left standstill branch vibration layer 15 minutes.The dilute hydrochloric acid of adding 10% stirred 10 minutes, left standstill branch vibration layer 10 minutes.Add entry, stirred 10 minutes, left standstill branch vibration layer 10 minutes.The dilute sodium hydroxide aqueous solution of adding 1% stirred 10 minutes, left standstill branch vibration layer 10 minutes.Detect water layer, should be alkalescence.Add entry, stirred 10 minutes, left standstill branch vibration layer 10 minutes.Add entry, stirred 10 minutes, left standstill branch vibration layer 10 minutes.Detect water layer, should be neutral.Washing back organic layer drops into still kettle, and the benzene that distills out reclaims multiplexing, 120 ℃ of still temperature, and distillation finishes.The cooling blowing.Distilled and concentrated solution promptly gets product by rectification under vacuum.Product yield is 72.1% (in tertiary amyl alcohol).Product is through gas chromatographic analysis amylbenzene content 99.5%, sec.-amyl sec-pentyl secondary amyl benzene content 1.4% wherein, tert.-amylbenzene content 98.1%.
Embodiment 4:
In reactor, drop into tertiary amyl alcohol 88g and 550g benzene, be cooled to about 5 ℃ with chilled brine.Drip 100g benzene and catalyzer anhydrous stannic chloride 142g, temperature is controlled at 5～10 ℃ scope, 1 hour dropping time.Drip, be warming up to 45 ℃ of insulations gradually, 1 hour heating-up time.At 45 ± 2 ℃, insulation reaction 2.0 hours, reaction finishes.Reaction solution adds in the mixture of ice and water and stirs hydrolysis, and temperature control is below 35 ℃, churning time 0.5 hour.Left standstill branch vibration layer 15 minutes.The dilute hydrochloric acid of adding 10% stirred 10 minutes, left standstill branch vibration layer 10 minutes.Add entry, stirred 10 minutes, left standstill branch vibration layer 10 minutes.The dilute sodium hydroxide aqueous solution of adding 1% stirred 10 minutes, left standstill branch vibration layer 10 minutes.Detect water layer, should be alkalescence.Add entry, stirred 10 minutes, left standstill branch vibration layer 10 minutes.Add entry, stirred 10 minutes, left standstill branch vibration layer 10 minutes.Detect water layer, should be neutral.Washing back organic layer drops into still kettle, and the benzene that distills out reclaims multiplexing, 120 ℃ of still temperature, and distillation finishes.The cooling blowing.Distilled and concentrated solution promptly gets product by rectification under vacuum.Product yield is 72.5% (in tertiary amyl alcohol).Product is through gas chromatographic analysis amylbenzene content 99.5%, sec.-amyl sec-pentyl secondary amyl benzene content 1.5% wherein, tert.-amylbenzene content 98.0%.
Embodiment 5, and is substantially the same manner as Example 1, but following change is arranged:
Described alkylating agent is a 2-methyl-1-butene alkene;
Described alkylating agent, benzene, the mol ratio between the catalyzer is 1: 4: 0.05;
Described Lewis acid catalyst is an aluminum trichloride (anhydrous);
Temperature of reaction is 0 ℃ when dripping catalyzer, 0.5～2 hour dropping time.Drip, be warming up to 80 ℃ of insulations gradually, 1 hour heating-up time.At 59 ± 2 ℃, insulation reaction 8 hours, reaction finishes.
Embodiment 6, and is substantially the same manner as Example 1, but following change is arranged:
Described alkylating agent, benzene, the mol ratio between the catalyzer is 1: 15: 1.5;
Described Lewis acid catalyst is a FERRIC CHLORIDE ANHYDROUS;
When dripping catalyzer, stir and be cooled to 0～25 ℃, drip catalyzer, conditioned reaction temperature to 0～80 ℃ gradually, insulation reaction 1～8 hour.
Embodiment 7, and is substantially the same manner as Example 1, but following change is arranged:
Described alkylating agent, benzene, the mol ratio between the catalyzer is 1: 6: 0.3;
Described Lewis acid catalyst is a zinc chloride.
Embodiment 8, and is substantially the same manner as Example 1, but following change is arranged:
Described alkylating agent, benzene, the mol ratio between the catalyzer is 1: 9: 0.15;
Described Lewis acid catalyst is a boron trifluoride.
Embodiment 9, and is substantially the same manner as Example 1, but following change is arranged:
Described alkylating agent, benzene, the mol ratio between the catalyzer is 1: 9: 0.4;
Described Lewis acid catalyst is a vanadium tetrachloride.
Embodiment 10, and is substantially the same manner as Example 1, but following change is arranged:
Described alkylating agent, benzene, the mol ratio between the catalyzer is 1: 9: 0.6;
Described Lewis acid catalyst is a tin tetrachloride.
Embodiment 11, and is substantially the same manner as Example 1, but following change is arranged:
Described Lewis acid catalyst is an antimony pentachloride.
Claims (7)
1, a kind of synthetic method of t-amylbenzene of controlling content of isomer is characterized in that step is as follows,
In the benzene of reaction system, add alkylating agent, stir;
Temperature is controlled to be 0～50 ℃, adds the Lewis acid catalyst gradually, or the mixture of catalyzer and benzene;
Add catalyzer, insulation reaction 1～8 hour;
Reaction solution joins and stirs hydrolysis in the mixture of ice and water, tells organic layer;
Through washing, alkali cleaning, again after the washing, it is multiplexing that benzene is reclaimed in distillation;
Distilled and concentrated solution promptly gets the product tert.-amylbenzene by rectification under vacuum;
Described alkylating agent, benzene, the mol ratio between the catalyzer is 1: 4～15: 0.05～1.5;
Benzene wherein comprises: when catalyzer adds fashionable contained benzene with " mixture of catalyzer and benzene " form;
Described alkylating agent is selected from: three or three above carbon atom haloalkanes, alkene and alcohol.
2, the synthetic method of t-amylbenzene of control content of isomer according to claim 1 is characterized in that, described Lewis acid catalyst is selected from; Aluminum trichloride (anhydrous), FERRIC CHLORIDE ANHYDROUS, zinc chloride, boron trifluoride; Or be selected from: vanadium tetrachloride, tin tetrachloride, titanium tetrachloride or antimony pentachloride.
3, the synthetic method of t-amylbenzene of control content of isomer according to claim 2, it is characterized in that, described Lewis acid catalyst is liquid Lewis acid catalyst, and the Lewis acid catalyst of described liquid state is selected from: vanadium tetrachloride, tin tetrachloride, titanium tetrachloride or antimony pentachloride.
According to the synthetic method of t-amylbenzene of claim 1 or 2 or 3 described control content of isomer, it is characterized in that 4, described alkylating agent is selected from: chloro uncle pentane, 2-methyl-1-butene alkene or tertiary amyl alcohol.
5, the synthetic method of t-amylbenzene of control content of isomer according to claim 4 is characterized in that, temperature of reaction is 0～50 ℃ when dripping catalyzer, and the dropping time that adds the Lewis acid catalyst gradually is 0.5～2 hour.
6, the synthetic method of t-amylbenzene of control content of isomer according to claim 5 is characterized in that, when adding liquid Lewis acid catalyst, stirring is cooled to 0～20 ℃, drip catalyzer, conditioned reaction temperature to 0～80 ℃ gradually, insulation reaction 1～8 hour; After reaction finishes, stir hydrolysis in the reaction solution adding mixture of ice and water, temperature control is below 35 ℃.
7, according to the synthetic method of t-amylbenzene of claim 4 or 5 or 6 described control content of isomer, it is characterized in that, when alkylating agent was haloalkane, the alkene of three or three above carbon atoms, molar ratio was alkylating agent: benzene: catalyzer=1: 6～9: 0.15～0.3; When alkylating agent was three or three above carbon atoms pure, molar ratio was alkylating agent: benzene: catalyzer=1: 6～9: 0.4～0.6.
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| CN105218345A (en) * | 2015-09-08 | 2016-01-06 | 中国石油天然气股份有限公司 | A kind of device and method of alkylated reaction |
| CN107382655A (en) * | 2017-08-16 | 2017-11-24 | 浙江海翔川南药业有限公司 | A kind of purification process of tert-amyl benzene |
| CN109678644A (en) * | 2018-12-13 | 2019-04-26 | 朱建国 | A kind of tert-amyl benzene production technology |
| CN111217666A (en) * | 2020-01-19 | 2020-06-02 | 中国天辰工程有限公司 | Synthesis method of tert-amylbenzene with controllable isomer content |
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2008
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN105218345A (en) * | 2015-09-08 | 2016-01-06 | 中国石油天然气股份有限公司 | A kind of device and method of alkylated reaction |
| CN105218345B (en) * | 2015-09-08 | 2017-07-07 | 中国石油天然气股份有限公司 | A kind of device and method of alkylated reaction |
| CN107382655A (en) * | 2017-08-16 | 2017-11-24 | 浙江海翔川南药业有限公司 | A kind of purification process of tert-amyl benzene |
| CN107382655B (en) * | 2017-08-16 | 2020-09-29 | 浙江海翔川南药业有限公司 | Method for purifying tert-amylbenzene |
| CN109678644A (en) * | 2018-12-13 | 2019-04-26 | 朱建国 | A kind of tert-amyl benzene production technology |
| CN111217666A (en) * | 2020-01-19 | 2020-06-02 | 中国天辰工程有限公司 | Synthesis method of tert-amylbenzene with controllable isomer content |
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