CN103319297B

CN103319297B - Presence of acidic ionic liquid catalyst prepares the method for phenyl ethylbenzene ethane capacitor insulation oil

Info

Publication number: CN103319297B
Application number: CN201310259046.0A
Authority: CN
Inventors: 杨玉川; 唐安斌; 黄杰; 马庆柯; 赵宝祥
Original assignee: Sichuan Dongcai Technology Group Co Ltd
Current assignee: Sichuan Dongcai Technology Group Co Ltd
Priority date: 2013-06-26
Filing date: 2013-06-26
Publication date: 2015-09-02
Anticipated expiration: 2033-06-26
Also published as: CN103319297A

Abstract

The invention discloses a kind of method that presence of acidic ionic liquid catalyst prepares phenyl ethylbenzene ethane capacitor insulation oil, it is characterized in that: under 110 DEG C ~ 150 DEG C and UV-irradiation or radical initiator initiation, 2 ~ 10mol ethylbenzene and 1mol chlorine reaction are generated the mixture of alpha-chloro ethylbenzene and β-Chloroethyl benzene, the mixture that reaction generates directly mixes with the mixture of 5 ~ 20g acidic ionic liquid catalysts and 2 ~ 10mol ethylbenzene without separation, the obtained phenyl ethylbenzene ethane of reaction at 30 DEG C ~ 130 DEG C.The phenyl ethylbenzene ethane capacitor insulation oil adopting the present invention to obtain has the good characteristic of normal temperature transformer oil phenyl xylyl ethane, and its condensation point is significantly less than the condensation point of phenyl xylyl ethane, there is unique resistance to low temperature, be suitable for especially being used as low temperature capacitor transformer oil.

Description

Presence of acidic ionic liquid catalyst prepares the method for phenyl ethylbenzene ethane capacitor insulation oil

Technical field

The invention belongs to the preparation method of the compound of a carbon containing and hydrogen, relate to a kind of method that presence of acidic ionic liquid catalyst prepares phenyl ethylbenzene ethane capacitor insulation oil.Phenyl ethylbenzene ethane (being called for short PEPE) product prepared by the present invention is mainly used as capacitor insulation oil, is particularly useful as low temperature capacitor transformer oil.

Background technology

Capacitor insulation oil is one of critical material manufacturing High-performance power electrical condenser, and its quality determines the reliability of high-voltage fence safe and highly efficient operation.At present, full film power capacitor all adopts diarylethane type [comprising: phenyl xylyl ethane (being called for short PXE) and phenyl ethylbenzene ethane (being called for short PEPE)] and benzyl toluene type capacitor insulation oil.The synthetic method preparing phenyl ethylbenzene ethane and phenyl xylyl ethane is similar, be corresponding aromatic hydrocarbons (the corresponding ethylbenzene of synthesis of phenyl ethylbenzene ethane, the corresponding dimethylbenzene of synthesis of phenyl xylyl ethane) under catalyst action, carry out Fu-Ke (Friedel-Crafts) alkylated reaction with alkylating reagent vinylbenzene, this is well-known in the art.In prior art, with ethylbenzene and vinylbenzene for raw material, adopt ionic liquid-catalyzed method synthesis of phenyl ethylbenzene ethane type capacitor insulation oil, mainly realized by presence of acidic ionic liquid catalyst ethylbenzene and the reaction of cinnamic Friedel-Crafts; Although this method catalyzer can recycle, cinnamic reactive behavior is low; The strongly-acid chlorine aluminic acid type ionic liquid to water vapor sensitive must be used, or in the ionic liquid of other types, add strong acid make ionic liquid have enough acidity, catalytic ethylbenzene and the reaction of cinnamic Friedel-Crafts.In prior art, the Friedel-Crafts alkylation that Chinese patent CN1292372A discloses a kind of AlCl3 base and FeCl3 base presence of acidic ionic liquid catalyst vinylbenzene and aromatic hydrocarbons prepares the method for diarylethane, this method catalyzer can recycle, but the selectivity of diarylethane is poor, lower than 70%, and AlCl3 base and FeCl3 base acidic ion liquid are to water or water vapor sensitive, and reaction just can must be carried out under absolute condition, severe reaction conditions, practicality is poor.

In addition, Chinese patent CN 1288452A then looks for another way to have invented and replaces traditional alkylating agent vinylbenzene with α-methylbenzylalcohol as alkylating agent, develop the novel process that is prepared diarylethane, but cause the selectivity of diarylethane lower because α-methylbenzylalcohol reactive behavior is not high, be no more than 60%, practicality is poor.

Summary of the invention

Object of the present invention is intended to overcome above-mentioned deficiency of the prior art, solve and adopt presence of acidic ionic liquid catalyst cinnamic reactive behavior low and to technological deficiencies such as the strongly-acid chlorine aluminic acid type ionic liquid of water vapor sensitive must carry out under water-less environment, provide a kind of with ethylbenzene and chlorine be raw material, Fu-Ke alkylation presence of acidic ionic liquid catalyst prepares the method for phenyl ethylbenzene ethane.

Content of the present invention is: presence of acidic ionic liquid catalyst prepares the method for phenyl ethylbenzene ethane capacitor insulation oil, it is characterized in that comprising the following steps:

A, prepare Chloroethyl benzene:

2 ~ 10mol ethylbenzene is added reactor A, stirring, the temperature of 110 DEG C ~ 150 DEG C, and under UV-irradiation or 2 ~ 10g radical initiator initiation, with 1 ~ 4 hour (being preferably at the uniform velocity), 1mol chlorine is passed in reactor A, after chlorine has passed into, continue reaction 1 ~ 3 hour, the hydrogen chloride gas water generated in reaction process absorbs and obtains by-product hydrochloric acid and discharge, obtain the mixture of alpha-chloro ethylbenzene, β-Chloroethyl benzene and ethylbenzene, mixture can be incubated or lower the temperature or be down to room temperature, for subsequent use;

Described radical initiator is one or more the mixture in Diisopropyl azodicarboxylate, tertbutyl peroxide, benzoyl peroxide, dicumyl peroxide;

B, prepare phenyl ethylbenzene ethane capacitor insulation oil:

2 ~ 10mol ethylbenzene and 5 ~ 20g acidic ionic liquid catalysts are joined in reactor B and mixes, control temperature is 30 DEG C ~ 130 DEG C, to join in reactor B mixing react disposable for the mixture in reactor A, reaction 1 ~ 8 hour is continued at 30 DEG C ~ 130 DEG C, after gas chromatographic detection alpha-chloro ethylbenzene and β-Chloroethyl benzene completely consumed, stopped reaction, the hydrogen chloride gas water generated in reaction process absorbs, the by-product hydrochloric acid obtained is discharged, 1 hour is left standstill after stopped reaction, the acidic ionic liquid catalysts of lower floor is first reclaimed by layering, the reaction solution on upper strata is again through alkali cleaning be washed to neutrality, the excessive many alkylate by-products of ethyl benzo removing high boiling point are reclaimed through rectification under vacuum, remaining thing is obtained product phenyl ethylbenzene ethane (i.e. phenyl ethylbenzene ethane capacitor insulation oil).Can refine through atlapulgite absorption, high vacuum degassing dehydration more further, i.e. obtained phenyl ethylbenzene ethane finished product (i.e. phenyl ethylbenzene ethane capacitor insulation oil);

Described acidic ionic liquid catalysts is one or more the mixture in aluminum chloride (AlCl3) base acidic ion liquid, iron trichloride (FeCl3) base acidic ion liquid, zinc chloride (ZnCl2) base acidic ion liquid; Also can be that other can the acidic ionic liquid catalysts of catalysis Friedel-Crafts alkylation.

In content of the present invention: the chemical constitution of the aluminium base acidic ion liquid of tri-chlorination described in step b is (CH3CH2) 3NHCl/2AlCl3; The chemical constitution of described tri-chlorination iron-based acidic ion liquid is (CH3CH2) 3NHCl/2FeCl3; The chemical constitution of described chlorination zinc-base acidic ion liquid is (CH3CH2) 3NHCl/XZnCl2 and/or (CH3) 3NHCl/XZnCl2, and described X=1.1 ~ 5, namely X is mole number (amount of substance).

Described X is preferably=and 2 ~ 3.

The preparation method of described acidic ionic liquid catalysts is: by 1.0mol (CH3) 3NHCl or (CH3CH2) 3NHCl and Xmol ZnCl2, XmolFeCl3 or XmolAlCl3 (X=1.1 ~ 5) at room temperature mix and blend, be heated to 50 DEG C ~ 100 DEG C and insulation to the solids disappeared in reaction system and whole system becomes liquid, i.e. obtained acidic ionic liquid catalysts; For (CH3) 3NHCl/XZnCl2, X=2, by 1.0mol (CH3) 3NHCl and 2mol ZnCl2 at room temperature mix and blend, be heated to 50 DEG C ~ 100 DEG C and insulation to the solids disappeared in reaction system and whole system becomes liquid, i.e. obtained acidic ionic liquid catalysts; Other acidic ionic liquid catalysts can be made by oneself like this; The preparation method system prior art of acidic ionic liquid catalysts.

In content of the present invention: to join in reactor B mixing and carry out reaction by disposable for the mixture in reactor A and can replace with described in step b: with 2 ~ 4 hours the mixture in reactor A is added dropwise in reactor B to mix and reacts.

In content of the present invention: to join in reactor B mixing and carry out reaction by disposable for the mixture in reactor A and can also replace with described in step b: with 2 hours the mixture in reactor A divided to join for three times in reactor B to mix and react, and interval time is identical, add 1/3 of described mixture total amount at every turn.

In the present invention, the reaction equation of synthesis of phenyl ethylbenzene ethane is as follows:

Compared with prior art, the present invention has features and beneficial effect:

(1) the present invention does not use the vinylbenzene of easily polymerization to be raw material, and adopting cinnamic industrial production raw material---ethylbenzene is raw material, avoiding prior art adopts vinylbenzene to be that raw material easily produces polymerization side reactions, thus affects the quality of product phenyl ethylbenzene ethane.

(2), when the present invention adopts chlorination zinc-base acidic ionic liquid catalysts, the yield result of phenyl ethylbenzene ethane finished product is 91% ~ 96.05%, and adopts vinylbenzene to be only have a small amount of phenyl ethylbenzene ethane in the comparative example of raw material.This result shows: ethylbenzene and chlorine reaction resultant alpha-chloro ethylbenzene, the activity that β-Chloroethyl benzene reacts compared with vinylbenzene are higher, can not catalytic ethylbenzene and cinnamic catalyzer as chlorination zinc-base acidic ion liquid etc., the acidic ionic liquid catalysts such as chlorination zinc-base acidic ionic liquid catalysts all can use and show high catalytic activity in the present invention, widened the range of choice of catalyzer, and target product selectivity is high; Acidic ionic liquid catalysts is all recyclable recycles for chlorination zinc-base acidic ionic liquid catalysts etc. in the present invention, and yield remains unchanged substantially, and catalyst activity remains unchanged.

(3) preparation technology of the present invention is simple, and operation is easy, easily operates; The phenyl ethylbenzene ethane capacitor insulation oil adopting the present invention to prepare has all good characteristics of normal temperature transformer oil phenyl xylyl ethane, and its condensation point is significantly less than the condensation point of phenyl xylyl ethane, there is unique resistance to low temperature, be suitable for especially being used as low temperature capacitor transformer oil; Practical.

Embodiment

Embodiment given below is intended so that the invention will be further described; but can not be interpreted as it is limiting the scope of the invention; some nonessential improvement and adjustment that person skilled in art makes the present invention according to the content of the invention described above, still belong to protection scope of the present invention.

First part's self-control acidic ion liquid acidic ionic liquid catalysts

Presence of acidic ionic liquid catalyst of the present invention is prepared in the method for phenyl ethylbenzene ethane capacitor insulation oil, and described acidic ionic liquid catalysts can be one or more the mixture in aluminum chloride (AlCl3) base acidic ion liquid, iron trichloride (FeCl3) base acidic ion liquid, zinc chloride (ZnCl2) base acidic ion liquid; Also can be that other can the catalyzer of catalysis Friedel-Crafts alkylation.The chemical constitution of the aluminium base acidic ion liquid of described tri-chlorination is (CH3CH2) 3NHCl/2AlCl3; The chemical constitution of described tri-chlorination iron-based acidic ion liquid is (CH3CH2) 3NHCl/2FeCl3; The chemical constitution of described chlorination zinc-base acidic ion liquid is (CH3CH2) 3NHCl/XZnCl2 and/or (CH3) 3NHCl/XZnCl2, described X=1.1 ~ 5, is X=2 ~ 3 preferably.Concrete chemical constitution can be (CH3) 3NHCl/2ZnCl2, (CH3) 3NHCl/3ZnCl2, (CH3CH2) 3NHCl/2ZnCl2, (CH3CH2) 3NHCl/3ZnCl2, (CH3CH2) 3NHCl/2AlCl3, (CH3CH2) 3NHCl/2FeCl3, (CH3CH2) 3NHCl/XZnCl2 (X=1.1 ~ 5), (CH3) 3NHCl/XZnCl2 (X=1.1 ~ 5), (CH3CH2) 3NHCl/XZnCl2 (X=2 ~ 3), and (CH3) 3NHCl/XZnCl2 (X=2 ~ 3) etc.,

In content of the present invention and the following example, the preparation method of described acidic ionic liquid catalysts is: by 1.0mol (CH3) 3NHCl or (CH3CH2) 3NHCl and Xmol ZnCl2, XmolFeCl3 or XmolAlCl3 (X=1.1 ~ 5) at room temperature mix and blend, be heated to 50 DEG C ~ 100 DEG C and insulation to the solids disappeared in reaction system and whole system becomes liquid, i.e. obtained acidic ionic liquid catalysts; For (CH3) 3NHCl/XZnCl2, X=2, by 1.0mol (CH3) 3NHCl and 2mol ZnCl2 at room temperature mix and blend, be heated to 50 DEG C ~ 100 DEG C and insulation to the solids disappeared in reaction system and whole system becomes liquid, i.e. obtained acidic ionic liquid catalysts; Other acidic ionic liquid catalysts can be made by oneself like this; The preparation method system prior art of acidic ionic liquid catalysts.

Second section embodiment

Embodiment 1-1:

5mol ethylbenzene is added reactor A, under stirring, 110 DEG C and 5g Diisopropyl azodicarboxylate initiation, at the uniform velocity 1mol chlorine was passed in reactor A with 3 hours, after chlorine has passed into, continue reaction 2 hours, the hydrogen chloride gas water generated in reaction process absorbs and obtains by-product hydrochloric acid discharge, is down to room temperature, the mixture of the alpha-chloro ethylbenzene obtained, β-Chloroethyl benzene and ethylbenzene;

By disposable for the mixture in reactor A add 60 DEG C of temperature under fill in the reactor B of 5mol ethylbenzene and acidic ionic liquid catalysts 12g (CH3CH2) 3NHCl/XZnCl2 (X=1.1 ~ 5), acidic ionic liquid catalysts 2g (CH3) 3NHCl/XZnCl2 (X=1.1 ~ 5) mixture and react; After mixing, reaction is continued 6 hours at 100 DEG C, after gas chromatographic detection alpha-chloro ethylbenzene and β-Chloroethyl benzene completely consumed, stopped reaction, the hydrogen chloride gas water generated in reaction process absorbs, obtain by-product hydrochloric acid to discharge, stopped reaction also leaves standstill 1 hour, first reclaim acidic ionic liquid catalysts by layering, reaction solution is again through alkali cleaning be washed to neutrality, reclaim the excessive many alkylate by-products of ethyl benzo removing high boiling point through rectification under vacuum, obtaining phenyl ethylbenzene ethane 196.4g(theoretical yield is 210g), yield 93.52%.

Embodiment 1-2:

7mol ethylbenzene is added reactor A, under stirring, 110 DEG C and UV-irradiation initiation, at the uniform velocity 1mol chlorine was passed in reactor A with 3 hours, after chlorine has passed into, continue reaction 2 hours, the hydrogen chloride gas water generated in reaction process absorbs and obtains by-product hydrochloric acid discharge, insulation, the mixture of the alpha-chloro ethylbenzene obtained, β-Chloroethyl benzene and ethylbenzene;

By disposable for the mixture in reactor A add 100 DEG C of temperature under fill in the reactor B of 5mol ethylbenzene and 3g acidic ionic liquid catalysts (CH3CH2) 3NHCl/XZnCl2 (X=2 ~ 3), 2g acidic ionic liquid catalysts (CH3) 3NHCl/XZnCl2 (X=2 ~ 3) mixture and react; After mixing, reaction is continued 5 hours at 100 DEG C, after gas chromatographic detection alpha-chloro ethylbenzene and β-Chloroethyl benzene completely consumed, stopped reaction, the hydrogen chloride gas water generated in reaction process absorbs, obtain by-product hydrochloric acid to discharge, stopped reaction also leaves standstill 1 hour, first reclaim acidic ionic liquid catalysts by layering, reaction solution is again through alkali cleaning be washed to neutrality, reclaim the excessive many alkylate by-products of ethyl benzo removing high boiling point through rectification under vacuum, obtaining phenyl ethylbenzene ethane 195.1g(theoretical yield is 210g), yield 92.9%.

Embodiment 1-3:

4mol ethylbenzene is added reactor A, under stirring, 120 DEG C and UV-irradiation initiation, at the uniform velocity 1mol chlorine was passed in reactor A with 3 hours, after chlorine has passed into, continue reaction 2 hours, the hydrogen chloride gas water generated in reaction process absorbs and obtains by-product hydrochloric acid discharge, is down to room temperature, the mixture of the alpha-chloro ethylbenzene obtained, β-Chloroethyl benzene and ethylbenzene;

Disposable for mixture in reactor A adding in the reactor B filling 10mol ethylbenzene and 5g acidic ionic liquid catalysts (CH3CH2) 3NHCl/XZnCl2 (X=1.1 ~ 5) mixture at 100 DEG C is reacted; After mixing, reaction is continued 8 hours at 80 DEG C, after gas chromatographic detection alpha-chloro ethylbenzene and β-Chloroethyl benzene completely consumed, stopped reaction, the hydrogen chloride gas water generated in reaction process absorbs, obtain by-product hydrochloric acid to discharge, stopped reaction also leaves standstill 1 hour, first reclaim acidic ionic liquid catalysts by layering, reaction solution is again through alkali cleaning be washed to neutrality, reclaim the excessive many alkylate by-products of ethyl benzo removing high boiling point through rectification under vacuum, obtaining phenyl ethylbenzene ethane 195.2g(theoretical yield is 210g), yield 92.95%.

Embodiment 1-4:

4mol ethylbenzene is added reactor A, under stirring, 120 DEG C and UV-irradiation initiation, at the uniform velocity 1mol chlorine was passed in reactor A with 3 hours, after chlorine has passed into, continue reaction 2 hours, the hydrogen chloride gas water generated in reaction process absorbs and obtains by-product hydrochloric acid discharge, insulation, the mixture of the alpha-chloro ethylbenzene obtained, β-Chloroethyl benzene and ethylbenzene;

Disposable for mixture in reactor A adding in the reactor B filling 9mol ethylbenzene and 16g acidic ionic liquid catalysts (CH3) 3NHCl/XZnCl2 (X=1.1 ~ 5) mixture at 110 DEG C is reacted, after mixing, reaction is continued 5.5 hours at 130 DEG C, after gas chromatographic detection alpha-chloro ethylbenzene and β-Chloroethyl benzene completely consumed, stopped reaction, the hydrogen chloride gas water generated in reaction process absorbs, obtain by-product hydrochloric acid to discharge, stopped reaction also leaves standstill 1 hour, first reclaim acidic ionic liquid catalysts by layering, reaction solution is again through alkali cleaning be washed to neutrality, the excessive many alkylate by-products of ethyl benzo removing high boiling point are reclaimed through rectification under vacuum, obtaining phenyl ethylbenzene ethane 191.8g(theoretical yield is 210g), yield 91.33%.

Embodiment 1-5:

6mol ethylbenzene is added reactor A, under stirring, 120 DEG C and UV-irradiation initiation, at the uniform velocity 1mol chlorine was passed in reactor A with 4 hours, after chlorine has passed into, continue reaction 1 hour, the hydrogen chloride gas water generated in reaction process absorbs and obtains by-product hydrochloric acid discharge, insulation, the mixture of the alpha-chloro ethylbenzene obtained, β-Chloroethyl benzene and ethylbenzene;

Disposable for mixture in reactor A adding in the reactor B filling 2mol ethylbenzene and 12g acidic ionic liquid catalysts (CH3CH2) 3NHCl/XZnCl2 (X=1.1 ~ 5), 5g acidic ionic liquid catalysts (CH3) 3NHCl/XZnCl2 (X=1.1 ~ 5) mixture at 130 DEG C is reacted; After mixing, reaction is continued 1 hour at 150 DEG C, after gas chromatographic detection alpha-chloro ethylbenzene and β-Chloroethyl benzene completely consumed, stopped reaction, the hydrogen chloride gas water generated in reaction process absorbs, obtain by-product hydrochloric acid to discharge, stopped reaction also leaves standstill 1 hour, first reclaim acidic ionic liquid catalysts by layering, reaction solution is again through alkali cleaning be washed to neutrality, reclaim the excessive many alkylate by-products of ethyl benzo removing high boiling point through rectification under vacuum, obtaining phenyl ethylbenzene ethane 194.3g(theoretical yield is 210g), yield 92.52%.

Embodiment 1-6:

10mol ethylbenzene is added reactor A, under stirring, 130 DEG C and 1g Diisopropyl azodicarboxylate, 9g tertbutyl peroxide initiation, at the uniform velocity 1mol chlorine was passed in reactor A with 1 hour, after chlorine has passed into, continue reaction 3 hours, the hydrogen chloride gas water generated in reaction process absorbs and obtains by-product hydrochloric acid discharge, is cooled to 80 DEG C, the mixture of the alpha-chloro ethylbenzene obtained, β-Chloroethyl benzene and ethylbenzene;

Disposable for mixture in reactor A adding in the reactor B filling 5mol ethylbenzene and 6g acidic ionic liquid catalysts (CH3CH2) 3NHCl/XZnCl2 (X=2 ~ 3) mixture at 100 DEG C is reacted; After mixing, reaction is continued 5 hours at 130 DEG C, after gas chromatographic detection alpha-chloro ethylbenzene and β-Chloroethyl benzene completely consumed, stopped reaction, the hydrogen chloride gas water generated in reaction process absorbs, obtain by-product hydrochloric acid to discharge, stopped reaction also leaves standstill 1 hour, first reclaim acidic ionic liquid catalysts by layering, reaction solution is again through alkali cleaning be washed to neutrality, reclaim the excessive many alkylate by-products of ethyl benzo removing high boiling point through rectification under vacuum, obtaining phenyl ethylbenzene ethane 193.8g(theoretical yield is 210g), yield 92.29%.

Embodiment 1-7:

2mol ethylbenzene is added reactor A, under stirring, 120 DEG C and 2g benzoyl peroxide initiation, at the uniform velocity 1mol chlorine was passed in reactor A with 1 hour, after chlorine has passed into, continue reaction 3 hours, the hydrogen chloride gas water generated in reaction process absorbs and obtains by-product hydrochloric acid discharge, is down to room temperature, the mixture of the alpha-chloro ethylbenzene obtained, β-Chloroethyl benzene and ethylbenzene;

Disposable for mixture in reactor A adding in the reactor B filling 7mol ethylbenzene and 16g (CH3) 3NHCl/XZnCl2 (X=2 ~ 3) mixture at 80 DEG C is reacted, after mixing, reaction is continued 7 hours at 110 DEG C, after gas chromatographic detection alpha-chloro ethylbenzene and β-Chloroethyl benzene completely consumed, stopped reaction, the hydrogen chloride gas water generated in reaction process absorbs, obtain by-product hydrochloric acid to discharge, stopped reaction also leaves standstill 1 hour, first reclaim (CH3) 3NHCl/XZnCl2 (X=2 ~ 3) catalyzer by layering, reaction solution is again through alkali cleaning be washed to neutrality, the excessive many alkylate by-products of ethyl benzo removing high boiling point are reclaimed through rectification under vacuum, obtaining phenyl ethylbenzene ethane 191.1g(theoretical yield is 210g), yield 91%.

Embodiment 1-8:

10mol ethylbenzene is added reactor A, under stirring, 120 DEG C and 1g Diisopropyl azodicarboxylate, 9g tertbutyl peroxide initiation, at the uniform velocity 1mol chlorine was passed in reactor A with 1 hour, after chlorine has passed into, continue reaction 3 hours, the hydrogen chloride gas water generated in reaction process absorbs and obtains by-product hydrochloric acid discharge, is cooled to 100 DEG C, the mixture of the alpha-chloro ethylbenzene obtained, β-Chloroethyl benzene and ethylbenzene;

Disposable for mixture in reactor A adding in the reactor B filling 3mol ethylbenzene and 9g (CH3) 3NHCl/XZnCl2 (X=1.1 ~ 5) mixture at 110 DEG C is reacted, after mixing, reaction is continued 3 hours at 150 DEG C, after gas chromatographic detection alpha-chloro ethylbenzene and β-Chloroethyl benzene completely consumed, stopped reaction, the hydrogen chloride gas water generated in reaction process absorbs, obtain by-product hydrochloric acid to discharge, stopped reaction also leaves standstill 1 hour, first reclaim (CH3) 3NHCl/XZnCl2 (X=1.1 ~ 5) catalyzer by layering, reaction solution is again through alkali cleaning be washed to neutrality, the excessive many alkylate by-products of ethyl benzo removing high boiling point are reclaimed through rectification under vacuum, obtaining phenyl ethylbenzene ethane 192.9g(theoretical yield is 210g), yield 91.85%.

Embodiment 1-9:

5mol ethylbenzene is added reactor A, under stirring, 140 DEG C and UV-irradiation initiation, at the uniform velocity 1mol chlorine was passed in reactor A with 3 hours, after chlorine has passed into, continue reaction 2 hours, the hydrogen chloride gas water generated in reaction process absorbs and obtains by-product hydrochloric acid discharge, is cooled to 100 DEG C, the mixture of the alpha-chloro ethylbenzene obtained, β-Chloroethyl benzene and ethylbenzene;

Disposable for mixture in reactor A adding in the reactor B filling 10mol ethylbenzene and 20g (CH3CH2) 3NHCl/XZnCl2 (X=2 ~ 3) mixture at 110 DEG C is reacted, after mixing, reaction is continued 2 hours at 130 DEG C, after gas chromatographic detection alpha-chloro ethylbenzene and β-Chloroethyl benzene completely consumed, stopped reaction, the hydrogen chloride gas water generated in reaction process absorbs, obtain by-product hydrochloric acid to discharge, stopped reaction also leaves standstill 1 hour, first remove (CH3CH2) 3NHCl/XZnCl2 (X=2 ~ 3) catalyzer by layering, reaction solution is again through alkali cleaning be washed to neutrality, the excessive many alkylate by-products of ethyl benzo removing high boiling point are reclaimed through rectification under vacuum, obtaining phenyl ethylbenzene ethane 197.2g(theoretical yield is 210g), yield 93.92%.

Embodiment 1-10:

Disposable for mixture in reactor A adding in the reactor B filling 5mol ethylbenzene and 8g acidic ionic liquid catalysts (CH3CH2) 3NHCl/XZnCl2 (X=1.1 ~ 5), 4g acidic ionic liquid catalysts (CH3) 3NHCl/XZnCl2 (X=1.1 ~ 5) mixture at 60 DEG C is reacted; After mixing, reaction is continued 8 hours at 60 DEG C, after gas chromatographic detection alpha-chloro ethylbenzene and β-Chloroethyl benzene completely consumed, stopped reaction, the hydrogen chloride gas water generated in reaction process absorbs, obtain by-product hydrochloric acid to discharge, stopped reaction also leaves standstill 1 hour, first reclaim acidic ionic liquid catalysts by layering, reaction solution is again through alkali cleaning be washed to neutrality, reclaim the excessive many alkylate by-products of ethyl benzo removing high boiling point through rectification under vacuum, obtaining phenyl ethylbenzene ethane 193.6g(theoretical yield is 210g), yield 92.18%.

Embodiment 1-11:

5mol ethylbenzene is added reactor A, under stirring, 140 DEG C and UV-irradiation initiation, at the uniform velocity 1mol chlorine was passed in reactor A with 3 hours, after chlorine has passed into, continue reaction 2 hours, the hydrogen chloride gas water generated in reaction process absorbs and obtains by-product hydrochloric acid discharge, is cooled to 60 DEG C, the mixture of the alpha-chloro ethylbenzene obtained, β-Chloroethyl benzene and ethylbenzene;

Disposable for mixture in reactor A adding in the reactor B filling 7mol ethylbenzene and 11g (CH3CH2) 3NHCl/2FeCl3 mixture at 80 DEG C is reacted, after mixing, reaction is continued 6 hours at 110 DEG C, after gas chromatographic detection alpha-chloro ethylbenzene and β-Chloroethyl benzene completely consumed, stopped reaction, the hydrogen chloride gas water generated in reaction process absorbs, obtain by-product hydrochloric acid to discharge, stopped reaction also leaves standstill 1 hour, first reclaim (CH3CH2) 3NHCl/2FeCl3 catalyzer by layering, reaction solution is again through alkali cleaning be washed to neutrality, the excessive many alkylate by-products of ethyl benzo removing high boiling point are reclaimed through rectification under vacuum, obtaining phenyl ethylbenzene ethane 180.5g(theoretical yield is 210g), yield 85.93%.

Embodiment 2-1:

6mol ethylbenzene is added reactor A, under stirring, 150 DEG C and UV-irradiation initiation, at the uniform velocity 1mol chlorine was passed in reactor A with 2 hours, after chlorine has passed into, continue reaction 1 hour, the hydrogen chloride gas water generated in reaction process absorbs and obtains by-product hydrochloric acid discharge, is down to room temperature, the mixture of the alpha-chloro ethylbenzene obtained, β-Chloroethyl benzene and ethylbenzene, for subsequent use;

With 4 hours, the mixture of the alpha-chloro ethylbenzene in reactor A, β-Chloroethyl benzene and ethylbenzene is added dropwise in the reactor B filling 4mol ethylbenzene and 5g (CH3CH2) 3NHCl/2AlCl3 mixture at 30 DEG C and reacts, after mixing, reaction is continued 2 hours at 30 DEG C, after gas chromatographic detection alpha-chloro ethylbenzene and β-Chloroethyl benzene completely consumed, stopped reaction, the hydrogen chloride gas water generated in reaction process absorbs, obtain by-product hydrochloric acid to discharge, stopped reaction also leaves standstill 1 hour, first reclaim (CH3CH2) 3NHCl/2AlCl3 catalyzer by layering, reaction solution is again through alkali cleaning be washed to neutrality, the excessive many alkylate by-products of ethyl benzo removing high boiling point are reclaimed through rectification under vacuum, obtain phenyl ethylbenzene ethane crude product, adsorb through atlapulgite again, high vacuum degassing dehydration is refining, namely obtained phenyl ethylbenzene ethane finished product 159g(theoretical yield is 210g), yield 75.71%.

Ionic liquid (CH3CH2) the 3NHCl/2AlCl3 catalyst recirculation reclaimed is used 3 times, is undertaken by aforesaid operations step, the yield of three circulations is respectively 73.4%, 70.8% and 35.8%, and yield successively reduces, and catalyst activity obviously reduces.

Comparative example 2-1:

10mol ethylbenzene and 5g (CH3CH2) 3NHCl/2AlCl3 are dropped in reactor, is uniformly mixed, under room temperature, 1mol vinylbenzene was added dropwise in reactor in 4 hours, use water cooling to control temperature of reaction in dropping process and be no more than 30 DEG C.After dropwising, reaction is continued 2 hours under room temperature, after the completely consumed of gas chromatographic detection vinylbenzene, stopped reaction also leaves standstill 1 hour, separatory reclaims ionic liquid (CH3CH2) 3NHCl/2AlCl3, it is 210g that reaction solution can obtain phenyl ethylbenzene ethane 135g(theoretical yield through alkali cleaning, washing, rectifying again), yield 64.29%.

Ionic liquid (CH3CH2) the 3NHCl/2AlCl3 catalyst recirculation reclaimed is used 3 times, is undertaken by aforesaid operations step, the yield of three circulations is respectively 53.7%, 32.1% and 10.4%, and yield successively reduces, and catalyst activity obviously reduces.

Embodiment 2-2:

6mol ethylbenzene is added reactor A, under stirring, 150 DEG C and UV-irradiation initiation, at the uniform velocity 1mol chlorine was passed in reactor A with 2 hours, after chlorine has passed into, continue reaction 1 hour, the hydrogen chloride gas water generated in reaction process absorbs and obtains by-product hydrochloric acid discharge, is cooled to 80 DEG C, the mixture of the alpha-chloro ethylbenzene obtained, β-Chloroethyl benzene and ethylbenzene, for subsequent use;

With 4 hours, the mixture in reactor A is added dropwise in the reactor B filling 4mol ethylbenzene and 10g (CH3CH2) 3NHCl/2FeCl3 mixture at 100 DEG C and reacts, after mixing, reaction is continued 2 hours at 30 DEG C, after gas chromatographic detection alpha-chloro ethylbenzene and β-Chloroethyl benzene completely consumed, stopped reaction, the hydrogen chloride gas water generated in reaction process absorbs, obtain by-product hydrochloric acid to discharge, stopped reaction also leaves standstill 1 hour, first reclaim (CH3CH2) 3NHCl/2FeCl3 catalyzer by layering, reaction solution is again through alkali cleaning be washed to neutrality, the excessive many alkylate by-products of ethyl benzo removing high boiling point are reclaimed through rectification under vacuum, obtain phenyl ethylbenzene ethane crude product, adsorb through atlapulgite again, high vacuum degassing dehydration is refining, namely obtained phenyl ethylbenzene ethane finished product 170.2g(theoretical yield is 210g), yield 81.05%.

Ionic liquid (CH3CH2) the 3NHCl/2FeCl3 catalyst recirculation reclaimed is used 3 times, is undertaken by aforesaid operations step, the yield of three circulations is respectively 80.4%, 76.5% and 65.6%, and yield successively reduces, and catalyst activity obviously reduces.

Comparative example 2-2:

10mol ethylbenzene and 5g (CH3CH2) 3NHCl/2FeCl3 are dropped in reactor, is uniformly mixed and is heated to 100 DEG C, 1mol vinylbenzene was added dropwise in reactor in 4 hours.After dropwising, continue reaction 2 hours under room temperature, gas chromatographic detection major part vinylbenzene is unconverted, only has a small amount of phenyl ethylbenzene ethane to generate.

Embodiment 2-3:

6mol ethylbenzene is added reactor A, under stirring, 150 DEG C and UV-irradiation initiation, at the uniform velocity 1mol chlorine was passed in reactor A with 2 hours, after chlorine has passed into, continue reaction 1 hour, the hydrogen chloride gas water generated in reaction process absorbs and obtains by-product hydrochloric acid discharge, is cooled to 90 DEG C, the mixture of the alpha-chloro ethylbenzene obtained, β-Chloroethyl benzene and ethylbenzene, for subsequent use;

With 4 hours, the mixture in reactor A is added dropwise in the reactor B filling 4mol ethylbenzene and 20g (CH3CH2) 3NHCl/2ZnCl2 mixture at 110 DEG C and reacts, after mixing, reaction is continued 2 hours at 110 DEG C, after gas chromatographic detection alpha-chloro ethylbenzene and β-Chloroethyl benzene completely consumed, stopped reaction, the hydrogen chloride gas water generated in reaction process absorbs, obtain by-product hydrochloric acid to discharge, stopped reaction also leaves standstill 1 hour, first reclaim acidic ionic liquid catalysts by layering, reaction solution is again through alkali cleaning be washed to neutrality, the excessive many alkylate by-products of ethyl benzo removing high boiling point are reclaimed through rectification under vacuum, obtain phenyl ethylbenzene ethane crude product, adsorb through atlapulgite again, high vacuum degassing dehydration is refining, namely obtained phenyl ethylbenzene ethane finished product 199g(theoretical yield is 210g), yield 94.76%.

Ionic liquid (CH3CH2) the 3NHCl/2ZnCl2 catalyst recirculation reclaimed is used 8 times, undertaken by aforesaid operations step, the yield of 8 circulations is respectively 95.8%, 95.6%, 96.2%, 96.5%, 96.4%, 96.0%, 95.8% and 95.3%, yield remains unchanged, and catalyst activity remains unchanged.

Comparative example 2-3:

10mol ethylbenzene and 20g (CH3CH2) 3NHCl/2ZnCl2 are dropped in reactor, is uniformly mixed and is heated to 110 DEG C, 1mol vinylbenzene was added dropwise in reactor in 4 hours.After dropwising, continue reaction 2 hours under room temperature, gas chromatographic detection major part vinylbenzene is unconverted, only has a small amount of phenyl ethylbenzene ethane to generate.

Embodiment 2-4:

4mol ethylbenzene is added reactor A, under stirring, 150 DEG C and UV-irradiation initiation, at the uniform velocity 1mol chlorine was passed in reactor A with 2 hours, after chlorine has passed into, continue reaction 1 hour, the hydrogen chloride gas water generated in reaction process absorbs and obtains by-product hydrochloric acid discharge, is down to room temperature, the mixture of the alpha-chloro ethylbenzene obtained, β-Chloroethyl benzene and ethylbenzene, for subsequent use;

With 4 hours, the mixture in reactor A is added dropwise in the reactor B filling 2 ~ 10mol ethylbenzene and 20g (CH3CH2) 3NHCl/3ZnCl2 mixture at 30 DEG C and reacts, after mixing, reaction is continued 2 hours at 30 DEG C, after gas chromatographic detection alpha-chloro ethylbenzene and β-Chloroethyl benzene completely consumed, stopped reaction, the hydrogen chloride gas water generated in reaction process absorbs, obtain by-product hydrochloric acid to discharge, stopped reaction also leaves standstill 1 hour, first reclaim (CH3CH2) 3NHCl/3ZnCl2 catalyzer by layering, reaction solution is again through alkali cleaning be washed to neutrality, the excessive many alkylate by-products of ethyl benzo removing high boiling point are reclaimed through rectification under vacuum, obtain phenyl ethylbenzene ethane crude product, adsorb through atlapulgite again, high vacuum degassing dehydration is refining, namely obtained phenyl ethylbenzene ethane finished product 198.1g(theoretical yield is 210g), yield 94.33%.

Ionic liquid (CH3CH2) the 3NHCl/3ZnCl2 catalyst recirculation reclaimed is used 8 times, undertaken by aforesaid operations step, the yield of 8 circulations is respectively 94.5%, 94.8%, 95.2%, 94.6%, 94.4%, 95.0%, 94.8% and 94.4%, yield remains unchanged, and catalyst activity remains unchanged.

Comparative example 2-4:

8mol ethylbenzene and 20g (CH3CH2) 3NHCl/3ZnCl2 are dropped in reactor, is uniformly mixed and is heated to 110 DEG C, 1mol vinylbenzene was added dropwise in reactor in 4 hours.After dropwising, continue reaction 2 hours under room temperature, gas chromatographic detection major part vinylbenzene is unconverted, only has a small amount of phenyl ethylbenzene ethane to generate.

Embodiment 2-5:

4mol ethylbenzene is added reactor A, under stirring, 150 DEG C and UV-irradiation initiation, at the uniform velocity 1mol chlorine was passed in reactor A with 2 hours, after chlorine has led to, continue reaction 1 hour, the hydrogen chloride gas water generated in reaction process absorbs and obtains by-product hydrochloric acid discharge, and be cooled to 100 DEG C, the mixture of the alpha-chloro ethylbenzene obtained, β-Chloroethyl benzene and ethylbenzene is for subsequent use;

With 2 ~ 4 hours, the mixture in reactor A is added dropwise in the reactor B filling 4mol ethylbenzene and 15g (CH3) 3NHCl/2ZnCl2 mixture at 110 DEG C and reacts, after mixing, reaction is continued 2 hours at 30 DEG C, after gas chromatographic detection alpha-chloro ethylbenzene and β-Chloroethyl benzene completely consumed, stopped reaction, the hydrogen chloride gas water generated in reaction process absorbs, obtain by-product hydrochloric acid to discharge, stopped reaction also leaves standstill 1 hour, first reclaim (CH3) 3NHCl/2ZnCl2 catalyzer by layering, reaction solution is again through alkali cleaning be washed to neutrality, the excessive many alkylate by-products of ethyl benzo removing high boiling point are reclaimed through rectification under vacuum, obtain phenyl ethylbenzene ethane crude product, adsorb through atlapulgite again, high vacuum degassing dehydration is refining, namely obtained phenyl ethylbenzene ethane finished product 196.3g(theoretical yield is 210g), yield 93.48%.

Ionic liquid (CH3) the 3NHCl/2ZnCl2 catalyst recirculation reclaimed is used 8 times, undertaken by aforesaid operations step, the yield of 8 circulations is respectively 94.6%, 94.9%, 95.3%, 94.8%, 94.7%, 95.1%, 94.5% and 94.8%, yield remains unchanged, and catalyst activity remains unchanged.

Comparative example 2-5:

8mol ethylbenzene and 15g (CH3) 3NHCl/2ZnCl2 are dropped in reactor, is uniformly mixed and is heated to 110 DEG C, 1mol vinylbenzene was added dropwise in reactor in 4 hours.After dropwising, continue reaction 2 hours under room temperature, gas chromatographic detection major part vinylbenzene is unconverted, only has a small amount of phenyl ethylbenzene ethane to generate.

Embodiment 2-6:

With 4 hours, the mixture in reactor A is added dropwise in the reactor B filling 4mol ethylbenzene and 15g (CH3) 3NHCl/3ZnCl2 mixture at 110 DEG C and reacts, after mixing, reaction is continued 2 hours at 30 DEG C, after gas chromatographic detection alpha-chloro ethylbenzene and β-Chloroethyl benzene completely consumed, stopped reaction, the hydrogen chloride gas water generated in reaction process absorbs, obtain by-product hydrochloric acid to discharge, stopped reaction also leaves standstill 1 hour, first reclaim (CH3) 3NHCl/3ZnCl2 catalyzer by layering, reaction solution is again through alkali cleaning be washed to neutrality, the excessive many alkylate by-products of ethyl benzo removing high boiling point are reclaimed through rectification under vacuum, obtain phenyl ethylbenzene ethane crude product, adsorb through atlapulgite again, high vacuum degassing dehydration is refining, namely obtained phenyl ethylbenzene ethane finished product 199.7g(theoretical yield is 210g), yield 95.1%.

Ionic liquid (CH3) the 3NHCl/3ZnCl2 catalyst recirculation reclaimed is used 8 times, undertaken by aforesaid operations step, the yield of 8 circulations is respectively 95.5%, 95.8%, 95.2%, 94.6%, 95.4%, 95.0%, 94.6% and 94.9%, yield remains unchanged, and catalyst activity remains unchanged.

Comparative example 2-6:

As a comparison case, 8mol ethylbenzene and 15g (CH3) 3NHCl/3ZnCl2 are dropped in reactor, is uniformly mixed and is heated to 110 DEG C, 1mol vinylbenzene was added dropwise in reactor in 4 hours.After dropwising, continue reaction 2 hours under room temperature, gas chromatographic detection major part vinylbenzene is unconverted, only has a small amount of phenyl ethylbenzene ethane to generate.

Embodiment 2-7:

8mol ethylbenzene is added reactor A, under stirring, 140 DEG C and 1g Diisopropyl azodicarboxylate, 1g benzoyl peroxide, 3g dicumyl peroxide initiation, at the uniform velocity 1mol chlorine was passed in reactor A with 4 hours, after chlorine has passed into, continue reaction 3 hours, the hydrogen chloride gas water generated in reaction process absorbs and obtains by-product hydrochloric acid discharge, insulation, the mixture of the alpha-chloro ethylbenzene obtained, β-Chloroethyl benzene and ethylbenzene;

With 3 hours, the mixture in reactor A is added dropwise in the reactor B filling 6mol ethylbenzene and 8g acidic ionic liquid catalysts (CH3CH2) 3NHCl/XZnCl2 (X=2 ~ 3), 9g acidic ionic liquid catalysts (CH3) 3NHCl/XZnCl2 (X=2 ~ 3) mixture at 110 DEG C and reacts; After mixing, reaction is continued 5 hours at 130 DEG C, after gas chromatographic detection alpha-chloro ethylbenzene and β-Chloroethyl benzene completely consumed, stopped reaction, the hydrogen chloride gas water generated in reaction process absorbs, obtain by-product hydrochloric acid to discharge, stopped reaction also leaves standstill 1 hour, first reclaim acidic ionic liquid catalysts by layering, reaction solution is again through alkali cleaning be washed to neutrality, reclaim the excessive many alkylate by-products of ethyl benzo removing high boiling point through rectification under vacuum, obtaining phenyl ethylbenzene ethane 201.7g(theoretical yield is 210g), yield 96.05%.

(CH3CH2) 3NHCl/XZnCl2 (X=2 ~ 3) reclaimed, (CH3) 3NHCl/XZnCl2 (X=2 ~ 3) catalyst recirculation are used 3 times, undertaken by aforesaid operations step, the yield of three circulations is respectively 94.8%, 95.7% and 95.8%, yield remains unchanged substantially, and catalyst activity remains unchanged.

Embodiment 2-8:

4mol ethylbenzene is added reactor A, under stirring, 140 DEG C and 2g Diisopropyl azodicarboxylate, 1g tertbutyl peroxide, 1g benzoyl peroxide, 3g dicumyl peroxide initiation, at the uniform velocity 1mol chlorine was passed in reactor A with 3 hours, after chlorine has passed into, continue reaction 2 hours, the hydrogen chloride gas water generated in reaction process absorbs and obtains by-product hydrochloric acid discharge, is cooled to 70 DEG C, the mixture of the alpha-chloro ethylbenzene obtained, β-Chloroethyl benzene and ethylbenzene;

With 3 hours, the mixture in reactor A is added dropwise in the reactor B filling 2mol ethylbenzene and 5g (CH3CH2) 3NHCl/XZnCl2 (X=1.1 ~ 5), 2g (CH3) 3NHCl/XZnCl2 (X=1.1 ~ 5) mixture at 70 DEG C and reacts, after mixing, reaction is continued 8 hours at 100 DEG C, after gas chromatographic detection alpha-chloro ethylbenzene and β-Chloroethyl benzene completely consumed, stopped reaction, the hydrogen chloride gas water generated in reaction process absorbs, obtain by-product hydrochloric acid to discharge, stopped reaction also leaves standstill 1 hour, first reclaim (CH3CH2) 3NHCl/XZnCl2 (X=1.1 ~ 5) by layering, (CH3) 3NHCl/XZnCl2 (X=1.1 ~ 5) catalyzer, reaction solution is again through alkali cleaning be washed to neutrality, the excessive many alkylate by-products of ethyl benzo removing high boiling point are reclaimed through rectification under vacuum, obtaining phenyl ethylbenzene ethane 198.7g(theoretical yield is 210g), yield 94.62%.

(CH3CH2) 3NHCl/XZnCl2 (X=1.1 ~ 5) reclaimed, (CH3) 3NHCl/XZnCl2 (X=1.1 ~ 5) catalyst recirculation are used 3 times, undertaken by aforesaid operations step, the yield of three circulations is respectively 95.1%, 94.9% and 94.4%, yield remains unchanged substantially, and catalyst activity remains unchanged.

Embodiment 2-9:

5mol ethylbenzene is added reactor A, under stirring, 145 DEG C and UV-irradiation initiation, at the uniform velocity 1mol chlorine was passed in reactor A with 3 hours, after chlorine has passed into, continue reaction 1 hour, the hydrogen chloride gas water generated in reaction process absorbs and obtains by-product hydrochloric acid discharge, is cooled to 120 DEG C, the mixture of the alpha-chloro ethylbenzene obtained, β-Chloroethyl benzene and ethylbenzene;

With 2 hours, the mixture in reactor A is added dropwise in the reactor B filling 7mol ethylbenzene and 5g (CH3) 3NHCl/XZnCl2 (X=2 ~ 3) mixture at 130 DEG C and reacts, after mixing, reaction is continued 1 hour at 150 DEG C, after gas chromatographic detection alpha-chloro ethylbenzene and β-Chloroethyl benzene completely consumed, stopped reaction, the hydrogen chloride gas water generated in reaction process absorbs, obtain by-product hydrochloric acid to discharge, stopped reaction also leaves standstill 1 hour, first reclaim (CH3) 3NHCl/XZnCl2 (X=2 ~ 3) catalyzer by layering, reaction solution is again through alkali cleaning be washed to neutrality, the excessive many alkylate by-products of ethyl benzo removing high boiling point are reclaimed through rectification under vacuum, obtaining phenyl ethylbenzene ethane 200.2g(theoretical yield is 210g), yield 95.33%.

(CH3) 3NHCl/XZnCl2 (X=2 ~ 3) catalyst recirculation reclaimed is used 3 times, undertaken by aforesaid operations step, the yield of three circulations is respectively 95.4%, 94.9% and 95.2%, and yield remains unchanged substantially, and catalyst activity remains unchanged.

Embodiment 2-10:

10mol ethylbenzene is added reactor A, under stirring, 150 DEG C and 4g Diisopropyl azodicarboxylate, 6g tertbutyl peroxide initiation, at the uniform velocity 1mol chlorine was passed in reactor A with 2 hours, after chlorine has passed into, continue reaction 1 hour, the hydrogen chloride gas water generated in reaction process absorbs and obtains by-product hydrochloric acid discharge, is down to room temperature, the mixture of the alpha-chloro ethylbenzene obtained, β-Chloroethyl benzene and ethylbenzene;

With 4 hours, the mixture in reactor A is added dropwise in the reactor B filling 10mol ethylbenzene and 8g (CH3CH2) 3NHCl/XZnCl2 (X=2 ~ 3) mixture at 110 DEG C and reacts, after mixing, reaction is continued 2 hours at 140 DEG C, after gas chromatographic detection alpha-chloro ethylbenzene and β-Chloroethyl benzene completely consumed, stopped reaction, the hydrogen chloride gas water generated in reaction process absorbs, obtain by-product hydrochloric acid to discharge, stopped reaction also leaves standstill 1 hour, first reclaim (CH3CH2) 3NHCl/XZnCl2 (X=2 ~ 3) catalyzer by layering, reaction solution is again through alkali cleaning be washed to neutrality, the excessive many alkylate by-products of ethyl benzo removing high boiling point are reclaimed through rectification under vacuum, obtaining phenyl ethylbenzene ethane 196.7g(theoretical yield is 210g), yield 93.67%.

(CH3CH2) 3NHCl/XZnCl2 (X=2 ~ 3) catalyst recirculation reclaimed is used 3 times, undertaken by aforesaid operations step, the yield of three circulations is respectively 94.1%, 93.9% and 93.6%, and yield remains unchanged substantially, and catalyst activity remains unchanged.

Embodiment 2-11:

6mol ethylbenzene is added reactor A, under stirring, 125 DEG C and UV-irradiation initiation, at the uniform velocity 1mol chlorine was passed in reactor A with 2 hours, after chlorine has passed into, continue reaction 1 hour, the hydrogen chloride gas water generated in reaction process absorbs and obtains by-product hydrochloric acid discharge, is cooled to 100 DEG C, the mixture of the alpha-chloro ethylbenzene obtained, β-Chloroethyl benzene and ethylbenzene;

With 2 hours, the mixture in reactor A is added dropwise in the reactor B filling 5mol ethylbenzene and 5g (CH3) 3NHCl/XZnCl2 (X=2 ~ 3) mixture at 110 DEG C and reacts, after mixing, reaction is continued 2 hours at 140 DEG C, after gas chromatographic detection alpha-chloro ethylbenzene and β-Chloroethyl benzene completely consumed, stopped reaction, the hydrogen chloride gas water generated in reaction process absorbs, obtain by-product hydrochloric acid to discharge, stopped reaction also leaves standstill 1 hour, first reclaim (CH3) 3NHCl/ZnCl2 catalyzer by layering, reaction solution is again through alkali cleaning be washed to neutrality, the excessive many alkylate by-products of ethyl benzo removing high boiling point are reclaimed through rectification under vacuum, obtaining phenyl ethylbenzene ethane 197.2g(theoretical yield is 210g), yield 93.9%.

(CH3) 3NHCl/ZnCl2 catalyst recirculation reclaimed is used 3 times, is undertaken by aforesaid operations step, the yield of three circulations is respectively 93.4%, 94.2% and 94.1%, and yield remains unchanged substantially, and catalyst activity remains unchanged.

Embodiment 2-12:

3mol ethylbenzene is added reactor A, under stirring, 140 DEG C and 2g Diisopropyl azodicarboxylate, 1g tertbutyl peroxide initiation, at the uniform velocity 1mol chlorine was passed in reactor A with 2 hours, after chlorine has passed into, continue reaction 1 hour, the hydrogen chloride gas water generated in reaction process absorbs and obtains by-product hydrochloric acid discharge, is down to room temperature, the mixture of the alpha-chloro ethylbenzene obtained, β-Chloroethyl benzene and ethylbenzene;

With 3 hours, the mixture in reactor A is added dropwise in the reactor B filling 5mol ethylbenzene and 10g acidic ionic liquid catalysts (CH3CH2) 3NHCl/XZnCl2 (X=2 ~ 3) mixture at 60 DEG C and reacts; After mixing, reaction is continued 4 hours at 120 DEG C, after gas chromatographic detection alpha-chloro ethylbenzene and β-Chloroethyl benzene completely consumed, stopped reaction, the hydrogen chloride gas water generated in reaction process absorbs, obtain by-product hydrochloric acid to discharge, stopped reaction also leaves standstill 1 hour, first reclaim acidic ionic liquid catalysts by layering, reaction solution is again through alkali cleaning be washed to neutrality, reclaim the excessive many alkylate by-products of ethyl benzo removing high boiling point through rectification under vacuum, obtaining phenyl ethylbenzene ethane 198.8g(theoretical yield is 210g), yield 94.67%.

(CH3CH2) 3NHCl/XZnCl2 (X=2 ~ 3) catalyst recirculation reclaimed is used 3 times, undertaken by aforesaid operations step, the yield of three circulations is respectively 94.4%, 95.1% and 94.8%, and yield remains unchanged substantially, and catalyst activity remains unchanged.

Embodiment 3-1:

7mol ethylbenzene is added reactor A, under stirring, 150 DEG C and 2g Diisopropyl azodicarboxylate initiation, at the uniform velocity 1mol chlorine was passed in reactor A with 1 hour, after chlorine has passed into, continue reaction 3 hours, the hydrogen chloride gas water generated in reaction process absorbs and obtains by-product hydrochloric acid discharge, is down to room temperature, the mixture of the alpha-chloro ethylbenzene obtained, β-Chloroethyl benzene and ethylbenzene;

With 2 hours, divide three times by the mixture in reactor A and 1/3 total amount/time hour to add in the reactor B filling 10mol ethylbenzene and 2g (CH3CH2) 3NHCl/XZnCl2 (X=2 ~ 3) (acidic ionic liquid catalysts), 3g acidic ionic liquid catalysts (CH3) 3NHCl/XZnCl2 (X=2 ~ 3) mixture at 60 DEG C and react; After mixing, reaction is continued 7 hours at 80 DEG C, after gas chromatographic detection alpha-chloro ethylbenzene and β-Chloroethyl benzene completely consumed, stopped reaction, the hydrogen chloride gas water generated in reaction process absorbs, obtain by-product hydrochloric acid to discharge, stopped reaction also leaves standstill 1 hour, first reclaim acidic ionic liquid catalysts by layering, reaction solution is again through alkali cleaning be washed to neutrality, reclaim the excessive many alkylate by-products of ethyl benzo removing high boiling point through rectification under vacuum, obtaining phenyl ethylbenzene ethane 190.7g(theoretical yield is 210g), yield 90.82%.

Embodiment 3-2:

5mol ethylbenzene is added reactor A, under stirring, 110 DEG C and 5g benzoyl peroxide initiation, at the uniform velocity 1mol chlorine was passed in reactor A with 3 hours, after chlorine has passed into, continue reaction 2 hours, the hydrogen chloride gas water generated in reaction process absorbs and obtains by-product hydrochloric acid discharge, is down to room temperature, the mixture of the alpha-chloro ethylbenzene obtained, β-Chloroethyl benzene and ethylbenzene;

With 2 hours, divide three times by the mixture in reactor A and 1/3 total amount/time hour to add in the reactor B filling 5mol ethylbenzene and 20g (CH3) 3NHCl/XZnCl2 (X=1.1 ~ 5) (acidic ionic liquid catalysts) mixture at 80 DEG C and react; After mixing, reaction is continued 8 hours at 60 DEG C, after gas chromatographic detection alpha-chloro ethylbenzene and β-Chloroethyl benzene completely consumed, stopped reaction, the hydrogen chloride gas water generated in reaction process absorbs, obtain by-product hydrochloric acid to discharge, stopped reaction also leaves standstill 1 hour, first reclaim acidic ionic liquid catalysts by layering, reaction solution is again through alkali cleaning be washed to neutrality, reclaim the excessive many alkylate by-products of ethyl benzo removing high boiling point through rectification under vacuum, obtaining phenyl ethylbenzene ethane 199.6g(theoretical yield is 210g), yield 95.05%.

Embodiment 3-3:

6mol ethylbenzene is added reactor A, under stirring, 140 DEG C and UV-irradiation initiation, at the uniform velocity 1mol chlorine was passed in reactor A with 4 hours, after chlorine has passed into, continue reaction 1 hour, the hydrogen chloride gas water generated in reaction process absorbs and obtains by-product hydrochloric acid discharge, insulation, the mixture of the alpha-chloro ethylbenzene obtained, β-Chloroethyl benzene and ethylbenzene;

With 2 hours, divide three times by the mixture in reactor A and 1/3 total amount/time hour to add in the reactor B filling 10mol ethylbenzene and 5g (CH3CH2) 3NHCl/XZnCl2 (X=1.1 ~ 5) (acidic ionic liquid catalysts), 5g acidic ionic liquid catalysts (CH3) 3NHCl/XZnCl2 (X=1.1 ~ 5) mixture at 100 DEG C and react; After mixing, reaction is continued 6 hours at 80 DEG C, after gas chromatographic detection alpha-chloro ethylbenzene and β-Chloroethyl benzene completely consumed, stopped reaction, the hydrogen chloride gas water generated in reaction process absorbs, obtain by-product hydrochloric acid to discharge, stopped reaction also leaves standstill 1 hour, first reclaim acidic ionic liquid catalysts by layering, reaction solution is again through alkali cleaning be washed to neutrality, reclaim the excessive many alkylate by-products of ethyl benzo removing high boiling point through rectification under vacuum, obtaining phenyl ethylbenzene ethane 197.3g(theoretical yield is 210g), yield 93.94%.

Embodiment 3-4:

2mol ethylbenzene is added reactor A, under stirring, 110 DEG C and UV-irradiation initiation, at the uniform velocity 1mol chlorine was passed in reactor A with 3 hours, after chlorine has passed into, continue reaction 2 hours, the hydrogen chloride gas water generated in reaction process absorbs and obtains by-product hydrochloric acid discharge, is down to room temperature, the mixture of the alpha-chloro ethylbenzene obtained, β-Chloroethyl benzene and ethylbenzene;

With 2 hours, divide three times by the mixture in reactor A and 1/3 total amount/time hour to add in the reactor B filling 4mol ethylbenzene and 13g acidic ionic liquid catalysts (CH3CH2) 3NHCl/XZnCl2 (X=2 ~ 3) mixture at 130 DEG C and react; After mixing, reaction is continued 1 hour at 150 DEG C, after gas chromatographic detection alpha-chloro ethylbenzene and β-Chloroethyl benzene completely consumed, stopped reaction, the hydrogen chloride gas water generated in reaction process absorbs, obtain by-product hydrochloric acid to discharge, stopped reaction also leaves standstill 1 hour, first reclaim acidic ionic liquid catalysts by layering, reaction solution is again through alkali cleaning be washed to neutrality, reclaim the excessive many alkylate by-products of ethyl benzo removing high boiling point through rectification under vacuum, obtaining phenyl ethylbenzene ethane 198.4g(theoretical yield is 210g), yield 94.48%.

Embodiment 3-5:

4mol ethylbenzene is added reactor A, under stirring, 130 DEG C and UV-irradiation initiation, at the uniform velocity 1mol chlorine was passed in reactor A with 3 hours, after chlorine has passed into, continue reaction 2 hours, the hydrogen chloride gas water generated in reaction process absorbs and obtains by-product hydrochloric acid discharge, is down to room temperature, the mixture of the alpha-chloro ethylbenzene obtained, β-Chloroethyl benzene and ethylbenzene;

With 2 hours, divide three times by the mixture in reactor A and 1/3 total amount/time hour to add in the reactor B filling 5mol ethylbenzene and 2g (CH3CH2) 3NHCl/XZnCl2 (X=2 ~ 3) (acidic ionic liquid catalysts), 5g acidic ionic liquid catalysts (CH3) 3NHCl/XZnCl2 (X=2 ~ 3) mixture at 70 DEG C and react; After mixing, reaction is continued 8 hours at 60 DEG C, after gas chromatographic detection alpha-chloro ethylbenzene and β-Chloroethyl benzene completely consumed, stopped reaction, the hydrogen chloride gas water generated in reaction process absorbs, obtain by-product hydrochloric acid to discharge, stopped reaction also leaves standstill 1 hour, first reclaim acidic ionic liquid catalysts by layering, reaction solution is again through alkali cleaning be washed to neutrality, reclaim the excessive many alkylate by-products of ethyl benzo removing high boiling point through rectification under vacuum, obtaining phenyl ethylbenzene ethane 199.2g(theoretical yield is 210g), yield 94.86%.

Embodiment 3-6:

3mol ethylbenzene is added reactor A, under stirring, 130 DEG C and UV-irradiation initiation, at the uniform velocity 1mol chlorine was passed in reactor A with 4 hours, after chlorine has passed into, continue reaction 1 hour, the hydrogen chloride gas water generated in reaction process absorbs and obtains by-product hydrochloric acid discharge, insulation, the mixture of the alpha-chloro ethylbenzene obtained, β-Chloroethyl benzene and ethylbenzene;

With 2 hours, divide three times by the mixture in reactor A and 1/3 total amount/time hour to add in the reactor B filling 2mol ethylbenzene and 11g (CH3CH2) 3NHCl/XZnCl2 (X=1.1 ~ 5) (i.e. acidic ionic liquid catalysts) mixture at 90 DEG C and carry out hybrid reaction; Reaction is continued 3.5 hours at 100 DEG C, after gas chromatographic detection alpha-chloro ethylbenzene and β-Chloroethyl benzene completely consumed, stopped reaction, the hydrogen chloride gas water generated in reaction process absorbs, obtain by-product hydrochloric acid to discharge, stopped reaction also leaves standstill 1 hour, first reclaim acidic ionic liquid catalysts by layering, reaction solution is again through alkali cleaning be washed to neutrality, the excessive many alkylate by-products of ethyl benzo removing high boiling point are reclaimed through rectification under vacuum, obtaining phenyl ethylbenzene ethane 198.7g(theoretical yield is 210g), yield 94.62%.

Embodiment 3-7:

6mol ethylbenzene is added reactor A, under stirring, 120 DEG C and UV-irradiation initiation, at the uniform velocity 1mol chlorine was passed in reactor A with 3 hours, after chlorine has passed into, continue reaction 2 hours, the hydrogen chloride gas water generated in reaction process absorbs and obtains by-product hydrochloric acid discharge, insulation, the mixture of the alpha-chloro ethylbenzene obtained, β-Chloroethyl benzene and ethylbenzene;

With 2 hours, divide three times by the mixture in reactor A and 1/3 total amount/time hour to add in the reactor B filling 9mol ethylbenzene and 4 g (CH3CH2) 3NHCl/XZnCl2 (X=2 ~ 3) acidic ionic liquid catalysts, 8g acidic ionic liquid catalysts (CH3) 3NHCl/XZnCl2 (X=2 ~ 3) mixture at 100 DEG C and react, after mixing, reaction is continued 1.5 hours at 150 DEG C, after gas chromatographic detection alpha-chloro ethylbenzene and β-Chloroethyl benzene completely consumed, stopped reaction, the hydrogen chloride gas water generated in reaction process absorbs, obtain by-product hydrochloric acid to discharge, stopped reaction also leaves standstill 1 hour, first reclaim acidic ionic liquid catalysts by layering, reaction solution is again through alkali cleaning be washed to neutrality, the excessive many alkylate by-products of ethyl benzo removing high boiling point are reclaimed through rectification under vacuum, obtaining phenyl ethylbenzene ethane 194.1g(theoretical yield is 210g), yield 92.43%.

Embodiment 3-8:

10mol ethylbenzene is added reactor A, under stirring, 140 DEG C and 1g Diisopropyl azodicarboxylate, 5g tertbutyl peroxide initiation, at the uniform velocity 1mol chlorine was passed in reactor A with 1 hour, after chlorine has passed into, continue reaction 3 hours, the hydrogen chloride gas water generated in reaction process absorbs and obtains by-product hydrochloric acid discharge, insulation, the mixture of the alpha-chloro ethylbenzene obtained, β-Chloroethyl benzene and ethylbenzene;

With 2 hours, divide three times by the mixture in reactor A and 1/3 total amount/time hour to add in the reactor B filling 7mol ethylbenzene and 6g (CH3) 3NHCl/XZnCl2 (X=2 ~ 3) (i.e. acidic ionic liquid catalysts) mixture at 110 DEG C and react; After mixing, reaction is continued 6 hours at 150 DEG C, after gas chromatographic detection alpha-chloro ethylbenzene and β-Chloroethyl benzene completely consumed, stopped reaction, the hydrogen chloride gas water generated in reaction process absorbs, obtain by-product hydrochloric acid to discharge, stopped reaction also leaves standstill 1 hour, first reclaim acidic ionic liquid catalysts by layering, reaction solution is again through alkali cleaning be washed to neutrality, reclaim the excessive many alkylate by-products of ethyl benzo removing high boiling point through rectification under vacuum, obtaining phenyl ethylbenzene ethane 194.9g(theoretical yield is 210g), yield 92.76.

Embodiment 3-9:

10mol ethylbenzene is added reactor A, under stirring, 120 DEG C and 8g dicumyl peroxide initiation, at the uniform velocity 1mol chlorine was passed in reactor A with 3 hours, after chlorine has passed into, continue reaction 2 hours, the hydrogen chloride gas water generated in reaction process absorbs and obtains by-product hydrochloric acid discharge, insulation, the mixture of the alpha-chloro ethylbenzene obtained, β-Chloroethyl benzene and ethylbenzene;

With 2 hours, divide three times by the mixture in reactor A and 1/3 total amount/time hour to add in the reactor B filling 6mol ethylbenzene and 10g (CH3) 3NHCl/XZnCl2 (X=2 ~ 3) mixture at 120 DEG C and react, after mixing, reaction is continued 5 hours at 130 DEG C, after gas chromatographic detection alpha-chloro ethylbenzene and β-Chloroethyl benzene completely consumed, stopped reaction, the hydrogen chloride gas water generated in reaction process absorbs, obtain by-product hydrochloric acid to discharge, stopped reaction also leaves standstill 1 hour, first reclaim (CH3) 3NHCl/XZnCl2 (X=2 ~ 3) catalyzer by layering, reaction solution is again through alkali cleaning be washed to neutrality, the excessive many alkylate by-products of ethyl benzo removing high boiling point are reclaimed through rectification under vacuum, obtaining phenyl ethylbenzene ethane 197.9g(theoretical yield is 210g), yield 94.24%.

Embodiment 3-10:

7mol ethylbenzene is added reactor A, under stirring, 150 DEG C and 10g Diisopropyl azodicarboxylate initiation, at the uniform velocity 1mol chlorine was passed in reactor A with 3 hours, after chlorine has passed into, continue reaction 2 hours, the hydrogen chloride gas water generated in reaction process absorbs and obtains by-product hydrochloric acid discharge, is down to room temperature, the mixture of the alpha-chloro ethylbenzene obtained, β-Chloroethyl benzene and ethylbenzene;

With 2 hours, fill under dividing three times by the mixture in reactor A and 1/3 total amount/time hour adding 110 DEG C of temperature in the reactor B of 5mol ethylbenzene and 4g (CH3CH2) 3NHCl/XZnCl2 (X=1.1 ~ 5) (acidic ionic liquid catalysts), 6g acidic ionic liquid catalysts (CH3) 3NHCl/XZnCl2 (X=1.1 ~ 5) mixture and react; After mixing, reaction is continued 4 hours at 80 DEG C, after gas chromatographic detection alpha-chloro ethylbenzene and β-Chloroethyl benzene completely consumed, stopped reaction, the hydrogen chloride gas water generated in reaction process absorbs, obtain by-product hydrochloric acid to discharge, stopped reaction also leaves standstill 1 hour, first reclaim acidic ionic liquid catalysts by layering, reaction solution is again through alkali cleaning be washed to neutrality, reclaim the excessive many alkylate by-products of ethyl benzo removing high boiling point through rectification under vacuum, obtaining phenyl ethylbenzene ethane 191.8g(theoretical yield is 210g), yield 91.33%.

Embodiment 3-11:

5mol ethylbenzene is added reactor A, under stirring, 120 DEG C and 8g benzoyl peroxide initiation, at the uniform velocity 1mol chlorine was passed in reactor A with 3 hours, after chlorine has passed into, continue reaction 2 hours, the hydrogen chloride gas water generated in reaction process absorbs and obtains by-product hydrochloric acid discharge, is down to room temperature, the mixture of the alpha-chloro ethylbenzene obtained, β-Chloroethyl benzene and ethylbenzene;

With 2 hours, divide three times by the mixture in reactor A and 1/3 total amount/time hour to add in the reactor B filling 6mol ethylbenzene and 8g acidic ionic liquid catalysts (CH3CH2) 3NHCl/2AlCl3 mixture at 30 DEG C and react; After mixing, reaction is continued 6 hours at 30 DEG C, after gas chromatographic detection alpha-chloro ethylbenzene and β-Chloroethyl benzene completely consumed, stopped reaction, the hydrogen chloride gas water generated in reaction process absorbs, obtain by-product hydrochloric acid to discharge, stopped reaction also leaves standstill 1 hour, first reclaim acidic ionic liquid catalysts by layering, reaction solution is again through alkali cleaning be washed to neutrality, reclaim the excessive many alkylate by-products of ethyl benzo removing high boiling point through rectification under vacuum, obtaining phenyl ethylbenzene ethane 148.53g(theoretical yield is 210g), yield 70.73%.

Embodiment 3-12:

6mol ethylbenzene is added reactor A, under stirring, 130 DEG C and UV-irradiation initiation, at the uniform velocity 1mol chlorine was passed in reactor A with 4 hours, after chlorine has passed into, continue reaction 1 hour, the hydrogen chloride gas water generated in reaction process absorbs and obtains by-product hydrochloric acid discharge, insulation, the mixture of the alpha-chloro ethylbenzene obtained, β-Chloroethyl benzene and ethylbenzene;

With 2 hours, divide three times by the mixture in reactor A and 1/3 total amount/time hour to add in the reactor B filling 8mol ethylbenzene and 12g acidic ionic liquid catalysts (CH3CH2) 3NHCl/2FeCl3 mixture at 100 DEG C and react; After mixing, reaction is continued 6 hours at 90 DEG C, after gas chromatographic detection alpha-chloro ethylbenzene and β-Chloroethyl benzene completely consumed, stopped reaction, the hydrogen chloride gas water generated in reaction process absorbs, obtain by-product hydrochloric acid to discharge, stopped reaction also leaves standstill 1 hour, first reclaim acidic ionic liquid catalysts by layering, reaction solution is again through alkali cleaning be washed to neutrality, reclaim the excessive many alkylate by-products of ethyl benzo removing high boiling point through rectification under vacuum, obtaining phenyl ethylbenzene ethane 178.3g(theoretical yield is 210g), yield 84.9%.

As can be seen from embodiment and corresponding comparative example, adopting ethylbenzene partial oxidation product to be alkylating reagent compared to vinylbenzene is that alkylating reagent has that reactive behavior is high, selectivity good, target product yield is high, and adopts Fu's-Ke alkylation acidic ionic liquid catalysts also to have to recycle effective advantage.

Embodiment 4:

Presence of acidic ionic liquid catalyst prepares the method for phenyl ethylbenzene ethane capacitor insulation oil, comprises the following steps:

A, prepare Chloroethyl benzene:

6mol ethylbenzene is added reactor A, stirring, 110 DEG C ~ 150 DEG C, and under UV-irradiation or 6g radical initiator initiation, at the uniform velocity 1mol chlorine was passed in reactor A with 2.5 hours, after chlorine has passed into, continue reaction 1.5 hours, the hydrogen chloride gas water generated in reaction process absorbs and obtains by-product hydrochloric acid and discharge, obtain the mixture of alpha-chloro ethylbenzene, β-Chloroethyl benzene and ethylbenzene, mixture is incubated or lowers the temperature or be down to room temperature, for subsequent use;

B, prepare phenyl ethylbenzene ethane capacitor insulation oil:

6mol ethylbenzene and 12g acidic ionic liquid catalysts are joined in reactor B and mixes, control temperature is 60 DEG C ~ 100 DEG C, to join in reactor B mixing react disposable for the mixture in reactor A, reaction 5 hours is continued at 60 DEG C ~ 100 DEG C, after gas chromatographic detection alpha-chloro ethylbenzene and β-Chloroethyl benzene completely consumed, stopped reaction, the hydrogen chloride gas water generated in reaction process absorbs, the by-product hydrochloric acid obtained is discharged, 1 hour is left standstill after stopped reaction, the acidic ionic liquid catalysts of lower floor is first reclaimed by layering, the reaction solution on upper strata is again through alkali cleaning be washed to neutrality, the excessive many alkylate by-products of ethyl benzo removing high boiling point are reclaimed through rectification under vacuum, remaining thing is obtained product phenyl ethylbenzene ethane, can refine through atlapulgite absorption, high vacuum degassing dehydration more further, i.e. obtained phenyl ethylbenzene ethane,

Described acidic ionic liquid catalysts can be one or more the mixture in aluminum chloride (AlCl3) base acidic ion liquid, iron trichloride (FeCl3) base acidic ion liquid, zinc chloride (ZnCl2) base acidic ion liquid; Also can be that other can the acidic ionic liquid catalysts of catalysis Friedel-Crafts alkylation.The chemical constitution of the aluminium base acidic ion liquid of described tri-chlorination is (CH3CH2) 3NHCl/2AlCl3; The chemical constitution of described tri-chlorination iron-based acidic ion liquid is (CH3CH2) 3NHCl/2FeCl3; The chemical constitution of described chlorination zinc-base acidic ion liquid can be (CH3CH2) 3NHCl/XZnCl2 and/or (CH3) 3NHCl/XZnCl2, described X=1.1 ~ 5, is X=2 ~ 3 preferably.

In embodiment 4: to join in reactor B mixing and carry out reaction by disposable for the mixture in reactor A and can replace with described in step b: with 2 ~ 4 hours the mixture in reactor A is added dropwise in reactor B to mix and reacts.

In embodiment 4: to join in reactor B mixing and carry out reaction by disposable for the mixture in reactor A and can also replace with described in step b: with 2 hours the mixture in reactor A divided to join for three times in reactor B to mix and react, and interval time is identical, add 1/3 of described mixture total amount at every turn.

In above-described embodiment: in the percentage adopted, do not indicate especially, be quality (weight) percentage; Described weight part can be all gram or kilogram.

In above-described embodiment: the processing parameter (temperature, time, concentration etc.) in each step and each amounts of components numerical value etc. are scope, and any point is all applicable.

The concrete same prior art of technology contents described in content of the present invention and above-described embodiment, described starting material are commercially available prod.

The invention is not restricted to above-described embodiment, all can implement described in content of the present invention and there is described good result.

Claims

1. presence of acidic ionic liquid catalyst prepares the method for phenyl ethylbenzene ethane capacitor insulation oil, it is characterized in that comprising the following steps:

A, prepare Chloroethyl benzene:

2 ~ 10mol ethylbenzene is added reactor A, stirring, the temperature of 110 DEG C ~ 150 DEG C, and under UV-irradiation or 2 ~ 10g radical initiator initiation, with 1 ~ 4 hour, 1mol chlorine is passed in reactor A, after chlorine has passed into, continue reaction 1 ~ 3 hour, the hydrogen chloride gas water generated in reaction process absorbs and obtains by-product hydrochloric acid and discharge, obtain the mixture of alpha-chloro ethylbenzene, β-Chloroethyl benzene and ethylbenzene, for subsequent use;

B, prepare phenyl ethylbenzene ethane capacitor insulation oil:

2 ~ 10mol ethylbenzene and 5 ~ 20g acidic ionic liquid catalysts are joined in reactor B and mixes, control temperature is 30 DEG C ~ 130 DEG C, to join in reactor B mixing react disposable for the mixture in reactor A, reaction 1 ~ 8 hour is continued at 30 DEG C ~ 130 DEG C, after gas chromatographic detection alpha-chloro ethylbenzene and β-Chloroethyl benzene completely consumed, stopped reaction, the hydrogen chloride gas water generated in reaction process absorbs, the by-product hydrochloric acid obtained is discharged, 1 hour is left standstill after stopped reaction, the acidic ionic liquid catalysts of lower floor is first reclaimed by layering, the reaction solution on upper strata is again through alkali cleaning be washed to neutrality, the excessive many alkylate by-products of ethyl benzo removing high boiling point are reclaimed through rectification under vacuum, remaining thing is obtained product phenyl ethylbenzene ethane,

Described acidic ionic liquid catalysts is one or more the mixture in the aluminium base acidic ion liquid of tri-chlorination, tri-chlorination iron-based acidic ion liquid, chlorination zinc-base acidic ion liquid.

2. prepare the method for phenyl ethylbenzene ethane capacitor insulation oil by presence of acidic ionic liquid catalyst described in claim 1, it is characterized in that: the chemical constitution of the aluminium base acidic ion liquid of tri-chlorination described in step b is (CH ₃cH ₂) ₃nHCl/2AlCl ₃; The chemical constitution of described tri-chlorination iron-based acidic ion liquid is (CH ₃cH ₂) ₃nHCl/2FeCl ₃; The chemical constitution of described chlorination zinc-base acidic ion liquid is (CH ₃cH ₂) ₃nHCl/XZnCl ₂and/or (CH ₃) ₃nHCl/XZnCl ₂, described X=1.1 ~ 5.

3. prepare the method for phenyl ethylbenzene ethane capacitor insulation oil by presence of acidic ionic liquid catalyst described in claim 2, it is characterized in that: described X=2 ~ 3.

4. prepare the method for phenyl ethylbenzene ethane capacitor insulation oil by presence of acidic ionic liquid catalyst described in claim 1,2 or 3, it is characterized in that: to join in reactor B mixing and carry out reaction by disposable for the mixture in reactor A and replace with described in step b: with 2 ~ 4 hours the mixture in reactor A is added dropwise in reactor B to mix and reacts.

5. the method for phenyl ethylbenzene ethane capacitor insulation oil is prepared by presence of acidic ionic liquid catalyst described in claim 1,2 or 3, it is characterized in that: to join in reactor B mixing and carry out reaction by disposable for the mixture in reactor A and replace with described in step b: with 2 hours the mixture in reactor A divided to join for three times in reactor B to mix and react, and interval time is identical, add 1/3 of described mixture total amount at every turn.