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1-phenyl-1-(cyclohexyl methyl) base ethane isomer of heat conduction fluid and synthesis method of isomer

A technology of cyclohexyltoluene and heat transfer fluid, which is applied in the field of heat transfer fluid technology and chemical synthesis, which can solve the problems of high synthesis reaction temperature and low use of ultra-high temperature heat transfer oil, and achieve the effects of high flash point, low vapor pressure and low freezing point

Active Publication Date: 2017-01-25
JIANGSU ZHONGNENG CHEM TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] The synthetic reaction temperature of 1,1-phenyltetrahydronaphthylethane (Changzhou Wujin Dongfang Insulation Oil Co., Ltd., CN102627952A) is as high as 145-155°C; the reaction time is up to 5 hours; the distillation range of the product is 333-353°C. The use of high temperature heat transfer oil is relatively low

Method used

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  • 1-phenyl-1-(cyclohexyl methyl) base ethane isomer of heat conduction fluid and synthesis method of isomer
  • 1-phenyl-1-(cyclohexyl methyl) base ethane isomer of heat conduction fluid and synthesis method of isomer
  • 1-phenyl-1-(cyclohexyl methyl) base ethane isomer of heat conduction fluid and synthesis method of isomer

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Embodiment 1

[0022] A heat-conducting fluid 1-phenyl-1-(cyclohexyltoluene) ethane isomer, the structural formula is as follows:

[0023]

[0024] The specific synthesis method is that cyclohexyltoluene and styrene are catalyzed by a fluorinated protonic acid and a solid Lewis acid complex at a temperature of 35-55°C, and the F-C reaction alkylation occurs, wherein cyclohexyltoluene and The molar ratio of styrene is 5-10:1. The fluorinated protonic acid is trifluoroacetic acid, the solid Lewis acid complex is aluminum trichloride, the amount of aluminum trichloride is 0.5-1.5% of the weight of cyclohexyltoluene, and the mass ratio of trifluoroacetic acid to aluminum trichloride is 1 : 50-100. The reaction formula is as follows:

[0025]

[0026] After the reaction is finished, after separating and removing the fluorinated protonic acid and the solid Lewis acid, rectifying and recovering excess cyclohexyl toluene, and then rectifying under negative pressure, the obtained product is o...

Embodiment 2

[0028] Specifically, the synthesis steps of the present invention are as follows:

[0029] 1) Cyclohexyltoluene is dropped into the reactor;

[0030] 2) adding anhydrous aluminum trichloride accounting for 0.5-1.5% of the mass of cyclohexyltoluene and trifluoroacetic acid accounting for 1-2% of the mass of anhydrous aluminum trichloride;

[0031] 3) Control the temperature from 25 to 35°C, maintain the temperature, and gradually add styrene dropwise within 1-2 hours under stirring;

[0032] 4) After feeding, keep warm for 0.5-1 hour to make the reaction complete;

[0033] 5) Add zinc oxide of the same weight as aluminum trichloride and a small amount of water to decompose aluminum trioxide and remove the generated hydrochloric acid, raise the temperature to 80-120°C, keep warm and stir for 1-2 hours, stand still, filter to obtain the filtrate ;

[0034] 6) Add an appropriate amount of activated clay to the filtrate obtained in step 5), raise the temperature to 50-120°C, and...

Embodiment 3

[0037] 1) Add 595g cyclohexyltoluene (3.5moles), 3.6g anhydrous aluminum trichloride, 75mg trifluoroacetic acid in the reactor;

[0038] 2) Heat to 25-35°C, add 54g (0.5mole) styrene dropwise with stirring within 2 hours;

[0039] 3) After the dropwise addition, keep the temperature and react for 0.5 hours; then add 4g of zinc oxide and 1g of water, raise the temperature to 82°C and react for 1.5 hours.

[0040] 4) be down to room temperature, filter, obtain filtrate;

[0041] 5) Mix the filtrate obtained in step 4) with 5 g of activated clay, heat to 100 ° C, stir for 15 minutes, reach neutral, drop to room temperature, and filter;

[0042] 6) filtrate negative pressure fractionation, first obtain unnecessary cyclohexyl toluene;

[0043] 7) Further rectification under reduced pressure to obtain 1-phenyl-1-(cyclohexyltolyl)ylethane isomer with a content of 99.5% and a yield of 91%.

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Abstract

The invention discloses a 1-phenyl-1-(cyclohexyl methyl) base ethane isomer of heat conduction fluid and a synthesis method of the isomer. The structural formula is as shown in the description. The synthesis method comprises the following steps: catalyzing cyclohexyl methyl and styrene through a proton acid fluoride and solid lewis acid compound at the temperature of 35 to 55 DEG C, and generating F-C reaction for alkylation to obtain the isomer, wherein the mole ratio of cyclohexyl methyl to styrene is (5 to 10):1. The isomer is high in boiling point at normal pressure, low in viscosity at normal temperature, low in steam pressure at high temperature, low in condensing point and high in flashing point.

Description

technical field [0001] The invention relates to the field of heat-conducting fluid technology and chemical synthesis, in particular to a heat-conducting fluid 1-phenyl-1-(cyclohexyltoluene) ethane isomer and a synthesis method thereof. Background technique [0002] At present, general-purpose high-temperature heat transfer oils generally include hydrogenated terphenyl, dibenzyltoluene, and diaryl alkanes, but their synthesis and application have different shortcomings, as listed below: [0003] Hydrogenated terphenyl is produced by thermal cracking reaction at 700-800°C, and then processed by high temperature, high pressure, hydrogenation, rectification, etc. [0004] Its reaction formula is as follows: [0005] [0006] The synthesis of dibenzyltoluene (French Otto Chemical Company CN90110008) is to be obtained by alkylation of benzyl chloride and toluene under the catalysis of aluminum trichloride. In the process, every mole of finished product needs to release two mol...

Claims

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Application Information

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IPC IPC(8): C07C15/16C07C2/70C09K5/10
Inventor 李金祥吴朝阳陆鑫华谢晓东
Owner JIANGSU ZHONGNENG CHEM TECH CO LTD
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