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 1

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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Example Embodiment

[0021] Example 1:

[0022] A heat transfer 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 complex of fluorinated proton acid and solid Lewis acid at a temperature of 35-55°C to undergo FC reaction and alkylation. Among them, cyclohexyltoluene and The molar ratio of styrene is 5-10:1. The fluorinated proton acid is trifluoroacetic acid, the solid Lewis acid complex is aluminum trichloride, the amount of aluminum trichloride is 0.5-1.5% by 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 over, after separating and removing the fluorinated protic acid and solid Lewis acid, the excess cyclohexyltoluene is recovered by distillation, and then vacuum distillation is performed to obtain the product.

Example Embodiment

[0027] Example 2

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

[0029] 1) Put cyclohexyltoluene into the reactor;

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

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

[0032] 4) After the feeding is completed, the reaction is kept for 0.5-1 hour to complete the reaction;

[0033] 5) Add zinc oxide with the same weight of aluminum trichloride and a small amount of water to decompose aluminum trioxide and remove the hydrochloric acid generated. The temperature is raised to 80-120°C, the temperature is kept and stirred for 1-2 hours, and the filtrate is obtained by standing and filtering. ;

[0034] 6) Add appropriate amount of activated clay to the filtrate obtained in step 5), heat up to 50-120°C, keep the...

Example Embodiment

[0036] Example 3:

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

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

[0039] 3) After the dripping is completed, the temperature is kept for 0.5 hours; then 4g zinc oxide and 1g water are added, and the temperature is raised to 82°C for 1.5 hours.

[0040] 4) Reduce to room temperature and filter to obtain the filtrate;

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

[0042] 6) Fractional distillation of the filtrate under negative pressure to obtain excess cyclohexyltoluene first;

[0043] 7) Further rectification under reduced pressure to obtain 1-phenyl-1-(cyclohexyltoluene) ethane 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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