Method for preparing bis((3, 4-epoxycyclohexyl) methyl) adipate by using microchannel reactor

A micro-channel reactor, epoxy cyclohexyl technology, applied in organic chemistry and other directions, can solve the problems of continuous production difficulty, low product yield, high reaction temperature, and achieve high practical value, high product purity, and reaction yield. high effect

Active Publication Date: 2019-06-21
JIANGSU TETRA NEW MATERIAL TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] The invention provides a method for preparing bis((3,4-epoxycyclohexyl)methyl)adipate with a microchannel reactor, which has the advantages of simple operation process, high product purity and yield, continuous production, etc. It overcomes the shortcomings of many by-products, low product yield, difficulty in continuous production, and high reaction temperature in the traditional process.

Method used

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  • Method for preparing bis((3, 4-epoxycyclohexyl) methyl) adipate by using microchannel reactor
  • Method for preparing bis((3, 4-epoxycyclohexyl) methyl) adipate by using microchannel reactor
  • Method for preparing bis((3, 4-epoxycyclohexyl) methyl) adipate by using microchannel reactor

Examples

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Embodiment 1

[0044] Esterification reaction: 114.5g of 3-cyclohexene-1-methanol (98%), 102.2g of triethylamine (99%) and 400g of tetrahydrofuran were sequentially added into a three-necked flask and stirred evenly to obtain solution 1. Solution 1 and 102.7g hexadienoyl chloride (98%) were pumped into the first mixer at the ratio of flow rate 8.7mL / min: 1mL / min and mixed, then entered into the first microchannel reactor, at a temperature of 40°C Next, react for 30 minutes. After the reaction finishes, filter the salts that reaction generates, and remove solvent and obtain intermediate two ((3-cyclohexenyl) methyl) adipate 324.3g, purity 98.1%, molar yield is 95.2% (according to Calculate the amount of adipoyl chloride).

[0045]Epoxidation reaction: 324.3 g of bis((3-cyclohexenyl)methyl)adipate obtained above was dissolved in 650 g of chloroform to obtain solution 2. 37.7g of anhydrous sodium acetate was dissolved in 321g of 50% hydrogen peroxide (w / W) aqueous solution to obtain solution ...

Embodiment 2

[0049] Esterification reaction: 114.5g of 3-cyclohexene-1-methanol (98%), 102.2g of triethylamine (99%) and 650g of chloroform were sequentially added into a three-necked flask and stirred evenly to obtain solution 1. Solution 1 and 102.7g hexadienoyl chloride (98%) were pumped into the first mixer at the ratio of flow rate 8.7mL / min: 1mL / min and mixed, then entered into the first microchannel reactor, at a temperature of 40°C Next, react for 30 minutes. After the reaction, filter the salts generated by the reaction to obtain the intermediate bis((3-cyclohexenyl)methyl)adipate solution (solution two); this step solution can be directly used without vacuum distillation. In the epoxidation reaction, the operation steps are simplified.

[0050] Epoxidation reaction: 37.6g of anhydrous sodium acetate was dissolved in 320g of 50% hydrogen peroxide (w / W) aqueous solution to obtain solution three; solution three and 310g of acetic anhydride were mixed at a flow rate of 5.1mL / min: 5m...

Embodiment 3

[0053] Implementation conditions and steps are the same as in Example 2, except that the triethylamine in the esterification reaction is changed into 32% aqueous sodium hydroxide solution, and the purity of bis((3,4-epoxycyclohexyl)methyl)adipate is 97.8%. %, the molar yield is 93.4%, and the epoxy equivalent value is 205.1g / eq.

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Abstract

The invention discloses a method for preparing bis((3, 4-epoxycyclohexyl) methyl) adipate by using a microchannel reactor. The method comprises the following steps: using 3-cyclohexene-1-methanol andhexanedioyl chloride as raw materials for performing esterification reaction in a first microreactor to prepare an intermediate bis((3-cyclohexenyl)methyl) adipate; using peroxyacetic acid as an oxidant; performing selective epoxidation on carbon-carbon double bonds of cyclohexenyl on the intermediate bis((3-cyclohexenyl)methyl) adipate in a second microreactor to prepare bis((3, 4-epoxycyclohexyl) methyl) adipate. The method provided by the invention adopts an in-situ method, performs epoxidation reaction of olefin while preparing peroxyacetic acid, and has the advantages of easily operable process, low esterification reaction temperature, few side reactions, simple post-treatment, high efficiency, high reaction yield, high product purity, obvious improvement in conversion rate of the intermediate product and selectivity of the product, simple product separation process and operation, and suitability for a continuous production process.

Description

technical field [0001] The invention relates to a method for preparing bis((3,4-epoxycyclohexyl)methyl)adipate with a microchannel reactor, and belongs to the field of preparation of alicyclic epoxy resins. Background technique [0002] Bis((3,4-epoxycyclohexyl)methyl)adipate (ERL4299) is an epoxy resin with special functions developed by United Carbon Chemical Company. It has the following characteristics: saturated structure, excellent weather resistance , the finished product will not crack or yellow, and carbon dioxide and water will be generated during electrical decomposition, unlike aromatic resins that produce graphite and cause short circuits; low chlorine content, especially suitable for insulating materials that require high electrical performance, good high-temperature insulation, and durability Strong arc resistance and tracking resistance; can be cured by heat or light, fast curing and low curing shrinkage; the cured product has high cross-linking density and e...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D303/16C07D301/16
Inventor 韩建伟贾泉马培培吴宏亮芮阳
Owner JIANGSU TETRA NEW MATERIAL TECH
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