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Synthetic method of 1-(biphenyl-4-yl)-2-methyl-2-morpholinopropan-1-one

A technology of morpholino propane and a synthesis method, applied in the direction of organic chemistry and the like, can solve the problems of excessive waste water, difficult industrial implementation and high cost, and achieve the effects of simplifying the process, reducing the production cycle and fast reaction speed.

Active Publication Date: 2014-02-19
TIANJIN JIURI NEW MATERIALS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The synthesis process can overcome the problems of high cost, high toxicity, large amount of waste water, and difficult industrial implementation in the existing methods. It is a synthetic method with low cost, environmental friendliness, high yield, easy operation, and industrial production value.

Method used

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  • Synthetic method of 1-(biphenyl-4-yl)-2-methyl-2-morpholinopropan-1-one
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  • Synthetic method of 1-(biphenyl-4-yl)-2-methyl-2-morpholinopropan-1-one

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] Example 1: Synthesis of 1-(biphenyl-4-yl)-2-methyl-2-morpholinopropane-1-one

[0037] 1) Add 450 grams of isobutyric acid into a 1000 ml reaction kettle, raise the temperature to 45°C, then add 320 grams of phosphorus trichloride, keep it at 55°C for 6 hours, follow the reaction by GC, and stop the reaction after the disappearance of the raw material isobutyric acid. The inorganic acid in the lower layer was separated to obtain 541.8 grams of isobutyryl chloride, the GC content was 99.4%, and the product yield was about 99.6%.

[0038] 2) Add 376 grams of anhydrous dichloroethane to a 1000 ml reaction bottle, cool down to 10°C, add 90 grams of anhydrous aluminum trichloride and 100 g of biphenyl, continue to cool down to 5°C, and add the prepared in step 1) Acyl chloride 76 grams, kept at 5°C for 5 hours, GC followed the reaction, after the raw material biphenyl disappeared, the reaction was terminated. Pour the above reaction solution into 240 g of 3% dilute hydrochlo...

Embodiment 2

[0041] Example 2: Synthesis of 1-(biphenyl-4-yl)-2-methyl-2-morpholinopropane-1-one

[0042] 1) Add 376 g of anhydrous chlorobenzene into a 1000 ml reaction bottle, cool down to 10°C, add 90 g of anhydrous aluminum trichloride and 100 g of biphenyl, continue cooling down to 5°C, add the acid chloride 76 prepared in Example 1 gram, kept at 5° C. for 5 hours, and followed the reaction by GC. After the raw material biphenyl disappeared, the reaction was terminated. The above reaction solution was poured into 240 g of 3% dilute hydrochloric acid, stirred for 1 hour, and separated to obtain a 2-methyl-1-biphenyl-1-acetone solution with a GC content of 99.5%.

[0043] 2) Add the 1-(biphenyl-4-yl)-2-methylpropan-1-one solution prepared in step 1) into a 250ml reaction bottle, raise the temperature to 90°C, then inject chlorine gas, and follow the reaction by GC , After 1-(biphenyl-4-yl)-2-methylpropan-1-one disappears, the reaction is terminated. Lower the temperature and add 133 m...

Embodiment 3

[0045] Example 3: Synthesis of 1-(biphenyl-4-yl)-2-methyl-2-morpholinopropane-1-one

[0046] 1) Add 376 grams of anhydrous dichloroethane into a 1000 ml reaction bottle, cool down to 8°C, add 95 grams of anhydrous aluminum trichloride and 100 g of biphenyl, continue to cool down to 3°C, and add the 76 grams of acid chloride were incubated at 14° C. for 4 hours, and the reaction was tracked by GC. After the raw material biphenyl disappeared, the reaction was terminated. Pour the above reaction solution into 220 grams of 3.5% dilute hydrochloric acid, stir for 1 hour, separate the liquids, the organic phase is 1-(biphenyl-4-yl)-2-methylpropan-1-one solution, GC The content is 99.0%.

[0047] 2) Add the 1-(biphenyl-4-yl)-2-methylpropan-1-one solution prepared in 1) into a 250 ml reaction bottle, raise the temperature to 90°C, then inject chlorine gas, and follow the reaction by GC , after 1-(biphenyl-4-yl)-2-methylpropan-1-one disappears, the reaction is terminated. Lower the ...

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Abstract

The invention discloses a synthetic method of 1-(biphenyl-4-yl)-2-methyl-2-morpholinopropan-1-one which is efficient free radical photoinitiator. The synthetic method of the 1-(biphenyl-4-yl)-2-methyl-2-morpholinopropan-1-one specifically comprises the steps that biphenyl serves as a raw material, an acylation reaction and a chlorination reaction are carried out on the biphenyl, and finally the biphenyl reacts with morpholine. According to the three reactions, intermediates do not need to be processed through purification, solvent dose not need to be replaced, continuous reactions can be carried out, the total yield is high, and the technology is friendly to the environment. The synthetic method of the 1-(biphenyl-4-yl)-2-methyl-2-morpholinopropan-1-one is low in cost, friendly to the environment, easy to operate and applicable to industrialization.

Description

technical field [0001] The invention relates to a method for synthesizing a high-efficiency free radical photoinitiator 1-(biphenyl-4-yl)-2-methyl-2-morpholinopropan-1-one, in particular to 1-(biphenyl -4-yl)-2-methyl-2-morpholinopropan-1-one uses biphenyl as a raw material, undergoes acylation, chlorination, and finally reacts with morpholine. These three-step reaction intermediates do not need to be purified. The reaction can be carried out continuously without changing the solvent, and a cheap, environment-friendly, easy-to-operate and industrialized synthesis method is provided. Background technique [0002] 1-(biphenyl-4-yl)-2-methyl-2-morpholinopropan-1-one is a new type of ultraviolet α-aminoacetophenone photoinitiator, which has high-efficiency free radical polymerization initiation Reactive, it can be used alone or in combination with ITX or traditional hydroxyketone and benzophenone photoinitiators. [0003] [0004] Shenzhen Youwei Chemical Technology Develop...

Claims

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Application Information

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IPC IPC(8): C07D295/108
CPCC07D295/104
Inventor 张齐武瑞罗想王涛杨天艳徐新元赵国锋李洪洲刘艳丽
Owner TIANJIN JIURI NEW MATERIALS CO LTD
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