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Method for synthesizing triphenyl phosphine dichloride

A technology of triphenylphosphine dichloride and triphenylphosphine oxide is applied in the synthesis field of triphenylphosphine chloride, can solve the problems of high risk, large environmental pollution, low yield and the like, and achieves convenient recovery and application , The effect of less by-products and mild conditions

Active Publication Date: 2005-08-31
ZHEJIANG UNIV +3
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] By using triphenylphosphine oxide as a raw material, many patents have been reported for the preparation of triphenylphosphine dichloride. Patent US 3405180 has reported that triphenylphosphine oxide and phosphorus pentachloride or triphenylphosphine oxide and dichloro Sulfone reacts in solvents such as o-dichlorobenzene, generates triphenylphosphine dichloride; Patent US 3855310 reports generating triphenylphosphine dichloride with the reaction of triphenylphosphine oxide, phosphorus trichloride and chlorine; the above-mentioned three In this method, the raw material is expensive, the yield is low, the reaction produces a lot of waste, and the environment is polluted greatly.
[0004] Patent US 4301301 adopts the method of introducing carbon monoxide and chlorine gas into a solution containing triphenylphosphine oxide to generate triphenylphosphine dichloride. The solvent used in this method needs to remove water and oxygen, and the reaction needs to be pressurized, and carbon monoxide and chlorine gas High toxicity, high transportation cost for gas at room temperature
[0005] Patents US 4249023 and US 5527966 react triphenylphosphine oxide and phosgene in different organic solvents to generate triphenylphosphine dichloride. This method uses highly toxic phosgene, which is highly dangerous, and the gas phosgene is not conducive to transportation

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0015] Add 8g of triphenylphosphine oxide and 25ml of toluene into a 100ml four-necked flask, stir to dissolve them completely, add a small amount of triethylamine catalyst, and then slowly add 15ml of toluene solution containing 3.0g of triphosgene dropwise at 20°C , added dropwise for half an hour, then continued to stir for 8 hours, and the molar yield was 82.2%.

Embodiment 2

[0017] Add 8g of triphenylphosphine oxide and 25ml of chlorobenzene into a 100ml four-necked flask, stir to dissolve them completely, add a small amount of triethylamine catalyst, and then slowly add 15ml of chlorine containing 3.0g of triphosgene dropwise at 40°C. Benzene solution was added dropwise for half an hour, then continued to stir for 6 hours, and the molar yield was 85.7%.

Embodiment 3

[0019] Add 8g of triphenylphosphine oxide and 25ml of toluene into a 100ml four-necked flask, stir to dissolve them completely, add a small amount of triethylamine catalyst, and slowly add 15ml of toluene solution containing 3.0g of triphosgene dropwise at 60°C , added dropwise for half an hour, then continued to stir for 6 hours, and the molar yield was 88.8%.

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PUM

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Abstract

A process for synthesizing phosphine triphenyldichloride features the reaction between phosphine triphenyloxide and triphosgene or biphosgene in organic solvent under existance of the nucleophilic catalyst chosen from N,N-dimethyl formamide, triethylamine, pyridine, etc.

Description

technical field [0001] What the present invention relates to is the synthetic method of triphenylphosphine chloride. Background technique [0002] Triphenylphosphine dichloride is the important intermediate of synthetic triphenylphosphine, especially in the by-product triphenylphosphine oxide of Wittig reaction as raw material, in the method for synthesizing triphenylphosphine, triphenylphosphine dichloride is key intermediates. [0003] By using triphenylphosphine oxide as a raw material, many patents have been reported for the preparation of triphenylphosphine dichloride. Patent US 3405180 has reported that triphenylphosphine oxide and phosphorus pentachloride or triphenylphosphine oxide and dichloro Sulfone reacts in solvents such as o-dichlorobenzene, generates triphenylphosphine dichloride; Patent US 3855310 reports generating triphenylphosphine dichloride with the reaction of triphenylphosphine oxide, phosphorus trichloride and chlorine; the above-mentioned three In ...

Claims

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Application Information

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IPC IPC(8): C07F9/52
Inventor 李浩然陈志荣吴连海王从敏胡柏剡
Owner ZHEJIANG UNIV
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