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Method for preparing tetraphenyl phosphoric bromide

A technology of tetraphenylphosphonium bromide and triphenylphosphonium bromide is applied in the field of preparation of tetraphenylphosphonium bromide, can solve the problems of serious pollution of three wastes, high risk and high production cost, and achieves safe and simple operation and high yield High and low cost effect

Active Publication Date: 2011-02-16
SHANGHAI HETENG FINE CHEM +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0012] In the above-mentioned prior art, the cost of using Grignard reagent in the reaction of the first method is high, the risk is large, and it is difficult to industrialize; the second and third methods all use anhydrous divalent halide metal salts, which can be industrialized from a technical point of view , but as an anhydrous catalyst with good catalytic effect such as: NiBr 2 and NiCl 2 Industrially difficult to prepare and relatively expensive
[0013] Therefore, the existing preparation method of tetraphenylphosphorus bromide has problems such as high production cost, serious pollution of three wastes, dangerous operation, and inability to produce on a large scale.

Method used

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  • Method for preparing tetraphenyl phosphoric bromide
  • Method for preparing tetraphenyl phosphoric bromide
  • Method for preparing tetraphenyl phosphoric bromide

Examples

Experimental program
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Effect test

Embodiment 1

[0032] 420 grams (1.60 moles) of triphenylphosphine, 330 milliliters (3.15 moles) of benzene bromide and 195 grams (0.82 moles) of NiCl 2 ·6H 2 O was added to the reaction bottle and heated to reflux for 2 hours, then heated up and distilled to an internal temperature of 180 degrees, and reacted at 180-190 degrees for 2 hours; heated and distilled to an internal temperature of 200 degrees, reacted at 200-205 degrees for 2 hours; cooled at 100 degrees , add hot water at 95-100 degrees, heat and stir for half an hour, stand still at 95-100 degrees for 1 hour, and separate layers (105 grams of triphenylphosphine are separated); the water layer is cooled to 5-10 degrees while stirring, and filtered; Rinse with cold water to obtain a white wet product, and dry to obtain 503 grams of tetraphenylphosphine bromide as a finished product, melting point: 286-287 degrees.

[0033] The yield can reach 95% by recycling triphenylphosphine for many times.

Embodiment 2

[0035] 420 grams (1.60 moles) of triphenylphosphine, 330 milliliters (3.15 moles) of benzene bromide and 203 grams (0.80 moles) of NiBr 2 2H 2 O was added to the reaction bottle and heated to reflux for 2 hours, then heated up and distilled to an internal temperature of 180°C, and reacted at 180-190°C for 2 hours; heated up and distilled to an internal temperature of 200°C, reacted at 200-205°C for 2 hours; cooled to 100°C ℃, add hot water at 95-100 ℃, heat and stir for half an hour, stand still at 95-100 ℃ for 1 hour, and separate layers (84 grams of triphenylphosphine are separated); the water layer is cooled to 5-10 ℃ while stirring, and filtered; Rinse with cold water to obtain a white wet product, and dry to obtain 536 grams of tetraphenylphosphine bromide, melting point: 286-287 degrees.

[0036] The yield can reach 98% by recycling triphenylphosphine for many times.

Embodiment 3

[0038] 210 grams (0.80 moles) of triphenylphosphine, 168 milliliters (1.60 moles) of benzene bromide and 136 grams (0.80 moles) of CuCl 2 2H 2 O was added to the reaction bottle and heated to reflux for 1 hour, then heated up and distilled to an internal temperature of 170 degrees, and reacted at 180-190 degrees for 1 hour; heated and distilled to an internal temperature of 190 degrees, reacted at 200-205 degrees for 1 hour; cooled to 90 ℃, add hot water at 95-100 ℃, heat and stir for 1 hour, stand still at 95-100 ℃ for 2 hours, and separate layers (52 grams of triphenylphosphine are separated); the water layer is cooled to 5-10 ℃ while stirring, and filtered; Rinse with cold water to obtain a white wet product, and dry to obtain 252 grams of tetraphenylphosphine bromide, melting point: 286-287 degrees.

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Abstract

The invention relates to a method for preparing tetraphenylphosphonium bromide. The method takes tiphenylphosphine and bromobenzene as raw materials to prepare tetraphenylphosphonium bromide in the presence of a catalyst of a divalent metal halide salt with crystal water by a nonsolvent method. Compared with the prior art, the method takes the divalent metal halide salt with crystal water as the catalyst, uses bromobenzene as a reactant, a reaction solvent and a dewatering solvent in a reaction system, does not require other solvents, can recycle the bromobenzene, water and catalyst, has advantages of safe and simple operation, low cost, less amount of three wastes, high yield ( 75 to 80 percent for a single time without regard to recycling, 95 to 98 percent taking recycling into account)and so on and is suitable for industrial production.

Description

technical field [0001] The invention relates to a phase transfer catalyst, in particular to a preparation method of tetraphenylphosphine bromide. Background technique [0002] As an important phosphorus-containing phase transfer catalyst, tetraphenylphosphorus bromide mainly has the following preparation techniques. [0003] Document J.APPL.CHEM.U.SS.R.25, 1173-6 (1952); ZHUR.PRIKLAL.KHIM.25, 1111-14 (1952) reported that take m-triphenylphosphine as raw material, and Grignard Reagents react to generate tetraphenylphosphine bromide (as shown below), yield: 72.8%. The Grignard reagent used in this reaction is costly and dangerous. [0004] [0005] Document SYNTH.REACT.INORG.-ORG.CHEM., 17(3), 307-8(1987) reported heating and refluxing with benzonitrile, triphenylphosphine, anhydrous nickel bromide and benzene bromide for 3 hours, Then the benzonitrile solvent was evaporated under normal pressure, and the product tetraphenylphosphine bromide was obtained after post-treatm...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F9/535
Inventor 施冠成滑国钰
Owner SHANGHAI HETENG FINE CHEM