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Self-assembled quaternary phosphonium salt material

A quaternary phosphonium salt, self-assembly technology, applied in the field of organic chemistry, can solve the problem of less research on quaternary phosphonium salt

Inactive Publication Date: 2018-03-16
NANJING UNIVERSTIY SUZHOU HIGH TECH INST
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, there have been many research reports on ammonium salts at home and abroad, but there are relatively few studies on quaternary phosphonium salts, especially in China, the research on the properties of quaternary phosphonium salts has just started.

Method used

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  • Self-assembled quaternary phosphonium salt material
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  • Self-assembled quaternary phosphonium salt material

Examples

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Effect test

example 1

[0032]Dissolve 16.2g (21.2mmol) of 3,4,5-tris(tetradecyloxy)benzyl chloride and 2.8g (6.6mmol) of 1,4-(bisdiphenylphosphine)butane in 60mL of chloroform at room temperature In a three-neck flask (100mL), stir vigorously and completely remove oxygen (nitrogen protection). Heated to 61 ° C reflux reaction for 65h. After the reaction, cool to room temperature, transfer the reaction solution to an eggplant-shaped bottle, concentrate the organic phase with a rotary evaporator, then add 80 mL of ethyl acetate, heat until completely dissolved, and transfer to a refrigerator at 4 °C after cooling to room temperature. After crystallization, filtration and drying, 12.4 g of 3,4,5-tris(tetradecyloxy)1,4-bis(diphenylphosphonium chloride)butane was obtained, with a yield of 97%.

example 2

[0034] Dissolve 11.0g (14.4mmol) of 3,4,5-tris(tetradecyloxy)benzyl chloride and 2.2g (5.2mmol) of 1,4-(bisdiphenylphosphine)butane in 50mL of chloroform at room temperature In a three-neck flask (100mL), stir vigorously and completely remove oxygen (nitrogen protection). Heated to 61 ° C reflux reaction for 60h. After the reaction, cool to room temperature, transfer the reaction solution to an eggplant-shaped bottle, concentrate the organic phase with a rotary evaporator, then add 60 mL of ethyl acetate, heat until completely dissolved, and transfer to a refrigerator at 4 °C after cooling to room temperature. After crystallization, filtration and drying, 9.6 g of 3,4,5-tris(tetradecyloxy)1,4-bis(diphenylphosphonium chloride)butane was obtained, with a yield of 95%.

[0035] Add 9.6g (4.9mmol) of 3,4,5-tris(tetradecyloxy)1,4-bis(diphenylphosphonium chloride)butane, 2.5g (15.6mmol) of potassium ethyl xanthate and 45mL of chloroform solvent were stirred and reacted for 16 hour...

example 3

[0037] Dissolve 13.5g (17.7mmol) of 3,4,5-tris(tetradecyloxy)benzyl chloride and 2.5g (5.9mmol) of 1,4-(bisdiphenylphosphine)butane in 55mL of chloroform at room temperature In a three-neck flask (100mL), stir vigorously and completely remove oxygen (nitrogen protection). Heated to 61 ° C reflux reaction for 72h. After the reaction, cool to room temperature, transfer the reaction solution to an eggplant-shaped bottle, concentrate the organic phase with a rotary evaporator, then add 65 mL of ethyl acetate, heat until it is completely dissolved, cool to room temperature, and transfer to a refrigerator at 4 °C. After crystallization, filtration and drying, 11.0 g of 3,4,5-tris(tetradecyloxy)1,4-bis(diphenylphosphonium chloride)butane was obtained, with a yield of 96%.

[0038] Add 11.0 g (5.6 mmol) of 3,4,5-tris(tetradecyloxy)-1,4-bis(diphenylphosphonium chloride) butane, 3.4g (21.2mmol) potassium ethyl xanthate and 50mL chloroform solvent were stirred and reacted for 20 hours....

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Abstract

The invention provides a 3, 4, 5-tri(tetradecyloxy)1, 4-bis(diphenylphosphonium chloride)butane self-assembled material in order to form strong two-ionic bond double-skeleton and London dispersion force between long chain alkyl, thus realizing highly ordered self-assembled structural material. The synthesis steps mainly include: subjecting 1, 4-bis(diphenylphosphino)butane and 3, 4, 5-tri(tetradecyloxy)benzyl chloride to substitution reaction to generate 3, 4, 5-tri(tetradecyloxy)1, 4-bis(diphenylphosphonium chloride)butane, conducting ethyl acetate recrystallization for purification, then using ethyl xanthic acid radical as the anion exchanger, then carrying out reaction with hydrobromic / iodic acid to produce corresponding 3, 4, 5-tri(tetradecyloxy)1, 4-bis(diphenyl bromide / phosphonium iodide)butane. The self-assembled quaternary phosphonium salt provides a novel medium material for lithium ion conduction, porphyrin based electrochemiluminescence, template preparation, nanomaterials and other application technology fields.

Description

technical field [0001] The invention relates to the technical field of organic chemistry, in particular to a quaternary phosphonium salt ionic liquid self-assembly material. Background technique [0002] Ionic Liquids and Supercritical CO 2 , two-phase water side by side as the three "green" solvents. Quaternary phosphonium salt ionic liquid has the advantages of low vapor pressure, non-flammability, good thermal and chemical stability, low corrosion, high electrical conductivity, large electrochemical window, etc., and has been used as a new type of self-assembled dielectric material in chemical industry , electrochemistry, new materials, electronics and information technology, biology and medicine, and many other emerging industries that China's current strategy focuses on. Quaternary phosphonium salts have similar structure and physical and chemical properties to quaternary ammonium salts, but quaternary phosphonium salts have a lower melting point and more stable physi...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F9/54
CPCC07F9/5456
Inventor 马科锋徐同强杨阳
Owner NANJING UNIVERSTIY SUZHOU HIGH TECH INST
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