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Novel polymer containing phosphonate group and preparation method and application of novel polymer

A phosphonate group and polymer technology, which is used in the synthesis of polyaryl ether phosphine oxide polymers and their preparation, as well as in the field of new polymer materials, can solve weak resistance, increase fresh water treatment process technology, easy to shrink deformation, etc.

Active Publication Date: 2012-08-22
TIANJIN NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, cellulose acetate membranes are susceptible to microbial attack, and are prone to shrinkage and deformation under high temperature or high pressure conditions, and are only suitable for a narrow pH range; aromatic polyamide composite membranes are resistant to continuous exposure to oxidants such as free chlorine. Rather weak resistance, thus increasing the process of fresh water treatment process, thus also increasing the cost of clean water treatment

Method used

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  • Novel polymer containing phosphonate group and preparation method and application of novel polymer
  • Novel polymer containing phosphonate group and preparation method and application of novel polymer
  • Novel polymer containing phosphonate group and preparation method and application of novel polymer

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] Preparation of bis(4-fluorophenyl)(3'-diethoxyphosphonophenyl)phosphine oxide

[0026] (1) Preparation of bis(4-fluorophenyl)phenylphosphine oxide (BFPPO)

[0027]

[0028] At room temperature, under a nitrogen atmosphere, slowly drop 66.0 ml (600.0 mmol, dissolved in 80.0 ml THF) of 4-fluorobromobenzene into a round bottom flask filled with 14.40 g (600.0 mmol) magnesium chips and 80.0 ml THF, dropwise After completion, heat to 60°C to react until the reaction of magnesium chips is complete, then cool the reaction system to 0°C, then slowly add 43.0 ml (300.0 mmol, dissolved in 80.0 ml THF) phenylphosphonic dichloride dropwise to the reaction solution, After the dropwise addition, the reaction system was warmed up to 80 o C for 9 h, then reacted at room temperature until the raw materials disappeared (TLC monitoring), then added 10% sulfuric acid solution to quench the reaction, adjusted the pH to 1, then extracted the aqueous phase with 300.0 ml ether for 3 times,...

Embodiment 2

[0043] Preparation of bis(4-chlorophenyl)(3'-diethoxyphosphonophenyl)phosphine oxide

[0044] (1) Preparation of bis(4-chlorophenyl)phenylphosphine oxide (BCPPO)

[0045]

[0046] At room temperature, under a nitrogen atmosphere, slowly drop 114.87g (600.0 mmol, dissolved in 80.0 ml THF) 4-chlorobromobenzene into a round bottom flask containing 14.40 g (600.0 mmol) magnesium chips and 80.0 ml THF, dropwise After completion, heat to 60 o C to react until the reaction of magnesium scraps is complete, then cool the reaction system to 0°C, slowly add 43.0 ml (300.0 mmol , dissolved in 80.0 ml THF) phenylphosphonic dichloride dropwise to the reaction solution, after the addition is complete The reaction system was heated to 80°C for 9 h, then reacted at room temperature until the raw materials disappeared (monitored by TLC), then quenched the reaction by adding 10% sulfuric acid solution, adjusted the pH to 1, and then extracted the aqueous phase with 300.0 ml diethyl ether thr...

Embodiment 3

[0060] Preparation of phosphonate polymer (I-1)

[0061]

[0062] (I-1)

[0063] Under nitrogen atmosphere, bis(4-fluorophenyl)(3'-diethoxyphosphonophenyl)phosphine oxide (6.30 g, 14 mmol), 4,4'-dichlorodiphenylsulfone (1.72 g, 6 mmol), biphenol (3.72 g, 20 mmol), anhydrous potassium carbonate (3.18 g, 23 mmol), N,N-dimethylacetamide (DMAC) 56 mL, toluene 28 mL, mixed and heated Water was separated at 160°C for 4 hours, the toluene was distilled off, the temperature was raised to 180°C, and the reaction was carried out for 36 hours. Slowly pour the reaction solution into 400 mL of deionized water to obtain a white strip polymer, change the water, keep the temperature at 80°C, boil in water three times, each time for 6 hours, filter, dry, and vacuum dry at 100°C for 24 hours to obtain a white Fibrous polymer 10.31 g. Yield 96%, intrinsic viscosity 0.55 dL / g.

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Abstract

The invention discloses a polymer containing phosphonate group. The polymer is prepared by mixing a monomer containing phosphonate group and a diphenol (dithio) monomer (or to different kinds of diphenol (dithio) monomers with dihalide monomer according to a certain proportion; heating to a certain temperature in high-boiling-point aprotic solvent with existence of medium strong base and methylbenzene, subjecting the mixture to backflowing and water diversion for some time before evaporating the methylbenzene, increasing reaction temperature, reacting for some time continuously, pouring reaction liquid into deionized water after reaction, and obtaining solid; then washing the solid three times by deionized water and obtaining a polymer I or II by drying in vacuum, wherein the monomer containing phophonate group is di (4-fluorine phenyl) (3'-diethyoxyl phosphonic acyl phenyl) phosphonic oxide or di (4-chlorphenyl) (3'-diethyoxyl phosphonic acyl phenyl) phosphonic oxide. The polymer containing phophonate group expresses excellent reverse osmosis desalination and proton conduction performances.

Description

[0001] This application is supported by the Tianjin Municipal Science and Technology Commission Science and Technology Support Key Project (contract number: 10ZCKFSH01800). technical field [0002] The invention belongs to the technical field of polymer materials, relates to the field of reverse osmosis, nanofiltration membrane water treatment and fuel cell application materials preparation, in particular to the synthesis of polyaryl ether phosphine oxide polymers and their preparation methods, and related A novel polymer material with phosphonate, phosphonic acid, and phosphonate groups, and an efficient preparation method thereof. Background technique [0003] As an energy technology, fuel cells have the advantages of energy security, supply security and environmental friendliness. The proton exchange membrane is the core component of the fuel cell. The proton exchange membrane in the high-efficiency fuel cell should have the following characteristics: high proton conducti...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G65/40C07F9/53H01M8/10B01D71/52
CPCY02E60/50
Inventor 张中标汤红英张成凤张新玉
Owner TIANJIN NORMAL UNIVERSITY
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