Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Sulfonated aromatic phosphine oxide polymer containing hydroquinone and preparation method and application thereof

A hydroquinone and sulfonated aromatic technology is applied in the field of sulfonated aromatic phosphine oxide polymer and its preparation, which can solve the problems of low hydrogen permeability and the like, and achieve the effects of simple purification, mild conditions, low price and easy availability

Active Publication Date: 2021-10-15
SHANGHAI INST OF TECH
View PDF5 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although the selected hydrocarbon-based copolymers have slightly lower proton conductivity compared to Nafion membranes, they show significantly lower hydrogen gas permeability, especially at elevated temperatures

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Sulfonated aromatic phosphine oxide polymer containing hydroquinone and preparation method and application thereof
  • Sulfonated aromatic phosphine oxide polymer containing hydroquinone and preparation method and application thereof
  • Sulfonated aromatic phosphine oxide polymer containing hydroquinone and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0039] Add 4.0 mmol (1.2571 g) of bis(4-fluorophenyl) phenylphosphine oxide, 1.8 mmol (0.4109 g) of 2,5-di Potassium hydroxybenzenesulfonate, 2.2 mmol (0.2422 g) of hydroquinone and 4.50 mmol (0.6218 g) of K 2 CO 3 , and then add 8 mL of N-methyl-2-pyrrolidone and 8 mL of toluene into the flask, pass through nitrogen protection, and stir evenly at room temperature. Raise the temperature to 150°C for reaction, maintain reflux for 4 hours, discharge toluene, raise the temperature and react at 175°C for 24 hours, then continue to raise the temperature to 190°C until the reaction solution is very viscous. Lower the reaction temperature to 120°C, add 2 mL of N-methyl-2-pyrrolidone into the three-necked flask to dilute the reaction solution, then pour it into 300 mL of deionized water, and stir while pouring to obtain brown strips. Soak the product in hot water to remove inorganic salts, dry it in vacuum for 24 hours, and set it aside.

[0040] Implementation effect: yield 92%, n...

Embodiment 2

[0042]Add 4.0 mmol (1.2571 g) bis(4-fluorophenyl) phenylphosphine oxide, 2.0 mmol (0.4563 g) 2,5-bis Potassium hydroxybenzenesulfonate, 2.0 mmol (0.2202 g) of hydroquinone and 4.55 mmol (0.6294 g) of K 2 CO 3 , and then add 8mL N-methyl-2-pyrrolidone and 8mL toluene into the flask, pass through nitrogen protection, and stir evenly at room temperature. Raise the temperature to 150°C for reaction, maintain reflux for 4 hours, discharge toluene, and continue to react at 175°C until the reaction solution is very viscous. Lower the reaction temperature to 120°C, add 2 mL of N-methyl-2-pyrrolidone into the three-necked flask to dilute the reaction solution, then pour it into 300 mL of deionized water, and stir while pouring to obtain brown strips. Soak the product in hot water to remove inorganic salts, dry it in vacuum for 24 hours, and set it aside.

[0043] Implementation effect: yield 92%, number average molecular weight M n =3.17×10 4 , weight average molecular weight M w...

Embodiment 3

[0045] Add 4.0 mmol (1.2571 g) bis(4-fluorophenyl) phenylphosphine oxide, 2.2 mmol (0.5022 g) 2,5-bis Potassium hydroxybenzenesulfonate, 1.8 mmol (0.1982 g) of hydroquinone and 4.61 mmol (0.6370 g) of K 2 CO 3 , and then add 8 mL of N-methyl-2-pyrrolidone and 8 mL of toluene into the flask, pass through nitrogen protection, and stir evenly at room temperature. Raise the temperature to 150°C for reaction, maintain reflux for 4 hours, discharge toluene, and continue to react at 175°C until the reaction solution is very viscous. Lower the reaction temperature to 120°C, add 2 mL of N-methyl-2-pyrrolidone into the three-necked flask to dilute the reaction solution, then pour it into 300 mL of deionized water, and stir while pouring to obtain brown strips. Soak the product in hot water to remove inorganic salts, dry it in vacuum for 24 hours, and set it aside.

[0046] Implementation effect: the productive rate is 93%, the number average molecular weight M n =3.32×10 4 , weight...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

PropertyMeasurementUnit
dispersityaaaaaaaaaa
water absorptionaaaaaaaaaa
dispersityaaaaaaaaaa
Login to View More

Abstract

The invention relates to a sulfonated aromatic phosphine oxide polymer containing hydroquinone and a preparation method and application thereof, the structural general formula of the polymer is as follows, wherein M = Li, Na, K, Rb or Cs; when m = 1, the polymer is a homopolymer containing triphenylphosphine oxide and hydroquinone; when m = 0, the polymer is a homopolymer containing triphenylphosphine oxide and sulfonated dihydroxyl monomers; when 0 < m < 1, the polymer is a copolymer containing triphenylphosphine oxide, a sulfonated dihydroxyl monomer and hydroquinone; n is a repeating unit, and n is an integer greater than or equal to 10. Compared with the prior art, a hydroquinone sulfonate structure which is cheap, easy to obtain and easy to treat and purify is introduced into an aromatic phosphine oxide polymer main chain, and the proton exchange membrane material which is good in performance and low in price and has potential application value is prepared on the premise that the phosphine oxide structure is kept.

Description

technical field [0001] The invention relates to the technical field of polymer materials, in particular to a hydroquinone-containing sulfonated aromatic phosphine oxide polymer and a preparation method and application thereof. Background technique [0002] Proton exchange membrane is the key material of proton exchange membrane fuel cell. At present, PEMFC mainly uses Nafion perfluorinated membrane. However, when the temperature is high or the humidity is low, the conductivity of Nafion drops sharply, the methanol permeability is too high, and the price is expensive, which is difficult to meet the requirements of PEMFC industrial application. Sulfonated aromatic polymers are a class of high-performance polymers with good mechanical properties, high thermal stability, and designable structures. Among them, the phosphine oxide groups contained in sulfonated aromatic phosphine oxide polymers can improve their water retention, Compatible with inorganic or organic materials, it...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Applications(China)
IPC IPC(8): C08G65/40B01D71/52H01M8/1034H01M8/1072
CPCC08G65/4006B01D71/52H01M8/1034H01M8/1072Y02E60/50
Inventor 廖慧英鲁晨康丽琴
Owner SHANGHAI INST OF TECH
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com