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Phenolphthalein polyether sulfone containing tertiary amine side group and preparation method thereof

A technology of tertiary amines and side groups, which is applied in the field of phenolphthalein polyethersulfone and its preparation, can solve the problems of application limitations, low water permeability, protein adhesion, etc., and achieve the effect of low requirements on reaction conditions, low price and easy control

Active Publication Date: 2010-06-09
CHANGCHUN INST OF APPLIED CHEMISTRY - CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] However, the existing phenolphthalein-type polyethersulfone has strong hydrophobicity, and its application is limited, especially when it is used as an ultrafiltration membrane or a reverse osmosis support bottom membrane for water treatment, not only the water permeability is low, but also the protein sticks Attached to the surface of the membrane and continuously reproduce, so that the water permeability of the membrane continues to decrease
At the same time, in the molecular structure of the existing phenolphthalein polyethersulfone, except for the phthalein side group, there are no other highly active functional groups, which is not conducive to the further functionalization of polyethersulfone and the modification of polyethersulfone products.

Method used

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  • Phenolphthalein polyether sulfone containing tertiary amine side group and preparation method thereof
  • Phenolphthalein polyether sulfone containing tertiary amine side group and preparation method thereof
  • Phenolphthalein polyether sulfone containing tertiary amine side group and preparation method thereof

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[0050] The invention also discloses a preparation method of phenolphthalein polyethersulfone containing tertiary amine side groups, comprising:

[0051] a) adding halogenated organic monomers or nitrated organic monomers, catalysts and solvents to the pre-prepared phenolphthalein bisphenol monomers containing tertiary amine side groups to form a mixed solution;

[0052] b) The mixed solution is reacted under the condition of 80°C-220°C.

[0053] The present invention has no special restrictions on halogenated organic monomers, preferably 4,4'-difluorodiphenyl sulfone, 4,4'-dichlorodiphenyl sulfone, 4,4'-difluorobenzophenone, 4,4' - Chlorobenzophenones or perfluorobiphenyls.

[0054] The present invention has no special limitation on the catalyst, preferably alkaline earth metal salt or alkali metal salt, more preferably sodium carbonate, potassium carbonate or cesium carbonate.

[0055] The present invention has no special limitation on the solvent, preferably N,N-dimethylfo...

Embodiment 1

[0104] Add 0.1mol phenolphthalein and 0.1mol N,N-dimethylaminopropylamine to a three-necked flask equipped with a mechanical stirrer, a condenser and a water separator; feed nitrogen into the three-necked flask, and slowly raise the temperature to 120°C, Make the materials in the three-necked bottle react to generate PPH-TA;

[0105] Add 0.1mol PPH-TA, 0.1mol 4,4'-dichlorodiphenyl sulfone, 0.2mol anhydrous potassium carbonate, 138mL dimethyl sulfoxide, 70mL toluene into a three-necked flask equipped with mechanical stirring, condenser and water separator ;

[0106] Introduce nitrogen into the three-necked bottle, and gradually raise the temperature of the three-necked bottle to 150°C to reflux the toluene. After reflux for 4 hours, gradually distill the toluene out, slowly raise the temperature to 180°C, and polymerize the materials in the three-necked bottle .

[0107] After reacting for 10 hours, lower the temperature to cool the system to room temperature, add N,N-dimethy...

Embodiment 2

[0110] Add 0.1mol phenolphthalein and 0.1mol N,N-dimethylaminopropylamine to a three-necked flask equipped with a mechanical stirrer, a condenser and a water separator; feed nitrogen into the three-necked flask, and slowly raise the temperature to 120°C, Make the materials in the three-necked bottle react to generate PPH-TA;

[0111] Add 0.1mol PPH-TA, 0.1mol 4,4'-difluorodiphenyl sulfone, 0.2mol anhydrous potassium carbonate, 138mL dimethyl sulfoxide, 70mL toluene into a three-necked flask equipped with mechanical stirring, condenser and water separator ;

[0112] Introduce nitrogen into the three-necked bottle, and gradually raise the temperature of the three-necked bottle to 150°C to reflux the toluene. After reflux for 4 hours, gradually distill the toluene out, slowly raise the temperature to 180°C, and polymerize the materials in the three-necked bottle .

[0113] After reacting for 10 hours, lower the temperature to cool the system to room temperature, add N,N-dimethy...

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Abstract

The invention discloses a preparation method of phenolphthalein polyether sulfone containing a tertiary amine side group, which comprises the following steps of: (a) adding a halogenated organic matter monomer or a nitrified organic matter monomer, a catalyst and a solvent into a prepared phenolphthalein bisphenol monomer containing the tertiary amine side group to form a mixed solution; and (b) leading the mixed solution to react at 80-220 DEG C. The invention also discloses a phenolphthalein polyether sulfone homopolymer containing the tertiary amine side group and a phenolphthalein polyether sulfone copolymer containing the tertiary amine side group. The phenolphthalein or the phenolphthalein polyether sulfone is adopted as a raw material to generate substitution reaction with asymmetric amine to obtain the phenolphthalein polyether sulfone containing the tertiary amine side group. Because a tertiary amine group is a polar group and has higher hydrophily, the application limitation of the phenolphthalein polyether sulfone is overcome, and particularly, the adverse effect of the phenolphthalein polyether sulfone used as an ultrafiltration membrane or a reverse osmosis support base membrane applied to water treatment is eliminated. Meanwhile, the tertiary amine group has higher activity, is easy to convert into other groups, such as a quaternary amine group, and the like, and is beneficial to the further functionalization of the phenolphthalein polyether sulfone and the modification of a polyether sulfone product.

Description

technical field [0001] The invention relates to the technical field of polymers, in particular to a phenolphthalein polyethersulfone containing tertiary amine side groups and a preparation method thereof. Background technique [0002] Polyethersulfone is a commonly used engineering plastic, which has the advantages of high mechanical strength, high dimensional stability, high glass transition temperature, good chemical stability, easy processing, and high cost performance. It is widely used in water treatment, ion exchange, and biotechnology, etc. field. [0003] With the increase in the amount of high-performance plastics and the expansion of applications, a series of new polyethersulfones have been successfully developed and applied to production. Chinese patent document CN85101721 discloses a preparation method of phenolphthalein-type polyethersulfone (PES-C), which uses phenolphthalein and 4,4'-dichlorodiphenylsulfone as raw materials, and potassium carbonate as a catal...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G75/23C02F1/44
Inventor 张所波张奇峰代磊
Owner CHANGCHUN INST OF APPLIED CHEMISTRY - CHINESE ACAD OF SCI
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