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Polyether sulphone copolymer with side chains containing porphyrin and preparation method of polyether sulphone copolymer

A technology of polyaryl ether sulfone and copolymer, applied in the field of polyaryl ether sulfone copolymer and its preparation, can solve the problems of low melting point and hardness, easy stacking and aggregation, etc., and achieve the effect of excellent optical limiting performance.

Active Publication Date: 2016-06-22
JILIN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] However, the molecules of this kind of compounds are easy to accumulate and aggregate, and their melting point and hardness are low. Generally, they can only exert their excellent optical properties in solution.

Method used

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  • Polyether sulphone copolymer with side chains containing porphyrin and preparation method of polyether sulphone copolymer
  • Polyether sulphone copolymer with side chains containing porphyrin and preparation method of polyether sulphone copolymer
  • Polyether sulphone copolymer with side chains containing porphyrin and preparation method of polyether sulphone copolymer

Examples

Experimental program
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Effect test

Embodiment 1

[0039] (1) Preparation and purification of 5-(4-aminophenyl)-10,15,20-triphenylporphyrin: In a 500mL three-neck round bottom flask, add 2g of 5,10,15,20-tetraphenyl Porphyrin, 200mL chloroform, electric stirring, ice-salt bath cooling to about 0°C, dissolving 1.10mL (27mmol) fuming nitric acid in 30mL chloroform, adding dropwise for 1.5h, continuing to react for 2h, using TLC to detect the reaction until four The phenylporphyrin completely disappeared and the reaction was stopped. Then use 0.5mol / L sodium hydroxide to neutralize to pH=8, wash with water (150mL×6) to collect the organic phase, and wash the organic phase with anhydrous MgSO 4 Dry for 8h and concentrate. Separation by silica gel column chromatography to obtain purple crystal 5-(4-nitrophenyl)-10,15,20-triphenylporphyrin 1.24g, then add 1g5-(4 -Nitrophenyl)-10,15,20-triphenylporphyrin, add 80mL of concentrated hydrochloric acid, pass nitrogen gas for 10min, stir electrically, add 2g of stannous chloride, heat in...

Embodiment 2

[0047] (1) The preparation of 5-(4-aminophenyl)-10,15,20-triphenylporphyrin was as described in step (1) in Example 1.

[0048] (2) In a 100mL three-neck flask equipped with a mechanical stirrer, a nitrogen inlet, a thermometer, a water dispenser and a condenser tube, add 5.085g (20mmol) of 4,4'-difluorodiphenylsulfone, 2,2-bis (4-Hydroxyphenyl) hexafluoropropane 5.3797g (16mmol), phenolphthalein 1.2814g (4mmol) and anhydrous potassium carbonate 3.649g (26.4mmol) are dissolved in sulfolane (34mL), add water-carrying agent toluene (17mL), Nitrogen was introduced, and after all the monomers were dissolved, the temperature was raised to 120°C and refluxed for 3 hours, then the water and water-carrying agent toluene generated by the reaction were removed, and the temperature of the reaction system was continued to rise to 175°C, and the polymerization reaction was completed after 5 hours. Slowly pour the viscous solution into 5% hydrochloric acid aqueous solution by mass fraction ...

Embodiment 3

[0055] (1) The preparation of 5-(4-aminophenyl)-10,15,20-triphenylporphyrin was as described in step (1) in Example 1.

[0056] (2) In a 100mL three-neck flask equipped with a mechanical stirrer, a nitrogen vent, a thermometer, a water tank and a condenser, add 5.085g (20mmol) of 4,4'-difluorodiphenylsulfone, 2,2-diphenylsulfone (4-Hydroxyphenyl)propane 2.740g (14mmol), phenolphthalein 2.563g (6mmol) and anhydrous potassium carbonate 3.18g (23mmol) were dissolved in sulfolane (30mL), water-carrying agent toluene (15mL) was added, and nitrogen was introduced After all the monomers are dissolved, heat up to 130°C and reflux for 3 hours, then remove the water and water-carrying agent toluene generated by the reaction, continue to raise the temperature of the reaction system to 175°C, and complete the polymerization reaction after 5 hours. The viscous solution was slowly poured into 5% hydrochloric acid aqueous solution to obtain flexible polymer strands, which were pulverized int...

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Abstract

The invention discloses a polyether sulphone copolymer with side chains containing porphyrin and a preparation method of the polyether sulphone copolymer, and belongs to the technical field of high polymer material preparation. Porphyrin is a special conjugate macrocyclic compound and has aromaticity, the delocalization degree of pi electrons is quite high, and therefore porphyrin shows a significant third-order nonlinear optical effect. Monoamino porphyrin is introduced into side chains of polyether sulphone containing carboxyl under the chemical bonding action, and thus the polyether sulphone copolymer with side chains containing porphyrin is successfully prepared. The polyether sulphone copolymer retains the excellent thermal properties and mechanical properties of polyether sulphone and is also endowed with novel optical properties. The prepared polyether sulphone copolymer with side chains containing porphyrin integrates the constitutive property of a high-performance polymer and the functionality of porphyrin, and is expected to serve as a laser protection material for protecting human eyes and precise optical sensors.

Description

technical field [0001] The invention belongs to the technical field of polymer materials, and in particular relates to a polyaryl ether sulfone copolymer containing porphyrin in its side chain and a preparation method thereof. Background technique [0002] In recent years, with the development of science and technology, people began to put forward new requirements for the performance of materials. Polymer materials have the characteristics of large molecular weight, light weight, low density, etc., as well as excellent mechanical properties, insulation properties and heat insulation properties, which meet the different needs of people. Special polymers and functional polymers are the frontiers of polymer material development. Polyarylethersulfone (PAES) is one of the important varieties of special engineering plastics. The rich aromatic ring structure and rigid segments in its main chain endow the polymer with excellent heat resistance, creep resistance and excellent flame ...

Claims

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Application Information

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IPC IPC(8): C08G75/23
CPCC08G75/23
Inventor 王贵宾张梦晗杜垠龙张淑玲栾加双张梅
Owner JILIN UNIV
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