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Polyaryletherketone copolymer containing porphyrin structure at main chain, and preparation method thereof

A technology of polyaryletherketone and copolymer, applied in the field of polyaryletherketone copolymer and its preparation, to achieve strong fluorescence response, avoid fluorescence quenching, and good film-forming effect

Active Publication Date: 2013-09-25
JILIN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, there is no technical disclosure of introducing porphyrin into polyarylether ketone materials in China, and there are few reports on polyarylether ketone and porphyrin composite materials.

Method used

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  • Polyaryletherketone copolymer containing porphyrin structure at main chain, and preparation method thereof
  • Polyaryletherketone copolymer containing porphyrin structure at main chain, and preparation method thereof
  • Polyaryletherketone copolymer containing porphyrin structure at main chain, and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0037] (1) Preparation of 5,15-bis(4-hydroxyphenyl)-10,20-diphenylporphyrin and 5,10-bis(4-hydroxyphenyl)-15,20-diphenylporphyrin : Add 5.306g (50mmol) benzaldehyde and 6.106g (50mmol) 4-hydroxybenzaldehyde in a 1000ml three-necked flask, add 350ml propionic acid to dissolve, heat to reflux, add 6.94ml (100mmol) freshly steamed pyrrole drop by drop, 20 minutes After the dropwise addition is completed, continue to reflux for 40 minutes, add an equal volume of distilled water, and cool to room temperature. Neutralize the propionic acid in the system with saturated sodium carbonate solution, filter under reduced pressure, wash the filter cake with saturated sodium carbonate solution and distilled water several times, dissolve it with a mixed solvent of chloroform and ethanol, mix it into silica gel, spin dry and put it on the column. Wash the first and second color bands with chloroform as the eluting machine; then wash the third and fourth color bands with a solvent of 100:2 rat...

Embodiment 2

[0041] (1) The preparation of 5,10-bis(4-hydroxyphenyl)-15,20-diphenylporphyrin is the same as that described in Example 1.

[0042] (2) Add 5,10-bis(4-hydroxyphenyl)-15,20-diphenylporphyrin to a 50ml three-necked flask equipped with mechanical stirring, nitrogen vent, thermometer, water dispenser and condenser 0.323g (0.5mmol) of morphine, 2.169g (9.5mmol) of 2,2-di(4-hydroxyphenyl)propane, 2.182g (10mmol) of 4,4'-difluorobenzophenone and 1.656 anhydrous potassium carbonate g (12mmol) was dissolved in N-methylpyrrolidone (20ml), water-carrying agent toluene (11ml) was added, and nitrogen gas was passed through for 15 minutes until all the monomers were dissolved, then heated to 135°C and refluxed for 3 hours, and then the water-carrying agent was released. Agent toluene and the water that reaction generates, reaction system is warmed up to 170 ℃, finishes copolymerization reaction after 2.5 hours. The viscous solution was slowly poured into absolute ethanol to obtain flexibl...

Embodiment 3

[0045] (1) The preparation of 5,15-bis(4-hydroxyphenyl)-10,20-diphenylporphyrin was as described in Example 1.

[0046] (2) Add 5,15-bis(4-hydroxyphenyl)-10,20-diphenylporphyrin to a 50ml three-necked flask equipped with mechanical stirring, nitrogen vent, thermometer, water dispenser and condenser 0.972g (1.5mmol) of morphine, 2.858g (8.5mmol) of 2,2-bis(4-hydroxyphenyl)hexafluoropropane, 2.182g (10mmol) of 4,4′-difluorobenzophenone and anhydrous carbonic acid Potassium 1.656g (12mmol) was dissolved in N-methylpyrrolidone (24ml), water-carrying agent toluene (12ml) was added, nitrogen gas was passed through for 15 minutes and after the monomer was dissolved, the temperature was raised to 138°C and refluxed for 3 hours, and then the Aqueous toluene and the water generated by the reaction, the reaction system is heated up to 176 ° C, and the copolymerization reaction is completed after 2 hours. The viscous solution was slowly poured into absolute ethanol to obtain flexible pol...

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Abstract

The invention provides a polyaryletherketone copolymer containing a porphyrin structure at a main chain and a preparation method of the polyaryletherketone copolymer and belongs to the field of high polymer material preparation technology. Nucleophilic polycondensation is carried out on dyhydroxyl tetraphenyl porphyrin, aromatic organic bisphenol and 4,4'-difluoro diphenyl ketone to prepare the dissolvable polyaryletherketone copolymer. As the porphyrin has significant nonlinear optical effect, excellent thermal stability and chemical stability and is the representative of optical limiting organic dye molecules to be intensively researched by people, by introducing the porphyrin into the main chain structure of the polyaryletherketone, the three-stage nonlinear optical effect and the optical limiting property are provided to the polymer, and the heat resistance of the polymer is improved to a greater degree. A porphyrin-containing polyaryletherketone film prepared by the tape casting maintains better mechanical property and fluorescence characteristic. The polyaryletherketone copolymer containing the porphyrin structure at the main chain prepared by the invention possibly can be used for the fields of laser protection, nonlinear optics, fluorescence response detection and the like.

Description

technical field [0001] The invention belongs to the technical field of polymer materials, and in particular relates to a polyaryletherketone copolymer whose main chain contains a porphyrin structure and a preparation method thereof. Background technique [0002] Since the late 1980s, laser technology has developed rapidly in the military. The low-energy laser weapon used for laser blinding is aimed at attacking various optical instruments and human eyes, among which the green light with a wavelength of 532nm has the greatest damage to the retina of the fundus. With the continuous development of laser technology and the continuous expansion of application fields, short-pulse, high-power lasers are also increasing, so laser protection has attracted more and more attention from domestic and foreign researchers. The optical clipping effect means that the medium has a high linear transmittance at a low input light intensity, and the output light intensity increases linearly with...

Claims

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Application Information

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IPC IPC(8): C08G65/40C07D519/00C09K11/06
Inventor 王贵宾杜垠龙张淑玲姜旭朱凯霍鹏飞
Owner JILIN UNIV
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