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

5-(4-phenoxyacetic acid)-10,15,20-triphenyl zinc porphyrin and preparation method thereof

A kind of technology of phenoxyacetate group and phenoxyethyl acetate group, applied in water-soluble porphyrin and its preparation, 5--10 field, can solve problems such as application limitation

Inactive Publication Date: 2010-06-16
NORTHWEST NORMAL UNIVERSITY
View PDF0 Cites 8 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] But, because 5-(4-hydroxyphenyl)-10,15,20-triphenyl zinc porphyrin is insoluble in water, the characteristic electron absorption peak in the visible light region is also weaker than the soluble porphyrin containing carboxyl group, making it Applications in various fields are limited

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
  • 5-(4-phenoxyacetic acid)-10,15,20-triphenyl zinc porphyrin and preparation method thereof
  • 5-(4-phenoxyacetic acid)-10,15,20-triphenyl zinc porphyrin and preparation method thereof
  • 5-(4-phenoxyacetic acid)-10,15,20-triphenyl zinc porphyrin and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment Construction

[0034] The preparation of water-soluble 5-(4-phenoxyacetoxy)-10,15,20-triphenylzinc porphyrin comprises following process steps:

[0035] (1) Synthesis of 5-(4-hydroxyphenyl)-10,15,20-triphenylporphyrin

[0036] Mix benzaldehyde, p-hydroxybenzaldehyde, and pyrrole at a molar ratio of 3:1:4, dissolve in propionic acid, heat to reflux for 1 hour, cool to room temperature, concentrate, add an appropriate amount of methanol, stir, and put it in the refrigerator overnight , filter, use silica gel as adsorbent, dichloromethane as eluent, carry out column chromatography to the crude product of gained, can obtain 5-(4-hydroxyphenyl)-10,15,20-triphenylporphyrin , Yield: 3%.

[0037] (2) Synthesis of 5-(4-hydroxyphenyl)-10,15,20-triphenylzinc porphyrin

[0038] 5-(4-hydroxyphenyl)-10,15,20-triphenylporphyrin and zinc acetate are mixed in a mol ratio of 1:8, dissolved in a mixed solvent of chloroform and methanol (the volume ratio of chloroform and methanol is 1:1), heated to reflux f...

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

No PUM Login to View More

Abstract

The invention provides a novel water-insoluble porphyrin, namely 5-(4-phenoxyacetic acid)-10,15,20-triphenyl zinc porphyrin. The water-insoluble porphyrin is obtained by adopting 5-(4-hydroxyphenyl)-10,15,20-triphenyl zinc porphyrin as a raw material through coordination with zinc acetate, ethyl chloroacetate substitution reaction and acid neutralization reaction. Because the hydroxyl in the 5-(4-phenoxyacetic acid)-10,15,20-triphenyl zinc porphyrin is converted into soluble carboxyl, the 5-(4-phenoxyacetic acid)-10,15,20-triphenyl zinc porphyrin can be dissolved into water to a certain extent and particularly has favorable dissolubility under the alkaline condition. Compared with the hydroxyl, the carboxyl is better qualified for a task of electronic transmission, and the invention provides a good platform for further researching a photoelectronic functional material.

Description

technical field [0001] The invention belongs to the technical field of chemical synthesis, and relates to a water-soluble porphyrin and a preparation method thereof, in particular to a preparation method of 5-(4-phenoxyacetoxy)-10,15,20-triphenyl zinc porphyrin . Background technique [0002] Porphyrin is a tetrapyrrole macrocyclic compound, which is a special class of organic compounds in life systems. There are many natural porphyrins and their metal complexes in nature. Most of the natural porphyrin compounds are water-soluble and have special physiological activities. Synthesizing various water-soluble derived porphyrins according to the properties of natural porphyrins has always been an important topic of interest to chemists. [0003] The research on water-soluble porphyrin has a long history. In 1888 Von Nencki studied the crystallization of hematoporphyrin IX. In 1915, Fisher isolated coproporphyrin and uroporphyrin. These natural porphyrins contain different n...

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): C07D487/22
Inventor 刘家成马成海尚可霞郭端燕
Owner NORTHWEST NORMAL UNIVERSITY
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