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

Flexible multi-arm porphyrin with pyridine groups and synthesis method thereof

A pyridine group, synthesis method technology, applied in flexible multi-arm porphyrin and its synthesis, flexible multi-arm porphyrin with pyridine group and its synthesis field, to achieve convenient operation, high yield and good coordination ability. Effect

Inactive Publication Date: 2011-08-31
NORTHWEST NORMAL UNIVERSITY
View PDF2 Cites 5 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, flexible multi-armed porphyrins with pyridine groups have not been reported

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
  • Flexible multi-arm porphyrin with pyridine groups and synthesis method thereof
  • Flexible multi-arm porphyrin with pyridine groups and synthesis method thereof
  • Flexible multi-arm porphyrin with pyridine groups and synthesis method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] (1) Synthesis of 5,10,15,20-tetrakis(3-hydroxyphenyl)porphyrin

[0037] Add 9.1637g (75mmol) of m-hydroxybenzaldehyde to 100ml of propionic acid. After the temperature of the system reaches 130°C, add 5.3ml (75mmol) of pyrrole, reflux for 1h under nitrogen protection, cool to room temperature, stir for 24h, and filter. Rinse with hot distilled water at 80°C, dry in the air overnight, and separate by column chromatography (silica gel as stationary phase, chloroform / methanol (volume ratio: 9:1) as eluent), collect 5,10, 15,20-Tetrakis(3-hydroxyphenyl)porphyrin, 10% yield.

[0038] (2) Synthesis of 5,10,15,20-tetrakis(3-hydroxyphenylzinc)porphyrin

[0039] Add 0.4g (0.059mmol) of 5,10,15,20-tetrakis(3-hydroxyphenyl)porphyrin and 0.9g (0.47mmol) of zinc acetate to the mixed solution of chloroform and methanol (the volume ratio of the two is 1:1), reacted at 65°C for 3 hours, after the reaction was completed, the solvent was removed, and the crude product was separated by ...

Embodiment 2

[0044](1) Synthesis of 5,10,15,20-tetrakis(3-hydroxyphenyl)porphyrin

[0045] Add 9.1637g (75mmol) of m-hydroxybenzaldehyde to 100ml of propionic acid. After the temperature of the system reaches 140°C, add 5.3ml (75mmol) of pyrrole, reflux for 2h under the protection of nitrogen, cool to room temperature, stir for 20h, and filter. Rinse with hot distilled water at 80°C, dry in the air overnight, separate by column chromatography (silica gel as stationary phase, use chloroform / methanol (volume ratio 9:1) as eluent), collect 5,10,15 , 20-tetrakis (3-hydroxyphenyl) porphyrin, yield 6.5%.

[0046] (2) Synthesis of 5,10,15,20-tetrakis(3-hydroxyphenylzinc)porphyrin

[0047] Add 0.4g (0.059mmol) of 5,10,15,20-tetrakis(3-hydroxyphenyl)porphyrin and 0.9g (0.47mmol) of zinc acetate to the mixed solution of chloroform and methanol (the volume ratio of the two is 1:1.5), reacted at 70°C for 4 hours, after the reaction was completed, the solvent was removed, and the crude product was se...

Embodiment 3

[0051] (1) Synthesis of 5,10,15,20-tetrakis(3-hydroxyphenyl)porphyrin

[0052] Add 9.1637g (75mmol) of m-hydroxybenzaldehyde to 100ml of propionic acid. After the temperature of the system reaches 130°C, add 8ml (112.5mmol) of pyrrole, reflux for 1h under nitrogen protection, cool to room temperature, stir for 24h, and filter. Rinse with hot distilled water at 80°C, dry in the air overnight, separate by column chromatography (silica gel as stationary phase, use chloroform / methanol (volume ratio 9:1) as eluent), collect 5,10,15 ,20-Tetrakis(3-hydroxyphenyl)porphyrin, yield 7%.

[0053] (2) Synthesis of 5,10,15,20-tetrakis(3-hydroxyphenylzinc)porphyrin

[0054] Add 0.4g (0.059mmol) of 5,10,15,20-tetrakis(3-hydroxyphenyl)porphyrin and 0.45g (0.24mmol) of zinc acetate into the mixed solution of chloroform and methanol (the volume ratio of the two is 1:2), reacted at 70°C for 4 hours, after the reaction was completed, the solvent was removed, and the crude product was separated b...

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 flexible multi-arm porphyrin with pyridine groups, and belongs to the technical field of chemical synthesis. M-hydroxy-benzaldehyd and pyrrole are taken as raw materials and subjected to three reactions of condensation, coordination and substitution to be successfully synthesized into 5,10,15,20-tetra{3-(4-methyleneoxy)pyridyl}phenyl zinc porphyrin. The compound has a plurality of flexible pyridine groups, and has good coordination capacity, so a series of metal coordination compounds can be derived from the compound serving as a raw material. The synthesis process is simple, the process route is short, and the operation is convenient; and the reaction conditions are mild, the cost is low and the yield is high.

Description

technical field [0001] The invention belongs to the technical field of chemical synthesis, and relates to a flexible multi-arm porphyrin and a synthesis method thereof, in particular to a flexible multi-arm porphyrin with a pyridine group and a synthesis method thereof. Background technique [0002] Porphine is a macromolecule with a planar conjugated ring structure formed by connecting four pyrrole rings through methine groups. When the hydrogen atoms on the porphine ring are partially or completely replaced by other atoms or groups, The resulting series of porphine derivatives are collectively referred to as porphyrins. Porphyrin compounds with planar large ∏ conjugated structures are stable against light and heat. Porphyrins have many unique physical properties, chemical behaviors, and other functional properties, such as photoelectric conversion, catalytic materials for solar energy storage, and microanalysis. [0003] The porphyrin structure can be simply modified wit...

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
IPC IPC(8): C07D487/22
Inventor 楚朝霞陈立伟洪慧琴刘家成
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