Zinc protoporphyrin containing heterocyclic ring as well as synthesis and applications of zinc protoporphyrin containing heterocyclic ring and metal complex of zinc protoporphyrin containing heterocyclic ring

A metal complex, zinc porphyrin technology, applied in the field of chemical application

Inactive Publication Date: 2012-03-28
NORTHWEST NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, there is no heterocyclic porphyrin and its metal porphyrin coordination...

Method used

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  • Zinc protoporphyrin containing heterocyclic ring as well as synthesis and applications of zinc protoporphyrin containing heterocyclic ring and metal complex of zinc protoporphyrin containing heterocyclic ring
  • Zinc protoporphyrin containing heterocyclic ring as well as synthesis and applications of zinc protoporphyrin containing heterocyclic ring and metal complex of zinc protoporphyrin containing heterocyclic ring
  • Zinc protoporphyrin containing heterocyclic ring as well as synthesis and applications of zinc protoporphyrin containing heterocyclic ring and metal complex of zinc protoporphyrin containing heterocyclic ring

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0043] Embodiment 1, photosensitizer 1 synthesis method

[0044] Add pyrrole and 4-bromobenzaldehyde to a mixed solvent of glacial acetic acid and nitrobenzene (the molar ratio of glacial acetic acid and nitrobenzene is 1:2) at a molar ratio of 1:1, heat to 140°C and reflux for 1 hour, After completion of the reaction, cool to room temperature and stir for 12 hours, filter, separate by column chromatography, use silica gel as the stationary phase, and collect the main color bands to obtain 5,10,15,20-tetrakis(4-bromophenyl)porphyrin.

[0045] 5,10,15,20-tetrakis(4-bromophenyl)porphyrin and zinc acetate were reacted at 65°C for 5 hours at a molar ratio of 1:5 to obtain 5,10,15,20-tetrakis(4- bromophenyl) zinc porphyrin.

[0046] Add 5,10,15,20-tetrakis(4-bromophenyl)zinc porphyrin and imidazole to anhydrous DMF solution at a molar ratio of 1:8, then add 5,10,15,20-tetrakis(4 -Bromophenyl) copper powder with 5 times the molar weight of zinc porphyrin and potassium carbonate w...

Embodiment 2

[0049] Embodiment 2, photosensitizer 2 synthesis method

[0050] Add pyrrole and 4-bromobenzaldehyde to a mixed solvent of glacial acetic acid and nitrobenzene in a molar ratio of 1:1 (the molar ratio of glacial acetic acid and nitrobenzene is 1:2), reflux at 140°C for 1 hour, and react After completion, cool to room temperature and stir for 12 hours, filter, separate by column chromatography, use silica gel as the stationary phase, and collect the main color bands to obtain 5,10,15,20-tetrakis(4-bromophenyl)porphyrin.

[0051] 5,10,15,20-tetrakis(4-bromophenyl)porphyrin and zinc acetate were reacted at 65°C for 5 hours at a molar ratio of 1:5 to obtain 5,10,15,20-tetrakis(4- bromophenyl) zinc porphyrin.

[0052] Add 5,10,15,20-tetrakis(4-bromophenyl)zinc porphyrin and benzimidazole at a molar ratio of 1:8 to anhydrous DMF solution, then add 5,10,15,20-tetra (4-Bromophenyl) zinc porphyrin molar amount of 5 times the copper powder and bromophenyl zinc porphyrin molar amount ...

Embodiment 3

[0055] Embodiment 3, the synthesis of the mercury complex of photosensitizer 1

[0056] Dissolve photosensitizer 1 (0.05mmol) in 4ml of chloroform to form a solution of photosensitizer 1; drop mercuric chloride (0.1mmol) in methanol (4ml) into the solution of photosensitizer 1 to precipitate a precipitate, namely It is the mercury complex of photosensitizer 1.

[0057] Characterization of Photosensitizer Photosensitizer 1 Mercury Complex:

[0058] UV-Vis (CHCl 3 ) λnm : 429 (Soret band), 561, 600 (Q band).

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Abstract

The invention provides a zinc protoporphyrin containing a heterocyclic ring as well as the synthesis and the applications of the zinc protoporphyrin containing a heterocyclic ring and a metal complex of the zinc protoporphyrin containing a heterocyclic ring, belonging to the technical field of solar cell applications. In the zinc protoporphyrin containing a heterocyclic ring, benzaldehyde, a derivant of benzaldehyde and pyrrole serve as raw materials, multiple steps of reactions, such as condensation, coordination, substitution and the like are carried out, and a zinc protoporphyrin monomer molecule containing a heterocyclic ring substituted group and a metal complex of the zinc protoporphyrin monomer molecule containing a heterocyclic ring substituted group are successfully synthesized. The photoelectric property research on the zinc protoporphyrin containing a heterocyclic ring and the metal complex of the zinc protoporphyrin containing a heterocyclic ring in preparing the sensitization crystal TiO2 solar cell shows that the zinc protoporphyrin containing a heterocyclic ring and the metal complex of the zinc protoporphyrin containing a heterocyclic ring have good application prospects in the sensitization solar cell.

Description

technical field [0001] The invention belongs to the technical field of chemical application, and relates to the synthesis of a heterocyclic zinc porphyrin and its metal complex; the invention also relates to the zinc porphyrin and its metal complex as a sensitizer in the preparation of dye-sensitized solar energy Applications in battery electrodes. Background technique [0002] In recent years, the design and synthesis of optoelectronic functional materials and devices using the unique electronic structure and optoelectronic properties of porphyrin and its complexes has become a very active research field in the world. Porphyrin compounds have their unique advantages as sensitizers: porphyrin is very stable and has an adjustable redox potential, and has strong absorption in the visible light region, which can promote the sensitization of semiconductor materials (TiO 2 ) are responded in the visible light range; easy to design and chemically modify, and low cost. In recent ...

Claims

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Application Information

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IPC IPC(8): C07D487/22C07F3/14H01L51/44H01L51/46
CPCY02E10/549
Inventor 刘家成郭国哲楚朝霞曹靖李蒙郭端燕
Owner NORTHWEST NORMAL UNIVERSITY
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