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Zinc-porphyrin complex as well as preparation method and application thereof

A technology of porphyrin complexes and porphyrins, applied in the direction of organic chemistry, can solve the problems of poor thermal stability of additives, reduce the service life of materials, affect mechanical properties, etc., and achieve improved mechanical properties, inhibit heat release, and simple preparation methods Effect

Pending Publication Date: 2022-04-22
HEFEI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, PS still has some shortcomings that limit its further development and application: (1) poor mechanical properties
The presence of benzene ring makes PS rigid and easy to crack due to stress, so the toughness is poor
PS is very sensitive to ultraviolet rays. After ultraviolet radiation, the molecular chain will be broken, which will seriously affect its mechanical properties and reduce the service life of the material.
(3) Flammability
However, most additives have poor thermal stability, and adding them to PS will reduce their thermal stability
In addition, there is currently no multifunctional additive that can simultaneously improve the anti-aging performance, mechanical properties, flame retardancy and thermal stability of polystyrene.

Method used

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  • Zinc-porphyrin complex as well as preparation method and application thereof
  • Zinc-porphyrin complex as well as preparation method and application thereof
  • Zinc-porphyrin complex as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0035] 1) Dissolve 5g of p-bromobenzaldehyde in 300mL of propionic acid and propionic anhydride mixed solvent (the molar ratio of propionic acid and propionic anhydride is 3:1) at room temperature, stir and accelerate the dissolution for 30min under nitrogen atmosphere until completely dissolved.

[0036] 2) Take the solution in step 1) and transfer it to an oil bath at 150°C. After preheating for a period of time, slowly add the mixed solution of 10mL propionic acid and 2g pyrrole dropwise while stirring. Reaction 3h.

[0037] 3) Add pure water to the solution that has completed the reaction in step 2) for precipitation, then filter the resulting product to remove the precipitate and wash to remove the solvent completely, and the dark purple powder obtained after purification and drying is porphyrin crystal BrTPP (yield: 15% ).

[0038] figure 1 H NMR spectrum of mesoporphyrin 1 H NMR (400MHz, deuterated chloroform) specific analysis is as follows (δ, ppm): the chemical sh...

Embodiment 2

[0040] 1) Dissolve 5g of p-bromobenzaldehyde in 300mL of propionic acid and propionic anhydride mixed solvent (the molar ratio of propionic acid and propionic anhydride is 2.8:1) at room temperature, stir and accelerate the dissolution under nitrogen atmosphere for 35min until completely dissolved.

[0041] 2) Take the solution in step 1) and transfer it to a 140°C oil bath. After preheating for a period of time, slowly add a mixed solution of 10mL propionic acid and 2.2g pyrrole dropwise while stirring. Continue to react for 3.5h.

[0042] 3) Add pure water to the solution that has completed the reaction in step 2) for precipitation, then filter the product obtained to remove the precipitate and wash to completely remove the solvent, and the dark purple powder obtained after purification and drying is the porphyrin crystal BrTPP (yield: 16 %).

Embodiment 3

[0044]1) Dissolve 5g of p-bromobenzaldehyde in 300mL of propionic acid and propionic anhydride mixed solvent (the molar ratio of propionic acid and propionic anhydride is 3.2:1) at room temperature, stir and accelerate the dissolution for 40min under nitrogen atmosphere until completely dissolved.

[0045] 2) Take the solution in step 1) and transfer it to a 160°C oil bath. After preheating for a period of time, slowly add a mixed solution of 10mL propionic acid and 1.92g pyrrole dropwise while stirring. Continue to react for 4h.

[0046] 3) Add pure water to the solution that has completed the reaction in step 2) for precipitation, then filter the resulting product to remove the precipitate and wash to completely remove the solvent, and the dark purple powder obtained after purification and drying is the porphyrin crystal BrTPP (yield: 20 %).

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Abstract

The invention relates to a zinc-porphyrin complex as well as a preparation method and application thereof, porphyrin is synthesized by p-bromobenzaldehyde and pyrrole, and m-tetra (p-bromophenyl) porphyrin crystals are obtained after purification. Then zinc acetate reacts with the porphyrin complex to obtain a zinc-porphyrin complex, and finally the polymer composite material is prepared through a melt blending method. The zinc-porphyrin complex has good compatibility with a high polymer material, has strong pi-pi interaction force with the high polymer material, and can effectively improve the mechanical properties of the high polymer material. The zinc-porphyrin complex has good ultraviolet absorption and free radical capture functions, and can effectively improve the light aging resistance of the high polymer material; the polymer material has excellent thermal stability, and the thermal stability of the polymer material in nitrogen and air atmospheres can be remarkably improved; the flame retardant has good flame retardant property, and can effectively inhibit heat release and release of toxic and suffocating gases during combustion of high polymer materials.

Description

technical field [0001] The invention belongs to the technical field of metal organic complexes, and in particular relates to a zinc-porphyrin complex and its preparation method and application. Background technique [0002] Polystyrene (English polystyrene, referred to as PS) is widely used in construction, packaging, electronic appliances and other fields due to its low density, excellent chemical resistance and easy processing. But PS still has some shortcomings that limit its further development and application: (1) Poor mechanical properties. The main chain of PS is a saturated carbon chain, and the side group is a conjugated benzene ring. It is a non-crystalline linear polymer. The presence of benzene rings makes PS rigid and easy to crack due to stress, so its toughness is poor. (2) Poor aging resistance. PS is very sensitive to ultraviolet rays. After ultraviolet radiation, the molecular chain will be broken, which will seriously affect its mechanical properties an...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D487/22C08L25/06C08K5/00C08K5/3415
CPCC07D487/22C08K5/0091C08K5/3415C08L2201/02C08L2201/08C08L25/06
Inventor 杨伟周宇朱三娥卫春祥鲁红典
Owner HEFEI UNIV
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