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Multihole metal porphyrin organic covalent polymeric material and preparation method and application of material

A polymeric material and porous metal technology, applied in the field of a porous metalloporphyrin organic covalent polymeric material and its preparation, can solve the problems of poor selectivity, high requirements for industrial equipment, and low catalyst efficiency, and achieve low cost and selectivity. High performance and high productivity

Active Publication Date: 2014-07-23
ZHEJIANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the disadvantages of poor selectivity, low catalyst efficiency, and high requirements for industrial equipment have become important restrictive factors.

Method used

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  • Multihole metal porphyrin organic covalent polymeric material and preparation method and application of material
  • Multihole metal porphyrin organic covalent polymeric material and preparation method and application of material

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preparation example Construction

[0022] Such as figure 2 As shown, a preparation method of a porous metalloporphyrin organic covalent polymer material, TAPP (tetraaminophenylporphyrin) as the basic raw material, reacts with cyanuric chloride under mild conditions to polymerize into a high polymer, and uses This is the basic carrier, by using the porphyrin macrocycle to support the metal Mn III The ions modulate the catalytic performance of the polymer. Specific steps are as follows:

[0023] (1) Dissolve 0.1~5 mmol TAPP (tetraaminophenylporphyrin) and 0.1~5 mL diisopropylethylamine in 5~200 mL THF (tetrahydrofuran) solvent, add 5~500 mL dropwise to the above solvent mL of tetrahydrofuran solution of cyanuric chloride, wherein the content of cyanuric chloride is 0.03 ~ 13.5 mmol, react in ice bath for 8 hours, then raise the temperature to room temperature within 4 hours and react for 12 hours, then at 90 o C was reacted for 48 hours. Collect the precipitate obtained by the reaction by filtering and washi...

Embodiment 1

[0029] A porous metalloporphyrin organic covalent polymer material, the preparation method is as follows:

[0030] Dissolve 0.75 mmol TAPP and 1 mL diisopropylethylamine in 40 mL THF solvent, add 40 mL cyanuric chloride solution in tetrahydrofuran dropwise to the above solvent, wherein the content of cyanuric chloride is 2 mmol, and put it in an ice bath Reacted for 8 hours, then the temperature was slowly raised to room temperature in 4 hours and reacted for 12 hours, then at 90 o C was reacted for 48 hours. The resulting precipitate from the reaction was collected by filtration and washed successively with tetrahydrofuran, chloroform and water to obtain the porphyrin polymer CPF-1, which was dried; the metal Mn 2+ Ions and porphyrin polymer CPF-1 were fed into 50mL NMP according to the molar ratio of 5:1, at 100 oC After 12 hours of reaction, 200 mL of methanol was poured into, and the metal-porphyrin polymer material Mn-CPF-1 was precipitated, and washed with 5% dilute h...

Embodiment 2

[0032] A porous metalloporphyrin organic covalent polymer material, the preparation method is as follows:

[0033] Dissolve 0.1 mmol TAPP and 0.1 mL diisopropylethylamine in 5 mL THF solvent, add 5 mL cyanuric chloride solution in tetrahydrofuran dropwise to the above solvent, wherein the content of cyanuric chloride is 0.03 mmol, and place in an ice bath Reacted for 8 hours, then the temperature was slowly raised to room temperature in 4 hours and reacted for 12 hours, then at 90 oC was reacted for 48 hours. The resulting precipitate from the reaction was collected by filtration and washed successively with tetrahydrofuran, chloroform and water to obtain the porphyrin polymer CPF-1, which was dried; the metal Mn 2+ Ions and porphyrin polymer CPF-1 were fed into 50mL NMP according to the molar ratio of 5:1, at 100 oC After 12 hours of reaction, 200 mL of methanol was poured into, and the metal-porphyrin polymer material Mn-CPF-1 was precipitated, and washed with 5% dilute h...

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Abstract

The invention discloses a multihole metal porphyrin organic covalent polymeric material and a preparation method and application of the material. The polymeric material takes tetra-amino phenyl porphyrin as a basic raw material and is polymerized by reaction with cyanuric chloride under a mild condition to form a multihole organic covalent polymeric material CPF-1; the CPF-1 is a basic carrier and is further synthesized into the metal porphyrin organic covalent polymeric material Mn-CPF-1 with a large porphyrin ring loaded with metal ions Mn III through the reaction with manganese metal salt. The multihole metal porphyrin organic covalent polymeric material is applied to catalytic epoxidation olefin and catalytic oxidization aromatic hydrocarbon; the reaction condition is mild; pollution is avoided; the stability is high; the cost is low; a catalyst can be simply recycled and reused; the multihole metal porphyrin organic covalent polymeric material is high in conversion rate; a product is high in selectivity; the post-treatment is simple.

Description

technical field [0001] The invention relates to the technical field of catalytic olefin selective epoxidation to synthesize epoxy compounds and aryl alkanes to synthesize aryl ketones, in particular to a porous metalloporphyrin organic covalent polymerization material and a preparation method thereof. And the use of porous metal porphyrin organic covalent polymer materials in the catalytic selective epoxidation of olefins to synthesize epoxy compounds and the selective oxidation of aryl alkanes. Background technique [0002] Porphyrin is a compound with a large conjugated ring structure in vivo. Porphyrin and its derivative compounds widely exist in important organelles related to energy transfer in organisms. Widely present in animals and plants, such as heme (iron porphyrin) and hemocyanin (copper porphyrin), vitamin B12 (cobalt porphyrin) and chlorophyll (magnesium porphyrin), carry oxygen in blood cells and carry out photosynthesis in plant cells played a key role in t...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01J31/06B01J35/10C08G73/00C07D303/04C07D301/03C07C49/78C07C49/76C07C49/67C07C49/403C07C45/28
CPCY02P20/584
Inventor 吴传德邹超赵敏
Owner ZHEJIANG UNIV
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