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Metal-porphyrin polymer catalyst and preparation and application thereof

A technology of porphyrin polymers and metals, which is applied in the field of metal-porphyrin polymer catalysts and its preparation and application, can solve the problems of high requirements for industrial equipment, low catalyst efficiency, and expensive oxidants, and achieve high selectivity and low cost. Low, high yield effect

Active Publication Date: 2012-09-12
PETROCHINA CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Taking styrene epoxidation as an example, organic peroxyacids are usually used to epoxidize styrene, but there are disadvantages such as poor selectivity, expensive oxidant, low catalyst efficiency, and high requirements for industrial equipment.

Method used

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  • Metal-porphyrin polymer catalyst and preparation and application thereof
  • Metal-porphyrin polymer catalyst and preparation and application thereof
  • Metal-porphyrin polymer catalyst and preparation and application thereof

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preparation example Construction

[0023] The preparation method of metal-porphyrin polymer catalyst of the present invention is as follows:

[0024] TAPP (tetraaminophenylporphyrin) was synthesized according to the literature method. TAPP and pyromellitic anhydride were reacted at room temperature for 24 hours with NMP (N-methylpyrrolidone) as a solvent, pyridine and acetic anhydride as catalysts, and then at 60° C. for 12 hours under nitrogen protection. The obtained solution was poured into methanol solvent to precipitate porphyrin polymer, filtered with suction, washed with methanol and water respectively until the filtrate was colorless, and dried. Metal ions (Ru 3+ , Pd 2+ , Fe 2+ , Mn 2+ , Cu 2+ ,Co 2+ , Ni 2+ or Zn 2+ ) and the porphyrin polymer were dissolved in NMP according to the molar ratio of 5:1, and after reacting for 24 hours at 60° C., poured into methanol solvent to separate out the metal-porphyrin polymer material. After drying, the metal-porphyrin polymer material of the present in...

Embodiment 1

[0029] TAPP (tetraaminophenylporphyrin) was synthesized according to literature. TAPP (1mmol) and pyromellitic anhydride (2.1mmol) were reacted at room temperature for 24 hours with 40mL NMP (N-methylpyrrolidone) as solvent, pyridine (2mL) and acetic anhydride (4mL) as catalyst under nitrogen protection , then reacted at 60°C for 12 hours, then poured the resulting solution into a methanol solvent to precipitate a porphyrin polymer, filtered it with suction, washed it with methanol and water until the filtrate was colorless, and dried it; Mn 2+ Dissolve in NMP with porphyrin polymer according to the molar ratio of 5:1, react at 60° C. for 24 hours, pour into methanol solvent to precipitate metal-porphyrin polymer material. Then the metal-porphyrin polymer material was characterized by means of powder X-ray diffraction, thermogravimetric and IR.

Embodiment 2

[0031] Catalyst activity evaluation was carried out in a simple photocatalytic reaction device with magnetic stirring. 0.1 mmol of methyl phenyl sulfide, 5 mL of acetonitrile, and 0.01 mmol of manganese porphyrin polymer catalyst were sequentially added into a glass reactor. Under the condition of 100W mercury lamp irradiation and oxygen as the oxygen source, after reacting at room temperature for 4 hours, the reaction product was filtered, extracted, dried, and passed through a micro-silica gel column, and the conversion rate of methyl phenyl sulfide was analyzed by gas chromatography to be 99.3 % and the selectivity to the product methylphenyl sulfoxide was 100%.

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Abstract

The invention relates to a metal-porphyrin polymer material and preparation and the application thereof. 4-amino-phenyl-porphyrin and pyromellitic dianhydride react under the 60-DEG C room temperature with N-methyl-pyrrolidone as a solvent and pyridine and acetic oxide as catalysts under protection condition of nitrogen, the obtained solution is poured into a carbinol solution, separated solid is porphyrin polymer, suction filtration is conducted, carbinol and water are respectively used for washing the solid till the filtering liquid is colorless, drying is conducted, and metal ions Ru3+, Pd2+, Fe2+, Mn2+, Cu2+, Co2+, Ni2+ or Zn2+ and the porphyrin polymer are solved in the N-methyl pyrrolidone, react under 60-DEG C temperature and are poured into carbinol solvent to separate out the metal-porphyrin polymer material. The catalyst is mild in reaction condition, free of pollution, high in selection of being used in thioether and arene conversion rate and sulfoxide and simple in post-processing and can be recycled by simple filtering.

Description

technical field [0001] The invention relates to a metal-porphyrin polymer (polyimide) catalyst and its preparation and application. Background technique [0002] Small molecular compounds of porphyrins are widely found in nature. Porphyrins are easy to modify and can carry various active functional groups. They are a kind of multifunctional materials with excellent optical, magnetic and electrical properties, and are also widely used in bionics. Catalytic Oxidation Research. [0003] Polyimide has high mechanical strength, good heat resistance, excellent dielectric properties, and good processing performance. It is a kind of engineering plastic that has been industrialized and has been widely used in the fields of aviation, aerospace, nuclear power and microelectronics. The research on polyimides with high efficiency and new functions has become an important part of polyimide research. [0004] At present, there are few domestic and foreign reports on porphyrin-containing ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01J31/22C07C315/02C07C317/14C07C45/28C07C47/54C07C49/78C07C49/786C07C29/48C07C33/22C07C51/285C07C63/06C07D303/04C07D301/19
CPCY02P20/584
Inventor 吴传德张天釜邹超马安阎立军
Owner PETROCHINA CO LTD
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