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A method for preparing sulfoxide by photocatalytic oxidation of sulfide with metal-free heterogeneous catalyst

A heterogeneous catalyst, photocatalytic sulfide technology, applied in chemical instruments and methods, preparation of organic compounds, physical/chemical process catalysts, etc., can solve the problems of limited commercial application, difficult recovery, low quantum yield, etc. , to achieve excellent photocatalytic performance, mild reaction conditions and high safety

Active Publication Date: 2021-06-04
广东省科学院工业分析检测中心
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, these photocatalysts still have some inherent defects, such as TiO 2 Based heterogeneous catalysts have low quantum yield, low catalytic activity and metals in the visible light region, while homogeneous catalysts have poor stability, difficult recovery and difficult product separation. These defects limit their use in the synthesis of organic intermediates, especially in the middle of drugs Commercial applications in biosynthesis

Method used

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  • A method for preparing sulfoxide by photocatalytic oxidation of sulfide with metal-free heterogeneous catalyst
  • A method for preparing sulfoxide by photocatalytic oxidation of sulfide with metal-free heterogeneous catalyst
  • A method for preparing sulfoxide by photocatalytic oxidation of sulfide with metal-free heterogeneous catalyst

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Embodiment 1

[0030] A method for preparing sulfoxide by photocatalytic sulfide oxidation with a metal-free heterogeneous catalyst, comprising the steps of:

[0031] (1) Using 1 mmol of methyl phenyl sulfide as a raw material, add 10 mL of acetonitrile and 10 mL of water as a mixed solvent, and add oxygen as an oxidant and bubble for 10 min;

[0032] (2) adding 20 mg of carbazole porphyrin-based conjugated organic polymer as a catalyst;

[0033] (3) stirring at room temperature and under the irradiation of 420nm purple LED to carry out catalytic reaction;

[0034] (4) remove catalyst by filtration;

[0035] (5) Dichloromethane extraction and concentration by rotary evaporation to obtain methyl phenyl sulfoxide.

Embodiment 2

[0037] A method for preparing sulfoxide by photocatalytic sulfide oxidation with a metal-free heterogeneous catalyst, comprising the steps of:

[0038] (1) Using 1 mmol of methyl phenyl sulfide as a raw material, add 10 mL of acetonitrile and 10 mL of water as a mixed solvent, and add oxygen as an oxidant and bubble for 10 min;

[0039] (2) adding 20 mg of carbazole porphyrin-based conjugated organic polymer as a catalyst;

[0040] (3) stirring at room temperature and under the irradiation of 485nm blue light LED to carry out catalytic reaction;

[0041] (4) remove catalyst by filtration;

[0042] (5) Dichloromethane extraction and concentration by rotary evaporation to obtain methyl phenyl sulfoxide.

Embodiment 3

[0044] A method for preparing sulfoxide by photocatalytic sulfide oxidation with a metal-free heterogeneous catalyst, comprising the steps of:

[0045] (1) Using 1 mmol of methyl phenyl sulfide as a raw material, add 10 mL of acetonitrile and 10 mL of water as a mixed solvent, and add oxygen as an oxidant and bubble for 10 min;

[0046] (2) adding 20 mg of carbazole porphyrin-based conjugated organic polymer as a catalyst;

[0047] (3) stirring at room temperature and under the irradiation of a 595nm yellow LED to carry out the catalytic reaction;

[0048] (4) remove catalyst by filtration;

[0049] (5) Dichloromethane extraction and concentration by rotary evaporation to obtain methyl phenyl sulfoxide.

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Abstract

The invention relates to a method for preparing sulfoxide by photocatalytic oxidation of sulfide with metal-free heterogeneous catalyst. The method uses sulfide as raw material, oxygen as oxidant, liquid mixed solvent acetonitrile and water, and carbazole porphyrin The conjugated organic polymer is used as a catalyst, and the catalytic reaction is carried out at room temperature and under the irradiation of visible light to obtain sulfoxide. The invention has the advantages of mild reaction conditions, good catalytic effect, wide substrate application range, high sulfoxide selectivity, recyclable catalyst and the like.

Description

technical field [0001] The invention relates to a method for preparing sulfoxide, in particular to a method for preparing sulfoxide by photocatalyzing sulfide oxidation with a metal-free heterogeneous catalyst. Background technique [0002] As an important intermediate in organic synthesis, sulfoxide compounds have been widely used in medicine, pesticides, synthetic fibers, plastics and organic synthesis. Sulfoxide is mainly obtained by direct oxidation of sulfide. According to different oxidants, the existing sulfoxide synthesis process mainly includes nitric acid and nitrate oxidation system, halogen system, metal oxide system, peroxide system and molecular oxygen system. In particular, molecular oxygen systems have become an important direction for the development of green chemistry due to the cheap and easy availability of oxidants and mild reaction conditions. [0003] In recent years, the selective oxidation of sulfides to sulfoxides using solar energy as a clean ener...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C315/02C07C317/14C07C317/22C07C317/04C07D333/48B01J31/06
CPCB01J31/06B01J2231/70C07C315/02C07D333/48C07C317/14C07C317/22C07C317/04
Inventor 蒋军熊晓燕唐维学
Owner 广东省科学院工业分析检测中心