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Nanometer palladium catalyst supported by porous polymer containing a Schiff base structure and preparation thereof, and application of nanometer palladium catalyst to coupling reaction for preparation of alkynylamine from halogenoacetylene

A technology of structural polymer and coupling reaction, which is applied in catalytic reaction, organic compound/hydride/coordination complex catalyst, preparation of organic compound, etc., can solve the problems of limited research and application, instability, etc. The effect of broad development space, simple and easy method, and large market application value

Active Publication Date: 2018-05-25
DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although alkyne amines have a wide range of application values, as a highly charged compound, alkyne amines are very unstable and prone to hydrolysis and oxidation reactions to obtain amides, so the research and application based on alkyne amines has been very limited.

Method used

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  • Nanometer palladium catalyst supported by porous polymer containing a Schiff base structure and preparation thereof, and application of nanometer palladium catalyst to coupling reaction for preparation of alkynylamine from halogenoacetylene
  • Nanometer palladium catalyst supported by porous polymer containing a Schiff base structure and preparation thereof, and application of nanometer palladium catalyst to coupling reaction for preparation of alkynylamine from halogenoacetylene
  • Nanometer palladium catalyst supported by porous polymer containing a Schiff base structure and preparation thereof, and application of nanometer palladium catalyst to coupling reaction for preparation of alkynylamine from halogenoacetylene

Examples

Experimental program
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Effect test

Embodiment 1

[0040] Example 1 Preparation of porous polymer-supported nano-palladium catalyst containing Schiff base structure

[0041] In a flask equipped with a condenser and a magnetic stirrer, melamine (MM) (0.313 g, 2.485 mmol), terephthalaldehyde (TPA) (0.5 g, 3.728 mmol) and dimethylsulfoxide (DMSO) ( 15.5ml), after argon bubbling and degassing, react at 180°C for 72h under an inert atmosphere. The off-white powder obtained is a copolymer of melamine and terephthalaldehyde (PMM-TPA).

[0042] Dip 200 mg of the above off-white powder into methanol solution (25 mL) of palladium dichloride (10 mg), stir vigorously for 16 h, centrifuge, wash with methanol, put into methanol solution (20 mL) of sodium borohydride (10 mg), stir vigorously for 16 h, Centrifuge and wash with methanol to obtain a porous polymer-supported nano-palladium catalyst containing a Schiff base structure, with a palladium loading capacity of 1.82%.

Embodiment 2～7

[0044] Adopt the method for embodiment 1 to prepare porous nano-palladium catalyst containing Schiff base structure polymer, difference is to change the mol ratio of TPA and MM and the consumption of palladium chloride when synthesizing PMM-TPA, see Table 1:

[0045] Table 1

[0046] Example serial number

Embodiment 8～10

[0048] The method of Example 1 is adopted to prepare porous nano-palladium catalyst containing Schiff base structure polymer, the difference is to change the diformaldehyde monomer type in the synthetic porous polymer containing Schiff base structure and use ammonium chloropalladate instead of dichloride Palladium, see Table 2:

[0049] Table 2

[0050]

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Abstract

The invention discloses a palladium nanoparticle catalyst supported by a porous polymer containing a Schiff base structure. The catalyst is a compound prepared by subjecting the porous polymer containing the Schiff base structure and divalent palladium ions to coordination at first and then to reduction by a reducing agent, wherein the porous polymer containing the Schiff base structure is a cross-linked copolymer of melamine monomers and dimethanal monomers; palladium nanoparticles account for 0.2 to 25% of the mass of the catalyst; and the sizes of the palladium nanoparticles are in a rangeof 1 to 10 nm. The catalyst provided by the invention is high in catalysis efficiency, and can catalyze the coupling reaction for preparation of alkynylamine from halogenoacetylene without any other inorganic salt reaction aids; and after completion of the reaction, the catalyst can be separated through centrifugation or filtering and cyclically used, so the catalyst is friendly to environment andbetter meets the requirements of sustainable development.

Description

technical field [0001] The invention relates to the technical field of catalyst design, in particular to a porous polymer-supported nano-palladium catalyst containing a Schiff-base structure and a preparation method thereof, and a porous polymer-containing nano-palladium catalyst containing a Schiff-base structure to prepare alkyne-amine coupling in a haloalkyne React application. Background technique [0002] Alkyne amines are very important intermediates in the synthesis of natural products and drugs. The introduction of nitrogen groups on alkynes can change the electrophilicity and lipophilicity of alkynes. In organic synthetic chemistry, alkyne amines provide a new synthetic route for the synthesis of nitrogen-containing drug molecules. Although alkyneamines have a wide range of applications, as a highly charged compound, alkyneamines are very unstable and prone to hydrolysis and oxidation reactions to obtain amides, so the research and application based on alkyneamines...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01J31/06B01J32/00B01J23/44C07C231/12C07C233/09
CPCB01J23/44B01J31/063B01J2231/4277C07C231/12C07C233/09
Inventor 黄家辉史元元王奂
Owner DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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