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P-N-containing porous organic cage ligand, preparation method and applications thereof

A technology of organic cages and ligands, applied in the fields of carbon monoxide reaction preparation, organic chemistry, organic compounds/hydrides/coordination complex catalysts, etc., to achieve unique catalytic performance, easy recovery, and good catalytic performance.

Pending Publication Date: 2020-02-25
DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, since the first report of POCs, no P, N ligand-functionalized porous organic cage ligands have been reported in the literature, and the synthesis of P, N ligand porous organic cage ligands has been facing great challenges.

Method used

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  • P-N-containing porous organic cage ligand, preparation method and applications thereof
  • P-N-containing porous organic cage ligand, preparation method and applications thereof
  • P-N-containing porous organic cage ligand, preparation method and applications thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0043] Aldehyde functionalized PPh 3 Ligand monomer (with image 3 Preparation of L1): Aldehyde functionalized PPh 3 The synthetic route of the ligand is attached figure 1 shown. 25g of 4-bromobenzaldehyde diacetic acid aldehyde (96mmol) was diluted 10 times (volume ratio) with tetrahydrofuran and slowly added dropwise to 4.4g of magnesium chips to prepare the Grignard reagent. 2.3 g of phosphorus trichloride was dissolved in 10 times (volume ratio) tetrahydrofuran solution and added dropwise to the prepared Grignard reagent. After fully reacting, an equal volume of 5% HCl solution was added to continue the reaction. After the reaction was completed, the oil phase was distilled off under reduced pressure to remove most of the solvent, and the eluent of 5:1 petroleum ether: ethyl acetate was passed through the column to obtain 6.5 g of a light yellow solid product with a yield of about 60%. attached Figure 4 , attached Figure 5 And attached Figure 6 The prepared aldeh...

Embodiment 2

[0047] In Example 2, in addition to weighing 2.12 grams of image 3 L57 is a co-monomer replacement with 2.12 grams attached image 3 Except L55 comonomer, all the other implementation processes are identical with embodiment 1.

Embodiment 3

[0049] In embodiment 3, except not adding acetic acid as catalyzer, all the other implementation processes are identical with embodiment 1.

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Abstract

The invention discloses a P-N-containing porous organic cage ligand, a preparation method and applications thereof, wherein the P-N-containing porous organic cage ligand is prepared through cross-linking by using P and N ligands functionalized with an aldehyde group, an amino group and other functional groups as monomers and using corresponding polyamine or polyaldehyde as a comonomer. According to the invention, the synthesized P,N porous organic cage ligand has a stable unique pore structure and can be used for selectively adsorbing and separating gas; the complex catalyst formed by the P,Nporous organic cage ligand has the characteristics of homogeneous reaction and multiphase recovery; and during a reaction, a catalyst formed by a P,N porous organic cage ligand and a transition metalis in a homogeneous reaction state, reactants fully contacts the catalytic center so as to ensure good catalytic performance, an alcohol solvent is added after the reaction is finished, and the P,N porous organic cage ligand complex catalyst is crystallized out of the reaction system, so the catalyst can be easily recovered.

Description

technical field [0001] The invention belongs to the field of material synthesis, and in particular relates to a porous organic cage ligand containing P and N, a preparation method and application thereof. Background technique [0002] In 2009, Professor Cooper's research group at the University of Liverpool (Nature materials, 2009, 8(12):973) successfully synthesized 2+3 and 4+6 porous organic cages (POCs) for the first time. The maximum specific surface area of ​​the designed and synthesized POCs can reach 730m 2 g -1 . In a follow-up study (Nature Reviews Materials, 2016, 1(9): 16053), the author found that this type of POCs material was soluble in dichloromethane and other solvents, and could be crystallized in methanol and other solutions. Catalysis and other fields have shown good application prospects. [0003] P, N ligands in transition metal complexes catalyzed hydroformylation reactions, coupling reactions, hydrosilylation reactions, hydrogenation reactions and ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D471/22C07D487/22C07F9/6581C07F9/6584C07F9/6587B01J31/22B01J31/24B01J35/10C07C45/50C07C47/02
CPCC07F9/6587C07F9/6581C07F9/6584C07D487/22C07D471/22B01J31/183B01J31/1835B01J31/2485C07C45/50B01J2531/822B01J2531/827B01J2531/845B01J35/617B01J35/643B01J35/635B01J35/647B01J35/615C07C47/02B01J31/22B01J31/24B01J35/60
Inventor 丁云杰李存耀汪文龙严丽
Owner DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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