Organic molecular cage loaded catalyst, synthesis method and application thereof

A technology for supporting catalysts and organic molecules, applied in the field of organic molecular cage-supported catalysts and their synthesis, can solve the problems of insignificant variability of monomer units, polydispersity of molecular weight, expensive raw materials, etc., and achieves wide industrial application prospects, separation Simple, easy-to-use ingredients

Inactive Publication Date: 2015-07-08
EAST CHINA NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the synthesis of star-shaped macromolecules also has problems such as polydispersity of molecular weight, insignificant variability of monomer units, and expensive raw materials, and its application range in supported catalysis is relatively narrow.

Method used

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  • Organic molecular cage loaded catalyst, synthesis method and application thereof
  • Organic molecular cage loaded catalyst, synthesis method and application thereof
  • Organic molecular cage loaded catalyst, synthesis method and application thereof

Examples

Experimental program
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preparation example Construction

[0049] The synthetic method of organic molecular cage supported catalyst of the present invention comprises the following steps:

[0050] (1) Using glycidyl methacrylate (GM) as a monomer, synthesize the main chain of PGM through RAFT polymerization, and hydrolyze the epoxy groups on the main chain to form hydroxyl groups; DL-lactide ring-opening is triggered under the catalysis of DBU Polymerize to generate a PLA (polylactic acid) degradation layer; then install a RAFT chain transfer agent at the hydroxyl end. Then random copolymerization of 4-vinyl benzyl chloride (VBC) and 4-butenyl styrene (BS) is grafted onto the molecular main chain; in order to increase its solubility and increase steric hindrance, another layer is connected outside N-isopropylacrylamide (NIPAAm); obtain organic molecule cage supported catalyst precursor; as Figure 11 shown.

[0051] (2) The above-mentioned obtained organic molecular cage precursor is cross-linked with the first-generation Grubbs cat...

Embodiment

[0078] (1) Synthesis of organic molecular cage precursors

[0079] Add 20mgP(GM-g-LA-VBC\BS), 255mgNIPAAm, 0.03mgAIBN, 0.8ml1,4-dioxane to the reaction test tube, and react at 60°C for 4h after deoxygenation for 3 times by freezing-pump-thawing . After the reaction, the reaction solution was precipitated in ether, and after centrifugation, the solvent was removed, dissolved in THF, and precipitated in ether, and repeated twice. Weigh 50 mg (11.7%) after drying. PDI = 1.20. 1 HNMR in CDCl 3 n(NIPAAm)=300.

[0080] (2) Suzuki-Miyaura coupling reaction catalyzed by supported Pd organic molecular cages:

[0081] Dissolve Pd-loaded organic molecular cages (5 mg) in EtOH:H in a reaction tube 2 O=10:1 mixed solvent (4.4ml). Add 4-iodoanisole (47 mg), phenylboronic acid (37 mg), K 2 CO 3 (83 mg). After 3 deoxygenation by freezing-pump-thawing method, react at 50°C for 24h. After most of the solvent in the reaction solution was removed, the precipitation and diethyl ether we...

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Abstract

The invention discloses an organic molecular cage loaded catalyst and a synthesis method thereof. The method includes: firstly synthesizing an organic molecular cage loaded catalyst precursor, then using a Grubbs catalyst to conduct catalytic crosslinking, and carrying out hydrolysis and azidation to synthesize an azide group containing organic molecular cage, and finally carrying out click chemical reaction to connect catalytic groups of different catalytic properties. The invention also puts forward application of the organic molecular cage loaded catalyst respectively in catalysis of oil soluble organic reaction in an aqueous solution, catalysis of ''one nest method'' tandem reaction, and Pd loaded load catalysis of Suzuki-Miyaura coupling reaction.

Description

technical field [0001] The invention belongs to the technical field of polymer synthesis, and relates to the technical field of polymer-supported catalysts, in particular to an organic molecular cage load used for catalyzing oil-soluble organic reactions in water phases, "one nest method" series reactions and Suzuki-Miyaura coupling reactions Catalysts and their synthesis methods and applications. Background technique [0002] In recent years, due to the wide application of the "space-limited valve effect" in the field of polymer-supported catalysis, polymer-supported catalytic materials have been vigorously developed. Entered a new period of rapid development. Especially in the past 20 years, the research on nano-catalytic materials developed with dendrimers, hyperbranched and star-shaped polymers as carriers has been deeply developed, which has raised the application of polymer-supported catalysts in organic synthetic chemistry. new steps. This type of polymer catalyst ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01J31/06C07B37/00C07C41/30C07C43/205C07C253/30C07C255/41C08F212/14C08F212/12C08F220/54C08F2/38C08F257/00C08G63/08
Inventor 黄琨熊林峰张慧
Owner EAST CHINA NORMAL UNIV
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