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Microporous polymer-nano-metal particle catalyst and its preparation method and use

A technology of nanometer metal particles and microporous polymers, applied in the direction of carbon compound catalysts, organic compound/hydride/coordination complex catalysts, physical/chemical process catalysts, etc., can solve environmental pollution and other problems, and achieve improved catalytic efficiency , increase active sites, and high yield

Inactive Publication Date: 2017-05-03
XIANGTAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The cyanide source of this type of reaction is CuCN, KCN, NaCN, etc., which are highly toxic inorganic metal salts, which will inevitably bring about problems such as environmental pollution.

Method used

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  • Microporous polymer-nano-metal particle catalyst and its preparation method and use
  • Microporous polymer-nano-metal particle catalyst and its preparation method and use
  • Microporous polymer-nano-metal particle catalyst and its preparation method and use

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0063] Synthesis of microporous polymer poly(TMI) in N 2 in a protected glove box. Weigh 0.55 g of monomer 2,4,5-tris(4-bromophenyl)-1-methylimidazole (TMI) containing bromine-substituted triaryl imidazole group, bis(1,5-cyclooctadiene ) Nickel (0) 1g, 2,2'-bipyridine 0.4g, 1,5-cyclooctadiene 0.6g and refined DMF dewatered 63mL were added to a single-necked round bottom flask, and reacted at 80°C for 72h to obtain dark purple suspended solids. After cooling down to room temperature, concentrated hydrochloric acid was added until the mixture in the flask became a milky white suspension. Filter with suction and wash with 30% NaOH aqueous solution until the pH of the filtrate is 7. The filter cake was washed with dichloromethane (3×20ml), methanol (3×20ml) and petroleum ether (3×20ml) successively, and vacuum-dried at 80°C for 12 hours to obtain a light yellow powdery solid, the microporous polymer poly(TMI ) 0.29 g.

[0064] The resulting poly(TMI) was dissolved in 10 mL of...

Embodiment 2

[0067] Microporous polymer poly(THI) was synthesized in N 2 in a protected glove box. Weigh 0.5 g of monomer 2,4,5-tris(4-bromophenyl)-1-H-imidazole (THI) containing bromine-substituted triaryl imidazole group, bis(1,5-cyclooctadiene ) Nickel (0) 1g, 2,2'-bipyridine 0.4g, 1,5-cyclooctadiene 0.6g and refined DMF dewatered 63mL were added to a single-necked round bottom flask, reacted at 80°C for 72h to obtain a deep purple suspension things. After cooling down to room temperature, concentrated hydrochloric acid was added until the mixture in the flask became a milky white suspension. Filter with suction and wash with 30% NaOH aqueous solution until the pH of the filtrate is 7. The filter cake was washed with dichloromethane (3×20ml), methanol (3×20ml) and petroleum ether (3×20ml) successively, and vacuum-dried at 80°C for 12 hours to obtain a yellow powdery solid, the microporous polymer poly(THI). 0.26g.

[0068] The resulting poly(THI) was dissolved in 10 mL of DMF, and ...

Embodiment 3( application Embodiment 1

[0070] Get bromobenzene 0.26mL (2.5mmol), phenylboronic acid 460mg (3.77mmol), salt of wormwood 3g (21.7mmol), the microporous polymer-nanometer palladium catalyst 0.5mmol of embodiment 1, H 2 O 10mL, put in a 10mL centrifuge tube, reflux at 100°C, and react for 30min. After the reaction, centrifuge at 10,000 rpm, collect the supernatant, extract with ethyl acetate, and determine the reaction yield of the organic layer by high performance liquid chromatography (HPLC). The lower precipitate in the centrifuge tube was washed with ethanol and centrifuged more than 5 times to remove residual phenylboronic acid and bromobenzene; then washed with distilled water and centrifuged more than 5 times to remove potassium carbonate in the centrifuge tube to achieve Recovery of microporous polymer-nanopalladium catalysts. The recovered microporous polymer-nanometer palladium catalyst is reused to catalyze the coupling reaction of bromobenzene and phenylboronic acid, and the above operation...

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Abstract

The invention discloses a microporous polymer-nano-metal particle catalyst and especially relates to a microporous polymer-nano-palladium catalyst and a preparation method thereof. The preparation method comprises that prepared bromine-substituted triarylimidazole group-containing monomer 2, 4, 5-tris(4-bromophenyl)-1-alkylimidazole (TAI) undergoes a reaction to produce a microporous polymer, the microporous polymer is dissolved in DMF, and an appropriate amount of a H2PdCl4 aqueous solution is added into the DMF solution and undergoes a reaction, and excess NaBH4 is added into the reaction product so that the microporous polymer-nano-metal particle catalyst is obtained. The microporous polymer has high nitrogen content, has a multi-pore structure and helps to increase the loading amount of the transition metal. The catalyst has strong catalytic activity, good selectivity, mild reaction conditions, good reusability and a good market application value.

Description

technical field [0001] The invention belongs to the technical field of metal nanomaterial catalysts, and relates to a microporous polymer-nano metal particle catalyst, especially a microporous polymer-nano palladium catalyst and a preparation method thereof. Background technique [0002] Transition metals (such as palladium, platinum, zirconium, hafnium, scandium, or titanium) supported as catalysts have been widely used in modern organic synthesis. The performance of metal nanoparticles in heterogeneous catalysis has been found to be highly dependent on the exposed surface area, so controlling particle shape is an effective approach in order to develop high-performance metal catalysts. Loading the metal on the carrier with a porous structure increases the contact area between the nanometer metal catalyst and the reaction substrate and improves the catalytic activity. [0003] Coupled reactions such as Suzuki, Heck, and Stille have extremely wide applications in laboratorie...

Claims

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Application Information

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IPC IPC(8): B01J31/06B01J35/10C07C253/14C07C255/50C07C1/32C07C15/14
CPCC07C1/321C07C253/14B01J31/06B01J31/063C07C2531/06B01J2231/4211B01J2231/4205B01J35/393B01J35/60C07C255/50C07C15/14
Inventor 陈红飙余海文许丝琪阳梅黎华明
Owner XIANGTAN UNIV
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