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Heterogeneous hindered Lewis pair catalyst as well as preparation method and application thereof

A Lewis acid-base pair and catalyst technology, applied in the chemical field, can solve the problems of lack of heterogeneous FLPs catalyst reports, and achieve good tolerance, easy separation, and wide application prospects

Pending Publication Date: 2021-07-02
NANJING FORESTRY UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Besides, reports on heterogeneous FLPs catalysts are very scarce.

Method used

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  • Heterogeneous hindered Lewis pair catalyst as well as preparation method and application thereof
  • Heterogeneous hindered Lewis pair catalyst as well as preparation method and application thereof
  • Heterogeneous hindered Lewis pair catalyst as well as preparation method and application thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0030] A hindered Lewis acid-base pair catalyst, prepared from 3-hydroxyphenylboronic acid and ammonia water, the molar ratio of 3-hydroxyphenylboronic acid and ammonia water is 1:6, and the volume ratio of deionized water and absolute ethanol is 3:1, and the reaction The temperature is 120°C, and the synthesis method is as follows: In a 50 mL round bottom flask, dissolve 3-hydroxyphenylboronic acid (1.44 mmol) and ammonia water (8.6 mmol) in 24 ml of deionized water and 8 ml of absolute ethanol, and stir at room temperature for 10 min . Formaldehyde (2.88 mmol) was added and stirred at room temperature for 5 min. The above mixture was transferred to a hydrothermal kettle and placed at 120°C for 12h. Centrifuge, wash, and dry at 100°C for 9 hours. Grind the dried catalyst sufficiently to obtain a hindered Lewis acid-base pair catalyst, which is denoted as BNP-1. The reaction principle is as figure 2 As shown, hydroxyphenylboronic acid monomers, formaldehyde and amines fir...

Embodiment 2

[0033] A hindered Lewis acid-base pair catalyst, prepared from 2-hydroxyphenylboronic acid and ammonia water, the molar ratio of 2-hydroxyphenylboronic acid and ammonia water is 1:6, and the volume ratio of deionized water and absolute ethanol is 3:1, and the reaction The temperature is 120°C, and the synthesis method is as follows:

[0034] In a 50 mL round bottom flask, 2-hydroxyphenylboronic acid (1.44 mmol) and ammonia water (8.6 mmol) were dissolved in 24 ml deionized water and 8 ml absolute ethanol, and stirred at room temperature for 10 min. Formaldehyde (2.88 mmol) was added and stirred at room temperature for 5 min. The above mixture was transferred to a hydrothermal kettle and placed at 120°C for 12h. Centrifuge, wash, and dry at 100°C for 9 hours. The dried catalyst is thoroughly ground to obtain catalyst BNP-2.

[0035] The method of using BNP-2 for the selective hydrogenation of alkynes to prepare alkenes is as follows: In an autoclave, add p-tert-butylphenylac...

Embodiment 3

[0037] A hindered Lewis acid-base pair catalyst, prepared by 4-hydroxyphenylboronic acid and ammonia water, the molar ratio of 4-hydroxyphenylboronic acid and ammonia water is 1:6, and the volume ratio of deionized water and absolute ethanol is 3:1, and the reaction The temperature is 120°C, and the synthesis method is as follows: In a 50 mL round bottom flask, dissolve 4-hydroxyphenylboronic acid (1.44 mmol) and ammonia water (8.6 mmol) in 24 ml deionized water and 8 ml absolute ethanol, and stir at room temperature for 10 min . Formaldehyde (2.88 mmol) was added and stirred at room temperature for 5 min. The above mixture was transferred to a hydrothermal kettle and placed at 120°C for 12h. Centrifuge, wash, and dry at 100°C for 9 hours. The dried catalyst is thoroughly ground to obtain catalyst BNP-3. It should be pointed out that when 4-hydroxyphenylboronic acid is used as a monomer, the extended carbon chain of the polymer is at the two ortho positions of the hydroxyl ...

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Abstract

The invention discloses a heterogeneous hindered Lewis pair catalyst which is prepared from an amine compound and hydroxyphenylboronic acid or hydroxyphenylboronic ester through a hydrothermal polymerization reaction, and the catalyst can efficiently catalyze selective hydrogenation of an alkyne compound to prepare a corresponding olefin compound. The catalyst is simple in preparation method, low in cost, stable, insensitive to water and high in reaction activity, and the problems that a traditional catalyst is complex in preparation process, prone to deliquescence and deactivation and the like are solved; meanwhile, the catalyst is a non-metal hydrogenation catalyst and is suitable for many metal-free catalysis scenes, and the problems of metal residues and the like are solved; in addition, the solid heterogeneous catalyst avoids the problem that the catalyst is difficult to separate from the product after the reaction, and is convenient to treat and environment-friendly.

Description

technical field [0001] The invention relates to the field of chemistry, in particular to a heterogeneous hindered Lewis acid-base pair catalyst and its preparation method and application. Background technique [0002] Hindered Lewis acid-base pairs (FLPs) are a new class of catalysts that do not contain metal elements, but can activate hydrogen molecules, and can catalyze hydrogenation reactions. Compared with the traditional metal-catalyzed hydrogenation, this type of catalyst can be applied to some special hydrogenation occasions to avoid metal residues. From the perspective of the reaction principle, the large steric hindrance on the side groups of FLPs prevents the formation of strong adducts in the form of coordination bonds when Lewis acids and bases coexist, but is in a state of being close to each other and free from each other, which leads to its reaction. The activity is not quenched by neutralization, which makes FLPs have special reactivity. In recent years, ma...

Claims

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Application Information

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IPC IPC(8): B01J31/06C07C5/09C07C15/44
CPCB01J31/06C07C5/09B01J2231/645C07C15/44
Inventor 顾锋黄耀兵罗金岳
Owner NANJING FORESTRY UNIV
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