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Heterogeneous catalyst for selective hydrogenation reaction of alkyne compound and application thereof

A technology of heterogeneous catalysts and alkyne compounds, which is applied in the preparation of carbon compound catalysts, metal/metal oxide/metal hydroxide catalysts, and organic compounds, and can solve the problems of limited catalyst applications, low reaction selectivity, and catalytic Improve selectivity and other issues, to achieve the effect of easy adjustment of product structure, good dispersion, and simple preparation method

Active Publication Date: 2019-01-11
ZHEJIANG UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Activated carbon-supported Pd catalyst has certain catalytic activity for alkyne compounds, but the catalytic selectivity needs to be further improved
The strong interaction between titanium dioxide and metal Pd makes it exhibit high catalytic activity in the selective hydrogenation of alkyne compounds, but it still has inherent weaknesses, such as the catalyst is easily deactivated in the air, and the reaction selectivity is not good. High, as a catalyst often need to add co-catalyst or multi-step treatment (Selectivity enhancement in acetylene hydrogenation over diphenyl sulphide-modified Pd / TiO2catalysts.J.Catal.2011,281,231), etc. These problems limit the application of this type of catalyst

Method used

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  • Heterogeneous catalyst for selective hydrogenation reaction of alkyne compound and application thereof
  • Heterogeneous catalyst for selective hydrogenation reaction of alkyne compound and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] Embodiment 1 is based on TiO 2-x and porous carbon (TiO 2-x @C) Pd-loaded heterogeneous catalysts

[0024] In a 100ml beaker, add 0.5g cellulose (artificial synthetic cellulose, particle size 65μm, purchased from McLean Reagent Company) and 50mL deionized water, stir to dissolve and then add TiO 2 (B) 0.1g, stir until a homogeneous mixture. Heat and stir until the deionized water in the beaker is completely volatilized to obtain a solid mixture. The solid obtained by this method can closely and uniformly combine the titanium oxide and the porous carbon after later calcination. The solid mixture was heated to 650°C in a nitrogen furnace and calcined for 1 hour to obtain TiO with a composition of 40wt%. 2-x (02 Aqueous solution (PdCl 2 The concentration of the aqueous solution is 10mg / mL), after ultrasonication for 10min, add 5mL of freshly prepared sodium borohydride aqueous solution to continue ultrasonication (the concentration of the sodium borohydride aqueous sol...

Embodiment 2

[0025] Embodiment 2 is based on TiO 2-x and porous carbon (TiO 2-x @C) Pd-loaded heterogeneous catalysts

[0026] Add 0.5g D-glucose (purchased from Sigma Reagent Company) and 50mL deionized water into a 100ml beaker, stir to dissolve and then add TiO 2 (B) 0.2g, stir until a homogeneous mixture. Heat and stir until the deionized water in the beaker is completely volatilized to obtain a solid mixture. After the solid mixture is programmed to heat up to 650° C. and calcined for 1 h in a nitrogen furnace, a TiO with a composition of 60 wt % is obtained. 2-x (02 Aqueous solution (PdCl 2 The concentration of the aqueous solution is 10mg / mL), after ultrasonication for 10min, add 5mL of freshly prepared sodium borohydride aqueous solution to continue ultrasonication (the concentration of the sodium borohydride aqueous solution is 1mg / mL), the Pd 2+ Reduced to simple Pd, filtered with suction, washed the filter residue with water for many times, and dried to obtain TiO 2-x @C su...

Embodiment 3

[0027] Embodiment 3 is based on TiO 2-x and porous carbon (TiO 2-x @C) Pd-loaded heterogeneous catalysts

[0028] In a 100ml beaker, add 0.5g cellulose (artificial synthetic cellulose, particle size 65μm, purchased from McLean Reagent Company), 50mL deionized water, stir to dissolve and then add TiO 2 (B) 0.3g, stir until a homogeneous mixture. Heat and stir until the deionized water in the beaker is completely volatilized to obtain a solid mixture. After the solid mixture is programmed to heat up to 650°C in a nitrogen furnace and calcined for 1 hour, a TiO with a composition of 70wt% is obtained. 2-x (02 Aqueous solution (PdCl 2 The concentration of the aqueous solution is 10mg / mL), after ultrasonication for 10min, add 1mL of freshly prepared sodium borohydride aqueous solution and continue ultrasonication (the concentration of the sodium borohydride aqueous solution is 2mg / mL), the Pd 2+ Reduced to simple Pd, filtered with suction, washed the filter residue with water f...

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Abstract

The invention discloses a heterogeneous catalyst for a selective hydrogenation reaction of an alkyne compound and an application thereof. The heterogeneous catalyst comprises, by weight, 1 to 10% of noble metal particles, 9 to 90% of a titanic oxide and 9 to 90% of porous carbon. Compared with the common commercial activated carbon supported Pd catalyst or titanium dioxide supported Pd catalyst, the heterogeneous catalyst has obvious synergistic effects in catalysis of a selective hydrogenation reaction for preparing an alkyne compound. The porous carbon can promote the diffusion of the substrate, further adjust and control the interaction between the noble metal particles and titanium oxide, realize charging of noble metal particles and improve the alkyne compound hydrogenation catalyticactivity and selectivity. The heterogeneous catalyst has styrene selectivity of greater than 95% and a phenylacetylene conversion rate of 100% in catalysis of a selective hydrogenation reaction for preparing an alkyne compound.

Description

technical field [0001] The invention relates to the field of catalysts, in particular to a heterogeneous catalyst for selective hydrogenation of acetylenic compounds and an application thereof. Background technique [0002] Alkenes synthesized by selective hydrogenation of alkynes constitute the backbone of many natural products and drugs, and are the type of reactions often involved in the synthesis of key pharmaceutical intermediates. Biological and pharmaceutical active molecules such as β-carotene, vitamin E, pheromone, cucurbitacin, resveratrol, polyunsaturated fatty acids, and polyene antifungal drugs are all involved in the synthesis of carbon-carbon double bonds. It plays an important role in reproductive function, prevention of cardiovascular and cerebrovascular diseases, inhibition of inflammation, and anti-tumor. Therefore, the realization of half-hydrogenation of alkynes has important application value and significance. [0003] Due to the atom economy and envi...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01J23/44B01J23/42B01J23/46B01J37/08B01J37/16C07C29/17C07C33/03C07C35/17C07C33/30C07C15/46C07C15/44C07C15/52C07C5/09C07C255/50C07C253/30C07C47/548C07C45/62C07C211/46C07C209/70C07C25/28C07C17/354
CPCC07C5/09C07C17/354C07C29/17C07C45/62C07C209/70C07C253/30B01J23/42B01J23/44B01J23/462B01J37/082B01J37/084B01J37/16C07C2523/46C07C2523/44C07C2523/42B01J35/393B01J35/23C07C33/03C07C35/17C07C33/30C07C15/46C07C15/44C07C15/52C07C255/50C07C47/548C07C211/46C07C25/28
Inventor 魏中哲王建国
Owner ZHEJIANG UNIV OF TECH
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