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Porous polymer solid acid catalyst for alkyne hydration reaction

A solid acid catalyst and porous polymer technology, applied in organic compound/hydride/coordination complex catalysts, physical/chemical process catalysts, catalytic reactions, etc., can solve limited functional group compatibility, low acidic site concentration, Problems such as expensive and precious metals, to achieve the effects of controllable structure, easy operation, and enhanced acid strength

Inactive Publication Date: 2018-10-09
SHAOXING UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Despite improved conversion and selectivity, these catalysts suffer from at least one of the following disadvantages: (1) expensive noble metals (Au, Pt, Ru, Ag, etc.); (2) high reaction temperature (>100 °C); (3) Large excess of water and additional acidic additives; (4) limited functional group compatibility
[0004] Many polymeric ionic liquids reported so far have very low concentration of acidic sites and rather poor porosity, which limits their application as solid acids in various acid-catalyzed reactions, especially in hydration reactions
Therefore, it remains a challenge to prepare mesoporous polymers with large specific surface area, super acid strength, controllable and high acid content.

Method used

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  • Porous polymer solid acid catalyst for alkyne hydration reaction
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  • Porous polymer solid acid catalyst for alkyne hydration reaction

Examples

Experimental program
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Effect test

Embodiment 1

[0026] A Porous Polymer Solid Acid Catalyst for Alkyne Hydration Reaction

[0027] Carrier synthesis: 2.0 g DVB and 0.5 g VP were added to a solution containing 0.07 g AIBN and 30 mL ethyl acetate. After stirring at room temperature for 12 hours, the mixture was solvent-treated at 120 °C for 24 hours, and then the solvent was slowly evaporated at room temperature for 2 days. A product with bulk morphology was obtained (PDVB-VP-0.5).

[0028] The prepared PDVB-VP-0.5 carrier was quaternized with 1,3-propane sultone, and then with HSO 3 CF 3 Perform ion exchange to synthesize PDVB-[C 3 VP][SO 3 CF 3 ]-0.5(C 3 represents a quaternizing agent for 1,3-propane sultone). Specifically, 1.0 g of PDVB-VP-0.5 was added to 25 mL of toluene under vigorous stirring, followed by the addition of 0.25 g of 1,3-propane sultone. After quaternization at 100°C for 24 hours, the product was collected by filtration, washed with copious amounts of ethanol and dried under vacuum at 80°C for 18...

Embodiment 2

[0030] A Porous Polymer Solid Acid Catalyst for Alkyne Hydration Reaction

[0031] Carrier synthesis: 2.0 g DVB and 0.2 g VP were added to a solution containing 0.07 g AIBN and 30 mL ethyl formate. After stirring at room temperature for 12 hours, the mixture was solvent-treated at 100 °C for 36 hours, and then the solvent was slowly evaporated at room temperature for 2 days. A product with bulk morphology was obtained (PDVB-VP-0.2).

[0032] The prepared PDVB-VP-0.2 carrier was quaternized with 1,3-propane sultone, and then with H 2 SO 4 Perform ion exchange to synthesize PDVB-[C 3 VP][SO 4 ]-0.2 (C3 represents the quaternization reagent of 1,3-propane sultone). Specifically, 1.0 g of PDVB-VP-0.2 was added to 35 mL of toluene under vigorous stirring, followed by the addition of 0.25 g of 1,3-propane sultone. After quaternization at 130 °C for 24 h, the product was collected by filtration, washed with copious amounts of ethanol and dried at 100 °C for 12 h. The resulting...

Embodiment 3

[0034] A Porous Polymer Solid Acid Catalyst for Alkyne Hydration Reaction

[0035]Carrier synthesis: 2.0 g DVB and 0.4 g vim were added to a solution containing 0.05 g AIBN and 30 mL methyl acetate. After stirring at room temperature for 24 hours, the mixture was solvent-treated at 100 °C for 36 hours, and then the solvent was slowly evaporated at room temperature for 2 days. A product with bulk morphology was obtained (PDVB-vim-0.4).

[0036] The prepared PDVB-vim-0.4 carrier was quaternized with 1,3-propane sultone, and then with HSO 3 CF 3 Perform ion exchange to synthesize PDVB-[C 3 vim][SO 3 CF 3 ]-0.4(C 3 represents a quaternizing agent for 1,3-propane sultone). Specifically, 1.0 g of PDVB-vim-0.4 was added into 35 mL of toluene under vigorous stirring, followed by the addition of 0.30 g of 1,3-propane sultone. After quaternization at 140°C for 36 hours, the product was collected by filtration, washed with copious amounts of ethanol and dried under vacuum at 80°C...

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Abstract

The invention belongs to the technical field of alkyne hydration catalysts and particularly relates to a porous polymer solid acid catalyst for alkyne hydration reaction. Solid acid takes lipid as a solvent, thermal copolymerization of the solvent is performed on sodium p-styrenesulfonate through divinyl benzene (DVB) and 1-vinyl imidazole (vim) or 4-vinylpyridine (VP), the solid acid is reacted with 1,3-propane sultone to form quaternary ammonium salt, and the porous polymer solid acid catalyst is finally formed through ion exchange with acid. The porous polymer solid acid has a large BET surface area, layered nanopores and enhanced acid strength, and controllable structure, easiness in operation, large-scale production and wide application prospect are achieved.

Description

technical field [0001] The invention belongs to the technical field of alkyne hydration catalysts, in particular to a porous polymer solid acid catalyst for alkyne hydration reaction. Background technique [0002] The atom economy of alkyne hydration to prepare carbonyl compounds can reach 100%, the raw material of alkyne is easy to obtain, and the product has high added value, so it has attracted much attention in modern large-scale chemical production and fine chemical preparation. Ketones, in particular, are widely used as important intermediates in the chemical and pharmaceutical industries for their production by hydration of alkynes. However, conventional alkyne hydration reactions usually use highly toxic mercury(II) salts as catalysts in aqueous sulfuric acid solutions, which severely restricts their wide application in industry. In order to overcome the toxicity of mercury salts, various organometallic catalysts, such as compounds containing Au, Pt, Ag, Ru, have be...

Claims

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Application Information

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IPC IPC(8): B01J31/10C07C49/78C07C45/26C08F226/06C08F212/36
CPCB01J31/10B01J2231/321C07C45/26C08F212/36C08F226/06C07C49/78
Inventor 柳箐孔维萍
Owner SHAOXING UNIVERSITY
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