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A kind of double carbonylation preparation method of palladium catalyzed acetylene

A double carbonylation, palladium-catalyzed technology is applied in the field of preparing succinic acid by an acetylene method, which can solve the problems of high energy consumption, unsuitability for succinic acid, and high danger of succinic acid, and achieves low energy consumption, raw material cost advantages, and high reaction efficiency. The effect of high conversion rate

Active Publication Date: 2020-08-28
CHINA CHENGDA ENG +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0012] The invention provides a palladium-catalyzed double carbonylation preparation method of acetylene, the obtained acetylene double carbonylation product can be further hydrogenated and synthesized to obtain succinic acid, so as to solve the problem of high risk and high energy consumption of the existing acetylene one-step method for preparing succinic acid and the problem that the existing acetylene carbonylation method is not suitable for the two-step method to prepare succinic acid

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] Weigh PdBr 2 0.0526g, LiBr0.1059g, tris (2-methylphenyl) phosphine 0.0082g, water 0.1985g, dissolved in 10ml of acetonitrile, respectively filled with 700ml of acetylene and 1590ml of carbon monoxide in the gas cylinder. Then replace the air in the reaction bottle with the mixed gas twice, heat up to 40°, and react for 300 minutes. The reaction solution was orange-red, and a white solid was precipitated in the solution. The solid was mainly succinic acid and fumaric acid, and its mass was 0.8954g. The content of succinic acid in the solid was 72.85%, and the content of fumaric acid The content is 16.56%. The liquid contained bis-carbonylation products with 3.94% succinic acid, 1.78% succinic anhydride and 1.84% fumaric acid.

Embodiment 2

[0028] Weigh PdBr 20.168g, LiBr 0.360g, 8-hydroxyquinoline 0.0102g, water 0.572g, dissolve in 30ml of acetonitrile, fill the gas cylinder with 1000ml of acetylene and 2100ml of carbon monoxide respectively. Then replace the air in the reaction bottle with the mixed gas twice, heat up to 50°, and react for 242 minutes. The reaction solution was orange-red, and a white solid was precipitated in the solution. The solid was succinic acid and fumaric acid, and its mass was 2.73g. The content of succinic acid in the solid was 78.16%, and the content of fumaric acid was 14.62%. The liquid contained bis-carbonylation products with 3.12% succinic acid, 1.51% succinic anhydride and 2.01% fumaric acid.

Embodiment 3

[0030] Weigh PdBr 2 0.172g, content 40% hydrobromic acid 0.91g, triphenylphosphine 0.010g, water 0.580g, dissolve in 30ml of acetonitrile, fill the gas cylinder with 1000ml of acetylene and 2200ml of carbon monoxide respectively. Then replace the air in the reaction bottle with the mixed gas twice, heat up to 50°, and react for 225 minutes. The reaction solution was orange-red, and a white solid was precipitated in the solution. The solid was succinic acid and fumaric acid, and its mass was 2.22g. The content of succinic acid in the solid was 80.20%, and the content of fumaric acid was 13.84%. The liquid contained biscarbonylation products with 2.32% succinic acid, 1.81% succinic anhydride and 1.24% fumaric acid.

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Abstract

The invention provides a double-carbonylation preparation method utilizing palladium to catalyze acetylene and relates to the field of preparing succinic acid by an acetylene method. According to thedouble-carbonylation preparation method, acetylene, carbon monoxide and water are utilized as raw materials to be catalyzed and synthesized into succinic acid (anhydride) under the conditions of a reaction temperature as 25 to 75 DEG C and a pressure as 0.1 to 5MPa. To the used catalyst, a palladium compound-lithium halide / hydrogen halide-nitrogenous / phosphine ligand is utilized as the catalyst, wherein n (palladium compound) to n (lithium halide / hydrogen hydride) is equal to 1 to (1 to 10), and n (phosphine / nitrogen ligand) to n (palladium compound) is equal to 1 to (1 to 10). Compared with the prior art, the double-carbonylation preparation method disclosed by the invention has the advantages of moderate reaction conditions, quick reaction speed, high selectivity, simpleness and safety in operation, ability in effectively reducing succinic acid production cost and very good industrial market prospect.

Description

technical field [0001] The invention relates to the field of preparing succinic acid by an acetylene method, in particular to a palladium-catalyzed double carbonylation preparation method of acetylene. Background technique [0002] Succinic acid (succinic acid) is an important organic chemical raw material and intermediate, which can be used as surfactant, cleaning agent, ion chelating agent, acidifying agent, pH modifier and antibacterial agent, etc., widely used in chemical industry, food, medicine and other fields. Among them, because the biodegradable plastic polybutylene succinate (PBS) has excellent mechanical properties and reasonable price compared with other biodegradable plastics, its market demand is huge, and its main raw material succinic acid brings great prospects for development. [0003] The synthesis methods of succinic acid include chemical synthesis (paraffin oxidation, catalytic hydrogenation, electrolysis, acetylene carbonylation) and biosynthesis (bi...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C55/10C07C57/15C07C51/14B01J23/44
CPCB01J23/44C07B2200/09C07C51/14C07C55/10C07C57/15
Inventor 孙腾李建国杨先贵王公应王斌梁建平周齐领尹渠军李健
Owner CHINA CHENGDA ENG
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