Homogeneous phase dual-function catalyst for synthesizing p-aminophenol and preparation and use method thereof

A bifunctional catalyst and p-aminophenol technology, which is applied in the preparation of amino hydroxyl compounds, chemical instruments and methods, and the preparation of organic compounds, can solve the problems of wastewater discharge environmental pollution, harsh reaction conditions, and non-reusable use, etc., and achieve stability Good performance, simple preparation method, and no reduction in catalytic activity

Inactive Publication Date: 2011-05-04
HEBEI UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The catalyst is a homogeneous catalyst with high activity and high selectivity, which not only overcomes the disadvantages of harsh reaction conditions, low activity and non-reusability of existing heterogeneous catalysts, but also overcomes equipment corrosion and waste water discharge environment. pollution problem

Method used

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  • Homogeneous phase dual-function catalyst for synthesizing p-aminophenol and preparation and use method thereof
  • Homogeneous phase dual-function catalyst for synthesizing p-aminophenol and preparation and use method thereof
  • Homogeneous phase dual-function catalyst for synthesizing p-aminophenol and preparation and use method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] Synthesis of acidic ionic liquid N,N,N-trimethyl-N-sulfobutyl-ammonium bisulfate:

[0033] ①Take 0.50mol trimethylamine aqueous solution and 0.5~0.55mol 1,4-butane sultone, put them in a 250ml three-necked flask, react at room temperature~60℃ for 8~48 hours, then take out the reaction solution Afterwards, the water was distilled off under reduced pressure to obtain a white zwitterionic solid, which was washed sequentially with absolute ethanol, toluene and anhydrous ether, and then vacuum-dried to constant weight at 80°C to obtain the zwitterionic N, N , N-trimethyl-N-sulfobutylammonium ([TMBS]).

[0034] ②Put 0.50mol [TMBS] into a four-neck flask, and slowly add 0.48-0.52mol of concentrated sulfuric acid (95%-98% by mass) dropwise while keeping the temperature below 10°C, and then raise the temperature to 70°C , and reacted for 6 hours to obtain the target product acidic ionic liquid N,N,N-trimethyl-N-sulfobutyl-ammonium bisulfate. FT-IR(KBr): υ max : 3044, 2968, 14...

Embodiment 2

[0038] The first step, according to the molar ratio: the acidic ionic liquid N, N, N-trimethyl-N-sulfobutyl-ammonium bisulfate prepared in Example 1: the ratio of platinum=1000: 1, the acidic ion Liquid N,N,N-trimethyl-N-sulfobutyl-ammonium bisulfate 1.802g and chloroplatinic acid 3.186mg (1.2mg equivalent to metallic platinum) were placed in a three-necked flask, methanol and deionized water were added, and , methanol is 5ml, deionized water is 25ml, and magnetically stirred for 5 hours under reflux to obtain a colloidal dispersion system of Pt nanoparticles under the protection of acidic ionic liquid;

[0039] In the second step, the colloidal dispersion system of Pt nanoparticles under the protection of the acidic ionic liquid prepared in the second step is distilled under reduced pressure (vacuum degree 0.09-0.1MPa), and the target product homogeneous phase of the dark brown transparent state is obtained. Bifunctional catalyst.

Embodiment 3

[0041] The first step, according to the molar ratio: the acidic ionic liquid N, N, N-trimethyl-N-sulfobutyl-ammonium bisulfate prepared in Example 1: the ratio of platinum=6000: 1, the acidic ion Liquid N,N,N-trimethyl-N-sulfobutyl-ammonium bisulfate 10.813g and chloroplatinic acid 3.186mg (equivalent to 1.2mg metal platinum) were placed in a three-necked flask, and absolute ethanol and deionized water were added , wherein, 24ml of absolute ethanol, 8ml of deionized water, and magnetic stirring at 50°C for 0.5 hours, the colloidal dispersion system of Pt nanoparticles under the protection of acidic ionic liquid is obtained;

[0042] In the second step, the colloidal dispersion system of Pt nanoparticles under the protection of the acidic ionic liquid prepared in the second step is distilled under reduced pressure (vacuum degree 0.09-0.1MPa), and the target product homogeneous phase of the dark brown transparent state is obtained. Bifunctional catalyst.

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Abstract

The invention provides a homogeneous phase bi-functional catalyst used for the synthesis of p-aminophenol as well as a preparation and application process thereof, belonging to a platinum-bearing nano-particle and an acidic ionic liquid at the same time. The catalyst has the compositions: one active component: the acidic ionic liquid N, N, N-trimethyl-N-sulfobutyl-ammonium hydrogen sulfate, the other active component: the active metal Pt nano-particle, wherein, the acidic ionic liquid N, N, N-trimethyl-N-sulfobutyl-ammonium hydrogen sulfate and the metal Pt are present in a molar ratio of 1000 to 6000:1. The preparation method comprises: positioning the acidic ionic liquid N, N, N-trimethyl-N-sulfobutyl-ammonium hydrogen sulfate and chloroplatinic acid in three flasks, then adding alcoholand deionized water thereto, magnetically stirring the mixture for 0.5 to 5 hours, and finally preparing the catalyst after decompression and distillation. The homogeneous phase bi-functional catalyst used for the synthesis of p-aminophenol has advantages of mild process conditions, simple and convenient operation and rather high catalytic activity, the maximum nitrobenzene conversion rate can reach 100 percent, the maximum p-aminophenol yield is 90 percent, and the maximum p-aminophenol selectivity is 92 percent.

Description

technical field [0001] The technical scheme of the invention relates to simultaneously containing platinum nanoparticles and an acidic ionic liquid, specifically a homogeneous bifunctional catalyst for synthesizing p-aminophenol and its preparation and application method. technical background [0002] The method for synthesizing p-aminophenol by catalytic hydrogenation of nitrobenzene is generally considered to be the future development direction of synthesizing p-aminophenol. The catalytic hydrogenation technology of nitrobenzene has the advantages of one-step reaction, simple method, less steps, relatively mild equipment and process conditions, etc., and is suitable for large-scale industrial production of p-aminophenol. [0003] The mechanism of nitrobenzene catalytic hydrogenation synthesis p-aminophenol reaction is: [0004] [0005] In the first step of the reaction, that is, in the process of catalytic hydrogenation of nitrobenzene to phenylhydroxylamine, a metal ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C215/76B01J31/02C07C213/00B01J23/42
Inventor 王延吉崔咏梅赵新强
Owner HEBEI UNIV OF TECH
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