Unlock instant, AI-driven research and patent intelligence for your innovation.

Method for preparing aldehyde by oxidizing alcohol with oxygen in presence of Schiff-base complex catalyst

A technology for oxidizing alcohols and complexes, which is applied in the preparation of carbon-based compounds, organic compounds, organic compound/hydride/coordination complex catalysts, etc. It can solve problems such as high pressure, unsafe, inconvenient use, etc. Achieve the effect of easy operation, easy operation control and no pollution

Inactive Publication Date: 2013-02-20
UNIV OF JINAN
View PDF2 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, as can be seen from the examples given in the above-mentioned patent applications, the TEMPO / bromine (or active bromine) / NaNO used 2 The characteristics and effects of the oxidation system that catalyzes molecular oxygen: the use of sodium nitrite, halogen bromine or active bromine is inconvenient and unsafe, the pressure used is relatively high, and organic solvents are used

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Method for preparing aldehyde by oxidizing alcohol with oxygen in presence of Schiff-base complex catalyst
  • Method for preparing aldehyde by oxidizing alcohol with oxygen in presence of Schiff-base complex catalyst

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0033] In a 100mL polytetrafluoroethylene stainless steel autoclave, 3mmol benzyl alcohol, 10mL water, 2mol% TEMPO and 1mol% N, N-dimethylethylenediaminebenzaldehyde Schiff base copper (copper bromide) complex, Put them into the reaction kettle together, adjust the pH value to 11 with potassium carbonate aqueous solution, feed oxygen to 0.1MPa, and then seal it. Start the strong magnetic stirrer at the outer bottom of the kettle to stir, adopt the external oil bath heating method, control the heating rate and reaction temperature by the temperature measurement controller, and start timing when the set temperature is 80°C; during the reaction process, if the pressure drops , that is, oxygen supplementation. After the reaction, the organic matter was extracted with ethyl acetate. Then carry out GC analysis, the yield of product benzaldehyde is 100%, and the selectivity is 100%.

Embodiment 2

[0035] The operation method is the same as in Example 1, except that benzyl alcohol is changed into cinnamyl alcohol, and the yield of product cinnamaldehyde is 98%, and the selectivity is 100%.

Embodiment 3

[0037] The operating method is the same as in Example 1, except that benzyl alcohol is changed to p-chlorobenzyl alcohol, the yield of product p-chlorobenzaldehyde is 100%, and the selectivity is 100%.

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention relates to a new method for preparing aldehyde and ketone by oxidizing alcohol with air or oxygen in the presence of a catalyst. In the method, 3 mmol of benzyl alcohol serving as a substrate is reacted at an oxygen pressure of 0.1 to 0.3MPa and a temperature of 25 to 80 DEG C for 3 to 6 hours in an aqueous solvent in the presence of 2 to 3 mol percent of 2,2,6,6-tetramethyl-piperidinyloxy or derivatives thereof serving as a master catalyst and 1 to 2 mol percent of N,N-disubstituted diamine aromatic aldehyde Schiff base and copper complex serving as cocatalyst to form quantitative benzaldehyde, wherein the quantitative benzaldehyde yield is nearly 100 percent. The catalyst has the advantages of high activity, simple structure, easy preparation, low cost and mild catalytic reaction condition; and the catalyst is converted into cuprous oxide sediment, is easy to separate and recycle, and makes industrial production easy. The method is a good method for preparing aldehyde.

Description

technical field [0001] The invention relates to a method for preparing aldehydes and ketones by catalyzing air or oxygen, in particular to using a Schiff base copper salt complex formed by simple aromatic aldehydes and N, N-disubstituted diamines as a catalyst, and using oxygen or air as an oxidant A new method for the oxidation of alcohols to aldehydes or ketones. Background technique [0002] The oxidation of alcohols to aldehydes and ketones is one of the most important functional group transformation reactions in organic chemistry, and it is also an important method for the industrial production of aldehydes and ketones. In particular, the study of methods for synthesizing high-purity aldehydes is of great significance to the development of fine chemicals. Such reactions traditionally employ stoichiometric oxidants such as chromium oxide (Muzart, J.Chem.Rev., 1992, 92, 113-140), manganese oxide (Regen, S.L.; Koteel, C.J.Am.Chem, Soc., 1977 , 99, 3837-3838.), oxidized a...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Patents(China)
IPC IPC(8): C07C45/37C07C47/54C07C47/232C07C47/55C07C47/542C07C47/575B01J31/22
Inventor 王秋芬张营郑庚修田忠贞郑帅帅
Owner UNIV OF JINAN