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Method for preparing isononyl olefine aldehyde

A technology of alkenal and isononyl, which is applied in the preparation of carbon-based compounds, chemical instruments and methods, and the preparation of organic compounds, can solve the problems of using sodium hydroxide or potassium hydroxide aqueous solution, and achieve simple equipment and high production efficiency The effect of low price and mild reaction conditions

Inactive Publication Date: 2013-02-06
QINGDAO SANLI BENNUO CHEM IND +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] Isononanol can also be prepared from isononenal by hydrogenation reaction; the preparation of alkenals is generally obtained by condensation reaction of aldehydes in the presence of lye; the lye used is usually sodium hydroxide or potassium hydroxide Aqueous solution, although Chinese patent CN 102070419 A introduces the use of solid alkali magnesium oxide to replace sodium hydroxide or potassium hydroxide aqueous solution to catalyze the condensation reaction of n-butyraldehyde, but the conversion rate of n-butyraldehyde and the yield of isooctenal are obviously lower than those using Results of aqueous sodium hydroxide or potassium hydroxide

Method used

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  • Method for preparing isononyl olefine aldehyde
  • Method for preparing isononyl olefine aldehyde
  • Method for preparing isononyl olefine aldehyde

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] Add 30ml of n-butyraldehyde and n-valeraldehyde mixture and 30ml of 2% sodium hydroxide aqueous solution into the autoclave, wherein n-butyraldehyde: n-valeraldehyde=1:1 molar ratio; check the airtightness after closing the kettle to confirm that there is no air leakage , replace the air in the kettle with nitrogen for five times, and then pass nitrogen to pressurize to 0.5MPa, stir and heat up to 120°C, and react for 2 hours; after the reaction, cool to room temperature and reduce pressure, open the kettle, and take out the reaction The liquid is placed in a separatory funnel, and after phase separation, the upper organic phase is taken for analysis, and the lower lye is recovered; the reaction solution contains 0.5% of unreacted n-butyraldehyde, 0.2% of n-valeraldehyde, 23.4% of isooctenal, and iso-octenal. Nonenal 43.1%, isodecenal 30.8%; other components 2.0%.

Embodiment 2

[0034] In the three-necked flask, a spherical condenser, a thermometer and an inlet pipe are installed respectively; 30ml of n-butyraldehyde and n-valeraldehyde mixture, 2% sodium hydroxide aqueous solution 30ml are added in the three-necked flask, wherein n-butyraldehyde: n-valeraldehyde=1: 5 molar ratio; pass nitrogen into the device through the inlet pipe, replace the air in the device five times, and then fill in an appropriate amount of nitrogen to maintain the inert atmosphere in the device; place the three-necked flask on the oil bath; heat to 95 ~102°C, reaction time 5 hours; after the reaction, cool the reaction solution to room temperature, take out the reaction solution, take the upper organic phase for analysis after phase separation, and recover the lower lye; the reaction solution contains 0.4% n-butyraldehyde, n-butyraldehyde Valeraldehyde 0.3%, isoctenal 3.6%, isononenal 22.4%, isodecenal 61.7%; other components 11.6%.

Embodiment 3

[0036] In the three-necked flask, a spherical condenser, a thermometer and an inlet pipe are installed respectively; 30ml of n-butyraldehyde and n-valeraldehyde mixture, 2% sodium hydroxide aqueous solution 30ml are added in the three-necked flask, wherein n-butyraldehyde: n-valeraldehyde=5: 1 molar ratio; feed nitrogen into the device through the inlet pipe, replace the air in the device five times, and then fill in an appropriate amount of nitrogen to maintain the inert atmosphere in the device; place the three-necked flask on an oil bath; heat to 95 ~102°C, the reaction time is 6 hours; after the reaction, cool the reaction solution to room temperature, take out the reaction solution, take the upper organic phase for analysis after phase separation, and recover the lower lye; the reaction solution contains 0.4% n-butyraldehyde, n-butyraldehyde Valeraldehyde 0.3%, isoctenal 67.8%, isononenal 23.2%, isodecenal 3.5%, other components 4.8%.

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Abstract

The invention provides a method for preparing isononyl olefine aldehyde by cross condensation reaction between n-butanal and n-pentanal, between n-butanal and 2-methyl butyl aldehyde or between 2-methyl propionic aldehyde and n-pentanal in a mild condition; and the reaction condition is that the molar ratio of butyraldehyde to valeraldehyde is 1:5 to 5:1, the concentration of a sodium hydroxide or potassium hydroxide solution is 0.5-5.0 percent, the nitrogen or argon gas pressure is 0-0.5 MPa, the reaction temperature is 30-140 DEG C, and the reaction time is 1-10 hours. Isononyl olefine aldehyde prepared by the technology can produce isononyl alcohol when hydrogen is added.

Description

technical field [0001] The invention relates to a method for preparing isononenal, belonging to the fields of organic synthesis and organic catalysis. Background technique [0002] The main use of isononenal is to prepare isononyl alcohol by hydrogenation reaction, and isononyl alcohol is an important raw material for preparing diisononyl phthalate; diisononyl phthalate is a kind of The added non-toxic plasticizer has good heat resistance, light resistance, aging resistance and electrical insulation, low volatility and good plasticizing performance. It is widely used in the production of wires, cables and plastic products. [0003] At present, the general preparation method of isononanol is through the following two steps: the first step is to produce isononanal by hydroformylation of octene and synthesis gas, and the second step is to hydrogenate isononanal to produce isononanal Alcohol (Hong Zhongling, "Deep Processing of Chemical Organic Raw Materials" P.16, Chemical Ind...

Claims

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Application Information

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IPC IPC(8): C07C47/21C07C45/74
Inventor 李贤均陈骏如胡家元陈锴王晓光曹和兴
Owner QINGDAO SANLI BENNUO CHEM IND
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