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Cyclopentene oxidizing process for synthesizing glutaraldehyde in formic acid system

A technology for synthesizing glutaraldehyde and cyclopentene, which is applied in the direction of oxidative preparation of carbonyl compounds, etc., to achieve the effects of optimizing reaction conditions, reducing recycling process, and low cost

Inactive Publication Date: 2007-02-07
DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there are problems such as the recovery and recycling of a large number of solvents and catalysts in this method (Document 4: Guan Xiujun, Liu Fusheng, Zhang Jian, etc., Catalytic Oxidation of Cyclopentene to Synthesis of Glutaraldehyde, Fine Chemical Industry, 2001, 3: 173-175)

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0010] 2.38 grams of cyclopentene and 2.37 grams of formic acid were added into the reaction bottle, the addition amount of 60% hydrogen peroxide was 2.70 grams to 11.57 grams respectively, the reaction temperature was 35° C., and the reaction time was 1 hour. After the reaction, add 0.03g of manganese dioxide, stir at 35°C for 7 hours, and distill under reduced pressure with an oil bath temperature of 170°C and an outflow temperature of 58°C to obtain the product glutaraldehyde. The results (especially the impact of the amount of hydrogen peroxide on the yield of glutaraldehyde) are shown in Table 1. Wherein: glutaraldehyde yield adopts gas chromatography quantitative analysis method.

[0011] Cyclopentene g

Embodiment 2

[0013] The difference from Example 1 is:

[0014] Add 2.38 grams of cyclopentene and 5.79 grams of 60% hydrogen peroxide into the reaction bottle, the amount of formic acid added is 0.99 grams to 7.92 grams respectively, the reaction temperature is 35° C., and the reaction time is 1 hour. The results (especially the impact of the amount of formic acid on the yield of glutaraldehyde) are shown in Table 2. Wherein: glutaraldehyde yield adopts gas chromatography quantitative analysis method.

[0015] Cyclopentene g

Embodiment 3

[0017] The difference from Example 1 is:

[0018] Add 2.38 grams of cyclopentene, 2.37 grams of formic acid and 5.79 grams of 60% hydrogen peroxide into the reaction bottle, the reaction temperature is 35° C., and the reaction time is 0.5 to 3 hours. The results (especially the impact of the reaction time on the yield of glutaraldehyde) are shown in Table 3. Wherein: glutaraldehyde yield adopts gas chromatography quantitative analysis method.

[0019] Cyclopentene g

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Abstract

A method of preparing glutaraldehyde by oxidizing cyclopentene aminic acid in aminic acid system. Taking aminic acid and hydrogen peroxide as oxidizers, cyclopentene is oxidized and forming glutaraldehyde, the mol ratio of cyclopentene to hydrogen peroxide is 1 / 1.4-1 / 6.0, the mol ratio of cyclopentene to aminic acid is 1 / 0.5-1 / 4.0, the temperature is 20-60degree C, the reaction time is 0.5-3hours. The invention doesn't need expensive inorganic catalysts such as tungstenic acid, thus saving cost, reduces processes of recycling catalysts.

Description

technical field [0001] The invention relates to glutaraldehyde synthesis technology, in particular to a method for synthesizing glutaraldehyde from cyclopentene in a formic acid system. Background technique [0002] In the prior art, glutaraldehyde is the most important saturated aliphatic binary aldehyde second only to glyoxal, and can be widely used in fields such as biomedical engineering, leather chemistry, environmental protection, oil extraction, cooling water treatment ( Document 1: Shan Yuhua, Synthesis of Glutaraldehyde, Chemical Times, 1998, 5:3-7). The industrial production method of glutaraldehyde mainly adopts pyran method at home and abroad, but this method process is complicated, and raw material source is difficult and price is higher, and the application of glutaraldehyde is restricted (document 2: Zhao Yuzhen, the reagent of glutaraldehyde, Shanxi Chemical Industry, 1985, 1:63-64). The improved method at present is to adopt the abundant cyclopentene as a ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C47/12C07C45/27
Inventor 周晓霜刘菁徐杰
Owner DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI