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Ethylenediamine-nitrophenol type ionic liquids and preparation method thereof

A technology of ionic liquid and dinitrophenol, which is applied in the preparation of amino compounds, chemical instruments and methods, and the preparation of organic compounds, can solve problems such as production and people's lives, national security threats, safety accidents, and loss of raw materials, and achieve compatibility Good performance, high structural symmetry, good thermal stability

Inactive Publication Date: 2011-05-25
INST OF PROCESS ENG CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, due to its strong acidity, it is easy to react with metals, organic bases, etc., causing loss of raw materials and safety accidents, posing a serious threat to production, people's lives and even national security.

Method used

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  • Ethylenediamine-nitrophenol type ionic liquids and preparation method thereof
  • Ethylenediamine-nitrophenol type ionic liquids and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0013] Firstly, 0.04 mol of 2-nitrophenol was weighed and dissolved in 50 ml of ethanol, and 0.01 mol of ethylenediamine was weighed and dissolved in 10 ml of ethanol. Slowly add the ethylenediamine ethanol solution dropwise to the stirred nitrophenol ethanol solution at 30°C, and the dropwise addition is completed in 30 minutes, and a yellow precipitate is formed during the dropwise addition. After the dropwise addition, the reaction was continued at 30°C for 30 minutes, filtered and dried at 40°C to obtain 3.11 g of a yellow product, with a yield of 92%. The proton magnetic spectrum data of gained compound is: δ=2.81 (s, CH2, 4H), 6.44 (t, CH, 2H), 6.78 (d, CH, 2H), 7.24 (t, CH, 2H), 7.74 ( d, CH, 2H) ppm.

Embodiment 2

[0015] Firstly, 0.04 mol of 3-nitrophenol was weighed and dissolved in 50 ml of isopropanol, and 0.01 mol of ethylenediamine was weighed and dissolved in 10 ml of isopropanol. Slowly add the ethylenediamine isopropanol solution dropwise to the stirred nitrophenol isopropanol solution at 5-10°C, and the dropwise addition is completed within 30 minutes. Then, the reaction was continued at 10°C for 60 min. During the reaction, a precipitate gradually precipitated out, and was filtered and dried at 50°C to obtain 1.02 g of a yellow product with a yield of 30%. The proton magnetic spectrum of gained compound is: δ=2.65 (s, CH2, 4H), 5.38 (s, NH3, 6H), 7.12 (d, CH, 2H), 7.37 (t, CH, 2H), 7.46 (s , CH, 2H), 7.50 (d, CH, 2H) ppm.

Embodiment 3

[0017] Firstly, 0.04 mol of 2,4-nitrophenol was weighed and dissolved in 80 ml of ethanol, and 0.017 mol of ethylenediamine was weighed and dissolved in 10 ml of ethanol. Slowly add the ethylenediamine ethanol solution to the stirring nitrophenol ethanol solution at 50°C, and the dropwise addition is completed in 30 minutes, during which a yellow precipitate is formed. After the dropwise addition, the reaction was continued at 50° C. for 30 minutes, filtered and dried at 30° C. to obtain 6.98 g of a yellow product with a yield of 96%. The proton magnetic spectrum of the obtained compound is: δ=1.25 (s, CH2, 4H), 4.65 (d, CH, 2H), 6.01 (d, CH, 2H), 6.78 (s, CH, 2H) ppm.

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Abstract

The invention uses ethylenediamine as cationic donor, uses nitrophenols which have different numbers of nitro groups and are substituted in different sites, as anionic donor, uses one or more of water, ethanol, methanol, propanol, isopropanol and acetone as reaction medium and utilizes the acid-base reaction to synthesize a series of ethylenediamine-dinitrophenol type ionic liquids. The synthesized ionic liquids have higher structural symmetry, higher thermal stability and good compatibility to metals, high polymer materials and other inorganic materials, contain more coordination centers and belong to a new type of materials with broad application prospect.

Description

[0001] Field of the invention: the present invention relates to the synthesis of an ethylenediamine nitrophenol ionic liquid in the field of chemical engineering and energetic materials. Background technique: [0002] Ionic liquids are a class of salt compounds with relatively low melting points composed of organic cations and inorganic anions or organic anions. Compared with common organic solvents, ionic liquids have low vapor pressure, strong polarity, good solubility, good stability, and adjustable performance. Based on these unique properties, ionic liquids are regarded as new solvents and have received more and more attention. In recent years, the application of energetic ionic liquids or energetic salts prepared by modifying conventional ionic liquids with energetic components in the field of explosives and propellants has also shown good prospects. This is because the modified energetic salt or energetic ionic liquid has good thermal stability, non-volatility, low cha...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C211/10C07C205/22C07C205/23C07C205/24C07C209/00C07C201/12
Inventor 李增喜刘龙李春山张香平田敬爱何春林张锁江
Owner INST OF PROCESS ENG CHINESE ACAD OF SCI
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