Method for preparing 1,5-di(2,4-dinitrophenoxy)naphthalene

A technology of dinitrophenoxy and dinitro, which is applied in 1 field to achieve the effects of high product yield and purity, fewer types of use, and convenient recovery

Inactive Publication Date: 2008-08-06
DONGHUA UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] But the preparation method of 1,5-bis(2,4-dinitrophenoxy)naphthalene has no disclosed patent or bibliographical information at present

Method used

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  • Method for preparing 1,5-di(2,4-dinitrophenoxy)naphthalene
  • Method for preparing 1,5-di(2,4-dinitrophenoxy)naphthalene

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] 16.0 grams (0.10 moles) of 1,5-naphthalenediol, 44.6 grams (0.22 moles) of 2,4-dinitrochlorobenzene, 110.4 grams (0.80 moles) of potassium carbonate, 700 milliliters of N, N-dimethyl Put formamide and 180ml of toluene into the reaction kettle, stir, heat and reflux for water separation for 18 hours, concentrate the reaction solution, recover the solvent for recycling, cool the reactant system, add water, precipitate the solid product, wash with hot water for 2 to 3 times, dry to obtain 47.3 grams of 1,5-bis(2,4-dinitrophenoxy)naphthalene crystal product with a purity of 99.1%, and obtain 1,5-bis(2,4-dinitro According to the amount of phenoxy)naphthalene and the theoretical amount (49.2 grams), the calculated yield of 1,5-bis(2,4-dinitrophenoxy)naphthalene is 96.1%.

Embodiment 2

[0028] 16.0 grams (0.10 moles) of 1,5-naphthalenediol, 54.4 grams (0.22 moles) of 2,4-dinitrobromobenzene, 55.2 grams (0.40 moles) of potassium carbonate, 50 milliliters of N-methyl-2- Pyrrolidone, 150 milliliters of N,N-dimethylacetamide and 15 milliliters of dimethylbenzene were put into the reaction kettle, stirred, heated to reflux and separated from water for 6 hours, concentrated the reaction solution, recovered the solvent for recycling, cooled the reactant system, Add water to precipitate a solid product, wash with hot water for 2 to 3 times, and dry to obtain 38.5 grams of 1,5-bis(2,4-dinitrophenoxy)naphthalene crystal product with a purity of 99.0%. According to the actual obtained 1, The amount and theoretical amount (49.2 grams) of 5-bis(2,4-dinitrophenoxy)naphthalene, calculate the yield of 1,5-bis(2,4-dinitrophenoxy)naphthalene as 78.2%.

Embodiment 3

[0030] 16.0 grams (0.10 moles) of 1,5-naphthalenediol, 40.5 grams (0.20 moles) of 2,4-dinitrochlorobenzene, 10.6 grams (0.10 moles) of sodium carbonate, 80 milliliters of N-methyl-2- Pyrrolidone and 30 ml of dichlorobenzene were put into the reaction kettle, stirred, heated to reflux and separated from water for 16 hours, then concentrated the reaction liquid, recovered the solvent for recycling, cooled the reactant system, added water, precipitated a solid product, washed with hot water for 2 ~ 3 times, dried to obtain 35.5 grams of 1,5-bis(2,4-dinitrophenoxy)naphthalene crystal product with a purity of 98.9%. According to the actual obtained 1,5-bis(2,4-bis According to the amount of nitrophenoxy)naphthalene and the theoretical yield (49.2 grams), the calculated yield of 1,5-bis(2,4-dinitrophenoxy)naphthalene was 72.1%.

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Abstract

The invention relates to a preparation method of 1, 5-bis-(2, 4-dinitrophenoxy) naphthalene, comprising: (1) heating to reflux and segregate water for 3-18h to treat 1, 5-naphthalenediol and 2, 4-dinitro halogenated benzene at a mol ratio of 1.0:2.0 to 2.2, in a system of salt forming agent and organic solvent; (2) concentrating reaction liquid, cooling the reactant system, adding water, precipitating solid product, filtering, washing and drying to obtain 1, 5-bis-(2, 4-dinitrophenoxy) naphthalene. The preparation method of 1, 5-bis-(2, 4-dinitrophenoxy) naphthalene has simple operation, high yield and purity, wherein the solvent can be recovered easily and repeatedly used. The invention has low generation of three wastes and environment-friendly property, which is suitable for industrial production.

Description

technical field [0001] The invention belongs to the field of preparation of aromatic organic compounds, in particular to a preparation method of 1,5-bis(2,4-dinitrophenoxy)naphthalene. Background technique [0002] Aromatic polyimide has excellent thermal stability, chemical stability, nuclear radiation resistance, excellent mechanical properties, electrical properties and resistance to organic solvents, and has been widely used in aerospace, electronic microelectronics, electrical and other fields . Because of its high temperature resistance, high strength, corrosion resistance, good insulation, and simple film forming process, it is an excellent functional material that can meet the performance requirements of LCD (liquid crystal display). [0003] 1,5-bis(2,4-dinitrophenoxy)naphthalene is one of the important raw materials for the synthesis of highly branched aromatic polyimide monomers, that is, an important raw material for aromatic polyvalent primary amines. Aromatic...

Claims

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Application Information

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IPC IPC(8): C07C205/38C07C201/12
CPCY02P20/582
Inventor 虞鑫海
Owner DONGHUA UNIV
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