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Method for synthesizing poly 1,5-naphthalene diamine

A synthesis method and technology of naphthalene diamine are applied in the field of poly-1, and can solve the problems of complex structure and small steric hindrance of poly-1,5-naphthalene diamine.

Inactive Publication Date: 2010-07-14
TONGJI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Since the two amine groups on the naphthalene ring of 15DAN are in a separated structure, the steric hindrance around the amine group is relatively small. In addition to the amine group itself, both the para-position and the ortho-position of the amine group have reactivity, which eventually leads to poly 1 , the structure of 5-naphthalenediamine is relatively complex

Method used

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  • Method for synthesizing poly 1,5-naphthalene diamine
  • Method for synthesizing poly 1,5-naphthalene diamine
  • Method for synthesizing poly 1,5-naphthalene diamine

Examples

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Embodiment 1

[0072] A method for synthesizing poly-1,5-naphthalene diamine, dissolving 1,5-naphthalene diamine in acetonitrile to make a solution, heating to 20°C and keeping constant temperature, then adding dropwise the distilled aqueous solution of ammonium persulfate, persulfuric acid The molar ratio of ammonium to 1,5-naphthalene diamine is 0.5:1, and the dropwise addition is completed in 30 minutes. After the dropwise addition, react for more than 24 hours, and filter to obtain the primary product of polymerization. Wash with distilled water to remove impurities such as residual oxidant and its by-products, oligomers, etc. until the filtrate is colorless, and wash with BaCl 2 Solution detection filtrate until there is no residual sulfate ion. Then transfer the filter cake to a beaker filled with distilled water, magnetic stirring, soaking and washing for a day and night, suction filtration, BaCl 2 The solution was checked again for the filtrate without sulfate ions remaining. Final...

Embodiment 2

[0074] A method for synthesizing poly-1,5-naphthalene diamine, dissolving 1,5-naphthalene diamine in acetonitrile to make a solution, heating to 20°C and keeping constant temperature, then adding dropwise the distilled aqueous solution of ammonium persulfate, persulfuric acid The molar ratio of ammonium to 1,5-naphthalene diamine is 1:1, and the dripping is completed in 30 minutes. After the dripping is completed, react for more than 24 hours, and filter to obtain the initial product of polymerization. Wash with distilled water to remove impurities such as residual oxidant and its by-products, oligomers, etc. until the filtrate is colorless, and wash with BaCl 2 Solution detection filtrate until there is no residual sulfate ion. Then transfer the filter cake to a beaker filled with distilled water, magnetic stirring, soaking and washing for a day and night, suction filtration, BaCl 2 The solution was checked again for the filtrate without sulfate ions remaining. Finally, the...

Embodiment 3

[0076] A method for synthesizing poly-1,5-naphthalene diamine, dissolving 1,5-naphthalene diamine in acetonitrile to make a solution, heating to 20°C and keeping constant temperature, then adding dropwise the distilled aqueous solution of ammonium persulfate, persulfuric acid The molar ratio of ammonium to 1,5-naphthalene diamine is 2:1, the dripping is completed in 30 minutes, and after the dripping is completed, react for more than 24 hours, and filter to obtain the primary product of polymerization. Wash with distilled water to remove impurities such as residual oxidant and its by-products, oligomers, etc. until the filtrate is colorless, and wash with BaCl 2 Solution detection filtrate until there is no residual sulfate ion. Then transfer the filter cake to a beaker filled with distilled water, magnetic stirring, soaking and washing for a day and night, suction filtration, BaCl 2 The solution was checked again for the filtrate without sulfate ions remaining. Finally, the...

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Abstract

The present invention discloses a synthesis method of poly-1, 5-naphthalene diamine, which is characterized in that 1, 5-naphthalene diamine can prepare the poly-1, 5-naphthalene diamine by persulfate oxidation. The present invention has the beneficial effect that: the poly-1, 5-naphthalene diamine which is prepared by the synthesis method of the present invention has high yield, which can achieve 98.2 percent at most, so the yield is higher than or equivalent to the chemical oxidative polymerization yield of aniline and 1, 8-naphthalene diamine. The poly-1, 5-naphthalene diamine which is obtained by taking the ferric chloride as the oxidant is the black powder with the hard texture, which can be partially dissolved in the water, acidic solution and basic solution; the poly-1, 5-naphthalene diamine which is obtained by taking the ammonium persulfate as the oxidant is the blackish-brown powder granule with the soft texture, the highest conductivity is 4.70 multiplied by 10 to 9S / cm to 1, which is higher than the poly-1, 8-naphthalene diamine under the same conditions, the present invention is not dissolved in the water, the acidic solution and the basic solution, the present invention has better acid and alkaline resisting capacity, furthermore, the final product can be used for absorption of Pb2 plus , Ag plus , Hg2 plus and other heavy metal ions, and the absorption rate is high.

Description

technical field [0001] The invention relates to a synthesis method of poly-1,5-naphthalene diamine. Background technique [0002] Since the discovery of aromatic conductive polymers at the end of the nineteenth century, their conductive properties have been valued by scientists from all over the world. In recent years, the discovery of many excellent properties and the expansion of the range of potential applications make it a very promising class of organic conductive materials. Its good environmental stability, excellent conductivity (doped with appropriate ions), high gas separation efficiency, relatively simple processing, etc. have attracted more and more interest from researchers, and its role in the adsorption and detection of heavy metal ions , secondary batteries, electrocatalysts, antistatic and anticorrosion materials, electrode materials, gas sensors, gas separation membranes, biomedicine, biosensors and other fields have shown broad application prospects. [0...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G73/02
Inventor 黄美荣李新贵
Owner TONGJI UNIV