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Diamine monomer containing asymmetric and non-coplanar structure, and preparation method of diamine monomer

A non-coplanar, diamine monomer technology, applied in the field of aromatic diamine monomer and its preparation, can solve the problems of reducing the thermal stability of polyimide, and achieve the effect of low cost, simple operation and high purity

Inactive Publication Date: 2014-01-01
GUILIN UNIVERSITY OF TECHNOLOGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In terms of thermal performance, compared with commercial polyimide, although the thermal stability of polyimide is reduced to a certain extent, it is sufficient to meet its use requirements in microelectronics, optoelectronics and other application fields.

Method used

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  • Diamine monomer containing asymmetric and non-coplanar structure, and preparation method of diamine monomer
  • Diamine monomer containing asymmetric and non-coplanar structure, and preparation method of diamine monomer
  • Diamine monomer containing asymmetric and non-coplanar structure, and preparation method of diamine monomer

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0035] (1) 6.5 grams (0.040 moles) of 4-tert-butylbenzaldehyde and 1.5 milliliters of 12 N hydrochloric acid were uniformly mixed to prepare a mixed solution.

[0036] (2) Under the protection of nitrogen, raise the temperature of 15 g (0.100 moles) of 2-tert-butylaniline to 120 ° C, and then add all the mixed solution prepared in step (1) dropwise within 1 hour, and keep stirring after the dropwise addition After 30 minutes, heat up to 160°C and reflux for 10 hours, then cool to 60°C, gradually add 10% sodium hydroxide aqueous solution drop by mass to neutralize, continue cooling to room temperature, and then add dichloromethane Extracted, washed 3 times with distilled water, then dried overnight with anhydrous sodium sulfate, filtered, and the solvent was removed by rotary evaporation, and the obtained crude product was further purified by silica gel column chromatography (the eluent was a volume ratio of 1:8 Ethyl acetate and petroleum ether mixture), and finally a light ye...

Embodiment 2

[0039] (1) 6.0 g (0.038 mol) of 1-naphthaldehyde and 1.5 ml of 12 N hydrochloric acid were uniformly mixed to prepare a mixed solution.

[0040] (2) Under the protection of nitrogen, raise the temperature of 15 grams (0.100 moles) of 2-tert-butylaniline to 110 ° C, then add the whole mixed solution prepared in step (1) dropwise within 1.5 hours, and keep stirring after the dropwise addition After 30 minutes, heat up to 150°C and reflux for 12 hours, then cool to 60°C, gradually add 10% sodium hydroxide aqueous solution drop by mass to neutralize, continue cooling to room temperature, and then add dichloromethane Extracted, washed 4 times with distilled water, then dried overnight with anhydrous sodium sulfate, filtered, and the solvent was removed by rotary evaporation, and the crude product obtained was further purified by silica gel column chromatography (the eluent was a volume ratio of 1:6 Ethyl acetate and petroleum ether mixture), the final white powdery solid is a diami...

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PUM

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Abstract

The invention discloses diamine monomer containing an asymmetric and non-coplanar structure, and a preparation method of diamine monomer. The structural general formula of the diamine monomer containing the asymmetric and non-coplanar structure is shown in the specification, wherein R represents an alkyl substituent, and Ar represents an aromatic substituent; under nitrogen protection, 2-alkyl substituted aniline and aromatic substitution substituted formaldehyde are heated, in an acidic condition, to obtain a crude product; the obtained crude product is further subject to purification through the silica column chromatography separation method, so that the diamine monomer containing the asymmetric and non-coplanar structure is obtained. The diamine monomer prepared through the invention has a high purity, is stable at normal temperature, has a simple synthesis method, and is suitable for industrial production; the obtained monomer has the asymmetric and non-coplanar structure, so that the prepared poly imide has excellent solubility, excellent thermostability, high optical transparency, low dielectric constant, and other excellent comprehensive properties.

Description

technical field [0001] The invention belongs to the technical field of aromatic diamine monomer and its preparation, and in particular relates to a diamine monomer with an asymmetric non-coplanar structure and a preparation method thereof. Background technique [0002] Polyimide materials are widely used in high-tech fields such as aerospace, machinery, electronics, and automobiles because of their excellent thermal stability, mechanical properties, dielectric properties, chemical resistance, and corrosion resistance. Due to the unique rigid main chain structure of polyimide, most polyimides have disadvantages such as high processing temperature, insolubility and poor processing performance, which further limit their wide application in related fields. In order to meet the development needs of modern high-tech fields, overcome the above-mentioned shortcomings of polyimide materials, and prepare polyimide materials with good solubility and excellent comprehensive properties, ...

Claims

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Application Information

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IPC IPC(8): C07C211/50C07C209/78
Inventor 黄孝华刘婵娟刘红霞徐旭韦春
Owner GUILIN UNIVERSITY OF TECHNOLOGY
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