Synthesis and characterization of highly soluble and thermally stable new polyimides based on 3,5-diamino benzoyl amino phenyl-14H-dibenzo[a,j]xanthene

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• 作者：Zahra Rafiee (1)
  Sedigheh Khalili (1)
  
• 关键词：Polyimide ; Xanthene ; containing diamine ; Direct polycondensation ; Thermal stability
• 刊名：Polymer Bulletin
• 出版年：2013
• 出版时间：August 2013
• 年：2013
• 卷：70
• 期：8
• 页码：2423-2435
• 全文大小：312KB
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• 作者单位：Zahra Rafiee (1)
  Sedigheh Khalili (1)
  
  1. Department of Chemistry, Yasouj University, Yasouj, 75914-353, Islamic Republic of Iran
  

文摘

A new xanthene-containing diamine monomer was successfully synthesized in four steps by the condensation of β-naphthol and 4-nitrobenzaldehyde in the presence of p-toluenesulfonic acid catalyst, reduction of the nitro intermediate, the nucleophilic substitution reaction of amine compound and 3,5-dinitrobenzoyl chloride, and subsequent reduction of the dinitro compound. The diamine monomer could be obtained in quantitative yield. A series of novel organosoluble aromatic polyimides were prepared by direct polycondensation of synthesized diamine with four tetracarboxylic dianhydrides via a conventional two-step polymerization process. The polymers were obtained in quantitative yields with inherent viscosities of 0.20-.74?dL/g. Most of the polymers dissolved in N-methyl-2-pyrrolidone, N,N-dimethylacetamide, N,N-dimethylformamide and dimethyl sulfoxide. The resulting polyimides exhibited good thermal stability; no weight loss was detected before a temperature of 450?°C in nitrogen. Wide-angle X-ray diffraction measurements showed that these polyimides were predominantly amorphous.