A Midas Touch on Azobenzene

  • Author: Xin Su
  • Published: 15 May 2014
  • Copyright: Wiley-VCH Verlag GmbH & Co. KGaA
  • Source / Publisher: Langmuir/ACS Publications
thumbnail image: A Midas Touch on Azobenzene

Low-molecular weight organic dyes with metallic colors are highly desirable because of their light weight and non-conductive nature, especially as paints for large vehicles and electronic devices. To this end, Yukishige Kondo and co-workers at Tokyo University of Science, Japan, have synthesized an azobenzene that reflects gold color upon recrystallization, namely bis[4-(3-methylbutoxy)phenyl]diazene (DC-azo).

Made in three steps via azo coupling and alkylation from p-aminophenol, this compound bears symmetric alkoxy groups at para positions (see figure). Its crystals show a specular reflectance profile very similar to that of gold thin films. The gold coloration, likely as a result from the interplay of absorption by the azo group and molecular packing orientation, is stable against high temperature, UV light, and drying.
Greatly advantageous over other azo dyes that suffer from gradual decoloration, it has therefore become a promising candidate for alternatives to traditional metal-based gold-color paints.


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1 Comments

minitha radha wrote:

chemistry

It gives reinforcement for me to build such molecules with industrial applications.

Mon May 19 14:00:28 UTC 2014

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