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Chemija / Chemistry

ISSN 0235-7216
ISSN 2424-4538 (online)

2012 m. Nr. 3

Synthesis and properties of dimeric naphthalene diimides
D. GUDEIKA, R. LYGAITIS, J. V. GRAŽULEVIČIUS, R. H. KUBLICKAS, V. RUBEŽIENĖ, J. VEDEGYTĖ

New dimeric naphthalene diimides were synthesized via condensation of 1,4,5,8-naphthalene-tetracarboxylic dianhydride with different aromatic amines such as 2-amino-4-tert-amylphenol and 4-tert-butylcyclohexylamine as well as using linking agents such as hydrazine and p-phenylenediamine. The unsymmetrical imide synthesis approach was used to prepare intermediate derivatives. The structures of the compounds were characterized by means of 1H NMR, IR and mass spectrometry. The thermal behavior of the naphthalene diimides was investigated via differential scanning calorimetry. The studies showed that the compounds prepared are amorphous materials with glass transition temperatures from 132 °C to 266 °C. Optical properties of the synthesised naphthalene diimides in solution were studied by UV spectroscopy. All the compounds absorb electromagnetic radiation in the range of 200–400 nm.

Keywords: naphthalene diimide, condensation, glass formation, optical properties

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