Guan-qi Zhang, Longfeng Song, Shiming Bi
Mar 1, 2014
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0
Influential Citations
14
Citations
Journal
Dyes and Pigments
Abstract
Abstract A series of symmetrically substituted diketopyrrolopyrrole derivatives were synthesized under mild conditions in good yields. All of the diketopyrrolopyrroles were characterized by 1H and 13C NMR, ultraviolet–visible and fluorescence spectroscopy, high resolution mass spectrometry and elemental analysis. The maximum absorption and emission bands showed gradual red-shift with the increase in electron donating strength of the 3,6-substituent. In addition, the optical properties of 4,4′-(2,5-bis(2-(2-(2-methoxyethoxy)ethoxy)ethyl)-3,6-dioxo-2,3,5,6-tetrahydropyrrolo[3,4-c]pyrrole-1,4-diyl)dibenzoic acid and 3,6-bis(4-hydroxyphenyl)-2,5-bis(2-(2-(2-methoxyethoxy)ethoxy)ethyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione were investigated under alkaline conditions. The results demonstrated that 3,6-bis(4-hydroxyphenyl)-2,5-bis(2-(2-(2-methoxyethoxy)ethoxy)ethyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione could be employed as an acid–base indicator. These diketopyrrolopyrroles derivatives have potential application in the synthesis of novel organic optoelectronic materials and in biological systems as a consequence of the increased water solubility.