New 3,6-bis(biphenyl)diketopyrrolopyrrole dyes and pigments via Suzuki–Miyaura coupling

New soluble dyes and insoluble organic pigments based on the diketopyrrolopyrrole skeleton have been prepared via Suzuki–Miyaura coupling on 3,6-bis(4-bromophenyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione. Boc protection of the amidic functions was advantageously used to solubilize the starting diketop...

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Bibliographic Details
Published in:Dyes and pigments 2013-03, Vol.96 (3), p.679-685
Main Authors: Beninatto, Riccardo, Borsato, Giuseppe, De Lucchi, Ottorino, Fabris, Fabrizio, Lucchini, Vittorio, Zendri, Elisabetta
Format: Article
Language:English
Subjects:
Diketopyrrolopyrrole
DPP
Dye
Photophysical property
Pigment
Suzuki–Miyaura coupling
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Summary:New soluble dyes and insoluble organic pigments based on the diketopyrrolopyrrole skeleton have been prepared via Suzuki–Miyaura coupling on 3,6-bis(4-bromophenyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione. Boc protection of the amidic functions was advantageously used to solubilize the starting diketopyrrolopyrrole prior to the introduction of substituents. Absorption, fluorescence emission and optical features of these new diketopyrrolopyrroles dyes are presented. [Display omitted] ► New dyes and pigments based on the diketopyrrolopyrrole skeleton was obtained via Suzuki–Miyaura cross-coupling. ► The starting diketopyrrolopyrrole was solubilized by introduction of the Boc protecting group on the amidic functionalities. ► The photophysical properties of the new compounds were described.
ISSN:0143-7208
1873-3743
DOI:10.1016/j.dyepig.2012.11.011