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Effect of the ortho alkylation of perylene bisimides on the alignment and self-assembly properties.

ABSTRACT: The effect of the ortho alkylation of perylene bisimides on the alignment and self-assembly properties has been studied. It was found that the dichroic properties of perylene bisimides in a liquid crystal host can be reversed with a single synthetic step by ortho alkylation. Furthermore, a solvent-induced growth of ultralong organic n-type semiconducting fibrils from non-ortho-alkylated perylene bisimide was observed. Ortho substitution of the perylene bisimide core alters the mode of fibrillar growth, leading to isotropic crystallization.

SUBMITTER: Dasgupta D

PROVIDER: S-EPMC4232268 | biostudies-literature | 2014 Aug

REPOSITORIES: biostudies-literature

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Effect of the ortho alkylation of perylene bisimides on the alignment and self-assembly properties.

Dasgupta Debarshi D Kendhale Amol M AM Debije Michael G MG Ter Schiphorst Jeroen J Shishmanova Ivelina K IK Portale Giuseppe G Schenning Albertus P H J AP

ChemistryOpen 20140709 4

The effect of the ortho alkylation of perylene bisimides on the alignment and self-assembly properties has been studied. It was found that the dichroic properties of perylene bisimides in a liquid crystal host can be reversed with a single synthetic step by ortho alkylation. Furthermore, a solvent-induced growth of ultralong organic n-type semiconducting fibrils from non-ortho-alkylated perylene bisimide was observed. Ortho substitution of the perylene bisimide core alters the mode of fibrillar ...[more]

PMID: 25478308

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