Hydrogen bond-directed aggregation of diazadibenzoperylene dyes in low-polarity solvents and the solid state.

Abstract:

:The formation of complex superstructures via hydrogen bonding of two ditopic building blocks, diazadibenzoperylenes 1a,b and isophthalic acid 2, has been investigated. It was found that only the phenoxy-substituted diazadibenzoperylene 1a forms extended assemblies with 2 in complexes of a 1:1 stoichiometry, whereas for the 4-tert-butylphenoxy-substituted analogue 1b, no indications for superstructure formation with 2 were found. The different behavior is explained by the presence of additional pi-pi interactions, which are only observed for [1a x 2], as revealed by concentration-dependent optical absorption and fluorescence spectroscopy. Based on variable temperature x-ray diffraction studies, a lamellar structure for [1a x 2] is proposed that takes into account the concept of microphase-segregation.

authors

Sautter A,Thalacker C,Heise B,Wurthner F

doi

10.1073/pnas.062606099

keywords:

subject

Has Abstract

pub_date

2002-04-16 00:00:00

pages

4993-6

issue

8

eissn

0027-8424

issn

1091-6490

pii

99/8/4993

journal_volume

99

pub_type

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