Premium
Helical Self‐Assembly of Optically Active Phthalocyanine Derivatives: Effect of ZnO Coordination Bond on Morphology and Handedness of Nanostructures
Author(s) -
Zhang Congcong,
Jing Lu,
Lin Sha,
Hao Zijuan,
Tian Jing,
Zhang Xiaomei,
Zhu Peihua
Publication year - 2013
Publication title -
chemphyschem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.016
H-Index - 140
eISSN - 1439-7641
pISSN - 1439-4235
DOI - 10.1002/cphc.201300604
Subject(s) - phthalocyanine , chromophore , circular dichroism , nanostructure , absorption spectroscopy , materials science , photochemistry , absorption (acoustics) , supramolecular chirality , self assembly , crystallography , chemistry , nanotechnology , supramolecular chemistry , crystal structure , physics , quantum mechanics , composite material
Two optically active phthalocyanine derivatives with eight peripheral chiral ( S )‐4′‐(2‐methylbutoxy)biphenyl moieties on the β ‐position of the phthalocyanine ring are synthesized. The circular dichroism (CD) spectra show signals in the Q absorption region for both compounds 1 and 2 in chloroform solution, indicating the effective chiral‐information transfer from the peripheral chiral ( S )‐4′‐(2‐methylbutoxy)biphenyl side chains to the phthalocyanine chromophore at the molecular level. Their self‐assembling properties are further investigated by using electronic absorption and Fourier transform infrared spectroscopy, transmission electronic microscopy, scanning electronic microscopy, X‐ray diffraction, and X‐ray photoelectron spectroscopy. Experimental results reveal the effect of the metal‐coordination bond on molecular packing models in these nanostructures, which in turn results in the self‐assembled nanostructures with different morphologies, from nanosheets for 1 to helical nanofibers for 2 . In addition, good semiconducting properties of the nanostructures fabricated from phthalocyanine derivatives 1 and 2 are revealed by current–voltage measurements.