title: Helical self-assembly of optically active phthalocyanine derivatives: effect of Zn-O coordination bond on morphology and handedness of nanostructures.
abstract: 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.
authors.affiliation: Key laboratory of Colloid and Interface Chemistry, Ministry of Education, School of Chemistry and Chemical Engineering, Shandong University, Jinan, 250100 (PR China), Fax: (+86) 531-8856-5211.
authors.forename: Congcong
authors.initials: C
authors.lastname: Zhang
authors.forename: Lu
authors.initials: L
authors.lastname: Jing
authors.forename: Sha
authors.initials: S
authors.lastname: Lin
authors.forename: Zijuan
authors.initials: Z
authors.lastname: Hao
authors.forename: Jing
authors.initials: J
authors.lastname: Tian
authors.forename: Xiaomei
authors.initials: X
authors.lastname: Zhang
authors.forename: Peihua
authors.initials: P
authors.lastname: Zhu
keywords: chirality; nanostructures; optically activity; phthalocyanine; self-assembly