Synthesis, characterization, electrical and dielectric permittivity measurements of 2,9,16,23-tetra(4-ferrocenylimino-3-nitrophenoxy)phthalocyanines

Ümit Salan, Ahmet Altindal, Mustafa Bulut, Özer Bekaroǧlu*

*Bu çalışma için yazışmadan sorumlu yazar

Araştırma sonucu: Dergiye katkıMakalebilirkişi

15 Atıf (Scopus)

Özet

2,9,16,23-tetra(4-amino-3-nitrophenoxy)phthalocyanines were synthesized from 4-(4-amino-3-nitrophenoxy)phthalonitrile which was obtained from 4-nitro-1,2-dicyanobenzene and 4-amino-3-nitrophenol. 2,9,16,23-tetra(4- ferrocenylimino-3-nitrophenoxy)phthalocyanine and 2,9,16, 23-tetra(4- ferrocenylimino-3-nitrophenoxy)phthalocyaninatocobalt(II) were synthesized in a one-step condensation reaction of ferrocenylaldehyde with 2,9,16,23-tetra(4- amino-3-nitrophenoxy)phthalocyanine and 2,9,16,23-tetra(4-amino-3-nitrophenoxy) phthalocyaninatocobalt(II), respectively. The novel compounds were characterized by elemental analysis, Inductively Coupled Plasma (ICP-MS), UV-vis, IR and 1H NMR spectroscopy. The effects of temperature and frequency on the conduction properties (a.c. and d.c.) and the dielectric constant were studied on pellet samples of 2,9,16,23-tetra(4-amino-3-nitrophenoxy)phthalocyanine, 2,9,16,23-tetra(4-ferrocenylimino-3-nitrophenoxy)phthalocyanine, 2,9, 16,23-tetra(4-amino-3-nitrophenoxy)phthalocyaninatocobalt(II) and 2,9,16,23-tetra(4-ferrocenylimino-3-nitrophenoxy)phthalocyaninatocobalt(II), with evaporated, ohmic gold electrodes in the frequency range 40-105 Hz. and within the temperature range 290-400 K. Unlike many metallophthalocyanines, a variable-range hopping model is found to most appropriately fit the experimental conductivity data of 2,9,16,23-tetra(4- ferrocenylimino-3-nitrophenoxy)phthalocyanine and 2,9,16,23-tetra(4-ferrocenyl- imino-3-nitrophenoxy)phthalocyaninatocobalt(II), while for 2,9,16,23-tetra(4- amino-3-nitrophenoxy)-phthalocyanine and 2,9,16,23-tetra(4-amino-3-nitrophenoxy) phthalocyaninatocobalt(II), thermally activated conduction with single activation energy is valid. Frequency and temperature dependence of the a.c conductivity were analyzed in terms of existing theory for 2,9,16,23-tetra-(4- amino-3-nitrophenoxy)phthalocyanine, 2,9,16,23-tetra(4-ferrocenylimino-3- nitrophenoxy)phthalocyanine, 2,9,16,23-tetra(4-amino-3-nitrophenoxy) phthalocyaninatocobalt(II) and 2,9,16,23-tetra(4-ferrocenylimino-3-nitrophenoxy) phthalocyaninatocobalt(II). It was found that the a.c. conductivity of the compounds depends on the frequency, obeying the empirical formula, σac = A(T)ωs, The model parameters calculated are reasonable and consistent with the prediction of the correlated barrier hopping model for 2,9,16,23-tetra(4-ferrocenylimino-3-nitrophenoxy) phthalocyanine and 2,9,16,23-tetra(4-ferrocenylimino-3-nitrophenoxy) phthalocyaninatocobalt(II) and the quantum mechanical tunneling model for 2,9,16,23-tetra(4-amino-3-nitrophenoxy)phthalocyanine and 2,9,16,23-tetra(4- amino-3-nitrophenoxy)phthalocyaninatocobalt(II). The dielectric constant of the compounds increased with temperature and decreased with frequency in the investigated range.

Orijinal dilİngilizce
Sayfa (başlangıç-bitiş)1263-1270
Sayfa sayısı8
DergiJournal of Porphyrins and Phthalocyanines
Hacim10
Basın numarası11
DOI'lar
Yayın durumuYayınlandı - 2006
Harici olarak yayınlandıEvet

Finansman

This work was supported in part by the Turkish Academy of Sciences (TUBA) and the State Planning Organization (2003K 120810).

FinansörlerFinansör numarası
TUBA
Devlet Planlama Örgütü2003K 120810
Türkiye Bilimler Akademisi

    Parmak izi

    Synthesis, characterization, electrical and dielectric permittivity measurements of 2,9,16,23-tetra(4-ferrocenylimino-3-nitrophenoxy)phthalocyanines' araştırma başlıklarına git. Birlikte benzersiz bir parmak izi oluştururlar.

    Alıntı Yap