Double-decker sensor phthalocyanines functionalized with 1-hydroxyhexane-3-ylthio moieties; synthesis, characterization, electrical properties and H- or J- type aggregation studies

被引:12
作者
Bilgicli, Ahmet T. [1 ]
Gunsel, Armagan [1 ]
Kandaz, Mehmet [1 ]
Altindal, Ahmet [2 ]
Comert, Huseyin [3 ]
机构
[1] Sakarya Univ, Dept Chem, TR-54187 Esentepe, Sakarya, Turkey
[2] Yildiz Tech Univ, Dept Phys, TR-34722 Goztepe, Turkey
[3] Beykent Univ, Dept Mech Engn, TR-34396 Istanbul, Turkey
关键词
Double-decker phthalocyanines; Silver and palladium ions; H- and J-aggregation; Sensor; Impedance spectroscopy; Conductivity; GAS-SENSING PROPERTIES; RARE-EARTH COMPLEXES; LUTETIUM(III) PHTHALOCYANINE; PHOTODYNAMIC THERAPY; THIN-FILMS; PART; ELECTROCHEMISTRY; NAPHTHALOCYANINE; SPECTROSCOPY;
D O I
10.1016/j.jorganchem.2015.02.048
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
In this study, we report the synthesis, characterization, aggregation and electrical properties of softmetal ionophore functional double-decker sensor-phthalocyanines, {([4,5,4',5'4 '',5 '',4 '',5'"]-octakis-(1hydroxyhexane-3-ylthio) phthalocyaninato lanthanium (HI)}) [M(Pc)21, fM = Lu3 (2), Yb3 (3) and La3+ (4)}. The new compounds have been characterized by elemental analysis, MS-TOF, UV-Vis, FT-IR, 1H NMR, and ESR spectral data. Transmission electron microscopy (TEM) and atomic force microscopy (AFM) as complementary techniques were used for investigate the morphology of the 2, 3 and 4 complex. Functionalized phthalocyanines with 1-hydroxyhexane-3-ylthio moieties have been lead to selective metal ion sensor, such as Ag+ and Pd2+1. The temperature dependence of the dc and ac conduction properties of 2, 3 and 4 thin films have been investigated in the frequency range of 40 Hz-10(5) Hz and temperature range between 297 and 500 K. For complex 2 it was found that thermally activated band conduction is the dominant conduction mechanism at high temperatures whereas in the low temperature region the dependence of the dc conductivity on temperature followed Mott's variable range hopping (VRH) model. The ac conductivity showed strong dependence on both temperature and frequency. The temperature dependence of frequency exponent suggested a dominant hopping conduction process. (C) 2015 Elsevier BY. All rights reserved.
引用
收藏
页码:112 / 121
页数:10
相关论文
共 45 条
  • [1] Formation of helical J-aggregate of chiral thioether-derivatized phthalocyanine bound by palladium(II) at the toluene/water interface
    Adachi, K
    Chayama, K
    Watarai, H
    [J]. LANGMUIR, 2006, 22 (04) : 1630 - 1639
  • [2] Charge transport mechanism in bis (double-decker lutetium(III) phthalocyanine) (Lu2Pc4) thin film
    Altindal, A
    Abdurrahmanoglu, S
    Bulut, M
    Bekaroglu, Ö
    [J]. SYNTHETIC METALS, 2005, 150 (02) : 181 - 187
  • [3] Halogen sensing using thin films of crosswise-substituted phthalocyanines
    Altindal, A
    Öztürk, ZZ
    Dabak, S
    Bekaroglu, Ö
    [J]. SENSORS AND ACTUATORS B-CHEMICAL, 2001, 77 (1-2) : 389 - 394
  • [4] Synthesis, characterization, mesomorphic and electrical properties of tetrakis(alkylthio)-substituted lutetium(III) bisphthalocyanines
    Atilla, Devrim
    Kilinc, Necmettin
    Yuksel, Fatma
    Gurek, Ayse Gul
    Ozturk, Zafer Ziya
    Ahsen, Vefa
    [J]. SYNTHETIC METALS, 2009, 159 (1-2) : 13 - 21
  • [5] Lanthanide(III) Bis(phthalocyaninato)-[60]Fullerene Dyads: Synthesis, Characterization, and Photophysical Properties
    Ballesteros, Beatriz
    de la Torre, Gema
    Shearer, Axel
    Hausmann, Anita
    Angeles Herranz, M.
    Guldi, Dirk M.
    Torres, Tomas
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2010, 16 (01) : 114 - 125
  • [6] Infrared spectra of phthalocyanine and naphthalocyanine in sandwich-type (na)phthalocyaninato and porphyrinato rare earth complexes - Part 4. The infrared characteristics of phthalocyanine in heteroleptic tris(phthalocyaninato) rare earth complexes
    Bao, M
    Pan, N
    Ma, CQ
    Arnold, DP
    Jiang, JZ
    [J]. VIBRATIONAL SPECTROSCOPY, 2003, 32 (02) : 175 - 184
  • [7] SEMICONDUCTIVITY AND GAS-SENSING PROPERTIES OF CROWN-ETHER-SUBSTITUTED LUTETIUM BISPHTHALOCYANINES
    BASSOUL, P
    TOUPANCE, T
    SIMON, J
    [J]. SENSORS AND ACTUATORS B-CHEMICAL, 1995, 26 (1-3) : 150 - 152
  • [8] Raman spectroscopic characteristics of phthalocyanine and naphthalocyanine in sandwich-type phthalocyaninato and porphyrinato rare earth complexes Part 4. Raman spectroscopic characteristics of naphthalocyanine in mixed (octaethylporphyrinato)(naphthalocyaninato) rare earth double-deckers
    Bian, YZ
    Rintoul, L
    Arnold, DP
    Wang, RM
    Jiang, JZ
    [J]. VIBRATIONAL SPECTROSCOPY, 2003, 31 (02) : 173 - 185
  • [9] H-type aggregation of functional metal ion sensing phthalocyanines: Synthesis, characterization and electrochemistry
    Bilgicli, Ahmet T.
    Yarasir, M. N.
    Kandaz, Mehmet
    Ozkaya, A. Riza
    [J]. POLYHEDRON, 2010, 29 (12) : 2498 - 2510
  • [10] Novel ball-type four dithioerythritol bridged metallophthalocyanines and their water-soluble derivatives: Synthesis and characterization, and electrochemical, electrocatalytic, electrical and gas sensing properties
    Ceyhan, Tanju
    Altindal, Ahmet
    Ozkaya, Ali Riza
    Salih, Bekir
    Bekaroglu, Ozer
    [J]. DALTON TRANSACTIONS, 2010, 39 (41) : 9801 - 9814