Synthesis and photodiode properties of chalcone substituted metallo-phthalocyanine

被引:15
作者
Demirol, Murat [1 ]
Sirka, Lutfiye [1 ]
Caliskan, Eray [2 ]
Biryan, Fatih [1 ]
Koran, Kenan [3 ]
Gorgulu, Ahmet Orhan [1 ]
Yakuphanoglu, Fahrettin [4 ]
机构
[1] Firat Univ, Dept Chem, TR-23119 Elazig, Turkey
[2] Bingol Univ, Fac Sci, Dept Chem, TR-12000 Bingol, Turkey
[3] Firat Univ, Karakocan Voc Sch, Dept Food Proc, TR-23600 Elazig, Turkey
[4] Firat Univ, Phys Dept, TR-23119 Elazig, Turkey
关键词
Phthalocyanine; Photodiode; Chalcone; Photo-physical; Synthesis; GRAPHENE-OXIDE; SOLAR-CELLS; THIN-FILMS; IN-VITRO; EFFICIENCY; SI;
D O I
10.1016/j.molstruc.2020.128571
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
In this study, we aimed to investigate the photodiode properties of the chalcone substitutedphthalocyanine complex due to the important physical properties of the phthalocyanine and chalcone compounds. For this purpose, in the first step, a heterocyclic chalcone compound (HC) bearing a pyridine and hydroxyl group was obtained from the reaction of 40-hydroxyacetophenone with pyridine-3 aldehyde. In the second step, the chalcone-substituted phthalonitrile compound (HCA) was obtained by interacted 4-nitroftalonitrile with the compound HC in the presence of K2CO3 in DMF in an argon atmosphere. The new chalcone substituted metallo-phthalocyanine (HCA-Co) was synthesized from the reaction of compound HCA with Co (II) acetate according to heating of solid phase method under an inert atmosphere. The structure of HC and HCA-Co were fully characterized by using H-1, and C-13-APT NMR, FTIR, elemental analysis, UV-Vis spectroscopy. The HCP-Co thin-film planar heterojunction diode was prepared. The organic layer was deposited onto the p-Si substrate to obtain an Al/p-si/phthalocyanine(HCP-Co)/Al diode. The current (I)voltage (V) characteristics of heterojunction diode was measured under dark and illuminated conditions (20-100 mW/cm(2)) at room temperature. The electrical characteristics of the device were measured. The ideal factor value was found to be 5.20 and according to this value, the diode exhibits non-ideal behavior. The frequency dependence of capacitance and the role of interface states were examined. The results showed that chalcone substituted metallo-phthalocyanine has a photodiode and photocapacitor characteristic. Therefore, chalcone-linked metallo-phthalocyanine can be applied in solar tracking systems. (C) 2020 Elsevier B.V. All rights reserved.
引用
收藏
页数:7
相关论文
共 39 条
[1]   Improved solar efficiency by introducing graphene oxide in purple cabbage dye sensitized TiO2 based solar cell [J].
Al-Ghamdi, Ahmed A. ;
Gupta, R. K. ;
Kahol, P. K. ;
Wageh, S. ;
Al-Turki, Y. A. ;
El Shirbeeny, W. ;
Yakuphanoglu, F. .
SOLID STATE COMMUNICATIONS, 2014, 183 :56-59
[2]   Metal complexes as photo- and radiosensitizers [J].
Ali, H ;
van Lier, JE .
CHEMICAL REVIEWS, 1999, 99 (09) :2379-2450
[3]   Facile synthesis of chalcone derivatives as antibacterial agents: Synthesis, DNA binding, molecular docking, DFT and antioxidant studies [J].
Arif, Rizwan ;
Rana, Manish ;
Yasmeen, Shama ;
Amaduddin ;
Khan, Md Shahzad ;
Abid, Mohammad ;
Khan, M. S. ;
Rahisuddin .
JOURNAL OF MOLECULAR STRUCTURE, 2020, 1208
[4]   Improved targeting for photodynamic therapy via a biotin-phthalocyanine conjugate: synthesis, photophysical and photochemical measurements, and in vitro cytotoxicity assay [J].
Balcik-Ercin, Pelin ;
Cetin, Metin ;
Goeksel, Meltem ;
Durmus, Mahmut .
NEW JOURNAL OF CHEMISTRY, 2020, 44 (08) :3392-3401
[5]   Phthalocyanines Part VII Phthalocyanine as a co-ordinating group - A general investigation of the Metallic derivatives [J].
Barrett, PA ;
Dent, CE ;
Linstead, RP .
JOURNAL OF THE CHEMICAL SOCIETY, 1936, :1719-1736
[6]   1-(3-Aminomethyl-4-hydroxyphenyl)-3-pyridinyl-2-propen-1-ones: A novel group of tumour-selective cytotoxins [J].
Bilginer, Sinan ;
Gul, Halise Inci ;
Mete, Ebru ;
Das, Umashankar ;
Sakagami, Hiroshi ;
Umemura, Naoki ;
Dimmock, Jonathan Richard .
JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, 2013, 28 (05) :974-980
[7]   Electrical, thermal behaviors and synthesis of intramolecular cobalt phthalocyanine with single-chain polymer structure [J].
Biryan, Fatih ;
Tuncer, Hulya ;
Demirelli, Kadir .
POLYMER BULLETIN, 2020, 77 (05) :2461-2484
[8]   BIOLOGICAL-ACTIVITIES OF PHTHALOCYANINES .16. TETRAHYDROXY - AND TETRAALKYLHYDROXY ZINC PHTHALOCYANINES - EFFECT OF ALKYL CHAIN-LENGTH ON INVITRO AND INVIVO PHOTODYNAMIC ACTIVITIES [J].
BOYLE, RW ;
LEZNOFF, CC ;
VANLIER, JE .
BRITISH JOURNAL OF CANCER, 1993, 67 (06) :1177-1181
[9]   Schottky barrier diode parameters of Ag/MgPc/p-Si structure [J].
Canlica, Mevlude ;
Coskun, Mustafa ;
Altindal, Ahmet ;
Nyokong, Tebello .
JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 2012, 16 (7-8) :855-860
[10]   SPECTROSCOPIC AND X-RAY-DIFFRACTION STUDY OF LANGMUIR-BLODGETT-FILMS OF SOME 1,4,8,11,15,18-HEXAALKYL-22,25-BIS(CARBOXYPROPYL)-PHTHALOCYANINES [J].
COOK, MJ ;
MCKEOWN, NB ;
SIMMONS, JM ;
THOMSON, AJ ;
DANIEL, MF ;
HARRISON, KJ ;
RICHARDSON, RM ;
ROSER, SJ .
JOURNAL OF MATERIALS CHEMISTRY, 1991, 1 (01) :121-127