One pot reaction and three type products; 1(4),8(11)-15(18),22(25) adjacent azine attached as macrocyclically mono, bunk-type (dimer) and polymeric metallo phthalocyanines; Synthesis, spectroscopy, and electrochemistry

Emre Güzel, Sevgi Güney, Mehmet Kandaz*

*Bu çalışma için yazışmadan sorumlu yazar

Araştırma sonucu: ???type-name???Makalebilirkişi

20 Atıf (Scopus)

Özet

In this study, bisdinitriles, 3,3′-(2,2′-(1E,1′E)-hydrazine-1,2-diylidene bis(methan-1-yl-1-ylidene)bis(2,1-phenylene))bis(oxy)diphthalonitrile (1), were prepared using 3-nitro phthalonitrile and 2,2′-(1E,1′E)-hydrazine-1,2-diylidenebis(methan-1-yl-1-ylidene)-diphenol as the starting compounds. Treatment of 1 with corresponding anhydrous metal salts, Zn(acac)2, CoCl2and MnCl2in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene gave monomeric (2a, 3a and 4a), bunk-type dimer (2b, 3b and 4b) and polymeric phthalocyanines (2c, 3c and 4c) (MPcs) {M = Zn(II) (2), Co(II) (3), and Mn(III)(4)}. The electron-donating 2,2′-(1E,1′E)-hydrazine-1,2-diylidenebis(methan-1-yl-1-ylidene) diphenol functional units facilitated solubility in polar organic solvents. Upon addition of Ag(I), Na(I), K(I) and Mg(II) ions to the solution of 2 and 3 in THF, only K(I) among them caused profoundly sensing changes in their electronic absorption spectra without shifting, in especial, the Q- and the B-bands of 2a and 3a through the use of hard-hard donor-acceptor interactions on the periphery. UV/Vis, FTIR, 1H NMR, 13C NMR, MALDI-TOF MS and elemental analysis data were used to characterize the novel compounds in addition to electrochemical characterization. Atomic force microscopy was also used as complementary technique to investigate the morphology of 3a and 3a + K(I).

Orijinal dilİngilizce
Sayfa (başlangıç-bitiş)416-425
Sayfa sayısı10
DergiDyes and Pigments
Hacim113
DOI'lar
Yayın durumuYayınlandı - Şub 2015

Bibliyografik not

Publisher Copyright:
© 2014 Elsevier Ltd. All rights reserved.

Finansman

We thank The Research Fund of Sakarya University and TUBİTAK (Project no: TBAG-108T094 ).

FinansörlerFinansör numarası
TUBİTAKTBAG-108T094
Sakarya Üniversitesi

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    One pot reaction and three type products; 1(4),8(11)-15(18),22(25) adjacent azine attached as macrocyclically mono, bunk-type (dimer) and polymeric metallo phthalocyanines; Synthesis, spectroscopy, and electrochemistry' araştırma başlıklarına git. Birlikte benzersiz bir parmak izi oluştururlar.

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