Synthesis, interface (Au/M2Pc2/p-Si), electrochemical and electrocatalytic properties of novel ball-type phthalocyanines

The phthalodinitrile derivative (3) was prepared by the reaction of 4,4'-(octahydro-4,7-methano-5H-inden-5- ylidene)bisphenol (1) and 4-nitrophthalonitrile (2) with dry DMF as the solvent in the presence of the base K2CO3 by the method of nucleophilic substitution of an activated nitro group in an aromatic ring. The template reaction of 3 with the corresponding metal salts gave the novel bi-nuclear ball-type metallophthalocyanines, MPcs {M = Co (4), Cu (5), Zn (6)}. Newly synthesized compounds were characterized by elemental analysis, UV-vis, FT-IR (ATR), MALDI-TOF mass and H-1-NMR spectroscopy techniques. The electronic spectra exhibit an intense p -> pi* transition of characteristic Q and B bands of the Pc core. The dielectric properties and interface between the spin coated films of 4-6 and a p-type silicon substrate have been studied by fabricating metal-insulator-semiconductor capacitors. The results indicated that the frequency dependence of the dielectric permittivity, epsilon'(omega), exhibits non-Debye type relaxation for all the temperatures investigated. The ac conductivity results indicated that the conduction mechanism can be explained by a hopping model at low temperatures (<430 K) and a free band conduction mechanism at high temperatures (>= 430 K). The density of interface state calculations on these novel compounds showed that the combination of Au/4/p-Si is a promising structure with a high dielectric constant and a low interface trap density suitable for metal-oxide-semiconductor devices. The electrochemical properties of the Pc complexes were examined by cyclic voltammetry, differential voltammetry and controlled potential coulometry on platinum in non-aqueous media. The complexes showed ring-based and/or metal-based mixed-valence behaviours as a result of the remarkable interaction between the two Pc rings and/or metal centres. The mixed-valence splitting values for the complexes suggested that the mixed valence species are considerably stable. The Vulcan XC-72(VC)/Nafion(Nf)/4 modified glassy carbon electrode showed much a higher catalytic performance towards oxygen reduction than those of VC/Nf/5 and VC/Nf/6 modified ones.

Yazar Sengul, Abdurrahman
Dogan, H. Zekeriya
Altindal, Ahmet
Ozkaya, Ali Riza
Salih, Bekir
Bekaroglu, Ozer
Yayın Türü Article
Tek Biçim Adres https://hdl.handle.net/20.500.12628/3424
Tek Biçim Adres 10.1039/c2dt00041e
Koleksiyonlar Araştırma Çıktıları | WoS | Scopus | TR-Dizin | PubMed | SOBİAD
PubMed İndeksli Yayınlar Koleksiyonu
WoS İndeksli Yayınlar Koleksiyonu
Dergi Adı DALTON TRANSACTIONS
Dergi Cilt Bilgisi 41
Dergi Sayısı 25
Sayfalar 7559 - 7572
Yayın Yılı 2012
Eser Adı
[dc.title]
Synthesis, interface (Au/M2Pc2/p-Si), electrochemical and electrocatalytic properties of novel ball-type phthalocyanines
Yazar
[dc.contributor.author]
Sengul, Abdurrahman
Yazar
[dc.contributor.author]
Dogan, H. Zekeriya
Yazar
[dc.contributor.author]
Altindal, Ahmet
Yazar
[dc.contributor.author]
Ozkaya, Ali Riza
Yazar
[dc.contributor.author]
Salih, Bekir
Yazar
[dc.contributor.author]
Bekaroglu, Ozer
Yayın Yılı
[dc.date.issued]
2012
Yayıncı
[dc.publisher]
ROYAL SOC CHEMISTRY
Yayın Türü
[dc.type]
article
Özet
[dc.description.abstract]
The phthalodinitrile derivative (3) was prepared by the reaction of 4,4'-(octahydro-4,7-methano-5H-inden-5- ylidene)bisphenol (1) and 4-nitrophthalonitrile (2) with dry DMF as the solvent in the presence of the base K2CO3 by the method of nucleophilic substitution of an activated nitro group in an aromatic ring. The template reaction of 3 with the corresponding metal salts gave the novel bi-nuclear ball-type metallophthalocyanines, MPcs {M = Co (4), Cu (5), Zn (6)}. Newly synthesized compounds were characterized by elemental analysis, UV-vis, FT-IR (ATR), MALDI-TOF mass and H-1-NMR spectroscopy techniques. The electronic spectra exhibit an intense p -> pi* transition of characteristic Q and B bands of the Pc core. The dielectric properties and interface between the spin coated films of 4-6 and a p-type silicon substrate have been studied by fabricating metal-insulator-semiconductor capacitors. The results indicated that the frequency dependence of the dielectric permittivity, epsilon'(omega), exhibits non-Debye type relaxation for all the temperatures investigated. The ac conductivity results indicated that the conduction mechanism can be explained by a hopping model at low temperatures (<430 K) and a free band conduction mechanism at high temperatures (>= 430 K). The density of interface state calculations on these novel compounds showed that the combination of Au/4/p-Si is a promising structure with a high dielectric constant and a low interface trap density suitable for metal-oxide-semiconductor devices. The electrochemical properties of the Pc complexes were examined by cyclic voltammetry, differential voltammetry and controlled potential coulometry on platinum in non-aqueous media. The complexes showed ring-based and/or metal-based mixed-valence behaviours as a result of the remarkable interaction between the two Pc rings and/or metal centres. The mixed-valence splitting values for the complexes suggested that the mixed valence species are considerably stable. The Vulcan XC-72(VC)/Nafion(Nf)/4 modified glassy carbon electrode showed much a higher catalytic performance towards oxygen reduction than those of VC/Nf/5 and VC/Nf/6 modified ones.
Açıklama
[dc.description]
WOS: 000304912000014
Açıklama
[dc.description]
PubMed: 22584504
Kayıt Giriş Tarihi
[dc.date.accessioned]
2019-12-23
Açık Erişim Tarihi
[dc.date.available]
2019-12-23
Yayın Dili
[dc.language.iso]
eng
Haklar
[dc.rights]
info:eu-repo/semantics/closedAccess
ISSN
[dc.identifier.issn]
1477-9226
ISSN
[dc.identifier.issn]
1477-9234
Sponsor YAYINCI
[dc.description.sponsorship]
Zonguldak Karaelmas University, (BAP)Bulent Ecevit University [2010-13-02-04]; Turkish Academy of Sciences (TUBA)Turkish Academy of Sciences
Sponsor YAYINCI
[dc.description.sponsorship]
Financial assistance from the Zonguldak Karaelmas University, (BAP Project No: 2010-13-02-04) and in part from Turkish Academy of Sciences (TUBA) are gratefully acknowledged. The authors are also thankful to Burcu Tutkun for her kind help in the synthesis and preparation of the drawings.
İlk Sayfa Sayısı
[dc.identifier.startpage]
7559
Son Sayfa Sayısı
[dc.identifier.endpage]
7572
Dergi Adı
[dc.relation.journal]
DALTON TRANSACTIONS
Dergi Sayısı
[dc.identifier.issue]
25
Dergi Cilt Bilgisi
[dc.identifier.volume]
41
Tek Biçim Adres
[dc.identifier.uri]
https://dx.doi.org/10.1039/c2dt00041e
Tek Biçim Adres
[dc.identifier.uri]
https://hdl.handle.net/20.500.12628/3424
Görüntülenme Sayısı ( Şehir )
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Görüntülenme
157
09.12.2022 tarihinden bu yana
İndirme
1
09.12.2022 tarihinden bu yana
Son Erişim Tarihi
14 Temmuz 2024 01:39
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Tıklayınız
showed dielectric interface complexes temperatures conduction results properties reaction between density and/or compounds modified indicated voltammetry mixed-valence mechanism Au/4/p-Si combination promising structure constant suitable investigated conductivity calculations metal-oxide-semiconductor hopping explained coulometry devices higher considerably stable
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