Electrochemical and photovoltaic studies on water soluble triads: Metallosupramolecular self-assembly of ditopic bis(imidazole)perylene diimide with platinum(II)-, and palladium(II)-2,2':6',2¨-terpyridyl complex ions

1,6,7,12-tetrakis-(4-methoxyphenoxy)perylene-3,4,9,10-tetracarboxylic dianhydride was functionalized to possess imidazole ligating sites at the imide positions, namely N,N'-bis(3-propylimidazole)-1,6,7,12-tetrakis-(4-methoxyphenoxy)perylene diimide (PDI-1). By using metal ion-ligand coordination approach, self-assembly of newly synthesized ditopic ligand (PDI-1) with 2,2':6',2¨-terpyridyl-platinum(II) and/or -palladium(II) complex ions produced novel water soluble triads [(terpy)M(II)-(PDI-1)-M(II)(terpy)](NO3)4, M(II) = Pt(II) (PDI-2), and Pd(II) (PDI-3), respectively. The isolated triads were characterized by FT-IR, 1D-NMR (1H NMR and 13C DEPT NMR), 2D-NMR (1H-1H COSY, 1H-13C HSQC, 1H-13C HMBC), MALDI TOF mass and UV/Vis spectroscopy. Redox and electrochromic properties of the compounds have been identified by electrochemical, in situ spectroelectrochemical, and in situ electrocolorimetric measurements. The measurements showed that the novel chromophores display both a reduction and oxidation process, with considerably narrow electrochemical HOMO-LUMO band gaps in suitable solvents. The reduction of the novel compounds at modest potentials especially, makes these novel chromophores good electron acceptors. Net spectral changes between the blue, red or pink and green colours suggested that the novel compounds are suitable for application in electrochromic devices. Furthermore, the introduction of the square-planar Pt(II) and/or Pd(II)-terpyridyl units to the PDI core by coordination to the imidazole ends of the PDI moiety strongly influenced the performance of the photovoltaic devices. © 2017 Elsevier Ltd

Yazar Işık Büyükekşi S.
Orman E.B.
Şengül A.
Altındal A.
Özkaya A.R.
Yayın Türü Article
Tek Biçim Adres https://hdl.handle.net/20.500.12628/5584
Tek Biçim Adres 10.1016/j.dyepig.2017.05.032
Konu Başlıkları Palladium
Perylene diimide (PDI)
Photovoltaics
Platinum
Solar cell
Terpyridine
Koleksiyonlar Araştırma Çıktıları | WoS | Scopus | TR-Dizin | PubMed | SOBİAD
Scopus İndeksli Yayınlar Koleksiyonu
Dergi Adı Dyes and Pigments
Dergi Cilt Bilgisi 144
Sayfalar 190 - 202
Yayın Yılı 2017
Eser Adı
[dc.title]
Electrochemical and photovoltaic studies on water soluble triads: Metallosupramolecular self-assembly of ditopic bis(imidazole)perylene diimide with platinum(II)-, and palladium(II)-2,2':6',2¨-terpyridyl complex ions
Yazar
[dc.contributor.author]
Işık Büyükekşi S.
Yazar
[dc.contributor.author]
Orman E.B.
Yazar
[dc.contributor.author]
Şengül A.
Yazar
[dc.contributor.author]
Altındal A.
Yazar
[dc.contributor.author]
Özkaya A.R.
Yayın Yılı
[dc.date.issued]
2017
Yayıncı
[dc.publisher]
Elsevier Ltd
Yayın Türü
[dc.type]
article
Özet
[dc.description.abstract]
1,6,7,12-tetrakis-(4-methoxyphenoxy)perylene-3,4,9,10-tetracarboxylic dianhydride was functionalized to possess imidazole ligating sites at the imide positions, namely N,N'-bis(3-propylimidazole)-1,6,7,12-tetrakis-(4-methoxyphenoxy)perylene diimide (PDI-1). By using metal ion-ligand coordination approach, self-assembly of newly synthesized ditopic ligand (PDI-1) with 2,2':6',2¨-terpyridyl-platinum(II) and/or -palladium(II) complex ions produced novel water soluble triads [(terpy)M(II)-(PDI-1)-M(II)(terpy)](NO3)4, M(II) = Pt(II) (PDI-2), and Pd(II) (PDI-3), respectively. The isolated triads were characterized by FT-IR, 1D-NMR (1H NMR and 13C DEPT NMR), 2D-NMR (1H-1H COSY, 1H-13C HSQC, 1H-13C HMBC), MALDI TOF mass and UV/Vis spectroscopy. Redox and electrochromic properties of the compounds have been identified by electrochemical, in situ spectroelectrochemical, and in situ electrocolorimetric measurements. The measurements showed that the novel chromophores display both a reduction and oxidation process, with considerably narrow electrochemical HOMO-LUMO band gaps in suitable solvents. The reduction of the novel compounds at modest potentials especially, makes these novel chromophores good electron acceptors. Net spectral changes between the blue, red or pink and green colours suggested that the novel compounds are suitable for application in electrochromic devices. Furthermore, the introduction of the square-planar Pt(II) and/or Pd(II)-terpyridyl units to the PDI core by coordination to the imidazole ends of the PDI moiety strongly influenced the performance of the photovoltaic devices. © 2017 Elsevier Ltd
Kayıt Giriş Tarihi
[dc.date.accessioned]
2019-12-23
Açık Erişim Tarihi
[dc.date.available]
2019-12-23
Yayın Dili
[dc.language.iso]
eng
Konu Başlıkları
[dc.subject]
Palladium
Konu Başlıkları
[dc.subject]
Perylene diimide (PDI)
Konu Başlıkları
[dc.subject]
Photovoltaics
Konu Başlıkları
[dc.subject]
Platinum
Konu Başlıkları
[dc.subject]
Solar cell
Konu Başlıkları
[dc.subject]
Terpyridine
Haklar
[dc.rights]
info:eu-repo/semantics/closedAccess
ISSN
[dc.identifier.issn]
0143-7208
Sponsor YAYINCI
[dc.description.sponsorship]
214Z090 British Association for Psychopharmacology: 2015-72118496-05
Sponsor YAYINCI
[dc.description.sponsorship]
The authors are grateful to the Turkish Scientific and Technical Research Council for support of this project under the grant [T?B?TAK-Project No: 214Z090]. We also gratefully thank to B?lent Ecevit University for partial financial support under the project [BAP Project No: 2015-72118496-05]. Authors also thank Turkish Academy of Sciences (TUBA) for financial support.
İlk Sayfa Sayısı
[dc.identifier.startpage]
190
Son Sayfa Sayısı
[dc.identifier.endpage]
202
Dergi Adı
[dc.relation.journal]
Dyes and Pigments
Dergi Cilt Bilgisi
[dc.identifier.volume]
144
Tek Biçim Adres
[dc.identifier.uri]
https://dx.doi.org/10.1016/j.dyepig.2017.05.032
Tek Biçim Adres
[dc.identifier.uri]
https://hdl.handle.net/20.500.12628/5584
Görüntülenme Sayısı ( Şehir )
Görüntülenme Sayısı ( Ülke )
Görüntülenme Sayısı ( Zaman Dağılımı )
Görüntülenme
212
09.12.2022 tarihinden bu yana
İndirme
1
09.12.2022 tarihinden bu yana
Son Erişim Tarihi
06 Haziran 2024 07:27
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Tıklayınız
compounds suitable and/or coordination triads reduction devices (PDI-1) chromophores electrochemical electrochromic measurements imidazole Pt(II) 1H-13C especially potentials modest solvents electrocolorimetric spectroelectrochemical considerably showed display oxidation HOMO-LUMO process narrow Furthermore Elsevier photovoltaic performance influenced strongly moiety
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