Synthesis and Characterization of Carbazole Thiophene Derived Molecules for Dye Sensitized Solar Cells

Year 2021, Volume: 16 Issue: 1, 179 - 188, 27.05.2021

Çiğdem Erden , Kamuran Görgün

https://doi.org/10.29233/sdufeffd.751760

Abstract

In this study, firstly, the bromination reaction with N-bromo succinimide was carried out using the carbazole as a starting material and 3,6-dibromocarbazole (II) was obtained. Then, the alkylation reaction was carried out which was using octyl bromide with 3,6-dibromocarbazole to obtain 3,6-dibromo-9-octylcarbazole (III). In the last stage, the novel carbazole-derived substances 3,6-bis-benzo[b]tiyofen-2-il-9-oktil-9H-karbazol (IV) and 3,6-bis-(5-kloro-tiyofen-2-il)-9-oktilkarbazol (V) which is suitable for the D-A system and do not exist in the literature were synthesized with Suzuki-Miyaura cross-coupling reaction by using different arylboronic acids. Characterizations of these synthesized substances were performed by using 1H-NMR and 13C-NMR spectroscopic methods. In addition, it has been investigated the usage as dye materials of these synthesized substances in dye sensitized solar cells (BDGP). In this scope, BDGP-IV and BDGP-V cells were fabricated and their electrical characterizations were performed.

Keywords

Carbazole , Suzuki-Miyaura , Dye sensitized solar cells.

Boya Duyarlı Güneş Pillleri için Karbazol Tiyofen Türevli Moleküllerin Sentezi ve Karakterizasyonu

Abstract

Bu çalışmada ilk olarak, karbazol başlangıç maddesi kullanılarak, N-bromo süksinimid ile bromlama reaksiyonu yapılmış ve 3,6-dibromokarbazol (II) elde edilmiştir. Daha sonra, 3,6-dibromokarbazol (II) ve oktil bromür kullanılarak alkilleme reaksiyonu yapılmış ve 3,6-dibromo-9-oktilkarbazol (III) elde edilmiştir. Son aşamada ise Suzuki-Miyaura çapraz kenetlenme reaksiyonu ile farklı arilboronik asitler kullanılarak, D-A sistemine uygun literatürde olmayan yeni karbazol türevli maddeler 3,6-bis-benzo[b]tiyofen-2-il-9-oktil-9H-karbazol (IV) ve 3,6-bis-(5-kloro-tiyofen-2-il)-9-oktilkarbazol (V) sentezlenmiştir. Sentezlenen bu maddelerin yapıları 1H-NMR ve 13C-NMR spektroskopik yöntemler kullanılarak aydınlatılmıştır. Ayrıca yeni sentezlenen IV ve V numaralı moleküllerin, boya duyarlı güneş pillerinde (BDGP) boya malzemesi olarak kullanımı da araştırılmıştır. Bunun için BDGP-IV ve BDGP-V kodlu piller hazırlanıp, elektriksel karakterizasyonları yapılmıştır.

Keywords

Karbazol , Suzuki-Miyaura , Boya Duyarlı Güneş Pilleri

Thanks

Boya Duyarlı Güneş Pillerinin fabrikasyonu ve ölçümlerindeki katkılardan dolayı Eskişehir Teknik Üniversitesi Fen Fakültesi öğretim üyesi Prof. Dr. Yasemin Çağlar’a teşekkür ederiz.

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