Symmetrical and Asymmetrical Thiophene-Coumarin-Based Organic Semiconductors
Yükleniyor...
Tarih
2023
Dergi Başlığı
Dergi ISSN
Cilt Başlığı
Yayıncı
American Chemical Society
Erişim Hakkı
info:eu-repo/semantics/openAccess
Özet
Organic semiconductors are a valuable material class for optoelectronic applications due to their electronic and optical properties. Four new symmetric and asymmetric thiophene-coumarin derivatives were designed and synthesized via Pd-catalyzed Suzuki and Stille Cross-Coupling reactions. Single crystals of all synthesized thiophene-coumarin derivatives were obtained, and π···π interactions were observed among them. The π···π interactions were supported by UV-vis, transmission electron microscopy, and atomic force microscopy analyses. The photophysical and electrochemical properties of the coumarins were investigated and supported by density functional theory studies. Fluorescence quantum yields were recorded between 36 and 66%. Moreover, mega Stokes shifts (175 nm or 8920 cm) were observed in these new chromophore dyes. The emission and absorption colors of the thiophene-coumarin compounds differed between their solution and film forms. Electrochemically, the highest occupied molecular orbital levels of the coumarins increased with the 3,4-ethylenedioxythiophene group, leading to a narrowing of the band gap, while the phenyl bridge weakened the donor-acceptor interaction, expanding the band gap.
Açıklama
Anahtar Kelimeler
Absorption, Aromatic compounds, Electrical conductivity, Molecular interactions, Thiophenes
Kaynak
ACS Omega
WoS Q Değeri
Q2
Scopus Q Değeri
Q1
Cilt
9
Sayı
3
Künye
Altınışık S, Özdemir M, Kortun A, Zorlu Y, Yalçın B, Köksoy B, Koyuncu S. Symmetrical and Asymmetrical Thiophene-Coumarin-Based Organic Semiconductors. ACS Omega. 2023 Dec 8;9(3):3305-3316. doi: 10.1021/acsomega.3c05602. PMID: 38284035; PMCID: PMC10809254.
