The Effect of Imide Substituents on the Excited State Properties of Perylene Diimide Derivatives

Erkan AKSOY, (Ege Üniversitesi, Güneş Enerjisi Enstitüsü, İzmir, Türkiye)
Andrew DANOS, (Durham University, Department of Physics, Durham, U.K)
Chunyong Lİ, (Durham University, Department of Physics, Durham, U.K)
Andrew MONKMAN, (Durham University, Department of Physics, Durham, U.K)
Canan VARLIKLI (İzmir Yüksek Teknoloji Enstitüsü, Fotonik Bölümü, İzmir, Türkiye)
Turkish Journal of Science & Technology
11 0
Yıl: 2022 Cilt: 17 Sayı: 1 Sayfa Aralığı: 11 - 21 Metin Dili: İngilizce DOI: 10.55525/tjst.952823 İndeks Tarihi: 29-07-2022

The Effect of Imide Substituents on the Excited State Properties of Perylene Diimide Derivatives

Öz:
Solid state optical properties of fluorescent materials are important for many photonic devices such as organic light emitting diodes, frequency down-converters or luminescent solar concentrators. Perylene diimides (PDIs) represent one of the most popular organic semiconductors which find application in such photonic device applications. In this study, photophysical properties of two dibrominated PDI (DiBrPDIs), one of which contains a branched alkyl chain (2-ethylhexyl, 2-EH) and the other with an aromatic substituent (diisopropylphenyl, DIA) at the imide positions are comparatively studied. We report their absorption and photoluminescence, lifetime and photoluminescence quantum yield (PLQY), as well as photoinduced absorption properties (PIA) examined by fs-transient absorption spectroscopy. Having the same π conjugated system, DiBrPDIDIA and DiBrPDI-2EH exhibited identical absorption and photoluminescence (PL) spectra in chloroform (λabs:527 nm and λPL:552 nm). However, in film phase, DiBrPDI-DIA (λPL-DIA:596 nm; PLQY:73.4%) presented a shorter PL wavelength with a higher PLQY than that of DiBrPDI-2EH (λPL-2EH:649 nm; PLQY:36.7%). Bond lengths and core bending angles of PDI derivatives were calculated using Chem3D pro software. It was determined that the 2,6-diisopropylphenyl group in DiBrPDI(DIA) extends a distance of about 6.8 Å out from the imide positions, providing more effective steric protection from aggregation than the smaller 2EH group.
Anahtar Kelime: fs-transient absorption spectroscopy steric shielding Solid state fluorescence perylene diimide

Perilen Diimid Türevlerinin Uyarılmış Hal Özelliklerine İmid İkamelerinin Etkisi

Öz:
Fluoresant malzemelerin katı hal optik özellikleri organik ışık yayan diyotlar, frekans dönüştürücü veya ışıyan güneş yoğunlaştırıcıları gibi birçok optik ve elektronik fotonik aygıtlar için önemlidir. Perilen diimidler (PDIs) bu tür fotonik aygıt uygulamalarında yer bulan en popüler organik yarı iletkenlerden birini temsil etmektedir. Bu çalışmada, biri dallı alkil zinciri (2-etilheksil, 2-EH) diğeri aromatik (diizopropilfenil, DIA) yer değiştirebilen grup içeren iki dibromlu PDI'nin (DiBrPDIs) fotofiziksel özellikleri karşılaştırmalı olarak incelenmiştir. Biz bunların soğurma ve fotolüminesans (PL), yaşam ömürü ve fotolüminesans kuantum veriminin (PLQY) ile fs-geçici absorpsiyon spektroskopisiyle incelenen foto-indüklenmiş absorpsiyon özelliklerini (PIA) rapor ediyoruz. Aynı π konjuge sistemine sahip olan DiBrPDI-DIA ve DiBrPDI-2EH, kloroformda (λabs:527 nm ve λPL:552 nm) özdeş soğurma ve PL davranışlarına sahiptir. Ancak, aynı koşullarda hazırlanan filmlerde DiBrPDI-DIA (λPL-DIA:596 nm; PLQY:73.4%), DiBrPDI-2EH'den (λPL-2EH:649 nm; PLQY:36.7%) daha yüksek bir PLQY ile daha kısa dalgaboyunda bir PL spektruma sahiptir. Chem3D pro yazılımı kullanılarak PDI türevlerin bağ uzunlukları ve körfez bükülme açıları hesaplanmıştır. DiBrPDI(DIA)'daki 2,6-diizopropilfenil grubunun imid konumlarından yaklaşık 6.8 Å'lık bir mesafeyi uzattığı ve yığılmaya karşı daha küçük 2EH grubuna göre daha etkili sterik koruma sağladığı belirlenmiştir.
Anahtar Kelime:

Belge Türü: Makale Makale Türü: Araştırma Makalesi Erişim Türü: Erişime Açık
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APA AKSOY E, Danos A, LI C, Monkman A, Varlikli C (2022). The Effect of Imide Substituents on the Excited State Properties of Perylene Diimide Derivatives. , 11 - 21. 10.55525/tjst.952823
Chicago AKSOY ERKAN,Danos Andrew,LI CHUNYONG,Monkman Andrew,Varlikli Canan The Effect of Imide Substituents on the Excited State Properties of Perylene Diimide Derivatives. (2022): 11 - 21. 10.55525/tjst.952823
MLA AKSOY ERKAN,Danos Andrew,LI CHUNYONG,Monkman Andrew,Varlikli Canan The Effect of Imide Substituents on the Excited State Properties of Perylene Diimide Derivatives. , 2022, ss.11 - 21. 10.55525/tjst.952823
AMA AKSOY E,Danos A,LI C,Monkman A,Varlikli C The Effect of Imide Substituents on the Excited State Properties of Perylene Diimide Derivatives. . 2022; 11 - 21. 10.55525/tjst.952823
Vancouver AKSOY E,Danos A,LI C,Monkman A,Varlikli C The Effect of Imide Substituents on the Excited State Properties of Perylene Diimide Derivatives. . 2022; 11 - 21. 10.55525/tjst.952823
IEEE AKSOY E,Danos A,LI C,Monkman A,Varlikli C "The Effect of Imide Substituents on the Excited State Properties of Perylene Diimide Derivatives." , ss.11 - 21, 2022. 10.55525/tjst.952823
ISNAD AKSOY, ERKAN vd. "The Effect of Imide Substituents on the Excited State Properties of Perylene Diimide Derivatives". (2022), 11-21. https://doi.org/10.55525/tjst.952823
APA AKSOY E, Danos A, LI C, Monkman A, Varlikli C (2022). The Effect of Imide Substituents on the Excited State Properties of Perylene Diimide Derivatives. Turkish Journal of Science & Technology, 17(1), 11 - 21. 10.55525/tjst.952823
Chicago AKSOY ERKAN,Danos Andrew,LI CHUNYONG,Monkman Andrew,Varlikli Canan The Effect of Imide Substituents on the Excited State Properties of Perylene Diimide Derivatives. Turkish Journal of Science & Technology 17, no.1 (2022): 11 - 21. 10.55525/tjst.952823
MLA AKSOY ERKAN,Danos Andrew,LI CHUNYONG,Monkman Andrew,Varlikli Canan The Effect of Imide Substituents on the Excited State Properties of Perylene Diimide Derivatives. Turkish Journal of Science & Technology, vol.17, no.1, 2022, ss.11 - 21. 10.55525/tjst.952823
AMA AKSOY E,Danos A,LI C,Monkman A,Varlikli C The Effect of Imide Substituents on the Excited State Properties of Perylene Diimide Derivatives. Turkish Journal of Science & Technology. 2022; 17(1): 11 - 21. 10.55525/tjst.952823
Vancouver AKSOY E,Danos A,LI C,Monkman A,Varlikli C The Effect of Imide Substituents on the Excited State Properties of Perylene Diimide Derivatives. Turkish Journal of Science & Technology. 2022; 17(1): 11 - 21. 10.55525/tjst.952823
IEEE AKSOY E,Danos A,LI C,Monkman A,Varlikli C "The Effect of Imide Substituents on the Excited State Properties of Perylene Diimide Derivatives." Turkish Journal of Science & Technology, 17, ss.11 - 21, 2022. 10.55525/tjst.952823
ISNAD AKSOY, ERKAN vd. "The Effect of Imide Substituents on the Excited State Properties of Perylene Diimide Derivatives". Turkish Journal of Science & Technology 17/1 (2022), 11-21. https://doi.org/10.55525/tjst.952823
Sayfa Oluşturulma Tarihi
23-04-2024 22:34

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