Effect of thiophene linker addition to fluorene-benzotriazole polymers with the purpose of achieving white emission in OLEDs

Kök, Cansu; Doyranlı, Ceylan; Canımkurbey, Betül; Mucur, Selin Pıravadılı; Koyuncu, Sermet

doi:10.1039/d0ra02527e

Cited by 15 publications

(8 citation statements)

References 43 publications

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“…The molecules with a thiophene ring(s) are p-type semiconductors, undergo a reversible electrochemical oxidation process, show a low oxidation potential and are characterized by a narrow energy band gap and high thermal stability [ 21 , 22 ]. Therefore, the thiophene derivatives are considered promising building blocks for most materials intended for organic electronics [ 23 , 24 , 25 , 26 ]. The appropriate structural modification, the number of thiophene rings and the degree of conjugation significantly impact the newly obtained compounds’ properties [ 23 ].…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Characterization of New Conjugated Azomethines End-Capped with Amino-thiophene-3,4-dicarboxylic Acid Diethyl Ester

Pająk

Kotowicz²,

Gnida³

et al. 2022

IJMS

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A new series of thiophene-based azomethines differing in the core structure was synthesized. The effect of the central core structure in azomethines on the thermal, optical and electrochemical properties was investigated. The obtained compounds exhibited the ability to form a stable amorphous phase with a high glass transition temperature above 100 °C. They were electrochemically active and undergo oxidation and reduction processes. The highest occupied (HOMO) and the lowest unoccupied molecular (LUMO) orbitals were in the range of −3.86–−3.60 eV and −5.46–−5.17 eV, respectively, resulting in a very low energy band gap below 1.7 eV. Optical investigations were performed in the solvents with various polarity and in the solid state as a thin film deposited on a glass substrate. The synthesized imines absorbed radiation from 350 to 600 nm, depending on its structure and showed weak emission with a photoluminescence quantum yield below 2.5%. The photophysical investigations were supported by theoretical calculations using the density functional theory. The synthesized imines doped with lithium bis-(trifluoromethanesulfonyl)imide were examined as hole transporting materials (HTM) in hybrid inorganic-organic perovskite solar cells. It was found that both a volume of lithium salt and core imine structure significantly impact device performance. The best power conversion efficiency (PCE), being about 35–63% higher compared to other devices, exhibited cells based on the imine containing a core tiphenylamine unit.

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Section: Introductionmentioning

confidence: 99%

Synthesis and Characterization of New Conjugated Azomethines End-Capped with Amino-thiophene-3,4-dicarboxylic Acid Diethyl Ester

Pająk

Kotowicz²,

Gnida³

et al. 2022

IJMS

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“…-Konjuge organik iletken polimerler sahip oldukları iyi elektriksel iletkenlik, yüksek yük transfer kabiliyeti, kolay işlenebilirlik ve düşük maliyet gibi özelliklerinden dolayı günümüz plastik elektronik teknolojisinde sıklıkla tercih edilen önemli bir elektroaktif malzeme sınıfıdır. Organik iletken polimer türevleri son yirmi yıllık süreçte, elektrokromik cihazlar [1,2], organik fotovoltaik hücreler [3,4], organik ışık saçan diyotlar [5,6], transistörler [7,8] ve sensörler [9,10] başta olmak üzere farklı birçok teknolojide kendisine uygulama alanı bulmuştur. Son zamanlarda, -konjuge organik iletken polimerlerin kullanıldığı bir diğer alan ise süperkapasitörlerdir.…”

Section: Introductionunclassified

2,3-Di(tiyofen-3-il)piperazin Monomerlerinin Ultrases Destekli Sentezi, İletken Polimerlerinin Hazırlanması ve Süperkapasitör Davranışlarının İncelenmesi

Yiğit

2022

Düzce Üniversitesi Bilim Ve Teknoloji Dergisi

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Bu çalışmada, 2,3-di(tiyofen-3-il)piperazin esaslı iletken polimer türevlerinin elektrokimyasal yük depolama özellikleri incelenmiştir. Bu amaçla, ilk önce, ultrases destekli bir yöntem kullanılarak 2,3-di(tiyofen-3il)piperazin halka sistemine sahip yeni elektroaktif monomerlerin sentezi gerçekleştirilmiştir. 2,3-Di(tiyofen-3il)piperazin monomerleri elektrokimyasal olarak paslanmaz çelik substrat yüzeylerinde polimerleştirilmiş ve poli(2,3-di(tiyofen-3-il)piperazin (PTTP) ve poli(2,3-di(tiyofen-3-il)dekahidrokinoksalin (PTTQ) esaslı redoks aktif elektrot malzemeleri hazırlanmıştır. PTTP ve PTTQ redoks aktif malzemelerinin kapasitif performansları dönüşümlü voltametri (CV), galvanostatik şarj-deşarj (GCD) ve elektrokimyasal impedans spektroskopi (EIS) teknikleri kullanılarak araştırılmıştır. PTTP ve PTTQ esaslı elektrot malzemeleri 2,5 mAcm -2 sabit akım yoğunluğunda 175 Fg -1 ve 198 Fg -1 spesifik kapasitans değerlerine ulaşmıştır. Ayrıca, PTTP ve PTTQ, sırasıyla, 70,2 Whkg -1 ve 87,1 Whkg -1 enerji yoğunluğu değerleri ile 7 kWkg -1 ve 6,2 kWkg -1 güç yoğunluğu değerleri sergilemiştir. Bunun yanı sıra, PTTP ve PTTQ elektrot malzemeleri 10 000 şarj-deşarj döngüsü sonunda %80 ve %87,5 gibi oldukça yüksek uzun döngü ömrü kararlılıkları göstermiştir. Kapasitif performans test sonuçları PTTP ve PTTQ redoks aktif elektrot malzemelerinin yüksek performanslı pratik süperkapasitör uygulamalarında kullanılabilecek potansiyele sahip ümit vaat eden elektrot malzemeleri olduğunu ortaya koymuştur.

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“…Oligomers and conjugated polymers derived from thiophene exhibit remarkable electronic properties which have led to applications as varied as the development of chemical, electrochemical, or bio electrochemical sensors, the production of electronic components (field-effect transistors, photovoltaic cells, light-emitting diodes) or their use as a common thread in molecular electronics. [30][31][32] The advances made in these different fields are closely linked to the specific functionalization of these conjugated systems. Thus, the definition of methods of functionalization of conjugated systems derived from thiophene constitutes an essential objective for the organic chemist involved in these fields of research.…”

Section: Introductionmentioning

confidence: 99%

Electronic structures and photophysical properties of carbazole‐ and thiophene‐based organic compounds used as hole‐injecting layer for organic light‐emitting diodes (OLEDs)

et al. 2022

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In this study, we have carried out a theoretical study on six organic compounds based on thiophene and carbazole, with the aim of using them as a hole-injecting layer of organic light-emitting diodes (OLEDs). In this study, we have tested two types of structures: D-π-D for MO1, MO2, MO3, and MO4 compounds and D-π-A for MO5 and MO6 compounds. The correlation structure-properties of these studied compounds have been proceeded and discussed by analyzing highest occupied molecular orbital (HOMO), lowest unoccupied molecular orbital (LUMO), energy gap, polarization effect, atom transition density matrix, absorption, and photoluminescence (PL). This theoretical study, based on density functional theory (DFT)/TPSSTPSS/aug-cc-pVQZ and the integral-equation-formalism polarizable continuum model/

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Effect of thiophene linker addition to fluorene-benzotriazole polymers with the purpose of achieving white emission in OLEDs

Abstract: Fluorene-benzotriazole based polymers with double bound subunits were prepared for white light electroluminescence applications.

Cited by 15 publications

References 43 publications

Synthesis and Characterization of New Conjugated Azomethines End-Capped with Amino-thiophene-3,4-dicarboxylic Acid Diethyl Ester

Synthesis and Characterization of New Conjugated Azomethines End-Capped with Amino-thiophene-3,4-dicarboxylic Acid Diethyl Ester

2,3-Di(tiyofen-3-il)piperazin Monomerlerinin Ultrases Destekli Sentezi, İletken Polimerlerinin Hazırlanması ve Süperkapasitör Davranışlarının İncelenmesi

Electronic structures and photophysical properties of carbazole‐ and thiophene‐based organic compounds used as hole‐injecting layer for organic light‐emitting diodes (OLEDs)

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