Theoretical and experimental investigations of the 2-(4-chlorophenyl)-3-{[5-(2-cyano-2-phenylethenyl)]furan-2-yl}acrylonitrile molecule as a potential acceptor in organic solar cells

Kazıcı, Mehmet; Bozar, Sinem; Yuksel, Süreyya Aydın; Ongül, Fatih; Gökçe, Halil; Güneş, Serap; Göreci, Çiğdem Yörür

doi:10.1088/0957-4484/27/23/234003

Cited by 8 publications

(6 citation statements)

References 33 publications

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“…part of the substrate which forms the contact was covered with a scotch tape to prevent etching. The tape was removed after etching and the substrate was then cleaned using distilled water, acetone and isopropanol in an ultrasonic bath, respectively as described elsewhere [7].…”

Section: Methodsmentioning

confidence: 99%

“…For example [6,6]-phenyl C61 butyric acid methyl ester (PCBM) is a fullerene derivative which has excellent acceptor characteristics. Unfortunately, PCBM also has some disadvantages such as air degradation and cost intensive synthesis [7,8]. The need for new acceptor materials for organic photovoltaics is growing rapidly.…”

Section: Introductionmentioning

confidence: 99%

“…However, most of these molecules have commonly triphenylamine-based structure and are often symmetric [9]. The molecular structure containing heterocyclic system of these type diarylacrylonitriles has been synthesized to investigate their capacity in solar cells as acceptor elsewhere [7,[10][11][12][13].…”

Section: Introductionmentioning

confidence: 99%

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A Novel Acrylonitrile Derivative Having Photovoltaic Performance

Yorur-Goreci

Kazıcı²,

Bozar³

et al. 2016

J. Turk. Chem. Soc., Sect. A: Chem.

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A new acrylonitrile derivative, 2-(4-bromophenyl)-3-{5-[2-cyano-2-phenylethenyl]furan-2-yl}acrylonitrile (BPCPFA, 3)which is a potential material for application in organic solar cells, was synthesized by a three-step reaction. The structures of the molecules synthesized in these steps were characterized by using various spectral analyses. BPCPFA was investigated as an electron acceptor molecule in next generation organic solar cells. Theoretical prediction and experimental studies for photovoltaic performance were also performed. Based on these results, it is concluded that BPCPFA with extended conjugated system has good and promising photovoltaic performance with Voc value as 0.96 V.

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Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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A Novel Acrylonitrile Derivative Having Photovoltaic Performance

Yorur-Goreci

Kazıcı²,

Bozar³

et al. 2016

J. Turk. Chem. Soc., Sect. A: Chem.

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“…Bu yöntemlerden Hatre-Fock (HF) ve Yoğunluk Fonksiyon Teorisi (DFT) literatürdeki birçok çalışmada moleküler özelliklerin etkin ve doğru bir şekilde değerlendirilmesi için kullanılmıştır (Burda et al, 2005;Yüksek et al, 2005a;Yüksek et al, 2005b;Starosta et al, 2010;Shokhmkar et al, 2014;Tamer et al, 2015a;Thanigaimani et al, 2015;Kazici et al, 2016;Preat et al, 2016 …”

Section: Introductionunclassified

“…Araştırmacılar, moleküler sistemlerin yapısal, spektroskopik, manyetik, elektronik ve termodinamik özelliklerinin incelenmesi için çok geniş kapsamlı kuantum kimyasal hesaplama yöntemleri kullanmışlardır. Bu yöntemlerden Hatre-Fock (HF) ve Yoğunluk Fonksiyon Teorisi (DFT) literatürdeki birçok çalışmada moleküler özelliklerin etkin ve doğru bir şekilde değerlendirilmesi için kullanılmıştır (Burda et al, 2005;Yüksek et al, 2005a;Yüksek et al, 2005b;Starosta et al, 2010;Shokhmkar et al, 2014;Tamer et al, 2015a;Thanigaimani et al, 2015;Kazici et al, 2016;Preat et al, 2016) . Bu çalışmanın amacı, 2-N-formilaminotiyofenol bileşiğinin molekül yapısı, titreşim frekansları, 1 H ve 13 C NMR kimyasal kaymalarını, UV-Vis absorbsiyon spektrumunu ve HOMO-LUMO enerjilerini, toplam enerjileri, dipol momentleri, iyonlaşma potansiyeli, elektron ilgisi, moleküler yumuşaklık, moleküler sertlik, elektronegatiflik, polarizebiliteleri ve hiperpolarizebilite özelliklerini Gaussian 09W programı HF/6-311G++(d,p) ve DFT/ B3LYP/6-311G++(d,p) temel setleriyle teorik olarak incelemek elde edilen deneysel verilerle (Rostom et al, 2003)…”

Section: Introductionunclassified

2-N-Formilaminotiyofenol Bileşiğinin Spektroskopik Karakterizasyonu, Elektronik ve Çizgisel Olmayan Optik Özellikleri

Akyıldırım¹,

Beytur²,

Kardaş³

et al. 2018

Iğdır Üniversitesi Fen Bilimleri Enstitüsü Dergisi

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ÖZET: Bu çalışmada, 2-N-formilaminotiyofenol bileşiğinin teorik spektroskopik özellikleri incelenerek bazı deneysel verilerle mukayese edilmiştir. Bu amaçla, öncelikle çalışılan bileşik B3LYP, HF yöntemleri ve 6-311G++(d,p) temel seti kullanılarak optimize edilmiştir. Elde edilen optimize yapı yardımıyla GIAO metoduna göre 1 H-NMR ve 13 C-NMR kimyasal kayma değerleri Gaussian G09W programı vasıtasıyla gaz fazında hesaplanmıştır. δ exp=a+b. δ calc. eşitliğine göre teorik değerler ile deneysel veriler SigmaPlot programı kullanılarak grafiğe geçirilmiştir. Elde edilen sonuçlara göre teorik verilerin deneysel verilerle uyumlu oldukları görülmüştür. Çalışmanın teorik kısmında ayrıca, aynı metodlar ve temel set kullanılarak sentezlenen bileşiğin IR frekans değerleri hesaplanmış, bulunan değerler belirli uyum faktörleri ile çarpılmıştır. Teorik infrared spektrumları HF ve B3LYP yöntemlerine göre elde edilmiştir. UV-vis değerleri de etanollü ortamda teorik olarak hesaplanmıştır. İlaveten, molekülün bağ uzunlukları, bağ açıları, Mulliken atomik yükleri, HOMO-LUMO enerjileri, dipol momentleri, toplam enerjileri, iyonlaşma potansiyeli, elektron ilgisi, moleküler yumuşaklık, moleküler sertlik ve elektronegatifliği aynı metodlar ve aynı set kullanılarak hesaplanmıştır. Son olarak, ilgili bileşiğin, çizgisel olmayan optik özellikleri; tek nokta enerji hesabında polar hesapları yapılarak polarizebiliteleri, hiperpolarizebilite değerleri hesaplanmıştır.Anahtar Kelimeler: B3LYP, GIAO, HF, tiyofenol polarizebilite, hiperpolarizebilite ABSTRACT: In this study, the characterization 2-N-formylaminothiophenol has been carried out by quantum chemical method and vibrational spectral techniques. For this purpose, firstly studied compound has been optimized using B3LYP and HF method 6-311G++(d,p) the basic set). The values calculated IR frequencies using the same methods and the basic set of 2-formylaminothiophenol were calculated using Gaussian 09W computer program in gas phase. The founded values are multiplied by appropriate adjustment factors. Theoretical infrared spectrums were obtained according to HF and B3LYP methods. Ved4f program was used for theoretically identification of calculated IR data. Also, 13 C-NMR and 1 H-NMR chemical shift values according to the method GIAO by obtained optimized structure were calculated in DMSO solvent. Theoretically and experimentally obtained values according to exp=a+b. δ calc Eq. were plotted by the SigmaPlot program. In the theoretical part of the study, UVvis values in ethanol were theoretically calculated using Time Dependent-Density Functional Theory (TD-DFT). Additionally, the title compound was found bond angles, bond lengths, the dipole moments, mulliken charges, HOMO-LUMO energy, total energy of the molecule, ionization potential, electron affinity, molecular softness, molecular hardness and electronegativity. Finally, non-linear optical properties of the relevant compound; polarity calculations were made in single point energy calculation, and the polarizability, hyperpolarizability v...

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Crystal Growth, Optical, Thermal, DFT and Z‐Scan Studies of Imidazolium Hydrogen Fumarate Crystal for Nonlinear Optical Applications

Chinnakannu,

Sankar,

Chandran

et al. 2024

Cryst. Res. Technol.

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Organic imidazolium hydrogen fumarate (IHF) crystals are grown using the slow evaporation method. The IHF has triclinic crystal structure. The 1H NMR spectrum has five chemical shifts for the IHF crystal. The band at 3155 cm−1 in IR occurs due to the presence of O─H stretching vibration of the IHF molecule. The bandgap value of the IHF crystal is determined to be 4.6 eV. The intense violet emission band is noted at 361 nm. The IHF crystal has thermal stability value of 179 °C. Hirshfeld surface is used to find out the different intermolecular interactions of the IHF crystal. The HOMO–LUMO energy gap is determined to be 4.70 eV. The hydrogen atoms have positive potential in the MEP analysis. The high stabilization energy of 56.81 kcal mol−1 is noticed for π*(C1─N7) → π*(C2─C3) interaction. The third‐order NLO susceptibility (χ(3)) of the IHF is 2.08934 × 10−9 esu.

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Theoretical and experimental investigations of the 2-(4-chlorophenyl)-3-{[5-(2-cyano-2-phenylethenyl)]furan-2-yl}acrylonitrile molecule as a potential acceptor in organic solar cells

Cited by 8 publications

References 33 publications

A Novel Acrylonitrile Derivative Having Photovoltaic Performance

A Novel Acrylonitrile Derivative Having Photovoltaic Performance

2-N-Formilaminotiyofenol Bileşiğinin Spektroskopik Karakterizasyonu, Elektronik ve Çizgisel Olmayan Optik Özellikleri

Crystal Growth, Optical, Thermal, DFT and Z‐Scan Studies of Imidazolium Hydrogen Fumarate Crystal for Nonlinear Optical Applications

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