Designing triazatruxene-based donor materials with promising photovoltaic parameters for organic solar cells

Khan, Muhammad Usman; Iqbal, Javed; Khalid, Muhammad; Hussain, Riaz; Braga, Ataualpa Albert Carmo; Hussain, Munawar; Muhammad, Shabbir

doi:10.1039/c9ra03856f

Cited by 126 publications

(58 citation statements)

References 68 publications

(85 reference statements)

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“…FMOs analysis is considered as key parameter to unveil the optoelectronic properties of organic solar cells (OSCs) . FMOs are important tools to evaluate the probability of charge transfer among investigated molecules.…”

Section: Resultsmentioning

confidence: 99%

Enhancement in Photovoltaic Properties of N,N‐diethylaniline based Donor Materials by Bridging Core Modifications for Efficient Solar Cells

et al. 2020

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The increasing demand of energy expedited the development of efficient photovoltaic materials.Herein, five push‐pull donor materials (D1‐D5) having N,N‐diethylaniline as donor moiety and rhodanine‐3‐acetic as acceptor group are designed to be used as donor molecules in organic solar cells (OSCs). The bridging core modification of recently synthesized MR3 molecule (reference R) has been made with different π‐spacers namely thiazole (B1), thieno[3,2‐b]thiophene (B2), thiazolo[5,4‐d] thiazole (B3), 2‐(thiophen‐2‐yl)thiophene (B4) and 5‐(thiazol‐5yl)thiazole (B5). The structure–property relationship is studied and influence of bridging core modifications on photovoltaic, photophysical and electronic properties of D1‐D5 are calculated and compared with reference R.The DFT and TDDFT calculations have been performed for the estimation of frontier molecular orbital (FMO) analysis, density of states (DOS) graphs, reorganization energies of electron and hole, open circuit voltage, photophysical characteristics, transition density matrix (TDM) surfaces and charge transfer analysis.Designed molecules exhibit better and comparable optoelectronic properties than synthesized reference molecules. Among all investigated molecules, D5 is proven as best candidate for OSCs application due to its promising photovoltaic properties including lowest band gap (2.24 eV), small electron mobility (λe=0.0056 eV), small hole mobility (λh=0.0046 eV), low binding energy (Eb=0.21 eV), highest λmax values 610.76 nm (in gas) 670.22 nm (in acetonitrile) and high open circuit voltage (Voc=1.17 V) with respect to HOMOdonor–LUMOPC61BM. This theoretical framework demonstrates that bridging core modification is a simple and effective alternative strategy to achieve the desirable optoelectronic properties. Furthermore, conceptualized molecules are superior and thus are recommended to experimentalist for out‐looking future developments of highly efficient solar cells.

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Section: Resultsmentioning

confidence: 99%

Enhancement in Photovoltaic Properties of N,N‐diethylaniline based Donor Materials by Bridging Core Modifications for Efficient Solar Cells

et al. 2020

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“…Ultimately, the energy difference between these two orbitals (HOMO and LUMO) is known as the energy bandgap (E g ). [32][33][34][35][36][37] The energy bandgap also gives a clear indication about the performance of photovoltaic material. Power conversion efficiency of OSCs fairly relies on the energy bandgap and distribution pattern of FMOs (a combined name of HOMO and LUMO).…”

Section: Resultsmentioning

confidence: 99%

Designing spirobifullerene core based three‐dimensional cross shape acceptor materials with promising photovoltaic properties for high‐efficiency organic solar cells

Khan

Mehboob

Hussain

et al. 2020

Int J of Quantum Chemistry

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The development of organic electron acceptor materials is one of the key factors for realizing high-performance organic solar cells (OSCs). Nonfullerene electron acceptors, compared to traditional fullerene acceptor materials, have gained much impetus owing to their better optoelectronic tunabilities and lower cost, as well as higher stability. Therefore, 5 three-dimensional (3D) cross-shaped acceptor materials having a spirobifullerene core flanked with 2,1,3-benzothiadiazole are designed from a recently synthesized highly efficient acceptor molecule SF(BR) 4 and are investigated in detail with regard to their use as acceptor molecules in OSCs. The density functional theory (DFT) and time-dependent DFT (TDDFT) calculations have been performed for the estimation of frontier molecular orbital (FMO) analysis, density of states analysis, reorganization energies of electron and hole, dipole moment, opencircuit voltage, photo-physical characteristics, and transition density matrix analysis. In addition, the structure-property relationship is studied, and the influence of end-capped acceptor modifications on photovoltaic, photo-physical, and electronic properties of newly selected molecules (H1-H5) is calculated and compared with reference (R) acceptor molecule SF(BR) 4. The structural tailoring at terminals was found to effectively tune the FMO band gap, energy levels, absorption spectra, open-circuit voltage, reorganization energy, and binding energy value in selected molecules H1 to H5. The 3D cross-shaped molecules H1 to H5 suppress the intermolecular aggregation in PTB7-Th blend, which leads to high efficiency of acceptor material H1 to H5 in OSCs. Consequently, better optoelectronic properties are achieved from designed molecules H1 to H5. It is proposed that the conceptualized molecules are superior than highly efficient spirobifullerene core-based SF(BR) 4 acceptor molecules and, thus, are recommended to experiments for future developments of highly efficient solar cells.

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“…FMOs including highest occupied molecular orbital (HOMO) and lowest unoccupied molecular orbital (LUMO) as well as HOMO–LUMO energy gap are considered very effective parameters in quantum chemistry . Physicists and chemists illustrate diverse optical and electronic properties using HOMOs and LUMOs .…”

Section: Resultsmentioning

confidence: 99%

Facile synthesis, crystal growth, characterization and computational study of new pyridine‐based halogenated hydrazones: Unveiling the stabilization behavior in terms of noncovalent interactions

Ali

Khalid

Abid

et al. 2019

Applied Organom Chemis

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The pyridine‐based halogenated hydrazone derivatives (E)‐N′‐benzylidene‐2‐[(6″‐chloroazin‐2″‐yl)oxy]acetohydrazide (6a), (E)‐N′‐(3′‐chlorobenzylidene)‐2‐[(6″‐chloroazin‐2″‐yl)oxy]acetohydrazide (6b) and (E)‐N′‐(3′‐bromobenzylidene)‐2‐[(6″‐chloroazin‐2″‐yl)oxy]acetohydrazide (6c) have been obtained using 6‐chloro‐2‐hydroxypyridine. The structure of the products (6a–c) has been verified using X‐ray crystallography and spectroscopic approaches. A single‐crystal X‐ray diffraction (SC‐XRD) investigation showed that the structures are stabilized by intermolecular attractive forces. Additionally, density functional theory (DFT) has been adopted to explore the structural properties, vibrational spectra, noncovalent interactions and frontier molecular orbitals using the B3LYP/6‐311 + G(d,p) level. The nonlinear optical properties of the title compounds were calculated using the CAM‐B3LYP/6‐311 + G(d,p) level. Frequency analysis confirmed the stability of the molecules, and an excellent correlation was observed between the DFT‐ and SC‐XRD‐based structural parameters. The SC‐XRD analysis confirmed that the dimers of 6a, 6b and 6c are linked by hydrogen‐bonding interactions. Natural bond orbital (NBO) analysis also reconfirmed the strength of intermolecular hydrogen‐bonding and hyperconjugative interactions. NBO investigation was also utilized to analyze the atomic charges. Moreover, Fourier transform infrared and natural population analyses endorsed that there are significant N&bond;H⋅⋅⋅O&dbond;C hydrogen‐bonding linkages in dimeric structures of the compounds. The hydrogen‐bonding network and different sorts of hyperconjugative interactions are the main reasons for the stability of the products in the solid state. The highest occupied and lowest unoccupied molecular orbital energies and first‐order nonlinear optical properties of these molecules are reported. The quantum chemical parameters were derived using frontier molecular orbital energies.

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Designing triazatruxene-based donor materials with promising photovoltaic parameters for organic solar cells

Abstract: Five new molecules (M1–M5) were designed by structural modification of acceptor moiety (rhodanine-3-acetic acid) of well-known synthesized dye JY05, and their optoelectronic properties are evaluated to be used as donor molecules in organic solar cells.

Cited by 126 publications

References 68 publications

Enhancement in Photovoltaic Properties of N,N‐diethylaniline based Donor Materials by Bridging Core Modifications for Efficient Solar Cells

Enhancement in Photovoltaic Properties of N,N‐diethylaniline based Donor Materials by Bridging Core Modifications for Efficient Solar Cells

Designing spirobifullerene core based three‐dimensional cross shape acceptor materials with promising photovoltaic properties for high‐efficiency organic solar cells

Facile synthesis, crystal growth, characterization and computational study of new pyridine‐based halogenated hydrazones: Unveiling the stabilization behavior in terms of noncovalent interactions

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