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Study the effect of salicylic acid and π -linkage of electrical and optical properties of organic based solar cell

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Herein, the structural modification of triphenylamine (TPA) organic chromophores (P-I and P-II) by the substitution of electron donor (D) groups (replacing salicylic acid and inserting a π-linkage) was investigated for solar cell applications. TPA’s capability of donating and spacer significantly impact some features such as structure, absorption, and photovoltaic features, and these changes are studied via density functional theory (DFT) and time-dependent DFT (T-DFT) calculations. According to structural characteristics, the addition of TPA, π bridge, and the acceptor has an excellent co-planar conformation in P-II. Based on the computations to optimize ground-state and frequency, EHOMO, ELUMO, and energies of band gap (Eg) were specified. Consequently, we employed TD-CAM-B3LYP computations to determine the maximum wavelength of absorbance (λmax) and the strength of the oscillator (f). For P-II, the bands of absorption were augmented to ~ 653 nm. The P-II dye can be considered a suitable candidate for our solar cell application based on the obtained results.

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References

  • Ahmad S, Guillen E, Kavan L, Grätzel M, Nazeeruddin MK (2013) Metal free sensitizer and catalyst for dye sensitized solar cells. Energy Environ Sci 6:3439–3466

    Article  CAS  Google Scholar 

  • Anqi AE et al (2022) Effect of combined air cooling and nano enhanced phase change materials on thermal management of lithium-ion batteries. J Energy Storage 52:104906

    Article  Google Scholar 

  • Bai Y, Yu Q, Cai N, Wang Y, Zhang M, Wang P (2011) High-efficiency organic dye-sensitized mesoscopic solar cells with a copper redox shuttle. Chem Commun 47:4376–4378. https://doi.org/10.1039/C1CC10454C

    Article  CAS  Google Scholar 

  • Bauernschmitt R, Ahlrichs R (1996) Treatment of electronic excitations within the adiabatic approximation of time dependent density functional theory. Chem Phys Lett 256:454–464

    Article  CAS  Google Scholar 

  • Cai X et al (2021) Dynamically controlling terahertz wavefronts with cascaded metasurfaces. Adv Photonics 3:036003

    Article  CAS  Google Scholar 

  • Cao Y, Liu Y, Zakeeruddin SM, Hagfeldt A, Grätzel M (2018) Direct contact of selective charge extraction layers enables high-efficiency molecular photovoltaics. Joule 2:1108–1117. https://doi.org/10.1016/j.joule.2018.03.017

    Article  CAS  Google Scholar 

  • Chaurasia S, Liang C-J, Yen Y-S, Lin JT (2015) Sensitizers with rigidified-aromatics as the conjugated spacers for dye-sensitized solar cells. J Mater Chem C 3:9765–9780

    Article  CAS  Google Scholar 

  • Cui Y et al (2011) Incorporating benzotriazole moiety to construct D–A−π–A organic sensitizers for solar cells: significant enhancement of open-circuit photovoltage with long alkyl group. Chem Mater 23:4394–4401

    Article  CAS  Google Scholar 

  • Cui X et al (2022) Grindability of titanium alloy using cryogenic nanolubricant minimum quantity lubrication. J Manuf Process 80:273–286

    Article  Google Scholar 

  • Dragonetti C, Magni M, Colombo A, Melchiorre F, Biagini P, Roberto D (2018) Coupling of a copper dye with a copper electrolyte: a fascinating springboard for sustainable dye-sensitized solar cells. ACS Appl Energy Mater 1:751–756

    Article  CAS  Google Scholar 

  • Ejaz A et al (2021) Concentrated photovoltaics as light harvesters: Outlook, recent progress, and challenges. Sustain Energy Technol Assess 46:101199

    Google Scholar 

  • Eom YK, Kang SH, Choi IT, Yoo Y, Kim J, Kim HK (2017) Significant light absorption enhancement by a single heterocyclic unit change in the π-bridge moiety from thieno [3, 2-b] benzothiophene to thieno [3, 2-b] indole for high performance dye-sensitized and tandem solar cells. J Mater Chem A 5:2297–2308

    Article  CAS  Google Scholar 

  • Freitag M et al (2015) High-efficiency dye-sensitized solar cells with molecular copper phenanthroline as solid hole conductor. Energy Environ Sci 8:2634–2637

    Article  CAS  Google Scholar 

  • Freitag M et al (2016) Copper phenanthroline as a fast and high-performance redox mediator for dye-sensitized solar cells. J Phys Chem C 120:9595–9603. https://doi.org/10.1021/acs.jpcc.6b01658

    Article  CAS  Google Scholar 

  • Freitag M et al (2017) Dye-sensitized solar cells for efficient power generation under ambient lighting. Nat Photonics 11:372–378

    Article  CAS  Google Scholar 

  • Hagfeldt A, Boschloo G, Sun L, Kloo L, Pettersson H (2010) Dye-Sensitized Solar Cells. Chem Rev 110:6595–6663

    Article  CAS  PubMed  Google Scholar 

  • Hao W, Xie J (2021) Reducing diffusion-induced stress of bilayer electrode system by introducing pre-strain in lithium-ion battery. J Electrochem Energy Convers Storage 18(2):020909

    Article  CAS  Google Scholar 

  • Hara K, Wang Z-S, Cui Y, Furube A, Koumura N (2009) Long-term stability of organic–dye-sensitized solar cells based on an alkyl-functionalized carbazole dye. Energy Environ Sci 2:1109–1114

    Article  CAS  Google Scholar 

  • Hassan F et al (2022) Recent advancements in latent heat phase change materials and their applications for thermal energy storage and buildings: a state of the art review. Sustain Energy Technol Assess 49:101646

    Google Scholar 

  • Hu M et al (2018) Efficient and stable dye-sensitized solar cells based on a tetradentate copper (II/I) redox mediator. ACS Appl Mater Interfaces 10:30409–30416

    Article  CAS  PubMed  Google Scholar 

  • Huang Z, Luo P, Zheng H, Lyu Z (2022) Aluminum-doping effects on three-dimensional Li3V2 (PO4)3@C/CNTs microspheres for electrochemical energy storage. Ceram Int 48(13):18765–18772

    Article  CAS  Google Scholar 

  • Ito S et al (2008) High-conversion-efficiency organic dye-sensitized solar cells with a novel indoline dye. Chem Commun 41:5194–5196

    Article  Google Scholar 

  • Ji J-M, Zhou H, Kim HK (2018) Rational design criteria for D–π–A structured organic and porphyrin sensitizers for highly efficient dye-sensitized solar cells. J Mater Chem A 6:14518–14545

    Article  CAS  Google Scholar 

  • Jin Z, Masuda H, Yamanaka N, Minami M, Nakamura T, Nishikitani Y (2009) Efficient electron transfer ruthenium sensitizers for dye-sensitized solar cells. J Phys Chem C 113:2618–2623

    Article  CAS  Google Scholar 

  • Karpacheva M, Malzner FJ, Wobill C, Büttner A, Constable EC, Housecroft CE (2018) Cuprophilia: dye-sensitized solar cells with copper (I) dyes and copper (I)/(II) redox shuttles. Dyes Pigments 156:410–416

    Article  CAS  Google Scholar 

  • Kohn W, Sham LJ (1965) Self-consistent equations including exchange and correlation effects. Phys Rev 140:A1133

    Article  Google Scholar 

  • Krishnan R, Binkley JS, Seeger R, Pople JA (1980) Self-consistent molecular orbital methods. XX a basis set for correlated wave functions. J Chem Phys 72:650–654

    Article  CAS  Google Scholar 

  • Kuang D, Uchida S, Humphry-Baker R, Zakeeruddin SM, Grätzel M (2008) Organic dye-sensitized ionic liquid based solar cells: remarkable enhancement in performance through molecular design of indoline sensitizers. Angew Chem 120:1949–1953

    Article  Google Scholar 

  • Li W, Wu Y, Zhang Q, Tian H, Zhu W (2012) DA-π-A featured sensitizers bearing phthalimide and benzotriazole as auxiliary acceptor: effect on absorption and charge recombination dynamics in dye-sensitized solar cells. ACS Appl Mater Interfaces 4:1822–1830

    Article  CAS  PubMed  Google Scholar 

  • Li B, Li C, Zhang Y, Wang Y, Jia D, Yang M (2016) Grinding temperature and energy ratio coefficient in MQL grinding of high-temperature nickel-base alloy by using different vegetable oils as base oil. Chin J Aeronaut 29:1084–1095

    Article  Google Scholar 

  • Li Q et al (2022) Gate-Tuned graphene meta-devices for dynamically controlling terahertz wavefronts. Nanophotonics 11:2085–2096

    Article  CAS  Google Scholar 

  • Liang M, Xu W, Cai F, Chen P, Peng B, Chen J, Li Z (2007) New triphenylamine-based organic dyes for efficient dye-sensitized solar cells. J Phys Chem C 111:4465–4472

    Article  CAS  Google Scholar 

  • Liu Y et al (2018) Electron-affinity-triggered variations on the optical and electrical properties of dye molecules enabling highly efficient dye-sensitized solar cells. Angew Chem 130:14321–14324

    Article  Google Scholar 

  • Magni M et al (2016) Tetracoordinated bis-phenanthroline copper-complex couple as efficient redox mediators for dye solar cells. Inorg Chem 55:5245–5253

    Article  CAS  PubMed  Google Scholar 

  • Mathew S et al (2014) Dye-sensitized solar cells with 13% efficiency achieved through the molecular engineering of porphyrin sensitizers. Nat Chem 6:242–247

    Article  CAS  PubMed  Google Scholar 

  • Ooyama Y, Harima Y (2012) Photophysical and electrochemical properties, and molecular structures of organic dyes for dye-sensitized solar cells. ChemPhysChem 13:4032–4080

    Article  CAS  PubMed  Google Scholar 

  • Parr RG (1980) Density functional theory of atoms and molecules. In: Horizons of quantum chemistry. Springer, pp 5–15

  • Pastore M, Mosconi E, De Angelis F, Grätzel M (2010) A computational investigation of organic dyes for dye-sensitized solar cells: benchmark, strategies, and open issues. J Phys Chem C 114:7205–7212

    Article  CAS  Google Scholar 

  • Pekkola O et al (2018) Focus-induced photoresponse: a novel way to measure distances with photodetectors. Sci Rep 8:1–8

    Article  CAS  Google Scholar 

  • Ren Y, Li Y, Chen S, Liu J, Zhang J, Wang P (2016) Improving the performance of dye-sensitized solar cells with electron-donor and electron-acceptor characteristic of planar electronic skeletons. Energy Environ Sci 9:1390–1399

    Article  CAS  Google Scholar 

  • Said Z, Sundar LS, Rezk H, Nassef AM, Chakraborty S, Li C (2021) Thermophysical properties using ND/water nanofluids: an experimental study ANFIS-based model and optimization. J Mol Liq 330:115659

    Article  CAS  Google Scholar 

  • Said Z et al (2022) Energy, exergy, economic and environmental (4E) analysis of a parabolic trough solar collector using MXene based silicone oil nanofluids. Solar Energy Mater Solar Cells 239:111633

    Article  CAS  Google Scholar 

  • Said Z, Arora S, Farooq S, Sundar LS, Li C, Allouhi A (2022a) Recent advances on improved optical, thermal, and radiative characteristics of plasmonic nanofluids: academic insights and perspectives. Solar Energy Mater Solar Cells 236:111504

    Article  CAS  Google Scholar 

  • Said Z, Cakmak NK, Sharma P, Sundar LS, Inayat A, Keklikcioglu O, Li C (2022b) Synthesis, stability, density, viscosity of ethylene glycol-based ternary hybrid nanofluids: experimental investigations and model-prediction using modern machine learning techniques. Powder Technol 400:117190

    Article  CAS  Google Scholar 

  • Said Z, Jamei M, Sundar LS, Pandey A, Allouhi A, Li C (2022c) Thermophysical properties of water, water and ethylene glycol mixture-based nanodiamond+ Fe3O4 hybrid nanofluids: an experimental assessment and application of data-driven approaches. J Mol Liq 347:117944

    Article  CAS  Google Scholar 

  • Saygili Y et al (2016) Copper bipyridyl redox mediators for dye-sensitized solar cells with high photovoltage. J Am Chem Soc 138:15087–15096. https://doi.org/10.1021/jacs.6b10721

    Article  CAS  PubMed  Google Scholar 

  • Schmidt MW et al (1993) General atomic and molecular electronic structure system. J Comput Chem 14:1347–1363. https://doi.org/10.1002/jcc.540141112

    Article  CAS  Google Scholar 

  • Song X, Zhang W, Li X, Jiang H, Shen C, Zhu W-H (2016) Influence of ethynyl position on benzothiadiazole based D-A–π–A dye-sensitized solar cells: spectral response and photovoltage performance. J Mater Chem C 4:9203–9211

    Article  CAS  Google Scholar 

  • Wang M, Jiang C, Zhang S, Song X, Tang Y, Cheng H-M (2018a) Reversible calcium alloying enables a practical room-temperature rechargeable calcium-ion battery with a high discharge voltage. Nat Chem 10:667–672. https://doi.org/10.1038/s41557-018-0045-4

    Article  CAS  PubMed  Google Scholar 

  • Wang P et al (2018b) Stable and efficient organic dye-sensitized solar cell based on ionic liquid electrolyte. Joule 2:2145–2153

    Article  CAS  Google Scholar 

  • Wang X et al (2022) Tribology of enhanced turning using biolubricants: a comparative assessment. Tribol Int 174(2):107766

    Article  CAS  Google Scholar 

  • Xu Y et al (2022a) Online identification of battery model parameters and joint state of charge and state of health estimation using dual particle filter algorithms. Int J Energy Res. https://doi.org/10.1002/er.8541

    Article  Google Scholar 

  • Xu Y et al (2022b) State of charge estimation of supercapacitors based on multi-innovation unscented Kalman filter under a wide temperature range. Int J Energy Res 46(12):16716–16735

    Article  Google Scholar 

  • Yang L, Zheng Z, Li Y, Wu W, Tian H, Wang Z (2015) N-Annulated perylene-based metal-free organic sensitizers for dye-sensitized solar cells. Chem Commun 51:4842–4845

    Article  CAS  Google Scholar 

  • Yang M et al (2017) Research on microscale skull grinding temperature field under different cooling conditions. Appl Therm Eng 126:525–537

    Article  Google Scholar 

  • Yao Z et al (2015a) Dithienopicenocarbazole as the kernel module of low-energy-gap organic dyes for efficient conversion of sunlight to electricity. Energy Environ Sci 8:3192–3197

    Article  CAS  Google Scholar 

  • Yao Z, Wu H, Ren Y, Guo Y, Wang P (2015b) A structurally simple perylene dye with ethynylbenzothiadiazole-benzoic acid as the electron acceptor achieves an over 10% power conversion efficiency. Energy Environ Sci 8:1438–1442

    Article  CAS  Google Scholar 

  • Yella A et al (2013) Molecular engineering of a fluorene donor for dye-sensitized solar cells. Chem Mater 25:2733–2739

    Article  CAS  Google Scholar 

  • Yen Y-S, Chou H-H, Chen Y-C, Hsu C-Y, Lin JT (2012) Recent developments in molecule-based organic materials for dye-sensitized solar cells. J Mater Chem 22:8734–8747

    Article  CAS  Google Scholar 

  • Zhang J, Li H-B, Sun S-L, Geng Y, Wu Y, Su Z-M (2012) Density functional theory characterization and design of high-performance diarylamine-fluorene dyes with different π spacers for dye-sensitized solar cells. J Mater Chem 22:568–576

    Article  CAS  Google Scholar 

  • Zhang M, Wang Y, Xu M, Ma W, Li R, Wang P (2013) Design of high-efficiency organic dyes for titania solar cells based on the chromophoric core of cyclopentadithiophene-benzothiadiazole. Energy Environ Sci 6:2944–2949

    Article  CAS  Google Scholar 

  • Zhang X, Tang Y, Zhang F, Lee C-S (2016) A novel aluminum-graphite dual-ion battery. Adv Energy Mater 6:1502588. https://doi.org/10.1002/aenm.201502588

    Article  CAS  Google Scholar 

  • Zhang W et al (2018) Comprehensive control of voltage loss enables 11.7% efficient solid-state dye-sensitized solar cells. Energy Environ Sci 11:1779–1787

    Article  CAS  Google Scholar 

  • Zhang R, Zhang W, Yang Q, Dong J, Ma L, Jiang Z, Huang Y (2022) 3D hierarchical oxygen-deficient AlCoNi-(oxy) hydroxides/N–doped carbon hybrids enable efficient battery-type asymmetric supercapacitor. J Energy Chem. https://doi.org/10.2139/ssrn.4017632

    Article  Google Scholar 

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Authors and Affiliations

  1. Department of Dentistry, Kut University College, Kut, Wasit, 52001, Iraq

    Mustafa M. Kadhim

  2. Medical Laboratory Techniques Department, Al-Farahidi University, Baghdad, 10022, Iraq

    Nasier Sadoon

  3. College of Pharmacy, The University of Mashreq, Baghdad, 10021, Iraq

    Hiba Ahmed Gheni

  4. College of Technical Engineering, The Islamic University, Najaf, Iraq

    Safa K. Hachim

  5. Medical Laboratory Techniques Department, Al-Turath University College, Baghdad, Iraq

    Safa K. Hachim

  6. Department of Building and Construction Techniques Engineering, Al- Mustaqbal University College, Hilla, 51001, Iraq

    Ali Majdi

  7. Dijlah University College, Baghdad, 10022, Iraq

    Sallal A. H. Abdullaha

  8. Department of Chemistry, College of Science, Mustansiriyah University, Baghdad, Iraq

    Ahmed Mahdi Rheima

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  1. Mustafa M. Kadhim
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  2. Nasier Sadoon
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  4. Safa K. Hachim
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  5. Ali Majdi
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Contributions

MMK: Conceptualization, Methodology, Software, Writing, Conceptualization, Methodology, Management and responsibility for the research activity planning and execution; NS, HAG, SKH: Methodology, Software, Writing—review & editing; AM, SAHA, AMR: Writing—original draft, Methodology, Software, review & editing.

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Correspondence to Mustafa M. Kadhim.

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Kadhim, M.M., Sadoon, N., Gheni, H.A. et al. Study the effect of salicylic acid and π -linkage of electrical and optical properties of organic based solar cell. Chem. Pap. 77, 1861–1867 (2023). https://doi.org/10.1007/s11696-022-02579-1

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