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Body centered non-fullerene acceptors substitution on triangular shaped Sub-phthalocyanines (SubPcs) based A-D-A organic solar cells: A step toward new strategies for better performances

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A Correction to this article was published on 27 December 2021

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Abstract

Four Acceptor–Donor-Accepter (A-D-A) type of triangular shaped sub-phthalocyanines (SubPcs) donor molecules namely SubPcs-EDM (sub-phthalocyanines-ethylidene di-malononitrile as M1), SubPcs-ETFM (sub-phthalocyanines-ethylidene tetrafluoro-malononitrile as M2), SubPcs-ETFOM (sub-phthalocyanines-ethylidene tetrafluoro-oxo malononitrile as M3) and SubPcs-EOM (sub-phthalocyanines-ethylidene oxo malononitrile as M4) have been designed for computing its optoelectronic properties with state-of-the-art density functional theory B3LYP/LanL2DZ (d, p) model. In designed molecules, the non-fullerene acceptors are attached at the center of donor moieties. The SubPcs-ETFOM exhibited lowest band gap of energy 2.48 eV with broad absorption band at 645.53 nm. The open circuit voltage (VOC) of M3 is 2.55 V in comparison with phenyl-C60-butyric acid methyl ester which abbreviated as PCBM. This computational study explains that engineered molecules are seemly superb, suitable and suggested for further construction of high performance organic solar cells.

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Data availability

The data which supports the finding of this study will be made available upon reasonable request.

Code availability

This simulation analysis was carried out with Gauss View 5.0 and Gaussian 09 package. The Multiwfn 3.8, VMD 1.9.3, OriginPro 2021, PyMOlyze and PowerPoint 16 has been used for data analyzing and results explanations.

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References

  • Abbas, M., Ali, U., Faizan, M., Siddique, M.B.A.: Spirofluorene based small molecules as an alternative to traditional non-fullerene acceptors for organic solar cells. Opt. Quant. Elect. 53(5), 1–14 (2021)

    Article  Google Scholar 

  • Abbas, F., Ali, U., Muhammad Rizwan Ahmad, H., Tallat, A., Shehzad, A., Zeb, Z., Hussain, I., Saeed, A., Tariq, M.:Role of Iodo-Substituted Subphthalocyanine (Subpcs) π-conjugated aromatic N-fused di-Iminoisonidole units on the performance of non-fullerene small organic solar cells. Comp. Theor. Chem. 1207, 113508 (2022). https://doi.org/10.1016/j.comptc.2021.113508.

  • Adamo, C., Barone, V.: Exchange functionals with improved long-range behavior and adiabatic connection methods without adjustable parameters: the m PW and m PW1PW models. J. Chem. Phys. 108(2), 664–675 (1998). https://doi.org/10.1063/1.475428

    Article  ADS  Google Scholar 

  • Afroozeh, A.: Analysis of optical modulator based on silicon waveguide using FDTD. SILICON (2021). https://doi.org/10.1007/s12633-020-00883-7

    Article  Google Scholar 

  • Ajmal, M., Ali, U., Javed, A., Tariq, A., Arif, Z., Iqbal, J., Shoaib, M., Ahmed, T.: Designing indaceno thiophene–based three new molecules containing non-fullerene acceptors as strong electron withdrawing groups with DFT approaches’. J. Mol. Model. (2019). https://doi.org/10.1007/s00894-019-4198-x

    Article  Google Scholar 

  • Akbari, E., Buntat, Z., Afroozeh, A., Pourmand, S.E., Farhang, Y., Sanati, P.: Silicene and graphene nano materials in gas sensing mechanism. RSC Adv. 6(85), 81647–81653 (2016). https://doi.org/10.1039/C6RA16736E

    Article  ADS  Google Scholar 

  • Ali, U., Ans, M., Iqbal, J., Iqbal, M.A., Shoaib, M.: Benchmark study of benzamide derivatives and four novel theoretically designed (L1, L2, L3, and L4) ligands and evaluation of their biological properties by DFT approaches. J. Mol. Model 25(8), 1–9 (2019a). https://doi.org/10.1007/s00894-019-4115-3

    Article  Google Scholar 

  • Ali, U., Javed, A., Shoaib, M., Kashif, M., Raza, A., Cheng, S.-B., Iqbal, J.: Designing difluoro substituted benzene ring based fullerene free acceptors for small Naphthalene Di-Imide based molecules with DFT approaches. Opt. Quantum Electron 51(10), 1–23 (2019b). https://doi.org/10.1007/s11082-019-2047-x

    Article  Google Scholar 

  • Ali, U., Javed, A., Tallat, A., Iqbal, J., Raza, A.: Molecular designing of four high performance pyrazine based non-fullerene acceptor materials with naphthalene diimide based small organic solar cells. J. Mol. Model 25(2), 1–12 (2019c). https://doi.org/10.1007/s00894-019-3932-8

    Article  Google Scholar 

  • Ali, U., Javed, A., Ramzan, H., Shoaib, M., Raza, A., Khalil, M.T., Iqbal, J.: Molecular designing of naphthalene diimide based fullerene free small organic solar cell: Acceptors with high photovoltaic performance by density functional theory. Spectrochim. Acta A Mol. Biomol. Spectrosc 228, 117685 (2020). https://doi.org/10.1016/j.saa.2019.117685

    Article  Google Scholar 

  • Ali, U., Tariq, A., Kiran, A., Abbas, F., Khalil, M.T.: Tuning the absorption and optoelectronic properties of naphthalene diimide based solar cells with non-fullerene acceptors. Chem. Pap. (2021a). https://doi.org/10.1007/s11696-021-01671-2

    Article  Google Scholar 

  • Ali, U., Ahmad, H.M.R., Faizan, M., et al.: Designing four naphthalene di-imide based small organic solar cells with 5,6-difluoro-3-oxo-2,3-dihydro-indene non-fullerene acceptors. Opt. Quant. Electron 53, 541 (2021b). https://doi.org/10.1007/s11082-021-03209-y

    Article  Google Scholar 

  • Beaumont, N., Castrucci, J.S., Sullivan, P., Morse, G.E., Paton, A.S., Lu, Z.-H., Jones, T.S.: Acceptor properties of boron subphthalocyanines in fullerene free photovoltaics. J. Phys. Chem. C 118(27), 14813–14823 (2014)

    Article  Google Scholar 

  • Bin, H., Yang, Y., Zhang, Z.-G., Ye, L., Ghasemi, M., Chen, S., Xue, L.: 9.73% efficiency nonfullerene all organic small molecule solar cells with absorption-complementary donor and acceptor. J. Am. Chem. Soc. y 139(14), 5085–5094 (2017)

    Article  Google Scholar 

  • Chai, J.-D., Head-Gordon, M.: Long-range corrected hybrid density functionals with damped atom–atom dispersion corrections. Phys. Chem 10(44), 6615–6620 (2008)

    Google Scholar 

  • Claessens, C.G., Gonzalez-Rodriguez, D., Rodríguez-Morgade, M.S., Medina, A., Torres, T.: Subphthalocyanines, subporphyrazines, and subporphyrins: singular nonplanar aromatic systems. Chem. Rev. 114(4), 2192–2277 (2014). https://doi.org/10.1021/cr400088w

    Article  Google Scholar 

  • Cnops, K., Rand, B.P., Cheyns, D., Verreet, B., Empl, M.A., Heremans, P.: 8.4% efficient fullerene-free organic solar cells exploiting long-range exciton energy transfer. Nat. Commun. 5(1), 1–6 (2014)

    Article  Google Scholar 

  • Duan, C., Zango, G., García Iglesias, M., Colberts, F.J., Wienk, M.M., Martínez-Díaz, M.V., Torres, T.: The role of the axial substituent in subphthalocyanine acceptors for bulk-heterojunction solar cells. Angew. Chem. 129(1), 154–158 (2017). https://doi.org/10.1002/ange.201608644

    Article  ADS  Google Scholar 

  • Ebenhoch, B., Prasetya, N.B., Rotello, V.M., Cooke, G., Samuel, I.D.: Solution-processed boron subphthalocyanine derivatives as acceptors for organic bulk-heterojunction solar cells. J. Mater. Chem. 3(14), 7345–7352 (2015). https://doi.org/10.1039/C5TA00715A

    Article  Google Scholar 

  • Günes, S., Neugebauer, H., Sariciftci, N.S.: Conjugated polymer-based organic solar cells. Chem. Rev. 107(4), 1324–1338 (2007). https://doi.org/10.1021/cr050149z

    Article  Google Scholar 

  • Hertwig, R.H., Koch, W.: On the parameterization of the local correlation functional What is Becke-3-LYP? Chem. Phys. Lett. (1997). https://doi.org/10.1016/S0009-2614(97)00207-8

    Article  Google Scholar 

  • Holliday, S., Ashraf, R.S., Wadsworth, A., Baran, D., Yousaf, S.A., Nielsen, C.B., Gasparini, N.: High-efficiency and air-stable P3HT-based polymer solar cells with a new non-fullerene acceptor. Nat. Commun. 7(1), 1–11 (2016). https://doi.org/10.1038/ncomms11585|www.nature.com/naturecommunications

    Article  Google Scholar 

  • Hussain, Z., Shoaib, M., Ali, U., Ramzan, H., Ali, M., Tariq, A., Naqash, M.: Theoretical study of isoxazoles and their derivatives for evaluating its pharmaceutical properties with density functional theory’. J Comput Chem Mol Model (2020). https://doi.org/10.25177/JCCMM.4.3.RA.10623

    Article  Google Scholar 

  • Iftikhar, T., Ali, U., Shoaib, M.: Theoretical study of α, β unsaturated carbonyl thiophene derivatives to investigate optoelectronic properties toward organic photovoltaics. J. Mol. Model. 26(12), 1–8 (2020)

    Article  Google Scholar 

  • Kiran, A., Ali, U., Hussain, A., et al.: Molecular designing of tetra-aryl-p-benzoquinones derivatives toward strong optical properties. Chem. Pap. 75, 6661–6671 (2021). https://doi.org/10.1007/s11696-021-01834-1

    Article  Google Scholar 

  • Li, G., Zhu, R., Yang, Y.: Polymer solar cells. Nat. Photonics 6(3), 153–161 (2012). https://doi.org/10.1038/nphoton.2012.11

    Article  ADS  Google Scholar 

  • Rassolov, V.A., Ratner, M.A., Pople, J.A., Redfern, P.C., Curtiss, L.A.: 6–31G* basis set for third-row atoms. J. Comput. Chem. 22(9), 976–984 (2001). https://doi.org/10.1002/jcc.1058

    Article  Google Scholar 

  • Ripaud, E., Rousseau, T., Leriche, P., Roncali, J.: Unsymmetrical Triphenylamine-Oligothiophene Hybrid Conjugated Systems as Donor Materials for High-Voltage Solution-Processed Organic Solar Cells. Adv. Energy Mater. 1(4), 540–545 (2011). https://doi.org/10.1002/aenm.201100065

    Article  Google Scholar 

  • Yanai, T., Tew, D.P., Handy, N.C.: A new hybrid exchange–correlation functional using the Coulomb-attenuating method (CAM-B3LYP). Chem. Phys. Lett. 393(1–3), 51–57 (2004). https://doi.org/10.1021/cr9904009

    Article  ADS  Google Scholar 

  • Zhang, J., Zhang, Y., Fang, J., Lu, K., Wang, Z., Ma, W., Wei, Z.: Conjugated polymer–small molecule alloy leads to high efficient ternary organic solar cells. J. Am. Chem. Soc. 137(25), 8176–8183 (2015). https://doi.org/10.1021/jacs.5b03449

    Article  Google Scholar 

Download references

Acknowledgements

The authors acknowledge the technical supports provided by Department of Chemistry, University of Agriculture Faisalabad, Faisalabad, 38040, Pakistan and Punjab Bioenergy Institute, Jhang Road, Faisalabad, 38040, Pakistan.

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Authors and Affiliations

  1. Key Lab of Organic Optoelectronics and Molecular Engineering of Ministry of Education, Department of Chemistry, Tsinghua University, Beijing, 100084, People’s Republic of China

    Faheem Abbas & Zonish Zeb

  2. Department of Chemistry, University of Agriculture, Faisalabad, 38040, Pakistan

    Faheem Abbas, Usman Ali & Aqsa Tallat

  3. Institute of Chemistry, Beijing National Laboratories for Molecular Sciences, Key Laboratories of Organic Solids, Chinese Academy of Sciences, Beijing, 100190, People’s Republic of China

    Usman Ali

  4. University of Chinese Academy of Sciences, Beijing, 100190, People’s Republic of China

    Usman Ali, Iqbal Hussain & Aamir Saeed

  5. Center for Advancing Materials Performance From the Nanoscale, State Key Laboratory for Mechanical Behavior of Materials, Xi’an Jiaotong University, Xi’an, 710049, People’s Republic of China

    Hafiz Muhammad Rizwan Ahmad

  6. Department of Physics, International Islamic University, Islamabad, 44000, Pakistan

    Hafiz Muhammad Rizwan Ahmad

  7. State Key Laboratory for Structural Chemistry of Unstable and Stable Species, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 10090, People’s Republic of China

    Aamir Shehzad

  8. Key Laboratory of Green Process and Engineering, Institute of Process Engineering, Beijing Key Laboratories of Ionic Liquids Clean Process, Chinese Academy of Sciences, Beijing, 100190, People’s Republic of China

    Iqbal Hussain & Aamir Saeed

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  1. Faheem Abbas
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The authors Faheem Abbas and Usman Ali equally contributed for this research study.

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Correspondence to Usman Ali.

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The original online version of this article was revised: In the original publication of the article, the authors noticed errors in abstract, figure caption, reference, layout of tables and figures. These errors have been corrected now.

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Abbas, F., Ali, U., Ahmad, H.M.R. et al. Body centered non-fullerene acceptors substitution on triangular shaped Sub-phthalocyanines (SubPcs) based A-D-A organic solar cells: A step toward new strategies for better performances. Opt Quant Electron 54, 21 (2022). https://doi.org/10.1007/s11082-021-03413-w

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