Influence of an Amide-Functionalized Monomeric Unit on the Morphology and Electronic Properties of Non-Fullerene Polymer Solar Cells

다국어 초록 (Multilingual Abstract)

A straightforward competent strategy to attune the solid-state morphology, opto-electronic and photovoltaic properties of conjugated co-polymers has been studied by inserting different percentages of N,N-dimethylthiophene-3-carboxamide (TDM) monomeric units. The TDM percentage was varied from 20 to 100%, resulting in widening of the energy band gap. Fabrication of solar cells was performed with ITIC-4F as an electron acceptor to accomplish power conversion efficiencies (PCEs) of 7.8% for P4 (minimum TDM) and 0.85% for P1 (maximum TDM) under a thermal tempering process. A drastic drop in the PCE was noted with increasing percentage of TDM which agrees well with the optical, electronic, and morphological studies. Morphological analysis revealed high crystallinity for P4:ITIC-4F blend having minimum percentage of TDM units compared to its counterparts of higher TDM percentages. A sharp increase in π-π stacking is seen with reduced percentage of TDM units, leading to d spacing of 3.6 A. Detailed investigations regarding the charge carrier transport in relation to the π-π stacking of the polymeric fi lm are well implemented in this work.

참고문헌 (Reference)

1 W. Ma, "Thermally Stable, Efficient Polymer Solar Cells with Nanoscale Control of the Interpenetrating Network Morphology" Wiley 15 (15): 1617-1622, 2005

2 Simon Rondeau-Gagné, "The importance of the amide configuration in the gelation process and topochemical polymerization of phenylacetylene macrocycles" Royal Society of Chemistry (RSC) 1 (1): 2680-, 2013

3 Ruurd Heuvel, "The effect of side-chain substitution on the aggregation and photovoltaic performance of diketopyrrolopyrrole-alt-dicarboxylic ester bithiophene polymers" Royal Society of Chemistry (RSC) 6 (6): 20904-20915, 2018

4 Yanan Wu, "The Crucial Role of Chlorinated Thiophene Orientation in Conjugated Polymers for Photovoltaic Devices" Wiley 57 (57): 12911-12915, 2018

5 Cheng, Y. -J., "Synthesis of Conjugated Polymers for Organic Solar Cell Applications" 109 : 5868-5923, 2009

6 Louis A. Perez, "Solvent Additive Effects on Small Molecule Crystallization in Bulk Heterojunction Solar Cells Probed During Spin Casting" Wiley 25 (25): 6380-6384, 2013

7 Mei, J., "Siloxane-terminated solubilizing side chains : bringing conjugated polymer backbones closer and boosting hole mobilities in thin-film transistors" 133 (133): 20130-20133, 2011

8 Tevis, I. D., "Self-assembly and orientation of hydrogen-bonded oligothiophene polymorphs at liquid-membrane-liquid interfaces" 133 (133): 16486-16494, 2011

9 Kang, I., "Record high hole mobility in polymer semiconductors via side-chain engineering" 135 (135): 14896-14899, 2013

10 Yunhao Cai, "Recent Advances in Wide-Bandgap Photovoltaic Polymers" Wiley 29 (29): 1605437-, 2017

11 Luyao Lu, "Recent Advances in Bulk Heterojunction Polymer Solar Cells" American Chemical Society (ACS) 115 (115): 12666-12731, 2015

12 Gang Li, "Polymer solar cells" Springer Science and Business Media LLC 6 (6): 153-161, 2012

13 Shaoqing Zhang, "Over 14% Efficiency in Polymer Solar Cells Enabled by a Chlorinated Polymer Donor" Wiley 30 (30): 1800868-, 2018

14 Jianhui Hou, "Organic solar cells based on non-fullerene acceptors" Springer Science and Business Media LLC 17 (17): 119-128, 2018

15 Fei Huang, "Novel Electroluminescent Conjugated Polyelectrolytes Based on Polyfluorene" American Chemical Society (ACS) 16 (16): 708-716, 2004

16 Pei Cheng, "Next-generation organic photovoltaics based on non-fullerene acceptors" Springer Science and Business Media LLC 12 (12): 131-142, 2018

17 Ting Xiao, "Molecular Packing and Electronic Processes in Amorphous-like Polymer Bulk Heterojunction Solar Cells with Fullerene Intercalation" Springer Science and Business Media LLC 4 (4): 2014

18 Shanshan Chen, "Modulating the Molecular Packing and Nanophase Blending via a Random Terpolymerization Strategy toward 11% Efficiency Nonfullerene Polymer Solar Cells" Wiley 7 (7): 1701125-, 2017

19 Chang Liu, "Low bandgap semiconducting polymers for polymeric photovoltaics" Royal Society of Chemistry (RSC) 45 (45): 4825-4846, 2016

20 Jin Young Oh, "Intrinsically stretchable and healable semiconducting polymer for organic transistors" Springer Science and Business Media LLC 539 (539): 411-415, 2016

21 Mohammad Afsar Uddin, "Interplay of Intramolecular Noncovalent Coulomb Interactions for Semicrystalline Photovoltaic Polymers" American Chemical Society (ACS) 27 (27): 5997-6007, 2015

22 Aung, K. K. K., "Intensity Dependence of CurrentVoltage Characteristics and Recombination in High-Efficiency Solution-Processed Small-Molecule Solar Cells" 7 : 4569-4577, 2013

23 Kenneth R. Graham, "Improved Performance of Molecular Bulk-Heterojunction Photovoltaic Cells through Predictable Selection of Solvent Additives" Wiley 22 (22): 4801-4813, 2012

24 Xugang Guo, "Imide- and Amide-Functionalized Polymer Semiconductors" American Chemical Society (ACS) 114 (114): 8943-9021, 2014

25 Yunpeng Qin, "Highly Efficient Fullerene-Free Polymer Solar Cells Fabricated with Polythiophene Derivative" Wiley 28 (28): 9416-9422, 2016

26 Yang (Michael) Yang, "High-performance multiple-donor bulk heterojunction solar cells" Springer Science and Business Media LLC 9 (9): 190-198, 2015

27 Fan, B., "High-performance conjugated terpolymer-based organic bulk heterojunction solar cells" 4 (4): 13930-13937, 2016

28 Jeroen Brebels, "High dielectric constant conjugated materials for organic photovoltaics" Royal Society of Chemistry (RSC) 5 (5): 24037-24050, 2017

29 Tao Lei, "Facile synthesized benzo[1,2-b:4,5-b']difuran based copolymer for both fullerene and non-fullerene organic solar cells" Elsevier BV 172 : 391-397, 2019

30 Guangrui He, "Efficient small molecule bulk heterojunction solar cells with high fill factors via introduction of π-stacking moieties as end group" Royal Society of Chemistry (RSC) 1 (1): 1801-1809, 2013

31 Olivia P. Lee, "Efficient Small Molecule Bulk Heterojunction Solar Cells with High Fill Factors via Pyrene-Directed Molecular Self-Assembly" Wiley 23 (23): 5359-5363, 2011

32 Hojeong Yu, "Effect of the alkyl spacer length on the electrical performance of diketopyrrolopyrrole-thiophene vinylene thiophene polymer semiconductors" Royal Society of Chemistry (RSC) 3 (3): 11697-11704, 2015

33 Nicola Gasparini, "Designing ternary blend bulk heterojunction solar cells with reduced carrier recombination and a fill factor of 77%" Springer Science and Business Media LLC 1 (1): 2016

34 Ying Lin, "Cooperative Assembly of Hydrogen-Bonded Diblock Copolythiophene/Fullerene Blends for Photovoltaic Devices with Well-Defined Morphologies and Enhanced Stability" American Chemical Society (ACS) 24 (24): 622-632, 2012

35 Li, S., "A wide band gap polymer with a deep highest occupied molecular orbital level enables 14. 2% efficiency in polymer solar cells" 140 (140): 7159-7167, 2018

36 J. Terence Blaskovits, "A Study of the Degree of Fluorination in Regioregular Poly(3-hexylthiophene)" American Chemical Society (ACS) 50 (50): 162-174, 2016

37 Bo Zhang, "3,4‐Dicyanothiophene—a Versatile Building Block for Efficient Nonfullerene Polymer Solar Cells" Wiley 10 (10): 1904247-, 2020