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Tuning kinetic competitions to traverse the rich structural space of organic semiconductor thin films

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Abstract

The chemical diversity of organic semiconductors coupled with the kinetic nature of film formation make it challenging to tune the structure of active-layer thin films in organic electronics across multiple length scales. We review techniques to tune aspects of film structure within a framework that accounts for the competition between the time available for structural development and the time required by the organic semiconductors to order, defined by a dimensionless time, τ, that describes the ratio of these two quantities. By considering these two competing time scales, we propose general guidelines to tune the film structure accordingly.

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References

  1. A.M. Hiszpanski and Y.-L. Loo: Directing the film structure of organic semiconductors via post-deposition processing for transistor and solar cell applications. Energy Environ. Sci. 7, 592 (2014).

    Article  CAS  Google Scholar 

  2. R. Pfattner, M. Mas-Torrent, I. Bilotti, A. Brillante, S. Milita, F. Liscio, F. Biscarini, T. Marszalek, J. Ulanski, A. Nosal, M. Gazicki-Lipman, M. Leufgen, G. Schmidt, L.W. Molenkamp, V. Laukhin, J. Veciana, and C. Rovira: High-performance single crystal organic field-effect transistors based on two Dithiophene-tetrathiafulvalene (DT-TTF) polymorphs. Adv. Mater. 22, 4198 (2010).

    Article  CAS  Google Scholar 

  3. H. Jiang, X. Yang, Z. Cui, Y. Liu, H. Li, W. Hu, Y. Liu, and D. Zhu: Phase dependence of single crystalline transistors of tetrathiafulvalene. Appl. Phys. Lett. 91, 123505 (2007).

    Article  CAS  Google Scholar 

  4. T. Matsukawa, M. Yoshimura, K. Sasai, M. Uchiyama, M. Yamagishi, Y. Tominari, Y. Takahashi, J. Takeya, Y. Kitaoka, Y. Mori, and T. Sasaki: Growth of thin rubrene single crystals from 1-propanol solvent. J. Cryst. Growth 312, 310 (2010).

    Article  CAS  Google Scholar 

  5. A.M. Hiszpanski, R.M. Baur, B. Kim, N.J. Tremblay, C. Nuckolls, A.R. Woll, and Y.-L. Loo: Tuning polymorphism and orientation in organic semiconductor thin films via post-deposition processing. J. Am. Chem. Soc. 136, 15749 (2014).

    Article  CAS  Google Scholar 

  6. L.A. Stevens, K.P. Goetz, A. Fonari, Y. Shu, R.M. Williamson, J.-L. Bredas, V. Coropceanu, O.D. Jurchescu, and G.E. Collis: Temperature-mediated polymorphism in molecular crystals: the impact on crystal packing and charge transport. Chem. Mater. 27, 112 (2015).

    Article  CAS  Google Scholar 

  7. J. Park, C.-M. Keum, J.-H. Kim, S.-D. Lee, M. Payne, M. Petty, J.E. Anthony, and J.-H. Bae: Photo-assisted molecular engineering in solution-processed organic thin-film transistors with a blended semiconductor for high mobility anisotropy. Appl. Phys. Lett. 102, 013306 (2013).

    Article  CAS  Google Scholar 

  8. F.S.U. Fischer, K. Tremel, M. Sommer, E.J.C. Crossland, and S. Ludwigs: Directed crystallization of poly(3-hexylthiophene) in micrometre channels under confinement and in electric fields. Nanoscale 4, 2138 (2012).

    Article  CAS  Google Scholar 

  9. A.M. Hiszpanski, S.S. Lee, H. Wang, A.R. Woll, C. Nuckolls, and Y.-L. Loo: Post-deposition processing methods to induce preferential orientation in contorted hexabenzocoronene thin films. ACS Nano 7, 294 (2013).

    Article  CAS  Google Scholar 

  10. Y. Hosokawa, M. Misaki, S. Yamamoto, M. Torii, K. Ishida, and Y. Ueda: Molecular orientation and anisotropic carrier mobility in poorly soluble polythiophene thin films. Appl. Phys. Lett. 100, 203305 (2012).

    Article  CAS  Google Scholar 

  11. L. Biniek, N. Leclerc, T. Heiser, R. Bechara, and M. Brinkmann: large scale alignment and charge transport anisotropy of pBTTT films oriented by high temperature rubbing. Macromolecules 46, 4014 (2013).

    Article  CAS  Google Scholar 

  12. K. Tremel, F.S.U. Fischer, N. Kayunkid, R. Di Pietro, R. Tkachov, A. Kiriy, D. Neher, S. Ludwigs, and M. Brinkmann: Charge transport anisotropy in highly oriented thin films of the acceptor polymer P(NDI2OD-T2). Adv. Energy Mater. 4, 1301659 (2014).

    Article  CAS  Google Scholar 

  13. S.S. Lee, C.S. Kim, E.D. Gomez, B. Purushothaman, M.F. Toney, C. Wang, A. Hexemer, J.E. Anthony, and Y.-L. Loo: Controlling nucleation and crystallization in solution-processed organic semiconductors for thin-film transistors. Adv. Mater. 21, 3605 (2009).

    Article  CAS  Google Scholar 

  14. K. Wei Chou, H. Ullah Khan, M.R. Niazi, B. Yan, R. Li, M.M. Payne, J.E. Anthony, D.-M. Smilgies, and A. Amassian: Late stage crystallization and healing during spin-coating enhance carrier transport in small-molecule organic semiconductors. J. Mater. Chem. C 2, 5681 (2014).

    Article  Google Scholar 

  15. S. Mukherjee, C.M. Proctor, J.R. Tumbleston, G.C. Bazan, T.-Q. Nguyen, and H. Ade: Importance of domain purity and molecular packing in efficient solution-processed small-molecule solar cells. Adv. Mater. 27, 1105 (2015).

    Article  CAS  Google Scholar 

  16. L. Zhang, F. Liu, Y. Diao, H.S. Marsh, N.S. Colella, A. Jayaraman, T.P. Russell, S.C.B. Mannsfeld, and A.L. Briseno: The good host: formation of discrete one-dimensional fullerene “channels” in well-ordered Poly(2,5-bis(3-alkylthiophen-2-yl)thieno[3,2-b]thiophene) oligomers. J. Am. Chem. Soc. 136, 18120 (2014).

    Article  CAS  Google Scholar 

  17. S.K. Park, T.N. Jackson, J.E. Anthony, and D.A. Mourey: High mobility solution processed 6,13-bis(triisopropyl-silylethynyl) pentacene organic thin film transistors. Appl. Phys. Lett. 91, 063514 (2007).

    Article  CAS  Google Scholar 

  18. A.A. Virkar, S. Mannsfeld, Z. Bao, and N. Stingelin: Organic semiconductor growth and morphology considerations for organic thin-film transistors. Adv. Mater. 22, 3857 (2010).

    Article  CAS  Google Scholar 

  19. M.M. Ling and Z. Bao: Thin film deposition, patterning, and printing in organic thin film transistors. Chem. Mater. 16, 4824 (2004).

    Article  CAS  Google Scholar 

  20. S.R. Forrest: The path to ubiquitous and low-cost organic electronic appliances on plastic. Nature 428, 911 (2004).

    Article  CAS  Google Scholar 

  21. B.P. Rand and H. Richter: Organic Solar Cells: Fundamentals, Devices, and Upscaling, 1st ed. (CRC Press, Taylor & Francis Group, Boca Raton, FL, 2014).

    Book  Google Scholar 

  22. Y. Yuan, G. Giri, A.L. Ayzner, A.P. Zoombelt, S.C.B. Mannsfeld, J. Chen, D. Nordlund, M.F. Toney, J. Huang, and Z. Bao: Ultra-high mobility transparent organic thin film transistors grown by an off-centre spin-coating method. Nat. Commun. 5, 3005 (2014).

    Article  CAS  Google Scholar 

  23. G. Giri, E. Verploegen, S.C.B. Mannsfeld, S. Atahan-Evrenk, D.H. Kim, S.Y. Lee, H.A. Becerril, A. Aspuru-Guzik, M.F. Toney, and Z. Bao: Tuning charge transport in solution-sheared organic semiconductors using lattice strain. Nature 480, 504 (2011).

    Article  CAS  Google Scholar 

  24. J.B. Kim, K. Allen, S.J. Oh, S. Lee, M.F. Toney, Y.S. Kim, C.R. Kagan, C. Nuckolls, and Y.-L. Loo: Small-molecule thiophene-C60 dyads as compatibilizers in inverted polymer solar cells. Chem. Mater. 22, 5762 (2010).

    Article  CAS  Google Scholar 

  25. Y. Diao, L. Shaw, Z. Bao, and S.C.B. Mannsfeld: Morphology control strategies for solution-processed organic semiconductor thin films. Energy Environ. Sci. 7, 2145 (2014).

    Article  CAS  Google Scholar 

  26. T. He, M. Stolte, C. Burschka, N.H. Hansen, T. Musiol, D. Kälblein, J. Pflaum, X. Tao, J. Brill, and F. Würthner: Single-crystal field-effect transistors of new Cl2-NDI polymorph processed by sublimation in air. Nat. Commun. 6, 5954 (2015).

    Article  CAS  Google Scholar 

  27. J.A. Schneider, H. Black, H.-P. Lin, and D.F. Perepichka: Polymorphism in new thienothiophene-thiazolothiazole organic semiconductors. Chem Phys Chem 16, 1102 (2015).

    Article  CAS  Google Scholar 

  28. J.Y. Lee, S. Roth, and Y.W. Park: Anisotropic field effect mobility in single crystal pentacene. Appl. Phys. Lett. 88, 252106 (2006).

    Article  CAS  Google Scholar 

  29. V.C. Sundar, J. Zaumseil, V. Podzorov, E. Menard, R.L. Willett, T. Someya, M.E. Gershenson, and J.A. Rogers: Elastomeric transistor stamps: reversible probing of charge transport in organic crystals. Science 303, 1644 (2004).

    Article  CAS  Google Scholar 

  30. C.C. Mattheus, A.B. Dros, J. Baas, G.T. Oostergetel, A. Meetsma, J.L. de Boer, and T.T.M. Palstra: Identification of polymorphs of pentacene. Synth. Met. 138, 475 (2003).

    Article  CAS  Google Scholar 

  31. G. Schweicher, N. Paquay, C. Amato, R. Resel, M. Koini, S. Talvy, V. Lemaur, J. Cornil, Y. Geerts, and G. Gbabode: Toward single crystal thin films of terthiophene by directional crystallization using a thermal gradient. Cryst. Growth Des. 11, 3663 (2011).

    Article  CAS  Google Scholar 

  32. S. Schiefer, M. Huth, A. Dobrinevski, and B. Nickel: Determination of the crystal structure of substrate-induced pentacene polymorphs in fiber structured thin films. J. Am. Chem. Soc. 129, 10316 (2007).

    Article  CAS  Google Scholar 

  33. G. Giri, R. Li, D.-M. Smilgies, E.Q. Li, Y. Diao, K.M. Lenn, M. Chiu, D.W. Lin, R. Allen, J. Reinspach, S.C.B. Mannsfeld, S.T. Thoroddsen, P. Clancy, Z. Bao, and A. Amassian: One-dimensional self-confinement promotes polymorph selection in large-area organic semiconductor thin films. Nat. Commun. 5, 3573 (2014).

    Article  CAS  Google Scholar 

  34. B.D. Hamilton, J.-M. Ha, M.A. Hillmyer, and M.D. Ward: Manipulating crystal growth and polymorphism by confinement in nanoscale crystallization chambers. Acc. Chem. Res. 45, 414 (2011).

    Article  CAS  Google Scholar 

  35. M. Beiner, G.T. Rengarajan, S. Pankaj, D. Enke, and M. Steinhart: Manipulating the crystalline state of pharmaceuticals by nanoconfinement. Nano Lett. 7, 1381 (2007).

    Article  CAS  Google Scholar 

  36. Y. Diao, K.M. Lenn, W.Y. Lee, M.A. Blood-Forsythe, J. Xu, Y.S. Mao, Y. Kim, J.A. Reinspach, S. Park, A. Aspuru-Guzik, G. Xue, P. Clancy, Z.N. Bao, and S.C.B. Mannsfeld: Understanding polymorphism in organic semiconductor thin films through nanoconfinement. J. Am. Chem. Soc. 136, 17046 (2014).

    Article  CAS  Google Scholar 

  37. Y. Diao, K.E. Whaley, M.E. Helgeson, M.A. Woldeyes, P.S. Doyle, A.S. Myerson, T.A. Hatton, and B.L. Trout: Gel-induced selective crystallization of polymorphs. J. Am. Chem. Soc. 134, 673 (2012).

    Article  CAS  Google Scholar 

  38. G. Giri, S. Park, M. Vosgueritchian, M.M. Shulaker, and Z. Bao: High-mobility, aligned crystalline domains of TIPS-pentacene with metastable polymorphs through lateral confinement of crystal growth. Adv. Mater. 26, 487 (2014).

    Article  CAS  Google Scholar 

  39. I.P.M. Bouchoms, W.A. Schoonveld, J. Vrijmoeth, and T.M. Klapwijk: Morphology identification of the thin film phases of vacuum evaporated pentacene on SIO2 substrates. Synth. Met. 104, 175 (1999).

    Article  CAS  Google Scholar 

  40. S.E. Fritz, S.M. Martin, C.D. Frisbie, M.D. Ward, and M.F. Toney: Structural characterization of a pentacene monolayer on an amorphous SiO2 substrate with grazing incidence x-ray diffraction. J. Am. Chem. Soc. 126, 4084 (2004).

    Article  CAS  Google Scholar 

  41. S.C.B. Mannsfeld, A. Virkar, C. Reese, M.F. Toney, and Z. Bao: Precise structure of pentacene monolayers on amorphous silicon oxide and relation to charge transport. Adv. Mater. 21, 2294 (2009).

    Article  CAS  Google Scholar 

  42. Q. Yuan, S.C.B. Mannsfeld, M.L. Tang, M.F. Toney, J. Luening, and Z. Bao: Thin film structure of tetraceno 2,3-b thiophene characterized by grazing incidence x-ray scattering and near-edge x-ray absorption fine structure analysis. J. Am. Chem. Soc. 130, 3502 (2008).

    Article  CAS  Google Scholar 

  43. T.N. Krauss, E. Barrena, X.N. Zhang, D.G. de Oteyza, J. Major, V. Dehm, F. Wuerthner, L.P. Cavalcanti, and H. Dosch: Three-dimensional molecular packing of thin organic films of PTCDI-C-8 determined by surface x-ray diffraction. Langmuir 24, 12742 (2008).

    Article  CAS  Google Scholar 

  44. G. Gbabode, N. Dumont, F. Quist, G. Schweicher, A. Moser, P. Viville, R. Lazzaroni, and Y.H. Geerts: Substrate-induced crystal plastic phase of a discotic liquid crystal. Adv. Mater. 24, 658 (2012).

    Article  CAS  Google Scholar 

  45. O. Werzer, N. Boucher, J.P. de Silva, G. Gbabode, Y.H. Geerts, O. Konovalov, A. Moser, J. Novak, R. Resel, and M. Sferrazza: Interface induced crystal structures of dioctyl-terthiophene thin films. Langmuir 28, 8530 (2012).

    Article  CAS  Google Scholar 

  46. C. Lercher, R. Resel, J.-Y. Balandier, C. Niebel, Y.H. Geerts, M. Sferrazza, and G. Gbabode: Effects of temperature on the polymorphism of α,ω-dioctylterthiophene in thin films. J. Cryst. Growth 386, 128 (2014).

    Article  CAS  Google Scholar 

  47. A.M. Hiszpanski, J.D. Saathoff, L. Shaw, H. Wang, L. Kraya, F. Lüttich, M.A. Brady, M.L. Chabinyc, A. Kahn, P. Clancy, and Y.-L. Loo: Halogenation of a nonplanar molecular semiconductor to tune energy levels and bandgaps for electron transport. Chem. Mater. 27, 1892 (2015).

    Article  CAS  Google Scholar 

  48. N. Stingelin-Stutzmann, E. Smits, H. Wondergem, C. Tanase, P. Blom, P. Smith, and D. de Leeuw: Organic thin-film electronics from vitreous solution-processed rubrene hypereutectics. Nat. Mater. 4, 601 (2005).

    Article  CAS  Google Scholar 

  49. W. Chen, D.C. Qi, Y.L. Huang, H. Huang, Y.Z. Wang, S. Chen, X.Y. Gao, and A.T.S. Wee: Molecular orientation dependent energy level alignment at organic−organic heterojunction interfaces. J. Phys. Chem. C 113, 12832 (2009).

    Article  CAS  Google Scholar 

  50. G. Heimel, I. Salzmann, S. Duhm, J.P. Rabe, and N. Koch: Intrinsic surface dipoles control the energy levels of conjugated polymers. Adv. Funct. Mater. 19, 3874 (2009).

    Article  CAS  Google Scholar 

  51. L.-H. Li, O.Y. Kontsevoi, and A.J. Freeman: Orientation-dependent electronic structures and optical properties of the P3HT:PCBM interface: a first-principles GW-BSE study. J. Phys. Chem. C 118, 10263 (2014).

    Article  CAS  Google Scholar 

  52. B. Kitchen, O. Awartani, R.J. Kline, T. McAfee, H. Ade, and B.T. O’Connor: Tuning open-circuit voltage in organic solar cells with molecular orientation. ACS Appl. Mater. Interfaces 7, 13208 (2015).

    Article  CAS  Google Scholar 

  53. D.H. Kim, Y.D. Park, Y. Jang, H. Yang, Y.H. Kim, J.I. Han, D.G. Moon, S. Park, T. Chang, C. Chang, M. Joo, C.Y. Ryu, and K. Cho: Enhancement of field-effect mobility due to surface-mediated molecular ordering in regioregular polythiophene thin film transistors. Adv. Func. Mater. 15, 77 (2005).

    Article  CAS  Google Scholar 

  54. K.S. Lee, T.J. Smith, K.C. Dickey, J.E. Yoo, K.J. Stevenson, and Y.L. Loo: High-resolution characterization of pentacene/polyaniline interfaces in thin-film transistors. Adv. Func. Mater. 16, 2409 (2006).

    Article  CAS  Google Scholar 

  55. H. Yang, S.W. LeFevre, C.Y. Ryu, and Z. Bao: Solubility-driven thin film structures of regioregular poly(3-hexyl thiophene) using volatile solvents. Appl. Phys. Lett. 90, 172116 (2007).

    Article  CAS  Google Scholar 

  56. H. Sirringhaus, P.J. Brown, R.H. Friend, M.M. Nielsen, K. Bechgaard, B.M.W. Langeveld-Voss, A.J.H. Spiering, R.A.J. Janssen, E.W. Meijer, P. Herwig, and D.M. de Leeuw: Two-dimensional charge transport in self-organized, high-mobility conjugated polymers. Nature 401, 685 (1999).

    Article  CAS  Google Scholar 

  57. Z. Bao, A. Dodabalapur, and A.J. Lovinger: Soluble and processable regioregular poly(3-hexylthiophene) for thin film field-effect transistor applications with high mobility. Appl. Phys. Lett. 69, 4108 (1996).

    Article  CAS  Google Scholar 

  58. J.F. Chang, B.Q. Sun, D.W. Breiby, M.M. Nielsen, T.I. Solling, M. Giles, I. McCulloch, and H. Sirringhaus: Enhanced mobility of poly(3-hexylthiophene) transistors by spin-coating from high-boiling-point solvents. Chem. Mater. 16, 4772 (2004).

    Article  CAS  Google Scholar 

  59. D.M. DeLongchamp, B.M. Vogel, Y. Jung, M.C. Gurau, C.A. Richter, O.A. Kirillov, J. Obrzut, D.A. Fischer, S. Sambasivan, L.J. Richter, and E.K. Lin: Variations in semiconducting polymer microstructure and hole mobility with spin-coating speed. Chem. Mater. 17, 5610 (2005).

    Article  CAS  Google Scholar 

  60. K.C. Dickey, J.E. Anthony, and Y.L. Loo: Improving organic thin-film transistor performance through solvent-vapor annealing of solution-processable triethylsilylethynyl anthradithiophene. Adv. Mater. 18, 1721 (2006).

    Article  CAS  Google Scholar 

  61. S.S. Lee, S.B. Tang, D.-M. Smilgies, A.R. Woll, M.A. Loth, J.M. Mativetsky, J.E. Anthony, and Y.-L. Loo: Guiding crystallization around bends and sharp corners. Adv. Mater. 24, 2692 (2012).

    Article  CAS  Google Scholar 

  62. S.S. Lee, S. Muralidharan, A.R. Woll, M.A. Loth, Z. Li, J.E. Anthony, M. Haataja, and Y.-L. Loo: Understanding heterogeneous nucleation in binary, solution-processed, organic semiconductor thin films. Chem. Mater. 24, 2920 (2012).

    Article  CAS  Google Scholar 

  63. C. Lindqvist, J. Bergqvist, C.-C. Feng, S. Gustafsson, O. Bäcke, N.D. Treat, C. Bounioux, P. Henriksson, R. Kroon, E. Wang, A. Sanz-Velasco, P.M. Kristiansen, N. Stingelin, E. Olsson, O. Inganäs, M.R. Andersson, and C. Müller: Fullerene nucleating agents: a route towards thermally stable photovoltaic blends. Adv. Energy Mater. 4, 1301437 (2014).

    Article  CAS  Google Scholar 

  64. T. Agostinelli, S. Lilliu, J.G. Labram, M. Campoy-Quiles, M. Hampton, E. Pires, J. Rawle, O. Bikondoa, D.D.C. Bradley, T.D. Anthopoulos, J. Nelson, and J.E. Macdonald: Real-time investigation of crystallization and phase-segregation dynamics in P3HT:PCBM solar cells during thermal annealing. Adv. Funct. Mater. 21, 1701 (2011).

    Article  CAS  Google Scholar 

  65. K. Sreenivas, H.V. Pol, and G. Kumaraswamy: The influence of DMDBS on the morphology and mechanical properties of polypropylene cast films. Polym. Eng. Sci. 51, 2013 (2011).

    Article  CAS  Google Scholar 

  66. N.D. Treat, J.A. Nekuda Malik, O. Reid, L. Yu, C.G. Shuttle, G. Rumbles, C.J. Hawker, M.L. Chabinyc, P. Smith, and N. Stingelin: Microstructure formation in molecular and polymer semiconductors assisted by nucleation agents. Nat. Mater. 12, 628 (2013).

    Article  CAS  Google Scholar 

  67. B.A. Collins, J.R. Tumbleston, and H. Ade: Miscibility, crystallinity, and phase development in P3HT/PCBM solar cells: toward an enlightened understanding of device morphology and stability. J. Phys. Chem. Lett. 2, 3135 (2011).

    Article  CAS  Google Scholar 

  68. O.V. Mikhnenko, H. Azimi, M. Scharber, M. Morana, P.W.M. Blom, and M.A. Loi: Exciton diffusion length in narrow bandgap polymers. Energy Environ. Sci. 5, 6960 (2012).

    Article  CAS  Google Scholar 

  69. P.E. Shaw, A. Ruseckas, and I.D.W. Samuel: Exciton diffusion measurements in poly(3-hexylthiophene). Adv. Mater. 20, 3516 (2008).

    Article  CAS  Google Scholar 

  70. T.M. Clarke and J.R. Durrant: Charge photogeneration in organic solar cells. Chem. Rev. 110, 6736 (2010).

    Article  CAS  Google Scholar 

  71. M.T. Dang, L. Hirsch, G. Wantz, and J.D. Wuest: Controlling the morphology and performance of bulk heterojunctions in solar cells lessons learned from the benchmark poly(3-hexylthiophene):[6,6]-Phenyl-C61-butyric acid methyl ester system. Chem. Rev. 113, 3734 (2013).

    Article  CAS  Google Scholar 

  72. G. Li, V. Shrotriya, J. Huang, Y. Yao, T. Moriarty, K. Emery, and Y. Yang: High-efficiency solution processable polymer photovoltaic cells by self-organization of polymer blends. Nat. Mater. 4, 864 (2005).

    Article  CAS  Google Scholar 

  73. S. van Bavel, S. Veenstra, and J. Loos: On the importance of morphology control in polymer solar cells. Macromol. Rapid Commun. 31, 1835 (2010).

    Article  CAS  Google Scholar 

  74. U. Vongsaysy, B. Pavageau, G. Wantz, D.M. Bassani, L. Servant, and H. Aziz: Guiding the selection of processing additives for increasing the efficiency of bulk heterojunction polymeric solar cells. Adv. Energy Mater. 4, 1300752 (2014).

    Article  CAS  Google Scholar 

  75. Y.-W. Su, C.-M. Liu, J.-M. Jiang, C.-S. Tsao, H.-C. Cha, U.S. Jeng, H.-L. Chen, and K.-H. Wei: structural evolution of crystalline conjugated polymer/fullerene domains from solution to the solid state in the presence and absence of an additive. J. Phys. Chem. C 119, 3408 (2015).

    Article  CAS  Google Scholar 

  76. F. Etzold, I.A. Howard, N. Forler, D.M. Cho, M. Meister, H. Mangold, J. Shu, M.R. Hansen, K. Müllen, and F. Laquai: The effect of solvent additives on morphology and excited-state dynamics in PCPDTBT:PCBM photovoltaic blends. J. Am. Chem. Soc. 134, 10569 (2012).

    Article  CAS  Google Scholar 

  77. H.-C. Liao, C.-C. Ho, C.-Y. Chang, M.-H. Jao, S.B. Darling, and W.-F. Su: Additives for morphology control in high-efficiency organic solar cells. Mater. Today 16, 326 (2013).

    Article  CAS  Google Scholar 

  78. T.S. van der Poll, J.A. Love, T.-Q. Nguyen, and G.C. Bazan: Non-basic high-performance molecules for solution-processed organic solar cells. Adv. Mater. 24, 3646 (2012).

    Article  CAS  Google Scholar 

  79. L.A. Perez, K.W. Chou, J.A. Love, T.S. van der Poll, D.-M. Smilgies, T.-Q. Nguyen, E.J. Kramer, A. Amassian, and G.C. Bazan: Solvent additive effects on small molecule crystallization in bulk heterojunction solar cells probed during spin casting. Adv. Mater. 25, 6380 (2013).

    Article  CAS  Google Scholar 

  80. K.R. Graham, P.M. Wieruszewski, R. Stalder, M.J. Hartel, J. Mei, F. So, and J.R. Reynolds: Improved performance of molecular bulk-heterojunction photovoltaic cells through predictable selection of solvent additives. Adv. Funct. Mater. 22, 4801 (2012).

    Article  CAS  Google Scholar 

  81. Y. Gu, C. Wang, and T.P. Russell: Multi-length-scale morphologies in PCPDTBT/PCBM bulk-heterojunction solar cells. Adv. Energy Mater. 2, 683 (2012).

    Article  CAS  Google Scholar 

  82. J.K. Lee, W.L. Ma, C.J. Brabec, J. Yuen, J.S. Moon, J.Y. Kim, K. Lee, G.C. Bazan, and A.J. Heeger: Processing additives for improved efficiency from bulk heterojunction solar cells. J. Am. Chem. Soc. 130, 3619 (2008).

    Article  CAS  Google Scholar 

  83. J.T. Rogers, K. Schmidt, M.F. Toney, G.C. Bazan, and E.J. Kramer: Time-resolved structural evolution of additive-processed bulk heterojunction solar cells. J. Am. Chem. Soc. 134, 2884 (2012).

    Article  CAS  Google Scholar 

  84. J.T. Rogers, K. Schmidt, M.F. Toney, E.J. Kramer, and G.C. Bazan: Structural order in bulk heterojunction films prepared with solvent additives. Adv. Mater. 23, 2284 (2011).

    Article  CAS  Google Scholar 

  85. J. Peet, J.Y. Kim, N.E. Coates, W.L. Ma, D. Moses, A.J. Heeger, and G.C. Bazan: Efficiency enhancement in low-bandgap polymer solar cells by processing with alkane dithiols. Nat. Mater. 6, 497 (2007).

    Article  CAS  Google Scholar 

  86. L.J. Richter, D.M. DeLongchamp, F.A. Bokel, S. Engmann, K.W. Chou, A. Amassian, E. Schaible, and A. Hexemer: In situ morphology studies of the mechanism for solution additive effects on the formation of bulk heterojunction films. Adv. Energy Mater. 5, 1400975 (2015).

    Article  CAS  Google Scholar 

  87. N.D. Treat, A. Varotto, C.J. Takacs, N. Batara, M. Al-Hashimi, M.J. Heeney, A.J. Heeger, F. Wudl, C.J. Hawker, and M.L. Chabinyc: Polymer-fullerene miscibility: a metric for screening new materials for high-performance organic solar cells. J. Am. Chem. Soc. 134, 15869 (2012).

    Article  CAS  Google Scholar 

  88. E. Pavlopoulou, C.S. Kim, S.S. Lee, Z. Chen, A. Facchetti, M.F. Toney, and Y.-L. Loo: Tuning the morphology of all-polymer OPVs through altering polymer-solvent interactions. Chem. Mater. 26, 5020 (2014).

    Article  CAS  Google Scholar 

  89. P.P. Khlyabich, A.E. Rudenko, B. Burkhart, and B.C. Thompson: Contrasting performance of donor-acceptor copolymer pairs in ternary blend solar cells and two-acceptor copolymers in binary blend solar cells. ACS Appl. Mater. Interfaces 7, 2322 (2015).

    Article  CAS  Google Scholar 

  90. R.A. Street, P.P. Khlyabich, A.E. Rudenko, and B.C. Thompson: Electronic states in dilute ternary blend organic bulk heterojunction solar cells. J. Phys. Chem. C 118, 26569 (2014).

    Article  CAS  Google Scholar 

  91. P.P. Khlyabich, A.E. Rudenko, R.A. Street, and B.C. Thompson: Influence of polymer compatibility on the open-circuit voltage in ternary blend bulk heterojunction solar cells. ACS Appl. Mater. Interfaces 6, 9913 (2014).

    Article  CAS  Google Scholar 

  92. R.A. Street, D. Davies, P.P. Khlyabich, B. Burkhart, and B.C. Thompson: Origin of the tunable open-circuit voltage in ternary blend bulk heterojunction organic solar cells. J. Am. Chem. Soc. 135, 986 (2013).

    Article  CAS  Google Scholar 

  93. P.P. Khlyabich, B. Burkhart, and B.C. Thompson: Compositional dependence of the open-circuit voltage in ternary blend bulk heterojunction solar cells based on two donor polymers. J. Am. Chem. Soc. 134, 9074 (2012).

    Article  CAS  Google Scholar 

  94. P.P. Khlyabich, B. Burkhart, and B.C. Thompson: Efficient ternary blend bulk heterojunction solar cells with tunable open-circuit voltage. J. Am. Chem. Soc. 133, 14534 (2011).

    Article  CAS  Google Scholar 

  95. P.P. Khlyabich, B. Burkhart, A.E. Rudenko, and B.C. Thompson: Optimization and simplification of polymer-fullerene solar cells through polymer and active layer design. Polymer 54, 5267 (2013).

    Article  CAS  Google Scholar 

  96. T. Ameri, P. Khoram, J. Min, and C.J. Brabec: Organic ternary solar cells: a review. Adv. Mater. 25, 4245 (2013).

    Article  CAS  Google Scholar 

  97. T. Ameri, P. Khoram, T. Heumuller, D. Baran, F. Machui, A. Troeger, V. Sgobba, D.M. Guldi, M. Halik, S. Rathgeber, U. Scherf, and C.J. Brabec: Morphology analysis of near IR sensitized polymer/fullerene organic solar cells by implementing low bandgap heteroanalogue C-/Si-PCPDTBT. J. Mater. Chem. A 2, 19461 (2014).

    Article  CAS  Google Scholar 

  98. Y. Gu, C. Wang, F. Liu, J. Chen, O.E. Dyck, G. Duscher, and T.P. Russell: Guided crystallization of P3HT in ternary blend solar cell based on P3HT:PCPDTBT:PCBM. Energy Environ. Sci. 7, 3782 (2014).

    Article  CAS  Google Scholar 

  99. T. Agostinelli, S. Lilliu, J.G. Labram, M. Campoy-Quiles, M. Hampton, E. Pires, J. Rawle, O. Bikondoa, D.D.C. Bradley, T.D. Anthopoulos, J. Nelson, and J.E. Macdonald: Real-time investigation of crystallization and phase-segregation dynamics in P3HT:PCBM solar cells during thermal annealing. Adv. Func. Mater. 21, 1701 (2011).

    Article  CAS  Google Scholar 

  100. D.-M. Smilgies, R. Li, G. Giri, K.W. Chou, Y. Diao, Z. Bao, and A. Amassian: Look fast: Crystallization of conjugated molecules during solution shearing probed in-situ and in real time by x-ray scattering. Phys. Status Solidi (RRL) 7, 177 (2013).

    Article  CAS  Google Scholar 

  101. K.W. Chou, B. Yan, R. Li, E.Q. Li, K. Zhao, D.H. Anjum, S. Alvarez, R. Gassaway, A. Biocca, S.T. Thoroddsen, A. Hexemer, and A. Amassian: Spin-cast bulk heterojunction solar cells: a dynamical investigation. Adv. Mater. 25, 1923 (2013).

    Article  CAS  Google Scholar 

  102. K.W. Chou, B. Yan, R. Li, E.Q. Li, K. Zhao, D.H. Anjum, S. Alvarez, R. Gassaway, A. Biocca, S.T. Thoroddsen, A. Hexemer, and A. Amassian: Spin-cast bulk heterojunction solar cells: a dynamical investigation. Adv. Mater. 25, 1923 (2013).

    Article  CAS  Google Scholar 

  103. F. Liu, S. Ferdous, E. Schaible, A. Hexemer, M. Church, X. Ding, C. Wang, and T.P. Russell: Fast printing and in situ morphology observation of organic photovoltaics using slot-die coating. Adv. Mater. 27, 886 (2015).

    Article  CAS  Google Scholar 

  104. C.M. Palumbiny, F. Liu, T.P. Russell, A. Hexemer, C. Wang, and P. Müller-Buschbaum: The crystallization of PEDOT:PSS polymeric electrodes probed in situ during printing. Adv. Mater. 27, 3391 (2015).

    Article  CAS  Google Scholar 

  105. A. Amassian, V.A. Pozdin, R. Li, D.-M. Smilgies, and G.G. Malliaras: Solvent vapor annealing of an insoluble molecular semiconductor. J. Mater. Chem. 20, 2623 (2010).

    Article  CAS  Google Scholar 

  106. X. Gu, I. Gunkel, A. Hexemer, W. Gu, and T.P. Russell: An in situ grazing incidence x-ray scattering study of block copolymer thin films during solvent vapor annealing. Adv. Mater. 26, 273 (2014).

    Article  CAS  Google Scholar 

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Acknowledgments

The authors acknowledge financial support from the NSF MRSEC program through the Princeton Center for Complex Materials (grant numbers DMR-0819860 and DMR-1420531) and the SOLAR Initiative at the NSF (grant number DMR-1035217).

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  1. Anna M. Hiszpanski

    Present address: Physical and Life Sciences Directorate, Lawrence Livermore National Laboratory, 7000 East Avenue, Livermore, CA, 94551, USA

Authors and Affiliations

  1. Department of Chemical and Biological Engineering, Princeton University, Engineering Quadrangle, A-214, Princeton, New Jersey, 08544, USA

    Anna M. Hiszpanski, Petr P. Khlyabich & Yueh-Lin Loo

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  1. Anna M. Hiszpanski
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Hiszpanski, A.M., Khlyabich, P.P. & Loo, YL. Tuning kinetic competitions to traverse the rich structural space of organic semiconductor thin films. MRS Communications 5, 407–421 (2015). https://doi.org/10.1557/mrc.2015.55

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