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Design and Properties of Intermediate-Sized Narrow Band-Gap Conjugated Molecules Relevant to Solution-Processed Organic Solar Cells

Design and Properties of Intermediate-Sized Narrow Band-Gap Conjugated Molecules Relevant to Solution-Processed Organic Solar Cells

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LIU, Xiaofeng, Yanming SUN, Ben B. Y. HSU, Andreas LORBACH, Li QI, Alan J. HEEGER, Guillermo C. BAZAN, 2014. Design and Properties of Intermediate-Sized Narrow Band-Gap Conjugated Molecules Relevant to Solution-Processed Organic Solar Cells. In: Journal of the American Chemical Society : JACS. 136(15), pp. 5697-5708. ISSN 0002-7863. eISSN 1520-5126

@article{Liu2014-04-16Desig-39248, title={Design and Properties of Intermediate-Sized Narrow Band-Gap Conjugated Molecules Relevant to Solution-Processed Organic Solar Cells}, year={2014}, doi={10.1021/ja413144u}, number={15}, volume={136}, issn={0002-7863}, journal={Journal of the American Chemical Society : JACS}, pages={5697--5708}, author={Liu, Xiaofeng and Sun, Yanming and Hsu, Ben B. Y. and Lorbach, Andreas and Qi, Li and Heeger, Alan J. and Bazan, Guillermo C.} }

Hsu, Ben B. Y. Lorbach, Andreas Liu, Xiaofeng Heeger, Alan J. Qi, Li Bazan, Guillermo C. Lorbach, Andreas Hsu, Ben B. Y. eng 2017-06-13T09:27:15Z Increases in the molecular length of narrow band gap conjugated chromophores reveal potentially beneficial optical and electronic properties, thermal stabilities, and high power conversion efficiencies when integrated into optoelectronic devices, such as bulk heterojunction organic solar cells. With the objective of providing useful information for understanding the transition from small-sized molecules to polymers, as well as providing a general chemical design platform for extracting relationships between molecular structure and bulk properties, we set out to vary the electron affinity of the molecular backbone. Therefore, a series of donor (D)-acceptor (A) alternating narrow band gap conjugated chromophores were synthesized based on the general molecular frameworks: D<sup>1</sup>-A<sup>1</sup>-D<sup>2</sup>-A<sup>2</sup>-D<sup>2</sup>-A<sup>1</sup>-D<sup>1</sup> and D<sup>1</sup>-A<sup>1</sup>-D<sup>2</sup>-A<sup>2</sup>-D<sup>2</sup>-A<sup>2</sup>-D<sup>2</sup>-A<sup>1</sup>-D<sup>1</sup>. When the central electron-accepting moiety (A<sup>2</sup>) was varied or modified, two classes of molecules could be compared. First, we showed that the alteration of one single electron-accepting group, while maintaining the shape of the molecular framework, can effectively impact the optical properties and energy levels of the molecules. DFT ground state structure optimizations show similar "U" shape conformations among these molecules. Second, we examined how the site-specific introduction of fluorine atom(s) modifies the thermal properties in the solid state, while maintaining relatively similar optical and electrochemical features of interest. Structure-property relationship of such molecular systems could be rationally evaluated in the aspects of thermal-responsive molecular organizations in the solid state and dipole moments both in the ground and excited states. The impact of molecular structure on charge carrier mobilities in field effect transistors and the performance of photovoltaic devices were also studied. Bazan, Guillermo C. Liu, Xiaofeng Design and Properties of Intermediate-Sized Narrow Band-Gap Conjugated Molecules Relevant to Solution-Processed Organic Solar Cells Qi, Li Sun, Yanming Heeger, Alan J. 2017-06-13T09:27:15Z 2014-04-16 Sun, Yanming

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