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1 Copyright WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim, Germany, Supporting Information for Adv. Funct. Mater., DOI: /adfm High-Mobility Naphthalene Diimide and Selenophene- Vinylene-Selenophene-Based Conjugated Polymer: n-channel Organic Field-Effect Transistors and Structure Property Relationship Min Jae Sung, Alessandro Luzio, Won-Tae Park, Ran Kim, Eliot Gann, Francesco Maddalena, Giuseppina Pace, Yong Xu, Dario Natali, Carlo de Falco, Long Dang, Christopher R. McNeill, Mario Caironi,* Yong-Young Noh,* and Yun-Hi Kim*

2 Supporting Information for DOI: /adfm High-mobility Naphthalene Diimide and Selenophne-vinylene-selenophenebased Conjugated Polymer: n-channel Organic Field-Effect Transistors and Structure property Relationship By, Min Jae Sung + Alessandro Luzio, + Won-Tae Park, + Ran Kim, Eliot Gann, Francesco Maddalena, Giuseppina Pace, Yong Xu, Dario Natali, Carlo de Falco, Long Dang, Christopher R. McNeill, Mario Caironi*, Yong-Young Noh*, and Yun-Hi Kim* [*] Dr. M. Caironi, Dr. A. Luzio, Dr. F. Maddalena, Dr. G. Pace, Prof. D. Natali Center for Nano Science and Istituto Italiano di Tecnologia, Via Pascoli 70/3,20133, Milano, Italy mario.caironi@iit.it [*] Prof. Y.-Y. Noh, Won-Tae Park, Prof. Yong Xu, Long Dang Department of Energy and Materials Engineering, Dongguk University, 26, Pil-dong, 3-ga, Jung-gu, Seoul, (Republic of Korea) yynoh@dongguk.edu [*] Prof. Y.-H. Kim, R. Kim Department of Chemistry and RIGET, Gyeongsang National University, 501 Jinju Daero, Jinju, , (Republic of Korea) ykim@gnu.ac.kr Mr. M. J. Sung School of Materials Science & Engineering and ERI, Gyeongsang National University, 501 Jinju Daero, Jinju, , (Republic of Korea) Prof. Christopher R McNeill, Dr. Eliot Gann Department of Materials Science and Engineering, Monash University, Wellington Road, Clayton, Victoria 3800, Australia Prof. D. Natali, Dipartimento di Elettronica, Informazione e Bioingegneria Politecnico di Milano Piazza L. da Vinci 32, Milano, Italy Prof. C. De Falco MOX Modeling and Scientific Computing, Dipartimento di Matematica Politecnico di Milano Piazza L. da Vinci 32, Milano, Italy 1

3 Figure S1. 1 H NMR spectrum of PNDI-SVS. 2

4 Figure S2. GPC with polystyrene standards in chloroform. Measurements: Number-average (Mn) and weight average (Mw) molecular weights, and polydispersity index (PDI) of the polymers were determined by Advanced Polymer Chromatograph using a ACQUITY APC System using a series of disperse polystyrene as standards in chloroform (HPLC grade). 3

5 Figure S3. (a) UV-Vis absorption spectrum of PNDI-SVS solution and film (t ~ 30 nm) and (b) cyclovoltagram of PNDI-SVS and PNDI2OD-T2. 4

6 Figure S4. TGA and DSC of PNDI-SVS. Measurements: Molecular weights and polydispersity of the copolymer were determined by gel permeation chromatography (GPC) analysis with polystyrene standard calibration (Waters high-pressure GPC assembly Model M515 pump, u-styragel columns of HR4, HR4E, HR5E, with 500 and 100 Å, refractive index detectors, solvent: THF). 5

7 I D (A) Figure S5. (a) Calculated stereostructures and frontier orbitals of PNDI-SVS (b) DFTcalculated molecular geometries of PNDI-SVS illustrating dihedral angles L/W = 30/1000 um 10-3 V D = 60 V T A = as cast Au + Cs 2 CO 3 Bare Au V G (V) Figure S6. Transfer characteristics of as-cast PNDI-SVS OFETs (L/W = 30 µm/1 mm) with bare Au (black line and symbol) and Au + Cs 2 CO 3 electrode (green line and symbol). 6

8 I D (A) I D (A) (a) Programming Cycling Number (b) V D = 30 V, at V G = 60 V Nomalized I D time (s) Figure S7. (a) Programming cycling test with continue V D (= 60 V) bias and switched V G bias (off at 12 V, on at 60 V) on as-cast film-based FET. (d) Bias stability result under continuous V D = 30 V with V G = 60 V bias condition depending on time on as-cast film-based FET. 7

9 Figure S8. CMS spectra of PNDI-SVS and P(NDI2OD-T2). 8

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