UNIVERSITY OF WASHINGTON DEPARTMENT OF CHEMICAL ENGINEERING

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1 DEPARTMENT OF CHEMICAL ENGINEERING AUTUMN QUARTER 2017 Chem E 484/584 Electronic and Optoelectronic Polymers Course Credits: 3 Instructor: Professor Samson A. Jenekhe Office: 365 Benson Hall Phone: jenekhe@uw.edu Office Hours: TTh 4:00-5:00 pm TA: Xiaomei Ding Office: 336A Bagley Hall; xmding@uw.edu Lectures/Classroom: TTh 2:30 3:50 pm in Bagley 260 Course Grading: Midterm (Thursday, Nov. 9) 35% (25% for 584) Homework (5-6) 25% (15% for 584) 584 Term project/paper -- (25% for 584 only) Final exam (Tuesday, Dec. 12) 40% (35% for 584) Required Text: Lecture notes available for purchase at the University Bookstore. Reference books on reserve at UW libraries: 1. M. Pope and C. E. Swenberg, Electronic Processes in Organic Crystals and Polymers, 2 nd Ed., Oxford Univ. Press: New York, Call Number: QD921.P (Suzzallo/Allen Stacks) 2. T. A. Skotheim, R. L. Elsenbaumer, and J. R. Reynolds, Editors, Handbook of Conducting Polymers, 2 nd Ed., Marcel Dekker: New York, G. Hadziioannou and P. F. van Hutten, Editors. Semiconducting Polymers: Chemistry, Physics, and Engineering, Wiley-VCH: Weinheim, Call Number: QD382.S4 S (Suzzallo/Allen Stacks) 4. Hagen Klauk. Organic electronics: materials, manufacturing and applications. Weinheim: Wiley-VCH, Call Number: TK O (Engr Stacks-Floors 3&4) 5. Christof Woll. Organic electronics: structural and electronic properties of OFETs. Weinheim: Wiley-VCH Verlag, Call Number: QC611.8.O7 O (Engr Stacks-Floors 3&4) 6. Zakya H. Kafafi. Organic electroluminescence. Optical engineering (CRC Press), 94. Boca Raton, FL: CRC Press, 2005.Call Number: TK L53 O (Phys-Astr Stacks, and online) 7. Jan Kalinowski. Organic light-emitting diodes: Principles, characteristics, and processes. Optical engineering (Marcel Dekker, Inc.), v. 91. New York: Marcel Dekker, Call Number: TK L53 K (Engr Stacks-Floors 3&4, and online) 1

2 8. Prasanna Chandrasekhar. Conducting polymers, fundamentals and applications: a practical approach. Boston: Kluwer Academic, Call Number: TK P6 C (Engr Stacks-Floors 3&4) 9. Samson A. Jenekhe and Douglas J. Kiserow. Chromogenic phenomena in polymers: tunable optical properties. ACS symposium series, 888. Washington, DC: American Chemical Society, Call Number: QD382.P45 C (Suzzallo/Allen Stacks) 10. S. A. Jenekhe and K. J. Wynne, Editors. Photonic and Optoelectronic Polymers, American Chemical Society: Washington, D.C., Call Number: TA1505.P (Kane Auxiliary Stacks) 11. A list of several recent review articles will be provided in class as necessary. Course Description: The chemistry, physics, materials science, and engineering applications of semiconducting and metallic conjugated polymers will be covered. The structural origins of the diverse electronic and optoelectronic properties of conjugated polymers will be examined. Applications are exemplified by light-emitting diodes, lasers, solar cells, thin film transistors, memory devices, electrochromic devices, biosensors, and batteries. Chem E 484/584 Electronic and Optoelectronic Polymers Autumn 2017 General Reviews 1. Shirakawa, H. The Discovery of Polyacetylene Film: The Dawning of an Era of Conducting Polymers (Nobel Lecture), Angew. Chem. Int. Ed. 2001, 40, MacDiarmid, A. G. Synthetic Metals: A Novel Role for Organic Polymers (Nobel Lecture), Angew. Chem. Int. Ed. 2001, 40, Heeger, A. J. Semiconducting and Metallic Polymers: The Next Generation of Polymeric Materials (Nobel Lecture), Angew. Chem. Int. Ed. 2001, 40, The Special issue on Organic Electronics: Chem. Mater. 2004, 16, Polymer LEDs 1. Kraft, A.; Grimsdale, A. C.; Holmes, A. B. Electroluminescent conjugated polymers - Seeing polymers in a new light, Angew. Chem. Int. Ed. 1998, 37, Friend, R. H.; Gymer, R. W.; Holmes, A. B.; Burroughes, J. H.; Marks, R. N.; Taliani, C.; Bradley, D. D. C.; Dos Santos, D. A.; Brédas, J. L.; Lögdlund, M.; Salaneck, W. R. Electroluminescence in conjugated polymers,. Nature 1999, 397, Zhang, X.; Jenekhe, S. A. Electroluminescence of multicomponent conjugated polymers. 1. Roles of polymer/polymer interfaces in emission enhancement and voltage-tunable multicolor emission in semiconducting polymer/polymer heterojunctions, Macromolecules 2000, 33, Kulkarni, A. P.; Tonzola, C. J.; Babel, A.; Jenekhe, S. A. Electron Transport Materials for Organic Light-Emitting Diodes, Chem. Mater. 2004, 16,

3 Polymer Solar Cells 1. Brabec, C. J.; Sariciftci, N. S.; Hummelen, J. C. Plastic solar cells, Adv. Funct. Mater. 2001, 11, Jenekhe, S. A.; Yi, S. Efficient photovoltaic cells from semiconducting polymer heterojunctions, Appl. Phys. Lett. 2000, 77, Halls, J. J. M.; Walsh, C. A.; Greenham, N. C.; Marseglia, E. A; Friend, R. H.; Moratti, S. C.; Holmes, A.B. Efficient photodiodes from interpenetrating polymer networks, Nature 1995, 376, Peumans, P.; Yakimov, A.; Forrest, S. R. Small molecular weight organic thin-film photodetectors and solar cells, J. Appl. Phys. 2003, 93, Spanggaard, H.; Krebs, F. C. A brief history of the development of organic and polymeric photovoltaics, Sol. Energy Mater. Sol. Cells 2004, 83, Hoppe, H.; Sariciftci, N. S. Organic solar cells: An overview, J. Mater. Res. 2004, 19, Coakley, K. M.; McGehee, M. D. Conjugated Polymer Photovoltaic Cells, Chem. Mater. 2004, 16, Alam, M. M.; Jenekhe, S. A. Efficient Solar Cells from Layered Nanostructures of Donor and Acceptor Conjugated Polymers, Chem. Mater. 2004, 16, Xin, H.; Kim, F. S.; Jenekhe, S. A. Highly Efficient Solar Cells Based on Poly(3-butylthiophene) Nanowires, J. Am. Chem. Soc. 2008, 130, Polymer Thin Film Transistors 1. Katz, H. E.; Bao, Z. The Physical chemistry of organic field-effect transistors, J. Phys. Chem. B 2000, 104, Katz, H. E.; Bao, Z.; Gilat, S. L. Synthetic chemistry for ultrapure, processable, and high-mobility organic transistor semiconductors, Acc. Chem. Res. 2001, 34, Dimitrakopoulos, C. D.; Malenfant, P. R. L. Organic thin-film transistors for large area electronics, Adv. Mater. 2002, 14, Horowitz, G. Organic field-effect transistors, Adv. Mater. 1998, 10, Drury, C. J.; Mutsaers, C. M. J.; Hart, C. M.; Matters, M.; de Leeuw, D. M. Low-Cost All-polymer integrated circuits, Appl. Phys. Lett. 1998, 73, Kim, F. S.; Guo, X.; Watson, M. D.; Jenekhe, S. A. High-Mobility Ambipolar Transistors and High- Gain Inverters from a Donor-Acceptor Copolymer Semiconductor, Adv. Mater. 2010, 22, Babel, A.; Jenekhe, S. A. High Electron Mobility in Ladder Polymer Field-Effect Transistors, J. Am. Chem. Soc. 2003, 125, Newman, C. R.; Frisbie, C. D.; da Silva Filho, D. A.; Bredas, J.-L.; Ewbank, P. C.; Mann, K. R. Introduction to Organic Thin Film Transistors and Design of n-channel Organic Semiconductors, Chem. Mater. 2004, 16, Horowitz, G. Organic thin-film transistors: From theory to real devices, J. Mater. Res. 2004, 19,

4 Chem E 584 Electronic and Optoelectronic Polymers Autumn 2017 Chem 584 Materials Chemistry Instructions: Select one topic for your term project and submit your topic title and a two-page outline describing your topic. Due Date: October 26, 2017; this outline will be graded as comparable to a homework set. The final term project report of single-spaced pages (inclusive of figures/illustrations and references cited) is due on the last day of instruction: December 7, Possible Term Project Topics 1. Excitons in Organic Semiconductors 2. n-type Conjugated Polymers 3. Non-fullerene Organic Photovoltaics 4. All-Polymer Solar Cells 5. Polymer Thermoelectrics 6. Organic Spintronics 7. Polymer Light Emitting Diodes 8. Organic Thin film Transistors 9. Conducting Polymer Batteries/Supercapacitors 10. Conjugated Polymer Biosensors 11. Block Conjugated Copolymers 12. Organic Magnets 13. Graphene Nanoribbons 14. Organic Superconductivity 4

5 Chem E 484/584 Electronic and Optoelectronic Polymers Autumn 2017 Course Outline 1) Introduction Electronic, Optoelectronic, and Photonic Materials Polymers in Electronics, Optoelectronics, and Photonics Electronic and Optoelectronic Polymers Broad Course Themes: Chemistry, Physics, Materials Science, and Engineering of electronic and optoelectronic polymers 2) Conjugated Polymers: Organic and Polymer Semiconductors Definition and general structural properties Quasi one - dimensional solids Polymer Semiconductors Photophysics of Conjugated Polymers Photoconductivity in Polymers Organic Electronics: OLEDs for displays and lighting, Solar Cells Photodetectors Thin Film Transistors and Flexible Electronics Molecular- and Nano-electronics Precursors to electronically conducting (Metallic) Polymers 3) Electronically Conducting Polymers Doping or redox phenomena Semiconductivity and metallic conductivity in polymers Chemistry (synthesis, doping, structure, chemical properties) Materials science (morphology, processing, structure/property relationships) Physics (electronic & magnetic properties, mechanism of conduction) Applications (batteries, sensors, solar cells, microelectronics, LEDs, etc.) 4) Superconductivity in Polymers and Organic Compounds Superconductivity and superconductors Organic superconductors Superconducting polymers 5