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Twisting of Porphyrin by Assembly in a Metal-Organic Framework yielding Chiral Photoconducting Films for Circularly-Polarized-Light Detection
Authors:Chun Li  Henrik Schopmans  Lukas Langer  Stefan Marschner  Abhinav Chandresh  Dr. Jochen Bürck  Dr. Youichi Tsuchiya  Prof. Adachi Chihaya  Prof. Dr. Wolfgang Wenzel  Prof. Dr. Stefan Bräse  Dr. Mariana Kozlowska  Dr. Lars Heinke
Affiliation:1. Karlsruhe Institute of Technology (KIT), Institute of Functional Interfaces (IFG), Hermann-von-Helmholtz-Platz 1, 76344 Eggenstein-Leopoldshafen, Germany;2. Karlsruhe Institute of Technology (KIT), Institute of Nanotechnology (INT), Hermann-von-Helmholtz-Platz 1, 76344 Eggenstein-Leopoldshafen, Germany;3. Karlsruhe Institute of Technology (KIT), Institute of Organic Chemistry (IOC), Fritz-Haber-Weg 6, 76131 Karlsruhe, Germany;4. Karlsruhe Institute of Technology (KIT), Institute of Biological Interfaces (IBG-2), Hermann-von-Helmholtz-Platz 1, 76344 Eggenstein-Leopoldshafen, Germany;5. Center for Organic Photonics and Electronics Research (OPEA), Kyushu University, 744 Motooka, Nishi-ku, Fukuoka, 819-0395 Japan;6. Center for Organic Photonics and Electronics Research (OPEA), Kyushu University, 744 Motooka, Nishi-ku, Fukuoka, 819-0395 Japan

International Institute for Carbon Neutral Energy Research (WPI−I2CNER), Kyushu University, 744 Motooka, Nishi-ku, Fukuoka, 819-0395 Japan;7. Karlsruhe Institute of Technology (KIT), Institute of Organic Chemistry (IOC), Fritz-Haber-Weg 6, 76131 Karlsruhe, Germany

Karlsruhe Institute of Technology (KIT), Institute of Biological and Chemical Systems-Functional Molecular Systems (IBCS-FMS), Herman-von-Helmholtz-Platz 1, 76344 Karlsruhe, Germany

Abstract:While materials based on organic molecules usually have either superior optoelectronic or superior chiral properties, the combination of both is scarce. Here, a crystalline chiroptical film based on porphyrin with homochiral side groups is presented. While the dissolved molecule has a planar, thus, achiral porphyrin core, upon assembly in a metal–organic framework (MOF) film, the porphyrin core is twisted and chiral. The close packing and the crystalline order of the porphyrin cores in the MOF film also results in excellent optoelectronic properties. By exciting the Soret band of porphyrin, efficient photoconduction with a high On-Off-ratio is realized. More important, handedness-dependent circularly-polarized-light photoconduction with a dissymmetry factor g of 4.3×10−4 is obtained. We foresee the combination of such assembly-induced chirality with the rich porphyrin chemistry will enable a plethora of organic materials with exceptional chiral and optoelectronic properties.
Keywords:BINOL  Chiral Porphyrin  Circularly Polarized Light  Metal-Organic Frameworks  Photodetectors
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