ORGN 757 |
| The concept of an electronic paper display (E-PAD), a reflective display that feels like a document printed on conventional paper, emerged in the late 90s. In order to realize a color E-PAD, three different pixels (Red, Green, and Blue) must be arranged on the surface, which makes it difficult to realize the low-cost, easy-to-make color E-PAD. Thus, we have proposed a new concept for the simple design color E-PAD using “RGB dye” impregnated polymer matrix. The RGB dye is defined as a dye that enables to show red green and blue (RGB) colors depending on the applied voltage (Box A). To realize an RGB dye, we designed a [2]catenane (Box B) consisting of a large macrocycle having three stations interlocked with the cyclobis(paraquat-p-phenylene) (CBPQT4+). The color of the molecule depends on the charge transfer between each station and CBPQT4+. A DFT calculation has suggested that 1,5-dioxynaphthalene (NP), tetrathiafulvalene (TTF), and 2,2'-difluorinated benzidine (F2BZ) would be the best combination to generate RGB colors (Final Model).2 Towards the RGB dye, we started from the synthesis of simple [2]catenanes with three stations NP, TTF and benzidine (BZ) (First and Second Models). The structures of the [2]catenanes were confirmed by ESI-MS and 1H NMR spectroscopy. We have analyzed the electrochemical behavior and color change of these three stations [2]catenanes by spectro-electrochemistry. All aspects of this research will be presented at the poster. |
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Total Synthesis, Materials, Molecular Recognition, Process R&D, and Physical Organic Chemistry
8:00 PM-10:00 PM, Wednesday, 13 September 2006 Moscone Center -- Hall D, Poster
Division of Organic Chemistry |