19/04/2005 Bio-Inspired Materials for Electronic Applications Technion – Israel Institute of Technology Prof. N. Tessler (Electrical Engineering) Prof. Y. Eichen (Chemistry)

19/04/2005 N. Tessler, O. Globerman, N. Rappaport, Y. Preezant, Y. Roichman, O. Solomesch, et al., "Conjugated Polymer Electronics – Engineering Materials and Devices," in Handbook of Conducting Polymers, T. A. Skotheim and J. R. Reynolds, Eds., ed London: CRC, Y.-J. Yu, O. Solomeshch, H. Chechik, A. A. Goryunkov, R. F. Tuktarov, D. H. Choi, et al., "p-type doping in organic light emitting diodes based on fluorinated C60," Journal of Applied Physics, vol. 104, p , O. Solomeshch, Y. J. Yu, V. Medvedev, A. Razin, B. Blumer-Ganon, Y. Eichen, et al., "Wide band gap cross-linkable semiconducting polymer LED," Synt. Met., vol. 157, pp , 2007.

19/04/2005 J.C. ELLENBOGEN J.C. LOVE, PROC. OF THE IEEE, 2000, 88(3), 386 Many structures with exciting electrical properties may be drawn on paper But Most of them are just too difficult to make. Organic Molecules as Semiconductors

19/04/2005 How is Complexity Achieved in Truly Complex Systems?

19/04/2005 Antibodies The molecular machinery (peptides) used to tackle Unknown problems

19/04/2005 How is Complexity Achieved in Truly Complex Systems?

19/04/2005 Phospho(di)ester worldPeptide world Sequence Independent Syntheses - The Way Nature Deals with Complexity

19/04/2005 How is Complexity Achieved in Truly Complex Systems? H2O-H2OH2O-H2O Very Simply in the case of peptides

19/04/2005 Linker X NH R O O Solid Phase Peptide Synthesis X= Amino protecting group Deprotect  amino function Repeat Couple X N H R' OH O Linker NH 2 R O O NH R O O O R' NH X N H R OH O O R' NH 2

19/04/2005 Peptide bond –  -conjugated What is its role in extended conjugation?

O O R1 R2 Electronic Peptide Of the shelf peptide synthesizer Electronic Peptides – The basic idea The materials of organic displays The materials of Nature Electronic-grade Tailor-made

19/04/2005 Oligo-  -Conjugated Peptide-Like Systems “Insulating” sp 3 “Conductive” sp 2

19/04/2005 Oligo-  -Conjugated Peptide-Like Systems

19/04/2005 Peptide Bonds –  -Conjugated or Not? Can the Peptide Bond Serve As An Assembler for Electronic Materials ? Or – will the material remain a semiconductor when such unit is used as a linker?

H2NH2N H2NH2N dipeptidetripeptide Absorption Emission Electronic Continuity through the Peptide bond?

NH2-5I2-5T2-CO2Me HOMO LUMO NO2-5T2-5T2-CO2Me S O O Me N H O S O 2 N S O O Me N H O N H 2 N CH 3 N Michelle Steel & Jerome Cornil, Mons Group The conjugation through the peptide bond is possible

PL QE=25% Can one successfully-introduce PPV analogs? No quenching introduced by this bond despite its slight push-pull nature

N N O O N * OH * 10 Of the shelf peptide synthesizer