New paradigm in NLO chromophore design through a gradient bridge concept

Daniel M. Casmier; Philip A. Sullivan; Olivier Clot; Kimberly A. Firestone; Bruce E. Eichinger; Susan Lee; Steve Heller; Ariel Brumbaugh; Bjorn Millard; Larry R. Dalton

doi:10.1117/12.527806

18 June 2004 New paradigm in NLO chromophore design through a gradient bridge concept

Daniel M. Casmier, Philip A. Sullivan, Olivier Clot, Kimberly A. Firestone, Bruce E. Eichinger, Susan Lee, Steve Heller, Ariel Brumbaugh, Bjorn Millard, Larry R. Dalton

Author Affiliations +

Proceedings Volume 5351, Organic Photonic Materials and Devices VI; (2004) https://doi.org/10.1117/12.527806
Event: Integrated Optoelectronic Devices 2004, 2004, San Jose, CA, United States

Abstract

In pursuit of greater understanding of structure property relationships in NLO chromophores, a series of molecules consisting of three aromatic rings was synthesized. The relative positions of benzene and thiophene rings in these molecules were varied. Theoretical calculations also suggest that the use of a slightly electron deficient heteroaromatic, such as thiazole, can increase β through the concept of an electronic gradient. The use of this heteroaromatic in the correct orientation can compensate for the energetic barrier that benzene presents during charge-transfer. Hyper-Raleigh Scattering (HRS) measurements on three of these “gradient bridge” type chromophores show that benzene located at the donor end provided the highest hyperpolarizability. The poor solubility of these three-ring systems severely limited their processability and gave considerable synthetic challenges. The difference in theoretical and experimental trends of β are discussed.

Citation Download Citation

Daniel M. Casmier, Philip A. Sullivan, Olivier Clot, Kimberly A. Firestone, Bruce E. Eichinger, Susan Lee, Steve Heller, Ariel Brumbaugh, Bjorn Millard, and Larry R. Dalton "New paradigm in NLO chromophore design through a gradient bridge concept", Proc. SPIE 5351, Organic Photonic Materials and Devices VI, (18 June 2004); https://doi.org/10.1117/12.527806

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