Twisted π-electron system chromophore compounds with...

Compositions – Light transmission modifying compositions – Displaying color change

Reexamination Certificate

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C252S582000, C359S245000, C359S326000, C359S328000, C385S131000, C385S143000, C210S656000

Reexamination Certificate

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07968016

ABSTRACT:
Unconventional twisted π-electron system electro-optic (EO) chromophores/compounds, compositions and related device structures. Crystallographic analysis of several non-limiting chromophores reveals, for instance, large ring-ring dihedral twist angles and a highly charge-separated zwitterionic structure in the ground state, in both solution phase and solid-state.

REFERENCES:
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patent: 2006/0237368 (2006-10-01), Marks et al.
patent: 2007/0237442 (2007-10-01), Marks et al.
Keinan, et al., “Twisted pi-system electro-optic chromophores. A CIS vs. MRD-CI theoretical investigation,” Journal of Molecular Structure (Theochem) 633 (2003) 227235, Aug. 29, 2003, p. 228, chart 1, abstract, p. 233, col. 1.
Albert, IDL; Marks, TJ; Ratner, MA. Conformationally-Induced Geometric Electron Localization. Interrupted Conjugation, Very Large Hyperpolarizabilities, and Sizable Infrared Absorption in Simple Twisted Molecular Chromophores; J. Am. Chem. Soc., 1997, pp. 3155-3156, vol. 119.
Galvan-Gonzalez, A; Belfield, KD; Stegman, GI; Canva; M; Marder, SR; Staub, K; Levina, G; Twieg, RJ. Photodegradation of Selected π-Conjugated Electro-Optic Chromophores; Journal of Applied Physics, Jul. 1, 2003, pp. 756-763, vol. 94, No. 1.
Marder, SR; Beratan, DN; Cheng, LT. Approaches for Optimizing the First Electronic Hyperpolarizability of Conjugated Organic Molecules; Science, Apr. 5, 1991, pp. 103-106; vol. 252, No. 5002.
Keinan, S; Zojer, E; Brédas, JL; Ratner, MA; Marks, TJ. Twisted π-System Electro-Optic Chromophores. A CIS vs. MRD-CI Theoretical Investigation; Journal of Molecular Structure: Theocehm, Aug. 29, 2003, 227-235, vol. 633, Issues 2-3.
Albert, IDL; Marks, TJ; Ratner, MA. Remarkable NLO Response and Infrared Absorption in Simple Twisted Molecular π-Chromophores; J. Am. Chem. Soc., 1998, pp. 11174-11181, vol. 120.

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