Long-lived photo-protonated carbocation for photochromic,...

Chemistry: electrical and wave energy – Processes and products – Processes of treating materials by wave energy

Reexamination Certificate

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Reexamination Certificate

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07655115

ABSTRACT:
An apparatus and method provide a solute-solvent solution that allows the solute to become photo-protonated by the solvent on absorption of ultraviolet light. The solute is 1,2,3,4,5,6,7,8-octamethylanthracene (OMA). The solvent is 1,1,1,3,3,3-hexafluoro-2-propanol (HFIP). The protonated form of the solute absorbs visible light to change the coloration of the solution from a substantially clear state to a colored state.

REFERENCES:
Eberson et al., “Generation and Reactions of Radical Cations from the Photolysis of Aromatic Compounds with Tetranitromethane in 1,1,1,3,3,3-Hexafluoropropan-2-ol”, Research on Chemical Intermediates, vol. 22, No. 9, no month, 1996, pp. 799-820.
Bouas-Laurent, Henri & Hienz-Durr, 2001. “Organic Photo-chronism,” Pure Appl. Chem., vol. 73, pp. 639-665, no month.
Ireland, J. F. & P. A. H. Wyatt, 1976. “Acid-Base Properties of Electronically Excited States of Organic Molecules,” Advances in Physical Organic Chemistry, vol. 12, pp. 132-221, no month.
McCormack, A.C.. C. M. McDonnell, R. A. M. O'Ferrall, A. C. O'Doneghue, and S. N. Pao, 2002. “Protonated Benzofuran, Anthracene, Napthalene, Ethene, and Ethyne: Measurements and Estimates of pKa and pKr,” J. Am. Chem. Soc., vol. 124, pp. 8575-8573, no month.
Vander Donckt, E. D. Lietaer, & J. Nasielski, 1970.Proprieties Acido-Basiques de Derives Aromatiques non Substitues dans les Etats Electroniques Exites Singulet et Triplet, Bulletin de Societes Chemiques Belges, vol. 79, pp. 283-290, no month.
Steenken, S. And R. A. McClelland, 1990. “248-mm Laser Flash Photoprotonation of Mesitylene, Hexameththylbenzene, and 1,3,5-Triethoxytenzene in 1,1,1,3,3,3-Hexafluorosiso-propyl Alchohol, Formation and Electrophylic Reactivities of the Cyclohexadienyl Cations,” J. Am. Chem. Soc., vol. 112, pp. 9648-9649, no month.

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