Method of quenching electronic excitation of...

Compositions – Light transmission modifying compositions – Ultraviolet

Reexamination Certificate

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C424S059000, C424S060000, C424S401000, C514S520000, C524S090000, C558S410000

Reexamination Certificate

active

08075808

ABSTRACT:
The photostabilizing electronic excited state energy—particularly singlet state energy from a UV-absorbing molecule has been found to be readily transferred to (accepted by) α-cyanodiphenylacrylate compounds of formulas (I) and (V) having an alkoxy radical preferably in the four (para) position (hereinafter methoxycrylenes) on one or both of the phenyl rings:wherein at least one of R1and R2is a straight or branched chain C1-C12alkoxy radical, preferably C1-C8, more preferably C1-C4, and most preferably methoxy, and any non-alkoxy radical R1or R2is hydrogen; and R3is a straight or branched chain C1-C24alkyl radical, preferably C12-C24, more preferably C20;wherein A and B are the same or different and are selected from the group consisting of oxygen, amino and sulfur; R1and R3are the same or different and are selected from the group consisting of C1-C30alkyl, C2-C30alkylene, C2-C30alkyne, C3-C8cycloalkyl, C1-C30substituted alkylene, C2-C30substituted alkyne, aryl, substituted aryl, heteroaryl, heterocycloalkyl, substituted heteroaryl and substituted heterocycloalkyl; R2is selected from the group consisting of C1-C30alkyl, C2-C30alkylene, C2-C30alkyne, C3-C8cycloalkyl, C1-C30substituted alkyl, C3-C8substituted cycloalkyl, C1-C30substituted alkylene, C2-C30substituted alkyne; R4, R5, R6and R7are the same or different and are selected from the group consisting of C1-C30alkoxy straight chin on branched and a, b, c and d are each either 0 or 1, and a, b, c and d add up to 1, 2, 3, or 4.

REFERENCES:
patent: 2623060 (1952-12-01), Cragoe
patent: 3215724 (1965-11-01), Strobel et al.
patent: 3337357 (1967-08-01), Strobel et al.
patent: 4284621 (1981-08-01), Preuss et al.
patent: 4293542 (1981-10-01), Lang et al.
patent: 4307240 (1981-12-01), Ching
patent: 4396240 (1983-08-01), Henson
patent: 4562278 (1985-12-01), Hill
patent: 4617374 (1986-10-01), Pruett et al.
patent: 4707537 (1987-11-01), Pruett et al.
patent: 5393862 (1995-02-01), Jones et al.
patent: 5576354 (1996-11-01), Deflandre et al.
patent: 5663213 (1997-09-01), Jones et al.
patent: 5738842 (1998-04-01), Raspanti et al.
patent: 5783307 (1998-07-01), Fagerburg et al.
patent: 5989528 (1999-11-01), Tanner et al.
patent: 5993789 (1999-11-01), Bonda et al.
patent: 6001952 (1999-12-01), Carman et al.
patent: 6113931 (2000-09-01), Bonda et al.
patent: 6225052 (2001-05-01), Batz et al.
patent: 6284916 (2001-09-01), Bonda et al.
patent: 6485713 (2002-11-01), Bonda et al.
patent: 6518451 (2003-02-01), Bonda et al.
patent: 6537529 (2003-03-01), Bonda
patent: 6551605 (2003-04-01), Bonda
patent: 6800274 (2004-10-01), Bonda et al.
patent: 6890521 (2005-05-01), Bonda
patent: 6905525 (2005-06-01), Wood et al.
patent: 6919473 (2005-07-01), Bonda et al.
patent: 6962692 (2005-11-01), Bonda et al.
patent: 7064114 (2006-06-01), Yiv et al.
patent: 7201893 (2007-04-01), Wendel et al.
patent: 7235587 (2007-06-01), Bonda et al.
patent: 7292156 (2007-11-01), Smith et al.
patent: 7449698 (2008-11-01), Nguyen et al.
patent: 7534420 (2009-05-01), Bonda et al.
patent: 7597825 (2009-10-01), Bonda et al.
patent: 2002/0127192 (2002-09-01), Murphy et al.
patent: 2003/0000130 (2003-01-01), Wood et al.
patent: 2003/0176542 (2003-09-01), Abe et al.
patent: 2004/0047817 (2004-03-01), Bonda
patent: 2004/0047818 (2004-03-01), Bonda
patent: 2004/0057914 (2004-03-01), Bonda et al.
patent: 2004/0170579 (2004-09-01), Mobius
patent: 2004/0247539 (2004-12-01), Wendel et al.
patent: 2005/0139263 (2005-06-01), Smith et al.
patent: 2005/0191249 (2005-09-01), Bonda et al.
patent: 2006/0002869 (2006-01-01), Bonda et al.
patent: 2006/0228311 (2006-10-01), Bonda et al.
patent: 2008/0286217 (2008-11-01), Chaudhuri
patent: 2009/0057627 (2009-03-01), Bonda et al.
patent: 1222926 (1966-08-01), None
patent: 570838 (1993-11-01), None
patent: 0 711 803 (1996-05-01), None
patent: 0761201 (1997-03-01), None
patent: 1323743 (2003-07-01), None
patent: 08225672 (1996-09-01), None
patent: 2005139263 (2005-06-01), None
patent: 1273360 (1986-11-01), None
patent: WO-0027337 (2000-05-01), None
patent: WO-0242368 (2002-05-01), None
patent: WO-2005/012345 (2005-02-01), None
patent: WO-2007/128840 (2007-11-01), None
Eric Chatelain and Bernard Gabard, Photostabilization of Butyl methoxydibenzoylmethane (Avobenzone) and Ethylhexyl methoxycinnamate by Bis-ethylhexyloxyphenol methoxyphenyl triazine (Tinosorb S), a New UV Broadband Filter, Photochemistry and Photobiology, 2001, 74(3): 401-406, 2001 American Society for Photobiology 0031-8655.
Bonda, “Research Pathways to Photostable Sunscreens,”Cosmetics&Toiletries Magazine, vol. 123, No. 2, pp. 1, 49-60, Feb. 5, 2008.
Min et al., “Spectroscopic studies on the interaction of cinnamic acid and its hydroxyl derivatives with human serum albumin”,J. Mol. Structure, 692:71-80 (2004).
Turro et al.,Modern Molecular Photochemistry, University Science Books (1991).
“Amoco® NDC for Coatings, Inks and Adhesives” Amoco Chemicals, Bulletin FA-21b, dated N-9, Jun. 2001.
Baussard, Jean-Francois, “Chap. II: Donor-Acceptor pairs for Forster Resonance Energy Transfer (FRET):” in Synthesis of New Ionic Functional Polymers by Free Radical Polymerization via the RAFT Process, Dissertation, Catholic University of Louvain, Jan. 26, 2004.
Chatelain et al., “Photostabilization of Butyl Methoxydibenzoylmethane (Avobenzone) and Ethylhexyl Methoxycinnamate by Bis-ethylhexyloxyphenol Methoxyphenyl Triazine (Tinosorb S), a New UV Broadband Filter”, Photochemistry and Photobiology, 2003, vol. 74(3): pp. 401-406.
Cheung, P.-S. R., Roberts, C. W. “Photophysical Processes in Dimethyl 2,6-Naphthalenedicarboxylate and Poly(ethylene 2,6-Naphthalenedicarboxylate)” J. Polymer Sci.: Polymer Let. Ed., vol. 17, pp. 227-232 (1979).
European Search Report for EP 08 10 3204, dated Jul. 17, 2008.
European Search Report for EP 08 10 3205, dated Jul. 25, 2008.
Horiba Jobin Yvon Ltd., A Guide to Recording Fluorescence Quantum Yields, www.jyhoriba.co.uk., dated Dec. 16, 2006.
International Search Report for PCT/US2008/058456, dated Jun. 27, 2008.
International Search Report for PCT/US/2008/058454, dated Sep. 23, 2008.
Katritzky et al., “Synthesis of 3,3-diarylpyrrolidines from Diaryl Ketones”, ARKIVOC, Gainesville, FL, United States, 2003, vol. 5, pp. 9-18, Arkat USA Inc. URL:http://arkatusa.org/zark/journal/2003/Bernath/GB-594J/594J.pdf.
Palm, M. D., O'Donoghue, M. N. “Update on Photoprotection” Dermatologic Therapy, vol. 20, pp. 360-376 (2007).
“Light Absorbing Properties of Naphthalate Containing Polyesters” BP p.l.c., Technical Bulletin N-10, 1991.
Senchenya, N. G., et al. “Silicon-containing esters of α-cyanoacrylic acid: synthesis and properties” Russian Chem. Bul., vol. 42(5), pp. 909-911 (1993).
Somsen et. al., “Planar chromatography coupled with spectroscopic techniques” in J. Chromatography A, vol. 703, 613-65 (1995).
Written Opinion for PCT/US2008/058456, dated Jun. 27, 2008.
Written Opinion of the International Searching Authority for PCT/US/2008/058454.

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