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Tetrahydroquinoxaline based squaraines: Synthesis and photophysical properties

Chandrasekaran, Yogesh and Dutta, Gitish K and Kanth, Raja Bhaskar and Patil, Satish (2009) Tetrahydroquinoxaline based squaraines: Synthesis and photophysical properties. In: Dyes and Pigments, 83 (2). pp. 162-167.

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Tetrahydroquinoxaline based squaraine dyes synthesized by the condensation reaction between squaric acid and different tetrahydroquinoxaline derivatives are described. The squaraines gave a strong intense peak at 700 nm and were found to exhibit good molar extinction coefficient (>105 M−1 cm−1). Metal binding studies were carried out with different metal ions and it was found that it was selective in the case of copper metal. Using Job's plot it was ascertained that the squaraines bind to the copper metal in the ratio of 2:1.

Item Type: Journal Article
Publication: Dyes and Pigments
Publisher: Elsevier Science
Additional Information: Copyright of this article belongs to Elsevier Science.
Keywords: NIR dyes; Squaraines; Tetrahydroquinoxaline; Donor-acceptor-donor; Bathochromic shift; Job's plot [4] Beverina L, Abbotto A, Landenna M, Cerminara M, Tubino R, Meinardi F, et al. New p-extended water-soluble squaraines as singlet oxygen generators. Org Lett 2005;7:4257. [5] Jyothish K, Rekha R, Avirah R, Ramaiah D. Development of squaraine dyes for photodynamic therapeutical applications: synthesis and study of electronic factors in the dye formation reaction. Arkivoc 2007;8:296. [6] Ramaiah D, Joy A, Chandrasekhar N, Eldho NV, Das S, George MV. Halogenated squaraine dyes as potential photochemotherapeutic agents. Synthesis and study of photophysical properties and quantum efficiencies of singlet oxygen generation. Photochem Photobiol 1997;65:783. [7] Ramaiah D, Eckert I, Arun KT, Weidenfeller L, Epe B. Squaraine dyes for photodynamic therapy: study of their cytotoxicity and genotoxicity in bacteria and mammalian cells. Photochem Photobiol 2002;76:672. 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Department/Centre: Division of Chemical Sciences > Solid State & Structural Chemistry Unit
Date Deposited: 06 Jan 2010 07:12
Last Modified: 19 Sep 2010 05:41
URI: http://eprints.iisc.ac.in/id/eprint/22276

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