Facile synthesis of new sodium alginate–anthracene based photosensitizers

• Published in: Polymer bulletin (Berlin, Germany) Germany), 2015-01, Vol.72 (1), p.35-48
• Main Authors: Chejara, Dharmesh R., Kondaveeti, Stalin, Siddhanta, A. K.
• Format: Article
• Language: English
• Subjects: Anthracene; Aqueous solutions; Characterization and Evaluation of Materials; Chemistry; Chemistry and Materials Science; Complex Fluids and Microfluidics; Energy; Fourier transforms; NMR; Nuclear magnetic resonance; Organic Chemistry; Organic compounds; Original Paper; Physical Chemistry; Polymer Sciences; Polymers; Polysaccharides; Radiation; Ratios; Sodium; Sodium alginate; Soft and Granular Matter; Water chemistry
• ISSN: 0170-0839; 1436-2449
• DOI: 10.1007/s00289-014-1257-4

Facile syntheses of water-soluble sodium alginate (Na-Alg) derivatives employing anthracene moieties (Anth) have been carried out. Na-Alg amide (Alg-Anth amide), and Na-alg ester (Alg-Anth ester) derivatives were synthesized using 2-amino anthracene and 9-chloromethyl anthracene (9-CMA), respectively. These polymeric materials were characterized (FTIR, 13 C NMR, GPC, UV–Vis and fluorescence spectroscopy). These derivatives were photoactive and demonstrated photosensitizing capabilities in presence of an acceptor pyrene. Alg-Anth ester was more efficient (63 %) as opposed to Alg-Anth amide (37 %) in transferring energy to the acceptor. Further hydrophilic–lipophilic balance (HLB) values (>10.0) of both the derivatives indicated their suitability as solubilizers. These water-soluble polysaccharide-based polymers may be of potential utility as photosensitizers for reactions of organic compounds in aqueous media as well as in sensory applications.