Chiroptical and optical thermoplastic acid sensors based on chiral methacrylic polymers containing azoaromatic moieties

Sensors and Actuators, B: Chemical

Volumn 126, Issue 1, 2007, Pages 56-61

  Angiolini, Luigi ^a   Benelli, Tiziana ^a   Giorgini, Loris ^a   Mauriello, Francesco ^a   Salatelli, Elisabetta ^a  

^a UNIVERSITY OF BOLOGNA   (Italy)

Author keywords

Azoaromatic containing polymers; Chiroptical properties; Optical activity; Photochromic chiral polymers; Sensors

Indexed keywords

AROMATIC POLYMERS; CHIRALITY; OPTICAL PROPERTIES; POLYMER FILMS; THERMOPLASTICS; ULTRAVIOLET SPECTROSCOPY;

AZOAROMATIC-CONTAINING POLYMERS; CHIROPTICAL PROPERTIES; OPTICAL ACTIVITY; PHOTOCHROMIC CHIRAL POLYMERS;

OPTICAL SENSORS;

EID: 34548473583     PISSN: 09254005     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.snb.2006.10.039     Document Type: Article

References (30)

1. Colour Index International, Society of Dyers Colourists and American Association of Textile Chemists and Colorists, 4th ed., 2002. Online http://www.colour-index.org.
2. Zollinger H. Color Chemistry: Syntheses Properties and Applications of Organic Dyes and Pigments. 2nd Ed. (1991), VCH, Weinheim
3. Ajoula H.S., and Clarke D.J. Armed peptides for drug delivery. PCT Int. Appl. (2002) WO 0259147
4. Luengo J.I., and Duffy K.J. Hydroxy-1-azobenzene derivative thrombopoietin mimetics, their preparation, pharmaceutical compositions, and use in treating thrombocytopenia. PCT Int. Appl. (2001) WO 2001017349
5. 2 sensing based on sol-gel entrapped azobenzene dyes. Sens. Actuators B: Chem. 56 (1999) 15-21
6. Mohr G.J., Citterio D., and Spichiger-Keller U.E. Development of chromogenic reactands for optical sensing of alcohols. Sens. Actuators B: Chem. 49 (1998) 226-234
7. Dubas S.T., Iamsamai C., and Potiyaraj P. Optical alcohol sensor based on dye-Chitosan polyelectrolyte multilayers. Sens. Actuators B: Chem. 113 (2006) 370-375
8. Sands T.J., Cardwell T.J., Cattrall R.W., Farrell J.R., Iles P.J., and Kolev S.D. A highly versatile stable optical sensor based on 4-decyloxy-2-(2-pyridylazo)-1-naphthol in Nafion for the determination of copper. Sens. Actuators B: Chem. 85 (2002) 33-41
9. Delaire J.A., and Nakatani K. Linear and nonlinear optical properties of photochromic molecules and materials. Chem. Rev. 100 (2000) 1817-1846
10. Natansohn A. Proceeding of the Symposium on Azobenzene-Containing Materials. Boston, MA, 1998. Macromol. Symp. 137 (1999) 1-165
11. Prasad P.N., and Williams D.J. Introduction to Nonlinear Optical Effects in Molecules and Polymers (1991), John Wiley & Sons Inc., New York
12. Matsuoka M. Absorption Spectra of Dyes for Diode Lasers (1990), Bunshin Co., Tokjo
13. Hesse M., Meier H., and Zeeh B. Spectroscopic Methods in Organic Chemistry (1997), Thieme, Stuttgart, Germany
14. Sawicki E. Physical properties of the aminoazobenzene dyes. Part IV. The position of proton addition. J. Org. Chem. 22 (1957) 365-367
15. Kuroda Y., Lee H., and Kuwae A. Direct evidence for the site of protonation of 4-aminoazobenzene by nitrogen-15 and carbon-13 nuclear magnetic resonance spectroscopy. J. Phys. Chem. 84 (1980) 3417-3423
16. Green M.M., Peterson N.C., Sato T., Teramoto A., Cook R., and Lifson S. A helical polymer with a cooperative response to chiral information. Nature 268 (1995) 1860-1866
17. Angiolini L., Caretti D., Giorgini L., and Salatelli E. Synthesis and chiroptical properties of optically active photochromic methacrylic polymers bearing in the side chain the (S)-3-hydroxypyrrolidinyl group conjugated with the trans azoaromatic chromophore. J. Polym. Sci. A: Polym. Chem. 37 (1999) 3257-3268
18. Angiolini L., Caretti L., Giorgini D., and Salatelli L.E. Methacrylic polymers bearing side chain permanent dipole azobenzene chromophores spaced from the main chain by chiral moieties: synthesis and characterization. Polymer 42 (2001) 4005-4016
19. Angiolini L., Bozio R., Daurù A., Giorgini L., Pedron D., and Turco G. Photomodulation of chiroptical properties of new chiral methacrylic polymers with side chain azobenzene moieties. Chem. Eur. J. 8 (2002) 4241-4247
20. Angiolini L., Benelli T., Giorgini L., Painelli A., and Terenziani F. Chiral interactions in azobenzene dimers: a combined experimental and theoretical study. Chem. Eur. J. 11 (2005) 6053-6063
21. Angiolini L., Benelli T., Giorgini L., and Salatelli E. Optically active photochromic polymers with three arm star structure by atom transfer radical polymerization. Macromolecules 39 (2006) 3731-3737
22. Angiolini L., Benelli T., Bozio R., Daurù A., Giorgini L., Pedron D., and Salatelli E. Improvement of photoinduced birefringence properties of optically active methacrylic polymers through copolymerization of monomers bearing azoaromatic moieties. Macromolecules 39 (2006) 489-497
23. 13C-NMR spectra and photochromic properties. Macromol. Chem. Phys. 198 (1997) 1739-1752
24. Dürr H., and Bouas-Laurent H. Photochromism Molecules and System (2003), Elselvier, Amsterdam, NL
25. Zenhäusern A., and Zollinger H. Assoziation bei azoverbindungen II: einfluss der assoziation auf das tautomere gleichgewicht von 4-dimethylamino-azobenzol-derivaten. Helv. Chim. Acta 45 (1962) 1890-1898
26. Sakano T., Horie M., Osakada K., and Nakao H. Azaferrocenophanes with azobenzene-containing ligands-protonation and electrochemical oxidation of the molecule influences the absorption spectra and cis-trans isomerization of the azobenzene group. Eur. J. Inorg. Chem. 4 (2005) 644-652
27. Sawicki E. Physical properties of the aminoazobenzene dyes. Part IX. Absorption spectra in alcohol and acid solution of bisazobenzene dyes. J. Org. Chem. 22 (1957) 1084
28. Sawicki E. Physical properties of aminoazobenzene dyes. Part V. The Cε/Aε ratio. J. Org. Chem. 21 (1956) 621-625
29. Goodman M., and Kossoy A. Conformational aspects of polypeptide structure. Part XIX. Azoaromatic side-chain effects. J. Am. Chem. Soc. 88 (1966) 5010-5015
30. Goodman M., and Falxa M.L. Conformational aspects of polypeptide structure. Part XXIII. Photoisomerization of azoaromatic polypeptides. J. Am. Chem. Soc. 89 (1967) 3863-3867