Synthesis of molecularly imprinted organic-inorganic hybrid azobenzene materials by sol-gel for radiation induced selective recognition of 2,4-dichlorophenoxyacetic acid

Radiation Physics and Chemistry

Volumn 80, Issue 2, 2011, Pages 130-135

  Shuai Jiang, Guang ^a   An Zhong, Shi ^a,b   Chen, Lan ^b   Blakey, Idriss ^b   Whitaker, Andrew ^b  

^a CENTRAL SOUTH UNIVERSITY   (China)

^b UNIVERSITY OF QUEENSLAND   (Australia)

Author keywords

2,4 D; Molecular imprinted sol gel materials; Organic inorganic hybrids; Photoisomerization

Indexed keywords

2,4-D; AZOBENZENE GROUP; AZOBENZENE MOIETY; BINDING AFFINITIES; DICHLOROPHENOXYACETIC ACIDS; FUNCTIONAL MONOMER; HYDROGEN BONDINGS; MOLECULAR IMPRINTED SOL-GEL MATERIALS; MOLECULARLY IMPRINTED; MOLECULARLY IMPRINTED POLYMER; ORGANIC-INORGANIC HYBRID; PHOTORESPONSIVE; RADIATION-INDUCED; RECOGNITION SITE; SELECTIVE RECOGNITION; SPECIFIC BINDING; SWITCHABLE; TRANS-CIS ISOMERIZATION; VISIBLE LIGHT;

BINDING ENERGY; BIOCHEMISTRY; FUNCTIONAL POLYMERS; GELS; HERBICIDES; HYBRID MATERIALS; HYDROGEN BONDS; MONOMERS; POLYMERS; RATE CONSTANTS; SOL-GEL PROCESS; SOL-GELS; SOLS;

BINDING SITES;

2,4 DICHLOROPHENOXYACETIC ACID; AZOBENZENE; INORGANIC COMPOUND; MONOMER; ORGANIC COMPOUND; POLYMER; SILOXANE;

ARTICLE; BINDING AFFINITY; BINDING SITE; CHEMICAL STRUCTURE; CONTROLLED STUDY; CROSS LINKING; FEASIBILITY STUDY; HYDROGEN BOND; ISOMERIZATION; MOLECULAR IMPRINTING; POLYMERIZATION; QUANTITATIVE ANALYSIS; RADIATION EXPOSURE; SENSOR; STRUCTURE ANALYSIS; SYNTHESIS; ULTRAVIOLET IRRADIATION;

EID: 78649316840     PISSN: 0969806X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.radphyschem.2010.07.020     Document Type: Article

References (25)

1. Chang Y.-S., Ko T.-H., Hsu T.-J., Syu M.-J. Synthesis of an imprinted hybrid organic-inorganic polymeric sol-gel matrix toward the specific binding and isotherm kinetics investigation of creatinine. Anal. Chem. 2009, 81:2098-2105.
2. Chilkoti A., Dreher M.R., Meyer D.E., Raucher D. Targeted drug delivery by thermally responsive polymers. Adv. Drug Deliv. Rev. 2002, 54:613-630.
3. Chu L.Y., Yamaguchi T., Nakao S. A molecular-recognition microcapsule for environmental stimuli-responsive controlled release. Adv. Mater. 2002, 14:386-389.
4. Dong C.K., Li X., Guo Z.C., Qi J.Y. Development of a model for the rational design of molecular imprinted polymer: computational approach for combined molecular dynamics/quantum mechanics calculations. Anal. Chim. Acta 2009, 647:117-124.
5. El Halabieh R.H., Mermut O., Barrett C.J. Using light to control physical properties of polymers and surfaces with azobenzene chromophores. Pure Appl. Chem. 2004, 76:1445-1465.
6. El Khoury J.M., Zhou X.L., Qu L.T., Dai L.M., Urbas A., Li Q. Organo-soluble photoresponsive azo thiol monolayer-protected gold nanorods. Chem. Commun. 2009, 2109-2111.
7. Fernández-García M., Sánchez-Chaves M. Copolymers of acrylic acid with 2-acryloyloxyethyl 2,4-dichlorophenoxyacetate: synthesis and herbicide release. J. Appl. Polym. Sci. 2006, 102:4233-4244.
8. Gomy C., Schmitzer A.R. Synthesis and photoresponsive properties of a molecularly imprinted polymer. Org. Lett. 2007, 9:3865-3868.
9. Gong C.B., Lam M.H.-W., Yu H.X. The fabrication of a photoresponsive molecularly imprinted polymer for the photoregulated uptake and release of caffeine. Adv. Funct. Mater. 2006, 16:1759-1767.
10. Gong C.B., Wong K.L., Lam M.H.-W. Photoresponsive molecularly imprinted hydrogels for the photoregulated release and uptake of pharmaceuticals in the aqueous media. Chem. Mater. 2008, 20:1353-1358.
11. Guardia L., Ania C.O., Parra J.B. Role of surface adsorption and porosity features in the molecular recognition ability of imprinted sol-gels. Biosens. Bioelectron. 2008, 23:1101-1108.
12. Kempe H., Kempe M. Development and evaluation of spherical molecularly imprinted polymer beads. Anal. Chem. 2006, 78:3659-3666.
13. Lin C.I., Joseph A.K., Chang C.K., Wang Y.C., Lee Y.D. Synthesis of molecular imprinted organic-inorganic hybrid polymer binding caffeine. Anal. Chim. Acta 2003, 481:175-180.
14. Liu S.Q., Volkmer D., Kurth D.G. Smart polyoxometalate-based nitrogen monoxide sensors. Anal. Chem. 2004, 76:4579-4582.
15. Ruan C.M., Zeng K.F., Grimes C.A. A mass-sensitive pH sensor based on a stimuli-responsive polymer. Anal. Chim. Acta 2003, 497:123-131.
16. Sergeyeva T.A., Piletsky S.A., Brovko A.A., Slinchenko E.A., Sergeeva L.M., El'skay A.V. Selective recognition of atrazine by molecularly imprinted polymer membranes. Development of conductometric sensor for herbicides detection. Anal. Chim. Acta 1999, 392:105-111.
17. Shimanouchi T., Morita S., Umakoshi H., Kuboi R. Stimuli-responsive separation of proteins using immobilized liposome chromatography. J. Chromatogr. B 2000, 743:85-91.
18. Sibrian-Vazquez M., Spivak D.A. Molecular imprinting made easy. J. Am. Chem. Soc. 2004, 126:7827-7833.
19. Smuleac V., Butterfield D.A., Bhattacharyya D. Permeability and separation characteristics of polypeptide-functionalized polycarbonate track-etched membranes. Chem. Mater. 2004, 16:2762-2771.
20. Song B.L., Hu Y.F., Zhao J.X. A single-component photo-responsive fluid based on a gemini surfactant with an azobenzene spacer. J. Colloid. Interface Sci. 2009, 333:820-822.
21. Tachibana Y., Kurisawa M., Uyama H., Kobayashi S. Thermo- and pH-responsive biodegradable poly(alpha-N-substituted gamma-glutamine)s. Biomacromolecules 2003, 4:1132-1134.
22. Takeuchi T., Akeda K., Murakami S., Shinmori H., Inoue S., Lee W.S., Hishiya T. Photoresponsive porphyrin-imprinted polymers prepared using a novel functional monomer having diaminopyridine and azobenzene moieties. Org. Biomol. Chem. 2007, 5:2368-2374.
23. Yagai S., Karatsu T., Kitamura A. Photocontrollable self-assembly. Chem. Eur. J. 2005, 11:4054-4063.
24. Zhang H.T., Song T., Zong F.L., Chen T.C., Pan C.P. Synthesis and characterization of molecularly imprinted polymers for phenoxyacetic acids. Int. J. Mol. Sci. 2008, 9:98-106.
25. Zhu Y.F., Shi J.L., Shen W.H., Dong X.P., Feng J.W., Ruan M.L., Li Y.S. Stimuli-responsive controlled drug release from a hollow mesoporous silica sphere/polyelectrolyte multilayer core-shell structure. Angew. Chem. Int. Ed. 2005, 44:5083-5087.