Molecular imprinting of nitrophenol and hydroxybenzoic acid isomers: Effect of molecular structure and acidity on imprinting

Journal of Molecular Recognition

Volumn 16, Issue 6, 2003, Pages 406-411

  Huang, Xiaodong ^a   Kong, Liang ^a   Li, Xin ^a   Zheng, Chaojun ^a   Zou, Hanfa ^a  

^a DALIAN INSTITUTE OF CHEMICAL PHYSICS   (China)

Author keywords

Hydroxybenzoic acid isomers; Intramolecular hydrogen bond; Molecular imprinting; Molecular recognition; Monolithic column; Nitrophenol isomers

Indexed keywords

HYDROXYBENZOIC ACID DERIVATIVE; NITROPHENOL;

ARTICLE; CHEMICAL MODEL; CHEMISTRY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HYDROGEN BOND; STEREOISOMERISM;

CHROMATOGRAPHY, HIGH PRESSURE LIQUID; HYDROGEN BONDING; HYDROXYBENZOIC ACIDS; MODELS, CHEMICAL; NITROPHENOLS; STEREOISOMERISM;

EID: 0842331886     PISSN: 09523499     EISSN: None     Source Type: Journal    
DOI: 10.1002/jmr.627     Document Type: Article

References (17)

1. Abraham MH. 1993. Scales of solute hydrogen-bonding: their construction and application to physicochemical and biochemical processes. Chem. Soc. Rev. 22: 73-83.
2. Branch GEK, Yabroff DL. 1934. The anomalous strength of salicylic acid. J. Am. Chem. Soc. 56: 2568-2570.
3. Gordon JE. 1961. On the correlation of hydrogen bridging equilibria with acidity. J. Org. Chem. 26: 738-745.
4. Haupt K. 2001. Molecularly imprinted polymers in analytical chemistry. Analyst 126: 747-756.
5. Huang XD, Zou HF, Chen XM, Luo QZ, Kong L 2002a. Molecularly imprinted monolithic stationary phases for liquid chromatographic separation of enantiomers and diastereomers. J. Chromatogr. A 984: 273-282.
6. Huang XD, Zou HF, Mao XQ, Luo QZ, Chen XM, Xiao XZ. 2002b. Preparation of molecularly imprinted chiral monolithic column and its applications for separation of diastereomers. Chin. J. Chromatogr. 20: 436-438.
7. Lide DR (ed.). 1999. CRC Handbook of Chemistry and Physics, 80th edn. CRC Press: Boca Raton, FL; 8-50.
8. Loudon GM. 1984. Organic Chemistry. Addison-Wesley: Reading, MA; 697-698.
9. Lu GH, Tang J, Yuan X, Zhao YH. 2001. Correlation for the structure and biodegradability of substituted benzenes in the Songhua river water. Chem. J. Internet 3(7): 34.
10. Matsui J, Kato T, Takeuchi T, Suzuki M, Yokoyama K, Tamiya E, Karube I. 1993. Molecular recognition in continuous polymer rods prepared by a molecular imprinting technique. Anal. Chem. 65: 2223-2224.
11. Matsui J, Takeuchi T. 1997. A molecularly imprinted polymer rod as nicotine selective affinity media prepared with 2-(trifluoromethy)acrylic acid. Anal. Commun. 34: 199-200.
12. Nicholls IA. 1998. Molecular recognition in cinchona alkaloid molecular imprinted polymer rods. Anal. Chim. Acta. 365: 89-93.
13. Sellergren B. 2001. Molecularly Imprinted Polymers Man-Made Mimics of Antibodies and their Application in Analytical Chemistry. Elsevier: Amsterdam.
14. Tan LC, Carr PW, Fréchet JMJ, Smigol V. 1994. Liquid chromatographic study of solute hydrogen bond basicity. Anal. Chem. 66: 450-457.
15. Wulff G. 1995. Molecular imprinting in cross-linked materials with the aid of molecular templates - a way towards artificial antibodies. Angew. Chem. Int. Edn Engl. 34: 1812-1832.
16. Yu C, Mosbach K. 1997. Molecular imprinting utilizing an amide functional group for hydrogen bonding leading to highly efficient polymer. J. Org. Chem. 62: 4057-4064.
17. Zhang TL, Liu F, Chen W, Wang J, Li K. 2001. Influence of intramolecular hydrogen bond of templates on molecular recognition of molecularly imprinted polymers. Anal. Chim. Acta. 450: 53-61.