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Structural Modification Influences the Characteristics of Langmuir Monolayers from Aromatic Carboxylic Acids

Year: 2001

Journal: Journal of Colloid and Interface Science 239, 158-167 (2001), 20111221

Authors: P. Dynarowiczatka,* K. Kita,* P. Milart, A. Dhanabalan, A. Cavalli, D. A. da Silva Filho, and O. N. Oliveira, Jr.

Organizations: *Faculty of Chemistry, Jagiellonian University, Ingardena 3, 30-060 Krakow, Poland; Laboratory for Macromolecular and Organic Chemistry, Eindhoven University of Technology, P.O. Box 513, 5600 MB Eindhoven, The Netherlands; Laboratorio de Ciencia Fisicas, Universidade Estadual de Norte Fluminense,Campos dos Goytacazes, 21949 Rio de Janeiro, Brazil; Instituto de Fisica Gleb Wataghin, Universidade Estadual de Campinas, Campinas, SP, Brazil; and 2Instituto de Fisica de Sao Carlos, Universidade de Sao Paulo, CP 369, CEP 13560-970, Sao Carlos, SP, Brazil

The molecular organization of purely aromatic, polyphenyl carboxylic acids, as Langmuir monolayers at the air/water interface, has been investigated by means of surface pressure and electric surface potential measurements upon film compression. The monolayer characteristics of the basic compound, a symmetrical triphenylbenzene (5´-phenyl-m-terphenyl) ring with a carboxylic group at the 4 position (namely 5´-phenyl-1,1´ : 3´,1´´-terphenyl-4-carboxylic acid), are compared with those of its derivatives containing hydrophilic (nitro) or hydrophobic (phenyl) substituents. The nature of the substituent as well as its position (2´ or 4´) has a profound influence on the monolayer properties. The results are discussed in view of molecular orientation deduced from values of effective dipole moments.