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Influence of apolar group structure on the properties of Langmuir monolayers of polyphenyl carboxylic acids

Year: 2002

Journal: Colloids and Surfaces
A: Physicochemical and Engineering Aspects 198-200 (2002) 141-150, 20111221

Authors: P. Dynarowiczatka , K. Kita , P. Milart , A. Dhanabalan , A. Cavalli , D.A. da Silva Filho , M.C. dos Santos , O.N. Oliveira Jr

Organizations: a Department of General Chemistry, Faculty of Chemistry, Jagiellonian University, Ingardena 3, 30- 060 Krakow, Poland b Laboratory for Macromolecular and Organic Chemistry, Eindhoven University of Technology, PO Box 513, 5600 MB Eindhoven, The Netherlands c Instituto de Biociancias, Letras e Ciancia Exatas, Universidade do Estado de Sao Paulo, Sao Jose do Rio Preto, SP, Brazil d Instituto de Fisica Gleb Wataghin, Universidade Estadual de Campinas, Campinas, SP, Brazil e Instituto de Fisica de Sao Carlos, Universidade de Sao Paulo, CP 369, CEP 13560- 970, Sao Carlos, SP, Brazil

Langmuir monolayers of purely aromatic carboxylic acids are investigated through surface pressure (π), surface potential (ΔV)-area (A) isotherms and Brewster angle microscopic studies. The monolayer characteristic of the basic compound, namely 5´-phenyl-1,1´:3´,1´´-terphenyl-4-carboxylic acid, abbreviated as PTCA, is compared with it's derivatives containing hydrophilic (nitro) or hydrophobic (phenyl) substituents attached to the symmetrical triphenylbenzene core. The nature of the substituent as well as its position (2´ or 4´) has profound influence on the monolayer organization. Also, chemical modification leading to rotation restrictions of the hydrophobic moiety of PTCA was found to alter significantly its characteristic as Langmuir monolayer. The results are discussed in view of different orientation and different molecular packing arrangements.