Journal article
Behavior of partially fluorinated carboxylic acids at the air–water interface
Journal of fluorine chemistry, Vol.107(1), pp.141-146
2001
DOI: 10.1016/S0022-1139(00)00384-5
Abstract
Langmuir isotherms were recorded for 1-(perfluorobutyl)undecanoic acid (F
3C(CF
2)
3(CH
2)
10CO
2H), 1-(perfluorohexyl)undecanoic acid (F
3C(CF
2)
5(CH
2)
10CO
2H) and 1-(perfluorooctyl)undecanoic acid (F
3C(CF
2)
7(CH
2)
10CO
2H), their hydrocarbon analog, perfluorododecanoic and perfluorotetradecanoic acid after spreading onto hydrochloric acid (pH=1.9–2.0) at 32°C. All acids formed stable monolayers at the air–water interface. 1-(Perfluorobutyl)undecanoic acid shows some similarity to the compression isotherm of tetradecanoic acid while lacking the phase transition of pentadecanoic acid. The isotherm for 1-(perfluorohexyl)undecanoic acid shows a temperature-dependent phase transition similar to the liquid expanded-liquid condensed transition of pentadecanoic acid. The π-A isotherm of 1-(perfluorooctyl)undecanoic acid resembles the highly condensed monolayers of hepta- and nonadecanoic acid. Thus, the partially fluorinated acids seem to exhibit isotherm characteristics similar to hydrocarbon acids with shorter chain lengths. The three partially fluorinated acids have a higher limiting area compared to hydrocarbon and perfluorocarbon acids, which may be atributed to the strong dipole moment of the CF
2CH
2 linkage. Within this series of partially fluorinated carboxylic acids, the limiting area decreases with chain lengthening and a higher degree of fluorination. The collapse pressures of the fluorinated acids are smaller compared to their respective hydrocarbon analog.
Details
- Title: Subtitle
- Behavior of partially fluorinated carboxylic acids at the air–water interface
- Creators
- Hans-Joachim Lehmler - Graduate Center for Toxicology, University of Kentucky Medical Center, 306 HSRB, Lexington KY 40536-0305, USAMoses O Oyewumi - College of Pharmacy, University of Kentucky, Lexington KY 40536-0305, USAMichael Jay - College of Pharmacy, University of Kentucky, Lexington KY 40536-0305, USAPaul M Bummer - College of Pharmacy, University of Kentucky, Lexington KY 40536-0305, USA
- Resource Type
- Journal article
- Publication Details
- Journal of fluorine chemistry, Vol.107(1), pp.141-146
- DOI
- 10.1016/S0022-1139(00)00384-5
- ISSN
- 0022-1139
- eISSN
- 1873-3328
- Publisher
- Elsevier B.V
- Language
- English
- Date published
- 2001
- Academic Unit
- Occupational and Environmental Health; Iowa Neuroscience Institute
- Record Identifier
- 9984000919502771
Metrics
29 Record Views