Examination of fluorination effect on physical properties of saturated long-chain alcohols by DSC and Langmuir monolayer

Hiromichi Nakahara, Shohei Nakamura, Yoshinori Okahashi, Daisuke Kitaguchi, Noritake Kawabata, Seiichi Sakamoto, Osamu Shibata

Research output: Contribution to journalArticle

15 Citations (Scopus)

Abstract

Partially fluorinated long-chain alcohols have been newly synthesized from a radical reaction, which is followed by a reductive reaction. The fluorinated alcohols have been investigated by differential scanning calorimetry (DSC) and compression isotherms in a Langmuir monolayer state. Their melting points increase with an increase in chain length due to elongation of methylene groups. However, the melting points for the alcohols containing shorter fluorinated moieties are lower than those for the typical hydrogenated fatty alcohols. Using the Langmuir monolayer technique, surface pressure (π)-molecular area (A) and surface potential (ΔV)-A isotherms of monolayers of the fluorinated alcohols have been measured in the temperature range from 281.2 to 303.2K. In addition, a compressibility modulus (Cs -1 ) is calculated from the π-A isotherms. Four kinds of the alcohol monolayers show a phase transition (π eq ) from a disordered to an ordered state upon lateral compression. The π eq values increase linearly with increasing temperatures. A slope of π eq against temperature for the alcohols with shorter fluorocarbons is unexpectedly larger than that for the corresponding fatty alcohols. Generally, fluorinated amphiphiles have a greater thermal stability (or resistance), which is a characteristic of highly fluorinated or perfluorinated compounds. Herein, however, the alcohols containing perfluorobutylated and perfluorohexylated chains show the irregular thermal behavior in both the solid and monolayer states.

Original languageEnglish
Pages (from-to)472-478
Number of pages7
JournalColloids and Surfaces B: Biointerfaces
Volume102
DOIs
Publication statusPublished - Feb 1 2013
Externally publishedYes

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Fluorination
fluorination
monomolecular films
Halogenation
Differential Scanning Calorimetry
Differential scanning calorimetry
Monolayers
alcohols
Alcohols
heat measurement
Physical properties
physical properties
examination
scanning
Fatty Alcohols
Isotherms
isotherms
Freezing
Temperature
Melting point

All Science Journal Classification (ASJC) codes

  • Biotechnology
  • Surfaces and Interfaces
  • Physical and Theoretical Chemistry
  • Colloid and Surface Chemistry

Cite this

Examination of fluorination effect on physical properties of saturated long-chain alcohols by DSC and Langmuir monolayer. / Nakahara, Hiromichi; Nakamura, Shohei; Okahashi, Yoshinori; Kitaguchi, Daisuke; Kawabata, Noritake; Sakamoto, Seiichi; Shibata, Osamu.

In: Colloids and Surfaces B: Biointerfaces, Vol. 102, 01.02.2013, p. 472-478.

Research output: Contribution to journalArticle

Nakahara, Hiromichi ; Nakamura, Shohei ; Okahashi, Yoshinori ; Kitaguchi, Daisuke ; Kawabata, Noritake ; Sakamoto, Seiichi ; Shibata, Osamu. / Examination of fluorination effect on physical properties of saturated long-chain alcohols by DSC and Langmuir monolayer. In: Colloids and Surfaces B: Biointerfaces. 2013 ; Vol. 102. pp. 472-478.
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