Synthesis of environmentally relevant fluorinated surfactants - A review

  • Lehmler H
  • 33


    Mendeley users who have this article in their library.
  • 196


    Citations of this article.


In the past years there has been a growing interest in fluorinated persistent organic pollutants such as perfluorooctanesulfonic acid, perfluorooctanesulfonamides, perfluorinated carboxylic acids and fluorotelomer alcohols. Although these compounds have probably been present in the environment for many decades, we are only now beginning to realize that these environmental contaminants may have serious environmental and health effects. This article gives a state-of-the-art review of synthetic approaches that have been employed for the synthesis of these environmentally relevant fluorinated compounds. Perfluorooctanesulfonic acid derivatives, in particular, pose a problem because only a few perfluorooctanesulfonic acid derivatives are available from commercial sources-a fact that limits the ability of researchers worldwide to further study these compounds. Because of the limited literature available, this article also describes synthetic approaches for shorter chain homologues or perfluoroether analogues that can potentially be applied for the synthesis of perfluorooctanesulfonic acid derivatives. The preparation of typical starting materials for the synthesis of perfluorooctanesulfonic acid derivatives such as the perfluoroalkanesulfonyl fluorides and chlorides will be discussed. Subsequently, their conversion into relevant perfluoroalkane sulfonate salts (RFSO3M), sulfonamides (RFSO2NH2), N-alkyl sulfonamides (RFSO2NHR, R = alkyl), N,N-dialkyl sulfonamides (RFSO2NR2, R = alkyl), sulfonamidoethanol (RFSO2NRCH2CH2OH, R = -H, -CH3or -C2H5) and sulfonamidoacetates (RFSO2NRCH2CO2H, R = -H, -CH3or -C2H5) will be described. Many perfluorinated carboxylic acids and fluorotelomer alcohols are available from commercial sources. The review of the synthesis of these two classes of fluorinated compounds includes a review of their industrial synthesis and the synthesis of relevant degradation products. © 2004 Elsevier Ltd. All rights reserved.

Author-supplied keywords

  • Fluorotelomer alcohols
  • Perfluorinated compounds
  • Perfluorooctanesulfonate
  • Perfluorooctanoate
  • Properties
  • Synthesis

Get free article suggestions today

Mendeley saves you time finding and organizing research

Sign up here
Already have an account ?Sign in

Find this document

Get full text


  • Hans Joachim Lehmler

Cite this document

Choose a citation style from the tabs below

Save time finding and organizing research with Mendeley

Sign up for free