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Journal of Surfactants and Detergents

, Volume 3, Issue 1, pp 81–91 | Cite as

Cleavable surfactants

  • Per-Erik Hellberg
  • Karin Bergström
  • Krister HolmbergEmail author
Review

Abstract

Cleavable surfactants are of interest for several reasons. Above all, the development of surfactants with weak bonds deliberately built into the structure is driven by the need for improved biodegradability of amphiphiles. The breakdown may be catalyzed by enzymes, and biodegradation would be the normal mechanism in sewage plants. Alternatively, the surfactant may degrade by chemical means, e.g., induced by acid, alkali, ultraviolet (UV) light, heat, or ozone. Acid- and alkali-labile surfactants have attracted particular attention, and there is often a compromise between required stability at one stage and ease of breakdown at a subsequent stage. The paper reviews the main routes used to prepare cleavable surfactants and points out advantages and disadvantages of the different approaches. Emphasis is placed on the development during recent years. Cyclic and acyclic acetals, ketals, and ortho esters are the most important types of bonds for the preparation of acid-labile surfactants, whereas alkali-labile amphiphiles usually are based on ester bonds. The ester bond approach has been particularly important for cationic surfactants, and so-called ester quats have rapidly taken a large share of the traditional market for quats. Betaine esters constitute a special class of ester with very pronounced pH dependence. UV-labile surfactants based, for instance, on an azo bond, offer promise for the future.

Key Words

Acetal betaine ester choline ester cleavable surfactant ester quat isethionate ester ketal labile surfactant ortho ester UV degradation 

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Copyright information

© AOCS Press 2000

Authors and Affiliations

  • Per-Erik Hellberg
    • 1
  • Karin Bergström
    • 1
  • Krister Holmberg
    • 2
    Email author
  1. 1.Akzo Nobel Surface ChemistryStenungsundSweden
  2. 2.Department of Applied Surface ChemistryChalmers University of TechnologyGöteborgSweden

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