Thermally cleavable surfactants

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

Reexamination Certificate

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Reexamination Certificate

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07622596

ABSTRACT:
Two new surfactant molecules are reported which contain thermally labile Diels-Alder adducts connecting the polar and non-polar sections of each molecule. The two surfactants possess identical non-polar dodecyl tail segments but exhibit different polar headgroups. The surfactants become soluble in water when anionic salts are formed through the deprotonation of the surfactant headgroups by the addition of potassium hydroxide. When either surfactant is exposed to temperature above about 60° C., the retro Diels-Alder reaction occurs, yielding hydrophilic and hydrophobic fragments or the aqueous solutions of the surfactants subsequently exhibit loss of all surface-active behavior.

REFERENCES:
Long, T.M.; Simmons, B.A.; McElhanon, J.R. Kline, S.R.; J.R.; Wheeler, D.R.; Loy, D.A.; Rahimian, K.; Zifer, T.; and Jamison, G.M.;.“Metathesis Depolymerization for Removable Surfactant Templates,”Langmuir, 2005, v.21: pp. 9365-9373.
Jaeger, D.; Wang, Y.; Pennington, R.; “Pyrophosphate-Based Gemini Surfactants”Langmuir, 2002, v. 18: pp. 9259-9266.

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