Thermally cleavable surfactants
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.degree. 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.
- Inventors:
-
- Manteca, CA
- San Francisco, CA
- Albuquerque, NM
- Urbana, IL
- Issue Date:
- Research Org.:
- Sandia National Lab. (SNL-CA), Livermore, CA (United States)
- Sponsoring Org.:
- USDOE
- OSTI Identifier:
- 971076
- Patent Number(s):
- 7622596
- Application Number:
- 11/394,294
- Assignee:
- Sandia Corporation (Livermore, CA)
- Patent Classifications (CPCs):
-
C - CHEMISTRY C07 - ORGANIC CHEMISTRY C07D - HETEROCYCLIC COMPOUNDS
- DOE Contract Number:
- AC04-94AL85000
- Resource Type:
- Patent
- Country of Publication:
- United States
- Language:
- English
- Subject:
- 37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
Citation Formats
McElhanon, James R, Simmons, Blake A, Zifer, Thomas, Jamison, Gregory M, Loy, Douglas A, Rahimian, Kamyar, Long, Timothy M, Wheeler, David R, and Staiger, Chad L. Thermally cleavable surfactants. United States: N. p., 2009.
Web.
McElhanon, James R, Simmons, Blake A, Zifer, Thomas, Jamison, Gregory M, Loy, Douglas A, Rahimian, Kamyar, Long, Timothy M, Wheeler, David R, & Staiger, Chad L. Thermally cleavable surfactants. United States.
McElhanon, James R, Simmons, Blake A, Zifer, Thomas, Jamison, Gregory M, Loy, Douglas A, Rahimian, Kamyar, Long, Timothy M, Wheeler, David R, and Staiger, Chad L. Tue .
"Thermally cleavable surfactants". United States. https://www.osti.gov/servlets/purl/971076.
@article{osti_971076,
title = {Thermally cleavable surfactants},
author = {McElhanon, James R and Simmons, Blake A and Zifer, Thomas and Jamison, Gregory M and Loy, Douglas A and Rahimian, Kamyar and Long, Timothy M and Wheeler, David R and Staiger, Chad L},
abstractNote = {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.degree. 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.},
doi = {},
journal = {},
number = ,
volume = ,
place = {United States},
year = {Tue Nov 24 00:00:00 EST 2009},
month = {Tue Nov 24 00:00:00 EST 2009}
}
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Works referenced in this record:
Pyrophosphate-Based Gemini Surfactants
journal, November 2002
- Jaeger, David A.; Wang, Yapin; Pennington, Richard L.
- Langmuir, Vol. 18, Issue 24
Metathesis Depolymerization for Removable Surfactant Templates
journal, September 2005
- Long, Timothy M.; Simmons, Blake A.; McElhanon, James R.
- Langmuir, Vol. 21, Issue 20