Synthesis and Characterization of Unusal Amphiphiles Part I. Nonsteroidal Facial Amphiphiles Part II. Diketopiperazine Derived Surfactants Open Access

Abstract

Surfactants have duel functionalities which are able to interact with both water and oil. Designing new surfactants allows for probing the relationship between structure and function in amphiphile self-assembly. In an attempt to strive for a greater understanding of the delicate balance between hydrophobic and hydrophilic structure, this dissertation focuses on new surfactant synthesis and characterization. In Part I, a rigid hydrophobic molecule was studied and there were significant changes to the packing of the molecules in water as compared to a standard surfactant. While in Part II, a traditional long alkyl chain is used in combination with a unique diketopiperazine head group. This research has shown that alterations to the standard amphiphile structure greatly impact surfactant assembly in water. Synthesis and Characterization of Unusal Amphiphiles Part I. Nonsteroidal Facial Amphiphiles Part II. Diketopiperazine Derived Surfactants By Jennifer L. Sorrells B. A., The College of Wooster, 2002 Advisor: Dr. Fredric M. Menger Ph.D. A dissertation submitted to the faculty of the Graduate School of Emory University in partial fulfillment Of the requirements for the degree of Doctor of Philosophy. Department of Chemistry 2008

Table of Contents

Amphiphiles and Surfactants Structure Surface Activity Aggregation and Critical Micelle Concentration Types of Aggregates Facial Amphiphiles Amide-Based Surfactants Part I Non-Steroidal Facial Amphiphiles Preface Synthesis Discussion Characterization Physical Characteristics Crystal Structure Surface Tension Emulsion Nuclear Magnetic Resonance Conductivity Viscosity Cryo-High Resolution Scanning Electron Microscopy (HRSEM) Birefringence Conclusion

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School	Laney Graduate School
Department	Chemistry
Degree	PhD
Submission	Dissertation
Language	English
Research Field	Chemistry, Organic
Keyword	diketopiperazine facial amphiphile surfactant self assembly
Committee Chair / Thesis Advisor	Menger, Fred M, Emory University
Committee Members	Liotta, Dennis C, Emory University McDonald, Frank, Emory University

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