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Title:Mechanochemical Triggers for Self -Healing Polymers
Author(s):Hickenboth, Charles Robert
Doctoral Committee Chair(s):Moore, Jeffrey S.
Department / Program:Chemistry
Degree Granting Institution:University of Illinois at Urbana-Champaign
Subject(s):Engineering, Materials Science
Abstract:Mechanochemical triggers based on the electrocyclic ring opening of both trans and cis substituted benzocyclobutenes was studied. The products of mechanically-accelerated ring opening were studied by trapping experiments. Ultrasound induces ring opening at 10°C, whereas thermal activation only took place at temperatures over 105°C. It was found that the substitution pattern around the four-membered ring influenced the rotational preference for ring opening. 13C labeling studies indicate that while the trans isomer prefers to open in a conrotatory manner, the cis isomer prefers to open in a disrotatory manner. It is proposed that these rotational preferences are a result of the efficiency of stress release; mechanical activation is greatest for those pathways which most efficiently relieve the applied force upon transformation from substrate to products.
Issue Date:2006
Description:198 p.
Thesis (Ph.D.)--University of Illinois at Urbana-Champaign, 2006.
Other Identifier(s):(MiAaPQ)AAI3250256
Date Available in IDEALS:2015-09-25
Date Deposited:2006

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