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Description
Title: | Mechanochemical Triggers for Self -Healing Polymers |
Author(s): | Hickenboth, Charles Robert |
Doctoral Committee Chair(s): | Moore, Jeffrey S. |
Department / Program: | Chemistry |
Discipline: | Chemistry |
Degree Granting Institution: | University of Illinois at Urbana-Champaign |
Degree: | Ph.D. |
Genre: | Dissertation |
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 |
Type: | Text |
Language: | English |
Description: | 198 p. Thesis (Ph.D.)--University of Illinois at Urbana-Champaign, 2006. |
URI: | http://hdl.handle.net/2142/84247 |
Other Identifier(s): | (MiAaPQ)AAI3250256 |
Date Available in IDEALS: | 2015-09-25 |
Date Deposited: | 2006 |
This item appears in the following Collection(s)
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Dissertations and Theses - Chemistry
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Graduate Dissertations and Theses at Illinois
Graduate Theses and Dissertations at Illinois