The main purpose of this project is to synthesize 2o - derivatives of 5-amino-1, 10- phenanthroline (5-aphen) for application as self-assembled monolayers on gold interdigitated electrode array chips in standard impedance and impedance resonance-based Cu2+ sensors. Potential applications include monitoring Cu2+ leaching from anti-fouling coatings on ship hulls. The importance of the planned secondary alkyl amino derivatives will be to test their binding properties to the gold surface through dithiocarbamate linkages by monitoring the IDE impedance signal. Practical sensor development requires good impedance response, maximum binding to the gold IDE chip, and maximum long term stability of the SAM, which provides the transducer element with sensitivity, selectivity, and reproducibility. In research work, three different synthetic routes were investigated for preparation of secondary N-alkyl 5-aphen derivatives. KI- catalyzed mono alkylation of 5-aphen with alkyl halides gave significantly better results than Pd/C catalyzed mono N-alkylation with aldehydes and alkylation of 5-aphen with the PPh3/DDQ system.
","abstract_html":"<p>The main purpose of this project is to synthesize 2<sup>o</sup> - derivatives of 5-amino-1, 10- phenanthroline (5-aphen) for application as self-assembled monolayers on gold interdigitated electrode array chips in standard impedance and impedance resonance-based Cu<sup>2+</sup> sensors. Potential applications include monitoring Cu<sup>2+</sup> leaching from anti-fouling coatings on ship hulls. The importance of the planned secondary alkyl amino derivatives will be to test their binding properties to the gold surface through dithiocarbamate linkages by monitoring the IDE impedance signal. Practical sensor development requires good impedance response, maximum binding to the gold IDE chip, and maximum long term stability of the SAM, which provides the transducer element with sensitivity, selectivity, and reproducibility. In research work, three different synthetic routes were investigated for preparation of secondary N-alkyl 5-aphen derivatives. KI- catalyzed mono alkylation of 5-aphen with alkyl halides gave significantly better results than Pd/C catalyzed mono N-alkylation with aldehydes and alkylation of 5-aphen with the PPh3/DDQ system.</p>","abstract_has_math":false,"creators":["Chunchu, Satish B."],"institution":null,"degree_name":"Master of Science (MS)","degree_level":"Open Access Thesis","degree_discipline":"Chemistry","degree_department":null,"school":null,"contributors":["Donald Snyder, PhD, Chair","Timothy Friebe, PhD","Gregg Wilmes, PhD"],"advisors":[],"committee_chairs":[],"committee_members":[],"year":2011,"date_issued":"2011-01-01T08:00:00Z","date_published":"2011-01-01T08:00:00Z","updated_at":"2026-07-24T02:16:44Z","subjects":["5-aphen","Cu based impedance sensors","SAM","Gold-IDE","synthesis of secondary amino","Chemistry"],"languages":[],"rights":[],"rights_urls":[],"identifier_entries":[]},"links":{"outbound_url":"https://commons.emich.edu/theses/347","outbound_label":"Repository record","outbound_source":"dc:identifier"},"metadata_groups":[{"id":"people","label":"People","entries":[{"key":"dc:contributor","label":"Contributor","values":["Donald Snyder, PhD, Chair","Timothy Friebe, PhD","Gregg Wilmes, PhD"]},{"key":"dc:creator","label":"Author","values":["Chunchu, Satish B."]}]},{"id":"academic_context","label":"Academic Context","entries":[{"key":"dc:date.available","label":"Dc Date Available","values":["2011-10-26T07:00:00Z"]},{"key":"thesis:degree_discipline","label":"Discipline","values":["Chemistry"]},{"key":"thesis:degree_level","label":"Degree Level","values":["Open Access Thesis"]},{"key":"thesis:degree_name","label":"Degree Name","values":["Master of Science (MS)"]}]},{"id":"subjects_keywords","label":"Subjects and Keywords","entries":[{"key":"dc:subject","label":"Dc Subject","values":["5-aphen","Cu based impedance sensors","SAM","Gold-IDE","synthesis of secondary amino","Chemistry"]}]},{"id":"identifiers","label":"Identifiers","entries":[{"key":"dc:identifier","label":"Identifier","values":["https://commons.emich.edu/theses/347"]}]},{"id":"additional","label":"Additional Metadata","entries":[{"key":"dc:description.abstract","label":"Abstract","values":["The main purpose of this project is to synthesize 2o - derivatives of 5-amino-1, 10- phenanthroline (5-aphen) for application as self-assembled monolayers on gold interdigitated electrode array chips in standard impedance and impedance resonance-based Cu2+ sensors. Potential applications include monitoring Cu2+ leaching from anti-fouling coatings on ship hulls. The importance of the planned secondary alkyl amino derivatives will be to test their binding properties to the gold surface through dithiocarbamate linkages by monitoring the IDE impedance signal. Practical sensor development requires good impedance response, maximum binding to the gold IDE chip, and maximum long term stability of the SAM, which provides the transducer element with sensitivity, selectivity, and reproducibility. In research work, three different synthetic routes were investigated for preparation of secondary N-alkyl 5-aphen derivatives. KI- catalyzed mono alkylation of 5-aphen with alkyl halides gave significantly better results than Pd/C catalyzed mono N-alkylation with aldehydes and alkylation of 5-aphen with the PPh3/DDQ system.
"]},{"key":"dc:title","label":"Title","values":["Investigation of synthetic methods for preparation of 2o-amino derivatives of 5-amino- 1, 10-phenanthroline: Applications to Cu+2 based impedance sensors"]}]}],"canonical_facts":{"dc:contributor":["Donald Snyder, PhD, Chair","Timothy Friebe, PhD","Gregg Wilmes, PhD"],"dc:creator":["Chunchu, Satish B."],"dc:date.available":["2011-10-26T07:00:00Z"],"dc:description.abstract":["The main purpose of this project is to synthesize 2o - derivatives of 5-amino-1, 10- phenanthroline (5-aphen) for application as self-assembled monolayers on gold interdigitated electrode array chips in standard impedance and impedance resonance-based Cu2+ sensors. Potential applications include monitoring Cu2+ leaching from anti-fouling coatings on ship hulls. The importance of the planned secondary alkyl amino derivatives will be to test their binding properties to the gold surface through dithiocarbamate linkages by monitoring the IDE impedance signal. Practical sensor development requires good impedance response, maximum binding to the gold IDE chip, and maximum long term stability of the SAM, which provides the transducer element with sensitivity, selectivity, and reproducibility. In research work, three different synthetic routes were investigated for preparation of secondary N-alkyl 5-aphen derivatives. KI- catalyzed mono alkylation of 5-aphen with alkyl halides gave significantly better results than Pd/C catalyzed mono N-alkylation with aldehydes and alkylation of 5-aphen with the PPh3/DDQ system.
"],"dc:identifier":["https://commons.emich.edu/theses/347"],"dc:subject":["5-aphen","Cu based impedance sensors","SAM","Gold-IDE","synthesis of secondary amino","Chemistry"],"dc:title":["Investigation of synthetic methods for preparation of 2o-amino derivatives of 5-amino- 1, 10-phenanthroline: Applications to Cu+2 based impedance sensors"],"thesis:degree_discipline":["Chemistry"],"thesis:degree_level":["Open Access Thesis"],"thesis:degree_name":["Master of Science (MS)"]},"updated_at":"2026-07-24T02:16:44Z"}