Controlled radical polymerization mediated by novel 2-alkoxy-1,1,3,3-tetraethylisoindolines
Date of Publication
2000
Document Type
Dissertation
Degree Name
Doctor of Philosophy in Chemistry
Subject Categories
Chemistry
College
College of Science
Department/Unit
Chemistry
Thesis Adviser
Clovia Isabel Zayas Holdsworth
Defense Panel Chair
Eric Camilo R. Punzalan
Defense Panel Member
Gerardo C. Janairo
Jaime Raul O. Janairo
Glenn V. Alea
Alumanda dela Rosa
Abstract/Summary
Novel 1,1,3,3-tetraethylisoindolin-2-yloxyl (TEISO) - based alkoxyamines which are expected to act as efficient polymerization initiators/mediators were prepared in this study. The 1,1,3,3-Tetraethylisoindolin-2-yloxylmethane (Me-TEISO), phenyl-(1,1,3,3-tetraethylisoindolin-2-yloxyl)methane (Bn-TEISO), 1-(1,1,3,3-tetraethylisoindolin-2-yloxy) terahydrofuran (THF-TEISO), 1-phenyl-(1,1,3,3-tetraethylisoindolin-2-yloxy)ethane(PE-TEISO) and 2- phenyl-2-(1,1,3,3-tetraethylisoindolin-2 -yloxy)propane, (Cu-TEISO) were successfully synthesized by coupling the radical methyl, Me-, (prepared via Fenton's reaction) and 1-phenethyl, PE- cumyl, Cu-, benzyl, Bn- and tetrahydrofuranyl, THF-(prepared via H-abstraction with diterbutylperoxyoxalate, DTBP) with TEISO.The thermal stability of these novel TEISO-based alkoxyamines were investigated. Bn-TEISO, PE-TEISO, and Cu-TEISO showed detectable dissociation at 40 - 125 degrees Celsius temperature range. Their half-lives and activation energies showed that steric crowding of the pendant R of the alkoxyamines increase the rate of dissociation and follows the trend Bn-PE-Cu-.Polymerization of styrene mediated by Cu-TEISO showed living properties only at high temperature, i.e. 110 degrees Celsius. Polymerization of MMA in the presence of Cu-TEISO showed significant termination which could be due to H-abstraction and transfer.
Abstract Format
html
Language
English
Format
Accession Number
TG02979
Shelf Location
Archives, The Learning Commons, 12F Henry Sy Sr. Hall
Physical Description
114 leaves
Keywords
Polymerization; Chromatographic analysis; Spectrum analysis
Recommended Citation
Cresidio, S. P. (2000). Controlled radical polymerization mediated by novel 2-alkoxy-1,1,3,3-tetraethylisoindolines. Retrieved from https://animorepository.dlsu.edu.ph/etd_doctoral/1213
