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Division of Polymer Chemistry (POLY) Division of Polymer Chemistry (POLY) Graphical Abstracts Submitted for the 248th ACS National Meeting & Exposition August 10-14, 2014 | San Francisco, CA • Chemistry & Global Stewardship Division of Polymer Chemistry (POLY) Table of Contents [click on a session time (AM/PM/EVE) for link to abstracts] Session SUN MON TUE WED THU AM AM AM AM AM Controlled Radical Polymerization PM PM PM PM PM EVE General Topics: New Synthesis and Characterization of AM AM AM AM AM Polymers PM EVE PM PM AM Green Polymer Chemistry: Biobased Materials and AM AM AM AM PM Biocatalysis** PM PM PM PM EVE AM Metal-Containing and Metallo-Supramolecular Polymers AM AM AM AM PM and Materials** PM PM PM PM EVE AM AM AM Poly(2-Oxazoline)s and Polypeptoids** PM PM PM EVE AM Polymers for Additive Manufacturing** EVE PM Industrial Polymer Scientist Award: Symposium in Honor AM of Robert D. Allen, IBM 2014 Biomacromolecules/Macromolecules Young PM Investigator Award Industrial Innovations in Polymer Chemistry PM Sci-Mix EVE AM AM AM Transport in Polymer Membranes** PM PM PM EVE DSM Science and Technology Award: Innovative Polymer PM Solutions for Biomedical Applications AM AM Polymer Degradation, Performance and Ultimate Stability EVE PM PM POLY/PMSE Plenary Lecture and Awards Reception EVE **Primary organizer of Cosponsored symposium. Note: ACS does not own copyrights to the individual abstracts. For permission, please contact the author(s) of the abstract. POLY Scott Iacono, Malika Jeffries-El, Dylan Boday, Jeffrey Youngblood Sunday, August 10, 2014 1 - Aquazol®: The continuing saga Bernard Gordon III, [email protected], Laura Stratton, Rajneesh Verma, Tara Whaley Smith. Polymer Chemistry Innovations Inc, Tucson, United States Aquazol® (poly(2-ethyloxazoline)) is a high performance, water soluble, thermoplastic polymer, produced solely by Polymer Chemistry Innovations. The nontoxic, thermally stable material is one of the few water-soluble polymers that is extruder compatible. Aquazol can be easily extruded due to its thermal stability and low Tg. However, the polymer is a glass at room temperature therefore pure extruded fibers are unable to be spooled. The addition of plasticizers to the polymer affords a flexible fiber suited for various applications, which may include 3D printing. Control of the monomers, initiators, and concentration allows the polymer to be prepared as homo or copolymers with precise molecular weights with low poly dispersity and controlled end groups. Narrow molecular weight distribution has already been shown to be important for transfection agents made from Aquazol. Diblocks and random copolymers have been prepared from 2-ethyloxazoline and other oxazolines. Difunctional Aquazol has been prepared for incorporation into triblock and multiblock copolymers to make thermoplastic hydrogels. Sunday, August 10, 2014 08:05 AM Poly(2-Oxazoline)s and Polypeptoids (08:00 AM - 11:55 AM) Location: Hilton San Francisco Union Square Room: Golden Gate 6 POLY Scott Iacono, Malika Jeffries-El, Dylan Boday, Jeffrey Youngblood Sunday, August 10, 2014 2 - Polymerization of 2-oxazolines via cationic and enzymatic catalysis to functional polymers Shiro - Kobayashi, [email protected], Center for Fiber & Textile Science, Kyoto Institute of Technology, Kyoto, Kyoto 606- 8585, Japan Polymerization of 2-oxazolines has history of half a century, the reaction mode of which is known as cationic ring-opening polymerization (CROP: reaction 1).1 Two decades ago, we found that 2-oxazoline compounds acted as useful monomers in enzymatic polymerizations (EROPA: reaction 2).2 In this presentation we will mention the developments of these polymerizations, which mainly our group explored for these four decades. These two are quite different in reaction mode to produce a variety of functional polymers having completely different structures; poly(N-acylethylenimine)s via CROP and 2-amino-2-deoxy sugar unit- containing polysaccharides via EROPA, respectively. 1 Makino, A.; Kobayashi, S. J. Polym. Chem., Part A: Polym. Chem. 2010 , 48, 1251-1270.; Kobayashi, S. In Polymer Science: A Comprehensive Reference, K. Matyjaszewski and N. Moeller Eds. (Elsevier), Vol. 4, 397-426 (2012). 2 Kobayashi, S.; Uyama, H.; Kimura, S. Chem. Rev., 2001 , 101, 3793-3818.; Kobayashi, S.; Makino, A. Chem. Rev., 2009 , 109, 5288-5353.; Kobayashi, S. Encyclopedia of Polymer Science and Technology, (Wiley), Posted online, June 15, 2011. Sunday, August 10, 2014 08:35 AM Poly(2-Oxazoline)s and Polypeptoids (08:00 AM - 11:55 AM) Location: Hilton San Francisco Union Square Room: Golden Gate 6 POLY Scott Iacono, Malika Jeffries-El, Dylan Boday, Jeffrey Youngblood Sunday, August 10, 2014 3 - Amphiphilic, responsive, and bisensitive hydrogels and nanogels based on polyoxazolines Brigitte Voit1, [email protected], Karl-Friedrich Arndt2, Markus Binner1, Hartmut Komber1, Juan Rueda3, Stefan Zschoche1. (1) Leibniz-Institut fuer Polymerforschung Dresden e.V., Dresden, Germany, (2) Physikalische Chemie der Polymere, Technische Universität Dresden, Dresden, Germany, (3) Laboratorio de Polímeros, Sección Física, DGI,, Pontificia Universidad Católica del Perú, Lima, Peru Several hydrophilic, amphiphilic and thermo- and pH responsive polymers have been synthesized in our group based on polyoxazoline chemistry. By copolymerization of polyoxazoline macromomoners as well as macromolecular crosslinkers amphiphilic gels have been prepared effectively. The grafting from approach has been used to realize thermo- as well as pH sensitive gels. E.g. graft copolymers with thermo-sensitive poly(N-isopropylacrylamide) backbone and pH-sensitive hydrophilic poly(2- carboxyethyl-2-oxazoline) graft chains were synthesized by combination of free-radical and cationic polymerization and their amphiphilic behaviour was characterized. Stable micelle-like aggregates were formed by increase of temperature in a specific pH range of 4.5 to 5.5. The micelles have been successfully cross-linked by electron-beam irradiation yielding stable core-shell type nanogels of about 100 nm diameter with reversible thermo- and pH-dependent swelling behaviour addressed independently within the core and shell structure. The reversible bi-sensitivity of core-crosslinked nanogels has been verified by dynamic light scattering and atomic force microscopy measurements and demonstrated the predicted core-shell structures of the aggregates. Similar nanogels are ideal candidates to be used as multi-responsive material in microfluidic channels acting on temperature as well as pH changes by opening or closing a channel, a highly interesting feature in chemical transistors. Figure 1 : Chemical structure and DLS measurements of PNiPAAm-g-p(carboxyethylcarboxyethyl-2-oxazoline) nanogels below and above the phase transition temperature of the core against pH. S. Zschoche, J. C. Rueda, M. Binner, H. Komber, A. Janke, K.-F. Arndt, B. Voit, Macromol. Chem. Phys., 2012, 213, 215. Sunday, August 10, 2014 09:05 AM Poly(2-Oxazoline)s and Polypeptoids (08:00 AM - 11:55 AM) Location: Hilton San Francisco Union Square Room: Golden Gate 6 POLY Scott Iacono, Malika Jeffries-El, Dylan Boday, Jeffrey Youngblood Sunday, August 10, 2014 4 - LipoPOx: Partnership between polyoxazoline and lipids Vincent Lapinte, [email protected], Mylène Stemmelen, Chloé Giardi, Laetitia Korchia, Jean Jacques Robin. Institut Charles Gerhardt de Montpellier UMR 5253, FRANCE, Montpellier, France Amphiphilic copolymers have the ability to self-assemble into a wide variety of morphologies in solution or in bulk giving soft materials such as spheres, rods, vesicles, micelles, nanofibers, and nanotubes for numerous applications such as drug delivery systems, nanoreactors and nanotemplates. To build amphiphilic copolymers, numerous hydrophobic blocks have already been linked to hydrophilic polyoxazoline. An interesting association concerns the lipids and the polyoxazoline named LipoPolyoxazoline (LipoPOx). Different lipidic derivatives (triacylglycerol, glycerol and fatty acid) can be explored.1 For instance, oxazoline monomers based on fatty acids have already been described and allowed the synthesis of amphiphilic copolymers with hydrophobic polyoxazoline block.2 The fatty (or alkyl) chains can also be employed in the synthesis of amphiphilic diblock copolymers using them as initiators or terminating agents. Moreover, the use of derivatives of glycerol (by-product of biodiesel) as initiators was investigated in the functionalization of polyoxazolines.3 Finally, the synthesis and the self-assembly in water of amphiphilic star copolymers were examined using functionalized vegetable oils to polymerize oxazolines.4,5Some of these synthetic routes would be detail in order to show the fruitful lipidic-POx combination. 1: R. Hoogenboom Eur. J. Lipid Sci. Technol. 2011 , 113, 59–71. 2: Hoogenboom, R., Fijten, M. W. M., Thijs, H. M. L., Van Lankvelt, B. M., Schubert, U. S. Des. Monomers Polym. 2005 , 8, 659– 671. 3: Giardi C., Lapinte V., Nielloud F., Devoisselle J.M., Robin J.J. J. Polym. Sci. Part A: Polym. Chem. 2010 , 48, 4027-4035. 4: Travelet C., Stemmelen M., Lapinte V., Robin J.J.,Dubreuil F., Borsali R. J. Nanopart. Res. 2013 , 15, 1626-1641. 5: Stemmelen M., Lapinte V., Travelet C., Borsali R., Robin J.J. Polymer Chemistry 2013 , 4, 1445-1458. Sunday, August 10, 2014 09:55 AM Poly(2-Oxazoline)s and Polypeptoids (08:00 AM - 11:55 AM) Location: Hilton San Francisco Union Square Room: Golden Gate 6 POLY Scott Iacono, Malika Jeffries-El, Dylan Boday, Jeffrey Youngblood Sunday, August 10, 2014
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