1) Polymers that glow in the dark 2) “Be my guest” 3) Reactive organic intermediates : 1) Polymers that glow in the dark 2) “Be my guest” 3) Reactive organic intermediates Paul A. Bonvallet
Department of Chemistry
January 23, 2007
Slide2 : Light-Emitting Organic Materials Fall 2006: Fossil FX6001 ($275 retail)
OLED Display
(Organic Light Emitting Diode) SO WHAT?
Ease of manufacture and processing
High resolution
Coverage of large surface area
Shock resistance
Low energy consumption
Projected $20B industry by 2012 http://crunchgear.com/2006/10/23/fossil-fx6001-bluetooth-watch-hands-on/
Slide3 : Opportunities in Light Emitting Materials Organic synthesis (polymers and their precursors)
Characterization: chromatography, spectroscopy (NMR, UV/vis, fluorescence)
Fabrication of light-emitting devices
Investigation of host-guest interactions with smaller model systems
(spectroscopy and isothermal titration calorimetry) CURRENT SENIORS:
Richard Giles
Brian Ondrusek
Ben Williams
Slide4 : Molecular Containers Carcerand Dendrimer Cyclodextrin Calixarene Examples of supramolecular (not supermolecular) chemistry:
“Chemistry beyond the molecule” Non-covalent complexes held together by hydrogen bonding, dipole-dipole interactions, p-p stacking, van der Waals forces
Applications in catalysis, drug delivery, fuel storage…
Slide5 : = b-cyclodextrin Encapsulation (and Release)
Slide6 : Opportunities with Molecular Containers Experimental
Organic synthesis (photoswitchable container, covalent modification of cyclodextrins)
Supramolecular (host-guest) chemistry
- Binding strength (Ka), stoichiometry, DH, DS
- Determination of “ideal” guests
- 1H NMR, UV/Visible spectroscopy
- Isothermal titration calorimetry (ITC)
Theoretical
Structure and energetics of host species
Prediction of binding strength
Screening potential guest species
http://www.microcal.com/index.php?id=14
Slide7 : Structure and Reactivity of Carbenes Applications of carbene chemistry (synthesis, photoaffinity labeling, and photolithography) depend upon a thorough understanding of fundamental principles that govern structure and reactivity:
– Geometry
– Spin state multiplicity (singlet or triplet)
– Environment (inter- vs. intramolecular reaction)
Experimental and computational investigation of 9-triptycylcarbene offers insight on modes and mechanisms of reaction
Slide8 : Opportunities with Carbenes Experimental
Organic synthesis (preparation of precursors)
Photochemical and thermal reactions
Mechanistic investigation and product determination
Theoretical
Prediction of geometric and electronic structure of carbenes
Determination of potential rearrangement products
Prediction of reaction pathways
Slide9 : Questions Paul Bonvallet
Severance 124
X 2610
pbonvallet@wooster.edu http://www.londonstimes.us/toons/cartoons/questions.jpg