Fred Wudl

B.S. 1964, UCLA; Ph.D. 1967, UCLA; Postdoctoral, 1967 - 1968, Harvard University; Fellow of the American Association for the Advancement of Science, 1989; William Rauscher Lecturer in Chemistry Award awarded by Rensselaer Polytechnic Institute, September 1992; Karcher Lecturer, University of Oklahoma, 1992; Peter A. Leermakers Lecturer, 1992; 3M Lecturer, University of British Columbia, 1992; Stouffer Award, University of Southern California, 1993; Arthur D. Little Award, 1993; American Chemical Society Arthur C. Cope Scholar Award, 1993; Wheland Medal, University of Chicago, 1994; The "Giulio Natta" Medal, Italian Chemical Society, Rome, Italy, 1994; American Chemical Society Award for Chemistry of Materials, 1996; Bayer Lecturer, Cornell University, 1996.

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 RESEARCH INTERESTS

We explore several research programs: organic metals/superconductors, organic ferromagnets, ultrahard organic materials, and conjugated polymers. All of these involve interdisciplinary research.

Organic Metals/Superconductors.

These are based on buckminsterfullerene C60 and sulfur heterocycles. In the former, we have developed the chemistry of fulleroids and methanofullerenes (expanded fullerenes) as shown below for a series of .methanofullerenes:

 

This reaction was employed for the preparation of a derivative which inhibits various HIV (AIDS) virus enzymes. More recently we prepared a buckminsterfullerene with an orifice on its surface and the first azafullerenes C59HN and C69HN.

Organic Ferromagnets.

Here we discovered the first organic ferromagnet based on C60. The material C60(TDAE) showed a transition to the ferromagnetic state at 16 K. We are also in the process of synthesizing molecules with triply degenerate LUMO orbitals, akin to the C60 LUMO level.

Conjugated Polymers. In this project we prepared chiral and processable polymers with a conjugated backbone for the preparation of organic light emitting diodes (LED's). The polymers we prepared are:

 Organoferromagnet#1 chemdrawing

 Organoferromagnet#2 chemdrawing

Where the chirality is derived from naturally occurring, optically active alcohols such as citronellol, etc. Specific rotations on the order of 3000 degrees were observed in the solid state, indicating that the conjugated polymer must be assuming a helical conformation. Polymers B (above) are being used for the development of very sensitive bioassays.

MOST RECENT PUBLICATIONS

Total Wudl Publications

 356. A Thermally Re-mendable Cross-Linked Polymeric Material. Chen, X.; Dam, M.A.; Ono, K.; Mal, A.; Shen, H.; Nutt, S.R.; Sheran, K.; Wudl, F. Science 2002, 295, 1698-1702.

357. The Structure of a Tetraazapentacene Molecular Monolayer. Choi, H.; Yang, X.; Mitchell, G.W.; Collier, C.P.; Wudl, F.; Heath, J.R. J. Phys. Chem. B 2002, 106 (8), 1833-1839.

358. An Insight into the Aromaticity of Fullerene Anions: Expermiental Evidence for Diamagnetic Ring Currents in the Five-Membered Rings of C606- and C706-. Stemfeld, T.; Thilgen, C.; Hoffman, R.E.; Heras, M. R. C.; Diederich, F.; Wudl, F.; Scott, L.T., Mack, J. Rabinovitz, M. J. Am. Chem. Soc. 2002, 124, 5734-5738.

359. Fullerene Materials. Wudl, F. J. Mat. Chem. 2002, 7, 1959-1963.

360. Photochemical Response of Electronically Reconfigurable Molecular-Based Switching Tunnel Junctions. Collier, C.P.; Ma, B.; Wong, E.W.; Heath, J.R.; Wudl, F. ChemPhysChem, 2002, 5, 458-461.

361 An Insight into the Aromaticity of Fullerene Anions: Experimental Evidence for Diamagnetic Ring Currents in the Five-Membered Rings of C606- and C706-. JACS, 2002, 124, 5734-5738.

362. An Efficient Synthesis of Dibenzocycloocta-4a,6a,-diene-5,11-diyne and its Precursors. Chaffins, S.; Brettreich, M.; Wudl, F. Synthesis, 2002, 9, 1191-1194.

363. Synthesis, X-ray Structure and Properties of a Tetra-Benzannelated 1,2,4,5-Cyclophane. Brettreich, M.; Bendikov, M.; Chaffins, S.; Perepichka, D.F.; Dautel, O.; Duong, H.; Helgeson, R.; Wudl, F. Angew. Chem., Int. Ed., 2002, 41(19), 3688-3691.

364. Saab AP. Stucky GD. Srdanov VI. Hummelen JC. Gonzalez M. Wudl F. "Optical and transport properties of an alkali-doped
methanofullerene: J, Chem. Phys., 2002, 117, 5109-5112.

365. Chen XX. Dam MA. Ono K. Mal A. Shen HB. Nutt SR. Sheran K. Wudl F. "A thermally re-mendable cross-linked polymeric
material" Science, 2002, 295, 1698-1702,

366. Cravino A. Loi MA. Scharber MC. Winder C. Neugebauer H. Denk P. Meng H. Chen Y. Wudl F. Sariciftci NS. 'Spectroscopic properties of PEDOTEHIITN, a novel soluble low band-gap conjugated polymer" Synthetic Metals, 2003, 137 (1-3 Part 2 Special Issue SI), 1435-1436.

367. Chen XX. Wudl F. Mal AK. Shen HB. Nutt SR. "New thermally remendable highly cross-linked polymeric materials" Macromolecules, 2003, 36, 1802-1807.

368. Meng H. Perepichka DF. Wudl F. "Facile solid-state synthesis of highly conducting poly(ethylenedioxythiophene)" Angewandte 369. Chemie-International Edition, 2003, 42, 658-661.

370. Meng H. Tucker D. Chaffins S. Chen YS. Helgeson R. Dunn B. Wudl F. "An unusual electrochromic device based on a new low-bandgap conjugated polymer" Advanced Materials, 2003, 15, 146-+.

Work in Progress or In Press

1. Influence of the Chemical Structure on the Liminescence Properties of Organic Dye Molecules. Zojer, E.; Rant, U.; Lesing, G.; Schulte, N.; Schülter, A-D.; Wudl, F.; Brédas, J-L. Mat. Res. Soc. Proc. (submitted to the MRS).

2. Exciton Localization and Intra-Molecular Energy Transfer in Novel Conjugated Organic Molecules. Zojer, E.; Jean-Phi; Buchacher, P.; Wudl, F.; Brédas, J.L.; Leising, G.

3. Short Synthesis and Comparative Optical properties of a Pyrrolo Diazatetracent. Cheng, Y.; Ma, B.; Sedó, J.; Wudl, F. (submitted to J. Org. Chem. 7/14/00).

4. One-pot Synthesis of Indazole Derivatives via 1,3-Dipolar Cycloaddition of Trimethysilyldiazomethane with Benzynes. Zhang, Q.; Duong, H.; Wudl, F. (submitted to Synlett, 6/20/02).

5. Liquid Crystalline Phase behavior in a Zwitterionic Tetraazapentacene. Riley, A.E.; Mitchell, G.W.; Koutentis, A.P.; Bendikov, M.; Wudl, F. (submitted to Adv. Funct. Mater. 5/1/02).

6. Facile Solid State Synthesis of Highly Conducting Poly(ethylenedioxythiophene). Meng, H.; Perepichka, D.F.; Wudl, F.; Pan, G.; Yu, W.; Duong, W.; Brown, S. (submitted to Science).

7. An Unusual Electrochromic Device Based on A New Low Band Gap Conjugated Polymer. Meng, H.; Tucker, D.; Chaffins, S.; Chen, Y.; Dunn, B.; and Wudl, F. (submitted to Adv. Mater. 9/5/02).

8. A Transparent Shape-Memory Polyurethane. Chen, X.; Wudl, F.; Nutt, S.R. (submitted to Adv. Mater. 9/6/02).

9. Tetramethylpentacene: A Pentacene Derivative Showing Field Effect Mobility Comparable with Pentacene. Meng, H.; Bendikov, M.; Mitchell, G.; Helgeson, R.; Wudl, F.; Bao, Z.; Siegrist, T.; Kloc, C.; Chen, C-H. (submitted to Adv. Mater. 11/6/02).

10. A Highly Stable, New Electrochromic Polymer: Poly(1,4-Bis(2-[3¢,4¢-ethylenedioxy]thienyl)-2-methoxyl-5-2¢¢-ethylhexylbenzene). Sonmez, G.; Meng, H.; Zhang, Q.; Wudl, F. (submitted to Adv.Funct.Mat., 12/19/02).

 

Wudl Research Group

 

ADDITIONAL INFORMATION

Exotic Materials Institute


Email: wudl@chem.ucla.edu
Phone: 310-206-0941
Fax: 310-825-0767
 
University of California, Los Angeles
Department of Chemistry and Biochemistry
607 Charles E. Young Drive East
Los Angeles, CA 90095-1569

 

Updated on 5/30/03 by Alice Ramirez: alice@chem.ucla.edu