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Molecules for Charge-Based Information Storage Lindsey and Bocian
with those available in modern foundries. Collectively, these 4 Gryko, D. T.; Clausen, C.; Roth, K. M.; Dontha, N.; Bocian, D. F.; Kuhr, W. G.; Lindsey, J. S.
Synthesis of “Porphyrin-Linker-Thiol” Molecules with Diverse Linkers for Studies of
features of the hybrid semiconductor/molecular DRAM sug- Molecular-Based Information Storage. J. Org. Chem. 2000, 65,7345–7355.
gest that manufacturing costs can be significantly lower than 5 Gryko, D. T.; Zhao,F.; Yasseri, A.A.; Roth,K.M.; Bocian,D.F.; Kuhr,W.G.; Lindsey, J. S.
Synthesis of Thiol-Derivatized FerrocenePorphyrins for Studies of Multibit Information
those of commercial DRAM chips. Storage. J. Org. Chem. 2000, 65,7356–7362.
While the demonstration of the prototypical semiconduc- 6 Clausen,C.;Gryko,D.T.; Dabke,R. B.; Dontha,N.;Bocian,D.F.; Kuhr,W. G.; Lindsey,J. S.
Synthesis of Thiol-Derivatized Porphyrin Dimers and Trimers for Studies of Architectural
tor/molecular DRAM is an important advance toward the Effects on Multibit Information Storage. J. Org. Chem. 2000, 65, 7363–7370.
commercialization of such designs, much additional work is 7 Clausen, C.; Gryko, D. T.; Yasseri, A. A.; Diers, J. R.; Bocian, D. F.; Kuhr, W. G.; Lindsey,
J. S. Investigation of Tightly Coupled Porphyrin Arrays Comprised of Identical Monomers for
needed before this goal can be achieved. These studies Multibit Information Storage. J. Org. Chem. 2000, 65, 7371–7378.
require focus on basic scientific issues such as molecular 8 Li, J.; Gryko,D.; Dabke, R. B.; Diers,J.R.; Bocian, D.F.; Kuhr,W.G.; Lindsey, J. S.
Synthesis of Thiol-Derivatized Europium Porphyrinic Triple-Decker Sandwich Complexes for
design, on-chip fabrication strategies, and molecular factors Multibit Molecular Information Storage. J. Org. Chem. 2000, 65, 7379–7390.
that affect interfacial electron-transfer processes. Regardless, 9 Gryko, D.; Li, J.; Diers, J. R.; Roth, K. M.; Bocian, D. F.; Kuhr, W. G.; Lindsey, J. S. Studies
Related to the Design and Synthesis of a Molecular Octal Counter. J. Mater. Chem. 2001,
the demonstration of a fully functional hybrid semiconduc- 11, 1162–1180.
tor/molecular DRAM is a necessary step toward commercia- 10 Gross, T.; Chevalier, F.; Lindsey, J. S. Investigation of Rational Syntheses of Heteroleptic
Porphyrinic Lanthanide (Europium, Cerium) Triple-Decker Sandwich Complexes. Inorg.
lization of such devices. Ultimately, molecular charge-based Chem. 2001, 40, 4762–4774.
information storage may prove beneficial for low-power 11 Roth, K. M.; Liu, Z.; Gryko, D. T.; Clausen, C.; Lindsey, J. S.; Bocian, D. F.; Kuhr, W. G.
Charge-Retention Characteristics of Self-Assembled Monolayers of Molecular-Wire-
electronics, 55 the design of novel transistors, 56 and where Linked Porphyrins on Gold. In Molecules asComponents of Electronic Devices;Lieberman,
circuitry must be deployed at low cost over large areas. 57 M., Ed.;ACS SymposiumSeries844;AmericanChemicalSociety: Washington,DC, 2003,
pp 5161.
12 Schweikart, K.-H.;Malinovskii,V.L.; Diers, J. R.;Yasseri, A.A.; Bocian, D.F.; Kuhr,W.G.;
Lindsey, J. S. Design, Synthesis, and Characterization of Prototypical Multistate Counters in
BIOGRAPHICAL INFORMATION Three Distinct Architectures. J. Mater. Chem. 2002, 12, 808–828.
13 Roth, K. M.; Lindsey, J. S.; Bocian, D. F.; Kuhr, W. G. Characterization of Charge Storage in
Jonathan S. Lindsey (b. 1956) received a B.S. in Chemistry from Redox-Active Self-Assembled Monolayers. Langmuir 2002, 18, 4030–4040.
Indiana University (1978) and a Ph.D. from Rockefeller University 14 Li, Q.; Mathur, G.;Homsi,M.; Surthi,S.; Misra, V.;Malinovskii, V.;Schweikart,K.-H.; Yu, L.;
(1983), where he also did postdoctoral research. After 12 years at Lindsey, J. S.; Liu, Z.; Dabke, R. B.; Yasseri, A.; Bocian, D. F.; Kuhr, W. G. Capacitance and
Conductance Characterization of Self-Assembled Ferrocene Monolayers on Silicon Sur-
Carnegie Mellon University, he joined North Carolina State Uni- faces for Memory Applications. Appl. Phys. Lett. 2002, 81, 1494–1496.
versity (1996) as Glaxo Distinguished University Professor of 15 Roth, K. M.; Gryko, D. T.; Clausen, C.; Li, J.; Lindsey, J. S.; Kuhr, W. G.; Bocian, D. F.
Chemistry. Comparison of Electron-Transfer and Charge-Retention Characteristics of Porphyrin-
Containing Self-Assembled Monolayers Designed for Molecular Information Storage. J.
David F. Bocian (b. 1950) received a B.S. in Chemistry from Phys. Chem. B 2002, 106,8639–8648.
North Carolina State University (1972) and a Ph.D. from the 16 Roth, K. M.; Yasseri, A. A.; Liu, Z.; Dabke, R. B.; Malinovskii, V.; Schweikart, K.-H.; Yu, L.;
Tiznado, H.; Zaera, F.;Lindsey,J.S.; Kuhr,W.G.; Bocian, D.F. MeasurementsofElectron-
University of California, Berkeley (1976). He did postdoctoral
Transfer Rates of Charge-Storage Molecular Monolayers on Si(100). Toward Hybrid
research at Caltech and then joined the faculty at the University Molecular/Semiconductor Information Storage Devices. J. Am. Chem. Soc. 2003, 125,
of California, Riverside, in 1979. He spent 6 years at Carnegie 505–517.
17 Li, Q.; Surthi, S.; Mathur, G.; Gowda, S.; Misra, V.; Sorenson, T. A.; Tenent, R. C.; Kuhr,
Mellon University (19851991) before returning to the University
W. G.; Tamaru, S.-I.; Lindsey, J. S.; Liu, Z.; Bocian, D. F. Electrical Characterization of
of California, Riverside, where he is now Distinguished Professor of Redox-Active Molecular Monolayers on SiO 2 for Memory Applications. Appl. Phys. Lett.
Chemistry. 2003, 83, 198–200.
18 Tomizaki, K.-y.; Yu, L.; Wei, L.; Bocian, D. F.; Lindsey, J. S. Synthesis of Cyclic Hexameric
Porphyrin Arrays. Anchors for Surface Immobilization and Columnar Self-Assembly. J. Org.
Chem. 2003, 68, 8199–8207.
19 Schweikart, K.-H.; Malinovskii, V. L.; Yasseri, A. A.; Li, J.; Lysenko, A. B.; Bocian, D. F.;
The authors wish to express gratitude to the many individuals Lindsey, J. S. Synthesis and Characterization of Bis(S-acetylthio)-Derivatized Europium
who contributed to the work described herein, and to acknowl- Triple-Decker Monomers and Oligomers. Inorg. Chem. 2003, 42,7431–7446.
20 Balakumar, A.; Lysenko,A. B.;Carcel, C.;Malinovskii, V. L.;Gryko, D. T.; Schweikart,K.-H.;
edge financial support from DARPA, the Center for Nanoscience Loewe, R. S.; Yasseri, A. A.; Liu, Z.; Bocian, D. F.; Lindsey, J. S. Diverse Redox-Active
Innovation for Defense, the Center for Nanoscale Science & Molecules Bearing O-, S-, or Se-Terminated Tethers for Attachment to Silicon in Studies of
Molecular Information Storage. J. Org. Chem. 2004, 69, 1435–1443.
Engineering, and ZettaCore, Inc. 21 Muthukumaran, K.; Loewe, R. S.; Ambroise, A.; Tamaru, S.-I.; Li, Q.; Mathur, G.; Bocian,
D. F.; Misra, V.; Lindsey, J. S. Porphyrins Bearing Arylphosphonic Acid Tethers for
Attachment to Oxide Surfaces. J. Org. Chem. 2004, 69, 1444–1452.
FOOTNOTES
22 Loewe, R. S.; Ambroise,A.; Muthukumaran, K.; Padmaja, K.;Lysenko, A. B.; Mathur, G.; Li,
*E-mail addresses: jlindsey@ncsu.edu; David.Bocian@ucr.edu. Q.; Bocian, D. F.; Misra, V.; Lindsey, J. S. Porphyrins Bearing Mono or Tripodal
BenzylphosphonicAcidTethers for Attachment to Oxide Surfaces. J. Org.Chem. 2004, 69,
1453–1460.
REFERENCES 23 Wei, L.; Padmaja, K.; Youngblood,W.J.; Lysenko, A. B.; Lindsey,J.S.; Bocian,D. F.
1 Carroll, R. L.; Gorman, C. B. The Genesis of Molecular Electronics. Angew. Chem., Int. Ed. Diverse Redox-Active Molecules Bearing Identical Thiol-Terminated Tripodal Tethers for
2002, 41, 4378–4400. Studies of Molecular Information Storage. J. Org. Chem. 2004, 69, 1461–1469.
2 Kuhr, W. G.; Gallo, A. R.; Manning, R. W.; Rhodine, C. W. Molecular Memories based on a 24 Gowda, S.; Mathur, G.; Li, Q.; Surthi, S.; Zhao, Q.; Lindsey, J. S.; Mobley, K.; Bocian, D. F.;
CMOS Platform. MRS Bull. 2004, 29, 838–842. Misra, V. Hybrid Silicon/Molecular Memories: Co-Engineering for Novel Functionality. IEEE
Int. Electron Devices Meet., Tech. Dig. 2003,537–540.
3 Roth, K. M.; Dontha, N.; Dabke, R. B.; Gryko, D. T.; Clausen, C.; Lindsey, J. S.; Bocian, D. F.;
Kuhr, W. G. Molecular Approach Toward Information Storage Based on the Redox Properties 25 Liu, Z.; Yasseri, A. A.; Lindsey, J. S.; Bocian, D. F. Molecular Memories That Survive Silicon
of Porphyrinsin Self-Assembled Monolayers. J.Vac.Sci. Technol.B.2000,18, 2359–2364. Device Processing and Real-World Operation. Science 2003, 302, 1543–1545.
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