Diverse Redox-Active Molecules Bearing Identical Thiol-Terminated Tripodal Tethers for Studies of Molecular Information Storage

2004 ◽  
Vol 69 (5) ◽  
pp. 1461-1469 ◽  
Author(s):  
Lingyun Wei ◽  
Kisari Padmaja ◽  
W. Justin Youngblood ◽  
Andrey B. Lysenko ◽  
Jonathan S. Lindsey ◽  
...  
2005 ◽  
Vol 09 (07) ◽  
pp. 491-508 ◽  
Author(s):  
Andrey B. Lysenko ◽  
Vladimir L. Malinovskii ◽  
Kisari Padmaja ◽  
Lingyun Wei ◽  
James R. Diers ◽  
...  

An approach toward molecular information storage employs redox-active molecules attached to an electroactive surface. The chief advantages of such molecular capacitors include higher charge density and more versatile synthetic design than is afforded by typical semiconductor charge-storage materials. An architecture containing two triple-decker sandwich coordination complexes and an S-acetylthiomethyl-terminated tether has been designed for multibit storage. Each triple decker is composed of two phthalocyanines, one porphyrin, and two europium atoms. The oxidation potentials of each triple decker are tuned through the use of different substituents on the phthalocyanines (t-butyl, methyl, H ) and porphyrins (pentyl, p-tolyl). Interleaving of the four cationic oxidation states of each triple decker potentially affords eight distinct oxidation states. Two dyads were examined in solution and in self-assembled monolayers (SAMs) on a Au surface. One dyad exhibited eight distinct states in solution and in the SAM, thus constituting a molecular octal counter. The potentials ranged from −0.1-+1.3 V in solution and +0.1-+1.6 V in the SAM. Taken together, this approach provides a viable means of achieving multibit information storage at relatively low potential.


2004 ◽  
Vol 69 (5) ◽  
pp. 1435-1443 ◽  
Author(s):  
Arumugham Balakumar ◽  
Andrey B. Lysenko ◽  
Carole Carcel ◽  
Vladimir L. Malinovskii ◽  
Daniel T. Gryko ◽  
...  

ChemInform ◽  
2004 ◽  
Vol 35 (26) ◽  
Author(s):  
Lingyun Wei ◽  
Kisari Padmaja ◽  
W. Justin Youngblood ◽  
Andrey B. Lysenko ◽  
Jonathan S. Lindsey ◽  
...  

2008 ◽  
Vol 8 (9) ◽  
pp. 4813-4817 ◽  
Author(s):  
Izabela Schmidt ◽  
Jieying Jiao ◽  
David F. Bocian ◽  
Jonathan S. Lindsey

An approach for molecular information storage entails use of redox-active molecules attached to an electroactive surface. Understanding the structural features that give rise to robust molecular monolayers with high charge density is an essential objective. Toward this goal, a zinc-porphyrin bearing an all-carbon bipodal tether, 5-(1,6-heptadien-4-yl)-15-phenyl-10,20-di-p-tolylporphinatozinc(II), has been synthesized by the reaction of a dipyrromethane and a dipyrromethane-1,9-dicarbinol. The porphyrin was attached to Si(100) via a high temperature procedure. The resulting molecular monolayers exhibited surface coverages, adsorption geometries, electron-transfer rates, and stabilities under repeated electrochemical cycling that are similar to those obtained with monopodal carbon tethers. The observation that the bipodal anchor does not provide enhanced stability is surprising given that attachment is achieved via two versus one covalent linkage.


2007 ◽  
Vol 11 (10) ◽  
pp. 699-712 ◽  
Author(s):  
Oleg V. Kulikov ◽  
Izabela Schmidt ◽  
Ana Z. Muresan ◽  
Marcia A.-P. Lee ◽  
David F. Bocian ◽  
...  

Porphyrins may serve as the active charge-storage medium in memory chips. A series of 14 porphyrins (trans-A2B2, trans-AB2C, or A4 type; free base, copper or zinc chelate) has been synthesized for investigation of metal deposition on porphyrin monolayers. Each trans-AB2C porphyrin is equipped with a surface attachment group and a distal functional group (or flanking functional groups). The surface attachment groups include S-acetylthiomethyl, hydroxymethyl, TMS-ethynyl, allyl, and triallylmethyl; the functional groups include amino, cyano, dipyrrin-5-yl, formyl, and nitro; all of which are attached to the p-position of a porphyrin meso-phenyl group. Two non-redox-active triallylmethyl-substituted arenes were also prepared for use as control compounds.


1991 ◽  
Vol 43 (1-2) ◽  
pp. 2853-2858 ◽  
Author(s):  
A Grupp ◽  
W Zweygart ◽  
M Mehring

2000 ◽  
Vol 65 (22) ◽  
pp. 7379-7390 ◽  
Author(s):  
Junzhong Li ◽  
Dorota Gryko ◽  
Rajeev B. Dabke ◽  
James R. Diers ◽  
David F. Bocian ◽  
...  

Langmuir ◽  
2000 ◽  
Vol 16 (4) ◽  
pp. 1924-1930 ◽  
Author(s):  
Christopher L. Brown ◽  
Ulrich Jonas ◽  
Jon A. Preece ◽  
Helmut Ringsdorf ◽  
Markus Seitz ◽  
...  

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