Charge—Retention Characteristics of Self-Assembled Monolayers of <i>Molecular—Wire</i>-Linked Porphyrins on Gold

Roth, Kristian M.; Liu, Zhiming; Gryko, Daniel T.; Clausen, Christian A.; Lindsey, Jonathan S.; Bocian, David F.; Kuhr, Werner G.

doi:10.1021/bk-2003-0844.ch005

Cited by 13 publications

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“…The solution electrochemical characteristics of the various tripodal complexes were examined prior to the studies of the SAMs of the complexes. The solution voltammetric characteristics of Fc-Tpd (Fc 0/1+ ∼0.2 V), ZnP-Tpd (ZnP 0/1+ ∼0.6 V; ZnP 1+/2+ ∼0.9 V), Fc-ZnP-Tpd (Fc 0/1+ ∼0.2 V; ZnP 0/1+ ∼0.6 V; ZnP 1+/2+ ∼0.9 V), Bu 8 TD-Tpd (TD 0/1+ ∼0.1 V; TD 1+/2+ ∼0.6 V; TD 2+/3+ ∼1.0 V; TD 3+/4+ ∼1.3), and TD-Tpd (TD 0/1+ ∼0.2 V; TD 1+/2+ ∼0.6 V; TD 2+/3+ ∼1.0 V; TD 3+/4+ ∼1.3 V) (not shown) are essentially identical to those we have previously reported for the complexes with the same redox centers that contain a single S -acetylthio group rather than the tripodal S -acetylthio tether. − ,, ,, This is expected because the linker is relatively long and the S -acetylthio group exerts little influence on the redox center.…”

Section: Resultsmentioning

confidence: 99%

“…The rational design of molecular-based information storage devices that rely on charge accumulation requires an understanding of the electron-transfer dynamics of diverse redox-active groups attached to electroactive surfaces. In studies of self-assembled monolayers (SAMs) of ferrocenes and porphyrins attached to Au via thiol tethers, we found the two types of molecules to have dramatically different electron-transfer characteristics. , These differences encompassed both the electron-transfer rates measured in the presence of applied potential and the charge-dissipation rates in the absence of applied potential. In particular, the electron-transfer kinetics for the porphyrins were considerably slower (at least 10-fold) than for the ferrocenes.…”

Section: Introductionmentioning

confidence: 99%

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

et al. 2003

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To examine the effects of molecular structure on charge storage in self-assembled monolayers (SAMs), a family of redox-active molecules has been prepared wherein each molecule bears a tether composed of a tripodal linker with three protected thiol groups for surface attachment. The redox-active molecules include ferrocene, zinc porphyrin, ferrocene-zinc porphyrin, magnesium phthalocyanine, and triple-decker lanthanide sandwich coordination compounds. The tripodal tether is based on a tris[4-(S-acetylthiomethyl)phenyl]-derivatized methane. Each redox-active unit is linked to the methane vertex by a 4,4'-diphenylethyne unit. The electrochemical characteristics of each compound were examined in solution and in SAMs on Au. Redox-kinetic measurements were also performed on the SAMs (with the exception of the magnesium phthalocyanine) to probe (1) the rate of electron transfer in the presence of an applied potential and (2) the rate of charge dissipation after the applied potential is disconnected. The electrochemical studies of the SAMs indicate that the tripodal tether provides a more robust anchor to the Au surface than does a tether with a single site of attachment. However, the electron-transfer and charge-dissipation characteristics of the two tethers are generally similar. These results suggest that the tripodal tether offers superior stability characteristics without sacrificing electrochemical performance.

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Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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

et al. 2003

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“…The thiol-derivatized molecules have been examined in SAMs on Au. The major objectives of the studies on Au were to carry out fundamental studies of the effects of molecular architecture and linker composition/length on charge-retention properties and rates of electron transfer. − For practical applications, we recently examined a much more limited selection of compounds on Si(100). , The molecules examined were 4-(hydroxymethyl)phenylferrocene ( 1-OH ) and 5-[4-(hydroxymethyl)phenyl]-10,15,20-trimesitylporphinatozinc(II) ( 2-OH ). For surface dilution effects, the inert adsorbate biphenylmethanol ( 3-OH ) was employed.…”

Section: Introductionmentioning

confidence: 99%

Diverse Redox-Active Molecules Bearing O-, S-, or Se-Terminated Tethers for Attachment to Silicon in Studies of Molecular Information Storage

et al. 2003

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A molecular approach to information storage employs redox-active molecules tethered to an electroactive surface. Attachment of the molecules to electroactive surfaces requires control over the nature of the tether (linker and surface attachment group). We have synthesized a collection of redox-active molecules bearing different linkers and surface anchor groups in free or protected form (hydroxy, mercapto, S-acetylthio, and Se-acetylseleno) for attachment to surfaces such as silicon, germanium, and gold. The molecules exhibit a number of cationic oxidation states, including one (ferrocene), two [zinc(II)porphyrin], three [cobalt(II)porphyrin], or four (lanthanide triple-decker sandwich compound). Electrochemical studies of monolayers of a variety of the redox-active molecules attached to Si(100) electrodes indicate that molecules exhibit a regular mode of attachment (via a Si-X bond, X = O, S, or Se), relatively homogeneous surface organization, and robust reversible electrochemical behavior. The acetyl protecting group undergoes cleavage during the surface deposition process, enabling attachment to silicon via thio or seleno groups without handling free thiols or selenols.

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“…The two molecules studied here have also been shown to have long charge-retention using an OCPA method. 30 These properties make the EMS capacitor attractive for memory applications. One of the applications is a molecular DRAM cell where the EMS capacitor replaces the capacitor in a conventional 1T-1C DRAM cell.…”

Section: Applications For Memory Devicesmentioning

confidence: 99%

Hybrid Silicon-Molecular Electronics

2008

Mod. Phys. Lett. B

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As CMOS technology extends beyond the current technology node, many challenges to conventional MOSFET were raised. Non-classical CMOS to extend and fundamentally new technologies to replace current CMOS technology are under intensive investigation to meet these challenges. The approach of hybrid silicon/molecular electronics is to provide a smooth transition technology by integrating molecular intrinsic scalability and diverse properties with the vast infrastructure of traditional MOS technology. Here we discuss: (1) the integration of redox-active molecules into Si-based structures, (2) characterization and modeling of the properties of these Si/molecular systems, (3) single and multiple states of Si/molecular memory, and (4) applications based on hybrid Si/molecular electronic system.

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Charge—Retention Characteristics of Self-Assembled Monolayers of Molecular—Wire-Linked Porphyrins on Gold

Cited by 13 publications

References 0 publications

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

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

Diverse Redox-Active Molecules Bearing O-, S-, or Se-Terminated Tethers for Attachment to Silicon in Studies of Molecular Information Storage

Hybrid Silicon-Molecular Electronics

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