2015
DOI: 10.1038/nchem.2160
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Molecular length dictates the nature of charge carriers in single-molecule junctions of oxidized oligothiophenes

Abstract: To develop advanced materials for electronic devices, it is of utmost importance to design organic building blocks with tunable functionality and to study their properties at the molecular level. For organic electronic and photovoltaic applications, the ability to vary the nature of charge carriers and so create either electron donors or acceptors is critical. Here we demonstrate that charge carriers in single-molecule junctions can be tuned within a family of molecules that contain electron-deficient thiophen… Show more

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Cited by 155 publications
(155 citation statements)
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“…88 Since the lone pairs of sulfur in the thiophene unit are engaged in bonding to oxygen, the TDO moiety provides an oligoene-like backbone. However, this is not the all-trans configuration seen in the carotenoids.…”
Section: Resultsmentioning
confidence: 99%
“…88 Since the lone pairs of sulfur in the thiophene unit are engaged in bonding to oxygen, the TDO moiety provides an oligoene-like backbone. However, this is not the all-trans configuration seen in the carotenoids.…”
Section: Resultsmentioning
confidence: 99%
“…Figure 3a presents I-V measurements for a family of derivatives containing 3-5 TDO units (TDO3-TDO5) measured in PC. For junctions in this series it has been shown previously that the LUMO moves closer to E F with the addition of TDO units 13 . We find that all three I-V curves display strong asymmetries, with significantly more current (reaching close to 0.1 μA) at negative tip Figure 2 | Energy level diagram illustrating the rectification mechanism for a LUMO conducting molecular junction.…”
mentioning
confidence: 88%
“…This allows us to control the junction's electrostatic environment in an asymmetric fashion by simply changing the bias polarity. With this method, we reliably and reproducibly achieve rectification ratios in excess of 200 at voltages as low as 370 mV using a symmetric oligomer of thiophene-1,1-dioxide 13,14 . By taking advantage of the changes in the junction environment induced by the presence of an ionic solution, this method provides a general route for tuning nonlinear nanoscale device phenomena, which could potentially be applied in systems beyond single-molecule junctions.…”
mentioning
confidence: 96%
“…[1][2][3][4][5][6] In addition, the recent development of simple methods for their preparation has enabled the synthesis of unexplored families of sulfur-oxygenated oligoand polythiophenes with potential applications spanning from organic electronics to chemical biology. [7][8][9][10][11][12][13][14][15][16][17][18][19] The incorporation of strong electron acceptor TDO moieties deeply affects the HOMO-LUMO energy levels of the material causing a substantial reduction of the energy gap.…”
mentioning
confidence: 99%