High-Resolution STM and XPS Studies of Thiophene Self-Assembled Monolayers on Au(111)

Noh, Jaegeun; Ito, Eisuke; Nakajima, Ken; Kim, Jin‐Yeol; Lee, Haiwon; Hara, Masahiko

doi:10.1021/jp020482w

Cited by 169 publications

(180 citation statements)

References 35 publications

(64 reference statements)

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“…Sako et al 15 examined the electronic structure of the TP SAM by near-edge X-ray absorption fine structure (NEXAFS) spectroscopy in C K-edge, and proposed that the TP ring decomposed. However, the molecular-scale STM observation in our study revealed that TP molecules on Au(111) in an ethanol solution can form low coverage 12 or high coverage 13 ordered SAMs, depending on the experimental conditions.…”

Section: Introductionmentioning

confidence: 59%

“…The structural details and a proposed model of THT and TP SAMs on Au(111) were described in our previous paper. 13,20 The comparative STM study for THT and TP SAMs clearly demonstrated that the π-conjugated systems of the molecular backbone strongly affect the formation and structure of SAMs during the molecular self-assembly of organic thiol molecules. On the other hand, the phase transitions of TP SAMs from a flat-lying orientation with a (3 × 3) structure, to a vertical orientation with a (√3 ×√3) R30° structure, were observed at 0.3 and 0.6 V in 0.1 M HClO4 solution.…”

Section: Methodsmentioning

confidence: 98%

“…18,19 Recently, we found that the adsorption of THT molecules on Au(111) in an ethanol solution led to the formation of ordered SAMs via the chemical reaction between the sulfur headgroup and the gold surface. 20 Our previous XPS studies showed that the S atoms both in the THT and TP SAMs were chemically bound to the Au(111) surface, 13,14,20 since the observed peak positions were almost the same as those of the alkanethiol SAMs. 21,22 This means that the THT and TP molecules were bound to the Au(111) surface through the S-Au chemical bond, as shown in Figure 1.…”

Section: Introductionmentioning

confidence: 95%

“…The surface structure and adsorption states of π-conjugated organic molecules such as tolanes, thiophene (TP), and oligothiophenes have been studied, using scanning tunneling microscopy (STM), X-ray photoelectron spectroscopy (XPS), and surface-enhanced Raman spectroscopy. [10][11][12][13][14] Several XPS and NEXAFS studies have focused on TP monolayers on a gold surface deposited under an ultra-high vacuum (UHV) condition. Recently, it was found 14,15 that the positions of the S2p peaks in the TP SAMs are different from those of UHV-prepared TP monolayer film.…”

Section: Introductionmentioning

confidence: 99%

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Comparative Study of Tetrahydrothiophene and Thiophene Self Assembled Monolayers on Au(111): Structure and Molecular Orientation

2009

Bulletin of the Korean Chemical Society

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Surface structure and molecular orientation of self-assembled monolayers (SAMs) formed by the spontaneous adsorption of tetrahydrothiophene (THT) and thiophene (TP) on Au(111) were investigated by means of scanning tunneling microscopy (STM) and carbon K-edge near edge X-ray absorption fine structure (NEXAFS) spectroscopy. STM imaging revealed that THT SAMs have a commensurate (3 × 2√3) structure containing structural defects in ordered domains, whereas TP SAMs are composed of randomly adsorbed domains and paired molecular row domains that can be described as an incommensurate packing structure. The NEXAFS spectroscopy study showed that the average tilt angle of the aliphatic THT ring and π-conjugated TP ring in the SAMs were calculated to be about 30 o and 40 o , respectively, from the surface normal. It was also observed that the π* transition peak in the NEXAFS spectrum of the TP SAMs is very weak, suggesting that a strong interaction between π-electrons and the Au surface arises during the self-assembly of TP molecules. In this study, we have clearly demonstrated that the surface structure and adsorption orientation of organic SAMs on Au(111) are strongly influenced by whether the cyclic ring is saturated or unsaturated.

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Section: Introductionmentioning

confidence: 59%

Section: Methodsmentioning

confidence: 98%

Section: Introductionmentioning

confidence: 95%

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

Comparative Study of Tetrahydrothiophene and Thiophene Self Assembled Monolayers on Au(111): Structure and Molecular Orientation

2009

Bulletin of the Korean Chemical Society

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“…Different experimental conditions result in cysteine forming three different adlayer structures, ( (4 × √ 7)R19 • [13][14][15]. In addition, a low-density surface structure of thiophene having an intermolecular distance of 5 Å in a row and an interrow distance of 12 Å was obtained after a relatively shorter immersion time of 2.5 h and a longer immersion time of 24 h results in a densely packed thiophene monolayer at saturation coverage [22,23]. In the present research, under the potential control, the adsorptions of Hcy and HTL on Au(1 1 1) form (2 √ 3 × 3 √ 3)R30 • and (4 × 6) structures, respectively, and these adlayer structures are stable.…”

Section: Adlayer Structure Of Htlmentioning

confidence: 99%

Adlayer structures of dl-homocysteine and l-homocysteine thiolactone on Au(1 1 1) surface: an in situ STM study

Zhang

Wang

et al. 2004

Electrochimica Acta

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The adsorption of dl-homocysteine (Hcy) and l-homocysteine thiolactone (HTL) on Au(1 1 1) electrode was investigated in 0.1 M HClO 4 by cyclic voltammetry and in situ scanning tunneling microscopy (STM). Hcy and HTL molecules formed highly ordered adlayers on Au (1 1 1) surface. High-resolution STM images revealed the orientation and packing arrangement in the ordered adlayers. Hcy molecules formed (2 √ 3 × 3 √ 3)R30 • adlayer structure and H-bonds between carboxyl groups were assumed to be responsible for the origin of tail-to-tail or head-to-head molecular arrangement, while HTL molecules formed (4 × 6) adlayer structure, and two different orientations and appearances in the ordered adlayer were found. Structural models were proposed for the two adlayers.

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Nanotechnology: The “Top‐Down” and “Bottom‐Up” Approaches

Iqbal

Preece

Mendes

2012

Supramolecular Chemistry

128

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Nanotechnology has grown at an enormous rate for the past three decades, and recent advances in nanostructured materials and nanodevices have opened up new opportunities in a variety of applications, ranging from information and communication technology to healthcare and medicine. Herein, an overview of nanotechnology is given, describing the origins of the field, present technology, ongoing research, and future aspirations. In addition, the two possible methodologies of fabrication—the top‐down and bottom‐up approaches—are discussed, covering the merits and drawbacks of each approach. As an example of a top‐down procedure, the fabrication of electronic integrated circuits and the foreseen limitations of the procedure for further miniaturization are described. The bottom‐up approach, through self‐assembly and supramolecular chemistry, provides an exciting alternative route either combined with the top‐down approach or on its own.

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High-Resolution STM and XPS Studies of Thiophene Self-Assembled Monolayers on Au(111)

Cited by 169 publications

References 35 publications

Comparative Study of Tetrahydrothiophene and Thiophene Self Assembled Monolayers on Au(111): Structure and Molecular Orientation

Comparative Study of Tetrahydrothiophene and Thiophene Self Assembled Monolayers on Au(111): Structure and Molecular Orientation

Adlayer structures of dl-homocysteine and l-homocysteine thiolactone on Au(1 1 1) surface: an in situ STM study

Nanotechnology: The “Top‐Down” and “Bottom‐Up” Approaches

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