The dissociative adsorption of unsaturated alcohols on Si(111)-7×7

Tang, Hai Hua; Dai, Yu; Shao, Yan; Ning, Yuesheng; Huang, Jing Yan; Lai, Yongqing; Peng, Bo; Huang, Wei; Xu, Guo Qin

doi:10.1016/j.susc.2008.06.019

Cited by 8 publications

(4 citation statements)

References 94 publications

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“…On the other hand, though oxygen dative bonding would explain the energy position of component F, it would not fit with the indication of CO bond order reduction derived by C 1s line shape analysis, and can be excluded consequently. We therefore tentatively attribute component F to the formation of C–OH species. , This hypothesis, which is in agreement with C 1s analysis, is also supported by HREELS data, as it will be discussed in section . Moreover, the possible origin of H atoms required to form the C–OH species is figured out by the analysis of the N 1s core level line shape, as discussed in the following.…”

Section: Resultssupporting

confidence: 86%

Competing Pathways in N-Allylurea Adsorption on Si(111)-(7 × 7)

Renzi¹,

Arnaud²,

Pennino³

2012

J. Phys. Chem. C

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Functionalization of silicon surfaces with Nallylurea(CH2CH−CNH−CO−NH2) represents a valuable strategy to obtain covalently bonded Si−C interfaces with amino and/or carbonyl termination. In this work, we studied N-allylurea adsorption on the Si(111)-(7 × 7) surface by combining X-ray and ultraviolet photoemission spectroscopy (XPS and UPS) with high resolution energy loss spectroscopy (HREELS) measurements. XPS core level analysis provides information on the molecular attachment process. Si−C covalent bonding is evidenced by the presence of a C 1s component at 284.8 eV, while interaction through N−Si bonding is proved by the presence of a N 1s component at 397.8 eV. Three different adsorption mechanisms are envisaged: (I) [2 + 2]-like cycloaddition occurring at the rest atom−adatom dimer through cleavage of the vinyl group, (II) Si−N bonding at adatom sites upon cleavage of NH2 and rearrangement of the ureic group to form an imidol species (−NC−OH), with release of a H atom, and (III) hydrosilylation at adatom sites, through cleavage of the vinyl group and involvement of H atoms provided by reaction II

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Section: Resultssupporting

confidence: 86%

Competing Pathways in N-Allylurea Adsorption on Si(111)-(7 × 7)

Renzi¹,

Arnaud²,

Pennino³

2012

J. Phys. Chem. C

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“…Figure also shows the evolution of the corresponding O 1s spectra of the G film with increasing deposition time (left panel). Below 480 s exposure, the O 1s peak at 533.0 eV is found to be discernibly broader (1.9 eV fwhm) than that at 531.9 eV (1.4 eV fwhm) for 960 s exposure, which can be assigned only to carboxylate O in the zwitterionic multilayer. , The broad feature is therefore due to multiple components, likely the carbonyl O (CO) at 532.1–532.9 eV and the hydroxyl O (OH) component at 532.8–534.4 eV. − Given that the O 1s feature for Si–O bond is usually found at 532.2–532.8 eV, , the broad O 1s feature is not particularly useful to determine whether O–H dissociative adsorption could occur. For G adsorption, we could however rule out O–H dissociative adsorption from the N 1s spectrum in which no neutral N 1s feature at 400.6 eV is found.…”

Section: Resultsmentioning

confidence: 99%

Three-Stage Growth of Glycine and Glycylglycine Nanofilms on Si(111)7×7 and Their Thermal Evolution in Ultrahigh Vacuum Condition: From Chemisorbed Adstructures to Transitional Adlayer to Zwitterionic Films

2011

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Nanometer-thick glycine and glycylglycine film growth on Si(111)7×7 at room temperature in ultrahigh vacuum condition and their thermal evolution are investigated by X-ray photoelectron spectroscopy (XPS). In order to understand the XPS result of initial exposure, we also calculate equilibrium geometries and the adsorption energies of plausible glycine and glycylglycine adspecies on model 7×7 surfaces using density functional theory. N 1s spectra reveal three growth stages for both glycine and glycylglycine nanofilms. The first stage involves N–H dissociative adsorption of glycine and N–H and O–H dissociative adsorption of glycylglycine, forming N–Si and O–Si bonds at the interface, respectively. The experimental results are consistent with the most stable glycylglycine adsorption structure involving both the amino and amide N atoms bonded to a Si adatom-restatom pair or an amino N and a carboxyl O atoms bridging two Si adatoms across a dimer wall, in a bidentate configuration. In the second stage, a transitional adlayer grows in the neutral forms of glycine and glycylglycine, binding to their respective interfacial adlayer through hydrogen bonding. For glycine, the presence of head-to-tail N···H–O hydrogen bonding is indicated by a new N 1s feature at 401.4 eV binding energy, between those for neutral amino N at 400.6 eV and zwitterionic N at 402.1 eV. For glycylglycine, the existence of hydrogen bonding can be inferred from the considerable thermal stability of the transitional adlayer (at least to 200 °C). In the final stage, both glycine and glycylglycine grow continuously in the zwitterionic form into thick films. Thermal evolution studies of these as-grown glycine and glycylglycine zwitterionic films on Si(111)7×7 reveal the reverse trend, with the zwitterionic multilayer and transitional adlayer desorbing sequentially and the interfacial adlayer less affected below 250 °C. The glycylglycine film clearly exhibits a higher thermal resistance than the glycine film. The present work demonstrates the vital role of hydrogen bonding in the formation of the transitional adlayer in these important biomolecules. The intermediate bond strength of a hydrogen bond (between those of a covalent bond and the long-range van der Waals interaction) promises new bonding flexibilities for building multifunctional biomolecular structures for biosensor and bioelectronic applications.

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“…The chemisorbed spectrum of 3-chloro-1-propanol, obtained by annealing the physisorbed 3-chloro-1-propanol covered sample to 250 K, is presented in Figure b. The chemisorbed spectrum shows different spectral features with the absence of the O−H stretching mode at 3238 cm −1 and with the appearance of a new peak at 2110 cm −1 , which could be assigned to the stretching mode of the Si−H bond. − This indicates that the −OH group dissociates upon chemisorption. The appearance of another new peak at 533 cm −1 , which is attributable to the stretching of Si−O bond, further supports the cleavage of the −OH group.…”

Section: Resultsmentioning

confidence: 99%

Thermal and Photoinduced Covalent Attachment of 3-Chloro-1-propanol on Si(100)-2×1

et al. 2010

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3-Chloro-1-propanol (HO−CH2−CH2−CH2−Cl) covalently binds onto Si(100)-2×1 through the thermal dissociation of the OH group to form Si−O−CH2−CH2−CH2−Cl surface intermediates, evidenced by the appearance of the Si−H stretching mode (2110 cm−1) and the retention of C−Cl stretching mode (654 cm−1) in the high-resolution electron energy loss spectroscopy (HREELS) spectrum of chemisorbed 3-chloro-1-propanol molecules and the chemical downshift of O1s binding energy (BE) in the X-ray photoelectron spectroscopy (XPS) study. The C−Cl bonds in the chemisorbed 3-chloro-1-propanol can be cleaved upon 193 nm irradiation, resulting in Si−O−CH2CH2CH2−CH2CH2CH2−O−Si through lateral diradical coupling. Upon covering the chemisorbed 3-chloro-1-propanol with physisorbed molecules, photoinduced diradical coupling between physisorbed and chemisorbed molecules was also evidenced, achieving the secondary attachment of 3-chloro-1-propanol on the Si surface and forming Si−O−CH2CH2CH2−CH2CH2CH2−OH.

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The dissociative adsorption of unsaturated alcohols on Si(111)-7×7

Cited by 8 publications

References 94 publications

Competing Pathways in N-Allylurea Adsorption on Si(111)-(7 × 7)

Competing Pathways in N-Allylurea Adsorption on Si(111)-(7 × 7)

Three-Stage Growth of Glycine and Glycylglycine Nanofilms on Si(111)7×7 and Their Thermal Evolution in Ultrahigh Vacuum Condition: From Chemisorbed Adstructures to Transitional Adlayer to Zwitterionic Films

Thermal and Photoinduced Covalent Attachment of 3-Chloro-1-propanol on Si(100)-2×1

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