Rotation dependent Si hyperconjugation in self assembly material p-tolyltrichlorosilane (PTCS) and formation of SAM

Praveen, S. G.; Binoy, J.; Kumaran, J. Thampi Thanka; Bansal, C.; Jini, M.N. Audline; Jayakumar, V. S.

doi:10.1016/j.molstruc.2014.01.076

Cited by 5 publications

(4 citation statements)

References 17 publications

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“…This process has the advantages of being fast, simple, easy to handle and needs less solvent. It enables the preparation of monolayers onto clean oxide surfaces in ambient atmosphere and using a 0.001 M concentration of silane …”

Section: Resultsmentioning

confidence: 99%

Hydrosilylation of Azide‐Containing Olefins as a Convenient Access to Azidoorganotrialkoxysilanes for Self‐Assembled Monolayer Elaboration onto Silica by Spin Coating

et al. 2018

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We have developed a convenient and versatile synthetic methodology to prepare various azidoorganotrialkoxysilanes using the platinum‐catalyzed hydrosilylation of stable olefinic precursors with an azide function as the last step. Hydrosilylation of alkene‐functionalized aliphatic and aromatic azides featuring alkyl, urea, carbamate and pegylated moieties has been successfully achieved while preserving the integrity of the azide function. The spin coating technique has been used successfully to prepare one azide‐terminated monolayer in ambient atmosphere onto an oxide surface. This process has the advantages of being fast, simple, easy to handle and needs less solvent. The ability of the azide‐terminated surface to immobilize molecules via the copper‐catalyzed alkyne‐azide cycloaddition reaction has been demonstrated by Modulation Infrared Reflection‐Adsorption Spectroscopy using a probe molecule bearing a NO2 group.

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Section: Resultsmentioning

confidence: 99%

Hydrosilylation of Azide‐Containing Olefins as a Convenient Access to Azidoorganotrialkoxysilanes for Self‐Assembled Monolayer Elaboration onto Silica by Spin Coating

et al. 2018

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“…Indeed, it has the advantages of being fast, simple, easy to handle, conducted in ambient conditions, and less demanding in terms of organic solvent. Monolayers derived from SiCl 3 -terminated carbosilane dendrons, p -tolyltrichlorosilane, and octadecylsilanes , have been afforded using the spin coating technique. More recently, we reported the first functional SAM elaborated via this technique.…”

Section: Introductionmentioning

confidence: 99%

Silane-Based SAMs Deposited by Spin Coating as a Versatile Alternative Process to Solution Immersion

et al. 2022

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Functionalization of silica surfaces with silane-based self-assembled monolayers (SAMs) is widely used in material sciences to tune surface properties and introduce terminal functional groups enabling subsequent chemical surface reactions and immobilization of (bio)molecules. Here, we report on the synthesis of four organotrimethoxysilanes with various molecular structures and we compare their grafting by spin coating with the one performed by the conventional solution immersion method. Strikingly, this study clearly demonstrates that the spin coating technique is a versatile, fast, and more convenient alternative process to prepare robust, smooth, and homogeneous SAMs with similar properties and quality as those deposited via immersion. SAMs were characterized by PM-IRRAS, AFM, and wettability measurements. SAMs can undergo several chemical surface modifications, and the reactivity of amine-terminated SAM was confirmed by PM-IRRAS and fluorescence measurements.

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“…The effect can be understood in terms of classical hyper conjugation which is the stabilizing overlap between empty p orbital of carbon atom in the ring and the filled r molecular orbital of silicon to chlorine bond, leading to ""Beta silicon effect"". The presence of the effect can be confirmed from the decrease of the partial positive charge in Silicon atom, the decrease of Si-Cl bond strength and consequent shift of vibrational band positions to the lower wave number regions [5]. …”

Section: Sicl 3 Vibrationsmentioning

confidence: 88%

“…The analysis of vibrational spectral features of SiCl 3 group exposes""silicon hyperconjugation"" which is the stabilizing effect of silicon atom observed in organo silicon compounds [4] [5]. The effect can be understood in terms of classical hyper conjugation which is the stabilizing overlap between empty p orbital of carbon atom in the ring and the filled r molecular orbital of silicon to chlorine bond, leading to ""Beta silicon effect"".…”

Section: Sicl 3 Vibrationsmentioning

confidence: 99%

The Vibrational Spectra of Trichlorocyclohexylsilane and Formation of Self Assembled Monolayer

Jini¹,

Kumaran²,

Benjamin³

et al. 2014

IJIRSET

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ABSTRACT:The infrared and Raman spectra of trichloro cyclohexylsilane has been recorded. Density functional theory, DFT, with the different functional groups was used for the optimization of the ground state geometry and simulation of the Infrared and Raman spectra of this molecule. Calculated geometrical parameters fit very well with the experimental ones. The Self Assembled Monolayer of trichloro cyclohexylsilane on Si/SiO 2 substrate was prepared and the resulting surface was studied using Atomic Force Microscopy (AFM). KEYWORDS: Self assembly, Monolayers, Atomic Force Microscopy I.INTRODUCTIONFormation of SAM, provides one of the easiest ways to obtain ordered monolayers through strong chemisorption between the substrate and the molecule [1].Silanes are used as coupling agents to adhere fibres such as glass fibres and carbon fibres to certain polymer matrices,stabilizing the composite material.The silyl derivatives are of growing interest in the field of molecular electronics,for their ability to form well defined self assembled molecular thin films with predefined functions [9].Hence in this work we have characterized the silyl head group using FTIR and FT Raman Spectroscopy aided by DFT computed molecular parameters. II. MATERIALS AND METHODS Sample preparation and formation of SAMThe AR grade Trichlorocyclo hexyl silane (TCCHS) was purchased commercially from Sigma Aldrich and was used as received. The solvent toluene and other inorganic chemicals of GR grade were obtained from Merck. The spin coating technique is used for preparation of SAMs in this experiment, as an interesting alternative to the more common method of submerging the substrate in a silane solution [2].Four inch diameter silicon wafers with a native oxide layer(p-type, h100i orientation, 20-30 X cm resistivity and surface roughness .19 nm) were cut into samples of 1 cmby 1 cm and then, the substrates were first sonicated for 10 min in propanol, acetone and ultrapure water (Millipore Direct-Q,18 MX-cm resistivity). It was then cleaned with piranha solution (3:1 volumetric ratio H 2 SO 4 /H 2 O 2 ) for few minutes or until the visible reaction stops,taking extreme caution while using very strong oxidant piranha solution, due to its violent reactivity towards organic matter. The silicon wafers were again rinsed with ultrapure water and dried under N 2 gas.The TCCHS was diluted with toluene, [2, 3] to form 0.01 M, 0.05 M, and 0.1 M solutions. It was found that the solution concentration played a vital role in the formation of SAM of silane.since at lower concentrations, it was found to form incomplete island like structures and higher concentrations favored multi layers formation. A smooth monolayer was formed at 0.001 M concentration by spin coating technique. The monolayer formation was optimized with different speeds and a speed of 5000 rpm yielded best result. The spin coating was performed under the anhydrous conditions of a glove box . Later, the substrates were exposed to ammonia and hydrochloric acid vapors for a few hours at room tem...

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Rotation dependent Si hyperconjugation in self assembly material p-tolyltrichlorosilane (PTCS) and formation of SAM

Cited by 5 publications

References 17 publications

Hydrosilylation of Azide‐Containing Olefins as a Convenient Access to Azidoorganotrialkoxysilanes for Self‐Assembled Monolayer Elaboration onto Silica by Spin Coating

Hydrosilylation of Azide‐Containing Olefins as a Convenient Access to Azidoorganotrialkoxysilanes for Self‐Assembled Monolayer Elaboration onto Silica by Spin Coating

Silane-Based SAMs Deposited by Spin Coating as a Versatile Alternative Process to Solution Immersion

The Vibrational Spectra of Trichlorocyclohexylsilane and Formation of Self Assembled Monolayer

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