• Title/Summary/Keyword: Silole

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Synthesis and Characterization of Poly(ferrocenylsilane) via Ring-Opening Polymerization(ROP) (고분자 고리 열림 반응을 이용한 Poly(ferrocenylsilane) 의 합성과 특성)

  • Jung, Kyoungsun;Kim, Sung Gi
    • Journal of Integrative Natural Science
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    • v.2 no.2
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    • pp.78-81
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    • 2009
  • In recent years, organometallic polymer containing silane and silole unit has been a topic of interest because of the wide range of optical, electrical and luminescent properties. In previous work, we synthesized functionalsilanebridged[1]ferrocenophane from the reaction of dimethyldichlorosilane[Me2SiCl2] and diphenyldichlorosilane[Ph2SiCl2] and dichloromethylvinylsilane[C3H6SiCl2] with ferrocene$[Fe({\eta}-C5H4)2]$ and n-BuLi. In this work, we have synthesized Poly(ferrocenylsilane) via the Thermal Ring-Opening Polymerization(ROP). characteristics of the poly(ferrocenylsilane) were investigated by gel permeation chromatography(GPC), 1H- and 13C-NMR spectroscopy.

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Synthesis and Optical Chracterization of 1,1-Difunctioanl-2,3,4,5-Tetraphenylsilole (1,1-Difunctional-2,3,4,5-Tetraphenylsilole의 합성과 광학적 특성)

  • Song, Jinwoo
    • Journal of Integrative Natural Science
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    • v.2 no.2
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    • pp.65-68
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    • 2009
  • Siloles of considerable current interest, both because of their unusual electronic properties and because of their possible application as electron-transporting materials in devices such as light-emitting diodes (LED's) and chemical sensor. Siloles have been characterized by NMR, FT-IR, and UV-vis absorption spectroscopy. Their optical characteristics have been also investigated using photoluminescence spectroscopy. Thus siloles exhibit a low reduction potential and a low-lying LUMO energy level, attributed to ${\sigma}^*-{\pi}^*$ conjugation arising from the interaction between the ${\sigma}^*$ orbital of the sigma-bonded silicon atom and the $\pi^*$ orbital of the butadiene moiety of the ring.

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Hydrosilylation of Photoluminescent Porous Silicon with Aromatic Molecules; Stabilization of Photoluminescence and Anti-photobleaching Properties of Surface-Passivated Luminescent Porous Silicon

  • Sohn, Honglae
    • Journal of Integrative Natural Science
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    • v.14 no.4
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    • pp.147-154
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    • 2021
  • A luminescent porous silicon sensor, whose surface was passivated with organic molecule via hydrosilylation under various conditions, has been researched to measure the photoluminescence (PL) stability of porous silicon (PSi). Photoluminescent PSi were synthesized by an electrochemical etching of n-type silicon wafer under the illumination with a 300 W tungsten filament bulb during the etching process. The PL of PSi displayed at 650 nm, which is due to the quantum confinement of silicon quantum dots in the PSi. To stabilized the photoluminescence of PSi, the hydrosilylation of PSi with silole molecule containg vinyl group was performed. Surface morphologies of fresh PSi and surface-modified PSi were obtained with a cold FE-SEM. Optical characterization of red photoluminescent silicon quantum dots was investigated by UV-vis and fluorescence spectrometer.

Synthesis of 1,1-Dichloro-2,3,4,5-Tetraphenyl-1-Silacyclopenta-2,4-diene and Its Reaction with Alkali Metal: Evidence for the Formation of Silylanion

  • Joo, Wan-Chul;Park, Yoon-Chang;Kang, Suk-Ku;Hong, Jang-Hwan;Kong, Young-Kun
    • Bulletin of the Korean Chemical Society
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    • v.8 no.4
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    • pp.270-272
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    • 1987
  • 1,1-Dichloro-2,3,4,5-tetraphenyl-1-silacyclopenta- 2,4-diene was synthesized through the reaction of $SiCl_4$ with 1,4-dilithiotetraphenylbutadiene in 50% yield. From the reaction of this silole with metal, an air sensitive red-brownish solid was obtained. Treatment of this reaction product with $CH_3I\; and\; Me_3SiCl$ gave 1,1-dimethyl-2,3,4,5-tetraphenyl-1-silacyclopenta- 2,4-diene and 1,1-bis(trimethylsilyl)-2,3,4,5-tetraphenyl-1-silacyclopenta-2,4-diene, respectively. From these results, the formation of reactive 2,3,4,5-tetraphenyl-1-silacyclopenta-2,4-dienyl dianion was confirmed.

13C NMR-Study of 1,1-Dipotassio-2,3,4,5-Tetraphenyl-1-Silacyclopentadienide Dianion [SiC4Ph4] 2-·2[K+ ] and 1,1-Dipotassio-2,3,4,5-Tetraphenyl-1- Germacyclopentadienide Dianion [GeC4Ph4] 2-·2[K+ ]

  • Hong, Jang-Hwan
    • Journal of Integrative Natural Science
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    • v.10 no.3
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    • pp.131-136
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    • 2017
  • The chemical shifts in the $^{13}C$ NMR spectra of 2,3,4,5-tetraphenyl-1-silacyclopentdienide dianion $[SiC_4Ph_4]^{2-}{\cdot}2[K^+]$ (3) and 2,3,4,5-tetraphenyl-1-germacyclopentdienide dianion $[GeC_4Ph_4]^{2-}{\cdot}2[K^+]$ (4) were compared to those of $[SiC_4Ph_4]^{2-}{\cdot}2[Li^+]$ (5), $[SiC_4Ph_4]^{2-}{\cdot}2[Na^+]$ (6), and $[GeC_4Ph_4]^{2-}{\cdot}2[Li^+]$ (7). The average polarizations in two phenyl groups of two potassium salts are decreased over 15% to 20% comparing to those of the lithium salts and sodium salt {$[EC_4Ph_4]^{2-}{\cdot}2[M^+]$ (E=Si, Ge, M=Li, Na) due to the effect of the counter potassium cation.

Synthesis and Characterization of 1-Transition Metal Complex Substituted-2,3,4,5-Tetraphenyl-1-Silacyclopentadienyl Complexes and Generation of Transition Metal Complex-Substituted Silylene

  • Paek Cheolki;Ko Jaejung;Kong Youngkun;Kim, Chang Hwan;Lee Myong Euy
    • Bulletin of the Korean Chemical Society
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    • v.15 no.6
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    • pp.460-465
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    • 1994
  • New silicon-monosubstituted (${\eta}^4$-2,3,4,5-tetraphenyl-l-silacyclopentadiene)transi tion metal complexes are described. (7-Alkyl-7-silanorbornadienyl)MLn(Alkyl=Methyl: MLn=CpRu$(CO)_2$: Alkyl=Methyl: MLn=CpNi(CO): Alkyl=Ethyl: MLn=CpNi(CO)) complexes were prepared from the corresponding silole-transition metal complexes with dimethylacetylenedicarboxylate. Cycloaddition products were obtained with 2,3-dimethyl-1,3-butadiene, 2,3-butanedione, and 1,4-benzoquinone through the ruthenium-substituted silylene. We have determined the crystal structure of (1-methyl-2,3,4,5-tetraphenyl-l-silacyclopentadien yl)cyclopentadienyldicarbonylruthenium by using graphite monochromated Mo-Ka radiation. The compound was crystallized in the monoclinic space group $P2_{1/c}$ with a = 9.838(l), b = 15.972(3), c = 18.327(3) ${\AA}$, and ${\beta}= 94.28(l)^{circ}$. The ruthenium moiety CpRu$(CO)_2$ on silicon is in an axial position.

Inversion Barriers of Methylsilole and Methylgermole Monoanions

  • Pak, Youngshang;Ko, Young Chun;Sohn, Honglae
    • Bulletin of the Korean Chemical Society
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    • v.33 no.12
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    • pp.4161-4164
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    • 2012
  • Density functional MO calculations for the methylsilole anion of $[C_4H_4SiMe]^-$ and methylgermole anion of $[C_4H_4SiMe]^-$ at the B3LYP (full)/6-311+$G^*$ level (GAUSSIAN 94) were carried out and characterized by frequency analysis. The ground state structure for the methylsilole anion and methylgermole anion is that the methyl group is pyramidalized with highly localized structure. The difference between the calculated $C_{\alpha}-C_{\beta}$ and $C_{\beta}-C_{\beta}$ distances are 9.4 and 11.5 pm, respectively. The E-Me vector forms an angle of $67.9^{\circ}$ and $78.2^{\circ}$ with the $C_4E$ plane, respectively. The optimized structures of the saddle point state for the methylsilole anion and methylgermole anion have been also found as a planar with highly delocalized structure. The optimized $C_{\alpha}-C_{\beta}$ and $C_{\beta}-C_{\beta}$ distances are nearly equal for both cases. The methyl group is located in the plane of $C_4E$ ring and the angle between the E-Me vector and the $C_4E$ plane for the methylsilole anion and methylgermole anion is $2.0^{\circ}$ and $2.3^{\circ}$, respectively. The energy difference between the ground state structure and the transition state structure is only 5.1 kcal $mol^{-1}$ for the methylsilole anion. However, the energy difference of the methylgermole anion is 14.9 kcal $mol^{-1}$, which is much higher than that for the corresponding methylsilole monoanion by 9.8 kcal $mol^{-1}$. Based on MO calculations, we suggest that the head-to-tail dimer compound, 4, result from [2+2] cycloaddition of silicon-carbon double bond character in the highly delocalized transition state of 1. However, the inversion barrier for the methylgermole anion is too high to dimerize.