• Journal of Integrative Natural Science
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• v.3 no.1
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• pp.24-27
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• 2010

Multi-functionalized rugate porous silicon (PSi) for biosensor was developed by hydrosilylation with silole and its further reaction with biotin groups. PSi was generated by an electrochemical etching of silicon wafer in aqueous ethanolic HF solution PSi prepared by using etching conditions showed that many sharp spectral lines can be obtained in the optical reflectivity spectrum. 1,1-hydrovinyl-2,3,4,5-tetraphenylsilole was obtained from the reaction of 1,1-dilithio-2,3,4,5-tetraphenyl-1,3-butadiene with dichlorovinylsilane. Multi-functionalized PSi with silole and biotin groups was characterized by UV-vis absorption spectroscopy, Ocean optics 2000 spectrometer, and fluorescence spectroscopy. Optical characteristics such as reflectivity and photoluminescence (PL) were observed. An increase of the reflection wavelength in the reflectivity spectrum by 20 nm was observed, indicative of a change in refractive indices induced by hydrosilylation of the silole and biotin groups to the rugate PSi. This red-shift was attributed to the replacement of some of the Si-H group of fresh rugate PSi with silole and biotin group.

• Bulletin of the Korean Chemical Society
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• v.35 no.6
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• pp.1825-1831
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• 2014

Grignard metathesis polymerizations of 1,1-disubstituted-2,5-dibromo-3,4-diphenylsiloles such as 1,1-dimethyl-2,5-dibromo-3,4-diphenylsilole, 1,1-diethyl-2,5-dibromo-3,4-diphenylsilole, 1,1-diisopropyl-2,5-dibromo-3,4-diphenylsilole, and 1,1-dihexyl-2,5-dibromo-3,4-diphenylsilole were performed to yield poly(1,1-disubstituted-3,4-diphenyl-2,5-silole)s containing fluorescent aromatic chromophore groups such as phenyl and silole in the polymer main chain: poly(1,1-dimethyl-3,4-diphenyl-2,5-silole), poly(1,1-diethyl-3,4-diphenyl-2,5-silole), poly(1,1-diisopropyl-3,4-diphenyl-2,5-silole), and poly(1,1-dihexyl-3,4-diphenyl-2,5-silole), respectively. The obtained materials are highly soluble in common organic solvents such as chloroform and tetrahydrofuran. Fourier-transform infrared spectra of all the polymers have characteristic C=C stretching frequencies at $1620-1628cm^{-1}$. The prepared organosilicon polymers exhibit strong absorption maximum peaks at 273-293 nm in the tetrahydrofuran solution, showing a red-shift of 18-34 nm relative to those of the monomer, strong excitation maximum peaks at 276-303 nm, and strong fluorescence emission maximum bands at 350-440 nm. Thermogravimetric analysis shows that most of the polymers are stable up to $200^{\circ}C$ with a weight loss of 6-16% in nitrogen.

• Journal of Integrative Natural Science
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• v.2 no.3
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• pp.194-197
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• 2009

Organometallic containing silole unit has been interested, since silole has a unique optical and electronic properties. The main goal of this work is to develop new selective sensors for organosilicon of 1-methyl-2,3,4,5-tetraphenyl-1H-silole and 1-methyl-1-(3-aminopropyl)-2,3,4,5-tetraphenylsilole based on new silole have been characterized by UV-vis absorption spectroscopy. their optical characteristics have been also investigate using photoluminescence spectroscopy.

• Journal of Integrative Natural Science
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• v.2 no.1
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• pp.50-53
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• 2009

New functionalized siloles have been synthesized and their optical characterizations are investigated. Silole unit has been interested, since silole has a unique optical and electronic properties. Here we report the synthesis of new type of photoluminescent silole. New siloles have been characterized by NMR, FTIR, and UV-vis absorption spectroscopy. Their optical characteristics have been also investigated using photoluminescence spectroscopy. Possible applications such as OLED and chemical sensors will be presented.

• Bulletin of the Korean Chemical Society
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• v.13 no.5
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• pp.542-546
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• 1992

New silicon-monosubstituted (${\eta}^4$-2,3,4,5-tetraphenyl-1-silacyclopentadiene)transi tion metal complexes are described. The new (silole-transition metal complex)Fe$(CO)_3$ was obtained from the reaction of silole-tansition metal complex and Fe$(CO)_5$. We have determined the crystal structure of (${\eta}^4$-exo-cyclopentadienyldicarbonyliron-endo-1-meth yl-2,3,4,5-tetraphenyl-1-silacyclopentadienyl)tric arbonyliron by using graphitemonochromated Mo-$K_{\alpha}radiation. The compound was crystallized in the monoclinic space group $P2_1$/c with a = 8.925(1), b = 18.689(3), c = 19.930(3) ${\AA}$, and ${\beta}$ = 102.02$(1)^{\circ}$. The iron moiety CpFe$(CO)_2$ on silicon is in an axal position. The (silole-transition metal complex) Fe$(CO)_3$ was also prepared through the reaction of (${\eta}^4$-1-chloro-2,3,4,5-tetraphenylsilacyclopentadiene) Fe$(CO)_3$ and metal complex nucleophile. The structure configuration was studied by conventional spectroscopy.

• Journal of Integrative Natural Science
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• v.6 no.2
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• pp.65-70
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• 2013

1,1-Bis(n-butyl)-2,3,4,5-tetraphenyl-1-silacyclopentadiene (3) and 1,1-bis(t-butyl)-2,3,4,5-tetraphenyl-1-silacyclopentadiene (4) are synthesized from the reaction of the versatile silole dianion (2) with n-butyl bromide and t-butyl bromide. Reduction of (3) and (4) with an excess of lithium to give 1,1-bis(n-butyl)-2,5-dilithio-2,3,4,5-tetraphenyl-1-silacyclopenta-3-enide (6) and 1,1-bis(t-butyl)-2,5-dilithio-2,3,4,5-tetraphenyl-1-silacyclopenta-3-enide (7). $^{13}C$-NMR study of two 2,5-carbodianions (6 and 7) shows tert-carbanion at 73.18 and 78.12 ppm respectively. Two bulky tert-butyl groups in (7) increase the inversion barrier at the tert-carbanion, line broadenings of tert-butyl groups in $^1H$ and $^{13}C$-NMR spectrum are observed.

• Proceedings of the Korean Vacuum Society Conference
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• 2012.02a
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• pp.158-158
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• 2012

A new kind of organic-inorganic hybrid polymer, poly(tetraphenyl)silole siloxane (PSS), was invented and synthesized for realization of its unique charge trap properties. The organic portions consisting of (tetraphenyl)silole rings are responsible for electron trapping owing to their low-lying LUMO, while the Si-O-Si inorganic linkages of high HOMO-LUMO gap provide the intrachain energy barrier for controlling electron transport. Such an alternation of the organic and inorganic moieties in a polymer may give an interesting quantum well electronic structure in a molecule. The PSS thin film was fabricated by spin-coating of the PSS solution in THF organic solvent onto Si-wafer substrates and curing. The electron trapping of the PSS thin films was confirmed by the capacitance-voltage (C-V) measurements performed within the metal-insulator-semiconductor (MIS) device structure. And the quantum well electronic structure of the PSS thin film, which was thought to be the origin of the electron trapping, was investigated by a combination of theoretical and experimental methods: density functional theory (DFT) calculations in Gaussian03 package and spectroscopic techniques such as near edge X-ray absorption fine structure spectroscopy (NEXAFS) and photoemission spectroscopy (PES). The electron trapping properties of the PSS thin film of quantum well structure are closely related to intra- and inter-polymer chain electron transports. Among them, the intra-chain electron transport was theoretically studied using the Atomistix Toolkit (ATK) software based on the non-equilibrium Green's function (NEGF) method in conjunction with the DFT.

• Journal of the Korean Chemical Society
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• v.67 no.6
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• pp.429-440
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• 2023

1,1-Dialkyl-2,5-bis(trimethylsilylethynyl)-3,4-diphenylsiloles (R=Et, i-Pr, n-Hex; 3a-c) were prepared and utilized as anode active materials for lithium-ion batteries; 3a was also used as a filler for the solid-state electrolytes (SSE). Siloles 3a-c were prepared by substitution reactions in which the two bromine groups of 1,1-dialkyl-2,5-dibromo-3,4-diphe- nylsiloles, used as precursors, were substituted with trimethylsilylacetylene in the presence of palladium chloride, copper iodide, and triphenylphosphine in diisopropylamine. Among siloles 3a-c, 3a had the best electrochemical properties as an anode material for lithium-ion batteries, including an initial capacity of 758 mAhg^-1 (0.1 A/g), which was reduced to 547 mAhg^-1 and then increased to 1,225 mAhg^-1 at 500 cycles. A 3a-composite polymer electrolyte (3a-CPE) was prepared using silole 3a as an additive at concentrations of 1, 2, 3, and 4 wt.%. The 2 wt.% 3a-CPE composite afforded an excellent ionic conductivity of 1.09 × 10^-3 Scm^-1 at 60℃, indicating that silole 3a has potential applicability as an anode active material for lithium-ion batteries, and can also be used as an additive for the SSE of lithium-ion batteries.

• Journal of Integrative Natural Science
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• v.6 no.3
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• pp.176-180
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• 2013

The syntheses of 9,9'-spiro-9-silabifluorene as well as 1,1-dichloro-1-silafluorene and 1,1-dimethyl-1-silafluorene through the formation of 2,2'-dibromobiphenyl have been emphasized with good yields. Their fluorescence spectra are obtained using photoluminescence spectrometer and assumed to be the precursors of the development of polymers.

• Journal of Integrative Natural Science
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• v.12 no.3
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• pp.85-90
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• 2019

The reaction of 1,1-dichloro-2,3,4,5-tetraphenyl-1-silacyclopentadiene (1) with magnesium-amalgam in THF gave octaphenyl-1,1'-spirobisilole (2), so it was suggested that octaphenyl-1,1'-spirobisilole (2) was produced via the corresponding silolylene species.