• Title/Summary/Keyword: carbonyl group

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The Hydroxyl Group-Solvent and Carbonyl Group-Solvent Specific Interactions for Some Selected Solutes Including Positional Isomers in Acetonitrile/Water Mixed Solvents Monitored by HPLC

  • Cheong, Won-Jo;Keum, Young-Ik;Ko, Joung-Ho
    • Bulletin of the Korean Chemical Society
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    • v.23 no.1
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    • pp.65-70
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    • 2002
  • We have evaluated the specific hydroxyl group-solvent and carbonyl group-solvent interactions by using an Alltima C18 stationary phase and by measuring the retention data of carefully selected solutes in 60/40, 70/30, and 80/20(v/v%) acetonitrile/water eluents at 25, 30, 35, 40, 45, and 50 oC. The selected solutes are phenol, acetophenone, alkylbenznes(benzene to hexylbenznene), 4 positional isomers of phenylbutanol, 5-phenyl-1-pentanol, 3 positional isomers of alkylarylketone derived from butylbenzene, and 1-phenyl-2-hexanone. The magnitudes of hydroxyl group-acetonitrile/water specific interaction enthalpies are larger than those of carbonyl group-acetonitrile/water specific interaction enthalpies in general while the magnitudes of carbonyl group-methanol/water specific interaction enthalpies are larger than those of hydroxyl group-methanol/water specific interactions. We observed clear discrepancies in functional group-solvent specific interaction among positional isomers. The variation trends of solute transfer enthalpies and entropies with mobile phase composition in the acetonitrile/water system are much different from those in the methanol/water system. The well-known pocket formation of acetonitrile in aqueous acetonitrile mixtures has proven to be useful to explain such phenomena.

Investigation of Adsorption Mechanism and Selective Adsorption of Carbonyl Compounds of Mainstream Tobacco Smoke by Ion Exchangers (이온교환체에 의한 담배 주류연 중 카보닐 화합물의 선택적 흡착 특성 및 흡착 메카니즘 구명)

  • Lee John-Tae;Kim Hyo-Keun;Ji Sang-Un;Hwang Keon-Joong;Rhee Moon-Soo;Park Jin-Won
    • Journal of the Korean Society of Tobacco Science
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    • v.26 no.2 s.52
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    • pp.159-167
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    • 2004
  • This work has been conducted to select appropriate filter materials for removing carbonyl compounds in mainstream tobacco smoke. To investigate of the usability of this filter materials, two types of bead ion exchangers were synthesized and their adsorption characteristics for carbonyl compounds were investigated. Sulfonic acid group-containing cation exchanger and ammonium group-containing anion exchanger were synthesized by the suspension polymerization of glycidylmethacrylate(GMA) and divinylbenzene(DVB) followed by the subsequent functionalization, respectively. The removal efficiency of carbonyl compounds by these two ion exchangers increased in the presence of moisture. However, the amount of carbonyl compounds adsorbed on the anion exchanger was larger than that on the cation exchanger under two levels of water contents tested. This phenomenon seems to arise from the electron delocalization in carbonyl group of the anion exchangers. There was not any significant relationship between the amount of carbonyl compounds adsorbed on ion exchangers and the length of adsorption column. From the large ion exchange capacity and rapid ion exchange reaction rate of the anion exchanger, it is suggested that the anion exchanger may be a good filter material for removing carbonyl compounds in the mainstream tobacco smoke.

Determining the Dynamic Sequence of Carbonyl Groups in a Rod-Coil Liquid Crystalline Oligomer Using Two-Dimensional Raman Correlation Spectroscopy (액정올리고머에 있는 카보닐그룹들의 동적순서에 대한 2차원 라만상관분광법 연구)

  • Jung, Kab-Sang;Yu, Soo-Chang;Han Yu, Keon-Ok
    • Journal of the Korean Chemical Society
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    • v.48 no.3
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    • pp.261-265
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    • 2004
  • We investigated the order of local movement of functional groups (-C(=O)O) in a liquid crystalline (LC) oligomer (12-4) using 2D Raman correlation spectroscopy. The results suggest that the free carbonyl near the ethyl terminal group moved first, followed by the hydrogen-bonded group. The free carbonyl group between the biphenyl groups rarely moved. Interestingly, 2D sample-to-sample correlation spectroscopy (2D STSCS) revealed that some of the carbonyl modes started to move at far below (50$^{\circ}C$) the LC temperature (135$^{\circ}C$), countering conventional beliefs.

EXPLORATORY PHOTOCHEMICAL STUDY ON THE o-NITROBENZYLSULFONYL DERIVATIVES

  • Chang, Sun-Ki
    • Journal of Photoscience
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    • v.1 no.1
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    • pp.67-68
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    • 1994
  • INTRODUCTION : The photochemistry of nitro chromophore has been the subject of intense study only in recent years. Unlike the carbonyl functional group, of which the photochemistry has been quite extensively studied and fairly well understood, as a result of excellent work done by numerous physical and organic photochemists alike, the nature of photochemistry of nitro group has only recently been systematically explored. The photochemistry of nitro group exhibits general features of the photochemistry of the carbonyl groups such as hydrogen abstraction by the diradical species generated from the n-$\pi$$^*$ excited state of the nitro group. Other photochemical pathways common to the carbonyl group such as the biradical intermidiate formation, photocycloelimination, and cydoaddition reactions are also open for the nitro group. Of all the photochemical reactions of the nitro group mentioned above, hydrogen abstraction by the n-$\pi$$^*$ excited state of the nitro group has drawn much attention by synthetic organic chemists and polymer chemists. In the field of organic synthesis, above mintioned photochemical reaction has been utilized in the photoprotection-deprotection chemistry.

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Selective Reduction of Carbonyl Compounds Using Two Phase Reduction with Sodium Borohydride (수소화붕소나트륨과의 2액상환원에 의한 카르보닐 화합물의 선택환원)

  • Chung Jin Soon
    • Journal of the Korean Chemical Society
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    • v.18 no.5
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    • pp.363-367
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    • 1974
  • Approximate rate and stoichiometry of the reaction of ten compounds which contain functional group such as nitrile, nitro, halogen and one of these functional group together with a carbonyl group by the two phase reduction were tested at room temperature. Nitrile, nitro and halogen were all inert under these condition. Therefore selective reduction of carbonyl group in the presence of these group were examined. Thus m-nitrobenzaldehyde, m-nitroacetophenone, p-bromoacetophenone and p-cyanobenzaldehyde were reduced to corresponding alcohols in excellent yields, 95∼100 %.

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Characterization of Lignin Structure in Chemithermomechanical Pulp Predicting Photo-Yellowing Level by Pyrolysis-Gas Chromatography with Tetrabuthylammonium Hydroxide

  • Ona, Toshihiro;Yoshioka, Aki;Kojima, Yasuo;Seino, Teruyuki;Mizumoto, Miho;Nozaki, Hideo;Ishida, Yasuyuki;Ohtani, Hajime
    • Proceedings of the Korea Technical Association of the Pulp and Paper Industry Conference
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    • 2006.06a
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    • pp.173-176
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    • 2006
  • Pyrolysis-gas chromatography (Py-GC) in the presence of organic alkali of tetrabutylammonium hydroxide (TBAH) was applied to characterize the polyphenol fragments with a carbonyl group causing different magnitude of photo-yellowing in chemithermomechanical pulp (CTMP) papers. Two different origin of CTMP papers prepared from different individuals of Eucalyptus globulus trees showing high and low yellowing after photo-irradiation was compared before photo-irradiation. As a result, 7 peaks assigned to a series of phenol compounds with a carbonyl group, derived mainly from lignin, gave significant amount of phenol compounds with a carbonyl group for the paper sample of latent high yellowing, i.e., butoxy-and syringaldehyde, butoxy-and syringylacetone, butoxy-acetoguaiacone, butoxy-acetosyringone, butoxy-acetoethylsyringone, 3-methoxy-4-butoxy butyl ester, and 3,5-dimethoxy-4-butoxy butyl ester, using Py-GC/mass spectrometry (MS). The Py-GC method combined with TBAH successfully characterized polyphenol fragments with a carbonyl group causing differ high photo-yellowing in CTMP papers using a microgram order of samples.

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An in vivo Study of Lipid Peroxidation in Rats under Conditions of Oxidative Stress and the Antioxidant Effects of Probucol

  • Kim, Songsuk
    • Nutritional Sciences
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    • v.6 no.2
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    • pp.94-99
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    • 2003
  • The purpose of this study was to investigate in vivo lipid peroxidation in rats under conditions of streptozotocin-induced oxidative stress and the antioxidant effects of probucol. In vivo lipid peroxidation was observed by measuring low molecular weight aldehydes and related carbonyl compounds in rat urine. Three groups of male Wistar rats weighing 165-190 g were used: normal (N), streptozotocin-induced oxidative stress (OS) and oxidative stress plus probucol treatment (P). following streptozotocin treatment of the rats, a variety of secondary lipid peroxidation products were increased. The levels of butanal, hexanal, hex-2-enal, kept-2-enal, octanal, non-2-enal, deca-2,4-dienal, 4-hydroxyhex-2-enal, 4-hydroxyno n-2-enal, malondi aldehyde(MDA), and unknown carbonyl compounds were significantly increased in the oxidative stress group compared to the control group. Treatment with probucol resulted in significant decreases in buoal, hexanal, hex-2-enal, octanal, deca-2,4-dienal, 4-hydroxyhex-2-enal, MDA and unknown carbonyl compounds. Hept-2-enal, hepta-2,4-dienal and non-2-enal appeared to have a tendency to decrease due to pobucol treatment.

An Infrared Study of Complexes of Methylmethacrylate with Cations on the Interlamdellar Surfaces of Layer Silicates (赤外線分光法에 의한 層狀硅酸鹽의 層間表面上의 陽이온과 Methylmethacrylate의 錯物 硏究)

  • Kim Jong Taik;Sohn Jong Rack
    • Journal of the Korean Chemical Society
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    • v.21 no.4
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    • pp.246-255
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    • 1977
  • The adsorption of methylmethacylate on layer silicates containing various interlayer cations has been studied by means of infrared spectroscopy and X-Ray. Several characteristic carbonyl bands of adsorbed methylmethacrylate appeared differently at the region of 1723∼1547$cm^{-1}$depending on the species of cation and the dehydration temperature. The carbonyl stretching band shifted about 190$cm^{-1}$ to lower frequencies has been observed only for polyvalent cations, which has been attributed to $>C=O{\cdot}{\cdot}{\cdot}M^{n+}$ complex formation. The band appeared at 1703∼1640$cm^{-1}$ is responsible for hydrogen bonding between carbonyl oxygen and cationic water or cationic hydroxyl group, and the degree of shift indicates good correlation with the polarizing power of the interlayer cations. However, the band appeared at 1723$cm^{-1}$ has not been correlated with the species of cation but assigned to the carbonyl stretching which reacted with the surface hydroxyl group. On the basis of interlamellar spacing, it is suggested that the molecular plane of MMA molecule is parallel to silicate layers.

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A Study on the Aging Characteristics and Life Diagnosis of Insulating Materials for Power Cable (전력케이블용 절연재료의 열화특성 및 수명진단에 관한 연구)

  • 박홍태;김경석;남창우;이규철
    • Journal of the Korean Institute of Electrical and Electronic Material Engineers
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    • v.12 no.1
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    • pp.11-17
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    • 1999
  • Aging characteristics of the crosslinked polyethylene have been measured after applying electrical, thermal and combined stresses. ICP and FT-IR measurements confirmed diffusion of low molecular weight components such as antioxidant and presence of carbonyl group. Carbonyl group of aged crosslinked polyethylene under combined stress was detected by FT-IR. As deterioration of the crosslinked polyethylene progresses, crystallinity degree and density decrease. Also, dielectric properties have been measured by tan $\delta$ and $\varepsilon$$_{r}$ measurements. The three-parameter Weibull distribution was found to be the best suited among other probabilistic distribution representing the dielectric breakdown strength of aged crosslinked polyethylene. The scale parameter and location parameter decreases as the applied stress increases. The shape parameter increases as the stress increases.s.

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The Adsorption of Alkyl Aldehydes on Cations Supported by Layer Silicate. Complex Formation Theory (Layer Silicate에 지지된 양이온상에서의 알킬알데히드의 흡착기구. 착물형성 이론)

  • Kim Jong Taik;Sohn Jong Rack
    • Journal of the Korean Chemical Society
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    • v.18 no.3
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    • pp.180-188
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    • 1974
  • Adsorption mechanism of alkyl aldehydes, acetaldehyde, acrolein, and crotonaldehyde on cations supported by layer silicates was studied by means of IR spectroscopy and X-ray. An analysis of four characteristic split bands in the region of $1720∼1580㎝^{-1}$ was made. The carbonyl stretching band which shifted about $130㎝^{-1}$ to lower frequencies was observed only for $Ni^{2+}$ and Al^{3+}$ but slightly with $Ca^{2+}$ at high sample temperature and was attributed to >C=O…M complex formation. A sharp band which appeared as a shoulder at 1722 for acetaldehyde and 1690 for acrolein and crotonaldehyde was responsible for the interaction of carbonyl with surface hydroxyl. The second broad band which appeared at about 1710~1660 was responsible for hydrogen bonding between carbonyl oxygen and cationic hydroxyl group. The third band which appeared at about 1640~1660 was attributed to induced >C=C< double bond due to the strong carbonyl interaction. This was supported by the interlamellar spacings obtained by X-ray diffractometry.

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