• Title/Summary/Keyword: aromatic

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p-Toluenesulfonate Ester Derivatives of Benzendiol as Novel Acid Amplifiers (새로운 산증식제로 벤젠다이올의 p-톨루엔술폰산 에스터 유도체에 관한 연구)

  • Kang, Ji Eun;Hong, Kyoun Il;Lim, Kwon Taek;Jeong, Yeon Tae
    • Applied Chemistry for Engineering
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    • v.16 no.5
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    • pp.660-663
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    • 2005
  • Aiming the development of novel acid amplifiers, 2-hydroxyphenyl-4-methylbenzenesulfonate (1), 3-hydroxyphenyl-4-methylbenzene sulfonate (2), 4-hydroxyphenyl-4-methylbenzenesulfonate (3) were synthesized as the aromatic acid amplifiers with good thermal stability. They were autocatalytically generated p-toluenesulfonic acid in the presence of small amount of acid evolved from a photoacid generator. These aromatic sulfonates showed excellent thermal stability in PtBMA film and were proven to be the first aromatic acid amplifier to act as a photosensitivity enhancer. When these compounds were coupled with a chemically amplified photoresist system, photosensitivity was enhanced up to 3~6 folds.

Thermal Formation of Polycyclic Aromatic Hydrocarbons from Cyclopentadiene (CPD)

  • Kim, Do-Hyong;Kim, Jeong-Kwon;Jang, Seong-Ho;Mulholland, James A.;Ryu, Jae-Yong
    • Environmental Engineering Research
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    • v.12 no.5
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    • pp.211-217
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    • 2007
  • Polycyclic aromatic hydrocarbon growth from cyclopentadiene (CPD) pyrolysis was investigated using a laminar flow reactor operating in a temperature range of 600 to $950^{\circ}c$. Major products from CPD pyrolysis are benzene, indene and naphthalene. Formation of observed products from CPD is explained as follows. Addition of the cyclopentadienyl radical to a CPD $\pi$-bond produces a resonance-stabilized radical, which further reacts by one of three unimolecular channels: intramolecular addition, C-H bond $\beta$-scission, or C-C bond $\beta$-scission. The intramolecular addition pathway produces a 7-norbornenyl radical, which then decomposes to indene. Decomposition by C-H bond $\beta$-scission produces a biaryl intermediate, which then undergoes a ring fusion sequence that has been proposed for dihydrofulvalene-to-naphthalene conversion. In this study, we propose C-C bond $\beta$-scission pathway as an alternative reaction channel to naphthalene from CPD. As preliminary computational analysis, Parametric Method 3 (PM3) molecular calculation suggests that intramolecular addition to form indene is favored at low temperatures and C-C bond $\beta$-scission leading to naphthalene is predominant at high temperatures.

Effect of Additives on the Cloud Point of Polyethylene Glycols

  • Han, Suk-Kyu;Jhun, Byung-Hak
    • Archives of Pharmacal Research
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    • v.7 no.1
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    • pp.1-9
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    • 1984
  • Polyethylene glycol 20, 000 and 6, 000 were found to have an upper consolute temperature, called "cloud point", and the effects of various additives on the polythylene glycols were investigated in this study. Electrolytes lowered the cloud point in proportion to their concentrations through dehydration and electrostriction. It was found that anions played a more important role than cations and the effects of both the cations and the anions clearly followed the classical Hofmeister series. However, the Schultze Hardy rule holds for the effect of anions, and fails for the effect of cations. Salts of large polarizable anions such as iodide and thiocynate rather raised the cloud point, and their effects were ascribed to the fact that they break the water structure and weaken hydrophobic bonding of the polyxyethylene moiety. Nitrates of polyvalent cations also raised the cloud point. This was ascribed to the complex formation between the polyvalent cations and ether oxygens of the polyoxyethylenes. This explained the failure 'of the Schultz-Hardy rule for cations. Uncharged aromatic compounds drastically lowered the clound point, while aliphatic alcohols slightly lowered the cloud point, This result suggests that there might be some interaction between ether oxygens and aromatic nucleus.c nucleus.

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[18F]Aryl fluorides from hypervalent iodine compounds

  • Chun, Joong-Hyun;Son, Jeongmin;Park, Jun Young;Yun, Mijin
    • Journal of Radiopharmaceuticals and Molecular Probes
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    • v.3 no.1
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    • pp.3-14
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    • 2017
  • Nucleophilic aromatic fluorination has been one of the most explored methods in fluorin-18 based radiochemistry. Unlike electrophilic $[^{18}F]$fluorination methods, no-carrier-added nucleophilic radiofluorination with cyclotron-produced $[^{18}F]$fluoride ion offers better specific radioactivity which is essential aspect to obtain good quality images from positron emission tomography. Contrary to amenable aliphatic radiofluorination, the development of reliable aromatic $[^{18}F]$fluorination methods has been pursued by many research groups; however, no viable method has yet been established. Recently, hypervalent iodine compound draws increasing attention as versatile radiolabeling precursor for various $[^{18}F]$fluoroarenes, since it bears the capacity to introduce fluorine-18 either on electron-deficient or electron-rich aryl ring with enhanced regiospecificity. Other classes of hypervalent iodine congeners often utilized in radiochemistry are iodylarenes, iodonium ylides, and spirocyclic iodonium ylides. Recently developed spirocyclic iodonium ylides have already been avidly employed to provide various $[^{18}F]$aryl fluorides with high labeling efficiency. This metal-free protocol would afford efficient routes, replacing the traditional approaches to $[^{18}F]$fluoroarenes, from prosthetic labeling synthons to complex PET radiotracers.

Synthesis of Mannich Bases Using Substitued Aromatic Alcohols with Secondary Amines: Relative Reactivity and Regioselectivity Depending on Substrates (치환된 방향족 알코올과 이차아민을 사용한 Mannich염기의 합성:기질에 따른 상대적인 반응성과 위치선택성)

  • Chi, Ki Whan;Ahn, Yoon Soo;Park, Tae Ho;Ahn, Jeong Soo;Kim, Hyun Ah;Park, Joo Yeon
    • Journal of the Korean Chemical Society
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    • v.45 no.1
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    • pp.51-60
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    • 2001
  • One-pot Mannich reaction of substituted hydroxy aromatic compounds with secondary amines in an aprotic solvent has been studied. The results demonstrate that the relative reactivity and regioselectivity of the Mannich reaction depend on the steric hindrance of amines as well as the nucleophilicity of hydroxy aromatic rings.

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Review of Functional Volatile Component in Essential Oil of Medicinal and Aromatic Plants (자원식물의 기능성 정유성분 이용 고찰)

  • 정해곤;방진기;성낙술;김성민
    • KOREAN JOURNAL OF CROP SCIENCE
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    • v.48
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    • pp.41-48
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    • 2003
  • The number of natural products obtained from plants has now reached over 100,000 and new chemical compounds are being discovered ever year. Medicinal and Aromatic plants and their extracts have been used for centuries to relieve pain, aid healing, kill bacteria and insects are important as the antifungal and anti-herbivore agents with further compounds being involved in the symbiotic associations. Although their functions in plants have not been fully established, it is Known that some substances have growth regulatory properties while others are involved in pollination and seed dispersal. The complex nature of these chemicals are usually produced in various types of secretory structures which is an important character of a plant family and also influenced and controlled by genetic and ecological factors. Detailed anatomical description of these structures ave relevant to the market value of the plants, the verification of authenticity of a given species and for the detection of substitution or adulteration. Volatile oils are used for their therapeutic action for flavoring of lemon, in perfumery of rose or as starting materials for the synthesis of other compounds of turpentine. For therapeutic purposes they are administered as inhalations of eucalyptus oil, peppermint oil, as gargles and mouthwashes of thymol and transdermally many essential oils including those of lavender, etc. With these current trend for using volatile components in essential oil will be increasing in the future in Korea and in the world as well.

Reductive Dechlorination of Polychlorinated Biphenyls as Affected by Natural Halogenated Aromatic Compounds

  • Kim Jongseol;Lee Ahmi;Moon Yong-Suk;So Jae-Seong;Koh Sung-Cheol
    • Journal of Microbiology
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    • v.44 no.1
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    • pp.23-28
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    • 2006
  • We investigated the effects of halogenated aromatic compounds (HACs) including naturally occurring ones (L-thyroxine, 3-chloro-L-tyrosine, 5-chloroindole, 2-chlorophenol, 4-chlorophenol and chlorobenzene) on polychlorinated biphenyl (PCB) dechlorination in sediment cultures. A PCB-dechlorinating enrichment culture of sediment microorganisms from the St. Lawrence River was used as an initial inoculum. When the culture was inoculated into Aroclor 1248 sediments amended with each of the six HACs, the extent of dechlorination was not enhanced by amendment with HACs. The dechlorination patterns in the HAC-amended sediments were nearly identical to that of the HAC-free sediments except the 3-chloro-L-tyrosine-amended ones where no dechlorination activity was observed. When these sediment cultures were transferred into fresh sediments with the same HACs, the dechlorination specificities remained the same as those of the initial inoculations. Thus, in the present study, the substrate range of the highly selected enrichment culture could not be broadened by the HACs. It appears that HACs affect PCB dechlorination mainly through population selection rather than enzyme induction of single population.

Chemopreventive Effects of Korean Red Ginseng (Panax ginseng Meyer) on Exposure to Polycyclic Aromatic Hydrocarbons

  • Lee, Ho-Sun;Park, Jong-Yun;Yang, Mi-Hi
    • Journal of Ginseng Research
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    • v.35 no.3
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    • pp.339-343
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    • 2011
  • Polycyclic aromatic hydrocarbons (PAHs) are well known environmental carcinogens. PAH metabolites, especially BaP-7,8- dihydrodiol, 9,10 epoxide, initiate carcinogenesis via high specificity binding to DNA to form DNA adducts. The Korean red ginseng (KRG) from Panax ginseng has been suggested to protect against damages due to PAH exposure but the mechanism is unknown. Therefore, we investigated effects of KRG on PAH exposure using toxicokinetic methods and changes of PAH-induced oxidative damage during a 2 week-clinical trial (n=21 healthy young female, $23.71{\pm}2.43$ years). To analyze antioxidative effects of KRG, we measured changes in the levels of urinary malondialdehyde (MDA) before and after KRG treatment. We observed a significant positive association between levels of urinary MDA and 1-hydroxypyrene, a biomarker of PAH exposures (slope=1.47, p=0.03) and confirmed oxidative stress induced by PAH exposures. A reverse significant correlation between KRG treatment and level of urinary MDA was observed (p=0.03). In summary, results of our clinical trial study suggest that KRG plays a significant role in antioxidative as well as toxicokinetic pathways against PAHs exposure.

Prediction and Measurement of Flash Point and Fire Point of Aromatic Hydrocarbons (방향족탄화수소의 인화점과 연소점 측정 및 예측)

  • Ha Dong-Myeong;Han Jong-Geun
    • Journal of the Korean Institute of Gas
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    • v.9 no.3 s.28
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    • pp.21-26
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    • 2005
  • The flash points and the fire points are one of the most important combustible properties used to determine the potential for the fire and explosion hazards of flammable substances. In this study, the flash points of aromatic hydrocarbons, were measured by using Pensky-Martens Closed Cup apparatus(ASTM-D93) and Tag Open-Cup apparatus(ASTM D 1310-86). Also the fire points of aromatic hydrocarbons, were measured by using Tag Open-Cup apparatus. The measured flash points were in good agreement with reference values. The measured fire points compared with the estimated values based on 1.23 times stoichiometric concentration. The values calculated by the proposed equation were in agreement with measured values.

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Evaluation of Chemical Analysis Method and Determination of Polycyclic Aromatic Hydrocarbons Content from Seafood and Dairy Products

  • Lee, So-Young;Lee, Jee-Yeon;Shin, Han-Seung
    • Toxicological Research
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    • v.31 no.3
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    • pp.265-271
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    • 2015
  • This study was carried out to investigate contents of 8 polycyclic aromatic hydrocarbons (PAHs) from frequently consumed seafood and dairy products and to evaluate their chemical analysis methods. Samples were collected from markets of 9 cities in Korea chosen as the population reference and evaluated. The methodology involved saponification, extraction with n-hexane, clean-up on Sep-Pak silica cartridges and gas chromatograph-mass spectrometry analysis. Validation proceeded on 2 matrices. Recoveries for 8 PAHs ranged from 86.87 to 103.57%. The limit of detection (LOD) 8 PAHs was $0.04{\sim}0.20{\mu}g/kg$, and limit of quantification (LOQ) of 8 PAHs was $0.12{\sim}0.60{\mu}g/kg$. The mean concentration of benzo[a]pyrene (BaP) was $0.34{\mu}g/kg$ from seafood and $0.34{\mu}g/kg$ from dairy products. The total PAHs concentration was $1.06{\mu}g/kg$ in seafood and $1.52{\mu}g/kg$ in dairy products.