• Title/Summary/Keyword: ethers

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Syntheses Bis or Tri Crown Ethers Containing Imine Group(V) (이민기를 포함하는 비스 또는 트리 크라운에테르의 합성 (V))

  • Chang, Seung-Hyun;Kim, Jung-Sung
    • Proceedings of the Korean Institute of Electrical and Electronic Material Engineers Conference
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    • 2003.08a
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    • pp.110-113
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    • 2003
  • We report herein synthetic results obtained six new types of bis-benzocrown ethers containing imine group. Bis crown ethers l~3 are aminobenzo-15-crown-5-ether linked with terephthalaldehyde, isophthalaldehyde, phthaldehyde respectively by imine reaction. Bis crown ethers l~3 are different distances in each crown ether rings. Bis crown ether 4 has large cavity in crown ethers. Functionalized crown ether 5 is synthesized amonobenzo-l5-crown-5-ether and terephthaladehyde same ratio at one to one. Bis crown ether 6 has phothosensitive linkage between crown ethers. Bis crown ether 7 is prepared by amonobenzo-l5-crown-5-ether and triethyl ortho formate. 4'-Nitrobenzo-crown ethers and 3',4'-dinitrobenzo-crown ethers were prepared by nitration of benzo crown ethers, obtained from the reaction of catechol and oligoethylene glycol ditosylate. Crown ethers containing aldehyde group were synthesized from the reaction of 3,4-dihydroxybenzaldehyde and corresponding ditosylate respectively. The synthesized crown ethers were characterized respectively by IR, NMR. GC-Mass.

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Syntheses New Bis-Crown Ethers Containing Imine Group(III) (새로운 이민기를 포함하는 비스 크라운 에테르의 합성)

  • Lee, Sang-Hwoon;Jang, Dong-Chun;Chang, Seung-hyun
    • Journal of the Korean Society of Industry Convergence
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    • v.6 no.1
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    • pp.73-80
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    • 2003
  • We report herein synthetic results obtained six new types of bis-benzocrown ethers containing imine group. Bis crown ethers1~3 are aminobenzo-15-crown-5-ether linked with terephthalaldehyde, isophthalaldehyde, phthaldehyde respectively by imine reaction. Bis crown ethers1~3 are different distances in each crown ether rings. Bis crown ether 4 has large cavity in crown ethers. Functionalized crown ether 5 is synthesized amonobenzo-15-crown-5-ether and terephthaladehyde same ratio at one to one. Bis crown ether 6 has photosensitive linkage between crown ethers. Bis crown ether 7 is prepared by amonobenzo-15-crown-5-ether and triethyl ortho formate. 4'-Nitrobenzo-crown ethers and 3',4'-dinitrobenzo-crown ethers were prepared by nitration of benzo crown ethers, obtained from the reaction of catechol and oligoethylene glycol ditosylate. Crown ethers containing aldehyde group were synthesized from the reaction of 3,4-dihydroxybenzaldehyde and corresponding ditosylate respectively. The synthesized crown ethers were characterized respectively by IR, NMR, GC-Mass.

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Characteristics of Percutaneous Absorption of Glycol ethers (Glycol ethers에 대한 피부 투과 특성)

  • Lee, Han-Seob;Choi, Sung-Boo;Kim, Nac-Joo;Keun, Jang-Hyoun;Hwang, Hyun-Suk;Baek, Jung-Hun;Choi, Jin-Ho;Lee, Ho-Joon
    • Journal of the Korean Applied Science and Technology
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    • v.30 no.1
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    • pp.116-126
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    • 2013
  • Glycol ethers are a group of solvents based on alkyl ethers of ethylene glycol commonly used in paints. These solvents typically have a higher boiling point, together with the favorable solvent properties of lower-molecular weight ethers and alcohols. The word "Glycol ethers" was registered as a United States trademark by Union Carbide Corp. Typically, glycol ethers are found in pharmaceuticals, sunscreens, cosmetics, inks, dyes and water based paints. On the other hand, glycol ethers are used in degreasers, cleaners, aerosol paints and adhesives. Most glycol ethers are relatively water soluble, biodegradable and only a few are considered toxic. Therefore, they are unlikely to pose an adverse risk to the environment. Recent study suggests that occupational exposure to glycol ethers is related to low motile sperm count in men, but the finding has been disputed by others. In this study, skin permeation of 3 types glycol ethers were studied in vitro using matrix such as solvent and detergent. The absorption of glycol ethers[methyl glycol ethers(MC), ethyl glycol ethers(EC) and butyl glycol ethers(BC)] has been measured in vitro through rat skin. Epidermal membranes were set up in Franz diffusion cells and their permeability to PBS measured to establish the integrity of the skin before the glycol ethers were applied to the epidermal surface. Absorption rates for each glycol ethers were determined and permeability assessment made to quantify any irreversible alterations in barrier function due to contact with the esters. Types of glycol ethers in vitro experimental results on MC> EC> BC quickly appeared in the following order: skin permeation was beneficial to the skin permeation small molecular weight, the difference in chemical structure, such as hydrophilic, because with the partition coefficient and solubility mechanisms and passive diffusion to increase the speed at which transmission is considered.

Mechanism Studies on the CSI Reaction with Allyl Ethers by Varying p-Substituent

  • Jung, Young-Hoon;Kim, Ji-Duck
    • Archives of Pharmacal Research
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    • v.26 no.9
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    • pp.667-678
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    • 2003
  • We examined the effect of p-substituents in p-substituted cinnamyl methyl ethers and 1-(p-substituted phenyl)allyl methyl ethers with CSI, and confirmed that the CSI reaction of allyl ethers (p-substituted ethers) is a competitive reaction of $S_Ni{\;}and{\;}S_N1$ mechanism according to the stability of the carbocation. And, the only terminal allylic amine was obtained through the migration reaction in thermodynamic reaction condition.

Syntheses and Phase-transfer Catalytic Activities of Monoazacrown Ethers

  • Shim Jae Hu;Chung Kwang Bo;Masao Tomoi
    • Bulletin of the Korean Chemical Society
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    • v.13 no.3
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    • pp.252-255
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    • 1992
  • Preparative methods for and catalytic activities of monoaza-18-crown-6 or monoaza-15-crown-5 in the reaction of 1-bromooctane with aqueous KI or NaI were investigated. Monoazacrown ethers were prepared by debenzylation of N-benzylmonoazacrown ethers, obtained from the reaction of N-benzyldiethanolamine and oligoethylene glycol ditosylate. The phase-transfer catalytic activity of N-benzylmonoazacrown ethers was higher than that of the corresponding monoazacrown ethers.

Syntheses New Crown Ethers Containing Luminescent Coumarin Group(II) (Coumarin을 포함하는 새로운 형광 크라운 에테르의 합성(II))

  • Lee, Sang-Hwoon;Jang, Dong-Chun;Chang, Seung-Hyun
    • Journal of the Korean Society of Industry Convergence
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    • v.6 no.2
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    • pp.109-113
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    • 2003
  • We report herein synthetic results obtained new types of crown ethers containing coumarin group. Crown ethers containing coumarin group 1~3 are hydroxymethyl-15-crown-5-ether linked with 4-hydroxy coumarin-4-acetic acid by esterification reaction. Crown ethers containing coumarin group 1~3 have different cavity in each crown ether rings. The 12-crown-4 ether with coumarin 1 has the smallest cavity size. The 15-crown-5 ether with coumarine 2 has the medium cavity size. The 18-crown-6 ether with coumarin 3 has the largest cavity size. Therefore each crown ether with coumarin group will recognize different ionic radius meta. Because of different hole size in crown ethers, these crown ethers seem to be had different selectivity in luminescent sensors. The crown ethers with coumarine 1~3 synthesized hydroxymethyl-15-crown-5-ether and 4-hydroxy coumarin-4-acetic acid same ratio at one to one. The synthesized crown ethers were characterized respectively by IR, NMR. GC-Mass.

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Synthesis, Characterization and Complexation Behavior Investigations of Novel Bis- and Tris-crown Ethers

  • Huang, Zhi Bin;Kim, Sung-Hong;Chang, Seung-Hyun
    • Bulletin of the Korean Chemical Society
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    • v.27 no.6
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    • pp.893-898
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    • 2006
  • Novel bis- and tris-crown ethers were synthesized from 1-aza and diaza-crown ethers with 2-acryloyloxy-methyl crown ethers through Michael addition. The synthesized bis- and tris-crown ethers were characterized by their elemental analyses, $^1H$-NMR, $^{13}C$-NMR, mass spectra, IR spectra, respectively. The complexation behavior of the bis- and tris-crown ethers with $Li^+$, $Na^+$, $Na^+$, $Rb^+$, $Cs^+$ was examined by $^1H$-NMR, FAB mass, and UV spectrometry.

A Study on the Matter of Using High Energetic Source with Environmental Pollution Reduce (환경오염을 줄이면서 고에너지원으로 이용되는 물질에 관한 연구)

  • 노기환;김준태
    • Journal of environmental and Sanitary engineering
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    • v.13 no.1
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    • pp.69-81
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    • 1998
  • The reactivity increase of unsunstituted energetic compound in cyclic ethers was found in order of three-membered cyclic form < five-membered cyclic form< four-membered cyclic form. The nucleophilicity and basicity of cyclic ethers can be explained by the negative charge on oxygen atom of cyclic ethers. The reactivity of propagation in the polymerization of cyclic ethers can be represented by positive charge on carbon atom and the LUMO energy of active species of cyclic ethers. The cationic polymerization of substituted cyclic ethers which have pendant energetic groups such as methoxy($-CH_{2}OCH_{3}$), azido($-CH_{2}N_{3}$), and nitrato($-CH_{2}ONO_{2}$) are investigated theoretically using the MNDO methods.

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A Novel Synthetic Methods for $\alpha$-Amino Acids from Allyl Ethers via N-Allylcarbamates

  • jung, Young-Hoon;Kim, Ji-Deuk
    • Archives of Pharmacal Research
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    • v.23 no.6
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    • pp.574-578
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    • 2000
  • Protected $\alpha$-Phenyl glycine 17 and phenylalanine 18 and 19 have been synthesized through an efficient three-step sequence from the corresponding allyl ethers 5, 7, and 10. The key intermediate in this synthesis is the corresponding allylic amines prepared by reaction of allyl ethers with chlorosulfonyl isocyanate.

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