• Title/Summary/Keyword: 아릴화

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Alkyl & Aryl Transfer Reactions of Trialkylborane & Triarylborane in the Presence of Metal Alkoxide to the Carbonyl Compounds Using Various Sacrificial Anodes via Electrochemical Method (메탈 알콕사이드 존재 하에서 희생 양극을 이용한 트리알킬보란 및 트리아릴보란의 카르보닐화합물로의 알킬 및 아릴 이동 반응에 대한 전기화학적 방법)

  • 최정훈;최보성;염종성;백대진
    • 한국전기화학회:학술대회논문집
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    • 1998.10a
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    • pp.35-35
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    • 1998
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Activation of Aromatic Carbon-Hydrogen Bonds by Palladium Trifluoroacetate Complexes (Pd(CF3CO2)2 착화합물 촉매에 의한 방향족 탄소-수소 결합의 활성화 반응)

  • Hwang, Yeong-Ae;Kim, Dong-Hwan;Baek, Du-Jong
    • Journal of the Korean Chemical Society
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    • v.50 no.5
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    • pp.369-373
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    • 2006
  • Arylation reactions of styrene catalyzed by Pd(CF3CO2)2-sulfides and Pd(CF3CO2)2-phosphines were investigated. The yield of trans-stilbene, the main product, increased as the basicity of the substituents on the aryl groups of the phosphines increased and the steric hindrance of the substituents decreased. The mechanism of the aryl migration of arylphosphines to styrene is proposed to involve the electrophilic attack of Pd to the phenyl group on the phosphines. The phosphine systems were found to be more effective than the sulfide ones.

Cycloaddition of Homophthalic Anhydrides to Azodicarboxylate and Alkylidenecarbamates (호모프탈산 무수물과 아조디카르복시산 에스테르 및 알킬리덴카르밤산 에스테르와의 고리화첨가반응)

  • Youn Young Lee;Ho Hyeon Kim;Yang Mo Goo
    • Journal of the Korean Chemical Society
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    • v.30 no.2
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    • pp.243-247
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    • 1986
  • The cycloaddition between homophthalic anhydrides (1 or 2) and diethyl azodicarboxylate and ethyl arylmetbyldenecarbamates was investigated. The former led to 2,3-diethoxycarbonyl-2,3-dihydro-1-hydroxyphthalazines (3 and 4), while the latter gave 3-aryl-4-carboxy-2-ethoxycarbonyl-3,4-dihydro-1(2H) isoquinolinones (5∼10).

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Selective Copper-Catalyzed Azidation and Amination of Aryl Halides with Sodium Azide (구리 촉매에 의한 할로젠화 아릴과 아지도 소듐의 선택적 아지드화 및 아민화 반응)

  • Paik, Seunguk
    • Applied Chemistry for Engineering
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    • v.32 no.2
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    • pp.224-227
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    • 2021
  • A rapid and selective copper-catalyzed amination of aryl halides with sodium azide was established by using 10 mol % of CuI, and 20 mol % of N,N'-dimethylethylenediamine in DMSO under microwave irradiation for 10 min. The catalytic system with 4-substituted aryl iodides was found to be the most effective leading to a nearly complete conversion.

Structural Properties of Epoxy-Montmorillonite Nanocomposites (몬모릴로나이트와 에폭시수지로부터 합성된 나노복합재료의 구조적 특성에 관한 연구)

  • Sur, Gil-Soo;Ryu, Joung-Gul;Lyu, Sung-Gyu;Choi, Hyun-Kuk;Kim, Bong-Sik
    • Applied Chemistry for Engineering
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    • v.10 no.4
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    • pp.615-619
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    • 1999
  • Polyether-clay nanocomposite was not polymerized with stearyltrimethylammonium ion exchanged montmorillonite, but it was self-polymerizable when heated with both stearyltrimethylammpmoim and m-phenylenediammonium ions intercalated montmorillonite to form polyether-clay nanocomposites. Molcular disperion of montmorillonite within the crosslinked epoxy matrix verified using X-ray diffraction and transmission electron microscopy found that the final product contains a uniform dispersion of exfoliated $10{\AA}$ thin clay layers seperated by $250{\sim}500{\AA}$of polyether polymer, thus verifying the nanocomposite structure.

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The Study of Donor-Acceptor Chromophores and Diketopyrrolopyrrole(DPP) Analogues (Donor-Acceptor 발색단과 디케토피롤로피롤(DPP) 유도체에 관한 연구)

  • Kim, HunSoo;Kim, SeungHoi;Park, SooYoul
    • Tribology and Lubricants
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    • v.32 no.5
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    • pp.141-146
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    • 2016
  • The diketopyrrolopyrrole (DPP) pigment is a bicyclic 8-π-electron system containing two lactam units. Typical DPP derivative pigments have melting points of over 350°C and very low solubility in most solvents, and show absorption in the visible region with a molar extinction coefficient of 33,000 dm2mol−1 and strong photoluminescence with maxima in the range 500–600 nm. X-ray structure analyses of DPP show that the whole molecule is almost in one plane. The phenyl rings are twisted out of the heterocyclic plane and the intermolecular hydrogen bonding between neighboring lactam NH and carbonyl units influences the structure of the DPP pigment in the solid state. In this study, mono-N-alkylation and mono-N-arylation were undertaken for Pigment Red 264 or Pigment Orange 73 with alkyl halide and aryl halide, respectively, in the presence of sodium tert-butoxide as a base catalyst to improve the solubility of DPP pigments and their application as CO2 indicators. The synthetic yield was in the range 11–88%. The indicator dyes are highly soluble in organic solvents and shows pH-dependent absorption (λmax 501 and 572 nm for the protonated and deprotonated forms, respectively) and emission (λmax 524 and 605 nm for the protonated and deprotonated forms, respectively) spectra. The mono-N-alkylated and mono-N-arylated DPP pigment was identified by 1H-NMR (1H-Nuclear Magnetic Resonance Spectrometer), FT-IR (Fourier Transform Infrared Spectroscopy), and MS (Mass Spectrometry). According to the results of color and hue properties obtained by a color matching analyzer, the synthesized DPP pigment material can be used as a CO2 indicator.

Synthesis of p-Phenylene Diacrylic Acid Derivatives by Palladium Catalyzed Vinylation of Aryl Halides. Selective Vinylation of 4-Bromoiodobenzene (할로겐화 아릴 화합물들의 팔라듐 촉매화 비닐화 반응을 이용한 p-Phenylene Diacrylic Acid 유도체들의 합성. 4-Bromoiodobenzene의 선택적인 비닐화반응)

  • Nam Joo Kang;Jong Tae Lee;Jin Il Kim
    • Journal of the Korean Chemical Society
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    • v.30 no.2
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    • pp.237-242
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    • 1986
  • (E,E)-p-Phenylene diacrylic acid derivatives were prepared in moderate to good yields by the palladium catalyzed vinylation of 4-bromoiodobenzene or 4-diiodobenzene with 2 equiv of acrylic acid derivatives in the presence of triethylamine. 4-Diiodobenzene was more reactive than 4-bromoiodobenzene in the above reactions and the reactions were proceeded stereospecifically. (E,E)-p-Phenylene diacrylic acid derivatives and several other 1,4-diolefinic aromatic compounds were also synthesized by utilizing the selective vinylation of 4-bromoiodobenzene.

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Inhibition of Side Reactions Forming Dimers of Diols in the Selective Hydrogenation of Methacryl Aldehyde (메타아크릴 알데히드의 선택적 수소화에서 2가 알코올의 이합체 형성 부반응 억제효과)

  • Kook-Seung Shin;Mi-Sun Cha;Kyoung-Ku Kang;Chang-Soo Lee
    • Clean Technology
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    • v.29 no.2
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    • pp.79-86
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    • 2023
  • The homogeneous catalyst, Ru-MACHO-BH, selectively performs hydrogenation reactions only on the carbonyl group of α, β-unsaturated aldehyde compounds with extremely high reactivity and selectivity. However, the hydrogenation of α, β-unsaturated aldehydes involves a heterogeneous Diels-Alder reaction, resulting in the formation of significant amounts of byproducts, such as dimers. In this study, we used the Ru-MACHO-BH catalyst (Carbonyl hydrido (tetrahydroborato) [bis (2-diphenyl phosphino ethyl) amino] ruthenium(II)) to selectively hydrogenate the carbonyl group of a specific type of α, β-unsaturated aldehyde called methacryl aldehyde, leading to the synthesis of methallyl alcohol. Simultaneously, we applied diols to inhibit the formation of byproducts. The results demonstrate that monoethylene glycol can significantly reduce the formation of diols. Based on these results, we effectively suppressed the formation of dimers containing vinyl groups in methacryl aldehyde by using hydroquinone, which can efficiently inhibit the chemical interaction of vinyl groups. Consequently, the conversion rate of methacryl aldehyde was increased. Ultimately, by reducing the amount of the expensive homogeneous catalyst Ru-MACHO-BH to 1/10, we achieved a selectivity of over 90% and a yield of over 80% for the desired product, methallyl alcohol. These results provide a method to minimize yield reduction while reducing the usage of expensive catalysts, thereby improving cost-effectiveness. We expect that the reaction could be applied to various kinds of selective hydrogenation and has been successfully run on an industrial scale.

Synthesis and characterization of sulfonated poly(arylene biphenylsulfone ether) copolymers containing hydroquinone moiety for polymer electrolyte membrane (고분자 전해질 멤브레인용 하이드로퀴논 부분이 포함된 설폰화된 폴리(아릴렌 비페닐설폰 에테르) 공중합체의 합성과 특성평가)

  • Yoo, Dong-Jin
    • Journal of Energy Engineering
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    • v.19 no.2
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    • pp.121-127
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    • 2010
  • In present work, sulfonated poly(arylene biphenyklsulfone ether) copolymers containing hydroquinone moiety were successfully synthesized using 4,4'-bis[(4-chlorophenyl)sulfonyl]-1,1'-biphenyl(BCPSBP), hydroquinone sulfonic acid potassium salt(sHQ), 4,4'-sulfonyldiphenol and evaluated their characteristics. Three kinds of polymer electrolyte membranes, PBPSEH-HQ00, PBPSEH-HQ10 and PBPSEH-HQ30 were prepared by using mole fraction of sulfonated hydroquinone(sHQ). The structure of the fabricated polymers was analyzed using NMR, IR and GPC. The Mw(weight-average molecular weights) of the polymers were in the range of 62,000-213,000 g $mol^{-1}$, and the molecular weight distribution (Mw/Mn) varied from 1.66-4.04. The thermal analysis of the copolymers was carried out by TGA and DSC. The temperature of Td5% and Td10% was decreased with the mole fraction of sHQ but Tg was increased with the mole fraction. The water uptake, IEC and ion conductivity were increased with increasing the ionic cluster of the polymers. The proton conductivity equal to 9.4 mS $cm^{-1}$ was measured for the PBPSEH-HQ30 membrane at $90^{\circ}C$ and 100% relative humidity. From the observed results it is clear that the prepared hydrocarbon membrane can be considered as suitable polymer electrolyte membrane for the application of PEMFC.