• 제목/요약/키워드: malononitrile

검색결과 70건 처리시간 0.018초

석탄회 산업폐기물로부터 제조한 메조다공성 실리카소재를 촉매로 사용하는 Knoevenagel 수용액 반응 (Knoevenagel Reaction in Water Catalyzed by Mesoporous Silica Materials Synthesized from Industrial Waste Coal Fly Ash)

  • Dhokte, Aashish O.;Khillare, Santosh L.;Lande, Machhindra K.;Arbad, Balasaheb R.
    • 대한화학회지
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    • 제55권3호
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    • pp.430-435
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    • 2011
  • 화력발전소에서 배출되는 석탄회를 이용하여 메조다공성 소재인 MCM-41을 제조하였다. 제조한 소재는 XRD, FTIR, SEM 및 EDS 방법으로 특성을 규명하였다. 이 소재의 촉매활성을 방향족 알데히드와 malonontrile의 Knoevenagel축합 반응에서 5-arylindene malononitriles의 합성에 대해 연구하였다. 이 방법의 특징은 쉬운 취급법, 안정성, 촉매의 재사용 및 생태친화성, 고수율, 짧은 반응시간, 간단한 실험과정 및 마무리 절차 등을 들 수 있다.

Experimental and Theoretical Studies on the Tautomerism in 2-Aminopyridines and 2(1H)-Pyridinones: Synthesis of 2-Amino-4-aryl-3-cyano-6-(3,4-dimethoxyphenyl)pyridines and 4-Aryl-3-cyano-6-(3,4-dimethoxyphenyl)-2(1H)-pyridinones

  • Davoodnia, Abolghasem;Attar, Paria;Morsali, Ali;Eshghi, Hossein;Tavakoli-Hoseini, Niloofar;Khadem, Shahriar
    • Bulletin of the Korean Chemical Society
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    • 제32권6호
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    • pp.1873-1878
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    • 2011
  • Under solvent-free conditions and in one-pot, a series of 2-amino-4-aryl-3-cyano-6-(3,4-dimethoxyphenyl)-pyridines and 4-aryl-3-cyano-6-(3,4-dimethoxyphenyl)-2(1H)-pyridinones were prepared using 3,4-dimethoxyacetophenone, an aldehyde, malononitrile (or ethyl cyanoacetate), and ammonium acetate in the presence of 3-methyl-1-(4-sulfonylbutyl)imidazolium hydrogen sulfate $[HO_3S(CH_2)_4MIM][HSO_4]$ (a Br${\o}$nsted acidic ionic liquid) as the catalyst in very short reaction time. The preference for the formation of more stable tautomers was consistence with the theoretical calculation using the Gaussian 03 program at the B3LYP hybrid density functional level.

Red Fluorescent Donor-π-Acceptor Type Materials based on Chromene Moiety for Organic Light-Emitting Diodes

  • Yoon, Jhin-Yeong;Lee, Jeong Seob;Yoon, Seung Soo;Kim, Young Kwan
    • Bulletin of the Korean Chemical Society
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    • 제35권6호
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    • pp.1670-1674
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    • 2014
  • Two red emitters, 2-(7-(4-(diphenylamino)styryl)-2-methyl-4H-chromen-4-ylidene)malonitrile (Red 1) and 2-(7-(julolidylvinyl)-2-methyl-4H-chromen-4-ylidene)malonitrile (Red 2) have been designed and synthesized for application as red-light emitters in organic light emitting diodes (OLEDs). In these red emitters, the julolidine and triphenyl moieties were introduced to the emitting core as electron donors, and the chrome-derived electron accepting groups such as 2-methyl-(4H-chromen-4-ylidene)malononitrile were connected to electron donating moieties by vinyl groups. To explore the electroluminescence properties of these materials, multilayered OLEDs using red materials (Red 1 and Red 2) as dopants in $Alq_3$ host were fabricated. In particular, a device using Red 1 as the dopant material showed maximum luminous efficiencies and power efficiencies of 0.82 cd/A and 0.33 lm/W at $20mA/cm^2$. Also, a device using Red 2 as a dopant material presented the CIEx,y coordinates of (0.67, 0.32) at 7.0 V.

Synthesis, Spectral Property and Dyeing Assessment of Azo Disperse Dyes Containing Carbonyl and Dicyanovinyl Groups

  • Choi, Yun Seok;Lee, Kun Su;Kim, Hye Jin;Choi, Jong Yun;Kang, Soon Bang;Lee, Eui Jae;Keum, Gyochang
    • Bulletin of the Korean Chemical Society
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    • 제34권3호
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    • pp.863-867
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    • 2013
  • A series of azo disperse dyes having dicyanovinyl groups was synthesized by the Knoevenagel condensation with malononitrile from carbonyl substituted phenylazo disperse dyes which were prepared by conventional diazo coupling reaction of aniline derivatives as diazo components. A variety of coupling components such as anilines, an indole and a pyridone were used. The azo disperse dyes were evaluated for their spectral properties and dyeing assessment on the polyester fabrics. The azo disperse dyes containing dicyanovinyl groups showed bathochromic shifts and darker colors due to increased electron withdrawing strength in their azo components and extended conjugation by dicyanovinyl groups than their parent carbonyl substituted azo dyes. The dyes containing 2-acetylamino-5-methoxy substituent in the coupling component exhibited higher wavelength of maximum absorbance (${\lambda}_{max}$) and significant negative solvatochromism than those of other dyes due to intramolecular hydrogen bonding.

Coherence Gated Three-dimensional Imaging System using Organic Photorefractive Holography

  • Hwang, Ui-Jung;Choi, Jongwan;Kim, Chuntae;Kim, Won-Guen;Oh, Jin-Woo;Kim, Nakjoong
    • Bulletin of the Korean Chemical Society
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    • 제35권3호
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    • pp.938-940
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    • 2014
  • This paper discusses a coherence-gated three-dimensional imaging system based on photorefractive holography, which was applied to imaging through turbid media with a view to developing biomedical instrumentation. A rapid response photorefractive device doped with 2,4,7-trinitro-9-fluorenylidene malononitrile was used to generate the hologram grating. The estimated depth resolution was $20{\mu}m$, which corresponds to the coherence length of the light source. In this coherence imaging system, tomographic imaging of a 3-dimensional object composed of a $50{\mu}m$ thick cylindrical layer was achieved. The proposed coherence imaging system using an organic photorefractive material can be used as an optical tomography system for biological applications.

Synthesis of New 2-Thiouracil-5-Sulfonamide Derivatives with Biological Activity

  • Fathalla, O.A.;Zaghary, W.A.;Radwan, H.H.;Awad, S.M.;Mohamed, M.S.
    • Archives of Pharmacal Research
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    • 제25권3호
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    • pp.258-269
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    • 2002
  • 2-Thiouracil-5-sulfonylchloride 1 reacted with a series of aromatic and heterocyclic amines to give 2a-j. The same compound 1 was reacted with a series of sulphonamides giving different sulphonamides of type 3a-e. On the other hand compound 1 was allowed to react with p-aminoacetophenone givining compound 4 which in turn was allowed to react with derivatives of alkyl thiosemicarbazides to give thiosemicarbazones of type 5a-e, also compound 4 was monobrominated to give compound 6 which in turn was reacted thiosemicarbazones of some aldehydes to give the corresponding thiazole derivatives 7a-f. In the same time compound 4 was reacted with a series of aromatic and heterocyclic aldehydes givining chalcones 8a-g (Claisen-Schemidt reaction). Also compound 4 was allowed to react with a series of aromatic and heterocyclic aldehydes, ethyl cyano acetate and/or malononitrile, and ammonium acetate giving pyridine derivatives 9a-d and 10a-e respectively. The biological effects of some of the new synthesized compounds was also investigated.

Effect of the Photosensitizer on the Photo refractive Effect Using a Low $T_g$ Sol-Gel Glass

  • Choi, Dong-Hoon;Jun, Woong-Gi;Oh, Kwang-Yong;Yoon, Han-Na;Kim, Jae-Hong
    • Macromolecular Research
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    • 제11권4호
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    • pp.250-255
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    • 2003
  • We prepared the photorefractive sol-gel glass based on organic-inorganic hybrid materials containing a charge transporting molecule, second-order nonlinear optical (NLO) chromophore, photosensitizer, and plasticizer. Carbazole and 2-{ 4-[(2-hydroxy-ethyl)-methyl-amino]-benzylidene}-malononitrile were reacted with isocyanato-triethoxy silane and the functionalized silanes were employed to fabricate the efficient photorefractive media induding 2,4,7-trinitrot1uorenone (TNF) to form a charge transfer complex. The prepared sol-gel glass samples showed a large net gain coefficient and high diffraction efficiency at a certain composition. As the concentration of photosensitizer increased, the photorefractive properties were enhanced due to an increment of charge carrier density. Dynamic behavior of the diffraction efficiency was also investigated with the concentration of the photosensitizer.

Synthesis and Characterization of Novel Red-Light-Emitting Materials with Push-Pull Structure Based on Benzo[1,2,5]thiadiazole Containing Arylamine as an Electron Donor and Cyanide as an Electron Acceptor

  • Ju, Jin-Uk;Jung, Sung-Ouk;Zhao, Qinghua;Kim, Yun-Hi;Je, Jong-Tae;Kwon, Soon-Ki
    • Bulletin of the Korean Chemical Society
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    • 제29권2호
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    • pp.335-338
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    • 2008
  • New efficient red emitter having short p?-conjugation length and asymmetric bulky structure, 2-(7-diphenylamino-benzo[1,2,5]thiadiazole-4-ylmethylene)-malononitrile, was synthesized and characterized. Using this material as a dopant, we fabricated electroluminescence device with a structure of ITO/DNTPD/NPD/BTZA (5 wt% in Alq3)/Alq3/LiF/Al. The device exhibited a high brightness of 761 cd/m2 at a driving voltage of 4.8 V, and current efficiency is 0.75 cd/A. The Commission International de IEclairage (CIE) coordinates of the EL device were found to be (0.62, 0.37) at 10 mA/cm2.

meso-Substituted Dipyrromethanes from Vinylogous Aromatic Heterocycles and Their Utilization to the Synthesis of meso-Functionalized Porphyrins

  • Hong, Seong-Jin;Lee, Mi-Hye;Lee, Chang-Hee
    • Bulletin of the Korean Chemical Society
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    • 제25권10호
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    • pp.1545-1550
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    • 2004
  • meso-Functionalized dipyrromethanes 6-10 were synthesized by acid-catalyzed addition of pyrrole to ${\alpha}$-position of 2-alkenyl pyrroles. The regiochemistry of the reaction can be explained by either the formation of more stable carbocation intermediate or ${\beta}$-addition of ${\alpha},{\beta}$-unsaturated carbonyl compounds. The starting 2-alkenyl pyrroles were synthesized by Aldol condensation of 2-formylpyrrole with active methylene compounds such as nitromethane, diethylmalonate and malononitrile. Attempted ‘2+2' condensation of meso-diethylmalonyldipyrromethane, meso-(p-tolyl)dipyrromethane and p-tolualdehyde afforded three different porphyrins 12, 13 and 14 in reasonable yields. On the other hand, meso-(nitromethyl)dipyrromethane with p-(tbutyl) benzaldehyde resulted in the formation of three different porphyrins such as 5,15-dicyano-10,20-diarylporphyrin (16), 5-cyano-15-formyl-10,20-diarylporphyrin (17) and 5,15-diformyl-10,20-diarylporphyrin (18) in low yields. Conversion of nitromethyl groups to nitrile and (or) formyl group was observed under the porphyrin forming conditions.

Synthesis of Functionalized Benzoxazoles and Their Binding Affinities to A β42 Fibrils

  • Chun, Young-Shin;Lim, Soo-Jeong;Oh, Seung-Jun;Moon, Dae-Hyuk;Kim, Dong-Jin;Cho, Cheon-Gyu;Yoo, Kyung-Ho
    • Bulletin of the Korean Chemical Society
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    • 제29권9호
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    • pp.1765-1768
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    • 2008
  • Functionalized benzoxazole derivatives were designed and synthesized based on the structural features of PIB and FDDNP, which show excellent binding affinities to aggregated A$\beta$ 42 fibrils. All the synthesized compounds were evaluated by competitive binding assay against aggregated A$\beta$ 42 fibrils using [$^{125}$I]TZDM and displayed good in vitro binding affinities with Ki values (0.47-15.3 nM) from subnanomolar to nanomolar range. Among them, benzoxazoles 1f and 1a having malononitrile and ester moieties at C-6 exhibited superior binding affinities ($K_i$ = 0.47 and 0.61 nM, respectively) to PIB ($K_i$ = 0.77 nM).