• Title/Summary/Keyword: malononitrile

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Interface Characteristics of Epoxy Composite Treated with Silane Coupling Agent (실란 결합제 처리된 에폭시 수지 복합재료의 계면 특성)

  • Lee, Jae-Yeong;Lee, Hong-Gi;Sim, Mi-Ja;Kim, Sang-Uk
    • Korean Journal of Materials Research
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    • v.11 no.12
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    • pp.1009-1013
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    • 2001
  • The effects of coupling agent on the interface characteristics between epoxy resin and natural zeolite were studied by SEM, optical microscope and universal testing machine (UTM). Epoxy resin as a matrix was diglycidyl ether of bisphenol A (DGEBA)/4,4'-methylene dianiline (MDA)/malononitrile (MN) system and natural zeolite as an inorganic fillet was produced in Korea. With the increment of zeolite content, tensile strength decreased and it was due to the different elastic moduli of two materials. When external stress was loaded on the composites, the stress concentrated on the weakly bonded interface and crack grew easily. To improve the interface characteristics, the surface of the natural zeolite was treated with the silane coupling agent and it was found that the tensile strength was increased. The morphology of the interface showed that the bonding characteristics were modified by coupling agent.

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Indium Modified Mesoporous Zeolite AlMCM-41 as a Heterogeneous Catalyst for the Knoevenagel Condensation Reaction

  • Katkar, Santosh S.;Lande, Machhindra K.;Arbad, Balasaheb R.;Rathod, Sandip B.
    • Bulletin of the Korean Chemical Society
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    • v.31 no.5
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    • pp.1301-1304
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    • 2010
  • The Indium modified mesoporous zeolite AlMCM-41 were synthesized by hydrothermal method and characterized by powder X-ray diffraction (XRD), fourier transform infrared spectroscopy (FT-IR) and scanning electron microscopy with energy dispersive spectroscopy (SEM-EDS) techniques. The Knoevenagel condensation of aldehyde with malononitrile or ethyl cyanoacetate was carried out at reflux condition in ethanol by using heterogeneous In/AlMCM-41 catalyst. This method is fast, efficient, easy work-up and eco-friendly to afford the corresponding Knoevenagel adducts. The catalyst was recovered and reused for several cycles with consistent activity.

Cure and Thermal Degradation Kinetics of Epoxy/Organoclay Nanocomposite

  • Park, Jae-Jun
    • Transactions on Electrical and Electronic Materials
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    • v.13 no.4
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    • pp.204-207
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    • 2012
  • Epoxy nanocomposite was synthesized through the exfoliation of organoclay in an epoxy matrix, which was composed of diglycidyl ether of bisphenol A (DGEBA), 4,4'-methylene dianiline (MDA) and malononitrile (MN). Organoclay was prepared by treating the montmorillonite with octadecyl trimethyl ammonium bromide (ODTMA). The exfoliation of the organoclay was estimated by wide angle X-ray diffraction (WAXD) analysis. In order to measure the cure rate of DGEBA/MDA (30 phr)/MN (5 phr)/organoclay (3 phr), differential scanning calorimetry (DSC) analysis was performed at various heating rates, and the data were interpreted by Kissinger equation. Thermal degradation kinetics of the epoxy nanocomposite were studied by thermogravimetric analysis (TGA), and the data were introduced to the Ozawa equation. The activation energy for cure reaction was 45.8 kJ/mol, and the activation energy for thermal degradation was 143 kJ/mol.

Synthesis, Reactions and Antimicrobial Activity of 2-Amino-4-(8-quinolinol-5-yl)-1-(p-tolyl)-pyrrole-3-carbonitrile

  • Abdel-Mohsen, Shawkat A.
    • Bulletin of the Korean Chemical Society
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    • v.26 no.5
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    • pp.719-728
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    • 2005
  • A novel 2-amino-4-(8-quinolinol-5-yl)-1- (p-tolyl)-pyrrole-3-cabonitrile (2) was obtained by the reaction of 2-[2-bromo-1-(8-hydroxyquinolin-5-yl)-ethylidene]-malononitrile (1) with p-toluidene. The new synthon compound (2) could be annelated to the corresponding pyrrolo[2,3-d]pyrimidines (4, 6, 7, 26-28), triazolo[1,5-c]pyrrolo[3,2-e]pyrimidines (10, 29, 30), pyrrolo[2,3-c]pyrazoles (11-15), pyrrolo[1,2-a]pyrrolo[3,2-e] pyrimidine (17) and imidazo[1,2-c]pyrrolo[3,2-e]pyrimidines (18-25) via the reaction with some reagents such as acetic anhydride, formamide, triethyl orthoformate, hydrazine hydrate, hydroxylamine, ethylenediamine, carbon disulfide and phosphorus oxychloride. Chemical and spectroscopic evidences for the structures of these compounds are presented. The antifungal and antibacterial activity of the newly synthesized comounds were evaluated.

Rapid One-pot, Four Component Synthesis of Pyranopyrazoles Using Heteropolyacid Under Solvent-free Condition

  • Chavan, Hemant V.;Babar, Santosh B.;Hoval, Rahul U.;Bandgar, Babasaheb P.
    • Bulletin of the Korean Chemical Society
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    • v.32 no.11
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    • pp.3963-3966
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    • 2011
  • A series of pyranopyrazoles, was efficiently synthesized via one-pot, four component reaction of ethyl acetoacetate, hydrazine hydrate, aldehydes and malononitrile in the presence of catalytic amount silicotungstic acid under solvent free condition. NOE experiments confirmed that the product exist exclusively in the 2H form. The present protocol offers the advantages of clean reaction, short reaction time, high yield, easy purification and economic availability of the catalyst.

CuI Nanoparticles as New, Efficient and Reusable Catalyst for the One-pot Synthesis of 1,4-Dihydropyridines

  • Safaei-Ghomi, Javad;Ziarati, Abolfazl;Teymuri, Raheleh
    • Bulletin of the Korean Chemical Society
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    • v.33 no.8
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    • pp.2679-2682
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    • 2012
  • A simple one-pot synthesis of two derivatives of 1,4-dihydropyridines has been described under reflux conditions using copper iodide nanoparticles (CuI NPs) as a catalyst in high yields. This method demonstrated four-component coupling reactions of aldehydes and ammonium acetate via two pathways. In one route, the reaction was performed using 2 eq ethyl acetoacetate while in the other one 1 eq ethyl acetoacetate and 1 eq malononitrile were used. The CuI NPs was reused and recycled without any loss of activity and product yield. It is noteworthy to state that wide range of the 1,4-dihydropyridines have attracted large interest due to pharmacological and biological activities.

Effects of Fused Thiophene Bridges in Organic Semiconductors for Solution-Processed Small-Molecule Organic Solar Cells

  • Lee, Jae Kwan;Lee, Sol;Yun, Suk Jin
    • Bulletin of the Korean Chemical Society
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    • v.34 no.7
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    • pp.2148-2154
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    • 2013
  • Three push-pull organic semiconductors, TPA-$Th_3$-MMN (1), TPA-ThTT-MMN (2), and TPA-ThDTT-MMN (3), comprising a triphenylamine donor and a methylene malononitrile acceptor linked by various ${\pi}$-conjugated thiophene units were synthesized, and the effects of the ${\pi}$-conjugated bridging unit on the photovoltaic characteristics of solution-processed small-molecule organic solar cells based on these semiconductors were investigated. Planar bridging units with extended ${\pi}$-conjugation effectively facilitated intermolecular ${\pi}-{\pi}$ packing interactions in the solid state, resulting in enhanced $J_{sc}$ values of the SMOSCs fabricated with bulk heterojunction films.

A Facile Solvent and Catalyst Free Synthesis of New Dihydro Pyrimidinones as Antimicrobial Agents

  • Hegde, Hemant;Ahn, Chuljin;Gaonkar, Santosh L.;Shetty, Nitinkumar S.
    • Journal of the Korean Chemical Society
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    • v.63 no.6
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    • pp.435-439
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    • 2019
  • An efficient one pot multicomponent synthesis of pyrimidinone derivatives of Biginelli type is described. 4-amino-6-aryl-pyrimidine-5-carbonitrile molecules were synthesized efficiently via three-component Biginelli-type condensation of aldehyde, malononitrile, and semicarbazone as urea substituent in the presence of a catalytic amount of PEG-400 as green medium under microwave irradiation. The reactions proceeded efficiently in the presence of microwave radiation to afford the desired products in good to excellent yields. Products have been confirmed by IR, and NMR spectral analysis. All the molecules were tested for their antimicrobial activity against E. coli, S. aureus, P. aeruginosa and C. tropicalis. Some of the compounds have shown moderate to good inhibition efficiency against both gram-positive and gram-negative bacteria. The potent activity was observed against the fungal species with minimum inhibition concentration 12.5 ㎍/mL.

Thienobenzothiopyranones 111-New 4H-thieno[2,3-b][1]benzothiopyran-4-ones Carrying Different Heterocyclic Moieties of Expected Pharmacological Interest

  • El-Subbagh, H.I.;El-Emam, A.A.;El-Ashmawy, M.B.;Shehata, I.A.
    • Archives of Pharmacal Research
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    • v.13 no.1
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    • pp.24-27
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    • 1990
  • Reaction of 2-formyl-4H-thieno [2, 3-b] benzothiopyran-4-one (1) with different heterocyclic amines afforded the corresponding Schiff's bases (2-4). Diethyl malonate, ethyl cyanoacetate and malononitrile were reached with 1 to afford compounds 5, 7 and 8, respectively. Compound 5 was cyclized to the pyrazolidin-3, 4-dione (6) by the action of hydrazine hydrate, whereas compound 7 was utilized for the synthesis of the thiazolin-4 one derivatives (9-13).

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FLUORESCENCE PROPERTIES OF POLYCYANOANILINES SYNTHESIZED FROM ELECTROPHILIC ETHYLENES AND MALONONITRILE DERIVATIVES

  • Nakano, Yoshiharu;Ishiwata, Tetsuya;Yamaguchi, Satoshi;Toki, Masanori;Igarashi, Minoru;Usui, Yoshiharu;Miyamae, Hiroshi;Yamada, Yoichi;Yasuda, Heinosuke
    • Journal of Photoscience
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    • v.6 no.4
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    • pp.193-198
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    • 1999
  • Various arylidene- or alkylidenemalononitriles are condensed with electrophilic ethylenes to obtain polycyanoaniline derivatives. All the anilines showed strong fluorescence and the fluorescence intensities was evaluated to the effect of substituents.

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