• Journal of the Korean Chemical Society
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• v.50 no.4
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• pp.307-314
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• 2006

The redox characteristics of 2-ketohydrazono-3-phenyl-5-substituted-2,3-dihydro-1,3,4-thiadiazoles and its derivatives (1a-h) has been investigated in nonaqueous solvents such as 1,2-dichloroethane (DCE), dichloromethane (DCM), acetonitrile (AN), tetrahydrofuran (THF), and dimethylsulfoxide (DMSO) containing 0.1 mol.dm-3 tetra n-butylammonium perchlorate (TBAP) as supporting electrolyte at platinum ectrode. Through controlled potential electrolysis, the oxidation and reduction products of the investigated compounds can be separated and indentified. The redox mechanism is suggested and proved. It was found that all the investigated compounds are oxidized in two irreversible one-electron processes following the well known pattern of EC-mechanism. On the other hand, these compounds are reduced in a single two electron or in a successive two one electron processes following the well known pattern of EEC-mechanism according to the nature of the substituent

• Bulletin of the Korean Chemical Society
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• v.35 no.5
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• pp.1485-1490
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• 2014

We have designed and developed a new ladder type tetrafused ${\pi}$-conjugated building block such as dihydroindolo[3,2-b]indole (DINI) and investigated its role as an electron rich unit. The photovoltaic properties of a new semiconducting ${\pi}$-conjugated polymer, poly[[5,10-bisoctyl-5,10-dihydroindolo[3,2-b]indole-[5,6- bis(octyloxy)-4,7-di(thiophen-2-yl)benzo[c][1,2,5]thiadiazole]], represented by PDINI-OBTC8 are described. The new polymer PDINI-OBTC8 was synthesized in donor-acceptor (D-A) fashion, where fused ${\pi}$-conjugated tetracyclic DINI, and 5,6-bis(octyloxy)-4,7-di(thiophen-2-yl) benzo[c][1,2,5]thiadiazole (OBTC8) were employed as electron rich (donor) and electron deficient (acceptor) moieties, respectively. The conventional bulk heterojunction (BHJ) device structure ITO/PEDOT:PSS/PDINI-OBTC8:PCB71M/LiF/Al was utilized to fabricate polymer solar cells (PSCs), which comprises the blend of PDINI-OBTC8 and [6,6]-phenyl-$C_{71}$-butyric acid methyl ester ($PC_{71}BM$) in BHJ network. A BHJ PSC that contain PDINI-OBTC8 delivered power conversion efficiency (PCE) value of 1.68% with 1 vol% of 1,8-diidooctane (DIO) under the illumination of A.M 1.5G 100 $mW/cm^2$.

• Archives of Pharmacal Research
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• v.24 no.3
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• pp.171-179
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• 2001

The present investigation deals with the synthesis of some new salicylamidoacetyl sulfonamides 3a,b, salicylamido ethylacetate 4, salicylamido acetic acid hydrazide 5, which is considered as the key intermediate for the synthesis of several series of new compounds such as salicylamido pyrazol 6 and pyrazolone 1. N-imido-derivatives 9, 10, 11, thiadiazole 13, oxadiazole 14, 15, Schiffs bases 16a-f. Cyclocondensation of Schiffs bases with thioglycolic acid gave thiazolidinone 18a-c while with acetylchloride afforded azitidinones 19a-c and with acetic anhydride gave 1,4-benzoxazepine-3,5-dione. Some of the compounds were tested for their analgesic and antiinflammatory activities as well as ulcerogenic effects. Some derivatives were more effective than salicylamide and ulcerogenic activity was variably lowered .

• Applied Chemistry for Engineering
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• v.27 no.5
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• pp.521-526
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• 2016

Some thiadiazole and dithiocarbamate derivatives were desinged and synthesized in order to study the potential use as anti- wear additives. Their anti-wear properties in three different base oils (DB-51, soybean, and 100 N) were evaluated using a four-ball wear tester (ASTM D4172). The solubilities of dithiocarbamate derivatives in the base oils were better than those of thiadiazole derivatives. The compounds containing oleoyl group rather than nonanoyl group gave good anti-wear properties. The solubilities and anti-wear properties were explained by the polarity of the compounds.

• Bulletin of the Korean Chemical Society
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• v.23 no.1
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• pp.41-47
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• 2002

The reactions of 3-methyl-1-phenyl-5-oxo-${\Delta}^2$-pyrazoline-4-thiocarbohydrazide towards phenyl isothiocyanate, sodium nitrite, cyclohexanone, aromatic aldehydes, and carbon disulphide has been studied. The Vilsmeier-Haack reaction has been applied on 4-substituted pyrazolone derivatives.

• Bulletin of the Korean Chemical Society
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• v.34 no.8
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• pp.2297-2304
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• 2013

A series of novel benzimidazole derivatives bearing a heterocyclic ring as oxadiazole (21-32), thiadiazole (33-34), triazole (35-36) were synthesized and evaluated for their activities against Coxsackie virus B3 and B6 in Vero cells. Compounds 21-26, 31-36 with moieties of 2'-pyridyl, 3'-pyridyl and 4'-pyridyl at the 2-position and oxadiazoles, thiadiazole, or triazole substituent at the 4- or 5-position generally displayed activities against CVB3 and CVB6. Especially compound 24 ($IC_{50}=1.08{\mu}g/mL$, SI = 61.7 against CVB3) was the promising candidate as lead compound for anti-enteroviral drug. It was observed in the incorporation of heterocyclic rings in benzimidazole at the 5-position could enhance their biological activities.

• Journal of the Korean Applied Science and Technology
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• v.29 no.3
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• pp.459-465
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• 2012

We had synthesized a green dopant material based on the binaphthyl group, 7,7'-(2,2'dimethoxy-1,1'-binaphthyl-3,3'-diyl) bis(4-(thiophen -2-yl) benzo[e][1,2,5] thiadiazole (TBT). We also fabricated the white organic light emitting diode (OLED) with a phosphorescent blue emitter : iridium(III)bis[(4,6-di-fluoropheny)-pyridinato -N,C2]picolinate (FIrpic) doped in N,N'-dicarbazolyl-3,5-benzene (mCP) of hole transport type host material and both TBT and bis(2-phenylquinolinato)- acetylacetonate iridium(III) (Ir(pq)2acac) doped in 1,3,5-tris(N-phenylbenzimidazole -2-yl)benzene (TPBi) of electron transport type host material. As a result, the property of white OLED using TBT, which demonstrated a maximum luminous efficiency and external quantum efficiency of 5.94 cd/A and 3.23 %, respectively. It also showed the pure white emission with Commission Internationale de I'Eclairage (CIE) coordinates of (0.34, 0.36) at 1000 nit.

• Archives of Pharmacal Research
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• v.27 no.5
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• pp.502-506
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• 2004

Two series of 2-(5-nitro-2-furyl)- and 2-(1-methyl-5-nitro-1H-imidazol-2-yl)-5-propyl, allyl and propargyl)thio-1,3,4-thiadiazoles (6a-f) and 2-(5-nitro-2-furyl)- and 2-(1-methyl-5-nitro-1 H-imidazol-2-yl)-5-(nitrobenzyl)thio-1,3,4-thiadiazole derivatives (8a-f) have been synthesized and evaluated against Mycobacterium tuberculosis, as part of the TAACF TB screening program under direction of the US National Institute of Health, the NIAID division. Primary screening was conducted at a single concentration, 6.25 $\mu\textrm{g}$mL$^{-1}$ , against M. tuberculosis H$_{37}$ Rv in BACTEC 12B medium, using the Microplate Alamar Blue Assay (MABA). The minimum inhibitory concentration (MIC) was determined for the compounds that demonstrated $\geq$90% growth inhibition in the primary screening. A varying degree of antituberculosis activity (from 0-97% of growth inhibition) was observed with the alkylthio series (6a-f), and the nitroimidazole derivative with a propylthio group (6b) and the nitrofuran derivative with a propargylthio group (6e), were the most active compounds (MIC=3.13 and 1.56 /$\mu\textrm{g}$mL$^{-1}$ , respectively). Among the nitrobenzylthio derivatives (8a-f), all the ortho, meta and para nitrobenzyl isomers in the nitrofuran series exhibited good antituberculosis activity (MIC=3.13 $\mu\textrm{g}$mL$^{-1}$ ), while the corresponding nitroimidazole analogues were completely inactive (Inhibition=0%).

• Applied Chemistry for Engineering
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• v.8 no.1
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• pp.114-121
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• 1997

The positive active material for polymer film-battery was prepared by using polyphenlenediamine(PPD) synthesized in our lab. and 2,5-dimercapto-1,3,4-thiadiazole(DMcT) with various mixture ratio. The transference measurement of surface morphology and thermal stability of the prepared composite film was carried out by using SEM and TGA, respectively. Electrochemical property and electrical conductivity of the composite film were also measured by using cyclic voltammetry and four-probe method in dry box, respectively. The thermal stability of prepared composite film was up to $200^{\circ}C$. The electrical conductivity of the composite film increased and showed the highest value(about 3 S/cm) when doped at 0.4% $LiCIO_4$ solution. And we could confirm that DMcT was effective on reactivation of PPD through cyclic voltammogram.

• Journal of the Korean Chemical Society
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• v.54 no.4
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• pp.414-418
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• 2010

Ethyl 1-aminotetrazole-5-carboxylate (1) reacted with hydrazine hydrate to give the corresponding aminohydrazide 2. Cyclization of 2 by carbon disulfide yielded 1,3,4-oxadiazole-5-thiol structure 3. Reaction of 3 with either chloroacetone or ethyl chloroacetate furnished S-acyl 1,3,4-oxadiazole derivatives 4 and 5, respectively. Also compound 3 reacted with hydrazine hydrate afforded 4-amino-1,2,4-triazole-5-thiol derivative 6. 6-Methyl-1,3,4-triazolo[3,4-b]-1,3,4-thiadiazole structure 7 was synthesized by reaction of aminothiol 6 with glacial acetic acid. Diazotization of 1 with sodium nitrite in presence of hydrochloric acid yielding the diazonium salt which on treating with hippuric acid, oxazolone derivative 8 was obtained. Furthermore, tetrazolo[5,1-f]-1,2,4-triazine 9 was constructed via cyclization of aminoester 1 with formamide. Compound 9 reacted with carbon disulfide to furnish 8-thione derivative 10 which reacting with chloroacetone, ethyl chloroacetate, and hydrazine hydrate, the corresponding chemical structures 11, 12, and 13 were synthesized. 1,2,4-Triazolo[4,3-d]tetrazolo[5,1-f]-1,2,4-triazines 14 and 15 were resulted by treating of compound 13 with triethyl orthoformate, and glacial acetic acid, respectively. The structures of the newly synthesized products were elucidated according to elemental analyses and spectroscopic evidences. Some of the representative members of the prepared compounds were screened for antimicrobial activity.