• Title/Summary/Keyword: Carboxylate group

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Novel and Efficient Synthesis of Tetrazolo[1,5-b]-1,2,5-oxadiazepines as Antibacterial Activities from Ethyl 1-aminotetrazole-5-carboxylate

  • El-Badry, Susan M.;Taha, Mamdouh A.M.
    • Journal of the Korean Chemical Society
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    • v.55 no.6
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    • pp.974-977
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    • 2011
  • Ethyl 1-aminotetrazole-5-carboxylate (1) has been utilized to construct a variety of novel tetrazolo [1,5-b]-1,2,5-oxadiazepine derivatives which repesent a relatively little explored group with interesting antibacterial activities. The synthesized compounds were elucidated using IR, $^1H$ NMR and mass spectroscopic methods, besides elemental analyses.

Synthesis and Characterization of Energetic Thermoplastic Elastomers based on Carboxylated GAP Copolymers

  • Lim, Minkyung;Jang, Yoorim;Kweon, Jeong-Ohk;Seol, Yang-Ho;Rhee, Hakjune;Noh, Si-Tae
    • Applied Chemistry for Engineering
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    • v.31 no.3
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    • pp.284-290
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    • 2020
  • Energetic thermoplastic elastomers (ETPEs) based on glycidyl azide polymer (GAP) and carboxylated GA copolymers [GAP-ETPE and poly(GA-carboxylate)-ETPEs] were synthesized using isophorone diisocyanate (IPDI), dibutyltin dilaurate (DBTDL), 1,4-butanediol (1,4-BD), and soft segment oligomers such as GAP and poly(GA-carboxylate). The synthesized GAP-ETPE and poly(GA-carboxylate)-ETPEs were characterized by Fourier transform infrared (FT-IR), gel permeation chromatography (GPC), thermogravimetric analysis (TGA), differential scanning calorimetry (DSC), universal testing machine (UTM), calorimetry and sensitivity towards friction and impact. DSC and TGA results showed that the introduction of carboxylate group in GAP helped to have better thermal properties. Glass transition temperatures of poly(GA-carboxylate)-ETPEs decreased from -31 ℃ to -33 ℃ compared to that of GAP-ETPE (-29 ℃). The first thermal decomposition temperature in poly(GA0.8-octanoate0.2)-ETPE (242 ℃) increased in comparison to that of GAP-ETPE (227 ℃). Furthermore, from calorimetry data, poly(GA-carboxylate)-ETPEs exhibited negative formation enthalpies (-6.94 and -7.21 kJ/g) and higher heats of combustion (46713 and 46587 kJ/mol) compared to that of GAP-ETPE (42,262 kJ/mol). Overall, poly(GA-carboxylate)-ETPEs could be good candidates for a polymeric binder in solid propellant due to better energetic, mechanical and thermal properties in comparison to those of GAP-ETPE. Such properties are beneficial to application and processing of ETPE.

Adsorption of Cu(II) from Aqueous Solutions Using Pinus densiflora Wood (Pinus densiflora 목질을 이용한 수용액 중의 Cu(II) 흡착)

  • Park, Se-Keun;Kim, Ha-Na;Kim, Yeong-Kwan
    • Journal of Korean Society of Water and Wastewater
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    • v.21 no.1
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    • pp.27-36
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    • 2007
  • Milled Korean pine (Pinus densiflora) wood was used to evaluate its adsorption capacity of Cu(II) ions from aqueous solution by running a series of batch experiments. Prior to the tests, the milled woods were pretreated with 1N NaOH, 1N $NHO_3$, and distilled water, respectively, to examine the effect of pretreatment. Within the tested pH range in this study between 3 and 6, copper adsorption efficiency of NaOH-treated wood(96~99%) was superior than $NHO_3$-treated wood(19~31%) and distilled water-treated wood(18~35%). Adsorption behavior of copper onto both raw and $NHO_3$-treated woods was mainly attributed to interaction with carboxylic acid group. For NaOH-treated wood, carboxylate ion produced by hydrolysis was a major functional group responsible for Cu sorption. NaOH treatment of wood changed the ester and carboxylic acid groups into carboxylate group, whereas $NHO_3$ treatment did not affect the production of functional groups which could bind copper. A pseudo second-order kinetic model fitted well for the sorption of copper ion onto NaOH-treated wood. A batch isotherm test using NaOH-treated wood showed that equilibrium sorption data were better represented by the Langmuir model than the Freundlich model.

Studies on the Regioselective Synthesis of 1,3-Dimethyllumazine Derivatives by Using the Timmis Reaction and Their Side Chain Reactions (Timmis반응을 이용한 1,3-Dimethyllumazine 유도체의 위치 선택적 합성과 곁사슬반응에 관한 연구)

  • Kim, Yeon Hee;Kim, Jae Seung;Kang, Yong Han
    • Journal of the Korean Chemical Society
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    • v.43 no.5
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    • pp.535-539
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    • 1999
  • 1,3-Dimethyllumazine derivatives were synthesized by using Timmis reaction. The reaction of 4-amino-1,3-dimethyl-5-nitrosouracil(1) with 2,4-pentanedione, ethyl cyanoacetate, and ethyl acetoacetate provided 6-acetyl-1,3,7-trimethyllumazine (2), ethyl 7-amino-1,3-dimethyllumazine-6-carboxylate (4), and ethyl 1,3,7-trimethyllumazine-6-carboxylate (5) in good yieId, respectively. The various 1,3-dimethyllumazine derivatives were prepared from the side chain reactions of 6-acetyl and ester group in compound 2,4, and 5. The structure and physical properties of obtained compounds were characterized NMR, UV, IR spectrum, and elementary analysis.

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Crystal Structure Analysis of Methyl-3-phenyl-3H-chromeno[4,3-c]isoxazole-3a(4H)-carboxylate

  • Ganapathy, Jagadeesan;Srinivasan, J.;Manickam, Bakthadoss
    • Journal of Integrative Natural Science
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    • v.8 no.3
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    • pp.184-191
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    • 2015
  • The crystal structure of the potential active methyl-3-phenyl-3H-chromeno[4,3-c]isoxazole-3a(4H)-carboxylate ($C_{18}H_{15}NO_4$) has been determined from single crystal X-ray diffraction data. In the title compound crystallizes in the orthorombic space group $P2_12_12_1$ with unit cell dimension $a=9.8320(17){\AA}$, $b=9.9890(18){\AA}$ and $c=15.588(3){\AA}$ [${\alpha}=90^{\circ}$, ${\beta}=90^{\circ}$ and ${\gamma}=90^{\circ}$]. In the structure chromene, isoxazole and carboxylate are almost coplanar each other. All geometrical parameters revelled that chromene ring of pyran ring adopt sofa conformation. The crystal packing is stabilized by intermolecular C-H...O and C-H...N hydrogen bond interaction.

Physico-chemical properties and mechanism of color change of methyl 5-hydroxy-dinaphtho [1, 2-2', 3'] furan-7, 12-dione-6-carboxylate (메틸 5-하이드록시 디나프토 [1, 2-2', 3'] 후란-7, 12 디온 6-키복시레이트의 물성 및 변색기전)

  • 장혜선;박유미;강경환;우영아;박정일;김박광
    • YAKHAK HOEJI
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    • v.37 no.2
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    • pp.198-203
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    • 1993
  • Physico-chemical properties of methyl 5-hydroxy-dinaphtho[1,2-2',3'] furan-7,12-dione-6-carboxylate(MHDDC) were examined. The yellowish color of the solution at pH 8 below changes to a bluish color when the solution is basified to pH 10 above. This color change was presumed to a change of the molecular structure from a quinoid-type to a quinoid-type with the dissociation to the hydroxyl group as shown in chart 1.

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Durable Press Finishing of Silk/Cotton Fabrics with BTCA (3) - The Study of Ester Crosslinkages of Silk/Cotton Fabrics Treated with BTCA by FT-IR Spectroscopy - (BTCA에 의한 실크/면 교직물의 DP 가공 (3) - FT-IR 분광법에 의한 BTCA 처리 실크/면 교직물의 에스테르 가교 평가 -)

  • Cho, Seok-Hyun;Kim, Yong;Park, Jong-Jun;Lee, Moon-Chul
    • Textile Coloration and Finishing
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    • v.15 no.4
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    • pp.17-23
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    • 2003
  • Fourier transform infrared spectroscopy(FT-IR) was used to characterize the intermolecular ester crosslinkages in cotton cellulose. The FT-IR data show that the band of the ester carbonyl group can be separated from overlapping carboxyl/carbonyl band by converting carboxyl group to carboxylate. When esterification occurs between a polycarboxylic acid and cotton cellulose, the carbonyl groups retained in the cotton exist in three forms; ester, carboxyl, and carboxylate anion. The FT-IR data were also correlated to the durable press rating result obtained. The appearance of BTCA-finished durable press silk/cotton fabrics were improved.

Adsorption of Cu(II) from Aqueous Solutions Using Pine (Pinus densiflora) Wood (소나무(Pinus densiflora) 목질을 이용한 수용액 중의 Cu(II) 흡착)

  • Kim, Ha-Na;Park, Se-Keun;Yang, Kyung-Min;Kim, Yeong-Kwan
    • Journal of Industrial Technology
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    • v.27 no.A
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    • pp.195-202
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    • 2007
  • Milled Korean pine (Pinus densiflora) wood was used to evaluate its adsorption capacity of Cu(II) ions from aqueous solution by running a series of batch experiments. Prior to the tests, the milled woods were pretreated with 1N NaOH, 1N $HNO_3$, and distilled water, respectively, to examine the effect of pretreatment. Within the tested pH range between 3 and 6, copper adsorption efficiency of NaOH-treated wood(96~99%) was superior to the $HNO_3$-treated wood(19~31%) and distilled water-treated wood(18~35%). The efficiency of copper removal by wood enhanced with increasing solution pH and reached a maximum copper ion uptake at pH 5~6. Adsorption behavior of copper onto both raw and $HNO_3$-treated woods was mainly attributed to interaction with carboxylic acid group. For NaOH-treated wood, carboxylate ion produced by hydrolysis or saponification was a major functional group responsible for Cu sorption. NaOH treatment of wood changed the ester and carboxylic acid groups into carboxylate group, whereas $HNO_3$ treatment did not affect the production of functional groups which could bind copper. A pseudo second-order kinetic model fitted well for the sorption of copper ion onto NaOH-treated wood. A batch isotherm test using NaOH-treated wood showed that equilibrium sorption data were better represented by the Langmuir model than the Freundlich model.

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A Study of the Development of CVD Precursors III-Synthesis and Properties of New Lead $\beta$-diketonate Derivatives

  • 임종태;이중철;이완인;이익모
    • Bulletin of the Korean Chemical Society
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    • v.20 no.3
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    • pp.355-361
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    • 1999
  • To improve the volatility and stability of lead complexes, the principle of stabilization by saturating the metal coordination sphere by intramolecular coordination through a β-diketonates with an ethereal group has was tested. Several new lead complexes with alkoxyalkyl-substituted β-diketonates, Pb(R1C(O)CHC(O)(CH2)3OR2)2(Rl=t-Bu, Me, OMe, i-Pr, R2=Me, Et), or carboxylate, Pb(OC(O)(CH2)3OEt)2, were prepared by the reaction between Pb(OAc)2 and corresponding alkoxyalkyl-substituted β-diketonates, and they were found to have a viscous liquid phase. The nature of the head (β-diketonate or carboxylate) or tails and substituents of β-diketonates appeared not to be important for the formation of the liquid phase. It is worth mentioning that Pb(OAc)2, which has limited use due to its low solubility, was successfully adopted as a starting material for the preparation of new lead complexes. Easy hydrolysis, reaction with HCl, and 13C NMR spectra indicated that tail portions were not coordinated to the metal as a copper derivative, Cu(t-BuC(O)CHC(O)(CH2)3OMe)2. All these complexes were not volatile enough for the MOCVD experiments, but a methyl derivative, Pb(MeC(O)CHC(O)(CH2)3OEt)2, showed some sublimation. The methoxy derivative, Pb(MeOC(O)CHC(O)(CH2)3OEt)2, was thermally unstable due to possible equilibrium between species coordinating with a keto oxygen atom and an ethereal atom of a methoxy group, which was confirmed by IR and 13C NMR spectra.