• Title, Summary, Keyword: Phthalic anhydrides

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Acylation of Wool Keratin with Dibasic Acid Anhydrides - on reaction mechanism - (2염기산 무수물에 의한 양모섬유의 아실화(I) - 반응메카니즘을 중심으로 -)

  • 신은주;박찬헌;최석철
    • Textile Coloration and Finishing
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    • v.7 no.1
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    • pp.65-71
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    • 1995
  • Wool yarns were treated in dimethylformamide solutions containing various concentrations of three dibasic acid anhydrides : succinic, itaconic, and phthalic anhydrides in various conditions. The structural aspects of these dibasic acid anhydrides are different : the succinic, itaconic, and phthalic acid anhydrides have saturated aliphatic etylene, unsaturated aliphatic vinyl and aromatic phenyl groups, respectively. The reaction mechanism of the acylation of wool keratin and some resction conditions were invastigated. And the results are as follows. 1. The N-acylation and formation of free carboxyl group were dominant rather than the O-acylation cross-linked on the side chain of polypeptide. The acylation of wool keratin is easier than that of silk fibroin. 2. The higher molecular weight, steric hinderance and resonance caused lower acylating reactivity. By the determination of acyl contents for acylated keratin, it was rerealed that the degree of acylation was succinic acid anhydride > itaconic acid anhhydride > phthalic acid anhydride.

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Photochemical Ring-Opening of Acid Anhydrides by $TiO_2$ Photocatalyst in Methanol

  • Kim, Sung-Sik;Mah, Yoon-Jung;Lee, Hye-Jong;Park, Sang-Kyu
    • Journal of Photoscience
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    • v.10 no.3
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    • pp.241-243
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    • 2003
  • Photoreactions of some carbonyl compounds with TiO$_2$ were investigated in methanol. Although 1,3-cyclohexanedione and phthalimide afforded 3-methoxy-2-cyclohexen-l-one and 3-methoxy-1-isoindolinone, respectively, acid anhydrides such as succinic, phthalic, and maleic anhydrides gave the monoesters of dicarboxylic acids in good to excellent yields, when they were irradiated on TiO$_2$ in methanol with 300 nm UV light.

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Montmorillonite KSF Clay as Novel and Recyclable Heterogeneous Catalyst for the Microwave Mediated Synthesis of Indan-1,3-Diones

  • Marvi, Omid;Giahi, Masoud
    • Bulletin of the Korean Chemical Society
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    • v.30 no.12
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    • pp.2918-2920
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    • 2009
  • Various indan-1,3-dione derivatives were synthesized from the reaction of different phthalic anhydrides with diethylmalonate using montmorillonite KSF clay as a recyclable heterogeneous acidic catalyst and microwave irradiation in good yields and short reaction times.

Acylation of Wool Keratin with Dibasic Acid Anhydrides(II) ―on properties of acylated wool― (2염기산 무수물에 의한 양모섬유의 아실화(II) -아실화된 양모섬유의 성질을 중심으로-)

  • Shin, Eun Joo;Park, Chan Hun;Choi, Suk Chul
    • Textile Coloration and Finishing
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    • v.8 no.2
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    • pp.64-70
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    • 1996
  • Wool yarns were treated in dimethylformamide solutions containing various concntrations of three dibasic acid anhydrides: succinic, itaconic, and phthalic arthydrides in various conditions. The structurl aspects of these dibasic acid anhydries are different: succinic, itaconic, and phthalic acid arthydrides have saturated aliphatic ethylene, unsaturated aliphatic vinyl and aromatic phenyl one groups, respectively. The properties of acylated wool keratin are as follows: Decreasing amino group and increasing carboxyl group by acylation lowered the hydrophilic property, and then moisture regain, and decreased acid dye uptake and enhanced cationic dye uptake of wool keratin. In the case of phthalic acid anhydries, in spite of lowest acyl content, the minimum of moisture regain was resulted from the bulk benzen ring, occuping much more voids on wool keratin molecules than other reagents. Acid solubility was increased by the decrease of amino group and hydrogen bonding by acylation. Alkali solubility was also increased formation of new amide group on the side chain of keratin, which can be degraded easily by alkali. In the case of phthalic acid anhydride, the relative high solubility was resulted from the much higher molecular weight of dissolved fractions. The surface of wool keratin was not damaged by treatment with any acylating agent.

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Synthesis of Novel Allylthio Heterocyclo(or aryl)alkylaminopyridazines and Their Anticancer Activity against SK-Hep-1 Cells

  • Lee, Myung-Sook;Kim, Eun-Sook;Moon, A-Ree;Park, Myung-Sook
    • Bulletin of the Korean Chemical Society
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    • v.30 no.1
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    • pp.83-91
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    • 2009
  • To develop new anticancer agents, 3-allylthio-6-aminopyridazine derivatives were synthesized from maleic anhydrides or phthalic anhydrides by formation of a pyridazine nucleus, dichlorination, allylthiolation and amination. The pyridazine nuclei were obtained by condensing a hydrazine monohydrate with maleic anhydride. An allylthio group as a pharmacologically active group was introduced into one side of a pyridazine ring. Arylalkylamines with benzene or pyridine moieties or heterocycloalkylamines with heterocycle moieties such as morpholine, piperidine, or pyrrolidine were also introduced into the para-position of allylthio pyridazine. These new compounds showed antiproliferative activities against SK-Hep-1 human liver cancer cells in MTT assays. These compounds are thus promising candidates for chemotherapy of hepatocellular carcinomas. Two compounds, 20c and 22a, showed higher potencies for inhibiting growth of hepatocellular carcinoma cells than did K6 ($ID_50$=1.08 mM). This suggests the potential anticancer activity of these two compounds.

Synthesis of Quinazoline 4-one Derivatives from 2-Aminobenzamide (III) -Reaction with Acid Anhydrides- (2-Aminobenzamide로부터 Quinazoline 4-one계 유도체의 합성(III) -Acid anhydride와의 반응-)

  • Suh, Myung-Eun
    • YAKHAK HOEJI
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    • v.34 no.2
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    • pp.133-138
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    • 1990
  • The reaction of 2-aminobenzamide with phthalic acid anhydride In dioxane produced a bicyclic product 2,8-dioxoisoindole(1,2,a) quinazoline (I) in addition to hydrolysis product 2(2-Carboxyphenyl)-1,2-2H-quinazoline-4-one (II). The yields were 64% and 30% respectively. On the other hand, the same reaction in DMF afforded compound (I) and 2(2N-dimethyl carbamyl phenyl)-1,4-2H-quinazoline-4-one (III) in 30% and 60% yield respectively. The compound III was also obtained by the reaction of compound II with dimethylamine. However the reaction of 2-aminobenzamide with neat succinic acid anhydride gave only bicyclic product 2,8-oxopyrrolidine (2,1,a)-1,4-2H-quinazoline (IV) in 93%.

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Heterogeneously Catalyzed Oxidations of Cyclopentene and of 1-Pentene (시클로펜텐과 1-펜텐의 불균일 촉매 산화반응)

  • Yang, Hyun S.;Kim, Young H.
    • Applied Chemistry for Engineering
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    • v.7 no.5
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    • pp.888-901
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    • 1996
  • Oxidations of cyclopentene and of 1-pentene with air have been studied on a V/Mo/P/Al/Ti-mixed oxide catalyst in a fixed bed integral reactor. At high levels of conversion maleic anhydride was in each case produced as the major organic product, along with minor amounts of phthalic anhydride and, only starting from 1-pentene, also of citraconic anhydride. At lower levels of conversion a total of 30 organic products have been identified, some of which may be intermediates on the way from the substrates to the three anhydrides mentioned above. Based on the dependence of selectivities of the organic products on conversion, reaction schemes for the formation of maleic anhydride, phthalic anhydride and citraconic anhydride have been proposed. Oxidation at $310^{\circ}C$ led to increasing conversions and selectivities for maleic anhydride with decreasing space velocities. The highest selectivities for maleic anhydride were obtained at conversion of ca. 100%. Oxidation at a constant space velocity of $2{\cdot}10^4h^{-1}$ led to increasing conversions with increasing temperatures in the range of $300^{\circ}C{\sim}420^{\circ}C$, while the selectivity for maleic anhydride passed through a maximum value of ca. 39% at $370^{\circ}C$ in the oxidation of cyclopentene and a maximum value of ca. 30% at $400^{\circ}C$ in the oxidation of 1-pentene.

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