• Title/Summary/Keyword: $\beta$-Ketoester

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THE EFFECT OF HYDROLYZED ALKYLKETENE DIMER ON SIZING DEVELOPMENT

  • Seo, Won-Sung;Shin, Jong-Ho;Cho, Nam-Seok
    • Proceedings of the Korea Technical Association of the Pulp and Paper Industry Conference
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    • 1999.11b
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    • pp.50-55
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    • 1999
  • Sizing development of AKD-sized paper by beta-ketoester formation has been debated until recent years because of absence of its obvious and direct spectroscopic evidence. In this study, reaction between AKD and cellulose was investigated to disclose the possibility of beta-ketoester formation between two components under no catalyzed neutral condition. In absence of water, AKD reacted with cellulose to form beta-ketoester linkage under no catalyzed neutral condition, while, in presence of water, most of AKD was hydrolyzed to a dialkyl ketone or beta-ketoacid. Therefore, the main mechanism of AKD sizing would not be the formation of beta-ketoester between AKD and cellulose in the papermaking process. It could be suggested that the sizing development of AKD-sized paper is obtained by next two mechanisms: 1) formation of a thin-layer of AKD on the fiber surface through melting and spreading of AKD emulsion particles by heat, and 2) the formation of ketone by the hydrolysis of AKD during drying and storage of AKD-sized papers.

Ammonium Metavanadate: A Mild and Efficient Catalyst for the Synthesis of Coumarins

  • Mandhane, Priyanka G.;Joshi, Ratnadeep S.;Ghawalkar, Anant R.;Jadhav, Ganesh R.;Gill, Charansingh H.
    • Bulletin of the Korean Chemical Society
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    • v.30 no.12
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    • pp.2969-2972
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    • 2009
  • A mild and efficient method has been developed for condensation of substituted phenol with ${\beta}$-ketoester in the presence of catalytic amount of ammonium metavanadate (10 mol%) at ambient temperature to afford the corresponding substituted 4-methyl-2H-chromen-2-one in high yields under mild conditions. Utilization of commercially available inexpensive catalyst makes this manipulation very interesting from an economic perspective.

Behavior of AKD in AKD-sized Paper by Heating Treatment During Ageing (AKD 사이즈 처리한 종이의 저장중 가열처리에 의한 AKD의 거동)

  • Shin, Young-Doo;Seo, Won-Sung;Cho, Nam-Seok
    • Journal of Korea Technical Association of The Pulp and Paper Industry
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    • v.39 no.1 s.119
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    • pp.16-24
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    • 2007
  • This study was performed to investigate the reaction between alkylketene dimer(AKD) and cellulose molecules in AKD-sized paper sheet. AKD was added to highly beaten($80{\pm}3^{\circ}SR$) SwBKP(ca. 0.8% on pulp) in order to have much AKD retention in the paper sheet. This AKD-sized paper sheet was aged at different temperatures, $60^{\circ}C,\;80^{\circ}C,\;105^{\circ}C\;and\;125^{\circ}C$. Changes in FT-IR spectra of AKD in paper sheet during the ageing were measured. In addition, sizing degrees of the AKD-sized paper sheet pretreated for 30 sec. at $105^{\circ}C$ were measured by HST size tester during the storage at different temperature. IR spectra of AKD-sized paper sheet preheated at $105^{\circ}C$ for 30 sec. showed unchanged spectra two absorption bands at $1849cm^{-1}\;and\;1722cm^{-1}$ which refer to the typical AKD IR bands. However, these typical AKD bands were gradually reduced with increasing ageing, completely disappeared after 6 hrs. and formed new absorption band at $1706cm^{-1}$, which refers to carbonyl stretching vibration of dialkylktone. Eventually the AKD molecule was hydrolyzed to diakylketone without formation of ${\beta}$-ketoester with cellulose in paper sheet. After 6 days ageing, a little amount of ${\beta}$-ketoester bands was identified in 6 or 7 days ageing, because of the absence of water due to long-term heating. The same tendency was observed at different ageing conditions. At the practical papermaking process, AKD reacts prevailing with water, and mostly seems to be hydrolyzed to dialkylketene. Concerned to the sizing development, AKD-sized paper sheet was shown no sizing development at the initial stage of ageing at $60^{\circ}C$ after heating treatment at $105^{\circ}C$ for 30 sec., and gradually increased the sizing degree with increasing ageing, such as Hercules Sizing Tester (HST) 130 see for 12 hr, HST 300 sec. for 3 days and HST 400 sec. for 5 days. It was concluded that hydrolyzed AKD could contributed to the sizing development of the paper sheet.

Synthesis of trifluoromethylated dihydro-1,4-dithiin carboxamides and their antifungal activities (Trifluoromethylated Dihydro-1,4-dithiin carboxanilide 유도체의 합성 및 살균활성)

  • Hahn, Hoh-Gyu;Nam, Kee-Dal;Chang, Kee-Hyuk;Lee, Seon-Woo;Cho, Kwang-Yun
    • The Korean Journal of Pesticide Science
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    • v.5 no.2
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    • pp.26-32
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    • 2001
  • [ ${\alpha},{\beta}$ ]-Unsaturated carboxamides 12 with trifluromethylated dihydro-1,4-dithiins were synthesized for the purpose of development of new agrochemical fungicide. Chlorination of trifluoromethylated ${\beta}$-ketoester 4 followed by tile reaction with 1,2-ethanedithiol gave intermediate 1,4-dithiane 9. Without purification of 9 substitution of hydroxy by chlorine followed by dehydrochlorination in the presence of triethylamine afforded trifluoromethylated dihydro-1,4-dithiin ethyl ester 7. Activation of the hydroxy of the carboxylic acid 10 obtained from the hydrolysis of 7 and then reacted with various amines gave the corresponding trifluoromethylated dihydro-1,4-dithiin carboxamides. Antifungal screening (in vivo) against typical plant diseases, Rice Blast, Rice Sheath Blight, Cucumber Gray Mold, Tomato Late Blight, Wheat Leaf Rust, and Barley Powdery Mildew of the synthesized compounds was carried out. As a result, most of the compounds shlowed weak antifungal activities and some compounds in which isopropyl group was substituted in meta of the phenyl showed antifungal activity (99%) at 250 ppm against the disease Wheat Leaf Rust.

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