• Title/Summary/Keyword: Ring-opening esterification

Search Result 6, Processing Time 0.016 seconds

Formal Synthesis of Sex Pheromone of Gypsy Moth (+)-Disparlure from L-(+)-Tartaric Acid

  • Gi Baek Gwon;Hang Soo Kim;Jae Won Park;Jong Soo Choi;Kyung Oh Doh;Kyung Jin Kim;Young Bae, Seu
    • Journal of the Korean Chemical Society
    • /
    • v.68 no.3
    • /
    • pp.131-134
    • /
    • 2024
  • A simple strategy for the formal synthesis of the sex pheromone of gypsy moth (+)-disparlure from L-(+)-tartaric acid is described herein. The key steps include the mono-esterification and regioselective ring-opening of an epoxide using a Grignard reagent. The strategy of conferring asymmetry using 2-butanone enables mono-esterification in high yield and reduces the number of steps. Subsequently, (+)-disparlure is synthesized via the regioselective ring opening of the epoxide.

Atom-efficient Preparation of 9, 9'-Bis[4-(2'-hydroxy-3'-acryloyloxypropoxy)phenyl]fluorene (9, 9'-비스[4-(2'-하이드록시-3'-아크릴로일옥시프로폭시) 페닐]플루오렌의 원자효율적 합성)

  • Jung, Hyeok-Jin;Hong, Seong-Jae;Seo, Kwang-Beom;Shim, Jae-Jin;Ra, Choon-Sup
    • Clean Technology
    • /
    • v.17 no.4
    • /
    • pp.325-328
    • /
    • 2011
  • Atom-efficient preparation of 9, 9'-bis[4-(2'-hydroxy-3'-acryloyloxypropoxy) phenyl]fluorene (3), the extensively used building block for fluorene-containing acrylic epoxy polymers has been described. The epoxide ring opening esterification of 9, 9-bis[4-(glycidyloxy)phenyl]fluorene (1) with acrylic acid was catalyzed by some onium salts such as quaternary ammonium and phosphonium salts. While the coupling reactions depend greatly on the kind of the onium salts, the reaction of 9, 9-bis[4-(glycidyloxy)phenyl]fluorene (1) with acrylic acid proceed most efficiently in the presence of a catalytic amount of tetrabutylphosphonium bromide at $110^{\circ}C$ with 90% yield. This reaction is a cleaner reaction that minimizes the use of reactants and the production of chemical wastes.

Improvement of Solar Cell Efficiency by Modification of Cellulose Acetate Propionate for Ag paste (전극용 Ag Paste의 Cellulose Acetate Propionate(CAP) 개질에 따른 태양전지 효율 향상)

  • Kim, Dong Min;Lim, Jong Chan;Kim, Jin Hyun;Cha, Sang-Ho;Lee, Jong-Chan
    • Korean Journal of Materials Research
    • /
    • v.28 no.4
    • /
    • pp.227-234
    • /
    • 2018
  • We investigate the effect of the modification of cellulose acetate propionate as an organic vehicle for silver paste on solar cell efficiency. For the modification of cellulose acetate propionate, poly(ethylene glycol) is introduced to the hydroxyl groups of a cellulose acetate propionate backbone via esterification reaction. The chemical structure and composition of poly(ethylene glycol) functionalized cellulose acetate propionate is characterized by Attenuated total reflectance Fourier transform infrared, $^1H$ nuclear magnetic resonance, differential scanning calorimetry and thermogravimetric analysis. Due to the effect of structural change for poly(ethylene glycol) functionalized cellulose acetate propionate on the viscosity of silver paste, the solar cell efficiency increases from 18.524 % to 18.652 %. In addition, when ethylene carbonate, which has a structure similar to poly(ethylene glycol), is introduced to cellulose acetate propionate via ring opening polymerization, we find that the efficiency of the solar cell increases from 18.524 % to 18.622 %.

Synthesis of a Perfluoropolyether Intermediate via Electrophilic Fluorine-Substituting Direct Fluorination (친전자성 불소치환 직접플루오르화 반응에 의한 Perfluoropolyether 중간체의 합성)

  • Yun, Seok-Min;Lim, Jae-Won;Jeong, Eui-Gyung;Park, In-Jun;Lee, Young-Seak
    • Polymer(Korea)
    • /
    • v.35 no.2
    • /
    • pp.166-170
    • /
    • 2011
  • This study reported the synthesis of perfluoropolyether intermediate (TP-$COOCF_3$) having a $CF_3$ functional group via electrophilic fluorine substituting direct fluorination from PFPE intermediate (TP-$COOCH_3$) having a $CH_3$ functional group, which was synthesized by the ring opening polymerization and methyl esterification of HFPO. The effects of reaction conditions such as the amount of solvent, fluorine partial pressure, reaction time, were investigated. The results showed that the yield of fluorination reaction became the highest when the reaction was carried out in a mild condition for a long reaction time, which also minimized side reactions. The sample was characterized by FTIR and NMR, which confirmed the synthesis of the final product, TP-$COOCF_3$, via direct fluorination converting $CH_3$ of TP-$COOCH_3$ to $CF_3$ of TP-$COOCF_3$ with 95.4% yield.