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상이동 촉매에 의한 Phenyl Glycidyl Ether 와 이산화탄소의 부가반응
박대원,문정열,양정규,박성훈,이진국 ( Dae Won Park,Jeong Yeol Moon,Jeong Gyu Yang,Sung Hoon Park,Jin Kook Lee ) 한국공업화학회 1996 공업화학 Vol.7 No.1
본 연구는 이산화탄소와 phenyl glycidyl ether(PGE)의 부가반응에 대하여 상이동 촉매의 특성을 고찰한 것이다. 4급 암모늄염 상이동 촉매의 경우 알킬기의 크기가 크고 짝이온의 친수성이 강할수록 좋은 촉매활성을 나타내었다. 폴리에틸렌글리콜과 crown ether도 NaI와 함께 사용한 결과 효율적인 촉매임을 알 수 있었다. 이산화탄소의 압력이 증가하면 용매인 NMP에 대한 CO₂의 용해도가 증가하여 PGE의 전화율이 증가하였다. 또한 상이동 촉매의 역할이 포함된 반응메카니즘을 제시하였다. This study is related to the investigation of the characteristics of phase transfer catalysts on the addition reaction of carbon dioxide and phenyl glycidyl ether(PGE). Quaternary ammonium salts showed a good conversion of PGE at 1atm of CO₂. Among the quaternary ammonium salts tested, the ones with higher alkyl chain length and with more hydrophilic counter anion showed higher catalytic activity. Polyethylene glycol and crown ether were also effective catalysts when they are used with NaI. High pressure of CO₂ increased the conversion of PGE by increasing solubility of CO₂ in NMP. A mechanism of the reaction involving the role of phase transfer catalyst was also proposed.
PEG / NaI 혼합촉매에 의한 Phenyl Glycidyl Ether 와 이산화탄소의 반응에 관한 속도론적 고찰
박대원,문정열,양정규,박상욱,이진국 ( Dae Won Park,Jeong Yeol Moon,Jeong Gyu Yang,Sang Wook Park,Jin Kook Lee ) 한국공업화학회 1995 공업화학 Vol.6 No.6
A kinetic study on the addition reaction of carbon dioxide and phenyl glycidyl ether(PGE) was investigated. NaI and polyethylene glycol(PEG-4000) was used as mixed catalyst, and the reaction was carried out using autoclave. A method to calculate rate constant and Henry`s law constant of CO₂ was proposed by measuring CO₂ pressure. The reaction was first order to the concentration of PGE and CO₂ respectively. The reaction rate constant(k) was 0.334 ℓ/㏖·min and Henry`s constant(H´) was 7.4×10^(-4) ㏖/ℓ·㎪.
박상욱,박대원,이성수,양삼석,백재진 ( Sang Wook Park,Dae Won Park,Sung Soo Lee,Sam Seoug Yang,Jae Jin Baek ) 한국화학공학회 1996 Korean Chemical Engineering Research(HWAHAK KONGHA Vol.34 No.2
The phase-transfer radical copolymerization of acrylonitrile with methylmethacrylate by tricaprylmethyl-ammonium chloride were investigated in a Na₂S₂O₄ aqueous-CCl₄organic two-phase system at 25℃ and under nitrogen atmosphere. The initial rate of copolymerization was found to be proportional to the concentration of [Q^+]_w, [S₂O₄^(-2)]_w^½, [CCl₄]_φ^½ and the molar ratio of feed of monomers. The observed initial rates of copolymerization were used to analyzed the copolymerization mechanism proposed with a cyclic phase-transfer initiation step.
박상욱,박대원,이성수,양삼석,백재진 ( Sang Wook Park,Dae Won Park,Sung Soo Lee,Sam Seoug Yang,Jae Jin Baek ) 한국화학공학회 1996 Korean Chemical Engineering Research(HWAHAK KONGHA Vol.34 No.2
The phase-transfer radical copolymerization of acrylonitrile with methylmethacrylate by tricaprylmethyl-ammonium chloride were investigated in a Na₂S₂O₄ aqueous-CCl₄ organic two-phase system at 25℃ and under nitrogen atmosphere. The monomer reactivity ratios, r₁ and r₂ were obtained by the copolymerization mechanism with a cyclic phase-transfer initiation step and compared with those obtained by using the Kelen-Tu¨do¨s method and Fineman-Ross method. Their values were 0.11 and 2.30, respectively.
문정열,양정규,박대원 ( Jeong Yeol Moon,Jeong Gyu Yang,Dae Won Park ) 한국공업화학회 1995 공업화학 Vol.6 No.5
본 연구는 보통의 조건에서는 산화되기 어려운 β-피콜린(pKa=30)을 상이동 촉매와 고체인 potassium tert-butoxide(PTB)를 염기로 사용하여 상온과 상압에서 산화시켜 니코틴산을 합성하는데 관한 것이다. 4급 암모늄염과 18-crowns-6 그리고 폴리에틸렌글리콜이 상이동 촉매활성을 나타내었다. 동일 무게나 동일 몰수의 폴리에틸렌글리콜을 상이동 촉매로 사용한 경우 모두에서 β-피콜린의 전화율은 PEG의 사슬길이가 길수록 증가하였다. 4급 암모늄염 촉매의 경우 알킬기의 구조가 클수록, 음이온의 친수성이 강할수루 높은 β-피콜린 전화율을 나타내었다. β-피콜린과 PTB의 농도, tert-butyl alcohol의 농도, 산소의 분압등이 반응에 미치는 영향을 고찰하여 상이동 촉매의 역할이 포함된 반응 메카니즘을 제시하였다. β-Picoline (pKa=30), which is difficult to be oxidized in normal conditions, was oxidized to produce nicotinic acid at ambient temperature and atmospheric pressure by using phase transfer catalysts and solid potassium tert-butoxide as base. Quaternary ammonium salts, 18-crown-6 and polyethylene glycols showed phase transfer catalytic activity. The conversion of β-picoline was increased with increasing chain length of PEG molecules when they are used both in equal molar and equal weight basis. Among the quaternary ammonium salt catalysts, the ones with a larger alkyl group and more hydrophilic counter anions, exhibited a high β-picoline conversion. A reaction mechanism, involving the role of phase transfer catalyst, was proposed after kinetic studies on the effect of the concentration of β-picoline, PTB, tert-butyl alcohol and partial pressure of oxygen.
상이동 촉매에 의한 Glycidyl Vinyl Ether 와 이산화탄소의 부가반응
문정열,양정규,박대원,이미혜,이진국 ( Jeong Yeol Moon,Jeong Gyu Yang,Dae Won Park,Mi Hye Lee,Jin Kook Lee ) 한국공업화학회 1995 공업화학 Vol.6 No.6
본 연구는 이산화탄소와 glycidyl vinyl ether(GVE)의 부가반응에 대하여 상이동 촉매의 특성을 고찰한 것이다. 4급 암모늄염 상이동 촉매의 경우 상압에서도 비교적 좋은 GVE 전화율을 나타내었고, 알킬기의 크기가 크고 짝음 이온의 친수성이 강할수록 촉매활성이 높았다. 폴리에틸렌글리콜이나 triethylamine을 NaI와 함께 사용한 결과 NaI보다 (2-oxo-1,3-dioxolane-4-yl)methyl vinyl ether(OVE)의 수율이 높았다. 그러나 크라운 에테르는 촉매활성을 감소시켰다. 한편 속도론적 고찰 결과 반응속도는 GVE의 농도에 대하여 유사 1차 반응으로 나타났으며, 상이동 촉매의 역할이 포함된 반응메카니즘도 함께 제시하였다. This study is related to the investigation of the characteristics of phase transfer catalysts on the addition reaction of carbon dioxide and glycidyl vinyl ether(GVE). Among the quaternary ammonium salts tested, the ones with the higher alkyl chain length and with the more hydrophilic counter anion showed higher catalytic activity. Mixed catalysts of (polyethylene glycols + NaI) and (triethylamine + NaI) showed higher yield of (2-oxo-l,3-dioxolane-4-yl)methyl vinyl ether(OVE) than NaI itself, but the catalyst activity decreased by addition of a crown ether. Kinetic studies showed that the reaction rate was pseudo-first order with respect to the concentration of GVE. A mechanism of the reaction involving the role of phase transfer catalysts was also proposed.