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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·㎪.
Aliquat 336 상이동 촉매하에서 디페닐메탄의 산화에 의한 벤조페논의 합성
박대원,이화수,문정열,박상욱,신정호 ( Dae Won Park,Hwa Soo Lee,Jeong Yeol Moon,Sang Wook Park,Jung Ho Shin ) 한국공업화학회 1994 공업화학 Vol.5 No.1
본 연구는 Aliquat 336 상이동 촉매와 potassium tert-butoxide 염기를 사용하여 상온에서 디페닐메탄올 산화시켜 벤조페논을 합성하는데 관한 것이다. 4급 암모늄염 촉매 존재하에서는 벤조페논이 합성되지 않는다고 보고된 다른 연구결과와는 달리 Aliquat 336 촉매로 상온에서 30% 이상의 벤조페논 수율을 얻었다. Aliquat 336 촉매의 양과 potassium tert-butoxide의 양이 증가할수록 디페닐메탄의 전화율이 증가하였다. 산소의 분압이 높을수록 유기용매에 녹아 있는 산소의 농도가 증가하여 전화율과 선택도가 상승하였다. 또한 A1iquat 336 촉매의 역할이 포함된 반응 메카니즘을 제시하였다. Synthesis of benzophenone by oxidation of diphenylmethane at room temperature is studied using Aliquat 336 as phase transfer catalyst and potassium tert-butoxide as base. No other study has shown that diphenylmethane can be oxidized to benzophenone with quaternary ammonium salt as phase transfer catalyst. However, in presence of Aliquat 336, higher than 30% of benzophenone was yielded. The conversion of diphenylmethane was increased with increasing amount of Aliquat 336 and potassium tart-butoxide. Higher partial pressure of oxygen favored conversion of diphenylmethane and selectivity of benzophenone by increasing the concentration of oxygen in organic solvent. A reaction mechanism involving the role of Aliquat 336 was also proposed.
Fe2O3/SiO2 촉매 상에서 물과 암모니아가 함께 존재하는 황화수소의 선택적 산화 반응
김문일 ( Moon Il Kim ),이구화 ( Gu Hwa Lee ),천승우 ( Sung Woo Chun ),박대원 ( Dae Won Park ) 한국화학공학회 2012 Korean Chemical Engineering Research(HWAHAK KONGHA Vol.50 No.3
The catalytic performance of some metal oxides in the vapor phase selective oxidation of H2S in the stream containing ammonia and water was investigated. Among the catalysts tested Fe2O3/SiO2 was the most promising catalyst for practical application. It showed higher than 90% H2S conversion and very small amount of SO2 emission over a temperature range of 240~280 oC. The effects of reaction temperature, O2/H2S ratio, amount of ammonia and water vapor on the catalytic activity of Fe2O3/SiO2 were discussed to better understand the reaction mechanism. The H2S conversion showed a maximum at 260 oC and it decreased with increasing temperature over 280 oC. With an increase of O2/ H2S ratio from 0.5 to 4, the conversion was slightly increased, but the selectivity to elemental sulfur was remarkably decreased. The increase of ammonia amount favored the conversion and the selectivity to elemental sulfur with a decrease in SO2 production. The presence of water vapor decreased both the activity and the selectivity to sulfur, but increased the ATS selectivity.
Hydroxy - terminated Poly ( propylene carbonate ) 의 합성
정성미,문정열,박대원,박상욱,이진국 ( S . M . Jung,J . Y . Moon,D . W . Park,S . W . Park,J . K . Lee ) 한국공업화학회 1998 공업화학 Vol.9 No.2
본 연구는 metal alkoxide, 크라운에테르, 4급 onium염 등을 촉매로 사용하여 프로필렌카보네이트(PC)와 알콜 개시제로부터 hydroxy-terminated poly(propylene carbonate) (HTPPC)를 합성하는데 관한 것이다. 촉매의 종류와 골격구조, 알콜의 종류와 농도, 그리고 용매가 반응에 미치는 영향을 고찰하였다. Metal alkoxide의 Lewis acidity가 크고 alkoxide 음이온의 친핵성이 클수륵 높은 반응활성을 나타내었다. Metal alkoxide와 크라운에테르의 혼합촉매는 metal alkoxide 단독 촉매보다 높은 프로필렌 카보네이트 전화율을 보였고, 4급 onium염 촉매의 경우 양이온의 크기가 크고 음이온의 친핵성이 클수록 높은 활성을 나타내었다. 또한 용매의 극성이 높고 [PC]/[Initiator]의 농도 비가 낮을수록 HTPPC의 수율이 높게 나타났다. The synthesis of hydroxy-terminated poly(propylene carbonate)(HTPPC) was performed by the reaction of propylene carbonate(PC) with alcohol initiator using metal alkoxides, crown ethers and quaternary onium salts as catalysts. The effects of catalyst structure, types and concentration of alcohol, and solvents were investigated. Among the alkoxide catalysts tested, the ones with higher Lewis acidity and with more nucleophilic alkoxide anion showed higher catalytic activity. Mixed catalysts of metal alkoxide and crown ether showed higher conversion of PC than metal alkoxide alone. Quaternary onium saltsof bulky cation exhibited higher catalytic activity. High polar solvent showed higheryield of HTPPC and the yield increased with the decrease of [PC]/[Initiator] ratio.
CO2 와 Epoxide 의 반응에 의해 합성된 Cyclic Carbonate 의 응용 Ⅰ . Hydroxy - terminated Linear Polycarbonate 의 합성
정성미,문정열,박대원,이진국 ( S . M . Jung,J . Y . Moon,D . W . Park,J . K . Lee ) 한국공업화학회 1997 응용화학 Vol.1 No.1
In this paper, the synthesis of hydroxy-terminated linear polycarbonate was studied to understand the effect of mole ratio of initiators, kind of catalyst and structure of initiator. Mixed catalyst of potassium tert-butoxide and 18-crown-6 showed higher yield than potassium tent-butoxide alone. We also investigated the characteristics of hydroxy-terminated linear polycarbonate by DSC, TGA, GPC.
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.