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아세틸렌 기능기를 갖는 플로렌 유도체들의 열반응 특성에 관한 연구
제갈영순 ( Yeong Soon Gal ),진성호 ( Sung Ho Jin ),이원철 ( Won Chul Lee ),이효산 ( Hyo San Lee ),김상을 ( Sang Youl Kim ) 한국공업화학회 2002 공업화학 Vol.13 No.7
디프로파길 플로렌(DPF) 및 그 유도체(DPF-Br, DPF-Ac, DPF-NO_2)들을 phase transfer catalyst인 NaOH/triethylbenzylammonium chloride을 사용하여 플로렌 및 그 유도체와 프로파길 브로마이드의 반응으로부터 합성하였다. 아세틸렌 기능기를 갖는 4종의 플로렌 화합물의 열반응 특성을 시차주사열분석기와 열중량분석기를 사용하여 분석하였다. DPF인 경우 대부분의 시료가 비교적 낮은 온도에서 휘발함을 알 수 있었다. 반면에 플로렌의 2-위치에 치환기를 갖는 DPF-Br, DPF-Ac, DPF-NO_2와 같은 DPF 유도체들은 200 ℃ 이상의 온도에서도 원시료 무게의 대부분을 유지하였다. 700 ℃까지 승온시킨 후 남은 잔사량은 DPF, DPF-Br, DPF-Ac, DPF-NO_2의 경우 각각 7.37%, 27.93%, 41.19%, 그리고 60.26%였다. Dipropargylfluorene (DPF) and its derivatives (DPF-Br, DPF-Ac, and DPF-NO_2) were prepared by the reaction of fluorenes and propargyl bromide under the conditions of aqueous NaOH/triethylbenzylammonium chloride in high yields. The thermal reaction properties of four fluorene derivatives having acetylenic functionality were studied by using the differential scanning calorimeter and thermogravimetric analyzer. A major part of DPF was evaporated from the open sample cell at a relatively low temperature in the TGA experiment. On the other hand, such DPF derivatives as DPF-Br, DPF-Ac and DPF-NO_2, which contain the substituent at 2-position of fluorene, retained its original weights even at the temperature above 200 ℃. After heating up to 700 ℃, the final char yields of DPF, DPF-Br, DPF-Ac and DPF-NO_2 were 7.37%, 27.93%, 41.19%, and 60.26%, respectively.
WCI6-EtAICI2 촉매에 의한 폴리(페닐아세틸렌)의 합성과 전자-광 및 전기화학적 특성연구
제갈영순 ( Yeong Soon Jae Gal ),진성호 ( Sung Ho Jin ),장상희 ( Sang Hee Jang ),임권택 ( Kwon Taek Lim ) 한국화상학회 2011 한국화상학회지 Vol.17 No.3
Poly(phenylacetylene) with relatively high molecular weight was prepared by using WCl6-EtAlCl2catalystsystem.This polymerization proceeded well in the mild reaction condition to give a high yield of polymer (polymer yield: 81 %). The chemical structure of poly(phenylacetylene) was characterized by such instrumental methods as NMR (1H-,13C-),IR,UV-visiblespectroscopies,andelementalanalysistohavetheconjugatedpolymerbackbonebearingphenylsubstituents. The photoluminescence maximum peak of polymer was located at 424 nm, which corresponds to the photon energy of 2.93 eV. The cyclovoltammograms of poly(phenylacetylene) exhibited the electrochemically stable window at the -1.5 ~ +1.5 V region. The kinetics of the redox process of poly(phenylacetylene) was found to be mainly controlled by the reactant diffusion process based on the experiment of the oxidation current density of polymer versus the scan rate.
이온형 폴리아세틸렌인 폴리[N-(에틸술포네이트 소듐)-2-에티닐피리디늄의 합성과 특성연구
제갈영순 ( Yeong Soon Gal ),진성호 ( Sung Ho Jin ),임권택 ( Kwon Taek Lim ),박종욱 ( Jong Wook Park ) 한국화상학회 2013 한국화상학회지 Vol.19 No.3
A new ionic polyacetylene was prepared by the uncatalyzed polymerization of 2-ethynylpyridine using sodium 2-bromoethane sulfonate in high yield. The polymerization proceeded well in homogeneous manner to give a high yield of the polymer (yield: 78 %). The activated acetylenic triple bond of N-(ethylsulfonate sodium)-2-ethynylpyridinium bromide, formed at the first quaternarization process, was found to be susceptible to linear polymerization. The polymer structure was characterized by various instrumental methods to have the polyacetylene backbone structure with the designed substituent. The inherent viscosities of the resulting polymers were in the range of 0.12-0.15 dL/g and X-ray diffraction analysis data indicated that this polymer is mostly amorphous. The photoluminescence maximum peak was observed at 593 nm corresponding to a photon energy of 2.09 eV. The polymer exhibited the irreversible electrochemical behaviors in cyclic voltammetry result.
Poly(9,9-dipropargylfluorene)의 합성과 광학적 특성
제갈영순 ( Yeong Soon Gal ),이완직 ( Wan Jik Yi ),진성호 ( Sung Ho Jin ) 부산대학교 과학교육연구소 2008 교사교육연구 Vol.47 No.1
플로렌 치환기가 도입된 폴리(디프로파길플로렌) 고분자를 몰리브데, 팅스텐 및 로디움 계열의 전이금속 촉매를 사용한여 합성하였다. 특히 폴리(디프로파길폴로렌) 고분자를 로디움 계열의 촉매를 사용하여 처음으로 합성을 하였다. 합성되어진 고분자는 NBR과 IR 분광기로 구조분석을 하였으며 일반적인 유기용매에 잘 녹았다. 고분자의 열적특성도 연구하였다. A fluorene-containing spiro-type conjugated polymer, poly (dipmpargylfluorene), was synthesized via the cyclopolymerization of dipropargylfluorene by Mo-, W- and Rh-based transition-metal catalysts. This is the first report for the synthesis of poly (9, 9- dipropargylfluorene) by Rh-based cyclopolymerization. The Mo-based catalysts are more effective than those of W- and Rh-based catalysts. The structure of poly (dipropargylfluorene) was characterized by various instrumental methods (NMR and fit spectmscopy) to have the conjugated polymer backbone carrying fluorene moieties. The resulting poly (dipropargylfluorene) s were brown or black powder and soluble in aromatics and halogenated hydrocarbons such as benzene, chlorobenzene, tetrahydrofuran, chloroform, and methylene chloride. Thermal and morphological properties of the polymer are also discussed.
2-브로모메틸-1,4-벤조다이옥산을 이용한 2-에티닐피리딘의 4차염화 중합에 의한 이온성 폴리아세틸렌 유도체
제갈영순 ( Yeong-soon Gal ),진성호 ( Sung-ho Jin ),박종욱 ( Jongwook Park ) 한국화상학회 2023 한국화상학회지 Vol.29 No.4
A new ionic polyacetylene derivative with benzodioxane moieties as a substituent was prepared via the in-situ quaternization polymerization of 2-ethynylpyridine using 2-bromomethyl-1,4-benzodioxane. The polymerization of monomeric ethynylpyridinium salts, which were formed by the firstly quaternization of 2-ethynylpyridine using 2-bromomethyl-1,4-benzodioxane, proceeded well to provide the corresponding polyacetylene derivative in 70% yield. The polymer structure was characterized by various instrumental methods to have the conjugated polymer backbone system with the benzodioxane pyridinium moieties. This ionic conjugated polymer was soluble in polar organic solvent such as methanol, DMF, DMSO, NMP, etc. This polymer had an ionic pyridinium moieties, it showed relatively more hygroscipic properties in air. The electro-optical and electrochemical properties of the resulting polymer were measured and discussed. The irreversible electrochemical behaviors were observed between the oxidation and reduction peaks. The present polymer exhibited stable redox behavior up to 50 cycles and a steady oxidation current at 1.0V, similar to other polyacetylene derivatives with pyridinium substituents.