Journal of the Korean Industrial and Engineering Chemistry, Vol.13, No.7, 703-707, November, 2002
아세틸렌 기능기를 갖는 플로렌 유도체들의 열반응 특성에 관한 연구
A Study on the Thermal Reaction Properties of Fluorene Compounds Bearing Acetylenic Functionality
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초록
디프로파길 플로렌(DPF) 및 그 유도체(DPF-Br, DPF-Ac, DPF-NO2)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-NO2와 같은 DPF 유도체들은 200 ℃ 이상의 온도에서도 원시료 무게의 대부분을 유지하였다. 700 ℃까지 승온시킨 후 남은 잔사량은 DPF, DPF-Br, DPF-Ac, DPF-NO2의 경우 각각 7.37 %, 27.93 %, 41.19 %, 그리고 60.26 %이었다.
Dipropargylfluorene (DPF) and its derivatives (DPF-Br, DPF-Ac, and DPF-NO2) 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-NO2, which contain the substituent at 2-positionof 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-NO2 were 7.37 %, 27.93 %, 41.19 %, and 60.26 %, respectively.
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