含1,3,5-三氮雜苯及三苯胺官能基之聚醯亞胺的合成與性質

三氮雜苯是一個拉電子官能基；三苯胺則是一個推電子官能基。利用此兩官能基合成出具有雙偶極高分子。本實驗合成新型含三氮雜苯(1,3,5-triazine)及三苯胺(triphenlamine)之四胺單體2,4-diamine-6-(N,N-bis(4-aminophenyl) -4-pheylamine)-1,3,5-triazine，再與各類型之酸酐聚合而成聚醯亞胺。這些單體與高分子以FT-IR以及NMR鑑定其結構。單體經由NMR得知，兩組胺基的化學活性並不相同。位於三苯胺上的胺基在1H-NMR光譜上是5.0 ppm；而在三氮雜苯上的胺基在1H-NMR光譜上則是6.6 ppm。因此可以推斷出三苯胺的胺基比三氮雜苯的胺基活性大許多。聚醯胺酸皆可溶於極性非質子溶劑，如：DMF，DMSO，DMAc，NMP。聚醯胺酸高分子相對黏度0.21~0.32 dL/g，而聚醯亞胺高分子相對黏度0.32~0.64 dL/g在DMAc溶劑。使用UV-Vis及photoluminescence(PL)光譜分析其光學性質；高分子溶於DMSO溶劑時，UV-Vis吸收範圍在255∼400 nm，PL光譜顯示其波峰波長在400~550 nm。以TGA測定其熱性質，經由動態熱重量分析(TGA)結果顯示，它在氮氣中的10%重量損失溫度約在407 oC以上。

關鍵字

三氮雜苯；三苯胺；聚醯亞胺

並列摘要

A terta-amine monomer with two kinds of amino groups, 2,4-diamine-6-(N,N-bis(4-aminophenyl)-4-pheylamine)-1,3,5-triazine, containing triphenylamine electro-donor and 1,3,5-triazine electro-acceptor groups was synthesized and used in the preparation of polyimides. The two kinds of amino groups in the monomer were confirmed from the 1H-NMR spectrum. The protons of amino groups attached to triphenylamine group are at 5.0 ppm and the protons of amino groups attached to triazine group are at 6.6 ppm, which indicates the former amino groups are more reactive than the latter ones. The structures of polymers were confirmed by FT-IR and NMR. The poly(amic acid)s were soluble in the polar aprotic solvents, such as DMF, DMSO, DMAc and NMP. The poly(amic acid)s and polyimides had inherent viscosity of 0.21~0.32 and 0.32~0.64 dLg-1 in DMAc solution. The low viscosity of the poly(amic acid)s maybe result from their branched structures. The optical properties were analyzed by UV-Vis and photoluminescence (PL) spectroscopy. The polymers exhibited UV-Vis absorption bands around 250~400 nm in DMSO solution. Their photoluminescence spectra showed emission peaks around 400~550 nm in DMSO solution. The polyimides which were carried by themal method were fairly stable up to a temperature above 350 oC and 10 % weight temperature higher than 407 oC.

並列關鍵字

1,3,5-Triazine ； Triphenylamine ； Polyimides

參考文獻

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2. C. E. Sroog. , "Polyimides," Progress in Polymer Science, vol. 16, no. 4, 1991, pp. 561-694

3. C. -L Chung and S. -H Hsiao. , "Novel organosoluble fluorinated polyimides derived from 1,6-bis(4-amino-2-trifluoromethylphenoxy)naphthalene and aromatic dianhydrides," Polymer, vol. 49, no. 10, 2008, pp. 2476-2485

4. S. Ando, T. Sawada, and Y. Inoue, "Thin, flexible waveplate of fluorinated polyimide," Electron.Lett., Vol. 29, no. 24, 1993, pp. 2143-2145

5. N. Asano, K. Miyatake and M. Watanabe. , "Hydrolytically stable polyimide ionomer for fuel cell applications," Chem.Mater., vol. 16, no. 15, 2004, pp. 2841-2843

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含1,3,5-三氮雜苯及三苯胺官能基之聚醯亞胺的合成與性質

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