The synthesis and properties of polyimide resin containing maleic anhydride, -, GP - : Ming-hun Lee, Yung-hiang Ting, Department of chemical engineering, Far East ollege Department of chemical engineering, Far East ollege ABSTRAT The synthesis of polyamine was carried out in addition-condensation reaction by aniline with benzaldehyde in the presence of acidic catalyst. The molecular weight of obtained polyamine for the effect on aniline benzaldehyde mole ratio, reaction temperature, reaction pressure and catalyst concentration were evaluated by GP method. Polyimide was produced by adding polyamine into maleic anhydride solution slowly. Elemental analysis, IR and NMR spectra were also measured to identify polyimide structure. On the other hand, using thermal analysis (DS, TGA) to discuss the polyimide curing mechanism and kinetics for self-curing and the curing with curing agents system such MDA and polyamine resin, the thermal stability of polyimide is also evaluated. Keyword: polyimidemaleic anhydridenuclear magnetic resonance spectroscopy 573
(polyimides) PI ( thermal stability ) 夲 [2] 5] 574
夲 酞 夲 575
576
Φ Φ Φ ( 2 ) ( PolyimidePI ) IR 塩 2. (a) 1780 cm -1 ( =O in plane)1720cm -1 ( out of plane )1395 cm -1 ( -N- stretching ) 3501 cm -1 PI Reimschnessel [7] - ( N-deuteration ) 3501 cm -1 ( 1790 cm -1 ) ( 1722 cm -1 ) =O 1. polyamine IR 2. ( a ) polyimide ( b ) polyamic acid IR 2. ( a ) 2. ( b ) IR 3400~3200cm -1 ( -OO)3200~2800cm -1 577
1395cm -1 ( -N-) ( ) PA PI -NMR 3. 5. PA 3.2~3.8 4. aniline-benzaldehyde resin ( D 2 O) 4. 5. Aniline-benzaldehyde 3. aniline- benzaldehyde resin 578
O + + N O O Φ N imine Φ Φ Polymerization 6. benzaldehyde AB IR ( a ) benzaldehyde ( b ) benzaldehyde 30 PA resin ( AB-1 ArO/ArN 2 =0.53 % l 100 AB-2 ArO 6. (a) (b) IR 1689-1471cm -1 7. NMR AB-1 (3.2 ~ 3.8) 7. Aniline-benzaldehyde imine N (2)P ( addition-condensation reaction) R + RO R O ( ) R O + R O 579
+ N + O O + + ( a ) (4) + N3 + + ( b ) (a) O (b) IR (3) 8. (a ) 110 AB IR ( b ) 130 AB IR 580
9. 5. PA PI 581
峯 10. DS 12. ( A ) MDA IR ( B ) PA IR [8] 11. DS ( a ) MDA/PI ( b ) PA/PI 582
( b ) PI PA PI MDA TGA Texo-1: temperature of peak 1 Texo-2: temperature of peak 2 13. Ln 1/T*1000 14. O O N O N N + O 8. 1. 2. 3. Michael 4. 583
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