Chemical modification of poly(styrene-co-acrylonitrile) with 2-aminoalcohols and 3-aminoalcohol

Abstract

Nitrile groups of poly(styrene‐co‐acrylonitrile) (SAN) can be converted to 2‐substituted Δ2‐oxazoline using 2‐aminoethanol. The formation of oxazoline in SAN can be significantly increased through addition of substituted aminoalcohols like 2‐amino‐2‐ethylpropane‐1,3‐diol and 2‐aminobutanol and through reaction with 3‐aminopropanol using dibutyltin oxide as catalyst. Using this procedure, dihydro‐4H‐oxazine can be easily produced from 3‐aminopropanol due to the lower ring tension in comparison with the five‐membered oxazoline ring.

Einführung cyclischer Amidinein nitrilhaltige Polymere in der Schmelze

“…Die bei fast allen Proben auftretende schwache Bande bei~1720 cm ±1 konnte keinem Strukturelement zugeordnet werden. Sie steht in Analogie zu der bei der Modifikation von S/AN mit Aminaolkoholen auftretenden Bande bei~1740 cm ±1 [11,12,15] wahrscheinlich in Zusammenhang mit Neben-oder Zersetzungsreaktionen. Die N-H-Banden sowie die C = N-Banden wurden bei allen Produkten gefunden, so dass davon auszugehen ist, dass sich die postulierten Strukturen gebildet haben.…”

“…Dabei lässt sich aus niedermolekularen Versuchen [9,10] erkennen, dass nur eine relativ geringe ¾nderung der Versuchsparameter gegenüber denen zur Oxazolinsynthese [11,12] …”

Compatibilization of Polymer Blends from Poly(butadiene‐g‐poly(styrene‐co‐acrylonitrile)) and Polycarbonate through Oxazoline‐ and Benzoxazole‐Modification of ABS

“…The amino alcohol was then added to start the reaction. [26,28,29]. The ABS (ªNOVODURº) was kindly supplied by Albis Plastcs, the S/AN (ªSCONAROLº; 38 mol.-% AN) by Buna AG and the polycarbonate (ªMacrolon 3103º) by Bayer AG.…”

Compatibilization of polymer blends from poly(styrene‐co‐acrylonitrile) and polycarbonate by oxazoline modification of poly(styrene‐co‐acrylonitrile) in the melt

“…In this way, functional groups of technical and engineering polymers are converted into heterocyclic functionalities. One possibility is the reaction of nitrile polymers with 2‐amino alcohols in solution44, 45 or in the melt 46–49. Oxazoline‐functionalized poly(butadiene‐ co ‐acrylonitrile) from analogous polymer reactions has been used as a compatibilizer in blends with polyesters50 and PA‐6 48.…”