Polycondensations of Substituted Maleic Anhydrides and 1,6-Hexanediol Catalyzed by Metal Triflates |
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| Authors: | Takao Yashiro Hans R Kricheldorf Saskia Huijser |
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| Institution: | 1. Institut für Technische und Makromolekulare Chemie , Bundesstr. 45, D-20146, Hamburg, Germany;2. JSR Corporation, Yokaichi Res. Center, LCO Materials 1st Lab. , 100 Kawajiri–cho, Yokaichi, Mie, 510–8552, Japan;3. Institut für Technische und Makromolekulare Chemie , Bundesstr. 45, D-20146, Hamburg, Germany;4. Technical University, Helix Building, Labor. of Polym. Chem. , Den Dolech 2, NL-5600 MB, Eindhoven, Netherlands |
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| Abstract: | Polycondensations of methylmaleic anhydride (citraconic anhydride, CiAh), bromomaleic anhydride (BMaAh), and dichloromaleic anhydride (DCMaAh) with 1,6-hexanediol were conducted in bulk. For polycondensations of CiAh, the triflates of aluminum, bismuth, lanthanum, magnesium, samarium, and scandium were used as catalysts and the best results were obtained with Bismuth triflate. MALDI-TOF mass spectra indicated that the chain growth was limited by cyclization and incomplete conversion, but temperatures above 100°C were not advantageous due to side reactions. Bismuth and samarium triflate catalyzed polycondfensations of BMaAh and DCMaAh were less successful than polycondensations of CiAh. For polycondensations of CiAh, BMaAh, and DCMaAh, only a low extent of isomerization to trans isomers (1–3%) was observed at 100°C, but considerably higher extent at 140°C. |
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| Keywords: | Bismuth citraconic anhydride polyesters polycondensation cyclization |
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