Synthesis of α,ω-bis(2,6-dimethylphenol)-poly(2,6-dimethyl-1,4-phenylene oxide) by phase transfer catalyzed polymerization of 4-bromo-2,6-dimethylphenol in the presence of 2,2-di(4-hydroxy-3,5-dimethylphenyl)propane

✍ Scribed by Virgil Percec; James H. Wang

• Publisher: Springer
• Year: 1990
• Tongue: English
• Weight: 394 KB
• Volume: 24
• Category: Article
• ISSN: 0170-0839
• DOI: 10.1007/bf00395570

✦ Synopsis

~,o)-Bis(2,6-dimethylphenol)-poly(2,6-dimethyl-1,4-phenylene oxide) (PPO-2OH) was synthesized by the radical-cation phase transfer catalyzed polymerization of 4-bromo-2,6-dimethylphenol (1) in the presence of 2,2-di(4-hydroxy-3,5-dimethylphenyl)propane (2). Copolymerization experiments were performed by a liquid-liquid two phase, benzene/1.5 N NaOH (aq), phase transfer catalyzed reaction with tetrabutylammonium hydrogen sulfate (TBAH) or tricaprylmethylammonium chloride (Aliquat 336) catalysts. A series of copolymerization, experiments were performed with 1/2 molar ratios of 4/1, resulting in PPO-2OH with Mn in the range of 2200-3200 g/tool. Phase transfer catalyzed etherification of the PPO-2OH chain ends with p-chloromethylstyrene was used to synthesize oqco-bis(vinylbenzyl ether)s of the PPO-2OH (PPO-2VBE). The chain microstructure and the fuctionality of both PPO-2OH and PPO-2VBE was studied by 200 MHz 1H-NMR spectroscopy.