Synthesis and characterization of $alpha$, $omega$-heterofunctional poly(ethylene oxide) macromonomers

$alpha$, $omega$-heterofonksiyonel poli(etilen oksit) makromonomerlerin sentezi ve karakterizasyonu

Abstract

PEO macromonomers possessing thiophene moiety at one end and methacrylale group at the other end were prepared by a conventional high vacuum line technigue. A general method have been recently developed for synthesis of hetero functional or hetero-telechelic PEO macromonomers by using a functional alcohol for initialing polymerization of EO followed by terminating with the other functionality. Using the same approach, a novel $alpha$, $omega$- heterofunctional poly (ethylene oxide) macromonomer (PEO-makromonomer) possessing methacryloyl and thiophene end groups were prepared by ring-opening polymerization of ethylene oxide initialed by potassium thiophene ethoxide and termination of living ends of PEO with methacryloyl chloride. Polymerization was carried out at 40 C over 3 nights. The obtained macromonomer has two polymerizable groups: the thiophene ring, with substitution at the 3-posilion, can be employed in oxidative polymerization while the vinyl group is useful for radical polymerization. The macromonomer, having an electroaclive group, was polymerized oxidatively in the presence of $FeCl_3$ as an oxidant. The macromonomer was also used in homopolymerization via vinylic terminus. The reaction involves the free radical polymerization of PEO in the presence AIBN as a thermal initiator. The evidence for successful free radical and oxidative polymerization processes was obtained by GPC measurements incorporation of methacryloyl and thiophene groups were confirmed by $^1H-NMR$ analysis, free radical and oxidative polymerization processes, respectively.

Özet

Etilen oksidin (EO) anyonik yaşayan polimerizasyonu makromonomer sentezinde kullanıldı. Bu amaçla, metakriloil ve tienil uç grupları bulunan yeni bir $alpha$, $omega$ -heterofonksiyonel poli(etilen oksit) (PEO) makromonomeri halka-açılımı polimerizasyonu ile yüksek vakumda sentezlendi. Polimerizasyon potasyum tienileloksit ile başlatıldı ve 40 C de üç gün devam ettirildi. Yaşayan PEO zincir uçları metakriloil klorür (MAC) ile sonlandırıldı. Ayrıca, iki fonksiyonel gruba sahip olan makromonomerin serbest-radikal polimerizasyonu metakriloil, oksidatif polimerizasyonu ise tienil gruplarından gerçekleştirildi. Metakriloil ve tienil gruplarının varlığı, serbest-radikal ve oksidatif polimerizasyon yöntemleri, $^1H-NMR$ analizi ve GPC ölçümleri yardımıyla aydınlatıldı.