𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Protection and polymerization of functional monomers, 23. Synthesis of well-defined poly(2-hydroxyethyl methacrylate) by means of anionic living polymerization of protected monomers

✍ Scribed by Hideharu Mori; Osamu Wakisaka; Akira Hirao; Seiichi Nakahama

Publisher
John Wiley and Sons
Year
1994
Tongue
English
Weight
685 KB
Volume
195
Category
Article
ISSN
1022-1352

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

Anionic polymerizations of 2‐[(trimethylsilyl)oxy]ethyl methacrylate (1), 2‐[(tert‐butyldimethylsilyl)oxy]ethyl methacrylate (2), and 2‐[(methoxymethyl)oxy]ethyl methacrylate (3), the protected forms of 2‐hydroxyethyl methacrylate (HEMA), were carried out in THF at −78°C with 1,1‐diphenylhexyllithium or 1,1‐diphenyl‐3‐methylpentyllithium in the presence of LiCl. The resulting poly(1–3)s were found to possess predictable molecular weights and very narrow molecular weight distributions. The sequential polymerizations of tert‐butyl methacrylate with the anionic propagating ends of poly(1–3) gave block copolymers in quantitative efficiency. Thus, the anionic polymerizations of 1–3 proceeded without transfer and termination reactions to afford stable living polymers. Complete hydrolysis of the protective groups of poly(1–3)s produced linear poly(HEMA) quantitatively. Novel well‐defined di‐ and triblock copolymers containing hydrophobic [polystyrene, poly(4‐octylstyrene), polyisoprene] and hydrophilic segments [poly(HEMA)] were also prepared by sequential polymerization of the corresponding hydrophobic comonomers with 1, followed by deprotection.

📜 SIMILAR VOLUMES

Protection and polymerization of functio
Protection and polymerization of functional monomers, 22. Synthesis of well-defined poly(4-vinylbenzoic acid) by means of anionic living polymerization of N-(4-vinylbenzoyl)-N′-methylpiperazine, followed by deprotection
✍ Takashi Ishizone; Hiroki Kurosawa; Akira Hirao; Seiichi Nakahama 📂 Article 📅 1994 🏛 John Wiley and Sons 🌐 English ⚖ 738 KB

## Abstract Anionic polymerizations of __N__‐(4‐vinylbenzoyl)‐__N__′‐methylpiperazine (3a) and __N__‐(4‐vinylbenzoyl)morpholine (3b) were carried out in tetrahydrofuran at −78°C with oligo(α‐methylstyryl)‐dilithium, ‐disodium, and ‐dipotassium. The polymerizations of both 3a and 3b proceeded quanti

Protection and polymerization of functio
Protection and polymerization of functional monomers, 26. Synthesis of well-defined poly[4-(3′-butynyl)styrene] by means of anionic polymerization of 4-(4′-trimethylsilyl-3′-butynyl)styrene
✍ Takashi Ishizone; Akira Hirao; Seiichi Nakahama; Katsuyuki Tsuda 📂 Article 📅 1996 🏛 John Wiley and Sons 🌐 English ⚖ 599 KB

## Abstract Anionic polymerization of 4‐(4′‐trimethylsilyl‐3′‐butynyl)styrene (2) was carried out in THF at −78°C for 0.5 h with oligo(α‐methylstyryl)lithium, ‐dilithium, and ‐dipotassium. Poly(2)s possessing predicted molecular weights and narrow molecular weight distributions (__M̄__~__w__~/__M̄_