title: (1-Adamantyl)methyl glycidyl ether: a versatile building block for living polymerization.
abstract: (1-Adamantyl)methyl glycidyl ether (AdaGE) is introduced as a versatile monomer for oxyanionic polymerization, enabling controlled incorporation of adamantyl moieties in aliphatic polyethers. Via copolymerization with ethoxyethyl glycidyl ether (EEGE) and subsequent cleavage of the acetal protection groups of EEGE, hydrophilic linear polyglycerols with an adjustable amount of pendant adamantyl moieties are obtained. The adamantyl unit permits control over thermal properties and solubility profile of these polymers (LCST). Additionally, AdaGE is utilized as a termination agent in carbanionic polymerization, affording adamantyl-terminated polymers. Using these structures as macroinitiators for the polymerization of ethylene oxide affords amphiphilic, in-chain adamantyl-functionalized block copolymers.
authors.affiliation: Institute of Organic Chemistry, Johannes Gutenberg-Universität Mainz (JGU), Duesbergweg 10-14, D-55128, Mainz, Germany; Graduate School Materials Science in Mainz (MAINZ), Staudinger Weg 9, D-55128, Mainz, Germany.
authors.forename: Christian
authors.initials: C
authors.lastname: Moers
authors.forename: Robert
authors.initials: R
authors.lastname: Wrazidlo
authors.forename: Adrian
authors.initials: A
authors.lastname: Natalello
authors.forename: Isabelle
authors.initials: I
authors.lastname: Netz
authors.forename: Mihail
authors.initials: M
authors.lastname: Mondeshki
authors.forename: Holger
authors.initials: H
authors.lastname: Frey
mesh_terms: D000218:Adamantane / Q000031:analogs & derivatives* / Q000737:chemistry; D004852:Epoxy Compounds / Q000737:chemistry*; D005990:Glycerol / Q000737:chemistry; D057927:Hydrophobic and Hydrophilic Interactions; D058105:Polymerization; D011108:Polymers / Q000138:chemical synthesis / Q000737:chemistry*
chemical_list: D004852:Epoxy Compounds; D011108:Polymers; C020344:glycidyl ethers; C043941:polyglycerol; D005990:Glycerol; D000218:Adamantane
keywords: adamantane; end-functionalization; polyether polyol; polyglycerol; polystyrene