Synthesis of Novel Glycidol Copolymers with Pendant Alkene and Hydroxyl Groups

Abstract

A series of linear poly glycidol copolymers, tethering with both alkene and hydroxyl groups, were prepared by a combination of anionic ring-opening polymerization (ROP) using specific reactions of ethoxy ethyl glycidyl ether (EEGE) and allyl glycidyl ether (AGE) firstly, and subsequently removal of the protection group of glycidol in EEGE to achieve the linear copolymer pendant with both hydroxyl groups and double bonds. The EEGE/AGE monomer reactivity ratio is measured to be 3.30/1.13. The chemical compositions of the as-synthesized polymers were characterized by 1 H NMR and GPC, and the glass transition temperatures (T g ) of as-synthesized polymers were determined by DSC. The final copolymers have abundant double bonds and hydroxyl as side groups. Furthermore, the ratio of the double bonds to hydroxyl groups can be controlled by the ratio of the starting materials in a wide range.

Functional amphiphilic block copolyethers as carriers of caffeic acid phenethyl ester

“…PAGE‐based copolyethers as functional platforms for micellar drug delivery systems, soft microgel particles, multiple bioconjugation and modification, and polymer electrolytes have recently been reported. Ethylene oxide, propylene oxide as well as glycidyl ethers such as ethoxyethyl glycidyl ether (EEGE), tert ‐butyl glycidyl ether and furfuryl glycidyl ether were the commonly used comonomers, whereas the most typical chain architecture was the linear one.…”

Dispersity control of linear poly(glycidyl ether)s by slow monomer addition

“…[2][3][4] Using this approach, modication of the unsaturated side-chains (e.g. 6,[8][9][10][11] Hans et al assumed that chain transfer occurs in EEGE polymerization by methylene-group deprotonation in a-position to the oxirane as it is known for propylene oxide (PO) and other oxiranes for decades. [5][6][7] Side-reactions and their control in glycidyl ether polymerizations were investigated as this determines the applicability, i.e.…”

“…Depending on the media, temperature, and polymerization parameters the transfer reactions limit the degree of polymerization and increase dispersity. 6,[8][9][10][11] Hans et al assumed that chain transfer occurs in EEGE polymerization by methylene-group deprotonation in a-position to the oxirane as it is known for propylene oxide (PO) and other oxiranes for decades. 12 Here the newly formed allylalkoxide initiates a new polymerization that leads to an additional low molar-mass fraction and tailing in SEC-traces.…”