Synthesis of Heterotelechelic Poly(ethylene glycol) Macromonomers. Preparation of Poly(ethylene glycol) Possessing a Methacryloyl Group at One End and a Formyl Group at the Other End

Synthesis of Heterotelechelic Poly(ethylene glycol) Macromonomers. Preparation of Poly(ethylene glycol) Possessing a Methacryloyl Group at One End and a Formyl Group at the Other End

Poly(ethylene glycol) (PEG) having a polymerizable methacryloyl group at one end and an aldehyde group at the other end was quantitatively synthesized. Potassium 3,3-diethoxy-1-propanoxide initiated the anionic polymerization of ethylene oxide to form an acetal-ended PEG having potassium alkolate at...

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Veröffentlicht in:Macromolecules 1997-10, Vol.30 (21), p.6489-6493
Hauptverfasser: Nagasaki, Yukio, Ogawa, Ryutaro, Yamamoto, Sei, Kato, Masao, Kataoka, Kazunori
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Sprache:eng
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Applied sciences
Exact sciences and technology
Organic polymers
Physicochemistry of polymers
Polymerization
Preparation, kinetics, thermodynamics, mechanism and catalysts
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container_end_page 6493
container_issue 21
container_start_page 6489
container_title Macromolecules
container_volume 30
creator Nagasaki, Yukio
Ogawa, Ryutaro
Yamamoto, Sei
Kato, Masao
Kataoka, Kazunori
description Poly(ethylene glycol) (PEG) having a polymerizable methacryloyl group at one end and an aldehyde group at the other end was quantitatively synthesized. Potassium 3,3-diethoxy-1-propanoxide initiated the anionic polymerization of ethylene oxide to form an acetal-ended PEG having potassium alkolate at the ω chain end. By adding methacrylic anhydride to the reaction mixture, the ω end was quantitatively converted to the methacryloxy group. When the PEG with an acetal group at one end and a methacryloyl group at the other end was treated with 90% acetic acid solution, the hydrolysis of the acetal end group proceeded to form a PEG macromonomer possessing an aldehyde end group. The end groups were characterized by 1H NMR and MALDI-TOF-MS spectroscopies. Copolymerization of the aldehyde-PEG macromonomer with methacrylate monomers quantitatively gave the PEG graft polymer with an aldehyde group at the free end of the graft chain.
doi_str_mv 10.1021/ma9705026
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subjects Applied sciences
Exact sciences and technology
Organic polymers
Physicochemistry of polymers
Polymerization
Preparation, kinetics, thermodynamics, mechanism and catalysts
title Synthesis of Heterotelechelic Poly(ethylene glycol) Macromonomers. Preparation of Poly(ethylene glycol) Possessing a Methacryloyl Group at One End and a Formyl Group at the Other End
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