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Lisa Nakajima , Yuiko Kikuchi, Hisatoyo Morinaga * Department of Materials and Science

Metal-free ring-opening block copolymerization of epoxide initiated with organic ammonium acetate salt. Lisa Nakajima , Yuiko Kikuchi, Hisatoyo Morinaga * Department of Materials and Science Kochi National College of Technology. Metal-free polymerization.

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Lisa Nakajima , Yuiko Kikuchi, Hisatoyo Morinaga * Department of Materials and Science

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  1. Metal-free ring-opening block copolymerization of epoxide initiated with organic ammonium acetate salt Lisa Nakajima, Yuiko Kikuchi, Hisatoyo Morinaga * Department of Materials and Science Kochi National College of Technology

  2. Metal-free polymerization Conventional polymerization using metallic initiators and catalysts Metal-free polymerization Polymers without possible contamination of toxic metals Polymers with residue of toxic metals • Biomedical engineering • Environmental engineering Limitation for usage

  3. Controlled polymerization Non-controlled polymerization Controlled polymerization ⊖ ⊖ ⊖ ⊖ ⊖ ⊖ 1. Polymer chain length can be controlled. 2. Propagating species is stable. 1.Polymer chain length cannot be controlled. 2. Propagating species is unstable.

  4. Metal-free controlled polymerization of glycidyl phenyl ether (GPE) 1) Morinaga, H. et al, Macromolecules, 2007, 40, 6014-6016. 2) Morinaga, H. et al., Journal of Network polymer, Japan, 2010, 31(6),272-277. 3) Morinaga, H. et al., Journal of Polymer Science, Part A : Polymer Chemistry,2011, 49(24), 5210-5216.

  5. Sequential block copolymerization by controlled polymerization 1stmonomer Controlled polymerization block copolymerization ⊖ poly(1st monomer) having stable propagating species 2nd monomer AB diblock copolymer

  6. Lactones Aliphatic polyester (Biodegradable polymer) Lactones

  7. PURPOSE Synthesis of metal-free and halogen-free AB diblockcopolymer by sequential ring-opening polymerization of GPE and Lactoneinitiated with n-Bu4NOAc poly(lactone) block copolymerization？ n-Bu4NOAc GPE ⊖ Metal-free ring-opening polymerization polyGPE Lactone polyGPE block copolymer? n-Bu4NOAc: tetra-n-butylammonium acetate

  8. Block copolymerization of GPE with β-PL initiated with n-Bu4NOAc Yield = 92 % (water-insoluble part) [GPE]0:[b-PL]0=76:24 b-PL: b-propiolactone

  9. 1H NMR spectrum of poly(GPE)-block-poly(β-PL) Ar [GPE]0:[b-PL]0=76:24 2 5 3 6 1 4 3,4 1 5 2 6 PPM

  10. FT-IR spectrum of poly(GPE)-block-poly(β-PL) 1735 cm-1

  11. Gel permeation chromatography (GPC) traces of poly(GPE)-block-poly(β-PL) from poly(GPE) Mn: Number-averaged molecular weight Mw/Mn: Molecular weight distribution

  12. Plausible mechanism for block copolymerization

  13. CONCLUSION The metal-free and halogen-free block copolymer was successfully obtained by the sequential ring-opening polymerization of GPE and β-PL initiated with n-Bu4OAc.

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