4.6 Article

Transesterification of Methyl-10-undecenoate and Poly(ethylene adipate) Catalyzed by (Cyclopentadienyl)titanium Trichlorides as Model Chemical Conversions of Plant Oils and Acid-, Base-Free Chemical Recycling of Aliphatic Polyesters

Journal

ACS SUSTAINABLE CHEMISTRY & ENGINEERING
Volume 10, Issue 38, Pages 12504-12509

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acssuschemeng.2c04877

Keywords

Transesterification; Fatty acid ester (FAE); Depolymerization; Polyester; Chemical recycle; Titanium

Funding

  1. JST-CREST [JPMJCR21L5]
  2. JST SICORP, Japan [JPMJSC19E2]
  3. Tokyo Metropolitan Government Advanced Research [R2-1]
  4. Fund for the Promotion of Joint International Research (Fostering Joint International Research) [19KK0139]

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Cp'TiCl3 catalyst exhibits highly active and exclusive transesterification of methyl 10-undecenoate with alcohols at elevated temperatures, and enables the depolymerization of poly(ethylene adipate).
Highly active and exclusive transesterifications of methyl 10-undecenoate with alcohols (cyclohexanemethanol, 1,4-cyclohexanedimethanol, 10-undecen-1-ol, 3-hexanol) have been demonstrated by Cp'TiCl3 (Cp' = Cp, C5Me5) at 100-120 degrees C. The CpTiCl3 enabled depolymerization of poly(ethylene adipate) by the transesterification (>99% conv., 0.25-0.5 mol % Ti) at 120 degrees C; the depolymerization completed after 6 h at 150 degrees C (0.5 mol % Ti).

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