Alternating Sequence Control for Poly(ester amide)s by Organocatalyzed Ring‐Opening Polymerization. Issue 22 (9th October 2019)

• Record Type: Journal Article
• Authors: Liang, Yang; Pan, Jun‐Lin; Sun, Lin‐Hao; Ma, Ji‐Mei; Jiang, Hong; Li, Zi‐Long
• Is Part Of: Macromolecular rapid communications. Volume 40:Issue 22(2019)
• Page Start: n/a
• Page End: n/a
• Publication Date: 2019-10-09
• Subjects: organocatalysis -- poly(ester amide) -- ring expansion -- ring‐opening polymerization -- sequence control; Macromolecules -- Periodicals; Polymers -- Periodicals; Chemistry -- Periodicals; 547.705
• DOI: 10.1002/marc.201900435
• Languages: English
• ISSNs: 1022-1336

Abstract

Abstract: Sequence‐controlled polymerization is the forefront of polymer chemistry. Herein, the feasibility of sequence regulation by using organocatalyzed ring‐opening polymerization (ROP) is demonstrated. In particular, ring expansion strategy is employed to synthesize pre‐organized monomers 1 and 2 . ROP is conducted by using 1, 5, 7‐triazabicyclo[4.4.0]dec‐5‐ene and benzyl alcohol as the catalyst and initiator, respectively. Poly(ester amide)s (PEAs) P1–P3 comprising glycolic acid, lactic acid, and 7‐aminoheptanoic acid units are obtained in high molecular weights and good yields. NMR and matrix‐assisted laser desorption/ionization time‐of‐flight mass spectrometry results verify the microstructural integrity of P1 and P2 . Differential scanning calorimetry results show that PEA without methyl branches is crystalline. Moreover, thermal stability, surface wettability, and degradation profiles of P1–P3 are also investigated. Abstract : Sequence‐controlled polymerization is realized by using organocatalyzed ring‐opening polymerization to afford alternating poly(ester amide)s with high structural integrity. In particular, a ring expansion strategy is employed for the synthesis of cyclic monomers. This approach paves the way to sequence regulation of poly(ester amide)s with even more sophisticated microstructures.