TY - JOUR
T1 - Intramolecularly catalyzed dynamic polyester networks using neighboring carboxylic and sulfonic acid groups
AU - Zhang, Huiyi
AU - Majumdar, Soumabrata
AU - van Benthem, Rolf A.T.M.
AU - Sijbesma, Rint P.
AU - Heuts, Johan P.A.
PY - 2020/2/18
Y1 - 2020/2/18
N2 - Dynamic covalent bonds in a polymer network lead to plasticity, reshapability, and potential recyclability at elevated temperatures in combination with solvent-resistance and better dimensional stability at lower temperatures. Here we report a simple one-step procedure for the catalyst-free preparation and intramolecularly catalyzed stress-relaxation of dynamic polyester networks. The procedure is based on the coupling of branched OH-end functional polyesters (functionality ≥ 3) by pyromellitic dianhydride (PMDA) or 2,5-bis(methoxy-carbonyl) benzenesulfonic acid resulting in ester linkages with, respectively, a COOH or a SO3H group in a position ortho to the ester bond. This approach leads to an efficient external catalyst-free dynamic polyester network, in which the topology rearrangements occur via a dissociative mechanism involving anhydrides. The SO3H-containing network is particularly interesting, as it shows the fastest stress relaxation and does not suffer from unwanted additional transesterification reactions, as was observed in the COOH-containing network.
AB - Dynamic covalent bonds in a polymer network lead to plasticity, reshapability, and potential recyclability at elevated temperatures in combination with solvent-resistance and better dimensional stability at lower temperatures. Here we report a simple one-step procedure for the catalyst-free preparation and intramolecularly catalyzed stress-relaxation of dynamic polyester networks. The procedure is based on the coupling of branched OH-end functional polyesters (functionality ≥ 3) by pyromellitic dianhydride (PMDA) or 2,5-bis(methoxy-carbonyl) benzenesulfonic acid resulting in ester linkages with, respectively, a COOH or a SO3H group in a position ortho to the ester bond. This approach leads to an efficient external catalyst-free dynamic polyester network, in which the topology rearrangements occur via a dissociative mechanism involving anhydrides. The SO3H-containing network is particularly interesting, as it shows the fastest stress relaxation and does not suffer from unwanted additional transesterification reactions, as was observed in the COOH-containing network.
UR - http://www.scopus.com/inward/record.url?scp=85079630563&partnerID=8YFLogxK
U2 - 10.1021/acsmacrolett.9b01023
DO - 10.1021/acsmacrolett.9b01023
M3 - Article
AN - SCOPUS:85079630563
VL - 9
SP - 272
EP - 277
JO - ACS Macro Letters
JF - ACS Macro Letters
SN - 2161-1653
IS - 2
ER -