Introducing the Tishchenko reaction into sustainable polymer chemistry

Abstract

The combination of the Williamson and Tishchenko reactions produced a series of new α,ω-diene functionalized carboxylic ester, by which serials of polyesters have been prepared successfully.

Eugenol‐derived Organic Liquids as an In‐Situ CO2 Capturing and Conversion System for Eugenol‐based Polycarbonate Synthesis

“…Furthermore, the enhancement of the polymer polarity will form a stronger dipole‐dipole interaction, which also leads to an increase in T g of a polymer. The phenomenon was also observed in similar polymers [9,28] . A similar tendency was also observed in terms of the effect of the length of the aliphatic segments in aliphatic α,ω‐diene chains on the T g , as the T g s of P2a and P2b are 20 °C and 12 °C, respectively (Figure 3f).…”

“…The hydrogenation post‐polymerization modification of P2b also increase the thermostability of the polycarbonate, as evidenced by an increase in the T 5% from 290 °C to 341 °C, and the T 50% increased from 378 °C to 385 °C. It is rational to be explained by the higher thermostability of saturated aliphatic chain than that of the unsaturated aliphatic chain in the polymers (Figure 3e) [28] …”

“…The monomers 2a‐b were featured by α,ω‐diene functional groups, implying that they were applicable for ADMET and thiol‐ene click chemistry polymerization, which have been proven to be efficient polymerization methods [9,23,27,28] . To our delight, series of novel polycarbonates were successfully achieved.…”

“…[33] This can be explained by that the tetrahedral structure of the sulfone group may restrict the rotation of the CÀ S bond, thereby reducing the mobility of the macromolecular chain, thus leading to an increase in T g . [23,28,32] Furthermore, the enhancement of the polymer polarity will form a stronger dipole-dipole interaction, which also leads to an increase in T g of a polymer. The phenomenon was also observed in similar polymers.…”

Tandem polymerization consisting of cyclotrimerization and the Tishchenko reaction: synthesis of acid- and alkali-degradable polymers with cyclic acetal and ester structures in the main chain

“…Finally, a hydrogen atom on the carbon atom, which was originally the carbonyl carbon, transfers to a newly coordinated aldehyde, resulting in the generation of an ester and an aluminum alkoxide. Although the Tishchenko reaction has been employed in polymer chemistry as a bond-forming reaction [30][31][32][33] and a termination reaction, 37 and for monomer synthesis, 38 there are no reports on the tandem polymerization consisting of the Tishchenko reaction and other organic reactions as far as we know.…”