TY - JOUR

T1 - Novel β-Benzyloxy-Substituted Copolymers of Seven-Membered Cyclic Carbonate: Ring-Opening Polymerization with L-Lactide, ε-Caprolactone and Trimethylenecarbonate

AU - Serova, V.A.

AU - Mankaev, B.N.

AU - Agaeva, M.U.

AU - Chernikova, E.V.

AU - Berkovich, A.K.

AU - Alekseyev, R.S.

AU - Khvostov, A.V.

AU - Timofeev, S.V.

AU - Karlov, S.S.

N1 - Export Date: 01 November 2025; Cited By: 0; Correspondence Address: S.S. Karlov; Chemistry Department, Lomonosov Moscow State University, Moscow, Leninskye Gory 1, 119991, Russian Federation; email: s.s.karlov@chemistry.msu.ru

PY - 2024

Y1 - 2024

N2 - To prepare novel biodegradable copolymers with functional substituents that are distributed statistically or randomly over the macromolecule chain and have improved characteristics compared to homopolymers, we conducted a series of synthetic experiments with a novel cyclic monomer, 5-(benzyloxy)-1,3-dioxepan-2-one (4). This compound was synthesized, and its homopolymer, as well as its copolymers with L-lactide, ε-caprolactone and trimethylene carbonate, were prepared in a polymerization solution with stannous octoate as the initiator. The formation of the copolymers was confirmed using NMR spectroscopy and DSC data. The distribution of the monomeric units of the substituted 7CC in the copolymers with L-lactide and ε-caprolactone is random, as it is close to a statistical distribution. The copolymer with TMC is a gradient copolymer due to the different rates of monomer polymerization. The copolymer with a composition of 10(ε-CL):1(carbonate 4) can be considered a promising polymer after the deprotection of the hydroxy group for the inoculation of the functional substituents due to its convenience of preparation and properties similar to those of poly(ε-caprolactone). © 2024 Elsevier B.V., All rights reserved.

AB - To prepare novel biodegradable copolymers with functional substituents that are distributed statistically or randomly over the macromolecule chain and have improved characteristics compared to homopolymers, we conducted a series of synthetic experiments with a novel cyclic monomer, 5-(benzyloxy)-1,3-dioxepan-2-one (4). This compound was synthesized, and its homopolymer, as well as its copolymers with L-lactide, ε-caprolactone and trimethylene carbonate, were prepared in a polymerization solution with stannous octoate as the initiator. The formation of the copolymers was confirmed using NMR spectroscopy and DSC data. The distribution of the monomeric units of the substituted 7CC in the copolymers with L-lactide and ε-caprolactone is random, as it is close to a statistical distribution. The copolymer with TMC is a gradient copolymer due to the different rates of monomer polymerization. The copolymer with a composition of 10(ε-CL):1(carbonate 4) can be considered a promising polymer after the deprotection of the hydroxy group for the inoculation of the functional substituents due to its convenience of preparation and properties similar to those of poly(ε-caprolactone). © 2024 Elsevier B.V., All rights reserved.

KW - carbonate

KW - copolymers

KW - lactide

KW - ring-opening polymerization

KW - ε-caprolactone

KW - Alkylation

KW - Carbonation

KW - Carbonization

KW - Homopolymerization

KW - Synthesis (chemical)

KW - Biodegradable copolymers

KW - Cyclic carbonates

KW - Cyclic monomers

KW - Functional substituent

KW - L-lactide

KW - Lactides

KW - Ring-opening polymerization

KW - Synthesised

KW - Synthetic experiments

KW - Ring opening polymerization

U2 - 10.3390/polym16233364

DO - 10.3390/polym16233364

M3 - статья

VL - 16

JO - Polymers

JF - Polymers

SN - 2073-4360

IS - 23

ER -