Study on the coupling reaction of mixed dibasic acid dimethyl esters with propylene carbonate catalyzed by diacidic ionic liquids
- 1School of Petrochemical Engineering, Shenyang University of Technology Liaoyang 111003 Liaoning China
Abstract
Three sulfonic acid-functionalized imidazolium-based diacidic ionic liquid catalysts, [HO3S–(CH2)3-mim]Cl–SnCl4, [HO3S–(CH2)3-mim]Cl–FeCl2, and [HO3S–(CH2)3-mim]Cl–TiCl4, were designed to promote the coupling reaction of mixed dibasic acid dimethyl esters (DBE) with propylene carbonate (PC), yielding poly(propylene mixed dibasic acid ester) (PDBE) and dimethyl carbonate (DMC). Catalyst structures and thermal properties were confirmed by FT-IR, 1H NMR, XRD, acetonitrile/pyridine probe FT-IR, and TGA. Orthogonal and single-factor experiments optimized transesterification and polycondensation conditions. [HO3S–(CH2)3-mim]Cl–FeCl2 exhibited the best performance. Optimal transesterification conditions (205 °C, 12 h, 1.0 wt% catalyst, PC/DBE molar ratio 2.8) gave a prepolymer yield of 46% and conversion of 50%. Optimal polycondensation (235 °C, 15 h) produced PDBE with an intrinsic viscosity of 0.472 dL g−1. The resulting PDBE exhibited a weight-average molecular weight of 15 263, a glass transition temperature of −28 °C, and thermal decomposition above 300 °C. After 31 days of enzymatic degradation, the mass retention was 24%. This work offers a new route for high-value utilization of industrial by-product nylon mixed dibasic acid and the development of green, biodegradable polyester materials.
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BibTeX
@article{zhang2026study,
title = {{Study on the coupling reaction of mixed dibasic acid dimethyl esters with propylene carbonate catalyzed by diacidic ionic liquids}},
author = {Qiyuan Zhang and Tiejun Xu and Liying Guo and Haiyue Wang and Guanyu Ren and Jun Chen and Zihe Wang},
journal = {RSC Advances},
year = {2026},
month = oct,
doi = {10.1039/d6ra06204k},
url = {https://doi.org/10.1039/d6ra06204k},
note = {CC BY-NC 3.0},
}
RIS
TY - JOUR
TI - Study on the coupling reaction of mixed dibasic acid dimethyl esters with propylene carbonate catalyzed by diacidic ionic liquids
AU - Qiyuan Zhang
AU - Tiejun Xu
AU - Liying Guo
AU - Haiyue Wang
AU - Guanyu Ren
AU - Jun Chen
AU - Zihe Wang
PY - 2026
DA - 2026/10/09
JO - RSC Advances
DO - 10.1039/d6ra06204k
UR - https://doi.org/10.1039/d6ra06204k
AB - Three sulfonic acid-functionalized imidazolium-based diacidic ionic liquid catalysts, [HO3S–(CH2)3-mim]Cl–SnCl4, [HO3S–(CH2)3-mim]Cl–FeCl2, and [HO3S–(CH2)3-mim]Cl–TiCl4, were designed to promote the coupling reaction of mixed dibasic acid dimethyl esters (DBE) with propylene carbonate (PC), yielding poly(propylene mixed dibasic acid ester) (PDBE) and dimethyl carbonate (DMC). Catalyst structures and thermal properties were confirmed by FT-IR, 1H NMR, XRD, acetonitrile/pyridine probe FT-IR, and TGA. Orthogonal and single-factor experiments optimized transesterification and polycondensation conditions. [HO3S–(CH2)3-mim]Cl–FeCl2 exhibited the best performance. Optimal transesterification conditions (205 °C, 12 h, 1.0 wt% catalyst, PC/DBE molar ratio 2.8) gave a prepolymer yield of 46% and conversion of 50%. Optimal polycondensation (235 °C, 15 h) produced PDBE with an intrinsic viscosity of 0.472 dL g−1. The resulting PDBE exhibited a weight-average molecular weight of 15 263, a glass transition temperature of −28 °C, and thermal decomposition above 300 °C. After 31 days of enzymatic degradation, the mass retention was 24%. This work offers a new route for high-value utilization of industrial by-product nylon mixed dibasic acid and the development of green, biodegradable polyester materials.
SN - 2046-2069
ER -