Random Copolycarbonates Based on a Renewable Bicyclic Diol Derived from Citric Acid
| Autor: | Xiaohan Liu, Chengcai Pang, Jianbiao Ma, Hui Gao |
|---|---|
| Rok vydání: | 2017 |
| Předmět: |
chemistry.chemical_classification
Polymers and Plastics Bicyclic molecule Organic Chemistry Diol 02 engineering and technology Carbon-13 NMR 010402 general chemistry 021001 nanoscience & nanotechnology 01 natural sciences 0104 chemical sciences Inorganic Chemistry chemistry.chemical_compound Alicyclic compound chemistry Materials Chemistry Proton NMR Organic chemistry Thermal stability Dimethyl carbonate 0210 nano-technology Cyclopentane |
| Zdroj: | Macromolecules. 50:7949-7958 |
| ISSN: | 1520-5835 0024-9297 |
| DOI: | 10.1021/acs.macromol.7b01641 |
| Popis: | To address the poor thermal stability of isohexides while at the same time retain rigidity, we developed a novel bicyclic diol octahydro-2,5-pentalenediol (OPD) from naturally occurring citric acid in this study. Owing to the bicyclic skeleton composed of two fused cyclopentane rings, OPD is supposed to have perfect rigidity but higher thermal stability compared to isohexides. Herein, OPD was first converted to octahydro-2,5-pentalenediol bis(methyl carbonate) (OPBMC) by reacting with dimethyl carbonate. The absolute stereochemistry of OPBMC was investigated by 2D 1H NMR and 13C NMR as well as single crystal X-ray diffraction. By polymerization of OPBMC with several aliphatic diols [1,8-octanediol (A8), 1,10-decanediol (A10), and 1,12-dodeacnediol (A12)] and alicyclic diols [1,4-cyclohexanedimethanol (CHDM), 1,2,2-trimethylcyclopentane-1,3-dimethanol (TCDM), and octahydro-2,5-pentalenediol (OPD)], a series of bio-based copolycarbonates (co-PCs) with intriguing properties were synthesized. NMR spectra reve... |
| Databáze: | OpenAIRE |
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