Synthesis, Life Cycle Assessment, and Polymerization of a Vanillin-Based Spirocyclic Diol toward Polyesters with Increased Glass-Transition Temperature
| Autor: | Stefan Lundmark, Nicola Rehnberg, Smita V. Mankar, Baozhong Zhang, Nelly Garcia Gonzalez, Niklas Warlin, Patric Jannasch, Nitin G. Valsange |
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| Rok vydání: | 2019 |
| Předmět: |
Dimethyl terephthalate
Materials science Renewable Energy Sustainability and the Environment General Chemical Engineering Diol 02 engineering and technology General Chemistry Dynamic mechanical analysis 010402 general chemistry 021001 nanoscience & nanotechnology 01 natural sciences Pentaerythritol 0104 chemical sciences Polyester chemistry.chemical_compound chemistry Polymerization Environmental Chemistry Organic chemistry Thermal stability 0210 nano-technology Glass transition |
| Zdroj: | ACS Sustainable Chemistry & Engineering. 7:19090-19103 |
| ISSN: | 2168-0485 |
| Popis: | Bio-based rigid diols are key building blocks in the development and preparation of high performance bioplastics with improved thermal and dimensional stability. Here, we report on the straightforward two-step synthesis of a diol with a spirocyclic acetal structure, starting from bio-based vanillin and pentaerythritol. According to a preliminary life cycle assessment (LCA), the greenhouse gas emissions of this bio-based diol are significantly lower than that of bio-based 1,3-propanediol. Copolymerization of the rigid spiro-diol with 1,6-hexanediol and dimethyl terephthalate by melt polymerization yielded a series of copolyesters, which showed improved glass transition temperature and thermal stability upon the incorporation of the spiro-acetal units. The crystallinity and melting point of copolyesters decreased with increasing content of the spirocyclic backbone structures. The copolyesters containing 10% of the new diol was semicrystalline while those with 20 and 30% spiro-diol incorporated were completely amorphous. Moreover, dynamic mechanical analysis indicated that the copolyesters showed comparable storage moduli as AkestraTM, a commercial fossil-based high-performance polyester. |
| Databáze: | OpenAIRE |
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