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Synthesis and properties of polyesters from waste grapeseed oil : comparison with soybean and rapeseed oils

机译:废葡萄籽油中聚酯的合成及其性能:与大豆油和菜籽油的比较

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摘要

The aim of this study was to investigate the application of grapeseed oil, a waste product from the wine industry, as a renewable feedstock to make polyesters and to compare the properties of these materials with those derived from soybean and rapeseed oils. All three oils were epoxidized to give renewable epoxy monomers containing between 3.8 and 4.7 epoxides per molecule. Polymerisation was achieved with cyclic anhydrides catalysed by 4-methyl imidazole at 170 and 210 °C. Polymers produced from methyl tetrahydrophthalic anhydride (Aradur917®) had greater tensile strength and Young’s Modulus (tensile strength = 12.8 MPa, Young’s Modulus = 1005 MPa for grapeseed) than methyl nadic anhydride (MNA) derived materials (5.6 and 468 MPa for grapeseed) due to increased volume of MNA decreasing crosslink density. Soybean and grapeseed oils produced materials with higher tensile strength (5.6–29.3 MPa) than rapeseed derived polyesters (2.5–3.9 MPa) due to a higher epoxide functionality increasing crosslinking. Tg’s of the polyesters ranged from −36 to 62 °C and mirrored the trend in epoxide functionality with grapeseed producing higher Tg polymers (−17 to 17 °C) than soybean (−25 to 6 °C) and rapeseed (−36 to −27 °C). Grapeseed oil showed similar properties to soybean oil in terms of Tg, thermal degradation and Young’s Modulus but produced polymers of lower tensile strength. Therefore grapeseed oil would only be a viable substitute for soybean for low stress applications or where thermal properties are more important.
机译:这项研究的目的是研究酿酒业废品葡萄籽油作为可再生原料生产聚酯的用途,并将这些物质的特性与大豆和菜籽油的特性进行比较。所有三种油都被环氧化,得到每分子含3.8至4.7环氧的可再生环氧单体。用4-甲基咪唑在170和210°C催化的环状酸酐实现聚合。由甲基四氢邻苯二甲酸酐(Aradur917®)生产的聚合物比甲基纳迪酸酐(MNA)衍生的材料(葡萄籽的5.6和468 MPa)具有更高的拉伸强度和杨氏模量(葡萄籽的抗张强度= 12.8 MPa,杨氏模量= 1005 MPa)。 MNA的体积增加,交联密度降低。大豆和葡萄籽油生产的材料具有比菜籽衍生的聚酯(2.5–3.9 MPa)更高的拉伸强度(5.6–29.3 MPa),这是由于更高的环氧官能度增加了交联。聚酯的Tg为-36至62°C,反映了环氧官能度的趋势,葡萄籽产生的Tg聚合物(−17至17°C)比大豆(−25至6°C)和油菜籽(−36至- 27°C)。葡萄籽油在Tg,热降解和杨氏模量方面表现出与大豆油相似的特性,但产生的拉伸强度较低。因此,葡萄籽油仅在低应力应用或热性能更为重要的情况下才可以替代大豆。

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