Direct Conversion of Sugarcane Bagasse into an Injection-Moldable Cellulose-Based Thermoplastic via Homogeneous Esterification with Mixed Acyl Groups,ACS Sustainable Chemistry & Engineering

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Direct Conversion of Sugarcane Bagasse into an Injection-Moldable Cellulose-Based Thermoplastic via Homogeneous Esterification with Mixed Acyl Groups
ACS Sustainable Chemistry & Engineering ( IF 7.1 ) Pub Date : 2021-04-01 , DOI: 10.1021/acssuschemeng.1c00306
Shiori Suzuki ₁ , Hibiki Hikita ₁ , Stephanie C. Hernandez ₁ , Naoki Wada ₁ , Kenji Takahashi ₁

Affiliation

Recently, lignocellulosic biomass-based plastics have attracted attention as alternatives to oil-derived plastics. However, the conventional production of biomass-based plastics is a multistep process, requiring harsh pretreatment, chemical modification, and purification, resulting in high costs and environmental burden. Herein, we report the direct conversion of lignocellulosic agricultural waste, sugarcane bagasse, into an injection-moldable cellulosic thermoplastic having good mechanical properties. Specifically, the hydroxy groups in bagasse were substituted by long-/short-chain mixed acyl groups (20:80 molar ratio of decanoyl/acetyl groups) in a one-pot, two-step homogeneous transesterification reaction using the corresponding vinyl esters and an ionic liquid (1-ethyl-3-methylimidazolium acetate) as both solvent and catalyst. The lignin component in the bagasse derivative was separated by precipitation in methanol, and a mixed-ester derivative of cellulose and hemicellulose (polysaccharide acetate decanoate, PSAD) having long- and short- acyl chains was obtained. PSAD could be injection-molded at 205 °C because of the plasticizing effects of the decanoyl groups and the hemicellulose component, despite the ultrahigh weight-average molecular weight of >1.5 × 10⁶ g mol^–1. The hemicellulose derivative in PSAD yielded moderate flexibility and sufficiently high mechanical strength for its use as a thermoplastic with tensile and flexural strengths of 50 and 80 MPa, respectively.

中文翻译：

通过混合酯基的均相酯化将甘蔗渣直接转化为可注射成型的纤维素基热塑性塑料

近来，木质纤维素生物质基塑料作为石油衍生塑料的替代品引起了人们的关注。然而，基于生物质的塑料的常规生产是多步骤的过程，需要苛刻的预处理，化学改性和纯化，导致高成本和环境负担。本文中，我们报道了木质纤维素农业废料，甘蔗渣直接转化为具有良好机械性能的可注塑纤维素热塑性材料。具体而言，甘蔗渣中的羟基被长/短链混合的酰基（癸酰基/乙酰基的摩尔比为20:80）在一个锅中分两步进行均相酯交换反应，使用相应的乙烯基酯和离子液体（1-乙基-3-甲基咪唑乙酸盐）作为溶剂和催化剂。通过在甲醇中沉淀分离甘蔗渣衍生物中的木质素组分，得到具有长和短酰基链的纤维素和半纤维素的混合酯衍生物（多糖乙酸癸酸酯，PSAD）。尽管超高重均分子量> 1.5×10，但由于癸酰基和半纤维素组分的增塑作用，PSAD可以在205°C下注塑。⁶ g摩尔^–1。PSAD中的半纤维素衍生物具有适度的柔韧性和足够高的机械强度，可用作抗张强度和挠曲强度分别为50 MPa和80 MPa的热塑性塑料。

更新日期：2021-05-03

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