Using Lignin Monomer As a Novel Capping Agent for Efficient Acid-Catalyzed Depolymerization of High Molecular Weight Lignin to Improve Its Antioxidant Activity,ACS Sustainable Chemistry & Engineering

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Using Lignin Monomer As a Novel Capping Agent for Efficient Acid-Catalyzed Depolymerization of High Molecular Weight Lignin to Improve Its Antioxidant Activity
ACS Sustainable Chemistry & Engineering ( IF 7.1 ) Pub Date : 2020-05-21 , DOI: 10.1021/acssuschemeng.0c02366
Shuang Qi ₁ , Guanhua Wang ₁ , Hao Sun ₁ , Lulu Wang ₁ , Qimeng Liu ₁ , Guozhi Ma ₁ , Ashak Mahmud Parvez ₂ , Chuanling Si ₁

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In this work, a mild and efficient process for acid-catalyzed depolymerization of lignin to improve its antioxidant activity was proposed using lignin monomer, p-hydroxybenzyl alcohol (HBA), as a novel capping agent. High molecular weight lignin (HMWL) with high β-O-4 linkage content was used as the feedstock for depolymerization, and the products were further extracted by ethyl acetate to obtain the depolymerized ethyl acetate soluble lignin (DESL) with high antioxidant capacity. Moreover, the mechanism of the promoted depolymerization through the utilization of the capping agent was proposed and verified using a lignin dimer model with a β-O-4 linkage. The results showed that the HBA substantially suppressed lignin condensation and increased the DESL yield. When the HBA dosage was 3 mmol/g lignin, the DESL yield obtained at 150 °C was 51.88%, which was 2.7 times and 1.9 times those obtained at 150 and 210 °C without HBA addition, respectively. Besides, the DPPH· scavenging capacity (IC₅₀, 65.2 μg/mL) of DESL obtained at 150 °C with HBA addition was significantly higher than that obtained without HBA addition (125.7 μg/mL) and was close to that of commercial antioxidant BHT (57.3 μg/mL). Accordingly, this work demonstrates that the acid catalysis process using lignin monomer as a capping agent is effective to produce depolymerized lignin with high antioxidant activity. Furthermore, this study provides new insights for the efficient acid-catalyzed depolymerization of lignin through condensation suppression using lignin monomer as a capping agent.

中文翻译：

木质素单体作为新型封端剂用于高分子量木质素的酸催化高效解聚，以提高其抗氧化活性

在这项工作中，提出了一种使用木质素单体p的温和而有效的酸催化木质素解聚工艺，以提高其抗氧化活性。-羟基苄醇（HBA），作为新型的封端剂。将具有高β-O-4键含量的高分子量木质素（HMWL）用作解聚的原料，并将产物进一步用乙酸乙酯萃取以获得具有高抗氧化能力的解聚的乙酸乙酯可溶木质素（DESL）。此外，提出了利用封端剂促进解聚的机理，并使用具有β-O-4键的木质素二聚体模型进行了验证。结果表明，HBA基本上抑制了木质素缩合并提高了DESL的收率。当HBA剂量为3mmol / g木质素时，在150℃下获得的DESL产率为51.88％，分别是在不添加HBA的情况下在150和210℃下获得的DESL产率的2.7倍和1.9倍。此外，DPPH·清除能力（IC₅₀在150℃下与HBA相加而获得的DESL，65.2微克/毫升）是显著比没有添加HBA（125.7微克/毫升）中获得更高并且是接近商用抗氧化剂BHT（57.3微克/毫升）。因此，该工作证明使用木质素单体作为封端剂的酸催化方法有效地生产具有高抗氧化活性的解聚木质素。此外，该研究为通过使用木质素单体作为封端剂进行缩合抑制而有效地酸催化木质素解聚提供了新的见解。

更新日期：2020-06-23

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