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来自粗腰果壳液的磺酸功能化固体聚合物催化剂:从木质化学产品合成四(吲哚基)甲烷和双(吲哚基)甲烷。

Sulfonic Acid-Functionalized Solid Polymer Catalyst from Crude Cashew Nut Shell Liquid: Synthesis of Tetra(indolyl)methanes and Bis(indolyl)methanes from Xylochemicals.

作者信息

Kotkar Gayatri D, Tilve Santosh G

机构信息

School of Chemical Sciences, Goa University, Goa 403 206, India.

出版信息

ACS Omega. 2024 Nov 18;9(48):47543-47556. doi: 10.1021/acsomega.4c06337. eCollection 2024 Dec 3.

Abstract

Xylochemistry presents a sustainable solution to the depletion of petroleum resources, contributing to the success of the circulatory economy. The development of reusable carbonaceous materials as heterogeneous acid catalysts has garnered significant attention in both research community and industry. Catalysis research has an intrinsic connection with low-cost synthetic routes, sustainable raw materials, and chemical and thermal stability. We designed and made a solid acid catalyst that can be used more than once from cheap, naturally occurring, crude cashew nut shell liquid (CNSL). Identification of practical applications for waste biomass is a component of the objectives of sustainable development. We treated the black-colored crude CNSL with varying amounts of formaldehyde and further sulfonated the resulting crude resins with chlorosulfonic acid. The solid with the most sulfonic acid groups was used as a Bronsted acid catalyst (CNSLF-SOH) for the Friedel-Craft reactions of indoles and furfuraldehydes. We synthesized 15 novel di[bis(indolyl)methane] derivatives from secondary xylochemical 2,5-diformylfuran (DFF) and 15 bis(indolyl)methanes from 5-hydroxymethylfurfural (5-HMF).

摘要

木质化学为石油资源枯竭提供了一种可持续的解决方案,有助于循环经济的成功。开发可重复使用的含碳材料作为多相酸催化剂在科研界和工业界都引起了极大关注。催化研究与低成本合成路线、可持续原材料以及化学和热稳定性有着内在联系。我们从廉价的天然腰果壳液(CNSL)设计并制备了一种可多次使用的固体酸催化剂。确定废弃生物质的实际应用是可持续发展目标的一个组成部分。我们用不同量的甲醛处理黑色的粗制CNSL,并进一步用氯磺酸对所得粗树脂进行磺化。磺酸基团最多的固体用作布朗斯特酸催化剂(CNSLF-SOH),用于吲哚和糠醛的傅克反应。我们从二级木质化学产品2,5-二甲基呋喃(DFF)合成了15种新型二[双(吲哚基)甲烷]衍生物,从5-羟甲基糠醛(5-HMF)合成了15种双(吲哚基)甲烷。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bdcf/11618440/50f0c13f6846/ao4c06337_0001.jpg

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