无水乙醇中β-O-4型木素模型物在铯取代的多氧金属盐上的降解:酸性和氧化还原性的影响(英文)

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随着化石能源的日益减少,从木质生物质获得能源、燃料和化学品变得至关重要.木素是木质生物质的第二大主要组分,但是目前远未得到充分利用.随着对木素结构的充分认识和相关催化科学技术的发展,由木素制得大宗燃料或精细化学品,特别是芳香类化合物显示出越来越具有技术和经济可行性.由于木质素大分子中复杂的C–O和C–C连接,先研究模型物的断裂机理并同时考虑从木素模型物小分子迁移到木质素大分子的问题,然后设计出合适的催化材料并开发出可行的工艺过程,这条技术路线看起来更具有可行性.近年来,几种均相或非均相多氧金属盐(Polyoxometalates(POMs),或称杂多酸)用于降解木素或者木素模型物,但是β-O-4醚键断裂的氢解还是酸解机理及其竞争合作作用尚不清晰.我们在几种多氧金属盐(POMs)的催化下研究了β-O-4模型物2-phenoxyacetophenone(2-PAP)在以无水乙醇作为供氢溶剂体系下的催化断裂机理和行为.结果表明,随着无水乙醇溶剂处理温度的提高,溶剂的供氢能力增强.酸性催化剂的加入提高了溶剂供氢能力.原因是催化剂的酸性改变了乙醇自氧化还原反应的平衡,使平衡向生成乙醛并释放出活性氢的方向进行.我们还发现,Cs-PMo的氧化还原性,对促进活性氢的释放起更大的作用.2-PAP反应底物的加入消耗了活性氢,从而促使乙醇自氧化还原平衡向右移动.在酸性催化剂的作用下,2-PAP的转化裂解可以按照氢转移机制或酸催化的氧鎓离子机制进行.大部分转化反应按照哪个机制进行,取决于所采用体系的供氢能力和酸强度/数量的竞争关系,大部分反应将屈从于占竞争优势的机制.在强供氢及转移能力占优势,而酸强较低酸量较少时,反应主要按氢转移机制进行.在酸强很强且数量较多,反应将主要按酸催化氧鎓离子机制进行.Cs-PMo这个拥有酸性和强氧化还原性的双功能催化剂的使用,既促进了活性氢的释放,又增强了活性氢的还原能力及转移能力,因而导致了在极高转化率(>99%)的下极佳的选择性(98.6%苯酚和91.1%苯乙酮).这些发现将对理解木质素中醚键的断裂结果和机理提供启示,为设计开发出木质素选择性地催化裂解为芳香小分子的可行的工业过程打下初步理论基础. As fossil fuels have dwindled, getting energy, fuels and chemicals from woody biomass becomes the second most important component of woody biomass, but far from being fully utilized. A full understanding of the structure of lignin and related catalytic science and technology development, made from lignin fuels or fine chemicals, especially aromatic compounds show more and more technical and economic feasibility due to the complexity of lignin macromolecules C-O and C-C linkages, the first study of the fracture mechanism of the model and taking into account the migration of small molecules from the lignin model to the problem of lignin macromolecules, and then design a suitable catalytic material and the development of a viable process , This technical route seems more feasible.In recent years, several homogeneous or heterogeneous metalloids (Polyoxometalates (POMs), or heteropolyacids) are used to degrade lignin or lignin, However, the mechanism of hydrogenolysis or acid hydrolysis of β-O-4 ether bond cleavage and its competitive cooperation are still unclear.We investigated the catalytic activity of β-O-4 2-O-4, under the catalysis of several polyoxometalates (POMs) Phenoxyacetophenone (2-PAP) in anhydrous Alcohol as the mechanism of catalytic cracking in the hydrogen-donating solvent system.The results show that the hydrogen supply capacity of the solvent increases with the increase of the temperature of the ethanol-ethanol solution.The addition of acid catalyst increases the hydrogen-donating ability of the solvent.The reason is that Acid changes the equilibrium of ethanol self-oxidation and redox reaction to balance the formation of acetaldehyde and release of active hydrogen.We also found that the redox activity of Cs-PMo plays a greater role in promoting the release of active hydrogen. The addition of 2-PAP reaction substrate consumes active hydrogen, which promotes the equilibrium shift of ethanol from the redox to the right. The conversion cleavage of 2-PAP under acidic catalysis can be performed in accordance with the hydrogen transfer mechanism or acid-catalyzed oxonium ion mechanism Depending on the mechanism by which most of the conversion reactions are carried out, depending on the hydrogen capacity of the system used and the competition for acid strength / quantity, the majority of reactions will succumb to competitive-dominated mechanisms, dominated by strong hydrogen supply and transfer capacity , While the less acid is less acid, the reaction mainly by hydrogen transfer mechanism in a strong acid strong and a large number, the reaction will be mainly based on acid-catalyzed oxonium ion mechanism.Cs- The use of PMo, a bifunctional catalyst with both acidic and strong redox properties, not only promotes the release of active hydrogen, but also enhances the reducing and transferring ability of active hydrogen, resulting in the conversion of Under excellent selectivity (98.6% phenol and 91.1% acetophenone) These findings will provide insight into the understanding of the breaking mechanism and mechanism of the ether linkages in lignin, as a result of the design and development of the selective catalytic cracking of lignin to small aromatic The molecular basis of a viable industrial process laid the preliminary theoretical foundation.
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