1-allyl-3-methylimidazolium acetate | 853178-25-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-allyl-3-methylimidazolium acetate
• 英文别名: 1-Allyl-3-methylimidazolium acetate；1-methyl-3-prop-2-enylimidazol-1-ium;acetate
• CAS: 853178-25-3
• 化学式: C₂H₃O₂*C₇H₁₁N₂
• 分子量: 182.222
• InChiKey: YHLFFLXEIYACSP-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.75
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  48.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-allyl-3-methylimidazolium hydroxide 、 溶剂黄146 以 水 为溶剂， 生成 1-allyl-3-methylimidazolium acetate
  参考文献：
  名称：

  Dissolution of cellulose in 1-allyl-3-methylimizodalium carboxylates at room temperature: A structure–property relationship study

  摘要：

  The development of highly efficient cellulose solvents is imperative to the effective utilization of cellulose. In this work, ionic liquids (ILs) with the same 1-allyl-3-methylimidazolium cation ([Amim](+)) but different carboxylate anions, such as formate ([HCOO](-)), acetate ([CH3COO](-)), propionate ([CH3CH2COO](-)), butyrate ([CH3CH2CH2COO](-)), glycollate ([HOCH2COO](-)), lactate ([CH3CHOHCOO](-)) and benzoate ([C6H5COO](-)) were synthesized, and their thermal properties and viscosities were determined. Then these ILs were used to investigate the effect of anion structure on solubility of cellulose in the ILs. It was shown that the viscosity and cellulose solubility depended strongly on the anion structure of the ILs. For example, at 30 C solubility of cellulose in [Amim][CH3CH2COO] was as high as 19.0%, whereas cellulose was not soluble in [Amim][HOCH2COO], [Amim][CH3CHOHCOO] and [Amim][C6H5COO]. In addition, solvatochromic UV/vis probe and C-13 NMR measurements were performed to demonstrate dissolution mechanism of cellulose in the ILs. The results suggested that although cations of the ILs have un-negligible contribution to the highly efficient dissolution of cellulose, hydrogen bonding interactions of anions of the ILs with cellulose is predominant. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carbpol.2014.08.101

文献信息

• Understanding the efficiency of ionic liquids–DMSO as solvents for carbohydrates: use of solvatochromic- and related physicochemical properties
  作者：Thaís A. Bioni、Mayara L. de Oliveira、Marcella T. Dignani、Omar A. El Seoud

  DOI：10.1039/d0nj02258f

  日期：——

  chloride and dimethylphosphate. We used solvatochromic probes to calculate the descriptors of IL–DMSO (at fixed DMSO mole fraction of 0.6; 40 °C), and correlated ET(probe) with the other descriptors. We also tested the correlations by using a molar volume of the IL (VM) instead of SD, and the Lorentz–Lorenz refractive index function f(n) of the IL–DMSO mixture instead of SP. The quality of the regression

  碳水化合物（纤维素，几丁质和淀粉）的物理溶解，即，不形成共价键，则要求溶剂具有一定的理化性质。浓缩在纤维素上的溶剂应同时充当路易斯酸和路易斯碱，并破坏目前的疏水相互作用，因为生物聚合物显示出两亲特性。这些物理化学性质的相对重要性的量化有助于预测溶剂结构，该结构有望用作纤维素溶剂。离子液体（ILs）被广泛用作碳水化合物溶剂，因为它们会破坏生物聚合物结构内的分子内，分子间和疏水相互作用，从而导致其溶解。溶剂变色物质（探针）对一种或多种上述生物聚合物与溶剂的相互作用特别敏感。所以，它们用于预测和合理化溶剂效率。最广泛使用的溶剂参数（描述符）是经验极性，E T（探针），路易斯酸度（SA）；Lewis碱度（SB），偶极性（SD）和极化率（SP）；S是指溶剂。我们合成了18个IL，包括咪唑，1,8-二氮杂双环[5.4.0] undec-7-ene和四甲基胍的衍生物。相应的阴离子是羧酸根，氯离子和磷酸二
• [EN] BIOREFINING COMPOUNDS AND ORGANOCATALYTIC UPGRADING METHODS<br/>[FR] BIORAFFINAGE DE COMPOSÉS ET PROCÉDÉS DE VALORISATION PAR ORGANOCATALYSE
  申请人：CHEN EUGENE

  公开号：WO2014008301A1

  公开（公告）日：2014-01-09

  The invention provides new methods for the direct umpolung self-condensation of 5-hydroxymethylfurfural (HMF) by organocatalysis, thereby upgrading the readily available substrate into 5,5'-di(hydroxymethyl) furoin (DHMF). While many efficient catalyst systems have been developed for conversion of plant biomass resources into HMF, the invention now provides methods to convert such nonfood biomass directly into DHMF by a simple process as described herein. The invention also provides highly effective new methods for upgrading other biomass furaldehydes and related compound to liquid fuels. The methods include the organocatalytic self-condensation (umpolung) of biomass furaldehydes into (C8-C12)furoin intermediates, followed by hydrogenation, etherification or esterification into oxygenated biodiesel, or hydrodeoxygenation by metal-acid tandem catalysis into premium hydrocarbon fuels.

  该发明提供了一种新的方法，通过有机催化实现5-羟甲基糠醛（HMF）的直接反极化自缩合，从而将易得的底物升级为5,5'-二(羟甲基)呋喃（DHMF）。尽管已经开发了许多高效的催化剂系统将植物生物质资源转化为HMF，但该发明现在提供了将这种非食用生物质直接转化为DHMF的方法，通过如下所述的简单过程。该发明还提供了一种高效的新方法，用于将其他生物质呋喃醛和相关化合物升级为液体燃料。这些方法包括有机催化的生物质呋喃醛自缩合（反极化）成为（C8-C12）呋喃中间体，随后通过加氢、醚化或酯化制备含氧生物柴油，或通过金属酸串联催化的脱氧制备高级烃燃料。
• BIOREFINING COMPOUNDS AND ORGANOCATALYTIC UPGRADING METHODS
  申请人：Colorado State University Research Foundation

  公开号：US20140007497A1

  公开（公告）日：2014-01-09

  The invention provides new methods for the direct umpolung self-condensation of 5-hydroxymethylfurfural (HMF) by organocatalysis, thereby upgrading the readily available substrate into 5,5′-di(hydroxymethyl)furoin (DHMF). While many efficient catalyst systems have been developed for conversion of plant biomass resources into HMF, the invention now provides methods to convert such nonfood biomass directly into DHMF by a simple process as described herein. The invention also provides highly effective new methods for upgrading other biomass furaldehydes and related compound to liquid fuels. The methods include the organocatalytic self-condensation (umpolung) of biomass furaldehydes into (C 8 -C 12 )furoin intermediates, followed by hydrogenation, etherification or esterification into oxygenated biodiesel, or hydrodeoxygenation by metal-acid tandem catalysis into premium hydrocarbon fuels.

  本发明提供了一种新的方法，通过有机催化直接进行5-羟甲基糠醛（HMF）的自反极化自缩合，将易得到的底物升级为5,5'-二（羟甲基）呋喃（DHMF）。虽然已经开发出许多有效的催化剂体系将植物生物质资源转化为HMF，但本发明现在提供了将这种非食用生物质直接转化为DHMF的方法，这是通过本文所描述的简单过程实现的。本发明还提供了将其他生物质呋醛和相关化合物升级为液体燃料的高效新方法。这些方法包括有机催化的生物质呋醛自缩合（反极化）成（C8-C12）呋喃中间体，然后通过氢化、醚化或酯化转化为含氧生物柴油，或通过金属-酸串联催化剂的脱氧反应转化为高品质烃类燃料。
• CELLULOSE COMPOSITION
  申请人：Evophancie Biotech Ltd.

  公开号：EP3689956A1

  公开（公告）日：2020-08-05

  Provided is a cellulose composition, including a plurality of biocelluloses, wherein a diameter of the biocelluloses ranges from 20 to 30 nanometer, and a length of the biocelluloses ranges from 2000 to 3000 nanometer. The biocelluloses have good biocompatibility and can effectively enhance the efficiency of absorption and transmission of substances.

  本发明提供了一种纤维素组合物，包括多个生物纤维素，其中生物纤维素的直径范围为 20 至 30 纳米，生物纤维素的长度范围为 2000 至 3000 纳米。生物纤维素具有良好的生物相容性，可有效提高物质的吸收和传输效率。
• Halogen-free ionic liquids and their utilization as cellulose solvents
  作者：John Gräsvik、Bertil Eliasson、Jyri-Pekka Mikkola

  DOI：10.1016/j.molstruc.2012.06.044

  日期：2012.11

  This work demonstrates a novel synthesis route to halogen-free ionic liquids. A one-pot synthetic reaction route avoiding the use of toxic and high-energetic alkyl halides was developed to reduce the environmental impact of the synthesis process of ionic liquids. However, the elimination of halogens and alkyl halides in the preparation of ionic liquids is not just an environmental issue: the aforementioned species are also among the most common and persistent contaminants in today's Ionic Liquids (ILs). Thus, this paper introduces a range of quaternized nitrogen based ionic liquids, including both aromatic and non-aromatic components, all prepared without alkyl halides in any step of the process. Moreover, bio-renewable precursors such as (bio-)alcohols and carboxylic acids were employed as anion sources and alkylation media, thus avoiding halogen contamination or halogen-containing anions. The IL's prepared were designed to dissolve cellulose, some of which was included in a cellulose dissolution study using a sulphite cellulose from the company Domsjo. (C) 2012 Elsevier B.V. All rights reserved.