sebacic biscyclocarbonate | 86047-20-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: sebacic biscyclocarbonate
• 英文别名: bis[(2-oxo-1,3-dioxolan-4-yl)methyl] sebacate；bis((2-oxo-1,3-dioxolan-4-yl)methyl) decanedioate；Bis[(2-oxo-1,3-dioxolan-4-yl)methyl] decanedioate；bis[(2-oxo-1,3-dioxolan-4-yl)methyl] decanedioate
• CAS: 86047-20-3
• 化学式: C₁₈H₂₆O₁₀
• 分子量: 402.398
• InChiKey: IDWVWQRNEXIVTE-UHFFFAOYSA-N

物化性质

• 沸点：
  558.8±20.0 °C(Predicted)
• 密度：
  1.256±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  28
• 可旋转键数：
  15
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  124
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  bis(2-oxo-1,3-dioxan-5-yl) sebacate 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 反应 0.17h， 生成 sebacic biscyclocarbonate
  参考文献：
  名称：

  带有游离羟基的六元环状碳酸甘油酯的合成，表征和反应性

  摘要：

  五元和六元环状碳酸酯最近已成为通过开环聚合或环保型非异氰酸酯聚氨酯合成聚碳酸酯的起始原料。在很多...

  DOI：

  10.1039/c5gc01688f

文献信息

• Synthesis of Carbonate Derivatives and Derived Cetane Number for the Use of Diesel Additives
  作者：Chang-Yong Cho、Keun-Woo Chung、Young-Wun Kim、Yeong-Joon Kim

  DOI：10.5012/jkcs.2010.54.02.234

  日期：2010.4.20

  경유 첨가제로 사용할 수 있는 카보네이트 유도체를 합성하고 그들의 DCN 향상 효과를 살펴보았다. 1,2-글리세롤 카보네이트와 긴 알킬그룹을 가지는 지방산을 반응시켜 경유와 구조적으로 유사한 화합물을 얻었다. 경유에 대한 용해도를 증가시키기 위해 긴 체인 중간에 이중 결합을 도입하거나 카보닐 그룹의 알파 위치에 알킬기를 도입하였다. ASTM 방법을 통하여 측정한 이들의 DCN 증가 정도는 ~1 정도였으며 이 결과는 카보네이트 유도체 화합물이 연료 첨가제로서 사용이 가능하다는 것을 보여주고 있다. Carbonate derivatives were synthesized for the use of diesel additives and the derived cetane numbers of the derivatives were measured. Some carbonate ester derivatives were synthesized from 1,2-glycerol carbonate and long alkyl chain fatty acids. To improve the solubility, we introduced unsaturated groups into aliphatic carbons and alkyl group into $\alpha}$-carbon to the carbonyl group. The derived cetane numbers obtained from ASTM method were increased up to 1.0, which means some carbonate derivatives could be potential diesel additives.

  合成了可用作柴油添加剂的碳酸酯衍生物，并考察了它们的十六烷值增强效果。通过1,2-甘油碳酸酯和长链脂肪酸反应，得到了与柴油结构类似的化合物。为了增加其在柴油中的溶解度，我们在长链中间引入了不饱和键或在羰基的α碳原子上引入了烷基。通过ASTM方法测得这些化合物的十六烷值提升幅度约为1，这表明某些碳酸酯衍生物可能是潜在的柴油添加剂。
• Original biobased nonisocyanate polyurethanes: solvent- and catalyst-free synthesis, thermal properties and rheological behaviour
  作者：Camille Carré、Lara Bonnet、Luc Avérous

  DOI：10.1039/c4ra09794g

  日期：——

  Novel biobased NonIsocyanate PolyUrethanes (NIPUs) were synthesized from dimer-based diamines and sebacic biscyclocarbonate in bulk, and without catalyst. All synthesized NIPUs present biobased contents around 80%. Biscyclocarbonates and final NIPUs were characterized by FTIR and NMR spectroscopy. A specific study was conducted to determine the best carbonate to amine ratio. The influence on the structures

  新型的生物基非异氰酸酯聚氨酯（NIPU）是由二聚体基二胺和癸二酸二环碳酸酯在没有催化剂的条件下合成的。所有合成的NIPU都具有约80％的生物基含量。通过FTIR和NMR光谱对双环碳酸酯和最终的NIPU进行表征。进行了一项具体研究，以确定最佳的碳酸盐与胺之比。通过DSC，SEC和动态流变分析研究了平均胺官能度从2.0到2.2的NIPU对结构和性能的影响。基于FTIR分析，发现化学计量比对于NIPU合成而言是最佳的，以获得具有适当动力学的最高摩尔质量。但是，结果表明，摩尔质量（高达22000 g mol -1）低于常规聚氨酯。当二胺二聚体的平均官能度增加时，观察到由于较高的交联度导致的特定结构。如预期的那样，在这种情况下，玻璃化转变温度升高。合成具有2.15和2.2的平均胺官能度的交联样品。然后获得伸长率高于600％的有希望的弹性体样品。
• Organocatalytic synthesis of novel renewable non-isocyanate polyhydroxyurethanes
  作者：Charlotte Duval、Nasreddine Kébir、Raphaël Jauseau、Fabrice Burel

  DOI：10.1002/pola.27908

  日期：2016.3.15

  Novel fully renewable AA‐BB type non‐isocyanate polyhydroxyurethanes were synthesized by the classical reaction between a diamine and a dicyclocarbonate. Sebacic acid was first reacted with an excess of glycerol carbonate, in presence of DCC and DMPA, leading to a renewable dicyclocarbonate monomer. Then, this monomer was reacted with several renewable diamines, in presence of 1,5,7‐triazabicyclo[4

  通过二胺和二环碳酸酯之间的经典反应合成了新型的可完全再生的AA-BB型非异氰酸酯聚羟基氨基甲酸酯。首先，在DCC和DMPA的存在下，癸二酸与过量的碳酸甘油酯反应，生成可再生的二环碳酸酯单体。然后，在有机催化剂1,5,7-三氮杂双环[4.4.0] dec-5-烯（TBD）的存在下，将该单体与几种可再生的二胺反应，得到直链和支链聚合物。所获得的材料显示出T g值在-27至-8℃之间变化，T m值在100至165℃之间变化，并且热稳定性高于200℃。©2015 Wiley Periodicals，Inc. J. Polym。科学，A部分：Polym。化学 2016，54，758-764
• Biocatalytic and solvent-free synthesis of a bio-based biscyclocarbonate
  作者：D. S. Wunschik、K. N. Ingenbosch、M. Zähres、J. Horst、C. Mayer、M. Jäger、V. Strehmel、M. Dornbusch、K. Hoffmann-Jacobsen

  DOI：10.1039/c8gc02267d

  日期：——

  An enzymatically controlled one-step synthesis of a non-isocyanate polyurethane monomer from sustainable resources is feasible under mild reaction conditions.

  在温和的反应条件下，从可持续资源中通过酶控制的一步合成非异氰酸酯聚氨酯单体是可行的。