2-甲基-3-(炔丙酰基氧基)-2-[(炔丙酰基氧基)甲基]丙基丙炔酸酯 | 995-34-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 2-甲基-3-(炔丙酰基氧基)-2-[(炔丙酰基氧基)甲基]丙基丙炔酸酯
• 英文名称: 1,1,1-trimethylolethane tripropiolate
• 英文别名: trimethylolethane tripropiolate；Trimethylolethane tripropiolate；[2-methyl-3-prop-2-ynoyloxy-2-(prop-2-ynoyloxymethyl)propyl] prop-2-ynoate
• CAS: 995-34-6
• 化学式: C₁₄H₁₂O₆
• 分子量: 276.246
• InChiKey: DRGLMVBUAVEDKH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  20
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  78.9
• 氢给体数：
  0
• 氢受体数：
  6

安全信息

• 海关编码：
  2918199090

反应信息

• 作为产物：
  描述：

  1,1,1-三(羟甲基)乙烷 、 丙炔酸 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 反应 48.0h， 以75%的产率得到2-甲基-3-(炔丙酰基氧基)-2-[(炔丙酰基氧基)甲基]丙基丙炔酸酯
  参考文献：
  名称：

  超支化聚（芳氧羰基三唑）：无金属点击聚合，光折射，聚集诱导的发射，爆炸物检测和荧光图案

  摘要：

  叠氮化物和炔烃的无金属点击聚合（MFCP）已成为合成功能性聚三唑的强大工具。其中，丙酸酯和叠氮化物的MFCP已用于制备功能性线性聚（芳氧羰基三唑）（PACT）。然而，它们的超支化类似物很少被制备。本文通过MFCP的三丙酸酯（1）和含四苯乙烯（TPE）的叠氮化物（2）以高收率合成了具有令人满意的分子量和高规整度的超支化PACT。）在优化的反应条件下，没有氧气和湿气的保护。所得聚合物可溶于常见的有机溶剂中并具有热稳定性，在高于330°C的温度下其重量损失5％。该聚合物表现出高折射率和低色散。由于它们包含的TPE单元，这些聚合物显示出聚集体诱导发射的独特特征，并且它们的聚集体可以用作荧光传感器，以超放大猝灭作用检测爆炸物。此外，聚合物可以容易地进行光交联，从而产生具有高分辨率的二维荧光图案。

  DOI：

  10.1021/ma400609m

文献信息

• Biomimetic synthetic rubber and methods for controlling its physical properties through backbone double bond stereochemistry by monomer selection and end group modification
  申请人：Becker Matthew L.

  公开号：US10968303B2

  公开（公告）日：2021-04-06

  In various embodiments, the present invention provides a strong, synthetic elastomer materials (and related methods for making same) with mechanical properties that are controlled by the stereochemically-defined double bonds within their backbone, yet have physical properties that are derived from monomer selection and defined, modifiable, chain end groups. The use of the organocatalyzed, stereospecific addition of thiols to activated alkynes, affords isolated high molar mass materials (>100 kDa) via step-growth polymerization with high levels of cis- or trans-double bond content. Furthermore, in various aspects of the present invention, it has been found that changing the monomer composition and chain end groups provides additional control over the materials' physical properties to provide more efficient compounding with polar additives. Using this approach to elastomer synthesis, further end group modification and toughening through various vulcanization strategies are also possible.

  在不同的实施方案中，本发明提供了一种强度高的合成弹性体材料（以及制造这种材料的相关方法），其机械性能受其骨架中立体化学定义的双键控制，而物理性能则来自单体选择和定义的、可修改的链端基团。使用有机催化的、立体特异性的硫醇与活化炔烃的加成，可通过具有高水平顺式或反式双键含量的阶跃生长聚合反应，获得分离的高摩尔质量材料（>100 kDa）。此外，在本发明的各个方面，人们发现改变单体组成和链端基团可以进一步控制材料的物理性质，从而更有效地与极性添加剂复合。使用这种方法合成弹性体，还可以通过各种硫化策略进一步改变端基和增韧。
• Fabrication of Highly Uniform Gel Coatings by the Conversion of Surface-Anchored Metal–Organic Frameworks
  作者：Manuel Tsotsalas、Jinxuan Liu、Beatrix Tettmann、Sylvain Grosjean、Artak Shahnas、Zhengbang Wang、Carlos Azucena、Matthew Addicoat、Thomas Heine、Joerg Lahann、Jörg Overhage、Stefan Bräse、Hartmut Gliemann、Christof Wöll

  DOI：10.1021/ja409205s

  日期：2014.1.8

  We report the fabrication of 3D, highly porous, covalently bound polymer films of homogeneous thickness. These surface-bound gels combine the advantages of metal organic framework (MOF) materials, namely, the enormous flexibility and the large size of the maximum pore structures and, in particular, the possibility to grow them epitaxially on modified substrates, with those of covalently connected gel materials, namely, the absence of metal ions in the deposited material, a robust framework consisting of covalent bonds, and, most importantly, pronounced stability under biological conditions. The conversion of a SURMOF (surface-mounted MOF) yields a surface-grafted gel. These SURGELs can be loaded with bioactive compounds and applied as bioactive coatings and provide a drug-release platform in in vitro cell culture studies.
• [EN] BIOMIMETIC SYNTHETIC RUBBER AND METHODS FOR CONTROLLING ITS PHYSICAL PROPERTIES THROUGH BACKBONE DOUBLE BOND STEREOCHEMISTRY<br/>[FR] CAOUTCHOUC SYNTHÉTIQUE BIOMIMÉTIQUE ET PROCÉDÉS POUR CONTRÔLER SES PROPRIÉTÉS PHYSIQUES AU MOYEN D'UNE STÉRÉOCHIMIE À LIAISONS DOUBLES À L'INTÉRIEUR DU SQUELETTE
  申请人：BECKER MATTHEW L

  公开号：WO2017040373A1

  公开（公告）日：2017-03-09

  In various embodiments, the present invention provides a strong, synthetic elastomer materials (and related methods for making same) with mechanical properties that are controlled by the stereochemically-defined double bonds within their backbone, yet have physical properties that are derived from monomer selection and defined, modifiable, chain end groups. The use of the organocatalyzed, stereospecific addition of thiols to activated alkynes, affords isolated high molar mass materials (>100 kDa) via step-growth polymerization with high levels of cis- or trans- double bond content. Furthermore, in various aspects of the present invention, it has been found that changing the monomer composition and chain end groups provides additional control over the materials' physical properties to provide more efficient compounding with polar additives. Using this approach to elastomer synthesis, further end group modification and toughening through various vulcanization strategies are also possible.
• Hyperbranched Poly(aroxycarbonyltriazole)s: Metal-Free Click Polymerization, Light Refraction, Aggregation-Induced Emission, Explosive Detection, and Fluorescent Patterning
  作者：Hongkun Li、Haiqiang Wu、Engui Zhao、Jie Li、Jing Zhi Sun、Anjun Qin、Ben Zhong Tang

  DOI：10.1021/ma400609m

  日期：2013.5.28

  high refractive indices with low chromatic dispersion. Thanks to their contained TPE units, the polymers show the unique feature of aggregation-induced emission, and their aggregates can function as fluorescent sensors for the detection of explosives with the superamplification quenching effect. Furthermore, the polymers can be readily photo-cross-linked, yielding two-dimensional fluorescent patterns

  叠氮化物和炔烃的无金属点击聚合（MFCP）已成为合成功能性聚三唑的强大工具。其中，丙酸酯和叠氮化物的MFCP已用于制备功能性线性聚（芳氧羰基三唑）（PACT）。然而，它们的超支化类似物很少被制备。本文通过MFCP的三丙酸酯（1）和含四苯乙烯（TPE）的叠氮化物（2）以高收率合成了具有令人满意的分子量和高规整度的超支化PACT。）在优化的反应条件下，没有氧气和湿气的保护。所得聚合物可溶于常见的有机溶剂中并具有热稳定性，在高于330°C的温度下其重量损失5％。该聚合物表现出高折射率和低色散。由于它们包含的TPE单元，这些聚合物显示出聚集体诱导发射的独特特征，并且它们的聚集体可以用作荧光传感器，以超放大猝灭作用检测爆炸物。此外，聚合物可以容易地进行光交联，从而产生具有高分辨率的二维荧光图案。