trimethylolpropane tripropiolate | 85974-82-9

• 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
• 英文名称: trimethylolpropane tripropiolate
• 英文别名: 1,1,1-tris[(propioloyloxy)methyl]propane；2,2-Bis(prop-2-ynoyloxymethyl)butyl prop-2-ynoate
• CAS: 85974-82-9
• 化学式: C₁₅H₁₄O₆
• 分子量: 290.273
• InChiKey: GEZXKOSWMAYREX-UHFFFAOYSA-N

物化性质

• 沸点：
  461.4±40.0 °C(Predicted)
• 密度：
  1.220±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  21
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  78.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  trimethylolpropane tripropiolate 、 二乙胺 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Preparation of Multifunctional Hyperbranched Poly(β-aminoacrylate)s by Spontaneous Amino-yne Click Polymerization

  摘要：

  Multifunctional hyperbranched polymers, as an important class of materials, are widely applied in various areas. Therefore, the development of simple and efficient reactions to prepare hyperbranched polymers is of great significance. In this paper, for the first time, a series of multifunctional hyperbranched poly(beta-aminoacrylate)s (hb-PAAs) were synthesized using our established spontaneous amino-yne click polymerization. Using the optimized polymerization conditions, soluble and thermally stable hb-PAAs with high weight-average molecular weights (M-w up to 18,290) were obtained in excellent yields (up to 99%). This click polymerization also can proceed in stereo- and regiospecific and anti-Markovnikov addition fashion, and 100% E-isomers were obtained. Moreover, introducing the aggregation-induced emission (AIE)-active tetraphenylethene moiety into polymer backbones endows the resultant polymers with unique AIE properties, and their nanoaggregates can be used for sensitive detection of explosives. This work not only enriches the family of hyperbranched polymers but also confirms the universality of the spontaneous amino-yne click polymerization.

  DOI：

  10.1021/acs.macromol.0c00813
• 作为产物：
  描述：

  三羟甲基丙烷 、 丙炔酸 在 对甲苯磺酸 作用下， 以 苯 为溶剂， 反应 24.0h， 生成 trimethylolpropane tripropiolate
  参考文献：
  名称：

  自发氨基炔点击反应的超支化聚（酯-烯胺），用于稳定金纳米颗粒催化剂。

  摘要：

  超支化聚合物因其吸引人的性能和广泛的应用而广受关注，例如药物控释，刺激响应的纳米物体，光敏材料和催化剂。本文中，通过A 2单体（1,3-双（4-哌啶基）-丙烷（A 2a））或哌嗪（A 2b））和B 3单体（三羟甲基丙烷三丙酸酯）。根据弗洛里的假设，胶凝是理想A 2 + B 3中的一个固有问题。聚合体系。通过控制聚合条件，例如单体浓度，摩尔比和加成速率，可以建立非理想的A 2 + B 3聚合体系，以避免胶凝并合成可溶性hb-PEEa。由于外围有大量未反应的炔基，因此hb-PEEa可以被不同的氨基化合物或其衍生物进一步官能化。所制备的两亲性PEG-hb-PEEa共聚物可以很容易地在水中自组装成胶束，可以用作表面活性剂以在还原NaBH 4期间稳定金纳米颗粒（AuNPs）在水溶液中。作为演示，制备的PEG-hb-PEEa支撑的AuNPs在水中具有良好的分散性，溶剂稳定性以及对还原硝基苯化合物的显着催化活性。

  DOI：

  10.1002/asia.202000621

文献信息

• Combining Hydroxyl-Yne and Thiol-Ene Click Reactions to Facilely Access Sequence-Defined Macromolecules for High-Density Data Storage
  作者：Bo Song、Dan Lu、Anjun Qin、Ben Zhong Tang

  DOI：10.1021/jacs.1c10612

  日期：2022.2.2

  mimicking the synthesis of hereditary-information-containing nucleic acids, scientists are committed to synthesizing sequence-defined macromolecules. Herein, a protecting-group-free, metal-free, and atom-economical chemistry combining hydroxyl-yne and thiol-ene click reactions was developed to efficiently synthesize sequence-defined oligo(monothioacetals) (overall yield of 54% for an 11-step synthesis) from

  通过模拟含有遗传信息的核酸的合成，科学家们致力于合成序列定义的大分子。在此，开发了一种结合羟基-炔和硫醇-烯点击反应的无保护基、无金属和原子经济的化学方法，以有效合成序列定义的寡聚（单硫缩醛）（11- 的总产率为 54%）步骤合成）在环境条件下从容易获得的起始化合物和单体。线性寡核苷酸（单硫缩醛）序列可以通过串联 ESI-MS/MS 技术轻松解码，使其成为具有高数据存储密度（0.013 bit/Da）的新型数字大分子。此外，星型寡聚（单硫缩醛）也可以通过发散和收敛策略及其组合轻松生成。
• UV curable inkjet inks
  申请人：AGFA NV

  公开号：US10513620B2

  公开（公告）日：2019-12-24

  An aqueous UV free radical curable inkjet ink contains a liquid phase A dispersed in a continuous liquid phase B by a polymeric dispersant; wherein the liquid phase A contains at least a photoinitiator, a colour pigment, and one or more polymerizable compounds, and the continuous liquid phase B contains water and optionally one or more organic solvents.

  一种水性紫外线自由基固化喷墨墨水含有通过聚合物分散剂分散在连续液相 B 中的液相 A；其中液相 A 至少含有光引发剂、彩色颜料和一种或多种可聚合化合物，连续液相 B 含有水和可选的一种或多种有机溶剂。
• Improved synthesis of bicyclic polystyrenes by ATRP and “click” reaction
  作者：Jonghwa Jeong、Hyewon Kim、Sookyeong Lee、Hyerin Choi、Heung Bae Jeon、Hyun-jong Paik

  DOI：10.1016/j.polymer.2015.04.004

  日期：2015.8

  A series of bicyclic polystyrenes were prepared by combining atom transfer radical polymerization and click coupling reaction. To investigate effect of experimental parameters, bicyclic polymers were prepared by changing types of ligands for click chemistry, concentration of polymers and coupling agents, feed rate of polymers and coupling agents, concentration of catalyst, and types of coupling agents. Purities of bicyclic polymers were estimated from SEC traces by Gaussian multiple peak fitting and subsequent peak integration. The purity of bicyclic polystyrene was achieved up to 78% when the reaction was conducted using CuBr/PMDETA catalyst and coupling agent having electron withdrawing group in diluted condition by slow addition of precursor polymer and coupling agent. (C) 2015 Elsevier Ltd. All rights reserved.
• Development of a triazole-cure resin system for composites: Evaluation of alkyne curatives
  作者：Irene E. Gorman、Rodney L. Willer、Lisa K. Kemp、Robson F. Storey

  DOI：10.1016/j.polymer.2012.04.002

  日期：2012.6

  We are developing a resin system that cures via triazole ring formation (cycloaddition reaction of azides with terminal alkynes) instead of the traditional oxirane/amine reaction. The high exothermicity of the azido/alkyne reaction is expected to yield higher extents of reaction under ambient-cure conditions, making the resin system potentially suitable for "out-of-autoclave" curing processes. The difunctional azide-terminated resin, di(3-azido-2-hydroxypropyl) ether of bisphenol-A, was selected as the baseline diazide. A number of alkyne crosslinkers were synthesized and characterized, including propiolate esters of di- and trifunctional alcohols, propargyl esters of di- and trifunctional carboxylic acids, propargyl ethers of di- and trifunctional alcohols, and N,N,N',N'-tetrapropargyl derivatives of primary diamines. Commercially available tripropargyl amine was also studied. Those systems employing a propiolate-based alkyne were found to be much more reactive toward the Huisgen 1,3-dipolar cycloaddition than the propargyl species. Curing energetics as a function of alkyne type, investigated through a dynamic differential scanning calorimetry approach, showed a distinct divide between the averaged activation energies of the propiolate and propargyl-type crosslinkers, 69.2-73.6 kJ/mol versus 82.3-86.4 kJ/mol, respectively. Cured network properties were readily manipulated through the incorporation of varying amounts of diversus tri- and tetra-functional alkynes or through incorporation of soft alkylene and alkyleneoxy versus rigid aromatic polyalkynes. As expected, mechanical properties, e.g., the temperature of the tan delta peak in dynamic mechanical analysis, were found to increase with increasing crosslink density. These results have allowed us to select the most promising systems for scale-up and fabrication of samples of both pure resin and composites for traditional mechanical property testing, which will be reported in a subsequent paper. (c) 2012 Elsevier Ltd. All rights reserved.
• UV CURABLE INKJET INKS
  申请人：AGFA NV

  公开号：EP3156461B1

  公开（公告）日：2020-04-01