diethylene glycol dipropiolate | 93439-56-6

• 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
• 英文名称: diethylene glycol dipropiolate
• 英文别名: 2-(2-Prop-2-ynoyloxyethoxy)ethyl prop-2-ynoate
• CAS: 93439-56-6
• 化学式: C₁₀H₁₀O₅
• 分子量: 210.186
• InChiKey: UJGGAKBMRPBXLP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  15
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  丙炔酸 、 二乙二醇 在 对甲苯磺酸 作用下， 以 氯仿 为溶剂， 反应 18.0h， 以60%的产率得到diethylene glycol dipropiolate
  参考文献：
  名称：

  使用点击化学的嵌段嵌段共聚酯

  摘要：

  铜（I）催化的叠氮化物-炔烃1,3-Huisgen环加成反应可在中等温度下合成含三唑的聚酯和分段嵌段共聚酯。与具有类似结构的聚酯的高温熔融合成相比，含三唑的均聚酯的玻璃化转变温度（T g）显着提高（〜40°C）。叠氮基封端的聚丙二醇（PPG）的定量合成可以制备分段聚酯，与含三唑的均聚酯相比，分段聚酯显示出更高的溶解度和机械延展性。差示扫描量热法显示出软链段（SS）T g分段聚酯的温度接近-60°C，与微相分离一致。拉伸测试显示，杨氏模量为7至133 MPa，是硬链段（HS）含量的函数，并且对于50 wt％HS链段单击聚酯，断裂应力值接近10 MPa。动态力学分析表明，随着HS含量和T g的增加，橡胶态平稳模量增加SS和HS的组成均未随组成变化，从而证实了微相分离。原子力显微镜还显示了分段咔嗒聚酯的微相分离和半结晶形态。这是第一份详细报告，详细介绍了使用点击化学制备分段共聚酯的方法，该方法可

  DOI：

  10.1002/pola.26168

文献信息

• 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.
• LINKERS FOR PROTEIN INTERACTION PROFILING AND METHODS OF MAKING AND USING THE SAME
  申请人：THE REGENTS OF THE UNIVERSITY OF COLORADO, a body corporate

  公开号：US20170321016A1

  公开（公告）日：2017-11-09

  Crosslinking compounds for effective and efficient cross-linking and identification of intermolecular and intramolecular interactions of proteins, peptides and nucleic acids.
• [EN] LINKERS FOR PROTEIN INTERACTION PROFILING AND METHODS OF MAKING AND USING THE SAME<br/>[FR] LIEURS POUR PROFILAGE D'INTERACTIONS PROTÉIQUES ET LEURS PROCÉDÉS DE FABRICATION ET D'UTILISATION
  申请人：UNIV COLORADO REGENTS

  公开号：WO2016057936A1

  公开（公告）日：2016-04-14

  Crosslinking compounds for effective and efficient cross-linking and identification of intermolecular and intramolecular interactions of proteins, peptides and nucleic acids.
• Segmented block copolyesters using click chemistry
  作者：Stephen M. June、Philippe Bissel、Timothy E. Long

  DOI：10.1002/pola.26168

  日期：2012.9.15

  composition, confirming microphase separation. Atomic force microscopy also indicated microphase separated and semicrystalline morphologies for the segmented click polyesters. This is the first report detailing the preparation of segmented copolyesters using click chemistry for the formation of ductile membranes with excellent thermomechanical response. © 2012 Wiley Periodicals, Inc. J Polym Sci Part A: Polym

  铜（I）催化的叠氮化物-炔烃1,3-Huisgen环加成反应可在中等温度下合成含三唑的聚酯和分段嵌段共聚酯。与具有类似结构的聚酯的高温熔融合成相比，含三唑的均聚酯的玻璃化转变温度（T g）显着提高（〜40°C）。叠氮基封端的聚丙二醇（PPG）的定量合成可以制备分段聚酯，与含三唑的均聚酯相比，分段聚酯显示出更高的溶解度和机械延展性。差示扫描量热法显示出软链段（SS）T g分段聚酯的温度接近-60°C，与微相分离一致。拉伸测试显示，杨氏模量为7至133 MPa，是硬链段（HS）含量的函数，并且对于50 wt％HS链段单击聚酯，断裂应力值接近10 MPa。动态力学分析表明，随着HS含量和T g的增加，橡胶态平稳模量增加SS和HS的组成均未随组成变化，从而证实了微相分离。原子力显微镜还显示了分段咔嗒聚酯的微相分离和半结晶形态。这是第一份详细报告，详细介绍了使用点击化学制备分段共聚酯的方法，该方法可