bisphenol A di(3-azido-2-hydroxy propan-1-ol) ether | 1000416-64-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: bisphenol A di(3-azido-2-hydroxy propan-1-ol) ether
• 英文别名: 1-Azido-3-[4-[2-[4-(3-azido-2-hydroxypropoxy)phenyl]propan-2-yl]phenoxy]propan-2-ol；1-azido-3-[4-[2-[4-(3-azido-2-hydroxypropoxy)phenyl]propan-2-yl]phenoxy]propan-2-ol
• CAS: 1000416-64-7
• 化学式: C₂₁H₂₆N₆O₄
• 分子量: 426.475
• InChiKey: NEHSUZMGGONDPX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  31
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  87.6
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2,2-双-(4-甘胺氧苯)丙烷 在 sodium azide 、 lithium perchlorate 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以75%的产率得到bisphenol A di(3-azido-2-hydroxy propan-1-ol) ether
  参考文献：
  名称：

  超声波通过铜催化的叠氮化物-炔烃“点击”反应促进了逐步增长聚合和聚合物交联

  摘要：

  机械活化化学是合成聚合物材料重塑的强大工具，但是目前很少有反应可用。在这里，我们表明，使用基于Cu II的预催化剂进行压电化学还原，通过铜催化的叠氮化物-炔烃环加成（CuAAC）反应形成了线性聚三唑，从而实现了逐步增长的聚合反应。此外，我们显示线性聚合物可以使用相同的化学方法进行机械化学交联以形成固体有机凝胶。我们设想该化学可用于利用机械能在聚合物材料中进行建设性用途。

  DOI：

  10.1002/anie.201804451

文献信息

• Dental Restorative Materials Based on Polymerizable Azides and Alkynes
  申请人：Ivoclar Vivadent AG

  公开号：US20150164750A1

  公开（公告）日：2015-06-18

  The invention relates to a dental restorative material on the basis of at least one compound of one of the Formulae The invention also relates to the use of the dental restorative materials according to the invention for preparing dental composites, preferably composite blanks, which are suitable in particular for mechanical processing by means of computer-aided processing techniques such as milling and grinding processes, and which are suitable above all for preparing dental restoration materials such as inlays, onlays, crowns, bridges or veneering materials.

  本发明涉及一种牙科修复材料，其基础是至少一种符合以下式之一的化合物。本发明还涉及根据本发明的牙科修复材料用于制备牙科复合材料，优选是适用于通过计算机辅助加工技术（如铣削和研磨过程）进行机械加工的复合坯料，特别适用于制备牙科修复材料，如嵌体、套体、冠、桥梁或贴面材料。
• Photopolymerization Reactions Using the Photoinitiated Copper (I)-Catalyzed Azide-Alkyne Cycloaddition (CuAAC) Reaction
  作者：Tao Gong、Brian J. Adzima、Noah H. Baker、Christopher N. Bowman

  DOI：10.1002/adma.201203815

  日期：2013.4.11

  The first bulk photopolymerization of multifunctional alkyne and azide monomers using the CuAAC reaction is successfully carried out from low molecular weight, nonviscous monomer resins. Compared to other traditional step‐growth bulk photopolymerization, this approach readily provides crosslinked, high glass transition temperature polymers that incorporate triazole linkages throughout the polymer structure

  使用CuAAC反应的多官能炔烃和叠氮化物单体的第一次本体光聚合成功地由低分子量，非粘性单体树脂进行。与其他传统的逐步增长的本体光聚合反应相比，该方法可轻松提供交联的，高玻璃化温度的聚合物，该聚合物在整个聚合物结构中结合了三唑键，并具有良好的时间控制性。
• Dentalwerkstoffe auf Basis von polymerisierbaren Aziden und Alkinen
  申请人：Ivoclar Vivadent AG

  公开号：EP2743267A1

  公开（公告）日：2014-06-18

  Die Erfindung betrifft einen Dentalwerkstoff auf Basis mindestens einer Verbindung der Formel I         A- [X-Q- (Y-CG)n]m     Formel I, in der CG jeweils unabhängig für eine Azidgruppe N3 oder eine Alkingruppe ausgewählt aus der Gruppe bestehend aus -CR1R2-C≡CH, steht, mit der Massgabe, dass das Dentalwerkstoff mindestens eine Verbindung der Formel I, die eine Azidgruppe aufweist, und mindestens eine Verbindung der Formel I enthält, die eine Alkingruppe aufweist, Die Erfindung betrifft auch die Verwendung der erfindungsgemässen Dentalwerkstoffe zur Herstellung von dentalen Kompositen, vorzugsweise Komposit-Formkörpern, die insbesondere für die maschinelle Bearbeitung mittels computergestützter Verarbeitungstechniken wie Fräs- und Schleifverfahren geeignet sind und sich vor allem zur Herstellung von dentalen Restaurationsmaterialien wie Inlays, Onlays, Kronen, Brücken oder Verblendmaterialien eignen.

  本发明涉及一种基于至少一种式 I 化合物的牙科材料 A- [X-Q- (Y-CG)n]m式I、 其中 CG 在每种情况下独立地代表叠氮基 N3 或选自 -CR1R2-C≡CH 组成的组的炔基、 附带条件是，牙科材料中含有至少一种具有叠氮基团的式 I 化合物和至少一种具有炔基团的式 I 化合物、 本发明还涉及根据本发明的牙科材料用于生产牙科复合材料，最好是复合材料模制品，这种模制品特别适合通过计算机辅助加工技术（如铣削和研磨工艺）进行加工，特别适合生产牙科修复材料，如嵌体、镶嵌体、牙冠、牙桥或贴面材料。
• 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.
• NOVEL COMPOSITE COMPOSITIONS AND METHODS OF PREPARING AND USING SAME
  申请人：THE REGENTS OF THE UNIVERSITY OF COLORADO, A BODY CORPORATE

  公开号：US20150267002A1

  公开（公告）日：2015-09-24

  The present invention includes compositions comprising an alkyne-based substrate, an azide-based substrate, optionally a Cu(II) salt and optionally a photoinducible reducing agent. The present invention further includes a method of preparing composite materials that are suitable for use as dental implants using the compositions of the invention.