1,3-bis[(norborn-2-en-5-yl)methoxy]benzene | 698980-80-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1,3-bis[(norborn-2-en-5-yl)methoxy]benzene
• 英文别名: 5-[[3-(2-Bicyclo[2.2.1]hept-5-enylmethoxy)phenoxy]methyl]bicyclo[2.2.1]hept-2-ene
• CAS: 698980-80-2
• 化学式: C₂₂H₂₆O₂
• 分子量: 322.447
• InChiKey: FEHSMAYCLKFEBU-UHFFFAOYSA-N

物化性质

• 沸点：
  454.0±18.0 °C(Predicted)
• 密度：
  1.125±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  间苯二酚 、 5-降冰片烯-2-甲醇 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以59%的产率得到1,3-bis[(norborn-2-en-5-yl)methoxy]benzene
  参考文献：
  名称：

  悬浮开环复分解聚合：降冰片烯基树脂的制备及其在有机合成中的应用

  摘要：

  通过水悬浮液开环复分解聚合（ROMP）获得了一系列的降冰片烯基树脂珠，并用作有机合成的聚合物载体。这些树脂由降冰片烯，降冰片烯-2-烯-5-甲醇和交联剂如双（降冰片烯-2-烯-5-甲氧基）烷烃，二（降冰片烯-2-烯-5-甲基）醚制备和1,3-二（降冰片-2-烯-5-甲氧基）苯。使用氢化，氢氟化，氯化和溴化反应对所得的包含烯烃重复单元的不饱和ROMP（U-ROMP）树脂进行化学改性，以生产具有不同化学和物理性质的饱和ROMP树脂。发现氢化的ROMP（H-ROMP）树脂对酸性，碱性，路易斯酸具有很高的抵抗力，和桦木还原条件，并被评估为一系列固相合成应用中的聚合物载体。发现H-ROMP树脂在芳族硝化和酰化反应中比聚苯乙烯-二乙烯基苯（PS-DVB）共聚物具有更好的性能。在乙内酰脲的常规五步固相合成中，对于H-ROMP和PS-DVB树脂都获得了相似的结果。还显示出U-ROMP树脂在苯并咪唑和苯并咪唑酮的固相合成中有效。

  DOI：

  10.1021/jo049827s

文献信息

• Negative tone photosensitive compositions
  申请人：PROMERUS, LLC

  公开号：US10712661B2

  公开（公告）日：2020-07-14

  Various compositions encompassing polymers containing acidic pendent groups in combination with one or more reactive olefinic compounds and a photoacid generators form self-imagable negative tone films. Examples of such polymers include polymers and copolymers containing norbornene-type repeating units having acidic pendent groups, ring opened maleic anhydride polymers, polyacrylic acid, polyhydroxystyrene polymers, and the like. The films formed from such compositions provide self imagable, low-k, thermally stable layers for use in microelectronic and optoelectronic devices, among other applications.

  含有酸性悬垂基团的聚合物与一种或多种活性烯烃化合物和光酸发生器的各种组合物可形成自显影负色调薄膜。此类聚合物的例子包括含有酸性悬垂基团的降冰片烯类重复单元的聚合物和共聚物、开环马来酸酐聚合物、聚丙烯酸、聚羟基苯乙烯聚合物等。由此类组合物形成的薄膜具有自显影性、低 K 值、热稳定性，可用于微电子和光电设备及其他应用中。
• High impact strength 3D printing materials derived from polycycloolefin monomers and crosslinkers
  申请人：PROMERUS, LLC

  公开号：US11142662B2

  公开（公告）日：2021-10-12

  Embodiments in accordance with the present invention encompass a composition containing a latent catalyst and a compound capable of generating a Bronsted acid with a counterion capable of coordinating and activating the latent catalyst along with one or more monomers which undergo ring open metathesis polymerization (ROMP) and one or more multi-functional crosslinkable molecules when said composition is exposed to a suitable radiation forms a three-dimensional (3D) object. The catalyst system employed therein can be sensitive to oxygen and thus inhibits polymerization in ambient atmospheric conditions. The three-dimensional objects made by this process exhibits improved mechanical properties, particularly, high distortion temperature, impact strength, elongation to break, among others. Accordingly, compositions of this invention are useful as 3D inkjet materials for forming high impact strength objects of various sizes with microscale features lower than 100 microns, among various other uses.

  本发明的实施方案包括一种组合物，该组合物含有一种潜伏催化剂和一种能够生成具有反离子的勃朗斯特德酸的化合物，该反离子能够配位和活化潜伏催化剂以及一种或多种进行开环偏聚（ROMP）的单体和一种或多种多功能可交联分子，当所述组合物暴露在适当的辐射下时，就会形成三维（3D）物体。其中采用的催化剂系统可能对氧气敏感，因此在环境大气条件下会抑制聚合。通过这种工艺制作的三维物体具有更好的机械性能，特别是高变形温度、冲击强度和断裂伸长率等。因此，本发明的组合物可用作三维喷墨材料，用于形成具有低于 100 微米的微观特征的各种尺寸的高冲击强度物体，以及其他各种用途。
• Long shelf life stable photoactive mass polymerizable polycycloolefin compositions as optical materials
  申请人：PROMERUS, LLC

  公开号：US11535702B2

  公开（公告）日：2022-12-27

  Embodiments in accordance with the present invention encompass compositions encompassing a latent organo-ruthenium compound, a photosensitizer and one or more monomers which undergo ring open metathesis polymerization (ROMP) when said composition is exposed to suitable actinic radiation to form a substantially transparent film or a three dimensional object. Surprisingly, the compositions are very stable at ambient conditions to temperatures up to 80° C. for several weeks and undergo mass polymerization only when subjected to actinic radiation under inert atmosphere such as for example a blanket of nitrogen. Accordingly, compositions of this invention are useful in various opto-electronic applications, including as 3D printing materials, coatings, encapsulants, fillers, leveling agents, among others.

  根据本发明的实施方案，本发明的组合物包括一种潜在的有机钌化合物、一种光敏剂和一种或多种单体，当所述组合物暴露在适当的光辐射下时，这些单体会发生开环偏聚聚合反应（ROMP），从而形成基本透明的薄膜或三维物体。令人惊奇的是，这种组合物在环境条件下非常稳定，温度最高可达 80 摄氏度，可持续数周，并且只有在惰性气氛（例如氮气毯）下接受光辐射时才会发生大规模聚合。因此，本发明的组合物可用于各种光电子应用，包括用作 3D 打印材料、涂层、封装材料、填料、流平剂等。
• NEGATIVE TONE PHOTOSENSITIVE COMPOSITIONS
  申请人：PROMERUS, LLC

  公开号：US20170357156A1

  公开（公告）日：2017-12-14

  Various compositions encompassing polymers containing acidic pendent groups in combination with one or more reactive olefinic compounds and a photoacid generators form self-imageable negative tone films. Examples of such polymers include polymers and copolymers containing norbornene-type repeating units having acidic pendent groups, ring opened maleic anhydride polymers, polyacrylic acid, polyhydroxystyrene polymers, and the like. The films formed from such compositions provide self imageable, low-k, thermally stable layers for use in microelectronic and optoelectronic devices, among other applications.
• HIGH IMPACT STRENGTH 3D PRINTING MATERIALS DERIVED FROM POLYCYCLOOLEFIN MONOMERS AND CROSSLINKERS
  申请人：PROMERUS, LLC

  公开号：US20220010157A1

  公开（公告）日：2022-01-13

  Embodiments in accordance with the present invention encompass a composition containing a latent catalyst and a compound capable of generating a Bronsted acid with a counterion capable of coordinating and activating the latent catalyst along with one or more monomers which undergo ring open metathesis polymerization (ROMP) and one or more multi-functional crosslinkable molecules when said composition is exposed to a suitable radiation forms a three-dimensional (3D) object. The catalyst system employed therein can be sensitive to oxygen and thus inhibits polymerization in ambient atmospheric conditions. The three-dimensional objects made by this process exhibits improved mechanical properties, particularly, high distortion temperature, impact strength, elongation to break, among others. Accordingly, compositions of this invention are useful as 3D inkjet materials for forming high impact strength objects of various sizes with microscale features lower than 100 microns, among various other uses.