1,3,5-tris[(4-methoxyphenyl)methyl]benzene | 907959-18-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 1,3,5-tris[(4-methoxyphenyl)methyl]benzene
• 英文别名: 1,3,5-tris(4-methoxybenzyl)benzene
• CAS: 907959-18-6
• 化学式: C₃₀H₃₀O₃
• 分子量: 438.566
• InChiKey: XHNHBQUFATXPST-UHFFFAOYSA-N

物化性质

• 沸点：
  579.3±45.0 °C(Predicted)
• 密度：
  1.097±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  33
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,3,5-tris[(4-methoxyphenyl)methyl]benzene 在 吡啶盐酸盐 作用下， 反应 4.0h， 以90%的产率得到1,3,5-tris[(4-hydroxyphenyl)methyl]benzene
  参考文献：
  名称：

  具有增强的段灵活性和出色的热化学稳定性的聚氰尿酸酯网络

  摘要：

  对于完全固化时玻璃化转变温度为320°C的氰酸酯网络，其相对较低。当在210°C下固化24小时时，网络的干玻璃转变温度范围为245至285°C，而湿玻璃转变温度范围为225至240°C。玻璃化转变温度的相似性是由于具有更刚性链段的网络中较低的固化程度所致。本质上，对于完全固化时玻璃化转变温度非常高的网络，工艺条件而不是网络的刚性决定了可达到的玻璃化转变温度。由于固化程度较高的网络往往表现出较慢的长期降解，因此在这种情况下，尽管在完全固化时表现出较低的玻璃化转变温度，但具有更大片段柔性的网络仍可实现出色的性能。这些结果说明，与用于改善高温热固性聚合物网络性能的流行试探法相反，在完全固化时具有较低玻璃化转变温度的更灵活的网络可以提供热机械性能和热化学性能的最佳组合。

  DOI：

  10.1021/ma302300g
• 作为产物：
  描述：

  茴香烯 在 正丁基锂 、 溴 、 cobalt(II) iodide 、 zinc dibromide 、 锌 作用下， 以 四氢呋喃 、 正己烷 、 乙腈 为溶剂， 生成 1,3,5-tris[(4-methoxyphenyl)methyl]benzene
  参考文献：
  名称：

  Polycyanurate networks from dehydroanethole cyclotrimers: Synthesis and characterization

  摘要：

  Novel biobased trisphenols were obtained by palladium- and cobalt-catalyzed [2 + 2 + 2] cycloaddition of dehydroanethole isomers which were readily prepared from the natural product trans-anethole. The trisphenols were transformed into their corresponding tricyanate esters and thermally cured to give polycyanurate networks. Comparison of the thermal properties, from differential scanning calorimetry, thermogravimetric and oscillatory thermomechanical analyses, of the new tricyanate esters with similar commercial products is presented. A new tricyanate ester with an acceptable processing temperature that yields a polycyanurate with very high glass transition temperature and low water absorption was found. Interestingly, the low moisture absorption was found to help limit the degradation of residual cyanate ester groups during exposure to hot water, allowing for a substantial recovery in the glass transition temperature upon subsequent heating, an unusual phenomenon for polycyanurate networks. Published by Elsevier Ltd.

  DOI：

  10.1016/j.polymer.2013.10.050

文献信息

• Nickel-Catalyzed Reductive Cross-Coupling of Benzyl Chlorides with Aryl Chlorides/Fluorides: A One-Pot Synthesis of Diarylmethanes
  作者：Jie Zhang、Gusheng Lu、Jin Xu、Hongmei Sun、Qi Shen

  DOI：10.1021/acs.orglett.6b01134

  日期：2016.6.17

  The first nickel-catalyzed, magnesium-mediated reductive cross-coupling between benzyl chlorides and aryl chlorides or fluorides is reported. A variety of diarylmethanes can be prepared in good to excellent yields in a one-pot manner using easy-to-access mixed PPh3/NHC Ni(II) complexes of Ni(PPh3)(NHC)Br2 (NHC = 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene, IPr, 1a; 1,3-di-tert-butylimidazol-2-ylidene

  报道了苄基氯与芳基氯或氟化物之间第一个镍催化的，镁介导的还原性交叉偶联。多种二芳基甲烷的可以用很好的制备使用在一锅方式优异的产率易于访问混合PPH 3 / NHC镍（II）镍（PPH的络合物3）（NHC）溴2（NHC = 1，作为催化剂前体的3-双（2,6-二异丙基苯基）咪唑-2-亚烷基，IPr，1a ; 1,3-二叔丁基咪唑-2-亚烷基，ItBu，1b）。基于1a和1b之间催化活性的差异激活多氯芳烃或进行化学选择性交叉偶联来构建寡聚体-二芳基甲烷图案。
• Polycyanurate networks from dehydroanethole cyclotrimers: Synthesis and characterization
  作者：Matthew C. Davis、Andrew J. Guenthner、Christopher M. Sahagun、Kevin R. Lamison、Josiah T. Reams、Joseph M. Mabry

  DOI：10.1016/j.polymer.2013.10.050

  日期：2013.12

  Novel biobased trisphenols were obtained by palladium- and cobalt-catalyzed [2 + 2 + 2] cycloaddition of dehydroanethole isomers which were readily prepared from the natural product trans-anethole. The trisphenols were transformed into their corresponding tricyanate esters and thermally cured to give polycyanurate networks. Comparison of the thermal properties, from differential scanning calorimetry, thermogravimetric and oscillatory thermomechanical analyses, of the new tricyanate esters with similar commercial products is presented. A new tricyanate ester with an acceptable processing temperature that yields a polycyanurate with very high glass transition temperature and low water absorption was found. Interestingly, the low moisture absorption was found to help limit the degradation of residual cyanate ester groups during exposure to hot water, allowing for a substantial recovery in the glass transition temperature upon subsequent heating, an unusual phenomenon for polycyanurate networks. Published by Elsevier Ltd.
• Polycyanurate Networks with Enhanced Segmental Flexibility and Outstanding Thermochemical Stability
  作者：Andrew J. Guenthner、Matthew C. Davis、Michael D. Ford、Josiah T. Reams、Thomas J. Groshens、Lawrence C. Baldwin、Lisa M. Lubin、Joseph M. Mabry

  DOI：10.1021/ma302300g

  日期：2012.12.21

  these networks, as determined by TGA, was outstanding, with that of 1,3,5-tris[(4-cyanatophenylmethyl)]benzene being among the best known for organic cyanate esters despite its comparatively high segmental flexibility. Moreover, the moisture uptake of cured 1,3,5-tris[(4-cyanatophenylmethyl)]benzene, at 2.2% after 96 h immersed in 85 °C water, was comparatively low for a cyanate ester network with a

  对于完全固化时玻璃化转变温度为320°C的氰酸酯网络，其相对较低。当在210°C下固化24小时时，网络的干玻璃转变温度范围为245至285°C，而湿玻璃转变温度范围为225至240°C。玻璃化转变温度的相似性是由于具有更刚性链段的网络中较低的固化程度所致。本质上，对于完全固化时玻璃化转变温度非常高的网络，工艺条件而不是网络的刚性决定了可达到的玻璃化转变温度。由于固化程度较高的网络往往表现出较慢的长期降解，因此在这种情况下，尽管在完全固化时表现出较低的玻璃化转变温度，但具有更大片段柔性的网络仍可实现出色的性能。这些结果说明，与用于改善高温热固性聚合物网络性能的流行试探法相反，在完全固化时具有较低玻璃化转变温度的更灵活的网络可以提供热机械性能和热化学性能的最佳组合。