methyl 3,5-bis(9,11-dodecadienyloxy)-4-dodecyloxybenzoate | 1229616-71-0

• 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: methyl 3,5-bis(9,11-dodecadienyloxy)-4-dodecyloxybenzoate
• CAS: 1229616-71-0
• 化学式: C₄₄H₇₂O₅
• 分子量: 681.053
• InChiKey: HVMDYVUAUREWJZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.48
• 重原子数：
  49.0
• 可旋转键数：
  35.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.66
• 拓扑面积：
  53.99
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  methyl 3,5-bis(9,11-dodecadienyloxy)-4-dodecyloxybenzoate 在 lithium aluminium tetrahydride 、 氯化亚砜 作用下， 以 二氯甲烷 、 甲基叔丁基醚 为溶剂， 反应 11.17h， 生成 N-(3,5-bis(dodeca-9,11-dien-1-yloxy)-4-(dodecyloxy)benzyl)-N,N-diethylethanaminium chloride
  参考文献：
  名称：

  3D Interconnected Ionic Nano-Channels Formed in Polymer Films: Self-Organization and Polymerization of Thermotropic Bicontinuous Cubic Liquid Crystals

  摘要：

  Thermotropic bicontinuous cubic (Cub(bi)) liquid-crystalline (LC) compounds based on a polymerizable ammonium moiety complexed with a lithium salt have been designed to obtain lithium ion-conductive all solid polymeric films having 3D interconnected ionic channels. The monomer shows a Cub(bi) phase from -5 to 19 degrees C on heating. The complexes retain the ability to form the Cub(bi) LC phase. They also form hexagonal columnar (Col(h)) LC phases at temperatures higher than those of the Cub(bi) phases. The complex of the monomer and LiBF4 at the molar ratio of 4: 1 exhibits the Cub(bi) and Col(h) phases between -6 to 19 degrees C and 19 to 56 degrees C, respectively, on heating. The Cub(bi) LC structure formed by the complex has been successfully preserved by in situ photopolymerization through UV irradiation in the presence of a photoinitiator. The resultant nanostructured film is optically transparent and free-standing. The X-ray analysis of the film confirms the preservation of the self-assembled nanostructure. The polymer film with the Cub(bi) LC nanostructure exhibits higher ionic conductivities than the polymer films obtained by photopolymerization of the complex in the Col(h) and isotropic phases. It is found that the 3D interconnected ionic channels derived from the Cub(bi) phase function as efficient ion-conductive pathways.

  DOI：

  10.1021/ja106707z
• 作为产物：
  描述：

  12-bromo-1,3-dodecadiene 、 methyl 4-dodecyloxy-3,5-dihydroxybenzoate 在 potassium carbonate 作用下， 以 丁酮 为溶剂， 反应 12.0h， 以92%的产率得到methyl 3,5-bis(9,11-dodecadienyloxy)-4-dodecyloxybenzoate
  参考文献：
  名称：

  3D Interconnected Ionic Nano-Channels Formed in Polymer Films: Self-Organization and Polymerization of Thermotropic Bicontinuous Cubic Liquid Crystals

  摘要：

  Thermotropic bicontinuous cubic (Cub(bi)) liquid-crystalline (LC) compounds based on a polymerizable ammonium moiety complexed with a lithium salt have been designed to obtain lithium ion-conductive all solid polymeric films having 3D interconnected ionic channels. The monomer shows a Cub(bi) phase from -5 to 19 degrees C on heating. The complexes retain the ability to form the Cub(bi) LC phase. They also form hexagonal columnar (Col(h)) LC phases at temperatures higher than those of the Cub(bi) phases. The complex of the monomer and LiBF4 at the molar ratio of 4: 1 exhibits the Cub(bi) and Col(h) phases between -6 to 19 degrees C and 19 to 56 degrees C, respectively, on heating. The Cub(bi) LC structure formed by the complex has been successfully preserved by in situ photopolymerization through UV irradiation in the presence of a photoinitiator. The resultant nanostructured film is optically transparent and free-standing. The X-ray analysis of the film confirms the preservation of the self-assembled nanostructure. The polymer film with the Cub(bi) LC nanostructure exhibits higher ionic conductivities than the polymer films obtained by photopolymerization of the complex in the Col(h) and isotropic phases. It is found that the 3D interconnected ionic channels derived from the Cub(bi) phase function as efficient ion-conductive pathways.

  DOI：

  10.1021/ja106707z

文献信息

• Guest-Responsive Covalent Frameworks by the Cross-Linking of Liquid-Crystalline Salts: Tuning of Lattice Flexibility by the Design of Polymerizable Units
  作者：Yasuhiro Ishida、Hiroaki Sakata、Ammathnadu S. Achalkumar、Kuniyo Yamada、Yuki Matsuoka、Nobutaka Iwahashi、Sayaka Amano、Kazuhiko Saigo

  DOI：10.1002/chem.201102422

  日期：2011.12.23

  liquid‐crystalline salts were found to work as solid‐state hosts with a flexible framework. As a component of such hosts, four kinds of polymerizable amphiphilic carboxylic acids bearing alkyl chains with acryloyloxy (A), dienyl (D), and/or nonreactive (N) chain ends (monomeric carboxylic acids; MAAA, MANA, MDDD, and MDND) were used. The carboxylic acids were mixed with an equimolar amount of a template unit, (1R

  发现通过液晶盐原位聚合制备的交联聚合物可作为具有柔性骨架的固态基质发挥作用。作为这类主体的组分，带有烷基链的四种可聚合的两亲羧酸具有丙烯酰氧基（A），二烯基（D）和/或非反应性（N）链端（单体羧酸；M AAA，M ANA，M DDD，和M DND）。将羧酸与等摩尔量的模板单元（1 R，2 S）-去氧麻黄碱（客体胺; G RS），形成相应的盐。每种盐在室温下均呈矩形柱状LC相，可通过60 Coγ射线诱导的聚合反应成功聚合，而不会发生严重的结构紊乱，从而得到交联羧酸（聚合羧酸；P AAA，P ANA，P DDD和P DND）和G RS。由于聚合物骨架P和模板G RS之间的相互作用不具有共价性，因此交联的聚合物可以可逆地释放并捕获大量的G RS。响应于G RS的解吸和吸附，交联的聚合物极大地改变了其纳米级结构顺序。对聚合物的系统比较显示，可聚合基团的选择对所得聚合物骨架作为固态主体的性能有重大影