methyl 3,4,5-tris[12-(4-(4′-cyanophenyldiazo)phenoxy)dodecyloxy]benzoate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 偶氮苯
• 英文名称: methyl 3,4,5-tris[12-(4-(4′-cyanophenyldiazo)phenoxy)dodecyloxy]benzoate
• 英文别名: Methyl 3,4,5-tris[12-[4-[(4-cyanophenyl)diazenyl]phenoxy]dodecoxy]benzoate；methyl 3,4,5-tris[12-[4-[(4-cyanophenyl)diazenyl]phenoxy]dodecoxy]benzoate
• 化学式: C₈₃H₁₀₁N₉O₈
• 分子量: 1352.77
• InChiKey: SYXPZBORHXLQJJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  25.2
• 重原子数：
  100
• 可旋转键数：
  53
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  227
• 氢给体数：
  0
• 氢受体数：
  17

反应信息

• 作为反应物：
  描述：

  methyl 3,4,5-tris[12-(4-(4′-cyanophenyldiazo)phenoxy)dodecyloxy]benzoate 在 potassium hydroxide 、 盐酸 作用下， 以 甲醇 、 水 为溶剂， 以43%的产率得到3,4,5-tris[12-(4-(4′-cyanophenyldiazo)phenoxy)dodecyloxy]benzoic acid
  参考文献：
  名称：

  Self-Assembly and Photoinduced Optical Anisotropy in Dendronized Supramolecular Azopolymers

  摘要：

  Herein we report the preparation and characterization of dendronized supramolecular polymers composed of a carboxy-terminated azodendron, dAZO, and two different vinylpyridine-containing polymers: poly(4-vinylpyridine) (P4VP) and polystyrene-b-poly(4-vinylpyridine) (PS-b-P4VP) block copolymer. P4VP can selectively complex dAZO through hydrogen-bonding interactions, thus resulting in liquid crystalline materials. Additionally, this strategy is also applicable to the preparation of dendronized supramolecular block copolymers (BCs). Lamellar, cylindrical, and spherical morphologies are observed for the BC complexes depending on the dAZO to vinylpyridine repeating unit ratio. Photoinduced orientation of the azobenzene moieties is obtained in films of the H-bonded materials-both P4VP and PS-b-P4VP based complexes-by using 488 nm linearly polarized light and characterized through birefringence and dichroism measurements. High and, stable values of birefringence are obtained for polymers with azobenzene content as low as 2.7 wt %, thus demonstrating the benefits of preorganization in photoactive dendritic moieties in side-chain H-bonded materials.

  DOI：

  10.1021/ma402369p
• 作为产物：
  描述：

  没食子酸甲酯 、 4-cyano-4′-(12″-bromododecyloxy)azobenzene 在 potassium carbonate 、 potassium iodide 作用下， 以 丁酮 为溶剂， 反应 24.0h， 以54%的产率得到methyl 3,4,5-tris[12-(4-(4′-cyanophenyldiazo)phenoxy)dodecyloxy]benzoate
  参考文献：
  名称：

  Self-Assembly and Photoinduced Optical Anisotropy in Dendronized Supramolecular Azopolymers

  摘要：

  Herein we report the preparation and characterization of dendronized supramolecular polymers composed of a carboxy-terminated azodendron, dAZO, and two different vinylpyridine-containing polymers: poly(4-vinylpyridine) (P4VP) and polystyrene-b-poly(4-vinylpyridine) (PS-b-P4VP) block copolymer. P4VP can selectively complex dAZO through hydrogen-bonding interactions, thus resulting in liquid crystalline materials. Additionally, this strategy is also applicable to the preparation of dendronized supramolecular block copolymers (BCs). Lamellar, cylindrical, and spherical morphologies are observed for the BC complexes depending on the dAZO to vinylpyridine repeating unit ratio. Photoinduced orientation of the azobenzene moieties is obtained in films of the H-bonded materials-both P4VP and PS-b-P4VP based complexes-by using 488 nm linearly polarized light and characterized through birefringence and dichroism measurements. High and, stable values of birefringence are obtained for polymers with azobenzene content as low as 2.7 wt %, thus demonstrating the benefits of preorganization in photoactive dendritic moieties in side-chain H-bonded materials.

  DOI：

  10.1021/ma402369p

文献信息

• Self-Assembly and Photoinduced Optical Anisotropy in Dendronized Supramolecular Azopolymers
  作者：Jesús del Barrio、Eva Blasco、Chris Toprakcioglu、Alexandros Koutsioubas、Oren A. Scherman、Luis Oriol、Carlos Sánchez-Somolinos

  DOI：10.1021/ma402369p

  日期：2014.2.11

  Herein we report the preparation and characterization of dendronized supramolecular polymers composed of a carboxy-terminated azodendron, dAZO, and two different vinylpyridine-containing polymers: poly(4-vinylpyridine) (P4VP) and polystyrene-b-poly(4-vinylpyridine) (PS-b-P4VP) block copolymer. P4VP can selectively complex dAZO through hydrogen-bonding interactions, thus resulting in liquid crystalline materials. Additionally, this strategy is also applicable to the preparation of dendronized supramolecular block copolymers (BCs). Lamellar, cylindrical, and spherical morphologies are observed for the BC complexes depending on the dAZO to vinylpyridine repeating unit ratio. Photoinduced orientation of the azobenzene moieties is obtained in films of the H-bonded materials-both P4VP and PS-b-P4VP based complexes-by using 488 nm linearly polarized light and characterized through birefringence and dichroism measurements. High and, stable values of birefringence are obtained for polymers with azobenzene content as low as 2.7 wt %, thus demonstrating the benefits of preorganization in photoactive dendritic moieties in side-chain H-bonded materials.