1,4-bis(dodecyloxyphenyl)-2,5-diboronic acid | 211692-94-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1,4-bis(dodecyloxyphenyl)-2,5-diboronic acid
• 英文别名: (2,5-Bis(dodecyloxy)-1,4-phenylene)diboronic acid；(4-borono-2,5-didodecoxyphenyl)boronic acid
• CAS: 211692-94-3
• 化学式: C₃₀H₅₆B₂O₆
• 分子量: 534.393
• InChiKey: CPPUVZOCMPJFPZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.65
• 重原子数：
  38
• 可旋转键数：
  26
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  99.4
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1,4-二溴-2,5-二(十二烷氧基)苯 在 盐酸 、 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 10.0h， 生成 1,4-bis(dodecyloxyphenyl)-2,5-diboronic acid
  参考文献：
  名称：

  Carbazole-Containing Conjugated Copolymers as Colorimetric/Fluorimetric Sensor for Iodide Anion

  摘要：

  A series of conjugated poly(p-phenylene carbazole) copolymers, poly(N-hexyl-3,6-carbazole-alt-2,5-bisdodecyloxyphenylene) [P1], poly(N-ethylhexyl-3,6-carbazole-alt-2,5-bisdodecyloxyphenylene) [P2], and poly(N-dodecyl-3,6-carbazole-alt-2,5-bisdodecyloxyphenylene) [P3] were prepared by using palladium-catalyzed Suzuki coupling reactions. All copolymers were characterized by means of FT-IR, GPC, H-1 and C-13 NMR, UV-vis, fluorescence spectroscopy, and X-ray powder diffraction patterns. All copolymers were soluble in common organic solvents, exhibited good thermal stability up to 390 degrees C, and showed UV-vis absorbance and fluorescence maxima around 328 and 394 nm, respectively. The polymers P1-P3 differed in N-alkyl substitution, i.e., n-hexyl (for P1), n-ethylhexyl (for P2), and n-dodecyl (for P3) groups. In addition, a third monomer, 2,5-substituted pyridine for poly(N-ethylhexyl-3,6-carbazole-co-2,5-didodecyloxy phenylene-co-2,5-pyridine) (P4) and dialkylated fluorene for poly(N-ethylhexyl-3,6-carbazole-co-2,5-didodecyloxy phenylene-co-9,9'-dihexylfluorene) (P5) was incorporated into the copolymer P2 to investigate the influence on their optical properties. The UV-vis and fluorescence maxima of P4 and P5 showed significant red shift in lambda(max) by 29 and 19 nm and Delta lambda(em) of 38 and 21 nm, respectively as compared to the polymers P1-P3. The quantum efficiencies of these polymers (52-78%) were relatively higher and may have good applications in the fabrication of LEDs. The UV-vis and fluorescence spectra of the polymers were significantly affected by the addition of tetrabutylammonium iodide and other metal iodides. A colorless polymer solution turns to deep yellow color on the addition of iodide salts. This change is, however, not observed in the presence of other anions such as fluoride, chloride and bromide salts. Therefore, the polymers P1-P5 may be useful in fabricating selective iodide sensors.

  DOI：

  10.1021/ma0613537