3,6-bis(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-N-octylcarbazole | 1600534-29-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 3,6-bis(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-N-octylcarbazole
• CAS: 1600534-29-9
• 化学式: C₃₀H₄₃B₂NO₄
• 分子量: 503.298
• InChiKey: VDZZXNHVQIAAEL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.69
• 重原子数：
  37.0
• 可旋转键数：
  9.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  41.85
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  3,6-二溴-9-正辛基咔唑 在 盐酸 、 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 、 甲苯 为溶剂， 反应 5.0h， 生成 3,6-bis(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-N-octylcarbazole
  参考文献：
  名称：

  Poly(1,4-diketo-3,6-diphenylpyrrolo[3,4-c]pyrrole-alt−3,6-carbazole/2,7-fluorene) as high-performance two-photon dyes

  摘要：

  This article reports the synthesis, one- and two-photon absorption, and excited fluorescence properties of poly(1,4-diketo-3,6-diphenylpyrrolo[3,4-c]pyrrole-alt-N-octyl-3,6-carbazole/2,7-fluorene) (PDCZ/PDFL). PDCZ and PDFL are synthesized by the Suzuki cross-coupling of 2,5-dioctyl-1,4-diketo-3,6-bis(p-bromophenylpyrrolo[3,4-c]pyrrole and N-octyl-3,6-bis(3,3-dimethyl-1,3,2-dioxaborolan-2-yl)carbazole or 2,7-bis(3,3-dimethyl-1,3,2-dioxaborolan-2-yl)fluorene and have number-average molecular weights of 8.5 x 10(3) and 1.14 x 10(4) g/mol and polydispersities of 2.06 and 1.83, respectively. They are highly soluble in common organic solvents and emit strong orange one- and two-photon excited fluorescence (2PEF) in THF solution and exhibit high light and heat stability. The maximal two-photon absorption cross-sections () measured in THF solution by the 2PEF method using femtosecond laser pulses are 970 and 900 GM per repeating unit for PDCZ and PDFL, respectively. These 1,4-diketo-pyrrolo[3,4-c]pyrrole-containing polymers with full aromatic structure and large will be promising high-performance 2PA dyes applicable in two-photon science and technology. (c) 2013 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2014, 52, 944-951

  DOI：

  10.1002/pola.27074