N-(2-hydroxyhexyl)benzo[k,l]thioxanthene-3,4-dicarboximide | 329685-20-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: N-(2-hydroxyhexyl)benzo[k,l]thioxanthene-3,4-dicarboximide
• 英文别名: 14-(6-Hydroxyhexyl)-8-thia-14-azapentacyclo[10.6.2.02,7.09,19.016,20]icosa-1(19),2,4,6,9,11,16(20),17-octaene-13,15-dione
• CAS: 329685-20-3
• 化学式: C₂₄H₂₁NO₃S
• 分子量: 403.502
• InChiKey: SPMDTNKFUQRICP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  82.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(2-hydroxyhexyl)benzo[k,l]thioxanthene-3,4-dicarboximide 、 氯甲酸烯丙酯 在 吡啶 作用下， 以 四氢呋喃 为溶剂， 反应 16.25h， 以100%的产率得到TX6AC
  参考文献：
  名称：

  [EN] NANOPIGMENTS
  [FR] NANOPIGMENTS

  摘要：

  本发明涉及一种一般式(I)的染料单体：A - X - R - O - C(O) - O - CH2- C(H) = CH2，其中A是染料分子，X和R均为可选的连接物。本发明还涉及包含所述染料单体和乙烯基不饱和单体的共聚物的颗粒，以及制备所述颗粒的方法，以及将所述颗粒用作纳米颜料的用途，以及包含所述颗粒作为纳米颜料的聚合物分散体。

  公开号：

  WO2010054441A1
• 作为产物：
  描述：

  苯并噻吨二羧酸酐 、 6-氨基-1-己醇 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 以90%的产率得到N-(2-hydroxyhexyl)benzo[k,l]thioxanthene-3,4-dicarboximide
  参考文献：
  名称：

  [EN] NANOPIGMENTS
  [FR] NANOPIGMENTS

  摘要：

  本发明涉及一种一般式(I)的染料单体：A - X - R - O - C(O) - O - CH2- C(H) = CH2，其中A是染料分子，X和R均为可选的连接物。本发明还涉及包含所述染料单体和乙烯基不饱和单体的共聚物的颗粒，以及制备所述颗粒的方法，以及将所述颗粒用作纳米颜料的用途，以及包含所述颗粒作为纳米颜料的聚合物分散体。

  公开号：

  WO2010054441A1

文献信息

• [EN] NANOPIGMENTS<br/>[FR] NANOPIGMENTS
  申请人：NVA IP HOLDINGS PTY LTD

  公开号：WO2010054441A1

  公开（公告）日：2010-05-20

  The present invention relates to a dye monomer of general formula (I): A - X - R - O - C(O) - O - CH2- C(H) = CH2,wherein A is a dye molecule and both X and R are optional linkers. The present invention also relates to particles comprising a copolymer of said dye monomer and an ethylenically unsaturated monomer, to a method of producing said particles, to the use of said particles as nanopigments and to polymer dispersions comprising said particles as nanopigments.

  本发明涉及一种一般式(I)的染料单体：A - X - R - O - C(O) - O - CH2- C(H) = CH2，其中A是染料分子，X和R均为可选的连接物。本发明还涉及包含所述染料单体和乙烯基不饱和单体的共聚物的颗粒，以及制备所述颗粒的方法，以及将所述颗粒用作纳米颜料的用途，以及包含所述颗粒作为纳米颜料的聚合物分散体。
• Spectral properties of bichromophoric probes based on pyrene and benzothioxanthene in solution and in polymer matrices
  作者：Jozef Kollár、Štefan Chmela、Pavol Hrdlovič

  DOI：10.1016/j.jphotochem.2013.06.017

  日期：2013.10

  The new initiator for controlled radical polymerization labeled with highly fluorescent chromophores was prepared. Highly fluorescent chromophores, such as pyrene and benzo[k,l]thioxanthene (BTX), were used for fluorescent labeling. The chromophores were combined with nitroxide on 2,2,5-trimethyl-4-phenyl-3-azahexane-3-nitroxide (TIPNO), which is one of the best systems for mediating the radical polymerization of olefins. The spectral properties of a labeled initiator were measured in solution and in polymer matrix. In the absorption spectra of the bichromophoric initiator there is a broad band with a maximum in the range 450-485 nm depending on the medium. This band corresponds to the BTX moiety, whereas the band with vibrational structure at 320-345 nm arises from the pyrene structural unit. The emission spectra of the probes, recorded at an excitation of 480 nm in solution and in the polymer matrices exhibit a broad band in the range 490-525 nm and it is red-shifted in polar media. Excitation of the labeled initiator in the region of the maximum absorption of pyrene results exclusively in emission due to BTX which is caused by efficient transfer of the excitation energy from pyrene to the benzothioxanthene chromophore. Quenching of the fluorescence of the donor chromophore pyrene moiety of the labeled initiator was observed in solution and in the polymer matrices, and this process is primarily intra-molecular. The quantum yield of florescence of the labeled initiator is very high in all the studied environments and is between 0.5 and 1 depending on the polarity of medium. Both chromophores exhibit fluorescence, but the lifetimes of the fluorescence are very different. The lifetime is 100-400 ns for pyrene and is 4-8 ns for benzothioxanthene. The intermolecular quenching rate constant of 3.6 x 10(10) dm(3) mol(-1) s(-1) was determined from the Stern-Volmer plot for the quenching of the decay of pyrene with the BTXD model dye. Based on the intermolecular quenching rate of the pyrene-BTXD, the rate of intramolecular energy transfer from pyrene to the BTX chromophore in this bichromophoric initiator was estimated to be greater than 10(11) s(-1). (C) 2013 Elsevier B.V. All rights reserved.