N-[(2-acrylolyl)ethoxy]-1,8-naphthalimide | 40459-72-1

• 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-acrylolyl)ethoxy]-1,8-naphthalimide
• 英文别名: 2-Naphthalimidoethyl-acrylat；2-(2-acryloyloxy-ethyl)-benzo[de]isoquinoline-1,3-dione；2-(1,3-Dioxobenzo[de]isoquinolin-2-yl)ethyl prop-2-enoate
• CAS: 40459-72-1
• 化学式: C₁₇H₁₃NO₄
• 分子量: 295.295
• InChiKey: JCDFKTFQBWWFEI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  63.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-(2-羟基乙基)-1H-苯并[de]异喹啉-1,3(2H-)-二酮 、 丙烯酰氯 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 8.0h， 以80%的产率得到N-[(2-acrylolyl)ethoxy]-1,8-naphthalimide
  参考文献：
  名称：

  Synthesis and spectral properties of novel laser copolymers based on modified rhodamine 6G and 1,8­naphthalimide

  摘要：

  含有两个1,8-萘酰亚胺作为天线的三色颜料罗丹明染料（TCR-1和TCR-2）在甲基丙烯酸酯中进行固态激光操作时，观察到了其优秀的光稳定性。要进一步理解这些化合物中运行的稳定机制，需要对其光物理特性进行研究。通过单光子计数技术测量了TCR-1和TCR-2的荧光寿命，并观察到了从萘酰亚胺部分（NA）到罗丹明部分（Rh）的分子内单态能量转移。为了获得具有高激光辐射损伤阈值的激光染料聚合物材料，已将改性罗丹明6G分子（Rh-Al或Rh-Aln）与可聚合双键与1,8-萘酰亚胺衍生物共聚合。这些新共聚物的吸收光谱表明，在其基态中，两个NA与Rh部分之间几乎没有或没有相互作用，然而荧光光谱表明，在共聚物中，NA基团向Rh-Al或Rh-Aln基团的能量转移是确实发生的。相比之下，未观察到对应于共聚物的单体等摩尔混合物中能量转移，这表明在本研究合成的共聚物中，分子内能量转移主要沿着聚合物链发生。

  DOI：

  10.1039/b000141o

文献信息

• Photoradical polymerization initiator, radical generator, photosensitive compound and photosensitive resin composition containing these materials and product or its accessory portions using the composition
  申请人：SAKAYORI Katsuya

  公开号：US20080275154A1

  公开（公告）日：2008-11-06

  The present invention provides a radical generator having a naphthalimide structure or a crosslinking agent and a photosensitive compound having a function as a radical generator. A photoradical polymerization initiator of the present invention comprises a compound (a) having only one naphthalimide structure-containing group in one molecule. The radial generator of the present invention comprises a compound (c) having two or more naphthalimide structure-containing groups in one molecule and also functions as a crosslinking agent. A first photosensitive compound of the present invention comprises a compound (d) having a naphthalimide structure-containing group and an ethylenic unsaturated group in one molecule. A second photosensitive compound of the present invention comprises a polymer (e) of one or more radical polymerizable compounds containing the compound (d). A photosensitive resin composition according to the present invention contains, as an essential component, the above compound (a), compound (c), compound (d) or polymer (e).
• US7410746B2
  申请人：——

  公开号：US7410746B2

  公开（公告）日：2008-08-12
• US8211613B2
  申请人：——

  公开号：US8211613B2

  公开（公告）日：2012-07-03
• Synthesis and spectral properties of novel laser copolymers based on modified rhodamine 6G and 1,8­naphthalimide
  作者：He Tian、Yuanjun He、Chen-Pin Chang

  DOI：10.1039/b000141o

  日期：——

  The excellent photostability of the trichromophoric rhodamine dyes (TCR-1 and TCR-2) containing two 1,8-naphthalimides as antennas had been observed for the solid lasing operation using the dyes in methacrylate. Further understanding of the stabilization mechanism operating in these compounds would require a study of photophysical properties. The fluorescence lifetimes of TCR-1 and TCR-2 have been measured by the single-photon counting technique and the intramolecular singlet energy transfer from the naphthalimide moiety (NA) to the rhodamine moiety (Rh) has been observed. In order to obtain laser dye polymer materials with a high laser-radiation-damage threshold, modified rhodamine 6G molecules (Rh-Al or Rh-Aln) with polymerizable double bonds have been copolymerized with 1,8-naphthalimide derivatives. The absorption spectra of these new copolymers indicate there is little or no interaction between the two NA and the Rh moieties in their ground state, however, the fluorescent spectra indicate that energy transfer from the NA group to the Rh-Al or Rh-Aln group in the copolymers does occur. In comparison, energy transfer was not observed in an equal molar mixture of monomers corresponding to the copolymers, which demonstrated that intramolecular energy transfer in the copolymer synthesized in this study occurred mainly along the polymeric chain.

  含有两个1,8-萘酰亚胺作为天线的三色颜料罗丹明染料（TCR-1和TCR-2）在甲基丙烯酸酯中进行固态激光操作时，观察到了其优秀的光稳定性。要进一步理解这些化合物中运行的稳定机制，需要对其光物理特性进行研究。通过单光子计数技术测量了TCR-1和TCR-2的荧光寿命，并观察到了从萘酰亚胺部分（NA）到罗丹明部分（Rh）的分子内单态能量转移。为了获得具有高激光辐射损伤阈值的激光染料聚合物材料，已将改性罗丹明6G分子（Rh-Al或Rh-Aln）与可聚合双键与1,8-萘酰亚胺衍生物共聚合。这些新共聚物的吸收光谱表明，在其基态中，两个NA与Rh部分之间几乎没有或没有相互作用，然而荧光光谱表明，在共聚物中，NA基团向Rh-Al或Rh-Aln基团的能量转移是确实发生的。相比之下，未观察到对应于共聚物的单体等摩尔混合物中能量转移，这表明在本研究合成的共聚物中，分子内能量转移主要沿着聚合物链发生。