N-[2-(2-hydroxyethoxy)ethyl]naphthalimide | 651768-35-3

• 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-(2-hydroxyethoxy)ethyl]naphthalimide
• 英文别名: 2-(2-(2-hydroxyethoxy)ethyl)-1H-benzo[de]isoquinoline-1,3(2H)-dione；2-[2-(2-hydroxyethoxy)ethyl]benzo[de]isoquinoline-1,3-dione
• CAS: 651768-35-3
• 化学式: C₁₆H₁₅NO₄
• 分子量: 285.299
• InChiKey: WKTIKECKKLHBJH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  66.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-[2-(2-hydroxyethoxy)ethyl]naphthalimide 在 caesium carbonate 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 2-[2-(2-Naphthalen-2-yloxyethoxy)ethyl]benzo[de]isoquinoline-1,3-dione
  参考文献：
  名称：

  Segregated assemblies in bridged electron-rich and electron-poor π-conjugated moieties

  摘要：

  我们报道了一种利用相互排斥的脂肪族氟碳化合物与碳氢化合物之间的相互作用，实现富电子和缺电子的π共轭基团自发分离的通用策略。

  DOI：

  10.1039/b610565c
• 作为产物：
  描述：

  4-溴-1,8-萘二甲酸酐 在 2,2'-联吡啶 、 铜 作用下， 以 氟苯 、 乙醇 、 二甲基亚砜 为溶剂， 反应 74.0h， 生成 N-[2-(2-hydroxyethoxy)ethyl]naphthalimide
  参考文献：
  名称：

  Segregated assemblies in bridged electron-rich and electron-poor π-conjugated moieties

  摘要：

  我们报道了一种利用相互排斥的脂肪族氟碳化合物与碳氢化合物之间的相互作用，实现富电子和缺电子的π共轭基团自发分离的通用策略。

  DOI：

  10.1039/b610565c

文献信息

• Photochromism of a novel asymmetrical diarylethene with a (formyloxyethoxy)ethyl-linked naphthalimide moiety
  作者：Xue Li、Gang Liu、Shouzhi Pu

  DOI：10.1002/poc.3336

  日期：2014.9

  A novel asymmetrical diarylethene with a (formyloxyethoxy)ethyl‐linked naphthalimide unit was synthesized, and its photochromic and fluorescence properties were systematically investigated in both solution and a poly(metyl methacrylate) film. The diarylethene showed significant photochromism and notable fluorescence switching properties upon irradiation with ultraviolet/visible light. Compared with

  合成了具有（甲酰氧基乙氧基）乙基连接的萘二甲酰亚胺单元的新型不对称二芳基乙烯，并在溶液和聚甲基丙烯酸甲酯薄膜中系统地研究了其光致变色和荧光性质。当用紫外/可见光照射时，二芳基乙烯显示出显着的光致变色和显着的荧光转换特性。与母体二芳基乙烯相比，引入萘二甲酰亚胺部分可有效地增加二芳基乙烯的摩尔吸收系数，荧光量子产率和荧光调制效率。版权所有©2014 John Wiley＆Sons，Ltd.
• Self-Assembly of Semifluorinated Minidendrons Attached to Electron-Acceptor Groups into Pyramidal Columns
  作者：Virgil Percec、Emad Aqad、Mihai Peterca、Mohammad R. Imam、Martin Glodde、Tusha K. Bera、Yoshiko Miura、Venkatachalapathy S. K. Balagurusamy、Paul C. Ewbank、Frank Würthner、Paul A. Heiney

  DOI：10.1002/chem.200600901

  日期：2007.4.16

  Dendrons attached to large electron-acceptor molecules, such as perylene bisimide, mediate the assembly of their acceptors in an unprecedented arrangement of pi-stacks that have the long axis of the acceptors parallel to the long axis of the supramolecular pyramidal column. All supramolecular columns self-organize into various periodic columnar arrays that exhibit liquid-crystalline phases, crystalline

  报道了十二种半氟化第一代树枝状分子或迷你树枝状分子的合成和自组装，这些树枝状分子或迷你树枝状分子是由八个受体和三个树枝状分子的各种组合产生的电子受体（n型）基团。附着在小的电子受体分子上的树枝将其自组装介导到位于超分子螺旋锥柱中心的pi堆栈中，受体的长轴垂直于柱的长轴。附着在大电子受体分子（例如bi双酰亚胺）上的树枝状结构以前所未有的pi堆栈形式介导了其受体的组装，该pi堆栈的受体长轴与超分子锥体圆柱的长轴平行。所有超分子柱都自组织成各种周期性的柱状阵列，这些柱状阵列显示液晶相，结晶相或柱内顺序增强的液晶相。本研究证明了由半氟化树枝状分子介导的n型电活性基团的组装概念的简单性和多功能性，并评估了这种超分子策略的范围和局限性。
• Sunlight Induced Oxidative Photoactivation of<i>N</i>-Hydroxyphthalimide Mediated by Naphthalene Imides
  作者：Lucio Melone、Paola Franchi、Marco Lucarini、Carlo Punta

  DOI：10.1002/adsc.201300611

  日期：2013.11.11

  AbstractWe report the aerobic photoactivation of N‐hydroxyphthlimide (NHPI) to the phthalimido‐N‐oxyl (PINO) radical mediated by naphthalene monoimides (NI) for promoting the selective oxidation of alkylaromatics and allylic compounds to the corresponding hydroperoxides. In the absence of either NI or NHPI no oxidation was observed, meaning that the two molecules operate in a synergistic way. Sunlight as well as artificial UV‐light irradiation was necessary in order to perform the process at low temperature (30–35 °C). EPR spectroscopy confirmed the role of NI and oxygen in promoting the formation of the superoxide radicals O2.− which, in turn, increased the concentration of PINO radicals during the UV light irradiation of NI/NHPI mixtures in MeCN. The investigation was extended to NI bearing different substituents on the naphthalene moiety. Finally, the synthesis and application of a unique photocatalyst including the NI and NHPI moieties linked by a suitable spacer was also considered. In this case the photocatalyst showed a substrate‐dependent behaviour with some peculiarities in comparison to the system where NI and NHPI are independent units in the same reacting system. This photocatalytic system paves the way to a non‐thermal, metal‐free approach for CH bond activation towards aerobic oxidation under very mild conditions.magnified image
• 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