紫红色光致变染料 | 144582-55-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 紫红色光致变染料
• 英文名称: 5-chloro-1,3,3-trimethyl-6'-piperidinospiro(indoline-2,3'-naphtho[2,1-b][1,4]oxazine)
• 英文别名: 5-chloro-1,3,3-trimethyl-6'-piperidinylspiro[indoline-2,3-naphtho[2,1-b][1,4]oxazine]；5-chloro-1,3,3-trimethyl-6'-piperidinospiro(indolino-2,3'-[3H]naphth[2,1-b]oxazine)；5-Chloro-1,3,3-TriMethyl-6'-(piperiDin-1-yl)spiro[indoline-2,3'-Naphtho[2,1-b][1,4]oxazine]；5'-chloro-1',3',3'-trimethyl-6-piperidin-1-ylspiro[benzo[f][1,4]benzoxazine-3,2'-indole]
• CAS: 144582-55-8
• 化学式: C₂₇H₂₈ClN₃O
• 分子量: 445.992
• InChiKey: GYUZHNKXZJGPSC-UHFFFAOYSA-N

物化性质

• 熔点：
  229-231 °C
• 沸点：
  658.9±55.0 °C(Predicted)
• 密度：
  1.28±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  32
• 可旋转键数：
  1
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  28.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-亚硝基-2-萘酚 以 甲醇 为溶剂， 生成 紫红色光致变染料
  参考文献：
  名称：

  Red Colouring Photochromic 6′-Substituted Spiroindolinon Aphth[2,1-b][1,4]Oxazines

  摘要：

  Electron donating/withdrawing substituents and electronegative centres have been successfully employed in substantially widening the range of photo-generated colours available in the spiroindolinonaphthoxazine class of photochromic materials.

  DOI：

  10.1080/10587259408037780

文献信息

• One-Pot Synthesis of 6′-Amino-Substituted Spirooxazines
  作者：O. A. Fedorova、A. V. Koshkin、V. Lokshin、A. Samat、S. P. Gromov

  DOI：10.1055/s-2005-870006

  日期：——

  A one-pot synthesis of 6'-amino-substituted spiroindolinonaphth[2,1-b][1,4]oxazines is developed through the condensation of 2-methylene-1,3,3-trimethylindoline derivatives and 1-amino-2-naphthol in the presence of different secondary amines and oxidizing agents using methanol or toluene as the solvent. The main advantage of the method is its simplicity, and starting from readily accessible reagents

  通过 2-methylene-1,3,3-trimethylindoline 衍生物与 1-amino-2 的缩合，一锅法合成 6'-氨基取代的螺吲哚啉萘 [2,1-b][1,4] 恶嗪-萘酚在不同的仲胺和氧化剂的存在下使用甲醇或甲苯作为溶剂。该方法的主要优点是简单，并且从容易获得的试剂开始，它可以在温和的反应条件下以良好的收率制备螺萘恶嗪的氨基衍生物。
• One-Pot Synthesis of Photochromic 6′-Amino-Substituted Spirooxazines from 1-Nitroso-2-naphthol Zinc Chelate and Indoline Base
  作者：Mei-Li Pang、Ji-Ben Meng、Hui-Juan Zhang、Pei-Pei Liu、Zhi-Hong Zou、Jie Han

  DOI：10.1055/s-0030-1258197

  日期：2010.10

  A series of spirooxazine derivatives containing nitrogen heterocycles were synthesized through the condensation of 2-methylene-1,3,3-trimethylindoline derivatives with the zinc salt of 1-nitroso-2-naphthol using ethanol as solvent. The method is simple, starts from readily accessible and inexpensive reagents, and leads to the synthesis of 6′-substituted spirooxazines in moderate to good yields. We simplified the workup and found that, for some target compounds, recrystallization can effectively improve efficiency of the separation and purification.

  以乙醇为溶剂，通过 2-亚甲基-1,3,3-三甲基吲哚啉衍生物与 1-亚硝基-2-萘酚锌盐的缩合，合成了一系列含氮杂环的螺噁嗪衍生物。该方法简单易行，从容易获得且价格低廉的试剂开始，以中等至良好的收率合成 6′-取代的螺噁嗪。我们简化了操作步骤，并发现对于某些目标化合物，重结晶可以有效提高分离和纯化的效率。
• 一种利用微通道反应器合成螺噁嗪类光致变色染料的方法
  申请人：广州盛色科技有限公司

  公开号：CN113943493A

  公开（公告）日：2022-01-18

  本发明涉及一种利用微通道反应器合成螺噁嗪光致变色染料的方法。在染料合成后期的偶联成环过程中，通过预反应系统分别将含有反应原料的流动相体系温度调整至反应温度后，利用恒流泵将上述流动相分别泵入微通道反应器内进行混合控温反应，得到含有光变染料的溶液，通过浓缩、重结晶、脱色和干燥，获得光致变色染料。本方法利用微通道较高的混合和热交换效率，保证了反应物的充分混合和控温的精确，节能效果好，降低了生产成本，产物纯度高，降低后续处理难度，流动相可重复利用，方便规模化生产，具有广大的应用前景。
• Infrared sensitive color-forming composition, infrared curable color-forming composition, lithographic printing plate precursor and plate making method
  申请人：FUJIFILM Corporation

  公开号：US10022996B2

  公开（公告）日：2018-07-17

  The invention is directed to an infrared sensitive color-forming composition containing a compound having an infrared absorbing skeleton and a thermochromic skeleton in a molecule thereof wherein the infrared absorbing skeleton and the thermochromic skeleton are connected with a covalent bond or an ionic bond and a binder; an infrared curable color-forming composition wherein the infrared sensitive color-forming composition further contains a radical initiator and a polymerizable compound; a lithographic printing plate precursor having an image-recording layer containing the infrared curable color-forming composition on a support; a plate making method including imagewise exposing the lithographic printing plate precursor and conducting on-press development processing by supplying printing ink and dampening water on a printing machine to remove a non-image area; a compound represented by the formula (7) as defined herein; and a compound represented by the formula (8) as defined herein.

  本发明涉及一种红外敏感成色组合物，其分子中含有具有红外吸收骨架和热致变色骨架的化合物，其中红外吸收骨架和热致变色骨架通过共价键或离子键和粘合剂连接；一种红外可固化成色组合物，其中红外敏感成色组合物进一步含有自由基引发剂和可聚合化合物；平版印刷版前体，在支撑物上具有含有红外固化成色组合物的图像记录层；制版方法，包括对平版印刷版前体进行图像曝光，并通过在印刷机上提供印刷油墨和润湿水来进行印上显影处理，以去除非图像区域；由本文定义的式(7)表示的化合物；以及由本文定义的式(8)表示的化合物。
• Synthesis, characterization and photochromic studies in film of heterocycle-containing spirooxazines
  作者：Ting-feng Tan、Pei-li Chen、Hua-ming Huang、Ji-ben Meng

  DOI：10.1016/j.tet.2005.06.057

  日期：2005.8

  A series of novel heterocycle-containing spirooxazines have been designed and synthesized, and their photochromic properties were investigated under flash photolysis and continuous irradiation in particular regard to the fatigue resistance, the lifetime of the colored merocyanine form in various solutions and polymers. Especially, the characteristics of two UV-sensitive spirooxazines dispersed polymethylmethacrylate thin-films were extensively studied. Detailed studies showed that general significant shifts in the lambda(max) of the absorption spectra of the open forms, interesting fatigue resistances and emission fluorescene properties were observed. (c) 2005 Elsevier Ltd. All rights reserved.