2,2'-spirobi<2H-1-benzopyran> | 178-30-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 2,2'-spirobi<2H-1-benzopyran>
• 英文别名: 2,2'-spirobi[chromene]；[2,2']spirobichromene；[2,2']Spirobichromen；2,2'-Spirobi-<2H-1-benzopyran>；Spiropyran；2,2'-Spirobi[2H-1-benzopyran]
• CAS: 178-30-3；132314-08-0；132314-09-1
• 化学式: C₁₇H₁₂O₂
• 分子量: 248.281
• InChiKey: DPBINLLPYGUIJM-UHFFFAOYSA-N

物化性质

• 沸点：
  425.3±45.0 °C(Predicted)
• 密度：
  1.28±0.1 g/cm3(Predicted)
• 熔点：
  101 °C

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  19
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,2'-spirobi<2H-1-benzopyran> 以 乙腈 为溶剂， 生成 6-(2-(2H-chromen-2-ylidene)ethylidene)cyclohexa-2,4-dien-1-one
  参考文献：
  名称：

  Time-resolved resonance Raman and molecular orbital studies of the structures of the transient species involved in the photochromic reaction of 2,2′-spirobi[2H-1-benzopyran]

  摘要：

  Resonance Raman spectra of the transient species of 2,2'-spirobi [2H-1-benzopyran] in various solvents reveal that at least two isomers exist in solution, the relative abundance of which depends on the polarity and hydrogen-bond donor ability of the solvent. Vibrational assignment of the transient species based on C-13 substitutions shows that the Raman bands mainly attributable to the vibrations of the open benzopyran part are enhanced by the Raman excitation wavelengths longer than 460 nm, whereas those assignable to the vibrations of the closed benzopyran part are observed only by the Raman excitation wavelengths shorter than 460 nm. Semi-empirical molecular orbital calculations show that the contribution of the ortho-quinoidal form to the resonance hybrid structure of the transient species is much larger than that of the zwitterionic form. Also, it is shown that the trans-trans-trans (TTT) configuration about the three C-C partial double bonds of the transient species is most stable.

  DOI：

  10.1016/0022-2860(91)87122-x
• 作为产物：
  描述：

  水杨醛 在 sodium hydroxide 作用下， 以 乙醇 、 水 、 乙腈 为溶剂， 反应 72.0h， 生成 2,2'-spirobi<2H-1-benzopyran>
  参考文献：
  名称：

  苯环化螺缩酮的光诱导合成

  摘要：

  通过光致烯酮异构化和螺缩酮化作为关键步骤制备了一系列苯并环化螺缩酮。简单的协议不需要额外的试剂或催化剂，并且可以耐受水分和空气。

  DOI：

  10.1055/s-0034-1381038

文献信息

• Substituent Effects on Thermal Decolorization Rates of Bisbenzospiropyrans
  作者：Nina T. Lu、Vi N. Nguyen、Satish Kumar、Alison McCurdy

  DOI：10.1021/jo051449j

  日期：2005.10.1

  calcium signals by reversibly binding and releasing calcium ions in response to light. Substituent changes on the largely unexplored photochromic bisbenzospiropyran scaffold led to significant changes in thermal fading rates in several organic solvents. Excellent correlations have been found between fading rates and empirical Hammett constants as well as calculated ground-state energies. These correlations

  光致变色分子的一种新型应用是通过响应于光可逆地结合和释放钙离子来模仿生理振荡的钙信号。在很大程度上未开发的光致变色双苯并螺旋吡喃支架上的取代基变化导致几种有机溶剂中的热褪色速率发生了显着变化。已发现衰落速率与经验Hammett常数以及计算出的基态能量之间具有极好的相关性。这些相关性可用于改善支架设计。
• PHOTOCHROMIC LATEX INK
  申请人：XEROX CORPORATION

  公开号：US20150153479A1

  公开（公告）日：2015-06-04

  A photochromic latex ink includes an organic polymer; optionally a colorant, and a photochromic compound. The photochromic ink composition has an average particle size from about 20 nm to about 600 nm. The photochromic ink composition is capable of reversibly converting from a first color to a second color in response to a predetermined wavelength scope.

  一种光致变色乳胶墨水，包括有机聚合物；可选颜料和光致变色化合物。光致变色墨水组合物的平均粒径为大约20纳米到约600纳米。光致变色墨水组合物能够在预定波长范围内可逆地从第一种颜色转变为第二种颜色。
• PHOTOCHROMIC COMPOSITION, SPECTACLE LENS, PROCESS FOR MANUFACTURING A SPECTACLE LENS, AND SPECTACLE
  申请人：Carl Zeiss Vision International GmbH

  公开号：EP3418347A1

  公开（公告）日：2018-12-26

  The invention is directed a photochromic composition comprising at least one photochromic compound, and at least one radically polymerizable monomer, wherein said at least one radically polymerizable monomer is a polymerizable multifunctional monomer comprising at least three reactive groups, said photochromic composition further comprises at least one bifunctional acrylate, or at least one bifunctional methacrylate or a mixture thereof, wherein said bifunctional acrylate or methacrylate, respectively, has the chemical formula (I): wherein R is H or CH3, A is alkylene with 3 to 6 carbon atoms, and n is an integer of 8 to 12, preferably of 9 to 10. The invention is further directed to a spectacle lens, a spectacle, and a process for manufacturing a spectacle lens.

  本发明涉及一种光致变色组合物，该组合物包含至少一种光致变色化合物和至少一种可辐射聚合单体，其中所述至少一种可辐射聚合单体为包含至少三个活性基团的可聚合多功能单体，所述光致变色组合物还包含至少一种双官能丙烯酸酯或至少一种双官能甲基丙烯酸酯或其混合物，其中所述双官能丙烯酸酯或甲基丙烯酸酯分别具有化学式（I）： 其中 R 是 H 或 CH3，A 是含 3 至 6 个碳原子的亚烷基，n 是 8 至 12 的整数，最好是 9 至 10。本发明还涉及一种眼镜片、一种眼镜和一种制造眼镜片的工艺。
• Integrated highlighting and shading marker system
  申请人：Crayola LLC

  公开号：US11007813B2

  公开（公告）日：2021-05-18

  An integrated highlighting marker includes a multi-component marker ink comprising a base colorant and a tinting colorant. The marking system also includes a highlighting component configured to transform the base colorant from a first colored state to a second colored state based on the tinting colorant. The highlighting component may be configured to transform the primary base colorant from a colored state to a transparent state to reveal the tinting colorant.

  一种集成的高光标记包括一种多组分标记墨水，该墨水由基础着色剂和着色剂组成。打标系统还包括一个高光组件，配置用于根据着色剂将基色剂从第一着色状态转变为第二着色状态。高光组件可配置为将第一基底着色剂从有色状态转变为透明状态，以显示着色剂。
• Photochromic dyes for microsphere based sensor
  申请人：Shukla Deepak

  公开号：US20050019954A1

  公开（公告）日：2005-01-27

  A color coded bead for use in a microarray for detecting target analytes, the bead comprising: a photochromic compound in a medium, the bead having a receptor molecule on its surface; wherein the photochromic compound confers on the bead a distinct optical signature; and wherein the receptor molecule is capable of binding to a target analyte.

  用于检测目标分析物的微阵列中的彩色编码珠，该珠包括：介质中的光致变色化合物，该珠表面有受体分子；其中光致变色化合物赋予该珠独特的光学特征；其中受体分子能够与目标分析物结合。