allyl 2-cyano-2-(2,6-dimethyl-4H-pyran-4-ylidene)acetate | 1118748-96-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: allyl 2-cyano-2-(2,6-dimethyl-4H-pyran-4-ylidene)acetate
• 英文别名: allyl-cyano-2-(2,6-dimethyl-4H-pyran-4-ylidene)acetate
• CAS: 1118748-96-1
• 化学式: C₁₃H₁₃NO₃
• 分子量: 231.251
• InChiKey: LDQKQCMIIXYIPO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.37
• 重原子数：
  17.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  59.32
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  allyl 2-cyano-2-(2,6-dimethyl-4H-pyran-4-ylidene)acetate 、 4-二苯胺基苯甲醛 在 哌啶 作用下， 以 丙醇 为溶剂， 反应 24.0h， 以30%的产率得到allyl 2-(2,6-bis((E)-4-(diphenylamino)styryl)-4H-pyran-4-ylidene)-2-cyanoacetate
  参考文献：
  名称：

  The thermoresponsive behaviour of a poly(N-isopropylacrylamide) hydrogel with a D-π-A type pyran-based fluorescent dye

  摘要：

  A thermoresponsive poly(NIPAM-co-fluorophore) hydrogel labeled with pyran-based fluorescent dye was prepared using conventional radical copolymerization. The low critical solution temperature behaviour was investigated using UV-vis spectroscopy which allowed the measurement of the phase transition over a wide range of temperature. The poly(NIPAM-co-fluorophore) in aqueous solution underwent a phase transition at 36-58 degrees C. The fluorescence intensities of the polymer in aqueous solution increased with increasing temperature across the low critical solution temperature transition range. The fluorophore displayed a blue shift in emission with increase in temperature due to destabilization of the excited state. Evidence from fluorescence and dynamic light scattering demonstrated that, >58 degrees C, the size of the polymer aggregates was 12,500 m. The morphology of the internal microstructure of the poly(NIPAM-co-fluorophore) hydrogel was observed using scanning electron microscopy. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2010.02.008
• 作为产物：
  描述：

  2,6-二甲基-4-吡喃酮 、 氰乙酸烯丙酯 在 溶剂黄146 作用下， 反应 24.0h， 以32%的产率得到allyl 2-cyano-2-(2,6-dimethyl-4H-pyran-4-ylidene)acetate
  参考文献：
  名称：

  The thermoresponsive behaviour of a poly(N-isopropylacrylamide) hydrogel with a D-π-A type pyran-based fluorescent dye

  摘要：

  A thermoresponsive poly(NIPAM-co-fluorophore) hydrogel labeled with pyran-based fluorescent dye was prepared using conventional radical copolymerization. The low critical solution temperature behaviour was investigated using UV-vis spectroscopy which allowed the measurement of the phase transition over a wide range of temperature. The poly(NIPAM-co-fluorophore) in aqueous solution underwent a phase transition at 36-58 degrees C. The fluorescence intensities of the polymer in aqueous solution increased with increasing temperature across the low critical solution temperature transition range. The fluorophore displayed a blue shift in emission with increase in temperature due to destabilization of the excited state. Evidence from fluorescence and dynamic light scattering demonstrated that, >58 degrees C, the size of the polymer aggregates was 12,500 m. The morphology of the internal microstructure of the poly(NIPAM-co-fluorophore) hydrogel was observed using scanning electron microscopy. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2010.02.008

文献信息

• Photoswitching of bisthienylethene using 2D-π-A type pyran-based fluorescent dye for rewritable optical storage
  作者：Sheng Wang、Qiaozhen Qi、Chengpeng Li、Guohua Ding、Sung-Hoon Kim

  DOI：10.1016/j.dyepig.2010.09.010

  日期：2011.5

  The photoswitching of photochromic bisthienylethene mixed electron donor-it-accepter (2D-pi-A) type fluorescent dye with appropriate doping ratio was constructed, which showed excellent fluorescence switch "on" and "off" when the photochromic bisthienylethene undergoes ring-opening and ring-closed photoisomerization with UV and visible-light irradiation in solution and PMMA film. The erasable and rewritable photo-images on the photochromic bisthienylethene mixed 2D-pi-A type fluorescent dye in PMMA were successfully demonstrated, which will provide a simple and viable method for optical data storage based photochromic fluorescent materials. These developments are crucial for fundamental research and eventual technical application for all-photo mode high-density optical data storage. (C) 2010 Elsevier Ltd. All rights reserved.
• Photoregulated optical switching of poly(N-isopropylacrylamide) hydrogel in aqueous solution with covalently attached spironaphthoxazine and D-π-A type pyran-based fluorescent dye
  作者：Sung-Hoon Kim、In-Jeong Hwang、Seon-Yeong Gwon、Young-A. Son

  DOI：10.1016/j.dyepig.2010.03.014

  日期：2010.10

  A thermoresponsive poly(NIPAM-co-SPO-co-fluorophore) hydrogel comprising poly(N-iso-propylacrylamide) that was partially modified using an electron donor-pi-conjugated-electron acceptor (D-pi-A) pyran-based fluorescent dye using radical copolymerization as well as a photochromic spironaphthoxazine unit displayed a lower critical solution temperature transition from 28 to 50 degrees C in aqueous solution. The poly(NIPAM-co-SPO-co-fluorophore) copolymer exhibited excellent photochromic behavior in both aqueous solution and hydrogel state. The fluorescence intensity of the poly(NIPAM-co-SPO-co-fluorophore) was temperature-dependent. The relationship between fluorescence intensity change and size of the polymer aggregates was determined using dynamic light scattering. Reversible modulation of fluorescence intensity was achieved using alternating irradiation with UV and visible light. The internal microstructure of the poly(NIPAM-co-SPO-co-fluorophore) hydrogel was investigated using SEM. (C) 2010 Elsevier Ltd. All rights reserved.