4-methacryloyloxy-(E)-stilbene | 82829-45-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 4-methacryloyloxy-(E)-stilbene
• 英文别名: [4-[(E)-2-phenylethenyl]phenyl] 2-methylprop-2-enoate
• CAS: 82829-45-6
• 化学式: C₁₈H₁₆O₂
• 分子量: 264.324
• InChiKey: WIEWZYUYYIJIGK-CMDGGOBGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  反式-4-羟基芪 、 甲基丙烯酰氯 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 17.0h， 以81%的产率得到4-methacryloyloxy-(E)-stilbene
  参考文献：
  名称：

  Selective [2 + 2]-Cycloaddition in Methacrylic Stilbene Polymers without Interference from E/Z-Isomerization

  摘要：

  Stilbene is known to undergo two different reactions upon photochemical excitation. The first is an E/Z isomerization and the second is a [2 + 2]-cycloaddition of two stilbene molecules. Because both reactions occur in parallel their use is limited. Here we report on photorefractive polymers with a methacrylate backbone and covalently attached 4-hydroxy-(E)-stilbene or 3,5-dimethoxy-4-hydroxy-(E)-stilbene units in the side chain which show [2 + 2]-cycloaddition only. Both polymers, poly(4-methacryloyloxy-(E)-stilbene) (PMAES) and poly(4-methacryloyloxy-3,5-dimethoxy-(E)-stilbene) (PMADMES), show very high initial refractive indices of 1.6533 for PMAES and 1.6288 for PMADMES. The photochemical reaction upon laser irradiation with 355 nm was monitored by UV/vis, fluorescence, and IR spectroscopy. The light-induced changes of the refractive index at 633 nm measured by surface plasmon resonance (SPR) were found to be Delta n > 0.05 for PMAES and Delta n > 0.04 for PMADMES. The sensitivity of PMADMES is enhanced compared to PMAES due to the electron donating groups (EDG) as the direct comparison of both polymers shows. Both polymers are useful for optical devices because they do not show any absorption in the visible range and are noncrystalline as determined by wide-angle X-ray scattering (WAXS) and differential scanning calorimetry (DSC).

  DOI：

  10.1021/ma2015485

文献信息

• External additive for toner for electrophotography, toner for electrophotography, double-component developer for electrophotography, image forming process using the toner, and image-forming apparatus using the toner
  申请人：Ricoh Company Ltd.

  公开号：EP1383010A1

  公开（公告）日：2004-01-21

  An external additive for a toner for electrophotography which contains oxide fine particles which contain silicon, in which the oxide fine particles have a primary particle diameter of 30nm to 300nm in number average, a standard deviation σ of a particle size distribution of the primary particle diameter satisfies a relation of: R/4 ≤ σ ≤ R, in which the R expresses the primary particle diameter, the oxide fine particles are substantially spherical having a circularity SF1 defined as equation (1) of 100 to 130 and a circularity SF2 defined as equation (2) of 100 to 125;SF1 = (L2/A) ×(π/4) × 100SF2 = (P2/A) × (1/4π) × 100 in the equations, "L" expresses the absolute maximum length of the oxide fine particles; "A" expresses a projected area of the oxide fine particles; and "P" expresses a maximum perimeter of the oxide fine particles.

  一种用于电致发光墨粉的外部添加剂，它含有含硅的氧化物微粒，其中氧化物微粒的主颗粒直径平均为30纳米至300纳米，主颗粒直径的粒度分布的标准偏差σ满足以下关系式：R/4 ≤ σ ≤ R，其中 R 表示主颗粒直径、 氧化物微粒基本上是球形的，其圆度 SF1 定义为式（1）的 100 至 130，圆度 SF2 定义为式（2）的 100 至 125；SF1 = (L2/A) ×(π/4) × 100SF2 = (P2/A) × (1/4π) × 100 在公式中，"L "表示氧化物微粒的绝对最大长度；"A "表示氧化物微粒的投影面积；"P "表示氧化物微粒的最大周长。
• External additive for toner for electrophotography, toner for electrophotography, double-component developer for electrophotography, image-forming process using the toner, and image-forming apparatus using the toner
  申请人：——

  公开号：US20040067189A1

  公开（公告）日：2004-04-08

  An external additive for a toner for electrophotography which contains oxide fine particles which contain silicon, in which the oxide fine particles have a primary particle diameter of 30 nm to 300 nm in number average, a standard deviation &sgr; of a particle size distribution of the primary particle diameter satisfies a relation of: R/4≦&sgr;≦R in which the R expresses the primary particle diameter, the oxide fine particles are substantially spherical having a circularity SF1 defined as equation (1) of 100 to 130 and a circularity SF2 defined as equation (2) of 100 to 125; SF 1=( L 2 /A )×(&pgr;/4)×100  equation (1) SF 2=( P 2 /A )×(¼&pgr;)×100  equation (2), in the equations, “L” expresses the absolute maximum length of the oxide fine particles; “A” expresses a projected area of the oxide fine particles; and “P” expresses a maximum perimeter of the oxide fine particles.
• US7611815B2
  申请人：——

  公开号：US7611815B2

  公开（公告）日：2009-11-03
• Selective [2 + 2]-Cycloaddition in Methacrylic Stilbene Polymers without Interference from <i>E</i>/<i>Z</i>-Isomerization
  作者：Martin Schraub、Helen Gray、Norbert Hampp

  DOI：10.1021/ma2015485

  日期：2011.11.22

  Stilbene is known to undergo two different reactions upon photochemical excitation. The first is an E/Z isomerization and the second is a [2 + 2]-cycloaddition of two stilbene molecules. Because both reactions occur in parallel their use is limited. Here we report on photorefractive polymers with a methacrylate backbone and covalently attached 4-hydroxy-(E)-stilbene or 3,5-dimethoxy-4-hydroxy-(E)-stilbene units in the side chain which show [2 + 2]-cycloaddition only. Both polymers, poly(4-methacryloyloxy-(E)-stilbene) (PMAES) and poly(4-methacryloyloxy-3,5-dimethoxy-(E)-stilbene) (PMADMES), show very high initial refractive indices of 1.6533 for PMAES and 1.6288 for PMADMES. The photochemical reaction upon laser irradiation with 355 nm was monitored by UV/vis, fluorescence, and IR spectroscopy. The light-induced changes of the refractive index at 633 nm measured by surface plasmon resonance (SPR) were found to be Delta n > 0.05 for PMAES and Delta n > 0.04 for PMADMES. The sensitivity of PMADMES is enhanced compared to PMAES due to the electron donating groups (EDG) as the direct comparison of both polymers shows. Both polymers are useful for optical devices because they do not show any absorption in the visible range and are noncrystalline as determined by wide-angle X-ray scattering (WAXS) and differential scanning calorimetry (DSC).