4-ethoxy-4'-methylthiostilbene | 1352658-75-3

• 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-ethoxy-4'-methylthiostilbene
• 英文别名: 1-Ethoxy-4-[2-(4-methylsulfanylphenyl)ethenyl]benzene
• CAS: 1352658-75-3
• 化学式: C₁₇H₁₈OS
• 分子量: 270.395
• InChiKey: KTNLFZYZDHAYQN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  34.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-ethoxy-4'-methylthiostilbene 在 六氟磷酸钾 作用下， 以 二氯甲烷 、 水 、 丙酮 为溶剂， 生成 4-ethoxy-4'-methyl(p-cyanobenzyl)sulfoniumstilbene hexafluorophosphate
  参考文献：
  名称：

  Enhancement of Acid Photogeneration Through a Para-to-Meta Substitution Strategy in a Sulfonium-Based Alkoxystilbene Designed for Two-Photon Polymerization

  摘要：

  This contribution reports on the synthesis and the photochemical behavior of two new sulfonium-based photoacid generators (PAGs). We demonstrate that a para-to-meta substitution of a methyl (p-cyanobenzyl) sulfonium group in a 4-alkoxystilbene core strongly influences the photodissociation efficiency of the PAGs and leads to an increase of the quantum yield for acid generation by a factor 2.4. This substantial effect, which was also corroborated by a reactivity enhancement in cationic photopolymerization, is assigned to the modulation of the electronic interaction between two low lying excited states whose energy gap is strongly influenced by this substitution effect. Moreover, it was found that the position of the sulfonium moiety hardly affects the two-photon absorption properties of these push-pull chromophores. By the two-photon fabrication of microstructures, we finally show the potential use of the meta derivative as cationic two-photon initiator.

  DOI：

  10.1021/cm2030075
• 作为产物：
  描述：

  4-乙氧基苯甲醛 在 三乙醇胺 、 palladium diacetate 、 sodium hydride 作用下， 以 二甲基亚砜 为溶剂， 反应 13.0h， 生成 4-ethoxy-4'-methylthiostilbene
  参考文献：
  名称：

  Enhancement of Acid Photogeneration Through a Para-to-Meta Substitution Strategy in a Sulfonium-Based Alkoxystilbene Designed for Two-Photon Polymerization

  摘要：

  This contribution reports on the synthesis and the photochemical behavior of two new sulfonium-based photoacid generators (PAGs). We demonstrate that a para-to-meta substitution of a methyl (p-cyanobenzyl) sulfonium group in a 4-alkoxystilbene core strongly influences the photodissociation efficiency of the PAGs and leads to an increase of the quantum yield for acid generation by a factor 2.4. This substantial effect, which was also corroborated by a reactivity enhancement in cationic photopolymerization, is assigned to the modulation of the electronic interaction between two low lying excited states whose energy gap is strongly influenced by this substitution effect. Moreover, it was found that the position of the sulfonium moiety hardly affects the two-photon absorption properties of these push-pull chromophores. By the two-photon fabrication of microstructures, we finally show the potential use of the meta derivative as cationic two-photon initiator.

  DOI：

  10.1021/cm2030075

文献信息

• 含有酰基氧化膦-二苯乙烯硫鎓盐类化合物及 其制备方法和应用
  申请人：同济大学

  公开号：CN110078761B

  公开（公告）日：2021-06-04

  本发明提供了一种含有酰基氧化膦‑二苯乙烯硫鎓盐类化合物及其制备方法和应用，在该硫鎓盐类化合物中R0选自氢、卤素原子、R、OR、SOR、SO2R和CH2OR，R选自C1‑C24直链烷基、C1‑C24支链烷基和‑C6‑C12芳基，R1选自C1‑C8烷基、C6‑C20芳基和C1‑C4烷氧基中的一种以上，R2和R3分别选自烷基、芳基和烷氧基，n选自0‑4中的整数，X‑选自BF4‑、PF6‑、SbF6‑或B(F5‑Ph)4‑；本发明通过在酰基膦氧化物型自由基光引发剂中引入二苯乙烯基硫鎓盐基团，其实现了自由基‑阳离子杂化型光聚合引发剂的功能，从而在紫外‑可见光固化领域有广泛的应用前景。