1-(4-hydroxymethylphenyl)-3-methyl-3-(2-hydroxyethyl)triaz-1-ene | 197249-59-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(4-hydroxymethylphenyl)-3-methyl-3-(2-hydroxyethyl)triaz-1-ene
• 英文别名: 2-[[[4-(Hydroxymethyl)phenyl]diazenyl]-methylamino]ethanol
• CAS: 197249-59-5
• 化学式: C₁₀H₁₅N₃O₂
• 分子量: 209.248
• InChiKey: ZPKHAQXBJNMDTM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  68.4
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  甲基丙烯酸异氰基乙酯 、 1-(4-hydroxymethylphenyl)-3-methyl-3-(2-hydroxyethyl)triaz-1-ene 在 三乙烯二胺 、 二月桂酸二丁基锡 、 4-甲氧基苯酚 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以79%的产率得到1-[4-(2-methacryloyloxyethyl)aminocarbonyloxymethylphenyl]-3-methyl-3-[(2-methacryloyloxyethyl)amino-(2-carbonyloxyethyl)]triaz-1-en
  参考文献：
  名称：

  Synthesis and properties of new photosensitive triazene and o-nitrobenzene methacrylates

  摘要：

  New photoactive polymerizable monomers were synthesized in order to photomodulate the mechanical properties of photocurable materials. These monomers are end-capped by at least two polymerizable units (using irradiation wavelength lambda 1) connected by a spacer including at least one photocleavable unit (irradiation wavelength lambda 2 not equal lambda 1) i.e. aryltriazene or 2-nitrobenzyl core. The photochemical behaviour of these systems was studied in solution and in resin formulations. Their ability to promote the hardening and crosslinking of a curable resin at lambda 1, then the subsequent degradation or modification of crosslinked resins under an actinic light (lambda 2) was evaluated by DMA for formulations including these new monomers.These new monomers were shown, in resin formulation, to readily rigidify the material upon lambda 1 irradiation and for most of them the subsequent photolysis of their internal linkers at lambda 2 irradiation was followed by a decrease of the hardness at low temperature (-20 degrees C). For one of them (compound 6) lambda 2 illumination at room temperature provoked the decrease of the mechanical properties of the solid material making it of interest for dental applications. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.reactfunctpolym.2012.04.014
• 作为产物：
  描述：

  1-(4-ethyloxycarbonylphenyl)-3-methyl-3-(2-hydroxyethyl)triaz-1-ene 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 以60%的产率得到1-(4-hydroxymethylphenyl)-3-methyl-3-(2-hydroxyethyl)triaz-1-ene
  参考文献：
  名称：

  Synthesis and properties of new photosensitive triazene and o-nitrobenzene methacrylates

  摘要：

  New photoactive polymerizable monomers were synthesized in order to photomodulate the mechanical properties of photocurable materials. These monomers are end-capped by at least two polymerizable units (using irradiation wavelength lambda 1) connected by a spacer including at least one photocleavable unit (irradiation wavelength lambda 2 not equal lambda 1) i.e. aryltriazene or 2-nitrobenzyl core. The photochemical behaviour of these systems was studied in solution and in resin formulations. Their ability to promote the hardening and crosslinking of a curable resin at lambda 1, then the subsequent degradation or modification of crosslinked resins under an actinic light (lambda 2) was evaluated by DMA for formulations including these new monomers.These new monomers were shown, in resin formulation, to readily rigidify the material upon lambda 1 irradiation and for most of them the subsequent photolysis of their internal linkers at lambda 2 irradiation was followed by a decrease of the hardness at low temperature (-20 degrees C). For one of them (compound 6) lambda 2 illumination at room temperature provoked the decrease of the mechanical properties of the solid material making it of interest for dental applications. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.reactfunctpolym.2012.04.014