2,4-di-(2'-vinyloxyethoxy)-4'-nitroazobenzene | 1350437-18-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 偶氮苯
• 英文名称: 2,4-di-(2'-vinyloxyethoxy)-4'-nitroazobenzene
• 英文别名: [2,4-Bis(2-ethenoxyethoxy)phenyl]-(4-nitrophenyl)diazene；[2,4-bis(2-ethenoxyethoxy)phenyl]-(4-nitrophenyl)diazene
• CAS: 1350437-18-1
• 化学式: C₂₀H₂₁N₃O₆
• 分子量: 399.403
• InChiKey: KCDWALJNOHZZAS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  29
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  108
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2,4-di-(2'-vinyloxyethoxy)-4'-nitroazobenzene 在 吡啶 、 盐酸 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 生成 2-[3-[2-(1,3-Dioxo-2-benzofuran-5-carbonyl)oxyethoxy]-4-[(4-nitrophenyl)diazenyl]phenoxy]ethyl 1,3-dioxo-2-benzofuran-5-carboxylate
  参考文献：
  名称：

  Synthesis and Properties of Novel Nonlinear Optical Polyimide Containing Nitrophenylazoresorcinoxy Group

  摘要：

  New Y-type polyimide (4) containing nitrophenylazoresorcinoxy groups as NLO chromophores, which are components of the polymer backbone, was prepared and characterized. Polyimide 4 is soluble in common organic solvents such as N,N-dimethylformamide and dimethylsulfoxide. It shows a thermal stability up to 290 degrees C in thermogravimetric analysis with glass-transition temperature (T-g) obtained from differential scanning calorimetry near 128 degrees C. The second harmonic generation (SHG) coefficient (d(33)) of poled polymer film at the 1064 nm fundamental wavelength is around 5.46 x 10(-9) esu. The dipole alignment exhibits a thermal stability up to T-g, and there is no SHG decay below 130 degrees C due to the partial main-chain character of polymer structure, which is acceptable for NLO device applications.

  DOI：

  10.1080/15421406.2012.710193
• 作为产物：
  描述：

  4-(4-硝基苯偶氮)间苯二酚 、 2-氯乙基乙烯基醚 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 2,4-di-(2'-vinyloxyethoxy)-4'-nitroazobenzene
  参考文献：
  名称：

  新型含硝基苯基偶氮间苯二酚基团Y型聚酯的合成及非线性光学性能

  摘要：

  制备了一种新型 Y 型聚酯 (3)，其含有硝基苯基偶氮间苯二酚氧基作为 NLO 发色团，是聚合物主链的组成部分。聚酯3可溶于N,N-二甲基甲酰胺、丙酮等常用有机溶剂。它显示了热重分析高达 240°C 的热稳定性，玻璃化转变温度 (T g ) 从差示扫描量热法获得，接近 116°C。极化聚合物薄膜在 1064 nm 基波波长下的二次谐波产生 (SHG) 系数 (d 33) 约为 4.63 × 10−9 esu。即使在比 T g 高 4°C 时，偶极排列也表现出热稳定性，并且由于聚合物结构的部分主链特征，在 120°C 以下没有观察到 SHG 衰减，这对于 NLO 器件应用是可以接受的。

  DOI：

  10.1080/15421406.2011.566074

文献信息

• Synthesis and Properties of Novel Y-type Nonlinear Optical Polyester Containing Dioxynitroazobenzene Group with Enhanced Thermal Stability of Dipole Alignment
  作者：Mi-Sung Kim、You-Jin Cho、Mi-Young Song、Ju-Yeon Lee

  DOI：10.5012/bkcs.2011.32.9.3361

  日期：2011.9.20

  New Y-type polyester (3) containing nitrophenylazoresorcinoxy groups as NLO chromophores, which are components of the polymer backbone, was prepared and characterized. Polyester 3 is soluble in common organic solvents such as N,N-dimethylformamide and acetone. It shows a thermal stability up to in thermogravimetric analysis with glass-transition temperature () obtained from differential scanning calorimetry

  制备并表征了新的 Y 型聚酯 (3)，该聚酯 (3) 含有作为聚合物骨架组分的 NLO 生色团的硝基苯基偶氮基间苯二酚氧基。聚酯3可溶于N,N-二甲基甲酰胺和丙酮等常见有机溶剂。在差示扫描量热法获得的玻璃化转变温度 () 附近，它在热重分析中显示出热稳定性。极化聚合物薄膜在 1064 nm 基波波长处的二次谐波产生 (SHG) 系数 () 约为 esu。偶极子排列即使在高于 时也表现出热稳定性，并且由于聚合物结构的部分主链特征，在以下没有 SHG 衰减，这对于 NLO 器件应用是可以接受的。
• Synthesis and electro-optic properties of novel X-type polyurethane containing nitrophenylazonitroresorcinoxy group with highly enhanced thermal stability of dipole alignment
  作者：Hak Jin Kim、Ji-Hyang Lee、Ju-Yeon Lee

  DOI：10.1002/pola.27070

  日期：2014.3.15

  Novel X‐type polyurethane 4 containing 4‐(4‐nitrophenylazo)‐6‐nitroresorcinoxy groups as nonlinear optical (NLO) chromophores, which are parts of the polymer main chains, was prepared and characterized. Polyurethane 4 is soluble in common organic solvents such as acetone and N,N‐dimethylformamide. It shows thermal stabilities up to 270 °C from thermogravimetric analysis with glass transition temperature

  制备并表征了新颖的X型聚氨酯4，该聚氨酯含有4（（4-硝基苯基偶氮）-6-硝基硝基间苯二氧基）作为非线性光学（NLO）生色团，是聚合物主链的一部分。聚氨酯4可溶于常见的有机溶剂，例如丙酮和N，N-二甲基甲酰胺。它通过热重分析显示出高达270°C的热稳定性，而差示扫描量热法获得的玻璃化转变温度约为134°C。极化聚合物膜在1064 nm基本波长处的二次谐波产生（SHG）系数（d 33）为5.37×10 -9 esu。聚合物4的热稳定性高达T g，在135°C以下未观察到明显的SHG衰减，这对于NLO器件应用是可接受的。©2013 Wiley Periodicals，Inc. J. Polym。科学，A部分：Polym。化学 2014，52，760-766
• Synthesis and properties of novel X-type nonlinear optical polyester containing nitrophenylazonitroresorcinoxy group with highly enhanced SHG thermal stability
  作者：Ji-Hyang Lee、Ju-Yeon Lee

  DOI：10.1016/j.dyepig.2015.01.003

  日期：2015.4

  New X-type polyester (4) containing nitrophenylazonitroresorcinoxy groups as NLO chromophores, which are components of the polymer backbone, was prepared and characterized. Polyester 4 is soluble in common organic solvents such as acetone and N,N-dimethylformamide. It shows a thermal stability up to 280 °C in thermogravimetric analysis with glass-transition temperature (Tg) obtained from differential

  制备并表征了含有硝基苯基偶氮硝基间苯二氧基作为NLO发色团的新型X型聚酯（4），其是聚合物主链的组分。聚酯4可溶于常见的有机溶剂，例如丙酮和N，N-二甲基甲酰胺。在通过120℃附近的差示扫描量热法获得的玻璃化转变温度（T g）进行热重分析时，它显示了高达280°C的热稳定性。极化聚合物薄膜在1064 nm基本波长处的二次谐波产生（SHG）系数（d 33）约为2.13 pm / V。偶极排列即使在比T高5°C时也显示出热稳定性g，并且由于聚合物结构的部分主链特性，在125°C以下没有SHG衰减，这对于NLO器件应用是可以接受的。
• Synthesis and Nonlinear Optical Properties of Novel Y-type Polyimide Containing Dioxynitroazobenzene Group
  作者：Mi-Sung Kim、Byeong-Man Jeon、Ju-Yeon Lee

  DOI：10.5012/bkcs.2012.33.4.1321

  日期：2012.4.20
• Synthesis and Nonlinear Optical Properties of Novel Polyester Containing Nitrophenylazonitroresorcinoxy Group
  作者：Ji-Hyang Lee、Ju-Yeon Lee

  DOI：10.1080/15421406.2015.1095965

  日期：2015.11.2

  A new X-type polyester (4) containing nitrophenylazonitroresorcinoxy groups as NLO chromophores, which are components of the polymer backbone was prepared. Polyester 4 is soluble in common organic solvents such as N,N-dimethylformamide and dimethylsulfoxide. It shows a thermal stability up to 280 degrees C from thermogravimetric analysis with glass-transition temperature (T-g) obtained from differential scanning calorimetry near 120 degrees C. The second harmonic generation (SHG) coefficient (d(33)) of poled polymer films at the 1064nm fundamental wavelength is around 5.08 x 10(-9) esu. The dipole alignment exhibits a thermal stability even at 5 degrees C higher than T-g, and no SHG decay was observed below 125 degrees C due to the partial main-chain character of polymer structure, which is acceptable for NLO device applications.