N,N'-azobis(4-hydroxybenzylidene)-4,4'-sulphadianiline | 89304-92-7

• 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: N,N'-azobis(4-hydroxybenzylidene)-4,4'-sulphadianiline
• 英文别名: 4,4'-[4,4'-sulfonylbis(4,1-phenylene)bis(diazene-2,1-diyl)diphenol]；4,4’-[4,4’-diphenyl sulfone di-diazene-2,1-diyl]bis(phenol)；Bis-<4-(4-hydroxy-phenylazo)-phenyl>-sulfon；4,4'-dihydroxyphenylazodiphenyl sulfone；bis-[4-(4-hydroxy-phenylazo)-phenyl]-sulfone；Bis-[4-(4-hydroxy-phenylazo)-phenyl]-sulfon；4,4'-Sulfonyl bis(4,1-phenylene) bis(diazene-2,1-diyl) diphenol；4-[[4-[4-[(4-hydroxyphenyl)diazenyl]phenyl]sulfonylphenyl]diazenyl]phenol
• CAS: 89304-92-7
• 化学式: C₂₄H₁₈N₄O₄S
• 分子量: 458.497
• InChiKey: WFDVDRMJEZPXLN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  33
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  132
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  氨苯砜 在 盐酸 、 sodium nitrite 作用下， 生成 N,N'-azobis(4-hydroxybenzylidene)-4,4'-sulphadianiline
  参考文献：
  名称：

  Mavrodin et al., 1959, vol. 7, p. 107,111

  摘要：

  DOI：

文献信息

• Novel photoactive hyperbranched poly(aryl ether)s containing azobenzene chromophores for optical storage
  作者：Xingbo Chen、Yunhe Zhang、Baijun Liu、Jingjing Zhang、Hui Wang、Wenyi Zhang、Qidai Chen、Songhao Pei、Zhenhua Jiang

  DOI：10.1039/b807956k

  日期：——

  Two novel hyperbranched poly (aryl ether)s with azobenzene moieties in both the main chain and side chain of the branched arms were prepared by using B3 + A2 methodology via a nucleophilic aromatic substitution polycondensation. Structures of the hyperbranched poly (aryl ether)s with azobenzene moieties (azo-HPAEs) were characterized by means of IR, UV-visible, 1H NMR spectroscopy, and XRD. It is shown that both the azo-HPAEs exhibit high glass transition temperatures (Tg), excellent thermal stability and homogeneous photochromic behavior. By exposing their spin-coating films to an interference pattern of laser beam, both the azo-HPAEs could be used for rapid (within 30 s) fabrication of surface-relief gratings (SRGs). The obtained SRGs present no shape changes even at temperatures up to 200 °C. Especially, the azo-HPAE with azobenzene moieties in the side chain shows larger photoinduced birefringence intensity and better reversible optical storage than the one with azobenzene moieties in the main chain upon irradiation with 532 nm Nd:YAG laser. The novel azo-PAEs are photoactive to UV light (355 nm), making them potentially useful for high density information storage.

  采用B3+A2方法通过亲核芳香取代缩聚反应制备了两种新型超支化聚芳醚，其支链的主链和侧链均具有偶氮苯部分。具有偶氮苯部分的超支化聚芳醚（azo-HPAEs）的结构通过红外、紫外-可见、1H NMR 光谱和 XRD 进行了表征。结果表明，两种偶氮-HPAE 均表现出高玻璃化转变温度 (Tg)、优异的热稳定性和均匀的光致变色行为。通过将旋涂薄膜暴露在激光束的干涉图案下，这两种偶氮 HPAE 都可以用于快速（30 秒内）制造表面浮雕光栅（SRG）。即使在高达 200 °C 的温度下，所获得的 SRG 也不会出现形状变化。特别是，在532 nm Nd:YAG激光照射下，侧链具有偶氮苯部分的azo-HPAE比主链具有偶氮苯部分的azo-HPAE表现出更大的光致双折射强度和更好的可逆光存储。新型偶氮 PAE 对紫外光（355 nm）具有光敏性，这使得它们可用于高密度信息存储。
• Synthesis and characterization of photoactive poly(arylene ether sulfone)s containing azobenzene moieties in their main chains
  作者：Xiangyu Jiang、Xingbo Chen、Xigui Yue、Jingjing Zhang、Shaowei Guan、Haibo Zhang、Wenyi Zhang、Qidai Chen

  DOI：10.1016/j.reactfunctpolym.2010.05.007

  日期：2010.9

  A series of azobenzene functionalized poly(arylene ether sulfone)s (azo-PAESs) has been synthesized via nucleophilic aromatic substitution polycondensation, and azobenzene chromophores could be introduced into the polymer main chains by copolymerization from azo-monomers. These main chain type azo-PAESs have high glass transition temperatures and good thermal stability. Exposed to an interference pattern

  通过亲核芳香取代缩聚反应合成了一系列偶氮苯官能化的聚亚芳基醚砜（azo-PAES），偶氮单体可通过共聚反应将偶氮苯发色团引入聚合物主链中。这些主链型偶氮-PAES具有较高的玻璃化转变温度和良好的热稳定性。暴露于干涉图样的激光束中，偶氮-PAES的旋涂膜可形成透明且稳定的表面起伏光栅（SRG）。这些SRG随偶氮基团含量的增加而显示出更高的热稳定性，并且直到偶氮链段含量高于50％的偶氮PAES的温度升至300°C时，才能完全去除。
• Poly (azo-ester)s: Interfacial Synthesis of Optically Active Polymers
  作者：Saeed Zahmatkesh、Nasser Dindarlooiyan

  DOI：10.2174/1570178612666150108001834

  日期：2015.2.13

  (2S)-5-(3-Methyl-2-phthalimidylpentanoylamino)isophthalic acid (1), (2S)-5-(2-Phthalimidiylpropanoylamino) isophthalic acid, and (2S)-5-(3-phenyl-2-phthalimidylpropanoylamino)isophthalic acid were prepared from phthalic anhydride, 5-aminoisophthalic acid and the corresponding L-amino acids in acetic acid. The interfacial polycondensation of the corresponding diacid chlorides with two aromatic diazo containing diols such as 4,4’-[4,4’-diphenyl sulfonedi-diazene- 2,1-diyl] bis (phenol) and 4,4’-[4,4’-diphenyl etherdi-diazene-2,1-diyl] bis(phenol) were carried out at room temperature. Six novel optically active poly (azo-ester)s (PAE)s including phthalimide groups were obtained with good yields and inherent viscosities of 0.12-0.25 dLg-1. The new (PAE)s are readily soluble in organic solvents. The resulting polymers were characterized by specific rotation, FT-IR and 1H NMR spectroscopy, elemental analysis and thermo gravimetric analysis (TGA).

  (2S)-5-(3-Methyl-2-Phthalimidylpentanoylamino)isophthalic acid (1)、(2S)-5-(2-Phthalimidylpropanoylamino)isophthalic acid 和 (2S)-5-(3-phenyl-2-Phthalimidylpropanoylamino)isophthalic acid 由邻苯二甲酸酐、5-氨基间苯二甲酸和相应的 L-氨基酸在乙酸中制备而成。在室温下，相应的二酸氯化物与 4,4'-[4,4'-diphenyl sulfonedi-diazene- 2,1-diyl] bis (phenol) 和 4,4'-[4,4'-diphenyl etherdi-diazene-2,1-diyl] bis (phenol) 等两种含芳香族重氮的二元醇进行了界面缩聚。 获得了六种新型光学活性聚（偶氮酯）（PAE），其中包括邻苯二甲酰亚胺基团，产率高，固有粘度为 0.12-0.25 dLg-1。这种新型 (PAE) 很容易溶于有机溶剂。通过比旋、傅立叶变换红外光谱、1H NMR 光谱、元素分析和热重分析 (TGA) 对所得到的聚合物进行了表征。
• Li, Hua; Xu, Qingfeng; Li, Najun, Journal of the American Chemical Society, 2010, vol. 132, p. 5542 - 5543
  作者：Li, Hua、Xu, Qingfeng、Li, Najun、Sun, Ru、Ge, Jianfeng、et al.

  DOI：——

  日期：——
• Amirthajothi, M.; Rengaswamy, C.; Ravikumar, L., Journal of the Indian Chemical Society, 1993, vol. 70, # 2, p. 182 - 183
  作者：Amirthajothi, M.、Rengaswamy, C.、Ravikumar, L.、Ramarajan, K.

  DOI：——

  日期：——