N,N'-diacetyl-4,4'-diaminostilbene | 33267-39-9

• 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: N,N'-diacetyl-4,4'-diaminostilbene
• 英文别名: N,N'-stilbene-4,4'-diyl-bis-acetamide；N,N'-Stilben-4,4'-diyl-bis-acetamid；4.4'-Bis-acetamino-stilben；4,4'-Diacetamidostilben；4,4'-Diacetamidostilbene；N-[4-[2-(4-acetamidophenyl)ethenyl]phenyl]acetamide
• CAS: 33267-39-9
• 化学式: C₁₈H₁₈N₂O₂
• 分子量: 294.353
• InChiKey: UVPMLXBZUJILHQ-UHFFFAOYSA-N

物化性质

• 熔点：
  218-220 °C
• 沸点：
  595.0±39.0 °C(Predicted)
• 密度：
  1.232±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  58.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N,N'-diacetyl-4,4'-diaminostilbene 在 盐酸 作用下， 以 甲醇 、 水 为溶剂， 反应 6.0h， 以82%的产率得到1,2-双(4-氨基苯基)乙烯
  参考文献：
  名称：

  Ultrahigh performance bio-based polyimides from 4,4′-diaminostilbene

  摘要：

  We have developed a novel route for the synthesis of high-performance bio-polyimides (PIs) microbially-derived from photo-responsive aromatic diamine 4,4'-diaminostilbene (DAS) and its reduced counterpart 4, 4'-(ethane-1,2-diyl) dianiline (EDDA). DAS and EDDA were condensed with various commercially-available dianhydrides to obtain a series of poly(amic acid)s (PAAs) and PIs which were characterized in terms of their thermal, mechanical, and photo-functions. These bio-based PAAs showed a very high viscosity of 6.62 dL/g, and the PIs showed ultrahigh thermal resistance with T-d10 values over 600 degrees C, which were higher than that of any bio-based plastic reported thus far. They also showed T-g values above 250 degrees C, and tensile strength of over 132 MPa, which is higher than that of Kapton (TM). The PIs also showed photo-functional behavior based on stilbene-based photoreactions. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.polymer.2015.12.008
• 作为产物：
  描述：

  对硝基肉桂酸 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 、 lithium aluminium tetrahydride 、 三甲基氯硅烷 、 tin(II) chloride dihdyrate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 37.5h， 生成 N,N'-diacetyl-4,4'-diaminostilbene
  参考文献：
  名称：

  Ultrahigh performance bio-based polyimides from 4,4′-diaminostilbene

  摘要：

  We have developed a novel route for the synthesis of high-performance bio-polyimides (PIs) microbially-derived from photo-responsive aromatic diamine 4,4'-diaminostilbene (DAS) and its reduced counterpart 4, 4'-(ethane-1,2-diyl) dianiline (EDDA). DAS and EDDA were condensed with various commercially-available dianhydrides to obtain a series of poly(amic acid)s (PAAs) and PIs which were characterized in terms of their thermal, mechanical, and photo-functions. These bio-based PAAs showed a very high viscosity of 6.62 dL/g, and the PIs showed ultrahigh thermal resistance with T-d10 values over 600 degrees C, which were higher than that of any bio-based plastic reported thus far. They also showed T-g values above 250 degrees C, and tensile strength of over 132 MPa, which is higher than that of Kapton (TM). The PIs also showed photo-functional behavior based on stilbene-based photoreactions. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.polymer.2015.12.008

文献信息

• Mesogenic glycidyl amines
  申请人：The Dow Chemical Company

  公开号：US05262509A1

  公开（公告）日：1993-11-16

  Phenoxy resins are disclosed which are prepared from polyglycidyl amines containing one or more mesogenic moieties. The phenoxy resins are useful in the preparation of coatings.

  本发明公开了由含有一个或多个介相基团的聚环氧胺制备的酚醛树脂。这些酚醛树脂在涂料制备中非常有用。
• Mesogenic glycidyl amine blends
  申请人：The Dow Chemical Company

  公开号：US05360884A1

  公开（公告）日：1994-11-01

  Glycidyl amines containing mesogenic moieties result in improved properties when cured. These amines are useful in coatings, adhesives, encapsulants, moldings, laminates, and the like.

  含有介向基团的环氧胺在固化后具有更好的性能。这些胺在涂料、粘合剂、封装材料、模塑件、层压板等方面非常有用。
• Klinger, Chemische Berichte, 1883, vol. 16, p. 943
  作者：Klinger

  DOI：——

  日期：——
• Ultrahigh performance bio-based polyimides from 4,4′-diaminostilbene
  作者：Amit Kumar、Seiji Tateyama、Katsuaki Yasaki、Mohammad Asif Ali、Naoki Takaya、Rajeev Singh、Tatsuo Kaneko

  DOI：10.1016/j.polymer.2015.12.008

  日期：2016.1

  We have developed a novel route for the synthesis of high-performance bio-polyimides (PIs) microbially-derived from photo-responsive aromatic diamine 4,4'-diaminostilbene (DAS) and its reduced counterpart 4, 4'-(ethane-1,2-diyl) dianiline (EDDA). DAS and EDDA were condensed with various commercially-available dianhydrides to obtain a series of poly(amic acid)s (PAAs) and PIs which were characterized in terms of their thermal, mechanical, and photo-functions. These bio-based PAAs showed a very high viscosity of 6.62 dL/g, and the PIs showed ultrahigh thermal resistance with T-d10 values over 600 degrees C, which were higher than that of any bio-based plastic reported thus far. They also showed T-g values above 250 degrees C, and tensile strength of over 132 MPa, which is higher than that of Kapton (TM). The PIs also showed photo-functional behavior based on stilbene-based photoreactions. (C) 2015 Elsevier Ltd. All rights reserved.