1,3-bis[N-(p-maleimidophenyl)carbamoyloxy]propane

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯啉
• 英文名称: 1,3-bis[N-(p-maleimidophenyl)carbamoyloxy]propane
• 英文别名: 3-[[4-(2,5-dioxopyrrol-1-yl)phenyl]carbamoyloxy]propyl N-[4-(2,5-dioxopyrrol-1-yl)phenyl]carbamate
• 化学式: C₂₅H₂₀N₄O₈
• 分子量: 504.456
• InChiKey: KATQJCPCCHSGBR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  37
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  151
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  4-马来酰亚胺基苯甲酸 在 三乙烯二胺 、 环戊基甲醚 、 叠氮磷酸二苯酯 、 对苯二酚 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 27.0h， 生成 1,3-bis[N-(p-maleimidophenyl)carbamoyloxy]propane
  参考文献：
  名称：

  Bio-based thermosetting resins composed of aliphatic polyol-derived polymaleimides and allyleugenol

  摘要：

  Bio-based bismaleimide (2MPD), trismaleimide (3MGC) and tetramaleimide (4MDG) were synthesized by reactions of 4-isocyanatophenylmalehnide with 1,3-propanediol, glycerol and alpha,alpha'-diglycerol, respectively. Although 2MPD did not melt until the temperature where thermal decomposition starts, 3MGC and 4MDG exhibited broad melting temperatures with onset points at 165 degrees C and 124 degrees C, respectively. 3MGC and 4MDG were homogeneously prepolymerized at 170 degrees C with 2,4-diallyI-6-methoxyphenol (rAEG) which was prepared by the Claisen rearrangement of allyl-etherifled eugenol (AEG). The prepolymers were compression-molded at 250 degrees C to produce cured rAEG/3MGC (A3Mxy) and rAEG/4MDG (A4Mxy) with the allyl/maleimide ratio of x/y = 1/1, 1/2 or 1/3. The FT-IR analysis revealed that the ene reaction of allyl and maleimide groups and subsequent addition copolymerization occurred for the cured resins. The thermal and mechanical properties of the cured resins were compared with those of the cured rAEG/4,4'-bismaleimidodiphenylmethane (BMI) (ABMxy) with the same allyl/maleimide ratio. A3M13 and A4M13 showed no inflection point of thermal expansion due to glass transition until 300 degrees C, which is a little lower than the thermo-degradation temperature. Flexural strengths and flexural strains at break for A3Ms and A4Ms increased with the polymaleimide contents, and those of A3M13 and A4M13 were much higher than those of ABM13. (C) 2015 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.reactfunctpolym.2015.10.009

文献信息

• Bio-based thermosetting resins composed of aliphatic polyol-derived polymaleimides and allyleugenol
  作者：Mitsuhiro Shibata、Toshiaki Shimasaki、Hiroyuki Satoh、Misaki Iwai、Makiyo Neda

  DOI：10.1016/j.reactfunctpolym.2015.10.009

  日期：2015.12

  Bio-based bismaleimide (2MPD), trismaleimide (3MGC) and tetramaleimide (4MDG) were synthesized by reactions of 4-isocyanatophenylmalehnide with 1,3-propanediol, glycerol and alpha,alpha'-diglycerol, respectively. Although 2MPD did not melt until the temperature where thermal decomposition starts, 3MGC and 4MDG exhibited broad melting temperatures with onset points at 165 degrees C and 124 degrees C, respectively. 3MGC and 4MDG were homogeneously prepolymerized at 170 degrees C with 2,4-diallyI-6-methoxyphenol (rAEG) which was prepared by the Claisen rearrangement of allyl-etherifled eugenol (AEG). The prepolymers were compression-molded at 250 degrees C to produce cured rAEG/3MGC (A3Mxy) and rAEG/4MDG (A4Mxy) with the allyl/maleimide ratio of x/y = 1/1, 1/2 or 1/3. The FT-IR analysis revealed that the ene reaction of allyl and maleimide groups and subsequent addition copolymerization occurred for the cured resins. The thermal and mechanical properties of the cured resins were compared with those of the cured rAEG/4,4'-bismaleimidodiphenylmethane (BMI) (ABMxy) with the same allyl/maleimide ratio. A3M13 and A4M13 showed no inflection point of thermal expansion due to glass transition until 300 degrees C, which is a little lower than the thermo-degradation temperature. Flexural strengths and flexural strains at break for A3Ms and A4Ms increased with the polymaleimide contents, and those of A3M13 and A4M13 were much higher than those of ABM13. (C) 2015 Elsevier B.V. All rights reserved.