N-diphenylmethylene-2,6-dimethyl-4-bromoaniline | 849438-97-7

• 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: N-diphenylmethylene-2,6-dimethyl-4-bromoaniline
• 英文别名: N-(4-bromo-2,6-dimethylphenyl)-1,1-diphenylmethanimine
• CAS: 849438-97-7
• 化学式: C₂₁H₁₈BrN
• 分子量: 364.285
• InChiKey: FGTCYORAWBNHEY-UHFFFAOYSA-N

物化性质

• 沸点：
  462.0±45.0 °C(Predicted)
• 密度：
  1.21±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  12.4
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-diphenylmethylene-2,6-dimethyl-4-bromoaniline 在 palladium diacetate 、 四(三苯基膦)钯 、 正丁基锂 、 sodium carbonate 、 双(2-二苯基磷苯基)醚 、 sodium t-butanolate 作用下， 以 四氢呋喃 、 乙二醇二甲醚 、 乙醇 、 正己烷 、 甲苯 为溶剂， 反应 30.0h， 生成
  参考文献：
  名称：

  Bimetallic Anilido-Aldimine Zinc Complexes for Epoxide/CO₂ Copolymerization

  摘要：

  Acyclic o-phenylene-bridged bis(anilido-aldimine) compounds, o-C6H4{C6H2R2N=CH-C6H4(H)N(C6H3R'(2))}(2) and related 30-membered macrocyclic compounds, o-C6H4{C6H2R'N-2=CH-C6H4-(H)-N(C6H2R2}(2) (o-C6H4) are prepared. Successive additions of Me2Zn and SO2 gas to the bis(anilido-aidimine) compounds afford quantitatively dinuclear mu-methylsulfinato zinc complexes, o-C6H4{(C6H2R2N=CH-C6H4N(C6H3R'(2))-kappa(2)-N,N)Zn(mu-OS(O)Me)(2) (R = iPr and R' = Pr, 29; R = Et and R' = Et, 30; R = Me and R' = Me, 31; R = Me and R' = Pr, 32; R = Et and R' = Me, 33; R = Et and R' = Pr, 34; R = Pr and R' = Et, 35) and o-C6H4{C6H2R'N-2=CH-C6H4-N-C6H2R2-kappa(2)-N,N)Zn(mu-OS(O)Me)}(2) (o-C6H4) (R Et and R' = Et, 36; R = Me and R' = Me, 37; R = Pr and R' = Me, 38; R = Et and R' = Me, 39; R Me and R' = Pr, 40). Molecular structures of 34 and 40 are confirmed by X-ray crystallography. Complexes 30-35 show high activity for cyclohexene oxide/CO2 copolymerization at low [Zn]/[monomer] ratio (1:5600), whereas the complex of mononucleating beta-diketiminate {[(C6H3Et2)N=C(Me)CH=C(Me)N(C6H3Et2)]Zn(mu-OS(O)Et}(2) shows negligible activity in the same condition. Activity is sensitive to the N-aryl ortho substituents and the highest activity is observed with 32. Turnover number up to 2980 and molecular weight (M-n) up to 284 000 are attained with 32 at such a highly diluted condition as [Zn]/[monomer] = 1: 17 400. Macrocyclic complexes 36-40 show negligible activity for copolymerization.

  DOI：

  10.1021/ja0435135
• 作为产物：
  描述：

  二苯甲酮 、 4-溴-2,6-二甲基苯胺 在 硅酸四乙酯 、 硫酸 作用下， 反应 48.0h， 以59%的产率得到N-diphenylmethylene-2,6-dimethyl-4-bromoaniline
  参考文献：
  名称：

  Bimetallic Anilido-Aldimine Zinc Complexes for Epoxide/CO₂ Copolymerization

  摘要：

  Acyclic o-phenylene-bridged bis(anilido-aldimine) compounds, o-C6H4{C6H2R2N=CH-C6H4(H)N(C6H3R'(2))}(2) and related 30-membered macrocyclic compounds, o-C6H4{C6H2R'N-2=CH-C6H4-(H)-N(C6H2R2}(2) (o-C6H4) are prepared. Successive additions of Me2Zn and SO2 gas to the bis(anilido-aidimine) compounds afford quantitatively dinuclear mu-methylsulfinato zinc complexes, o-C6H4{(C6H2R2N=CH-C6H4N(C6H3R'(2))-kappa(2)-N,N)Zn(mu-OS(O)Me)(2) (R = iPr and R' = Pr, 29; R = Et and R' = Et, 30; R = Me and R' = Me, 31; R = Me and R' = Pr, 32; R = Et and R' = Me, 33; R = Et and R' = Pr, 34; R = Pr and R' = Et, 35) and o-C6H4{C6H2R'N-2=CH-C6H4-N-C6H2R2-kappa(2)-N,N)Zn(mu-OS(O)Me)}(2) (o-C6H4) (R Et and R' = Et, 36; R = Me and R' = Me, 37; R = Pr and R' = Me, 38; R = Et and R' = Me, 39; R Me and R' = Pr, 40). Molecular structures of 34 and 40 are confirmed by X-ray crystallography. Complexes 30-35 show high activity for cyclohexene oxide/CO2 copolymerization at low [Zn]/[monomer] ratio (1:5600), whereas the complex of mononucleating beta-diketiminate {[(C6H3Et2)N=C(Me)CH=C(Me)N(C6H3Et2)]Zn(mu-OS(O)Et}(2) shows negligible activity in the same condition. Activity is sensitive to the N-aryl ortho substituents and the highest activity is observed with 32. Turnover number up to 2980 and molecular weight (M-n) up to 284 000 are attained with 32 at such a highly diluted condition as [Zn]/[monomer] = 1: 17 400. Macrocyclic complexes 36-40 show negligible activity for copolymerization.

  DOI：

  10.1021/ja0435135

文献信息

• Bimetallic zinc complex and process of producing polycarbonate using the same as polymerization catalyst
  申请人：Park Whan Young

  公开号：US20060135743A1

  公开（公告）日：2006-06-22

  Provided are a bimetallic zinc complex and a method of producing polycarbonate, including polymerizing an epoxy compound and carbon dioxide using the bimetallic zinc complex. The bimetallic zinc complex according to the present invention has a distance between zinc-zinc atoms, which is maintained in a limited range regardless of its concentration in a reaction medium for the polymerization. Thus, the bimetallic zinc complex can have a polymerization activity even at a high ratio of monomer/catalyst, thereby reducing a catalyst amount to be used, which is economically advantageous. Further, the bimetallic zinc complex can produce a high molecular weight polycarbonate.

  本发明提供了一种双金属锌配合物和一种生产聚碳酸酯的方法，包括使用双金属锌配合物聚合环氧化合物和二氧化碳。本发明的双金属锌配合物具有锌-锌原子之间的距离，在聚合反应介质中的浓度不论如何，都保持在有限范围内。因此，双金属锌配合物即使在高单体/催化剂比率下也具有聚合活性，从而减少了需要使用的催化剂量，具有经济上的优势。此外，双金属锌配合物可以产生高分子量的聚碳酸酯。
• US7244805B2
  申请人：——

  公开号：US7244805B2

  公开（公告）日：2007-07-17
• [EN] BIMETALLIC ZINC COMPLEX AND PROCESS OF PRODUCING POLYCARBONATE USING THE SAME AS POLYMERIZATION CATALYST<br/>[FR] COMPLEXE DE ZINC BIMETALLIQUE ET PROCEDE DE PRODUCTION DE POLYCARBONATE FAISANT INTERVENIR CE COMPLEXE COMME CATALYSEUR DE POLYMERISATION
  申请人：LG CHEMICAL LTD

  公开号：WO2006065001A1

  公开（公告）日：2006-06-22

  [EN] Provided are a bimetallic zinc complex and a method of producing polycarbonate, including polymerizing an epoxy compound and carbon dioxide using the bimetallic zinc complex. The bimetallic zinc complex according to the present invention has a distance between zinc-zinc atoms, which is maintained in a limited range regardless of its concentration in a reaction medium for the polymerization. Thus, the bimetallic zinc complex can have a polymerization activity even at a high ratio of monomer/catalyst, thereby reducing a catalyst amount to be used, which is economically advantageous. Further, the bimetallic zinc complex can produce a high molecular weight polycarbonate.
  [FR] L'invention concerne un complexe de zinc bimétallique et un procédé de production de polycarbonate. Ce procédé consiste à polymériser un composé époxydique et un dioxyde de carbone au moyen du complexe de zinc bimétallique. Selon l'invention, la distance existant entre les atomes zinc-zinc du complexe de zinc bimétallique est maintenue dans une marge limitée quelle que soit sa concentration dans le milieu réactionnel, à des fins de polymérisation. Ainsi, le complexe de zinc bimétallique peut exercer une activité de polymérisation même en cas de rapport élevé monomère/catalyseur. Ceci permet de réduire la quantité de catalyseur utilisée, et par conséquent, de réaliser des économies. Par ailleurs, le complexe de zinc bimétallique peut former un polycarbonate de poids moléculaire élevé.
• Bimetallic Anilido-Aldimine Zinc Complexes for Epoxide/CO₂ Copolymerization
  作者：Bun Yeoul Lee、Heon Yong Kwon、Su Yeon Lee、Sung Jae Na、Song-i Han、Hoseop Yun、Hyosun Lee、Young-Whan Park

  DOI：10.1021/ja0435135

  日期：2005.3.9

  Acyclic o-phenylene-bridged bis(anilido-aldimine) compounds, o-C6H4C6H2R2N=CH-C6H4(H)N(C6H3R'(2))}(2) and related 30-membered macrocyclic compounds, o-C6H4C6H2R'N-2=CH-C6H4-(H)-N(C6H2R2}(2) (o-C6H4) are prepared. Successive additions of Me2Zn and SO2 gas to the bis(anilido-aidimine) compounds afford quantitatively dinuclear mu-methylsulfinato zinc complexes, o-C6H4(C6H2R2N=CH-C6H4N(C6H3R'(2))-kappa(2)-N,N)Zn(mu-OS(O)Me)(2) (R = iPr and R' = Pr, 29; R = Et and R' = Et, 30; R = Me and R' = Me, 31; R = Me and R' = Pr, 32; R = Et and R' = Me, 33; R = Et and R' = Pr, 34; R = Pr and R' = Et, 35) and o-C6H4C6H2R'N-2=CH-C6H4-N-C6H2R2-kappa(2)-N,N)Zn(mu-OS(O)Me)}(2) (o-C6H4) (R Et and R' = Et, 36; R = Me and R' = Me, 37; R = Pr and R' = Me, 38; R = Et and R' = Me, 39; R Me and R' = Pr, 40). Molecular structures of 34 and 40 are confirmed by X-ray crystallography. Complexes 30-35 show high activity for cyclohexene oxide/CO2 copolymerization at low [Zn]/[monomer] ratio (1:5600), whereas the complex of mononucleating beta-diketiminate [(C6H3Et2)N=C(Me)CH=C(Me)N(C6H3Et2)]Zn(mu-OS(O)Et}(2) shows negligible activity in the same condition. Activity is sensitive to the N-aryl ortho substituents and the highest activity is observed with 32. Turnover number up to 2980 and molecular weight (M-n) up to 284 000 are attained with 32 at such a highly diluted condition as [Zn]/[monomer] = 1: 17 400. Macrocyclic complexes 36-40 show negligible activity for copolymerization.