4,4'-(azanediylbis(methylene))dibenzonitrile | 17658-19-4

• 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: 4,4'-(azanediylbis(methylene))dibenzonitrile
• 英文别名: 4,4'-(2-aza-propanediyl)-di-benzonitrile；4,4'-(2-Aza-propandiyl)-di-benzonitril；4.4'-Dicyan-dibenzylamin；Bis-(4-cyan-benzyl)-amin；4,4'-Dicyan-dibenzylamin；4-[[(4-Cyanophenyl)methylamino]methyl]benzonitrile
• CAS: 17658-19-4
• 化学式: C₁₆H₁₃N₃
• 分子量: 247.299
• InChiKey: DDJWDGHTAANTCU-UHFFFAOYSA-N

物化性质

• 熔点：
  104 °C
• 沸点：
  447.1±40.0 °C(Predicted)
• 密度：
  1.17±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  59.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4,4'-(azanediylbis(methylene))dibenzonitrile 在 盐酸 作用下， 生成 4,4'-(2-aza-propanediyl)-di-benzoic acid ; hydrochloride
  参考文献：
  名称：

  Moses, Chemische Berichte, 1900, vol. 33, p. 2630

  摘要：

  DOI：
• 作为产物：
  描述：

  对苯二腈 在 十二羰基三钌 、 氢气 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 140.0 ℃ 、1.03 MPa 条件下， 反应 24.0h， 生成 4,4'-(azanediylbis(methylene))dibenzonitrile
  参考文献：
  名称：

  Hydrogenation of heteroaromatic nitriles and aromatic dinitriles by heterogeneous or homogeneous ruthenium catalysts derived from [Ru 3 (CO) 12 ]

  摘要：

  The use of the complex [Ru-3(CO)(12)] (1) as a catalyst precursor (0.1 mol%) at 200 degrees C, 60 psi of H-2, along with triphenylphosphine (TPP) generated ruthenium nanoparticles (Ru-Nps); this occurred in the presence of pyridine-nitriles leading to a variety of hydrogenation (secondary amine, imine, or imidazole) products, depending of the pyridine-nitrile used, under similar reaction conditions. This relates to relatively good to modest yields, determined by the substituents in the corresponding pyridine. In sharp contrast, the use of aromatic dinitriles did not generate Ru-Nps at 140 degrees C, 150 psi of H-2 and TPP, but allowed the homogeneous catalytic hydrogenation of the 1,4- and 1,3-dicyanobenzenes, to yield the corresponding CN-substituted secondary amine or imine. The main products were characterized by different analytical methods and spectroscopic techniques. (C) 2017 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2017.04.051

文献信息

• Intramolecular cascade rearrangements of enynamine derived ketenimines: access to acyclic and cyclic amidines
  作者：Dinesh Pratapsinh Chauhan、Sreejith J. Varma、Mahesh Gudem、Nihar Panigrahi、Khushboo Singh、Anirban Hazra、Pinaki Talukdar

  DOI：10.1039/c7ob00499k

  日期：——

  acyclic and cyclic amidines. Nucleophilic addition of the tethered amino group on the in situ generated ketenimine forms a six-membered cyclic zwitterionic intermediate which facilitates migration of the tethered amino group to the C5-center giving the acyclic amidine. On the other hand, migration of a substituent on the amino group to C2- and C4-centers results in the formation of cyclic amidines. Computational

  乙炔胺与磺酰叠氮化物的铜催化反应提供了无环和环状am。在原位产生的酮亚胺上的链状氨基的亲核加成形成了六元环状两性离子中间体，其促进了链状氨基向C 5中心的迁移，从而得到了无环am。另一方面，氨基上的取代基向C 2-和C 4-中心的迁移导致形成环am。进行了计算研究以验证该机理，该机理表明该过程的产物分布取决于烯胺骨架上的取代。
• DENTAL PHOTOCURABLE COMPOSITION CONTAINING HIGH SOLUBLE PHOTOACID GENERATOR
  申请人：Shofu Inc.

  公开号：EP3888615A1

  公开（公告）日：2021-10-06

  [Problem] To provide a dental photocurable composition which can exhibit excellent mechanical characteristics even after returning from a low temperature to room temperature. [Solution] To provide a dental photocurable composition, comprising (A) polymerizable monomer, (B) photosensitizer, (C) photoacid generator and (D) photopolymerization accelerator and the (C) photoacid generator may include only (C-1) iodonium salt-based compound of an anion having log S of -4 or less.

  问题 提供一种牙科光固化组合物，该组合物在从低温返回室温后仍能表现出优异的机械特性。 [解决方案］ 提供一种牙科光固化组合物，该组合物由(A)可聚合单体、(B)光敏剂、(C)光酸发生器和(D)光聚合加速剂组成。
• DENTAL PHOTOCURABLE COMPOSITION EXCELLENT IN COLOR TONE SELECTIVITY
  申请人：Shofu Inc.

  公开号：EP3888616A1

  公开（公告）日：2021-10-06

  To provide a dental photocurable composition having sufficient mechanical property and being excellent in color tone selectivity because of having a small color difference between before curing and after curing. [Solution] To provide a dental photocurable composition, comprising (A) polymerizable monomer, (B) photosensitizer, (C) photoacid generator, (D) photopolymerization accelerator and (E) filler, wherein, the dental photocurable composition comprises (B-1) α-diketone compound as the (B) photosensitizer, and the dental photocurable composition comprises, with respect to 100 parts by mass of the (A) polymerizable monomer, 0.15 parts by mass or less of the (B-1) α-diketone compound, 0.5 parts by mass or more of the (C) photoacid generator, and 100 parts by mass or more of the (E) filler.

  提供一种牙科光固化组合物，该组合物具有足够的机械性能，并且由于固化前和固化后的色差很小，因此具有极佳的色调选择性。 [解决方案］ 提供一种牙科光固化组合物，包括 (A) 可聚合单体、(B) 光敏剂、(C) 光酸发生器、(D) 光聚合促进剂和 (E) 填料，其中，牙科光固化组合物包括作为 (B) 光敏剂的 (B-1) α-二酮化合物，并且牙科光固化组合物包括，相对于 100 份（质量）的 (A) 可聚合单体，0.15份（质量份）或更少的(B-1)α-二酮化合物、0.5份（质量份）或更多的(C)光酸发生剂以及100份（质量份）或更多的(E)填料。
• DENTAL PHOTOCURABLE COMPOSITION HAVING EXCELLENT STORAGE STABILITY
  申请人：Shofu Inc.

  公开号：EP4062894A1

  公开（公告）日：2022-09-28

  To provide a dental photocurable composition having good storage stability of a matrix containing a polymerizable monomer and a polymerization initiator, etc. and excellent mechanical strength of a dental photocurable composition comprising a mixture of the matrix and a filler. The dental photocurable composition of the present invention comprises a matrix containing (A) polymerizable monomer, (B) photosensitizer, (C) photoacid generator and (D) photopolymerization accelerator, and (E) filler, wherein, the dental photocurable composition comprises (A1) polymerizable monomer having an acidic group as the (A) polymerizable monomer, and the dental photocurable composition comprises (D1) tertiary aliphatic amine compound having LogP of 2 or more and pKa of 10 or less as the (D) photopolymerization accelerator.

  提供一种牙科光固化组合物，其含有可聚合单体和聚合引发剂等的基质具有良好的储存稳定性，而由基质和填料混合物组成的牙科光固化组合物具有优异的机械强度。本发明的牙科光固化组合物包括含有(A)可聚合单体、(B)光敏剂、(C)光酸发生器和(D)光聚合促进剂以及(E)填料的基质，其中、牙科光固化组合物包含作为 (A) 可聚合单体的 (A1) 具有酸性基团的可聚合单体，以及作为 (D) 光聚合促进剂的 (D1) LogP 为 2 或以上且 pKa 为 10 或以下的叔脂族胺化合物。
• DENTAL PHOTOCURABLE COMPOSITION EXCELLENT IN OPERABILITY AND STORAGE STABILITY
  申请人：Shofu Inc.

  公开号：EP4062895A1

  公开（公告）日：2022-09-28

  [Problem] To provide a dental photocurable composition which has sufficient mechanical property and whose rheological property is not deactivated even after long-term storage. [Solution] The dental photocurable composition of the present invention comprises (A) polymerizable monomer, (B) photosensitizer, (D) photopolymerization accelerator and (E) filler, wherein, the dental photocurable composition comprises (D1) aliphatic tertiary amine compound represented by formula (1) as the (D) photopolymerization accelerator, and the dental photocurable composition comprises (E1) hydrophobized silica fine particle having an average diameter of primary particle of 1 to 40 nm as the (E) filler. (wherein R1 represents a substituent consisting of three or more carbons having an electron-withdrawing group at α-carbon and/or β-carbon of an amine starting from N, R2 represents a substituent consisting of three or more carbons which may have an electron-withdrawing group, R3 represents a substituent consisting of one or more carbons which may have an electron-withdrawing group, and α-carbon of N in the formula (1) is not an electron-withdrawing group.)

  问题 提供一种牙科光固化组合物，该组合物具有足够的机械性能，即使在长期储存后其流变性能也不会失效。 [解决方案］ 本发明的牙科光固化组合物包括(A)可聚合单体、(B)光敏剂、(D)光聚合促进剂和(E)填料，其中，牙科光固化组合物包括(D1)由式(1)表示的脂肪族叔胺化合物作为(D)光聚合促进剂，牙科光固化组合物包括(E1)疏水性二氧化硅细颗粒作为(E)填料，该细颗粒的主颗粒平均直径为1至40纳米。 (其中 R1 代表由三个或三个以上的碳组成的取代基，这些碳在从 N 开始的胺的α-碳和/或 β-碳上具有取电子基团；R2 代表由三个或三个以上的碳组成的取代基，这些碳可能具有取电子基团；R3 代表由一个或一个以上的碳组成的取代基，这些碳可能具有取电子基团；式 (1) 中 N 的 α-碳不是取电子基团)。