N,N'-dimethyl-N-phenyl-1,4-benzenediamine | 244258-30-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N,N'-dimethyl-N-phenyl-1,4-benzenediamine
• 英文别名: Phenyl-(p-methylaminophenyl)-methylamin；N-Methyl-(4-methylaminophenyl)-phenylamin；Phenyl-dimethyl-p-phenylendiamine；1-N,4-N-dimethyl-4-N-phenylbenzene-1,4-diamine
• CAS: 244258-30-8
• 化学式: C₁₄H₁₆N₂
• 分子量: 212.294
• InChiKey: OKQIAINGKBPXJF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  15.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N,N'-dimethyl-N-phenyl-1,4-benzenediamine 、 trans-1-(2-bromophenyl)-2-(3-bromophenyl)ethene 在 tris(dibenzylideneacetone)dipalladium (0) 、 sodium t-butanolate 作用下， 以 甲苯 为溶剂， 反应 120.0h， 以67%的产率得到1-N,4-N-dimethyl-4-N-[3-[(E)-2-[2-[N-methyl-4-(N-methylanilino)anilino]phenyl]ethenyl]phenyl]-1-N-phenylbenzene-1,4-diamine
  参考文献：
  名称：

  Ferromagnetic Spin Alignment in Head-to-Tail Coupled Oligo(1,4-phenyleneethynylene)s and Oligo(1,4-phenylenevinylene)s Bearing Pendant p-Phenylenediamine Radical Cations

  摘要：

  The intramolecular and long-range ferromagnetic coupling between p-phenylenediamine radical cations in head-to-tail coupled oligo(1,4-phenyleneethynylene)s and oligo(1,4-phenylenvinylene)s between neighbors and next-nearest neighbors is described. UV/vis/near-IR experiments show that the radical cations are localized in the pendant p-phenylenediamine units of the conjugated oligomers. The ESR spectra of these oligo(1,4-phenyleneethynylene) and oligo(1,4-phenylenvinylene) di(radical cation)s are consistent with those of a triplet state. A linear behavior is observed for the doubly integrated ESR intensity of the Delta M-s = +/-1 and Delta M-s = +/-2 signals with the inverse temperature (I similar to 1/T), consistent with Curie's law. This behavior indicates a triplet ground-state diradical with a large triplet-singlet energy gap or possibly a degeneracy of singlet and triplet states.

  DOI：

  10.1021/jo000548o

文献信息

• PREPARATION METHOD FOR ARYL-SUBSTITUTED P-PHENYLENEDIAMINE SUBSTANCE
  申请人：Sennics Co., Ltd.

  公开号：EP3366666A1

  公开（公告）日：2018-08-29

  A preparation method for an aryl substituted p-phenylenediamine substance is provided. A structural formula of the aryl substituted p-phenylenediamine substance is shown as Formula (I'), where R" is phenyl or o-methylphenyl, and R' is the same as or different from R"; and the preparation method comprises that: a raw material A and a raw material B are reacted in the presence of a hydrogen acceptor and a catalyst to form the aryl substituted p-phenylenediamine substance, the raw material A having a structure shown as Formula (I), the raw material B being cyclohexanone and/or o-methylcyclohexanone and the hydrogen acceptor being a hydrogen acceptor capable of accepting hydrogen for conversion into the raw material B. The raw materials are low in cost and readily available, and use of a large amount of water for posttreatment of reaction is avoided. A reaction condition is relatively mild, and corrosion to reaction equipment is avoided.

  本发明提供了一种芳基取代的对苯二胺物质的制备方法。芳基取代的对苯二胺物质的结构式如式（I'）所示，其中 R" 是苯基或邻甲基苯基，R'与 R" 相同或不同；该制备方法包括： 1：原料 A 和原料 B 在氢受体和催化剂存在下反应生成芳基取代的对苯二胺物质，原料 A 具有如式（I）所示的结构，原料 B 是环己酮和/或邻甲基环己酮，氢受体是能够接受氢转化为原料 B 的氢受体。原料成本低且容易获得，避免了使用大量水进行反应后处理。反应条件相对温和，避免了对反应设备的腐蚀。
• Method for preparing aryl substituted p-phenylenediamine substance
  申请人：Sennics Co., Ltd.

  公开号：US10793510B2

  公开（公告）日：2020-10-06

  A method for preparing an aryl substituted p-phenylenediamine substance is provided. A structural formula of the aryl substituted p-phenylenediamine substance is shown as Formula (I′), where each of R′ and R″ is phenyl or o-methylphenyl, and R′ is same as or different from R″; and the method comprises that: a raw material A and a raw material B are reacted in the presence of a hydrogen acceptor and a catalyst to form the aryl substituted p-phenylenediamine substance, the raw material A having a structure shown as Formula (I), the raw material B being cyclohexanone and/or o-methylcyclohexanone and the hydrogen acceptor being a hydrogen acceptor capable of accepting hydrogen for conversion into the raw material B. Raw materials are low in cost and readily available; use of a large amount of water for post-treatment is avoided. The reaction condition is relatively mild, and corrosion to equipment is avoided.

  本发明提供了一种制备芳基取代的对苯二胺物质的方法。芳基取代的对苯二胺物质的结构式如式（Ⅰ′）所示，其中 R′和 R″ 各为苯基或邻甲基苯基，R′与 R″ 相同或不同；该方法包括：原料 A 和原料 B 在氢受体和催化剂存在下反应生成芳基取代的对苯二胺物质，原料 A 具有如式（I）所示的结构，原料 B 是环己酮和/或邻甲基环己酮，氢受体是能够接受氢转化为原料 B 的氢受体。原料成本低，容易获得；避免了使用大量水进行后处理。反应条件相对温和，避免了对设备的腐蚀。
• [EN] BIOMASS WHITE CARBON BLACK, PREPARATION METHOD THEREFOR AND USE THEREOF<br/>[FR] BIOMASSE AVEC NOIR DE CARBONE, PROCÉDÉ DE PRÉPARATION ASSOCIÉE ET UTILISATION ASSOCIÉE<br/>[ZH] 生物质白炭黑及其制备方法和用途
  申请人：FENGHAI PANJIN RICE BIOTECHNOLOGY CO LTD

  公开号：WO2019179507A1

  公开（公告）日：2019-09-26

  提供一种生物质，特别是稻壳源白炭黑及其制备方法和用途。制备方法包括：1)将包含含有式M 2O•nSiO 2所示硅酸盐的水溶液的底料与酸接触，得到浆料E，其中M为碱金属元素；2)将浆料E固液分离，得到固相部分，干燥，得到白炭黑产品。还提供一种含有式M 2O•nSiO 2所示硅酸盐的水溶液，其在300nm下的吸光度为0.2-0.7。由该方法制备得到的白炭黑作为填料，可以改善橡胶的机械特性，特别是其机械强度如拉伸强度等得到显著提高。
• DIESEL COMPOSITION AND PROCESS FOR IMPROVING OXIDATION STABILITY OF BIODIESEL
  申请人：China Petroleum & Chemical Corporation

  公开号：EP2447344B1

  公开（公告）日：2019-07-24
• METHOD FOR PREPARING ARYL SUBSTITUTED P-PHENYLENEDIAMINE SUBSTANCE
  申请人：Sennics Co., Ltd.

  公开号：US20180237376A1

  公开（公告）日：2018-08-23

  A method for preparing an aryl substituted p-phenylenediamine substance is provided. A structural formula of the aryl substituted p-phenylenediamine substance is shown as Formula (I′), where each of R′ and R″ is phenyl or o-methylphenyl, and R′ is same as or different from R″; and the method comprises that: a raw material A and a raw material B are reacted in the presence of a hydrogen acceptor and a catalyst to form the aryl substituted p-phenylenediamine substance, the raw material A having a structure shown as Formula (I), the raw material B being cyclohexanone and/or o-methylcyclohexanone and the hydrogen acceptor being a hydrogen acceptor capable of accepting hydrogen for conversion into the raw material B. Raw materials are low in cost and readily available; use of a large amount of water for post-treatment is avoided. The reaction condition is relatively mild, and corrosion to equipment is avoided.