2-Methyl-3-naphthalen-2-ylquinoline | 1415584-08-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2-Methyl-3-naphthalen-2-ylquinoline
• CAS: 1415584-08-5
• 化学式: C₂₀H₁₅N
• 分子量: 269.346
• InChiKey: YDAZXGKQRUFACU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N,N-二甲基乙酰胺 、 2-Methyl-3-naphthalen-2-ylquinoline 在 dipotassium peroxodisulfate 、 iron(III) chloride hexahydrate 作用下， 反应 3.0h， 以89%的产率得到3-(naphthalen-2-yl)-2-vinylquinoline
  参考文献：
  名称：

  Highly efficient vinylaromatics generation via iron-catalyzed sp3 C–H bond functionalization CDC reaction: a novel approach to preparing substituted benzo[α]phenazines

  摘要：

  开发了一种铁催化的苯乙烯化反应，用于将N,N-二甲基乙酰胺（或N,N-二甲基甲酰胺）中N,N-二甲基基团的碳原子转移到2-甲基杂芳烃上，从而生成2-乙烯基杂芳烃。

  DOI：

  10.1039/c2cc36708d

文献信息

• [EN] COMPOUNDS HAVING ELECTROLUMINESCENT OR ELECTRON TRANSPORT PROPERTIES<br/>[FR] COMPOSÉS PRÉSENTANT DES PROPRIÉTÉS ÉLECTROLUMINESCENTES OU DE TRANSPORT DES ÉLECTRONS
  申请人：MERCK PATENT GMBH

  公开号：WO2009112854A1

  公开（公告）日：2009-09-17

  A compound of the formula R1 (CR3 =CR4 ) nAr(CR4 =CR3 ) nR2 wherein: n is 0 or 1; Ar represents aryl or heteroaryl having 1-5 aromatic rings which may be chain or fused or a combination of chain and fused, which may be substituted withalkoxy, fluoro, fluoroalkyl or cyano and which in the case of a 5-memnered ring nitrogen heteroatom may be N-substituted with aryl or substituted aryl optionally further substituted with alkoxy, fluoro, fluoroalkyl or cyano; R1 and R2 independently represent aryl or nitrogen, oxygen or sulphur-containing heteroaryl having two to four fused aromatic rings one of which may be 5-membered and optionally substituted by aryl or heteroaryl having 1-5 chain or fused aromatic rings which may be further substituted withalkoxy, fluoro, fluoroalkyl or cyano; and R3 and R4 independently represent hydrogen, methyl, ethyl or benzyl. Alsoprovided is a method of making a compound having electroluminescent and/or electroconductive properties, which comprises condensing an aromatic dialdehyde with a methyl-substituted heteroaryl compound having two to four fused rings which maybe unsubstituted ormay be further substituted by aryl or heteroaryl having from one to fouraromatic rings, said aryl or heteroaryl substituent or substituents optionally being substituted with one or more fluoro, fluoroalkyl orcyano substituents.The condensation may be carried out in acetic anhydride under reflux. The compounds may be incorporatede.g. as an electron transport layer into an optical light emitting diode,where embodiments can provide high electron mobility, low turn-on voltage and good lifetime,or into an electrostatic imaging member. Acompositionis provided comprising a compound as above and a second host or electron transport material and/or at leastone dopant.

  一个化合物的结构式为R1（CR3=CR4）nAr（CR4=CR3）nR2，其中：n为0或1；Ar代表含有1-5个芳香环的芳基或杂芳基，可以是链状的、融合的或链状和融合的组合，可以被烷氧基、氟、氟烷基或氰基取代，在5-成员环氮杂原子的情况下，可能被芳基或取代芳基N-取代，可选择地进一步取代为烷氧基、氟、氟烷基或氰基；R1和R2独立地代表含有两到四个融合芳香环的芳基或氮、氧或硫杂杂芳基，其中一个可能是5-成员的，并且可选择地被芳基或含有1-5个链状或融合芳香环的杂芳基取代，这些芳基或杂芳基可能进一步被烷氧基、氟、氟烷基或氰基取代；R3和R4独立地代表氢、甲基、乙基或苄基。还提供了一种制备具有电致发光和/或电导性能的化合物的方法，包括将芳香二醛与一种具有两到四个融合环的甲基取代的杂芳基化合物缩合，该化合物可能未取代或可能进一步被含有一到四个芳香环的芳基或杂芳基取代，所述芳基或杂芳基取代物可选择地被一个或多个氟、氟烷基或氰基取代。缩合可以在乙酸酐中回流进行。这些化合物可以被用作电子传输层，例如用于光电发光二极管，其中实施例可以提供高电子迁移率、低开启电压和良好的寿命，或用于静电成像成员。提供了一种组合物，包括上述化合物和第二宿主或电子传输材料和/或至少一个掺杂剂。
• COMPOUNDS HAVING ELECTROLUMINESCENT OR ELECTRON TRANSPORT PROPERTIES
  申请人：Kathirgamanathan Poopathy

  公开号：US20110006295A1

  公开（公告）日：2011-01-13

  A compound of the formula R 1 (CR 3 ═CR 4 )nAr(CR 4 ═CR 3 ) n R 2 wherein: n is 0 or 1; Ar represents aryl or heteroaryl having 1-5 aromatic rings which may be chain or fused or a combination of chain and fused, which may be substituted with alkoxy, fluoro, fluoroalkyl or cyano and which in the case of a 5-membered ring nitrogen heteroatom may be N-substituted with aryl or substituted aryl optionally further substituted with alkoxy, fluoro, fluoroalkyl or cyano; R 1 and R 2 independently represent aryl or nitrogen, oxygen or sulphur-containing heteroaryl having two to four fused aromatic rings one of which may be 5-membered and optionally substituted by aryl or heteroaryl having 1-5 chain or fused aromatic rings which may be further substituted with alkoxy, fluoro, fluoroalkyl or cyano; and R 3 and R 4 independently represent hydrogen, methyl, ethyl or benzyl. Also provided is a method of making a compound having electroluminescent and/or electroconductive properties, which comprises condensing an aromatic dialdehyde with a methyl-substituted heteroaryl compound having two to four fused rings which maybe unsubstituted or may be further substituted by aryl or heteroaryl having from one to four aromatic rings, said aryl or heteroaryl substituent or substituents optionally being substituted with one or more fluoro, fluoroalkyl or cyano substituents. The condensation may be carried out in acetic anhydride under reflux. The compounds may be incorporated e.g. as an electron transport layer into an optical light emitting diode, where embodiments can provide high electron mobility, low turn-on voltage and good lifetime, or into an electrostatic imaging member. A composition is provided comprising a compound as above and a second host or electron transport material and/or at least one dopant.

  该化合物的化学式为R1(CR3═CR4)nAr(CR4═CR3)nR2，其中：n为0或1；Ar代表芳香族或杂环芳香族，具有1-5个芳香环，可以是链式的、融合的或链式和融合的组合，可以用烷氧基、氟、氟烷基或氰基取代，在5-成员环氮杂原子的情况下，可以用芳基或取代芳基N-取代，可选择进一步用烷氧基、氟、氟烷基或氰基取代；R1和R2独立地代表芳基或含有两个到四个融合芳香环的氮、氧或硫杂环，其中一个可能是5-成员环，并可选择用具有1-5个链式或融合芳香环的芳基或杂环芳基进一步取代，这些芳基或杂环芳基可能进一步用烷氧基、氟、氟烷基或氰基取代；R3和R4独立地代表氢、甲基、乙基或苄基。还提供了一种具有电致发光和/或电导性能的化合物的制备方法，该方法包括将芳香二醛与具有两到四个融合环的甲基取代杂环化合物缩合，该杂环化合物可以是未取代的或进一步由具有1到4个芳香环的芳基或杂环芳基取代，该芳基或杂环芳基取代基可选择进一步用一个或多个氟、氟烷基或氰基取代。缩合可以在乙酸酐中回流进行。这些化合物可以被用作电子传输层，例如被纳入到光学发光二极管中，其中实施例可以提供高电子迁移率、低开启电压和良好的寿命，或被纳入到静电成像成员中。还提供了一种组合物，包括上述化合物和第二宿主或电子传输材料和/或至少一种掺杂剂。
• US8507896B2
  申请人：——

  公开号：US8507896B2

  公开（公告）日：2013-08-13