吡嗪并[2,3-f][1,10]菲罗啉-2,3-二甲腈 | 215611-93-1

• 物质功能分类: 化学试剂 - 有机试剂 - 多环化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 菲咯啉
• 中文名称: 吡嗪并[2,3-f][1,10]菲罗啉-2,3-二甲腈
• 中文别名: 吡唑并[2,3-F][1,10]菲啰啉-2,3-二腈
• 英文名称: 2,3-dicyanodipyrido<3,2-f:2',3'-h>quinoxaline
• 英文别名: 6,7-dicyanodipyrido[2,2-d:2′,3′-f]quinoxaline；[2,3-f]-pyrazino-[1,10]-phenanthroline-2,3-dicarbonitrile；[2,3-f]-pyrazino-[1,10]phenanthroline-2,3-dicarbonitrile；pyrazino[2,3-f][1,10]phenanthroline-2,3-dicarbonitrile；pyrazino[2,3-f]phenanthroline-2,3-dicarbonitrile；2,3-Dicyanopyrazino[2,3-f][1,10]phenanthroline
• CAS: 215611-93-1
• 化学式: C₁₆H₆N₆
• 分子量: 282.264
• InChiKey: LYKXFSYCKWNWEZ-UHFFFAOYSA-N

物化性质

• 熔点：
  >250 °C(Solv: ethanol (64-17-5))
• 沸点：
  654.1±55.0 °C(Predicted)
• 密度：
  1.54

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  22
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  99.1
• 氢给体数：
  0
• 氢受体数：
  6

安全信息

• 海关编码：
  2933990090
• 储存条件：
  存储条件：2-8℃，密封保存，并保持干燥。

反应信息

• 作为反应物：
  描述：

  吡嗪并[2,3-f][1,10]菲罗啉-2,3-二甲腈 在 氯化亚砜 作用下， 以 乙醇 、 硫酸 为溶剂， 反应 26.0h， 生成 [Ru(4,4-dimethyl-2,2′-bipyridine)2(2,3-diethoxycarbonylpyrazino[2,3-f][1,10]phenanthroline)][PF6]2
  参考文献：
  名称：

  Evaluation of the potential effectiveness of ruthenium(II) complexes with 2,3-disubtituted pyrazino[2,3-f][1,10]phenanthroline anchors, R2ppl (R=CN, COOH, COOEt, OH) as sensitizers for solar cells

  摘要：

  The ligands of type pyrazino[2,34][1,10]phenanthroline, R(2)ppl, with R = CN, COOH, COOEt or OH, were synthesized and used as precursors for obtaining the corresponding series of complexes of type [Ru(dmbpy)(2)R(2)ppl](PF6)(2), where dmbpy is 4,4'-dimethyl-2,2'-bipyridine. The compounds were prepared, characterized, and studied by theoretical DFT calculations in order to evaluate their potentiality as dyes in photoelectrochemical cells.The electron acceptor capacity of the R(2)ppl ligands was evaluated by analyzing parameters such as electrophilicity and charge distribution on the reduced ligand. Additionally, the R substituents on R(2)ppl were evaluated as anchoring groups, by variables such as highest spin occupied molecular orbital (HSOMO). Finally, the I-T parameter was defined and calculated. This is related to the amount of energy that can be delivered to TiO2 from the acceptor anchoring ligand in the thexi state. According to this parameter, the [Ru(dmbpy)(2)(COOH)(2)ppl](PF6)(2) complex is predicted to have the best response, among the compounds of the series, when used as dye in a solar cell. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2012.12.003
• 作为产物：
  描述：

  1,10-菲罗啉 在 硫酸 、 硝酸 、 potassium bromide 作用下， 以 乙醇 、 水 为溶剂， 反应 25.0h， 生成 吡嗪并[2,3-f][1,10]菲罗啉-2,3-二甲腈
  参考文献：
  名称：

  四氮杂三亚苯基部分衍生物的水热合成

  摘要：

  摘要 四氮杂三亚苯基的一些衍生物可以通过水热合成方法容易地合成。与传统技术相比，该方法有效且工艺简单，可收获更高纯度的产品，收率高。

  DOI：

  10.1080/00397910600781323

文献信息

• [EN] SUBSTITUTED CARBAZOLE DERIVATIVES AND USE THEREOF IN ORGANIC ELECTRONICS<br/>[FR] DÉRIVÉS DE CARBAZOLE SUBSTITUÉS ET LEUR UTILISATION EN ÉLECTRONIQUE ORGANIQUE
  申请人：BASF SE

  公开号：WO2011125020A1

  公开（公告）日：2011-10-13

  An organic light-emitting diode, organic solar cell or switching element comprising at least one substituted carbazole derivative of the general formula (I), (II) or (III) in which X is NR4, O, S or PR4; Y is NR5, O, S or PR5; where at least one of the symbols X and Y is NR4 or NR5; R1 and R3 are each independently substituted or unsubstituted C1-C20-alkyl, substituted or unsubstituted C6-C30-aryl, substituted or unsubstituted heteroaryl having 5 to 30 ring atoms or a substituent with donor or acceptor action selected from the group consisting of C1-C20-alkoxy, C6-C30-aryloxy, C1-C20-alkylthio, C6-C30-arylthio, SiR6R7R8, halogen radicals, halogenated C1-C20-alkyl radicals, carbonyl (-CO(R6)), carbonylthio (- C = O (SR6)), carbonyloxy (- C = O(OR6)), oxycarbonyl (- OC = O(R6)), thiocarbonyl (- SC = O(R6)), amino (-NR6R7), OH, pseudohalogen radicals, amido (- C = O (NR6)), -NR6C = O (R7), phosphonate (- P(O) (OR6)2), phosphate (-OP(O) (OR6)2), phosphine (-PR6R7), phosphine oxide (-P(0)R62), sulfate (-OS(0)2OR6), sulfoxide (-S(O)R6), sulfonate (-S(O)2OR6), sulfonyl (-S(O)2R6), sulfonamide (-S(O)2NR6R7), N02, boronic esters (-OB(OR6)2), imino (-C = NR6R7), borane radicals, stannane radicals, hydrazine radicals, hydrazone radicals, oxime radicals, nitroso groups, diazo groups, vinyl groups, sulfoximines, alanes, germanes, boroximes and borazines;

  一种有机发光二极管、有机太阳能电池或开关元件，包括至少一种取代咔唑衍生物，其通用公式为(I)、(II)或(III)，其中X是NR4、O、S或PR4；Y是NR5、O、S或PR5；其中符号X和Y中至少一个是NR4或NR5；R1和R3各自独立地是取代或未取代的C1-C20-烷基，取代或未取代的C6-C30-芳基，取代或未取代的含有5到30个环原子的杂芳基，或选自C1-C20-烷氧基、C6-C30-芳氧基、C1-C20-烷硫基、C6-C30-芳硫基、SiR6R7R8、卤素自由基、卤代C1-C20-烷基自由基、羰基(-CO(R6))、硫羰基(-C=S(R6))、羰氧基(-C=O(OR6))、氧羰基(-OC=O(R6))、硫羰基(-SC=O(R6))、氨基(-NR6R7)、OH、拟卤素自由基、酰胺(-C=O(NR6))、-NR6C=O(R7)、磷酰基(-P(O)(OR6)2)、磷酸酯(-OP(O)(OR6)2)、膦(-PR6R7)、氧化膦(-P(O)R62)、硫酸酯(-OS(O)2OR6)、亚磺酰基(-S(O)R6)、磺酸酯(-S(O)2OR6)、磺酰基(-S(O)2R6)、磺酰胺(-S(O)2NR6R7)、N02、硼酸酯(-OB(OR6)2)、亚胺(-C=NR6R7)、硼烷自由基、锡烷自由基、肼自由基、腙自由基、肟自由基、亚硝基团、重氮基团、乙烯基团、亚磺酰亚胺、铝烷、锗烷、硼氧基和硼唑的取代基。
• SUBSTITUTED CARBAZOLE DERIVATIVES AND USE THEREOF IN ORGANIC ELECTRONICS
  申请人：Langer Nicolle

  公开号：US20110266528A1

  公开（公告）日：2011-11-03

  An organic light-emitting diode, organic solar cell or switching element comprising at least one substituted carbazole derivative of the general formula (I), (II) or (III) in which X is NR 4 , O, S or PR 4 ; Y is NR 5 , O, S or PR 5 ; where at least one of the symbols X and Y is NR 4 or NR 5 ; substituted carbazole derivatives of the formula (I), (II) or (III); a light-emitting layer comprising at least one substituted carbazole derivative of the general formula (I), (II) or (III) and at least one emitter material; the use of substituted carbazole derivatives of the general formula (I), (II) or (Ill) as matrix material, hole/exciton blocker material and/or electron/exciton blocker material and/or hole injection material and/or electron injection material and/or hole conductor material and/or electron conductor material in an organic light-emitting diode, an organic solar cell or in a switching element, and a device selected from the group consisting of stationary visual display units, mobile visual display units, illumination units, keyboards, garments, furniture and wallpaper comprising at least one inventive organic light-emitting diode.

  一种有机发光二极管、有机太阳能电池或开关元件，包括至少一种通式（I）、（II）或（III）的取代咔唑衍生物，其中X为NR4、O、S或PR4；Y为NR5、O、S或PR5；其中至少一个符号X和Y为NR4或NR5；通式（I）、（II）或（III）的取代咔唑衍生物；包括至少一种通式（I）、（II）或（III）的取代咔唑衍生物和至少一种发射材料的发光层；使用通式（I）、（II）或（III）的取代咔唑衍生物作为基质材料、空穴/激子阻挡材料和/或电子/激子阻挡材料和/或空穴注入材料和/或电子注入材料和/或空穴导体材料和/或电子导体材料在有机发光二极管、有机太阳能电池或开关元件中的使用，以及选自固定视觉显示单元、移动视觉显示单元、照明单元、键盘、服装、家具和包括至少一种创新有机发光二极管的壁纸的设备。
• Seven copper (I) complexes of diphosphine ligands and N^N ligands: Syntheses, structural characterizations and spectroscopic properties
  作者：Yan-Ru Zhang、Xiao Yu、Sen Lin、Qiong-Hua Jin、Yu-Ping Yang、Min Liu、Zhong-Feng Li、Cun-Lin Zhang、Xiu-Lan Xin

  DOI：10.1016/j.poly.2017.08.021

  日期：2017.12

  Abstract The reactions of diphosphine ligands and nitrogen-containing ligands with Cu(I) salts in the mixed solvents of methanol (MeOH) and dichloromethane (CH2Cl2) generated the corresponding complexes, [Cu(dppbe)(Bphen)](ClO4)·2CH3OH}n (1), [Cu2(dppe)(dmp)2(CN)2]·2CH3OH}n (2), [Cu2(dppb)(dmp)2I2]·2CH3OH}n (3), [Cu(POP)(C16H6N6)]I (4), [Cu(POP)(C16H6N6)](SCN)}n (5), [Cu(xantphos)(bpy)](ClO4) (6)

  摘要在甲醇（MeOH）和二氯甲烷（CH2Cl2）的混合溶剂中，二膦配体和含氮配体与Cu（I）盐的反应生成了相应的配合物[Cu（dppbe）（Bphen）]（ClO4）· 2CH3OH} n（1），[Cu2（dppe）（dmp）2（CN）2]·2CH3OH} n（2），[Cu2（dppb）（dmp）2I2]·2CH3OH} n（3），[ Cu（POP）（C16H6N6）] I（4），[Cu（POP）（C16H6N6）]（SCN）} n（5），[Cu（xantphos）（bpy）]（ClO4）（6）和[ Cu（xantphos）（bpy）]（CF3SO3）} n（7）dppbe = 1,2-双（二苯基膦基）苯，dppe = 1,2-双（二苯基膦基）乙烷；dppb = 1,4-双（二苯基膦基）丁烷，POP =双[2-（二苯基膦基）苯基]醚，黄嘌呤= 4,5-双（二苯基膦基）-9,9-二甲基x吨，Bphen
• Organic Light-Emitting Element, Organometallic Complex, Light-Emitting Device, Electronic Appliance, and Lighting Device
  申请人：Inoue Hideko

  公开号：US20120264936A1

  公开（公告）日：2012-10-18

  Disclosed is a phosphorescent organometallic complex having: a 6-membered aromatic heterocycle having a nitrogen atom; iridium or platinum to which the nitrogen atom coordinates; and an aryl group which is bonded to an α-carbon of the nitrogen atom and is ortho-metalated with the iridium or platinum, where at least one of the aromatic heterocycle and the aryl group has an alicyclic hydrocarbon having an intramolecular carbon-carbon bridged bond as a substituent. The ability of the bulky structure of the alicyclic hydrocarbon to inhibit aggregation of the organometallic complex, concerted with the strong electron-donating property of the alicyclic hydrocarbon to the aromatic heterocycle or the aryl group, contributes to the increase in absorption coefficient and phosphorescent efficiency of the organometallic complex. The improved absorption coefficient and the phosphorescent efficiency allow the formation of a light-emitting element with excellent external quantum efficiency over 25%.

  本发明揭示了一种磷光有机金属配合物，其具有：含有氮原子的6元芳香杂环；氮原子与铱或铂配位；以及与氮原子的α-碳键合并与铱或铂发生邻位金属化的芳基基团，其中至少有芳香杂环和芳基基团中的一个具有作为取代基的脂环烃，其具有分子内碳-碳桥键。脂环烃的臃肿结构能够抑制有机金属配合物的聚集，与脂环烃对芳香杂环或芳基基团的强电子给体性质协同作用，有助于提高有机金属配合物的吸收系数和磷光效率。改进的吸收系数和磷光效率使得形成的发光元件具有优异的外部量子效率超过25%。
• 4H-Imidazo[1,2-a]imidazoles for Electronic Applications
  申请人：Schaefer Thomas

  公开号：US20120241681A1

  公开（公告）日：2012-09-27

  The present invention relates to compounds of formula a process for their production and their use in electronic devices, especially electroluminescent devices. When used as host material for phosphorescent emitters in electroluminescent devices, the compounds of formula I may provide improved efficiency, stability, manufacturability, or spectral characteristics of electroluminescent devices.

  本发明涉及公式化合物的制备方法及其在电子设备中的应用，特别是在电致发光设备中的应用。当作为电致发光设备中磷光发射剂的主体材料使用时，公式I化合物可能提供电致发光设备的效率、稳定性、可制造性或光谱特性的改善。