2-(2',4'-difluorophenyl)-4-fluoropyridine | 871245-90-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-(2',4'-difluorophenyl)-4-fluoropyridine
• 英文别名: 2-(2,4-Difluorophenyl)-4-fluoropyridine
• CAS: 871245-90-8
• 化学式: C₁₁H₆F₃N
• 分子量: 209.171
• InChiKey: NQKODLUQJOBDOG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(2',4'-difluorophenyl)-4-fluoropyridine 在 sodium carbonate 作用下， 以 乙二醇乙醚 、 水 、 1,2-二氯乙烷 为溶剂， 反应 36.0h， 生成
  参考文献：
  名称：

  Efficient blue and bluish-green iridium phosphors: Fine-tuning emissions of FIrpic by halogen substitution on pyridine-containing ligands

  摘要：

  Three new iridium compounds, 4-F-FIrpic, 4-Cl-FIrpic and 4-Br-FIrpic, were designed and synthesized by introducing the F, Cl and Br atoms to the 4-position of pyridine ring in the frame of sky-blue emitter, FIrpic. Adding F atom stabilizes the HOMO level of FIrpic but keeps the LUMO level of FIrpic almost unchanged, which consequently broadens the HOMO-LUMO gap of FIrpic and finely tunes the emission to 465 nm of 4-F-FIrpic from 470 nm of FIrpic. In contrast, introducing of Cl and Br atoms simultaneously lowers the HOMO and LUMO levels of FIrpic, which brings about the squeeze of HOMO-LUMO gap in FIrpic and makes the emissions of 4-Cl-FIrpic and 4-Br-FIrpic red-shift to 475 and 479 nm, respectively. The phosphorescent organic light-emitting devices using the three iridium compounds as dopants were fabricated with the following configuration: ITO/MoO3/TAPC/TCTA: dopants/Tm/LiF/Al. The device based on 4-F-FIrpic showed a blue emission with the Commission Internationale de L'Eclairage coordinate of (0.15, 0.28), and revealed rather high efficiencies, with maximum current efficiency of 29 cd A(-1), power efficiency of 29 lm W-1 and external quantum efficiency of 14.6%. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.orgel.2013.09.026
• 作为产物：
  描述：

  2-氯-4-氟吡啶 、 2,4-二氟苯硼酸 在 palladium diacetate 、 potassium carbonate 、 三苯基膦 作用下， 以 乙二醇二甲醚 为溶剂， 反应 12.0h， 以50%的产率得到2-(2',4'-difluorophenyl)-4-fluoropyridine
  参考文献：
  名称：

  Efficient blue and bluish-green iridium phosphors: Fine-tuning emissions of FIrpic by halogen substitution on pyridine-containing ligands

  摘要：

  Three new iridium compounds, 4-F-FIrpic, 4-Cl-FIrpic and 4-Br-FIrpic, were designed and synthesized by introducing the F, Cl and Br atoms to the 4-position of pyridine ring in the frame of sky-blue emitter, FIrpic. Adding F atom stabilizes the HOMO level of FIrpic but keeps the LUMO level of FIrpic almost unchanged, which consequently broadens the HOMO-LUMO gap of FIrpic and finely tunes the emission to 465 nm of 4-F-FIrpic from 470 nm of FIrpic. In contrast, introducing of Cl and Br atoms simultaneously lowers the HOMO and LUMO levels of FIrpic, which brings about the squeeze of HOMO-LUMO gap in FIrpic and makes the emissions of 4-Cl-FIrpic and 4-Br-FIrpic red-shift to 475 and 479 nm, respectively. The phosphorescent organic light-emitting devices using the three iridium compounds as dopants were fabricated with the following configuration: ITO/MoO3/TAPC/TCTA: dopants/Tm/LiF/Al. The device based on 4-F-FIrpic showed a blue emission with the Commission Internationale de L'Eclairage coordinate of (0.15, 0.28), and revealed rather high efficiencies, with maximum current efficiency of 29 cd A(-1), power efficiency of 29 lm W-1 and external quantum efficiency of 14.6%. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.orgel.2013.09.026

文献信息

• ORGANIC IRIDIUM COMPLEX FOR ORGANIC ELECTROLUMINESCENT ELEMENTS
  申请人：Tanaka Kikinzoku Kogyo K.K.

  公开号：EP3187503A1

  公开（公告）日：2017-07-05

  The present invention provides an organometallic complex having a high quantum efficiency even in a polymer thin film as a emitting material for organic electroluminescent (EL) element. The present invention relates to an organoiridium complex for an organic electroluminescent element represented by the following Formula; wherein a C-N ligand including two atomic groups (A1, A2), and a β-diketone) ligand in line symmetry having two tert-butyl-substituted phenyl groups are coordinated with an iridium atom. The organoiridium complex of the present invention has a high quantum efficiency even in a polymer thin film with respect to green to yellow electroluminescence. (In the aforementioned Formula, R1, R2, and R3 are each a tert-butyl group or a hydrogen atom, and have at least one tert-butyl group; they may bond each other to thereby form a saturated hydrocarbon ring, when having two tert-butyl groups; A1, A2 are each an unsaturated hydrocarbon ring, at least one is a single ring, and at least one is a heterocyclic ring.)

  本发明提供了一种即使在聚合物薄膜中也具有高量子效率的有机金属配合物，作为有机电致发光元件的发光材料。本发明涉及一种用于有机电致发光元件的有机铱配合物，由下式表示；其中包括两个原子团（A1，A2）的C-N配体和具有两个叔丁基取代苯基的β-二酮）配体与铱原子配位。即使在聚合物薄膜中，本发明的有机铱配合物也具有很高的量子效率，可发出绿色至黄色的电致发光。 (在上述式中，R1、R2和R3各自是叔丁基或氢原子，且至少有一个叔丁基；当具有两个叔丁基时，它们可以相互键合从而形成饱和烃环；A1、A2各自是不饱和烃环，至少有一个是单环，至少有一个是杂环)。
• US9859511B2
  申请人：——

  公开号：US9859511B2

  公开（公告）日：2018-01-02
• Efficient blue and bluish-green iridium phosphors: Fine-tuning emissions of FIrpic by halogen substitution on pyridine-containing ligands
  作者：Cong Fan、Liping Zhu、Bei Jiang、Cheng Zhong、Dongge Ma、Jingui Qin、Chuluo Yang

  DOI：10.1016/j.orgel.2013.09.026

  日期：2013.12

  Three new iridium compounds, 4-F-FIrpic, 4-Cl-FIrpic and 4-Br-FIrpic, were designed and synthesized by introducing the F, Cl and Br atoms to the 4-position of pyridine ring in the frame of sky-blue emitter, FIrpic. Adding F atom stabilizes the HOMO level of FIrpic but keeps the LUMO level of FIrpic almost unchanged, which consequently broadens the HOMO-LUMO gap of FIrpic and finely tunes the emission to 465 nm of 4-F-FIrpic from 470 nm of FIrpic. In contrast, introducing of Cl and Br atoms simultaneously lowers the HOMO and LUMO levels of FIrpic, which brings about the squeeze of HOMO-LUMO gap in FIrpic and makes the emissions of 4-Cl-FIrpic and 4-Br-FIrpic red-shift to 475 and 479 nm, respectively. The phosphorescent organic light-emitting devices using the three iridium compounds as dopants were fabricated with the following configuration: ITO/MoO3/TAPC/TCTA: dopants/Tm/LiF/Al. The device based on 4-F-FIrpic showed a blue emission with the Commission Internationale de L'Eclairage coordinate of (0.15, 0.28), and revealed rather high efficiencies, with maximum current efficiency of 29 cd A(-1), power efficiency of 29 lm W-1 and external quantum efficiency of 14.6%. (C) 2013 Elsevier B.V. All rights reserved.