tetra-n-butylammonium bis(2-phenylpyridinato-N,C2)-mono(4-[sulfatoethyloxymethyl]-2-pyridinecarboxylato-N,O)iridium(III) | 1119493-11-6

• 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: tetra-n-butylammonium bis(2-phenylpyridinato-N,C2)-mono(4-[sulfatoethyloxymethyl]-2-pyridinecarboxylato-N,O)iridium(III)
• 英文别名: Ir(ppy)2(picCH2OC2H4OSO3NBu4)；Iridium(3+);2-phenylpyridine;4-(2-sulfonatooxyethoxymethyl)pyridine-2-carboxylate;tetrabutylazanium
• CAS: 1119493-11-6
• 化学式: C₁₆H₃₆N*C₃₁H₂₅IrN₃O₇S
• 分子量: 1018.31
• InChiKey: DYYIQHSJVWCMJF-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  8.54
• 重原子数：
  60
• 可旋转键数：
  19
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  163
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  tetra-n-butylammonium bis(2-phenylpyridinato-N,C2)-mono(4-[sulfatoethyloxymethyl]-2-pyridinecarboxylato-N,O)iridium(III) 、 以 二氯甲烷 、 水 为溶剂， 以85%的产率得到NCN(2G2)[Ir(ppy)2(picCH2OC2H4OSO3)]2
  参考文献：
  名称：

  Supramolecular Dendriphores: Anionic Organometallic Phosphors Embedded in Polycationic Dendritic Species

  摘要：

  Heteroleptic iridium(III) organometallic complexes have been functionalized with sulfate tethers. These systems have been thoroughly characterized spectroscopically. Subsequently these iridium(III) complexes were reacted with polyionic dendritic materials yielding iridium(III) organometallic phosphorescent emitters supramolecularly bound in dendritic materials. The synthesized supramolecular core-shell materials were characterized using a range of standard spectroscopic and spectrometric techniques. Furthermore, a thorough analysis of the photophysical properties (UV-vis absorption/emission, quantum yield, lifetime of emission) was carried out. The tethered sulfate complexes were found to have similar photophysical properties compared to their unfunctionalized analogues. It was found that immobilization of the iridium lumiphores within the core of the dendritic material resulted in quenching of the triplet emitting state. The quenching was found to be a consequence of intramolecular triplet-triplet annihilation resulting in quenching of the emissive state of the phosphorescent organometallics. It was shown by varying the dendrimer generation, and flexibility around the core, that we could alter the extent of triplet-triplet annihilation. It was also discovered that multiple phosphorescent sites existed in a single host-guest polyionic material. All host-guest materials demonstrated this property. Lifetime decay patterns were solved using biexponential statistics, suggesting more than one type of decay. The developed host-guest materials were applied as lumiphores in OLED devices, and showed that in the solid state the observed quenching is diminished.

  DOI：

  10.1021/om800226q
• 作为产物：
  描述：

  1,3,2-二噁唑噻吩-2,2-二氧化物 、 bis(2-phenylpyridinato-N,C2)-mono(4-[hydroxymethyl]-2-pyridine carboxylato-N,O)iridium(III) 、 四丁基氯化铵 在 NaH 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以80%的产率得到tetra-n-butylammonium bis(2-phenylpyridinato-N,C2)-mono(4-[sulfatoethyloxymethyl]-2-pyridinecarboxylato-N,O)iridium(III)
  参考文献：
  名称：

  Supramolecular Dendriphores: Anionic Organometallic Phosphors Embedded in Polycationic Dendritic Species

  摘要：

  Heteroleptic iridium(III) organometallic complexes have been functionalized with sulfate tethers. These systems have been thoroughly characterized spectroscopically. Subsequently these iridium(III) complexes were reacted with polyionic dendritic materials yielding iridium(III) organometallic phosphorescent emitters supramolecularly bound in dendritic materials. The synthesized supramolecular core-shell materials were characterized using a range of standard spectroscopic and spectrometric techniques. Furthermore, a thorough analysis of the photophysical properties (UV-vis absorption/emission, quantum yield, lifetime of emission) was carried out. The tethered sulfate complexes were found to have similar photophysical properties compared to their unfunctionalized analogues. It was found that immobilization of the iridium lumiphores within the core of the dendritic material resulted in quenching of the triplet emitting state. The quenching was found to be a consequence of intramolecular triplet-triplet annihilation resulting in quenching of the emissive state of the phosphorescent organometallics. It was shown by varying the dendrimer generation, and flexibility around the core, that we could alter the extent of triplet-triplet annihilation. It was also discovered that multiple phosphorescent sites existed in a single host-guest polyionic material. All host-guest materials demonstrated this property. Lifetime decay patterns were solved using biexponential statistics, suggesting more than one type of decay. The developed host-guest materials were applied as lumiphores in OLED devices, and showed that in the solid state the observed quenching is diminished.

  DOI：

  10.1021/om800226q

文献信息

• Supramolecular Dendriphores: Anionic Organometallic Phosphors Embedded in Polycationic Dendritic Species
  作者：Aidan R. McDonald、Davide Mores、Celso de Mello Donegá、Cornelis A. van Walree、Robertus J. M. Klein Gebbink、Martin Lutz、Anthony L. Spek、Andries Meijerink、Gerard P. M. van Klink、Gerard van Koten

  DOI：10.1021/om800226q

  日期：2009.2.23

  Heteroleptic iridium(III) organometallic complexes have been functionalized with sulfate tethers. These systems have been thoroughly characterized spectroscopically. Subsequently these iridium(III) complexes were reacted with polyionic dendritic materials yielding iridium(III) organometallic phosphorescent emitters supramolecularly bound in dendritic materials. The synthesized supramolecular core-shell materials were characterized using a range of standard spectroscopic and spectrometric techniques. Furthermore, a thorough analysis of the photophysical properties (UV-vis absorption/emission, quantum yield, lifetime of emission) was carried out. The tethered sulfate complexes were found to have similar photophysical properties compared to their unfunctionalized analogues. It was found that immobilization of the iridium lumiphores within the core of the dendritic material resulted in quenching of the triplet emitting state. The quenching was found to be a consequence of intramolecular triplet-triplet annihilation resulting in quenching of the emissive state of the phosphorescent organometallics. It was shown by varying the dendrimer generation, and flexibility around the core, that we could alter the extent of triplet-triplet annihilation. It was also discovered that multiple phosphorescent sites existed in a single host-guest polyionic material. All host-guest materials demonstrated this property. Lifetime decay patterns were solved using biexponential statistics, suggesting more than one type of decay. The developed host-guest materials were applied as lumiphores in OLED devices, and showed that in the solid state the observed quenching is diminished.