2-(3-(perfluoropropyl)pyrazol-5-yl)pyridine | 874759-58-7

• 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-(3-(perfluoropropyl)pyrazol-5-yl)pyridine
• 英文别名: 3-heptafluoropropyl-5-(2-pyridyl)pyrazole；hppzH；3-heptafluoropropyl-5-(pyridin-2-yl)-pyrazole；3-(Heptafluoropropyl)-5-(pyridine-2-yl)-1H-pyrazole；2-[5-(1,1,2,2,3,3,3-heptafluoropropyl)-1H-pyrazol-3-yl]pyridine
• CAS: 874759-58-7
• 化学式: C₁₁H₆F₇N₃
• 分子量: 313.178
• InChiKey: PBJUNSBRFKNWDZ-UHFFFAOYSA-N

物化性质

• 沸点：
  333.8±42.0 °C(Predicted)
• 密度：
  1.506±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  41.6
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  2-(3-(perfluoropropyl)pyrazol-5-yl)pyridine 、 dichlorobis(dimethyl sulfoxide)platinum(II) 在 NaH 作用下， 以 四氢呋喃 为溶剂， 生成 bis(3-heptafluoropropyl-5-(2-pyridyl)pyrazolyl)platinum(II)
  参考文献：
  名称：

  Platinum(II) Complexes with Pyridyl Azolate-Based Chelates:  Synthesis, Structural Characterization, and Tuning of Photo- and Electrophosphorescence

  摘要：

  A new series of luminescent platinum(II) azolate complexes with a formula of [Pt(N Lambda N)(2)], in which N Lambda N = mppz (1), bppz (2a), bzpz (2b), bmpz (2c), bqpz (2d), fppz (3a), hppz (3b), bptz (4), hptz (5), were synthesized, and their photophyscial properties were examined. Single-crystal X-ray diffraction studies of 2c: and 3b revealed a planar molecular geometry, in which the N Lambda N chelates adopt a trans configuration and show notable interligand C-(HN)-N-... hydrogen bonding within the complex. Interesting intermolecular interactions were observed in the solid state. Complex 2c formed a slipped-stack structure with a (PtPt)-Pt-... separation distance of 6.432 angstrom, while complex 3b showed a columnar stacking with the molecules oriented in an alternating order in relation to the chain axis, giving a much reduced (PtPt)-Pt-... distance of 3.442 angstrom. The lowest absorption band for all complexes revealed strong state mixings between the singlet and triplet (MLCT and intraligand pi pi*) manifolds. Complexes 1 and 2 showed mixed (MLCT)-M-3 and (3)pi pi phosphorescence in fluid solution. While radiationless deactivation was apparently dominant for complxes 3-5 in solution, resulting in rather weak emission, strong phosphorescence was observed in the room-temperature solid state with the peak wavelength being significantly red shifted compared to that in solution. The emission nature has been tentatively assigned to be (MMLCT)-M-3 in character. OLED devices with a multilayer configuration of ITO/NPB/CBP:2a/BCP/Alq(3)/LiF/Al were successfully fabricated using a CBP layer doped with various amount of 2a, ranging from 6 to 100%, as the emitting layer. A substantial red shift with increasing doping concentrations was observed in electroluminescence. With a neat film of 2a, the device showed a green emission with lambda(max) at 556 nm and an external QE of similar to 1.6% at a driving current of 20 mA. Similarly, for the device using a neat film of 3a, an electroluminescence centered at 616 nm with a slightly reduced external QE of similar to 2.1% was recorded. Aggregation of platinum(II) complexes in the solid state was proposed to account for the large red-shift in electroluminescence.

  DOI：

  10.1021/ic051393b
• 作为产物：
  描述：

  4,4,5,5,6,6,6-heptafluoro-1-(pyridin-2-yl)hexane-1,3-dione 在 hydrazine hydrate 作用下， 以 乙醇 为溶剂， 反应 5.0h， 生成 2-(3-(perfluoropropyl)pyrazol-5-yl)pyridine
  参考文献：
  名称：

  [EN] BIDENTATE HETEROLEPTIC SQUARE PLANAR COMPLEXES OF (PYRIDYL)AZOLATES
  [FR] COMPLEXES BIDENTÉS HÉTÉROLEPTIQUES PLAN-CARRÉS DE (PYRIDIL)AZOLATES

  摘要：

  (吡啶基)唑酮的双齿异配方平面四方配合物具有光学和电学性质，使它们适用于各种光学和电学设备和应用。特别是，这些配合物适用于获得白色或单色有机发光二极管（“OLEDs”），包括无掺杂的OLEDs。首选形式还表现出半导体行为，并可能在各种其他应用中有用。在(吡啶基)唑酮的一般配合物中，金属和配体可以变化以赋予不同的光电性能。

  公开号：

  WO2015084906A1

文献信息

• Pt complexes as phosphorescent emitters in the fabrication of organic light emitting diodes
  申请人：National Tsing Hua University

  公开号：US07002013B1

  公开（公告）日：2006-02-21

  A series of Pt(II) complexes having the following formula are disclosed: X1 and X2 independently are C or N, X1 can also locate at another position of the hexagonal ring, when X1 is N; R1 is H, C1–C8 alkyl, or C1–C4 perfluoroalkyl, R2 is H, R1 and R2 together are C4–C8 alkylene, or R1 and R2 together are bridged carbocyclic C4–C12 alkylene, when X2 is C; R1 is H, C1–C8 alkyl, or C1–C4 perfluoroalkyl, and R2 is omitted, when X2 is N; R7 is H or methyl, and R8 is omitted, when X1 is N; R7 is H or methyl, R8 is H or methyl, or R7 and R8 together are when X1 is C.

  揭示了具有以下公式的一系列Pt(II)络合物：X1和X2独立地是C或N，当X1为N时，X1也可以位于六角环的另一个位置；R1是H，C1-C8烷基或C1-C4全氟烷基，R2是H，R1和R2一起是C4-C8烷基，或者R1和R2一起是桥接的碳环C4-C12烷基，当X2为C时；R1是H，C1-C8烷基或C1-C4全氟烷基，而R2被省略，当X2为N时；R7是H或甲基，R8被省略，当X1为N时；R7是H或甲基，R8是H或甲基，或者R7和R8一起是当X1为C时。
• BIDENTATE HETEROLEPTIC SQUARE PLANAR COMPLEXES OF (PYRIDYL)AZOLATES
  申请人：University of North Texas

  公开号：US20150155504A1

  公开（公告）日：2015-06-04

  Bidentate heteroleptic square planar complexes of (pyridyl)azolates possess optical and electrical properties that render them useful for a wide variety of optical and electrical devices and applications. In particular, the complexes are useful for obtaining white or monochromatic organic light-emitting diodes (“OLEDs”), including doping-free OLEDs. Preferred forms also demonstrate semiconducting behavior and may be useful in a variety of other applications. Within the general complexes of (pyridyl)azolates, the metal and the ligands may be varied to impart different optoelectronic properties.

  (吡啶基)唑啉配体的双齿异配方平面配合物具有光学和电学性质，使它们在各种光学和电学设备及应用中非常有用。特别是，这些配合物可用于获得白色或单色有机发光二极管（“OLEDs”），包括无掺杂的OLEDs。首选形式还表现出半导体行为，可能在各种其他应用中有用。在(吡啶基)唑啉配体的一般配合物中，金属和配体可以变化以赋予不同的光电性质。
• US7002013B1
  申请人：——

  公开号：US7002013B1

  公开（公告）日：2006-02-21
• US9796743B2
  申请人：——

  公开号：US9796743B2

  公开（公告）日：2017-10-24
• Platinum(II) Complexes with Pyridyl Azolate-Based Chelates:  Synthesis, Structural Characterization, and Tuning of Photo- and Electrophosphorescence
  作者：Sheng-Yuan Chang、Jakka Kavitha、Shih-Wen Li、Chan-Shou Hsu、Yun Chi、Yu-Shan Yeh、Pi-Tai Chou、Gene-Hsiang Lee、Arthur J. Carty、Yu-Tai Tao、Chin-Hsiung Chien

  DOI：10.1021/ic051393b

  日期：2006.1.1

  A new series of luminescent platinum(II) azolate complexes with a formula of [Pt(N Lambda N)(2)], in which N Lambda N = mppz (1), bppz (2a), bzpz (2b), bmpz (2c), bqpz (2d), fppz (3a), hppz (3b), bptz (4), hptz (5), were synthesized, and their photophyscial properties were examined. Single-crystal X-ray diffraction studies of 2c: and 3b revealed a planar molecular geometry, in which the N Lambda N chelates adopt a trans configuration and show notable interligand C-(HN)-N-... hydrogen bonding within the complex. Interesting intermolecular interactions were observed in the solid state. Complex 2c formed a slipped-stack structure with a (PtPt)-Pt-... separation distance of 6.432 angstrom, while complex 3b showed a columnar stacking with the molecules oriented in an alternating order in relation to the chain axis, giving a much reduced (PtPt)-Pt-... distance of 3.442 angstrom. The lowest absorption band for all complexes revealed strong state mixings between the singlet and triplet (MLCT and intraligand pi pi*) manifolds. Complexes 1 and 2 showed mixed (MLCT)-M-3 and (3)pi pi phosphorescence in fluid solution. While radiationless deactivation was apparently dominant for complxes 3-5 in solution, resulting in rather weak emission, strong phosphorescence was observed in the room-temperature solid state with the peak wavelength being significantly red shifted compared to that in solution. The emission nature has been tentatively assigned to be (MMLCT)-M-3 in character. OLED devices with a multilayer configuration of ITO/NPB/CBP:2a/BCP/Alq(3)/LiF/Al were successfully fabricated using a CBP layer doped with various amount of 2a, ranging from 6 to 100%, as the emitting layer. A substantial red shift with increasing doping concentrations was observed in electroluminescence. With a neat film of 2a, the device showed a green emission with lambda(max) at 556 nm and an external QE of similar to 1.6% at a driving current of 20 mA. Similarly, for the device using a neat film of 3a, an electroluminescence centered at 616 nm with a slightly reduced external QE of similar to 2.1% was recorded. Aggregation of platinum(II) complexes in the solid state was proposed to account for the large red-shift in electroluminescence.