methyl 3-(6-bromohexyloxy)picolinate | 1292722-77-0

• 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: methyl 3-(6-bromohexyloxy)picolinate
• 英文别名: Methyl 3-(6-bromohexoxy)pyridine-2-carboxylate
• CAS: 1292722-77-0
• 化学式: C₁₃H₁₈BrNO₃
• 分子量: 316.195
• InChiKey: DEQMQYZSYBOXOI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  18
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  48.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl 3-(6-bromohexyloxy)picolinate 在 四(三苯基膦)钯 、 1,1'-双(二苯膦基)二茂铁二氯化钯(II)二氯甲烷复合物 、 potassium acetate 、 potassium carbonate 、 caesium carbonate 、 potassium iodide 作用下， 以 水 、 二甲基亚砜 、 丙酮 为溶剂， 反应 120.0h， 生成
  参考文献：
  名称：

  铱-铕的异质多核金属配合物及其制备方法和 应用

  摘要：

  本发明属于有机电致发光领域，特别是铱‑铕的异质多核金属配合物及其制备方法和应用；铱‑铕的异质多核金属配合物以含环金属铱配合物的中性配体作为第二配体，与Eu3+和二苯甲酰甲烷配位合成得到。本发明提供的铱‑铕的异质多核金属配合物，同时引入了蓝光环金属铱配合物蓝色发色团、稀土金属铕配合物红光发色团、载流子传输基团和烷氧基单元，可以调节材料的载流子传输性能，实现材料区域的隔离效应以及单重态和三重态混合发光，抑制分子的聚集，减少浓度淬灭和三线态发光淬灭，提高材料的发光效率，是一类很有发展前景的单分子电致白光材料。

  公开号：

  CN105294781B
• 作为产物：
  描述：

  3-羟基-2-吡啶甲酸 在 硫酸 、 水 、 potassium carbonate 、 potassium iodide 作用下， 以 丙酮 、 苯 为溶剂， 反应 72.0h， 生成 methyl 3-(6-bromohexyloxy)picolinate
  参考文献：
  名称：

  铱-铕的异质多核金属配合物及其制备方法和 应用

  摘要：

  本发明属于有机电致发光领域，特别是铱‑铕的异质多核金属配合物及其制备方法和应用；铱‑铕的异质多核金属配合物以含环金属铱配合物的中性配体作为第二配体，与Eu3+和二苯甲酰甲烷配位合成得到。本发明提供的铱‑铕的异质多核金属配合物，同时引入了蓝光环金属铱配合物蓝色发色团、稀土金属铕配合物红光发色团、载流子传输基团和烷氧基单元，可以调节材料的载流子传输性能，实现材料区域的隔离效应以及单重态和三重态混合发光，抑制分子的聚集，减少浓度淬灭和三线态发光淬灭，提高材料的发光效率，是一类很有发展前景的单分子电致白光材料。

  公开号：

  CN105294781B

文献信息

• Dinuclear cyclometalated platinum(<scp>ii</scp>) complexes containing a deep blue fluorescence chromophore: synthesis, photophysics and application in single dopant white PLEDs
  作者：Youming Zhang、Haigang Jiang、Yu Liu、Kaifeng Zhou、Yafei Wang、Hua Tan、Shijian Su、Weiguo Zhu

  DOI：10.1039/c6dt02472f

  日期：——

  To control excimer/aggregation emission and achieve a single active emitter of aggregation for controllable white polymer light-emitting devices (PLEDs), two star-shaped dinuclear platinum(II) complexes of C6DBCzC6-DFPt(pic) and DPy(TPA)-C6DBCzC6-DFPt(pic) were synthesized and characterized, in which DBCz is a 3,6-diphenyl-carbazole bridged core, C6 is an unconjugated dioxyhexyloxy linkage, DPy(TPA)

  为了控制受激准分子/聚集体的发射并实现可控的白色聚合物发光器件（PLED）的单个有源聚集体发射体，需要两个C 6 DBCzC 6 -DFPt（pic）和DPy（TPA）的星形双核铂（II）配合物）-C 6 DBCzC 6 -DFPt（pic）的合成和表征，其中DBCz是3,6-二苯基-咔唑桥连的核，C 6是未共轭的二氧己氧基键，DPy（TPA）是（4,4'- di（pyren-1-yl）triphenylamine），发出深蓝色的荧光发色团，DPtF（pic）是双核铂（II）[（4,6-二氟苯基）-吡啶基-N，C 2']（吡啶甲酸）发蓝光的磷光发色团。与它的母体复合物C 6 DBCzC 6 -DFPt（pic）相比，DPy（TPA）-C 6 DBCzC 6 -DFPt（pic）显示出较低的最高占据分子能级（HOMO）和最低未占据分子能级（LUMO） 。在2.5 mA的电流下，在DPy（TPA）-C
• High-efficiency blue OLEDs based on dendritic dinuclear iridium (III) complexes grafted with fluorene core and blue fluorescence chromospheres
  作者：Yu Liu、Zhaoran Hao、Haigang Jiang、Yajun Liu、Yafei Wang、Hua Tan、Guohua Xie

  DOI：10.1016/j.tet.2017.12.018

  日期：2018.1

  the emitting core through nonconjugated ether linkage. Their photophysical, thermal, electrochemical, as well as electrophosphorescent properties were primarily studied. Both iridium (III) complexes exhibit high efficient blue emission in solution (38.5% and 19.2%) and a typical FIrpic emission in 1,3-bis(N-carbzolyl)benzene (mCP) matrix (27.0% and 24.1%). Simple bilayer phosphorescent organic light-emitting

  已成功合成并表征了两种新颖的树状聚合物状发蓝光的双核环金属化铱（III）配合物，即（DNaTPA）2 DBF（FIrpic）2和（DPyTPA）2 DBF（FIrpic）2。其中FIrpic是铱（III）双[（4,6-二氟苯基）吡啶基-N，C2'] picolate发出蓝色磷光的发色团核心，DBF是2,7-二苯基-9H-芴桥接的核心，DNaTPA和DPyTPA是由三苯胺官能化的萘的刚性高三重态能量树枝状分子组成的深发蓝色荧光团。或pyr单元，并且周围的树突通过非共轭醚键与发射核的辅助配体连接。主要研究了它们的光物理，热，电化学以及电磷光性能。两种铱（III）配合物在溶液中均表现出高效的蓝色发射（分别为38.5％和19.2％），在1,3-bis（N-咔唑基）苯（mCP）基质（27.0％和24.1％）。配置为ITO / PEDOT：PSS / mCP：dopants / TmPyPB / Liq
• Synthesis and optoelectronic properties of a heterobimetallic Pt(ii)–Ir(iii) complex used as a single-component emitter in white PLEDs
  作者：Xiaoshuang Li、Yu Liu、Jian Luo、Zhiyong Zhang、Danyan Shi、Qing Chen、Yafei Wang、Juan He、Jianming Li、Gangtie Lei、Weiguo Zhu

  DOI：10.1039/c2dt12027e

  日期：——

  To tune aggregation/excimer emission and obtain a single active emitter for white polymer light-emitting devices (PLEDs), a heterobimetallic Pt(II)–Ir(III) complex of FIr(pic)-C6DBC6-(pic)PtF was designed and synthesized, in which C6DBC6 is a di(phenyloxyhexyloxy) bridging group, FIr(pic) is an iridium(III) bis[(4,6-difluorophenyl)pyridinato-N,C2′] (picolinate) chromophore and FPt(pic) is a platinum(II) [(4,6-difluorophenyl)pyridinato-N,C2′] (picolinate) chromophore. Its physical and opto-electronic properties were investigated. Interestingly, the excimer emission was efficiently controlled by this heterobimetallic Pt(II)–Ir(III) complex compared to the PL profile of the mononuclear FPt(pic) complex in the solid state. Near-white emissions were obtained in the single emissive layer (SEL) PLEDs using this heterobimetallic Pt(II)–Ir(III) complex as a single dopant and poly(vinylcarbazole) as a host matrix at dopant concentrations from 0.5 wt% to 2 wt%. This work indicates that incorporating a non-planar iridium(III) complex into the planar platinum(II) complex can control aggregation/excimer emissions and a single phosphorescent emitter can be obtained to exhibit white emission in SEL devices.

  为了调节聚集/准分子发射并获得白色聚合物发光器件 (PLED) 的单一活性发射体，研究了 FIr(pic)-C6DBC6-(pic)PtF 的异双金属 Pt(II)-Ir(III) 配合物设计并合成，其中C6DBC6是二(苯氧基己氧基)桥连基团，FIr(pic)是铱(III)双[(4,6-二氟苯基)吡啶基-N,C2â²](吡啶甲酸)发色团和FPt( pic) 是铂(II) [(4,6-二氟苯基)吡啶基-N,C2-]（吡啶甲酸）发色团。研究了其物理和光电特性。有趣的是，与固态单核 FPt(pic) 配合物的 PL 曲线相比，这种异双金属 Pt(II)–Ir(III) 配合物可以有效地控制准分子发射。使用这种异质双金属 Pt(II)-Ir(III) 络合物作为单一掺杂剂和聚（乙烯基咔唑）作为基质基质，在掺杂剂浓度为 0.5 wt% 的情况下，在单发射层 (SEL) PLED 中获得了近白光发射至2重量％。这项工作表明，将非平面铱（III）络合物合并到平面铂（II）络合物中可以控制聚集/准分子发射，并且可以获得单一磷光发射体，以在SEL器件中表现出白光发射。
• White emission from dinuclear cyclometalated platinum(II) complex in single-emitting layer PLEDs
  作者：Yafei Wang、Xianping Deng、Yu Liu、Meijun Ni、Ming Liu、Hua Tan、Xiaoshuang Li、Weiguo Zhu、Yong Cao

  DOI：10.1016/j.tet.2011.01.042

  日期：2011.3

  A dinuclear platinum(II) complex of (dfppy)(2)Pt(2)(dipic) has been prepared, where dfppy is 2,4-difluorophenylpyridine and dipic is a biphenyl-bridged bi-picolinic acid derivative. Its physical and optoelectronic properties, as well as molecular orbitals calculation have been investigated and compared with those of its mono-nuclear (dfppy)Pt(pic) complex. Both platinum(II) complexes exhibited almost identical photoluminescence (PL) spectra with deep blue emission in dilute dichloro-methane (10(-5) M) and different PL spectra with red emission in their neat films. Stable white emissions were obtained in the (dfppy)(2)Pt(2)(dipic)-doped polymer light-emitting devices using a blend of poly(vinylcarbazole) and 2-(4-biphenyl)-5-(4-tert-butyl-phenyl)-1,3,4-oxadiazole as a host matrix at dopant concentrations from 1 wt % to 10 wt %. In contrast, the (dfppy)Pt(pic)-doped devices exhibited orange-red emissions in the same device configuration. It indicates that dinuclear platinum(II) complex with a non-planar structure is an effective way to control formation excimers of platinum(II) complex and get white-emitting PLEDs with single dopant. (C) 2011 Elsevier Ltd. All rights reserved.
• Dinuclear cyclometalated platinum (II) complexes: Synthesis, photophysics, and monomolecular electroluminescence
  作者：Yafei Wang、Jian Luo、Yu Liu、Zhiyong Zhang、Hua Tan、Junting Yu、Gangtie Lei、Meixiang Zhu、Weiguo Zhu

  DOI：10.1016/j.orgel.2012.05.011

  日期：2012.9

  Two novel dinuclear platinum (II) complexes of (C(12)Rppy)(2)Pt-2(dipic) (R = H and F) were synthesized and characterized, where C(12)Rppy is a 2-phenylpyridine derivative modified with dodecyloxy groups and dipic is a bi-picolinic acid derivative linked by biphenyl unit. Their physical, surface morphologies and optoelectronic properties, as well as molecular orbitals calculation were investigated. Intense excimer emission for both dinuclear platinum (II) complexes were observed in their neat films rather than in their dichloromethane solution under photo-excitation. In contrary, these dinuclear platinum (II) complexes exhibited a stronger monomolecular emission instead of excimer emission in their doped single-emissive-layer polymer light-emitting devices (PLEDs) under electric field owing to the effect of two alkyloxy groups in the ligand of 2-phenylpyridine. Better electroluminescent emission with a maximum current efficiency of 1.3 cd/A and a maximum luminance of 1407 cd/cm(2) was observed in the (C(12)Hppy)(2)Pt-2(dipic)-doped devices. To our best knowledge, the performance of (C(12)Rppy)(2)Pt-2(dipic) (R = H and F) is among the top values for the solution-processed dinuclear platinum (II) complex-based PLEDs reported so far. (C) 2012 Elsevier B. V. All rights reserved.