6-羟基薁 | 19390-89-7

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 中文名称: 6-羟基薁
• 英文名称: 6-hydroxyazulene
• 英文别名: 6-Hydroxyazulen；Azulen-6-ol
• CAS: 19390-89-7
• 化学式: C₁₀H₈O
• 分子量: 144.173
• InChiKey: TZBQERHEBGPWDK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  6-羟基薁 、 N,N-二甲基甲酰胺 在 三氯氧磷 作用下， 反应 30.0h， 以100%的产率得到1-(dimethylaminomethylene)-6(1H)-azulenone
  参考文献：
  名称：

  SYNTHESIS OF 1-(DIMETHYLAMINOMETHYLENE)-6(1H)-AZULENONE, A 1,6-AZULENEQUINONE 1-METHIDE DERIVATIVE

  摘要：

  6-羟基-1-氮杂萘与DMF-POCl3反应，然后与aq HN(CH3)2反应，得到1-(二甲基氨基亚甲基)-6(1H)-氮杂萘酮(2)，收率100%。2与Ac2O反应生成6-乙酰氧基-1-甲酰基氮杂萘(3)，在室温下与aq HN(CH3)2水解得到1-甲酰基-6-羟基氮杂萘(4)。加热3与aq HN(CH3)2反应，得到2。2的碱性水解得到4。

  DOI：

  10.1246/cl.1981.1661
• 作为产物：
  描述：

  sodium formylcyclopentadienide 以 乙醚 为溶剂， 反应 5.0h， 生成 6-羟基薁
  参考文献：
  名称：

  由6-酰氧基富烯合成烯

  摘要：

  富烯的6-乙酰氧基，甲苯磺酰氧基和对硝基苯甲酰氧基衍生物与1-二乙基氨基丁二烯进行[6 + 4]环加成反应，分别以12％，14％和68％的产率得到z。对硝基苯甲酰氧基富烯是一种结晶的，稳定的物质，对亲核二烯具有很高的反应性。

  DOI：

  10.1016/s0040-4039(00)86871-9

文献信息

• ORGANIC ELECTROLUMINESCENT DEVICE
  申请人：Soga Masayuki

  公开号：US20120199825A1

  公开（公告）日：2012-08-09

  An organic electroluminescent device comprising an anode, a cathode, a light emitting layer that is disposed between the anode and the cathode and contains a first light emitting layer material containing a phosphorescent compound and a second light emitting layer material containing a charge transporting polymer compound (that is, a light emitting layer containing a first light emitting layer material and a second light emitting layer material), and a hole transporting layer that is disposed between the anode and the light emitting layer so as to be adjacent to the light emitting layer and is composed of a hole transporting polymer compound, wherein the lowest excitation triplet energy T1 e (eV) of the first light emitting layer material, the lowest excitation triplet energy T1 h (eV) of the second light emitting layer material and the lowest excitation triplet energy T1 t (eV) of the hole transporting polymer compound satisfy the following formulae (A) and (B): T 1 e ≦T 1 h (A) T 1 t −T 1 e ≦0.10  (B). An organic electroluminescent device comprising an anode and a cathode, and a hole transporting layer and a light emitting layer disposed between the anode and the cathode, wherein the hole transporting layer contains 1) a mixture of 2,2′-bipyridine and/or 2,2′-bipyridine derivative and a non-2,2′-bipyridinediyl group-containing hole transporting polymer compound, 2) a 2,2′-bipyridinediyl group-containing polymer compound having a constitutional unit composed of an unsubstituted or substituted 2,2′-bipyridinediyl group, and at least one constitutional unit selected from the group consisting of constitutional units composed of a divalent aromatic amine residue and constitutional units composed of an unsubstituted or substituted arylene group, or a combination thereof.

  一种有机电致发光器件，包括阳极、阴极、位于阳极和阴极之间且含有第一发光层材料和第二发光层材料的发光层（即含有第一发光层材料和第二发光层材料的发光层），其中第一发光层材料含有磷光化合物，第二发光层材料含有电荷传输聚合物化合物，以及位于阳极和发光层之间以与发光层相邻的方式设置的孔传输层，由孔传输聚合物化合物组成，其中第一发光层材料的最低激发三重态能量T1e（eV）、第二发光层材料的最低激发三重态能量T1h（eV）和孔传输聚合物化合物的最低激发三重态能量T1t（eV）满足以下公式（A）和（B）：T1e≦T1h（A）T1t−T1e≦0.10（B）。一种有机电致发光器件，包括阳极和阴极、孔传输层和发光层，位于阳极和阴极之间，其中孔传输层包含1）2,2′-联吡啶和/或2,2′-联吡啶衍生物的混合物和不含2,2′-联吡啶基团的孔传输聚合物化合物，2）具有由未取代或取代的2,2′-联吡啶基团组成的构成单元和至少选自由双价芳香胺残基和由未取代或取代的芳基烃基组成的构成单元之一的构成单元的2,2′-联吡啶基团含量聚合物化合物，或其组合。
• Synthesis and Properties of 8<i>H</i>-3-Oxaheptalen-8-one
  作者：Tomoo Nakazawa、Mariko Ishihara (nee, Ashizawa)、Mamoru Jinguji、Masakazu Yamaguchi、Hideki Yamochi、Ichiro Murata

  DOI：10.1246/cl.1988.1647

  日期：1988.10.5

  An ethanol solution of 12-oxatricyclo[7.2.1.02,8]dodeca-2(8),3,6,10-tetraen-5-one was irradiated with a 100-W Hg lamp through pyrex filter to give 8H-3-oxaheptalen-8-one, an oxepine condensed with tropone, in good yield together with a slight amount of 6-hydroxyazulene.

  12-氧杂三环[7.2.1.02,8]十二碳-2(8),3,6,10-四烯-5-酮的乙醇溶液通过耐热玻璃过滤器用100瓦汞灯照射，得到8H-3-氧杂庚烯-8-酮，这是一种与托品酮缩合的氧杂萘，产量较高，同时还有少量6-羟基苊烯。
• ORGANIC ELECTROLUMINESCENT ELEMENT
  申请人：Sumitomo Chemical Company, Limited

  公开号：EP2492988A1

  公开（公告）日：2012-08-29

  An organic electroluminescent device comprising an anode, a cathode, a light emitting layer that is disposed between the anode and the cathode and contains a first light emitting layer material containing a phosphorescent compound and a second light emitting layer material containing a charge transporting polymer compound (that is, a light emitting layer containing a first light emitting layer material and a second light emitting layer material), and a hole transporting layer that is disposed between the anode and the light emitting layer so as to be adjacent to the light emitting layer and is composed of a hole transporting polymer compound, wherein the lowest excitation triplet energy T1e (eV) of the first light emitting layer material, the lowest excitation triplet energy T1h (eV) of the second light emitting layer material and the lowest excitation triplet energy T1t (eV) of the hole transporting polymer compound satisfy the following formulae (A) and (B): An organic electroluminescent device comprising an anode and a cathode, and a hole transporting layer and a light emitting layer disposed between the anode and the cathode, wherein the hole transporting layer contains 1) a mixture of 2,2'-bipyridine and/or 2,2'-bipyridine derivative and a non-2,2'-bipyridinediyl group-containing hole transporting polymer compound, 2) a 2,2'-bipyridinediyl group-containing polymer compound having a constitutional unit composed of an unsubstituted or substituted 2,2'-bipyridinediyl group, and at least one constitutional unit selected from the group consisting of constitutional units composed of a divalent aromatic amine residue and constitutional units composed of an unsubstituted or substituted arylene group, or a combination thereof.

  一种有机电致发光器件，包括阳极、阴极、位于阳极和阴极之间并包含含有磷光化合物的第一发光层材料和含有电荷传输聚合物化合物的第二发光层材料的发光层（即包含第一发光层材料和第二发光层材料的发光层）、以及一个空穴传输层，该层设置在阳极和发光层之间，与发光层相邻，由空穴传输高分子化合物组成，其中第一发光层材料的最低激发三重能 T1e（eV）、第二发光层材料的最低激发三重能 T1h（eV）和空穴传输高分子化合物的最低激发三重能 T1t（eV）满足下式（A）和（B）： 一种有机电致发光器件，包括阳极和阴极，以及设置在阳极和阴极之间的空穴传输层和发光层，其中空穴传输层包含 1) 2,2'-联吡啶和/或 2,2'-联吡啶衍生物与非 2,2'-联吡啶二基含空穴传输聚合物化合物的混合物，2) 2、2)一种含 2,2'-联吡啶二基的聚合物化合物，具有一个由未取代或取代的 2,2'-联吡啶二基组成的构型单元，以及至少一个选自由二价芳香族胺残基组成的构型单元和由未取代或取代的芳烯基组成的构型单元组成的组的构型单元，或它们的组合。
• Synthesis of 1-, 2-, and 6-Azulenethiols
  作者：Toyonobu Asao、Shunji Ito、Noboru Morita

  DOI：10.1016/s0040-4039(01)93890-0

  日期：1989.1
• Polyborylation of azulenes
  作者：Masayuki Fujinaga、Toshihiro Murafuji、Kei Kurotobi、Yoshikazu Sugihara

  DOI：10.1016/j.tet.2009.06.053

  日期：2009.8

  In the presence of an active Ir-based catalyst, azulene underwent stepwise borylation with bis(pinacolato)diboron to produce polyborylated products. The reactivity of the ring atoms toward borylation was found to decrease in the following order: 2-position>1,3-positiotls>6-position>5,7-positions. Extension of the borylation to some azulenes Substituted at the five-membered ring was also examined. Furthermore, the reaction of 2,6-bis(4,4,5.5-tetramethyl-1,3,2-dioxaborolanyl)azulene (3a) with an equivalent of hydrogen peroxide revealed that the oxidation proceeds preferentially at the 6-position. This indicates that the reactivity of the boryl group is governed by the pi-polarization of the azulenyl skeleton. (C) 2009 Published by Elsevier Ltd.