13,13-dimethyl-6H-indeno[1,2-b]anthracene-6,11(13H)-dione | 1196107-82-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 13,13-dimethyl-6H-indeno[1,2-b]anthracene-6,11(13H)-dione
• 英文别名: 10,10-dimethylpentacyclo[11.8.0.03,11.04,9.015,20]henicosa-1(13),2,4,6,8,11,15,17,19-nonaene-14,21-dione
• CAS: 1196107-82-0
• 化学式: C₂₃H₁₆O₂
• 分子量: 324.379
• InChiKey: RLBDRLHYLBNLSZ-UHFFFAOYSA-N

物化性质

• 沸点：
  529.4±45.0 °C(Predicted)
• 密度：
  1.265±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  25
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  13,13-dimethyl-6H-indeno[1,2-b]anthracene-6,11(13H)-dione 在 正丁基锂 、 tin(II) chloride dihdyrate 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 生成 6,11-bis(phenylethynyl)-13,13-dimethyl-13H-indeno[1,2-b]anthracene
  参考文献：
  名称：

  Synthesis and characterization of solution processable 6,11-dialkynyl substituted indeno[1,2-b]anthracenes

  摘要：

  Twelve indene-fused dialkynyl substituted anthracene derivatives (indenoanthracenes) were synthesized and their optical, electrochemical and thermal properties were described. These small molecules possess high quantum yields, thermal and photoxidative stabilities, and solubility in common organic solvents. Indenoanthracenes (57-92%) were prepared in two steps from four different indenoanthraquinones obtained via a highly selective and practical benzocyclobutendione based methodology. The photophysical properties of indenoanthracenes were investigated by UV-vis and fluorescence spectroscopies. From spectroscopic data of indenoanthracenes, quantum yields (Phi(f), 0.28-0.71) and optical HOMO-LUMO energy gaps were determined. Electrochemistry of indenoanthracenes was studied and electrochemical HOMO-LUMO energy gaps were also determined from the onset oxidation and reduction potentials. Density functional theory calculations were performed to obtain the geometry optimized structures and HOMO-LUMO energy levels. Fluorenylethynyl substituted indenoanthracene was employed as an emitting layer in a solution processed OLED device and the maximum current efficiency and luminance were found to be 1.02 cd/A and 1284 cd/m(2), respectively. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2013.08.024
• 作为产物：
  描述：

  9,9-二甲基芴 在 aluminum (III) chloride 作用下， 以 二氯甲烷 为溶剂， 反应 14.0h， 生成 13,13-dimethyl-6H-indeno[1,2-b]anthracene-6,11(13H)-dione
  参考文献：
  名称：

  JP5781506

  摘要：

  公开号：

文献信息

• ANTHRACENE DERIVATIVES AND ORGANIC ELECTROLUMINESCENT DEVICE USING SAME
  申请人：LEE Eunjung

  公开号：US20110057182A1

  公开（公告）日：2011-03-10

  Provided are a novel anthracene derivative and an organic light-emitting device using the same, and more particularly, an anthracene derivative having a core (e.g., an indenoanthracene core) where an anthracene moiety with excellent device characteristics is fused with a fluorene moiety or the like with excellent fluorescent properties, wherein an aryl group is introduced at the core, and an organic light-emitting device using the anthracene derivative, which is enhanced in efficiency, operating voltage, lifetime, etc.

  提供了一种新的蒽衍生物和使用该蒽衍生物的有机发光器件，更具体地说，一种具有核心（例如，吲哚蒽核心）的蒽衍生物，其中具有出色器件特性的蒽基与具有出色荧光特性的萘基或类似基团融合在一起，并且在核心引入芳基团，以及使用该蒽衍生物的有机发光器件，其在效率、工作电压、寿命等方面得到增强。
• AMINOANTHRACENE DERIVATIVE AND AN ORGANIC ELECTROLUMINESCENT ELEMENT EMPLOYING THE SAME
  申请人：Hong Jin-Seok

  公开号：US20120161615A1

  公开（公告）日：2012-06-28

  Disclosed are a novel amino anthracene derivative and an organic electro-luminescence device using the same. More specifically, the disclosed amino anthracene derivative has a core (e.g., indenoanthracene core) of an anthracene moiety (with a high device characteristic) linked to a fluorene moiety (with a high fluorescence characteristic), in which in the core is substituted with at least one amine group represented by Formula 2 and the disclosed organic electro-luminescence device uses the amino anthracene derivative as a light emitting layer material so as to be enhanced in efficiency, operating voltage, and life span.

  揭示了一种新型氨基蒽衍生物及其所使用的有机电致发光器件。具体来说，所揭示的氨基蒽衍生物具有一个核心（例如，吲哚蒽核心），该核心是蒽基（具有高设备特性）连接到萘基（具有高荧光特性），其中核心被至少一个由化学式2表示的胺基取代，所揭示的有机电致发光器件使用氨基蒽衍生物作为发光层材料，以提高效率、工作电压和寿命。
• ANTHRACENE DERIVATIVE AND ORGANIC ELECTROLUMINESCENCE ELEMENT USING THE SAME
  申请人：Shin Chang-Ju

  公开号：US20110210320A1

  公开（公告）日：2011-09-01

  The present invention relates to an anthracene derivative and an organic electroluminescent device using the same. More specifically, the present invention relates to: a novel compound which has a core (for example, an indenoanthracene core) where both an anthracene moiety with excellent device characteristics and a fluorene moiety with excellent fluorescent properties are fused, wherein substituents (for example, a heterocyclic group such as a benzimidazole group, a benzothiazole group, a benzoxazole group, a pyridinyl group or a bipyridinyl group) with an electron transfer capacity are substituted to the core; and an organic electroluminescence element which has improved luminous efficiency, brightness, thermal stability, driving voltage, and lifetime, by comprising an organic layer which is positioned between a positive electrode and negative electrode and contains the novel compound.

  本发明涉及一种蒽衍生物及其应用于有机电致发光器件中。更具体地，本发明涉及一种新型化合物，其具有一个核心（例如，一个茚并蒽核心），其中蒽基具有优异的器件特性，荧光基团具有优异的荧光性能，并且向核心取代基（例如，带有电子转移能力的杂环基团，如苯并咪唑基团、苯并噻唑基团、苯并噁唑基团、吡啶基团或联吡啶基团）被取代；以及一种有机电致发光元件，通过包含新型化合物的有机层位于正电极和负电极之间，其具有改善的发光效率、亮度、热稳定性、驱动电压和寿命。
• Anthracene derivative and organic electroluminescence element using the same
  申请人：Shin Chang-Ju

  公开号：US08525158B2

  公开（公告）日：2013-09-03

  The present invention relates to an anthracene derivative and an organic electroluminescent device using the same. More specifically, the present invention relates to: a novel compound which has a core (for example, an indenoanthracene core) where both an anthracene moiety with excellent device characteristics and a fluorene moiety with excellent fluorescent properties are fused, wherein substituents (for example, a heterocyclic group such as a benzimidazole group, a benzothiazole group, a benzoxazole group, a pyridinyl group or a bipyridinyl group) with an electron transfer capacity are substituted to the core; and an organic electroluminescence element which has improved luminous efficiency, brightness, thermal stability, driving voltage, and lifetime, by comprising an organic layer which is positioned between a positive electrode and negative electrode and contains the novel compound.

  本发明涉及一种蒽衍生物及其在有机电致发光器件中的应用。更具体地说，本发明涉及一种新型化合物，其具有一个核心（例如，一个茚并蒽核心），其中蒽基具有优异的器件特性，荧光基具有优异的荧光性能，并且核心上取代基（例如，具有电子转移能力的杂环基，如苯并咪唑基、苯并噻唑基、苯并噁唑基、吡啶基或联吡啶基）被取代；以及一种有机电致发光元件，其通过包含所述新型化合物的有机层，位于正极和负极之间，从而提高了发光效率、亮度、热稳定性、驱动电压和寿命。
• US8395144B2
  申请人：——

  公开号：US8395144B2

  公开（公告）日：2013-03-12