9,10-双(4-溴苯基)-2-叔丁基蒽 | 887951-17-9

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 芳基萘木脂素
• 中文名称: 9,10-双(4-溴苯基)-2-叔丁基蒽
• 英文名称: 2-tert-butyl-9,10-bis(4-bromophenyl)anthracene
• 英文别名: 9,10-bis(4-bromophenyl)-2-tert-butylanthracene；9,10-di(4-bromophenyl)-2-tert-butylanthracene；9,10-bis(4-bromophenyl)-2-t-butylanthracene
• CAS: 887951-17-9
• 化学式: C₃₀H₂₄Br₂
• 分子量: 544.329
• InChiKey: OGKISBUNKZIGIR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.5
• 重原子数：
  32
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  9,10-双(4-溴苯基)-2-叔丁基蒽 在 palladium dichloride 四氯化碳 、 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 2-tert-butyl-9,10-bis[4-(chlorodimethylsilyl)phenyl]anthracene
  参考文献：
  名称：

  甲硅烷基间隔的二苯基蒽衍生物作为发蓝色光的材料

  摘要：

  已经合成和表征了一系列新颖的蓝色发射的亚甲硅烷间隔的二苯基蒽衍生物。之二的铑催化的氢化硅烷化[4-（二甲基甲硅烷基）苯基]蒽3 - 4，得到稳定的9,10-二取代的（É）-divinylsilylene二苯基产品7 - 10和双[4-（chlorodimethylsilyl）苯基的盐消除反应]蒽5 – 6得到9,10-二取代的二甲硅烷基二苯基蒽化合物11 – 14。它们在蓝色区域发出荧光，具有良好的量子效率。含2-叔丁基的铑催化的加成反应丁基-9，10-双[4-（二甲基甲硅烷基）苯基]蒽（4）得到非共轭共聚物15。

  DOI：

  10.1016/j.jorganchem.2006.01.016
• 作为产物：
  描述：

  2-叔丁基蒽醌 在 正丁基锂 、 phosphinic acid sodium dihydrate 、 溶剂黄146 、 potassium iodide 作用下， 以 乙醚 、 正己烷 为溶剂， 反应 3.0h， 生成 9,10-双(4-溴苯基)-2-叔丁基蒽
  参考文献：
  名称：

  JP5648101

  摘要：

  公开号：

文献信息

• Composition, method for manufacturing thin film, and method for manufacturing light-emitting element
  申请人：Semiconductor Energy Laboratory Co., Ltd.

  公开号：US08231942B2

  公开（公告）日：2012-07-31

  It is an object to provide a composition in which an anthracene derivative is dissolved and a technique in which a thin film that has a favorable film quality is formed by a wet process using the composition. In addition, it is another object to manufacture a highly reliable light-emitting element using the composition at low cost with high productivity. A composition having a solvent and an anthracene derivative having one anthracene structure and one carbazolyl group which is bonded to the anthracene structure directly or through a phenyl group is formed. A thin film with a favorable film quality can be formed by a wet process using the composition. Accordingly, a highly reliable light-emitting element can be manufactured using such a thin film.

  提供一种组合物，其中溶解了蒽衍生物，并通过使用该组合物的湿法工艺形成具有良好薄膜质量的薄膜的技术是一种目标。此外，另一个目标是以低成本高生产率使用该组合物制造高可靠性的发光元件。该组合物包含溶剂和具有一个蒽结构和一个与蒽结构直接或通过苯基键合的氨基甲酰基团的蒽衍生物。使用该组合物可以通过湿法工艺形成具有良好薄膜质量的薄膜。因此，可以使用这种薄膜制造高可靠性的发光元件。
• ANTHRACENE DERIVATIVE, AND LIGHT-EMITTING MATERIAL, LIGHT-EMITTING ELEMENT, LIGHT-EMITTING DEVICE, AND ELECTRONIC DEVICE USING THE SAME
  申请人：OSAKA Harue

  公开号：US20090174321A1

  公开（公告）日：2009-07-09

  Novel anthracene derivatives, novel materials capable of blue light emission with high color purity, and a light-emitting element, a light-emitting device, and an electronic device using any of the novel materials. The anthracene derivative represented by general formula (1) is provided. With the anthracene derivative, a light-emitting element with high emission efficiency can be provided. With the anthracene derivative, a light-emitting element emitting blue light with high color purity can be provided. In the formula, A 1 represents a substituted or unsubstituted phenyl group, B 1 represents any of an alkyl group having 1 to 4 carbon atoms or a substituted or unsubstituted phenyl group, α represents any of a substituted or unsubstituted phenylene group or a substituted or unsubstituted biphenyl-4,4′-diyl group, and R 1 to R 9 individually represent any of hydrogen, an alkyl group having 1 to 4 carbon atoms, or a substituted or unsubstituted phenyl group.

  新型蒽衍生物，能够发出高色纯度蓝光的新材料，以及使用任何新材料的发光元件、发光装置和电子装置。提供了通式（1）所代表的蒽衍生物。利用这种蒽衍生物可以提供具有高发射效率的发光元件。利用这种蒽衍生物可以提供发出高色纯度蓝光的发光元件。在该通式中，A1代表取代或未取代的苯基，B1代表具有1至4个碳原子的烷基或取代或未取代的苯基之一，α代表取代或未取代的苯基或取代或未取代的联苯基-4,4'-二基基团之一，R1至R9分别代表氢、具有1至4个碳原子的烷基，或取代或未取代的苯基之一。
• Highly efficient non-doped deep-blue organic light-emitting diodes based on anthracene derivatives
  作者：Cai-Jun Zheng、Wei-Ming Zhao、Zhi-Qiang Wang、Da Huang、Jun Ye、Xue-Mei Ou、Xiao-Hong Zhang、Chun-Sing Lee、Shuit-Tong Lee

  DOI：10.1039/b918739a

  日期：——

  Three deep-blue-emitting anthracene derivatives, 2-tert-butyl-9,10-bis(9,9-dimethylfluorenyl) anthracene (TBMFA), 2-tert-butyl-9,10-bis[4-(2-naphthyl)phenyl] anthracene (TBDNPA), and 2-tert-butyl-9,10-bis[4-(9,9-dimethylfluorenyl)phenyl] anthracene (TBMFPA), with naphthalene or 9,9-dimethylfluorene side units, have been designed, synthesized, and characterized. The anthracene derivatives show strong deep-blue emission both in solution and in thin films. The three derivatives also have high glass-transition temperatures (Tg ≥ 133 °C) due to the presence of sterically congested terminal groups. Organic light-emitting diodes (OLEDs) prepared using these anthracene derivatives as non-doped emitters exhibit bright and saturated deep-blue emissions. OLEDs based on TBDNPA give the best performance with a low turn-on voltage (3.0 V with a brightness of 1 cd m−2), and a high efficiency (5.17% external quantum efficiency at 8.4 mA cm−2). These results are among the best ever reported for saturated deep-blue OLEDs with a CIE coordinate of y < 0.10.

  三种深蓝色发射蒽衍生物，2-叔丁基-9,10-双(9,9-二甲基芴基)蒽(TBMFA)、2-叔丁基-9,10-双[4-(2-萘基) ）苯基]蒽（TBDNPA）和2-叔丁基-9,10-双[4-(9,9-二甲基芴基）苯基]蒽（TBMFPA），以及萘或9,9-二甲基芴侧单元，已被设计、合成和表征。蒽衍生物在溶液和薄膜中均表现出强烈的深蓝色发射。由于存在空间拥挤的端基，这三种衍生物还具有高玻璃化转变温度（Tg ≥ 133 °C）。使用这些蒽衍生物作为非掺杂发射体制备的有机发光二极管（OLED）表现出明亮且饱和的深蓝色发射。基于 TBDNPA 的 OLED 具有低开启电压（3.0 V，亮度为 1 cd m−2）和高效率（8.4 mA cm−2 时外量子效率为 5.17%）的最佳性能。这些结果属于 CIE 坐标 y < 0.10 的饱和深蓝色 OLED 有史以来最好的结果之一。
• [EN] ANTHRACENE DERIVATIVE, AND LIGHT-EMITTING MATERIAL, LIGHT-EMITTING ELEMENT, LIGHT-EMITTING DEVICE, AND ELECTRONIC DEVICE USING THE SAME<br/>[FR] DÉRIVÉ D'ANTHRACÈNE ET MATÉRIAU ÉLECTROLUMINESCENT, ÉLÉMENT ÉLECTROLUMINESCENT, DISPOSITIF ÉLECTROLUMINESCENT ET DISPOSITIF ÉLECTRONIQUE UTILISANT CEUX-CI
  申请人：SEMICONDUCTOR ENERGY LAB

  公开号：WO2009081800A1

  公开（公告）日：2009-07-02

  Novel anthracene derivatives, novel materials capable of blue light emission with high color purity, and a light-emitting element, a light-emitting device, and an electronic device using any of the novel materials. The anthracene derivative represented by general formula (1) is provided. With the anthracene derivative, a light-emitting element with high emission efficiency can be provided. With the anthracene derivative, a light-emitting element emitting blue light with high color purity can be provided. In the formula, A1 represents a substituted or unsubstituted phenyl group, B1 represents any of an alkyl group having 1 to 4 carbon atoms or a substituted or unsubstituted phenyl group, represents any of a substituted or unsubstituted phenylene group or a substituted or unsubstituted biphenyl-4,4'-diyl group, and R1 to R9 individually represent any of hydrogen, an alkyl group having 1 to 4 carbon atoms, or a substituted or unsubstituted phenyl group.

  提供了新型蒽衍生物，新型材料能够发出高纯度蓝光，并使用这些新型材料制造了发光元件、发光装置和电子设备。提供了通式（1）所表示的蒽衍生物。使用该蒽衍生物，可以提供高发射效率的发光元件。使用该蒽衍生物，可以提供发出高纯度蓝光的发光元件。在该通式中，A1表示取代或未取代的苯基，B1表示具有1至4个碳原子的烷基或取代或未取代的苯基之一，表示取代或未取代的苯基亚甲基或取代或未取代的联苯-4,4'-二基基团之一，R1至R9分别表示氢、具有1至4个碳原子的烷基或取代或未取代的苯基之一。
• Efficient non-doped blue-light-emitting diodes incorporating an anthracene derivative end-capped with fluorene groups
  作者：Chen-Hao Wu、Chen-Han Chien、Fang-Ming Hsu、Ping-I Shih、Ching-Fong Shu

  DOI：10.1039/b817031b

  日期：——

  We have synthesized and characterized a novel blue-emitting material, 2-tert-butyl-9,10-bis[4′-(9-p-tolyl-fluoren-9-yl)biphenyl-4-yl]anthracene (BFAn), containing an anthracene core end-capped with 9-phenyl-9-fluorenyl groups. The presence of the sterically congested fluorene groups imparts BFAn with a high thermal decomposition temperature (Td = 510 °C) and results in its forming a stable glass (Tg = 227 °C). Atomic force microscopy measurements revealed that BFAn forms high-quality amorphous films and possesses good morphological stability after annealing. Organic light-emitting diodes (OLEDs) featuring BFAn as the emitter exhibited an excellent external quantum efficiency of 5.1% (5.6 cd A−1) with Commission Internationale de L'Eclairage coordinates of (0.15, 0.12) that are very close to the National Television Standards Committee's blue standard. The power efficiency of our BFAn-based devices reached as high as 5.7 lm W−1, making them superior to other reported non-doped deep-blue OLEDs.

  我们合成了一种新型蓝色发光材料--2-叔丁基-9,10-双[4′-（9-对甲苯基-芴-9-基）联苯-4-基]蒽（BFAn），并对其进行了表征，该材料的蒽核末端封端有 9-苯基-9-芴基团。立体拥塞芴基团的存在使 BFAn 具有较高的热分解温度（Td = 510 ℃），并形成稳定的玻璃（Tg = 227 ℃）。原子力显微镜测量显示，BFAn 在退火后能形成高质量的无定形薄膜，并具有良好的形态稳定性。以 BFAn 为发射器的有机发光二极管（OLED）显示出 5.1%（5.6 cd A-1）的优异外部量子效率，其国际照明委员会坐标为 (0.15，0.12)，非常接近美国国家电视标准委员会的蓝色标准。我们基于 BFAn 的器件的功率效率高达 5.7 lm W-1，优于其他已报道的非掺杂深蓝色有机发光二极管。