2-(7-溴-9,9-二-n-辛基-9H-芴-2-基)-4,4,5,5-四甲基-1,3,2-二氧杂环戊硼烷,2-(4,4,5,5-四甲基-1,3,2-二氧杂环戊硼烷-2-基)-7-溴-9,9-二-n-辛基-9H-芴,7-溴-9,9-二-n-辛基-9H-芴-2-硼酸频哪醇酯 | 620624-96-6

• 物质功能分类: 化学试剂 - 有机试剂 - 多环化合物
• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 中文名称: 2-(7-溴-9,9-二-n-辛基-9H-芴-2-基)-4,4,5,5-四甲基-1,3,2-二氧杂环戊硼烷,2-(4,4,5,5-四甲基-1,3,2-二氧杂环戊硼烷-2-基)-7-溴-9,9-二-n-辛基-9H-芴,7-溴-9,9-二-n-辛基-9H-芴-2-硼酸频哪醇酯
• 中文别名: 2-(7-溴-9,9-二-n-辛基-9H-芴-2-基)-4,4,5,5-四甲基-1,3,2-二氧杂环戊硼烷
• 英文名称: 7'-bromo-9',9'-dioctyl-fluoren-2'-yl-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane
• 英文别名: 2-(7-bromo-9,9-dioctyl-9H-fluoren-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane；2-(7-bromo-9,9-dioctylfluoren-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS: 620624-96-6
• 化学式: C₃₅H₅₂BBrO₂
• 分子量: 595.512
• InChiKey: ILQCUUCKCJWPJQ-UHFFFAOYSA-N

物化性质

• 熔点：
  58-60 °C
• 沸点：
  637.0±48.0 °C(Predicted)
• 密度：
  1.11±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  10.52
• 重原子数：
  39
• 可旋转键数：
  15
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.66
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 储存条件：
  室温

反应信息

• 作为反应物：
  描述：

  2-(7-溴-9,9-二-n-辛基-9H-芴-2-基)-4,4,5,5-四甲基-1,3,2-二氧杂环戊硼烷,2-(4,4,5,5-四甲基-1,3,2-二氧杂环戊硼烷-2-基)-7-溴-9,9-二-n-辛基-9H-芴,7-溴-9,9-二-n-辛基-9H-芴-2-硼酸频哪醇酯 在 bis(1,5-cyclooctadiene)nickel (0) 1,5-cis,cis-cyclooctadiene 、 1,1'-bipyridyl 作用下， 以 甲苯 为溶剂， 以87%的产率得到7,7'-bis-(4,4,5,5-tetramethyl-[1,3,2]-dioxaborolan-2-yl)-9,9,9',9'-tetraoctyl-2,2'-bifluorene
  参考文献：
  名称：

  Novel bifluorene based conjugated systems: synthesis and properties

  摘要：

  A series of novel bifluorene based systems was synthesised by a convergent approach by means of a Suzu'ki cross-coupling between 7,7'-bis-(4,4,5,5-tetramethyl-[1,3,2]dioxaboi-olan-2-yl)-9,9,9,9'-tetraoctyl-2,2'-bifluorene and suitable aryl-bromides. All the oligomers have been characterized by H-1, C-13 NMR, Fr-IR, UV-vis, PL spectroscopy and mass analyses. In particular, it has been demonstrated that the presence of strong electron donor (amines) or withdrawing (carboxylic esters) groups causes a bathochromic shift of the optical properties with respect to those of unsubstituted molecules. The effects of these functional groups on the HOMO-LUMO energy levels were investigated by cyclic voltammetry. Remarkably, the LUMO energy level of 7,7'-bis-[5-carbodecaoxy-2,2'-bithiophen-5-yl]-9,9,9',9'-tetraoctyl-2,2'-bifluorene (-3.07 eV) is strongly influenced by the presence of the ester functional group. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.10.010
• 作为产物：
  描述：

  9,9-二辛基-2,7-二溴代芴 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 1.0h， 生成 2-(7-溴-9,9-二-n-辛基-9H-芴-2-基)-4,4,5,5-四甲基-1,3,2-二氧杂环戊硼烷,2-(4,4,5,5-四甲基-1,3,2-二氧杂环戊硼烷-2-基)-7-溴-9,9-二-n-辛基-9H-芴,7-溴-9,9-二-n-辛基-9H-芴-2-硼酸频哪醇酯
  参考文献：
  名称：

  Synthesis of Fluorene-Based Oligomeric Organoboron Reagents via Kumada, Heck, and Stille Cross-Coupling Reactions

  摘要：

  Boronic pinacol ester group is not reactive in Kumada, Heck and Stille coupling reaction conditions. Fluorene-based sophisticated organoboron compounds were synthesized by means of Palladium catalyzed Kumada, Heck and Stille cross-coupling reactions from halofluorenyl boronic esters.

  DOI：

  10.1021/jo0602470

文献信息

• Synthesis, photophysics, and reverse saturable absorption of platinum complexes bearing extended π-conjugated C^N^N ligands
  作者：Zhongjing Li、Wenfang Sun

  DOI：10.1039/c3dt51430g

  日期：——

  The synthesis of ligands 1-L–6-L that feature the 6-[9,9-di(2-ethylhexyl)-7-R-9H-fluoren-2-yl]-2,2′-bipyridine (C^N^N) core (R = 4-R′-phenylethynyl with R′ = NO2, benzothiazol-2-yl (BTZ), H and OCH3 or R = 4′-BTZ-phenyl or BTZ) and their platinum complexes 1–6 were reported in this paper. The photophysical properties of these ligands and the Pt(II) complexes, including the UV-vis absorption spectra

  具有6- [9,9-二（2-乙基己基）-7- R -9 H-芴-2-基] -2,2′-联吡啶的配体1-L–6-L的合成（C ^ N ^ N）核（R = 4-R'-苯基乙炔基，R'= NO 2，苯并噻唑-2-基（BTZ），H和OCH 3或R = 4'-BTZ-苯基或BTZ）及其铂本文报道了复合物1-6。这些配体和Pt（II）的光物理性质）系统研究了包括紫外可见吸收光谱，室温和77 K下的发射特性以及三重态瞬态差吸收光谱在内的配合物，以了解取代基在1-的4位上的作用。乙炔基苯基成分以及C ^ N ^ N核与BTZ取代基之间π共轭的延伸。使用4.1 ns激光脉冲在532 nm处证明了配合物1-6的反向饱和吸收（RSA）。1-L–6-L的紫外可见吸收光谱的特征是强1π，π*在蓝色光谱区跃迁，吸收带通过在乙炔基苯基基序的4位取代和扩展的π-共轭作用而有效地红移。观察到类似的效果，这些配体在CH的荧光
• Solution-Processible Conjugated Electrophosphorescent Polymers
  作者：Albertus J. Sandee、Charlotte K. Williams、Nicholas R. Evans、John E. Davies、Clare E. Boothby、Anna Köhler、Richard H. Friend、Andrew B. Holmes

  DOI：10.1021/ja039445o

  日期：2004.6.1

  longer chains there is quenching because of the lower energy triplet state associated with polyfluorene. In contrast, polymer complexes 18-21 [Ir(btp-(FO)(n))(2)(acac)] where n is 5-40 have better triplet energy level matching and can be used to provide efficient red phosphorescent polymer light-emitting diodes, with a red shift due to the fluorene attachment of about 50 meV. We contrast this small (50-70

  我们报告了一系列可溶液加工的磷光铱配合物的合成和光物理研究。这些包含双环金属化铱单元 [Ir(ppy)(2)(acac)] 或 [Ir(btp)(2)(acac)]，其中 ppy 是 2-苯基吡啶，btp 是 2-(2'-苯并[b ]噻吩基）吡啶，acac是乙酰丙酮化物。铱单元与低聚（9,9-二辛基芴基-2,7-二基）[(FO)(n)] 共价连接并结合形成复合物 [Ir(ppy-(FO)(n))(2 )(acac)] 或 [Ir(btp-(FO)(n))(2)(acac)]，其中芴单元数 n 为 1、2、3、约 10、约 20、约 30 ，或大约 40。所有配合物在光致发光和电致发光中都表现出来自混合三线态的发射，同时有效地淬灭芴单线态发射。短链复合物，11-13，[Ir(ppy-(FO)(n)-FH)(2)(acac)] 其中 n = 0、1 或 2，显示绿光发射，通过 FO 附件红移约
• METHOD FOR PRODUCING STRUCTURE WHEREIN AROMATIC POLYMER IS BONDED TO BASE, STRUCTURE HAVING AROMATIC POLYMER CHAIN BONDED TO CONDUCTIVE BASE, AND ELECTRONIC DEVICE COMPRISING THE STRUCTURE
  申请人：Tanaka Kenta

  公开号：US20100069603A1

  公开（公告）日：2010-03-18

  Disclosed is a method for efficiently producing a structure wherein an aromatic polymer is bonded to a base. Also disclosed is such a structure wherein the base is electrically conductive. Specifically disclosed is a method for producing a structure, which comprises a step for polycondensing an aromatic compound represented by the formula (I) below in the presence of a polymerization catalyst and a base having a group represented by the formula (II) below. MY n Ar—X  (I) (In the formula (I), Ar represents a divalent group composed of an aromatic ring; X represents a halogen atom or the like; Y represents an oxygen atom, a sulfur atom, an imino group or the like; n represents 0 or 1; and M represents a hydrogen atom, —B(OQ 1 ) 2 (wherein Q 1 represents a hydrogen atom, a hydrocarbon group or the like) or the like.) —Ar a —(X a ) p (II) (In the formula (II), Ar a represents a group having a valence of (p+1) and composed of an aromatic ring; X a represents a halogen atom or a monovalent group expressed as —SO 3 Q a (wherein Q a represents a substituted or unsubstituted hydrocarbon group); p represents an integer not less than 1, and when p is an integer not less than 2, the plurality of X a 's may be the same as or different from each other.)

  公开了一种高效生产芳香族聚合物与基体结合的结构的方法。还公开了这样一种结构，其中基体具有电导性。具体公开了一种生产结构的方法，该方法包括在聚合催化剂和具有以下式子（II）中表示的基团的碱存在下，聚合表示为以下式子（I）的芳香族化合物的步骤。MYnAr—X  (I)（在式（I）中，Ar表示由芳香族环组成的二价基团；X表示卤素原子或类似物；Y表示氧原子、硫原子、亚胺基或类似物；n表示0或1；M表示氢原子，-B（OQ1）2（其中Q1表示氢原子、碳氢基团或类似物）或类似物。）—Ara—（Xa）p（II）（在式（II）中，Ararepresents具有（p+1）价且由芳香族环组成的基团；Xarepresents卤素原子或表示为-SO3Qa的一价基团（其中Qarepresents取代或未取代的碳氢基团）；p表示不小于1的整数，当p为不小于2的整数时，Xa的多个可以相同也可以不同。）
• ALL-CONJUGATED TRIBLOCK POLYELECTROLYTES ELECTRON INJECTION LAYER
  申请人：Bazan Guillermo C.

  公开号：US20120232239A1

  公开（公告）日：2012-09-13

  A method for the production neutral triblock all-conjugated copolymers by palladium-catalyzed chain-growth polymerization, and methods to convert these copolymers into all-conjugated triblock polyelectrolytes with well-controlled molecular weight and polydispersity. A device is provided which incorporates such all-conjugated triblock polyelectrolytes as an electron injection layer.

  一种通过钯催化链增长聚合法生产中性三嵌段全共轭共聚物的方法，以及将这些共聚物转化为具有良好分子量和聚分散度的全共轭三嵌段聚电解质的方法。提供了一种装置，其中将这种全共轭三嵌段聚电解质作为电子注入层。
• All-conjugated triblock polyelectrolytes electron injection layer
  申请人：Bazan Guillermo C.

  公开号：US08779077B2

  公开（公告）日：2014-07-15

  A method for the production neutral triblock all-conjugated copolymers by palladium-catalyzed chain-growth polymerization, and methods to convert these copolymers into all-conjugated triblock polyelectrolytes with well-controlled molecular weight and polydispersity. A device is provided which incorporates such all-conjugated triblock polyelectrolytes as an electron injection layer.

  一种通过钯催化链增长聚合生产中性三嵌段全共轭共聚物的方法，并将这些共聚物转化为具有良好控制的分子量和多分散性的全共轭三嵌段聚电解质的方法。提供一种装置，其中将这种全共轭三嵌段聚电解质作为电子注入层。