8-(9-anthracenyl)octylbromide | 917376-16-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 8-(9-anthracenyl)octylbromide
• 英文别名: 9-(8-Bromooctyl)anthracene
• CAS: 917376-16-0
• 化学式: C₂₂H₂₅Br
• 分子量: 369.344
• InChiKey: GTYQJYWBNBMRQP-UHFFFAOYSA-N

物化性质

• 沸点：
  501.9±29.0 °C(Predicted)
• 密度：
  1.220±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.3
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 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：

  8-(9-anthracenyl)octylbromide 在 sodium azide 、 丙酸 、 三苯基膦 作用下， 以 四氢呋喃 、 邻二甲苯 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.5h， 生成 7,18-Bis(8-anthracen-9-yloctyl)-6,8,17,19-tetraoxo-7,18-diazaheptacyclo[14.6.2.22,5.03,12.04,9.013,23.020,24]hexacosa-1(22),2,4,9,11,13(23),14,16(24),20,25-decaene-11,22-dicarbonitrile
  参考文献：
  名称：

  Synthesis, characterization, and photoinduced electron transfer properties of core-functionalized perylene-3,4:9,10-bis(dicarboximide)s with pendant anthracenes

  摘要：

  描述了一系列由核心溴化和氰化的苝-3,4:9,10-双(二羧亚胺)（PDI）结构与两个末端悬挂的烷基蒽（A）共价连接的给体-受体分子。这些杂化分子具有不同的烷基连接长度和PDI电子亲和力，通过将1,7-二溴苝四羧酸酐与适当的氨基烷基蒽缩合反应而合成，随后用CuCN进行氰化。对热、光学和 electrochemical 性质进行了表征。PDI单元的光激发导致悬挂蒽的氧化，生成1(A+˙-PDI−˙-A)物种。这种单电子电荷分离的溶液动力学通过超快瞬态吸收光谱法进行了表征，发现电荷分离速率随着烷基连接长度的变化而变化。这些速率的趋势归因于PDI-A结构在溶液相的几何变异，反映了连接体的柔韧性。

  DOI：

  10.1039/c1jm13397g
• 作为产物：
  描述：

  1,8-二溴辛烷 、 9-溴蒽 在 正丁基锂 作用下， 以 乙醚 、 正己烷 为溶剂， 反应 2.0h， 以78%的产率得到8-(9-anthracenyl)octylbromide
  参考文献：
  名称：

  Synthesis, characterization, and photoinduced electron transfer properties of core-functionalized perylene-3,4:9,10-bis(dicarboximide)s with pendant anthracenes

  摘要：

  描述了一系列由核心溴化和氰化的苝-3,4:9,10-双(二羧亚胺)（PDI）结构与两个末端悬挂的烷基蒽（A）共价连接的给体-受体分子。这些杂化分子具有不同的烷基连接长度和PDI电子亲和力，通过将1,7-二溴苝四羧酸酐与适当的氨基烷基蒽缩合反应而合成，随后用CuCN进行氰化。对热、光学和 electrochemical 性质进行了表征。PDI单元的光激发导致悬挂蒽的氧化，生成1(A+˙-PDI−˙-A)物种。这种单电子电荷分离的溶液动力学通过超快瞬态吸收光谱法进行了表征，发现电荷分离速率随着烷基连接长度的变化而变化。这些速率的趋势归因于PDI-A结构在溶液相的几何变异，反映了连接体的柔韧性。

  DOI：

  10.1039/c1jm13397g

文献信息

• POLYMER MATERIAL AND POLYMER LIGHT-EMITTING DEVICE
  申请人：Nakatani Tomoya

  公开号：US20100084965A1

  公开（公告）日：2010-04-08

  Disclosed is a luminescent or charge-transporting polymer compound having a main chain containing a divalent heterocyclic group, a divalent condensed polycyclic hydrocarbon group including no five-membered ring, a group represented by the formula (1) below or a divalent aromatic amine group as a repeating unit, and a functional side chain containing at least one functional group selected from the group consisting of hole injecting/transporting groups, electron injecting/transporting groups, and light-emitting groups. This polymer compound is characterized in that the functional group is directly bonded to a saturated carbon atom in the repeating unit or bonded to the repeating unit via X is an —R J —X— group (wherein R J represents an optionally substituted alkylene group, X represents a direct bond, an oxygen atom, a sulfur atom, C═O, C(═O)—O, S═O, SiR 8 R 9 , NR 10 , BR 11 , PR 12 or P(═O)R 13 . (In the formula, the ring A and the ring B independently represent an optionally substituted aromatic hydrocarbon ring, and the aromatic hydrocarbon ring in the ring A and the aromatic hydrocarbon ring in the ring B have different ring structures from each other; two bonding hands are respectively present on the ring A and/or the ring B; Bw and Rx independently represent a hydrogen atom or a substituent, and Rw and Rx may combine together to form a ring.)
• POLYMERIC MATERIAL AND POLYMERIC LUMINESCENT ELEMENT
  申请人：Nakatani Tomoya

  公开号：US20100171100A1

  公开（公告）日：2010-07-08

  A luminescent or charge-transporting polymer which has in the backbone optionally substituted fluorenediyl groups as repeating units and further has a functional side chain comprising at least one functional group selected from the group consisting of a hole-injection/transporting group containing one or more heteroatoms other than nitrogen or two or more nitrogen atoms, an electron-injection/transporting group containing one or more heteroatoms other than nitrogen or two or more nitrogen atoms, and a luminescent group comprising a fused aromatic hydrocarbon or heterocycle, characterized in that the functional group is directly bonded to the saturated carbon atom of any of the fluorenediyl groups or is bonded to any of the fluorenediyl groups through —R k —X— (R k represents alkylene and X represents a direct bond or connecting group) at the X.
• US8222632B2
  申请人：——

  公开号：US8222632B2

  公开（公告）日：2012-07-17
• Synthesis, characterization, and photoinduced electron transfer properties of core-functionalized perylene-3,4:9,10-bis(dicarboximide)s with pendant anthracenes
  作者：Shinji Ando、Charusheela Ramanan、Antonio Facchetti、Michael R. Wasielewski、Tobin J. Marks

  DOI：10.1039/c1jm13397g

  日期：——

  A series of donor–acceptor molecules consisting of core-brominated and -cyanated perylene-3,4:9,10-bis(dicarboximide) (PDI) structures covalently linked to two terminal pendant alkylanthracenes (A) is described. These hybrid molecules, having varying alkyl tether lengths as well as PDI electron affinities, were synthesized by condensation of a 1,7-dibromoperylene tetracarboxylic acid anhydride with the appropriate aminoalkylanthracene, followed by cyanation with CuCN. Thermal, optical, and electrochemical properties were characterized. PDI moiety photoexcitation results in pendant anthracene oxidation, generating 1(A+˙-PDI−˙-A) species. The solution dynamics of this one-electron charge separation were characterized by ultrafast transient absorption spectroscopy, and charge separation rates are found to vary with alkyl tether length. Trends in these rates are attributed to solution phase geometric variations of the PDI-A structure, reflecting the flexibility of the spacer.

  描述了一系列由核心溴化和氰化的苝-3,4:9,10-双(二羧亚胺)（PDI）结构与两个末端悬挂的烷基蒽（A）共价连接的给体-受体分子。这些杂化分子具有不同的烷基连接长度和PDI电子亲和力，通过将1,7-二溴苝四羧酸酐与适当的氨基烷基蒽缩合反应而合成，随后用CuCN进行氰化。对热、光学和 electrochemical 性质进行了表征。PDI单元的光激发导致悬挂蒽的氧化，生成1(A+˙-PDI−˙-A)物种。这种单电子电荷分离的溶液动力学通过超快瞬态吸收光谱法进行了表征，发现电荷分离速率随着烷基连接长度的变化而变化。这些速率的趋势归因于PDI-A结构在溶液相的几何变异，反映了连接体的柔韧性。