9,9-dihexyl-9H-fluorene-2,7-dicarbonitrile | 536744-33-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 9,9-dihexyl-9H-fluorene-2,7-dicarbonitrile
• 英文别名: 2,7-dicyano-9,9-dihexylfluorene；9,9-dihexylfluorene-2,7-dicarbonitrile
• CAS: 536744-33-9
• 化学式: C₂₇H₃₂N₂
• 分子量: 384.564
• InChiKey: RQIQMYUGEYQFGB-UHFFFAOYSA-N

物化性质

• 沸点：
  533.5±43.0 °C(Predicted)
• 密度：
  1.06±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.3
• 重原子数：
  29
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  47.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  9,9-dihexyl-9H-fluorene-2,7-dicarbonitrile 在 sodium azide 、 氯化铵 作用下， 生成 2,7-bis(tetrazolyl)-9,9-dihexylfluorene
  参考文献：
  名称：

  Synthesis, Light-Emitting, and Two-Photon Absorption Properties of Platinum-Containing Poly(arylene-ethynylene)s Linked by 1,3,4-Oxadiazole Units

  摘要：

  A series of soluble and thermally stable group 10 platinum(II) polyyne polymers of the type [-C equivalent to C- P1(PBu3)(2)-C equivalent to C-Ar-Ox-Ar-](n) (where Ox = 1,3,4-oxadiazole, Ar = p-C6H4 or 2,7-dihexy]-9.9-fluorene) and [-C equivalent to C-Pt(PBu3)(2)-C equivalent to C-Ar-Ox-Ar-Ox-Ar](n) (where Ar = 2,7-dihexy]-9.9-fluorene) along with their corresponding dinuclear model compounds [Ph-P1(PEt3)(2)-C equivalent to C-Ar-l(2)-Ox-(where Ar = p-C6H4 or 2,7-dihexy1-9,9-fluorene) and [Ph-Pt(PEt3)(2)-C equivalent to C-Ar-Ox-](2)-Ar- (where Ar = 2,7-dihexyl-9,9-fluorene) were prepared and characterized. The regiochemical structure of the polymers has been ascertained by single-crystal X-ray analysis on the model compound [Ph-Pt(PEt3)(2)-C equivalent to C-p-C6H4-l(2)-Ox- The photophysical properties (absorption, excitation, emission, and nanosecond transient absorption spectra) of these metalated compounds in 2MeTHF at 298 and 77 K are reported. These findings are correlated by density functional theory (DFT) calculations. Geometry optimizations predict totally planar molecules for these metalated complexes and polymers, allowing better pi-conjugation across the main chain. The ligands are strongly fluorescent but become also phosphorescent when the Pt atom is introduced in the backbone of the conjugated organometa Hie complexes and polymers. These emissions arc assigned to pi pi* transitions in all cases involving the Ptd(xy) orbitals. These Pt compounds exhibit two-photon absorption (2PA), and their 2PA cross sections (sigma 2) have been determined. The potential of exploiting such metallopolymers for the design of electrophosphorescent polymer light-emitting devices (PLEDs) and their use as single-dopant for white PLEDs have also been discussed.

  DOI：

  10.1021/ma1009319
• 作为产物：
  描述：

  碘化氰 、 9,9-二己基芴-2,7-二硼酸 在 (CuOTf)*toluene 、 cesium fluoride 、 4,4'-二叔丁基-2,2'-二吡啶 作用下， 以 甲醇 、 水 为溶剂， 反应 12.0h， 以51%的产率得到9,9-dihexyl-9H-fluorene-2,7-dicarbonitrile
  参考文献：
  名称：

  Copper-Catalyzed Cyanation of Aryl- and Alkenylboronic Reagents with Cyanogen Iodide

  摘要：

  Direct catalytic cyanation of organoboronic acids with cyanogen iodide has been achieved by using a copper bipyridine catalyst system. The cyanation reaction is likely to occur through two catalytic cycles: copper(II)-catalyzed iodination of organoboronic acids and the following cyanidocopper(I)-mediated cyanation of organic iodides.

  DOI：

  10.1021/acs.orglett.5b01924

文献信息

• Multi-Functional Copolymers Comprising Rare Earth Metal Complexes and Devices Thereof
  申请人：Ling Qidan

  公开号：US20070290199A1

  公开（公告）日：2007-12-20

  The invention relates to copolymer complexes of the formula (I): wherein [A x -[B(C)] y -D z ] denotes a single unit of the copolymer complex that is repeated n times, wherein n is an integer greater than one, and wherein the single unit comprises a conjugated backbone coordinated to a complex (C) comprising rare earth metal(s); x, y and z are numbers greater than zero such that x=y+z; A is independently selected from a group consisting of: fluorene, carbazole, oxadiazole, triphenylamine or derivatives thereof; B is a functional ligand selected from the group consisting of: benzoic acid, 1,3-diphenylpropane-1,3-dione, 1,10-phenanthroline, 2,2-bipyridine, or derivatives thereof; and D is independently selected from a group consisting of: fluorene, carbazole, oxadiazole, triphenylamine or derivatives thereof.

  该发明涉及公式（I）的共聚物复合物： 其中[Ax-[B(C)]y-Dz]表示重复n次的共聚物复合物的单个单位，其中n是大于1的整数，且单个单位包括与包含稀土金属的复合物（C）配位的共轭骨架；x、y和z是大于零的数字，使得x=y+z；A独立地选自以下组：萘、咔唑、噁二唑、三苯胺或其衍生物；B是从苯甲酸、1,3-二苯基丙烷-1,3-二酮、1,10-邻菲啰啉、2,2'-联吡啶或其衍生物组中选择的功能性配体；D独立地选自以下组：萘、咔唑、噁二唑、三苯胺或其衍生物。
• Multi-functional copolymers comprising rare earth metal complexes and devices thereof
  申请人：——

  公开号：US07679082B2

  公开（公告）日：2010-03-16

  The invention relates to copolymer complexes of the formula (I): wherein [Ax-[B(C)]y-Dz] denotes a single unit of the copolymer complex that is repeated n times, wherein n is an integer greater than one, and wherein the single unit comprises a conjugated backbone coordinated to a complex (C) comprising rare earth metal(s); x, y and z are numbers greater than zero such that x=y+z; A is independently selected from a group consisting of: fluorene, carbazole, oxadiazole, triphenylamine or derivatives thereof; B is a functional ligand selected from the group consisting of: benzoic acid, 1,3-diphenylpropane-1,3-dione, 1,10-phenanthroline, 2,2-bipyridine, or derivatives thereof; and D is independently selected from a group consisting of: fluorene, carbazole, oxadiazole, triphenylamine or derivatives thereof.

  本发明涉及公式（I）的共聚物复合物，其中[Ax-[B（C）]y-Dz]表示重复n次的共聚物复合物的单个单元，其中n是大于1的整数，单个单元包括与稀土金属（C）配合的共轭骨架; x，y和z是大于零的数字，使得x = y + z; A独立地选自以下组：芴，咔唑，氧化二嗪，三苯胺或其衍生物; B是从以下组中选择的功能性配体：苯甲酸，1,3-二苯基丙烷-1,3-二酮，1,10-菲啰啉，2,2-联吡啶或其衍生物; D是从以下组中独立选择的：芴，咔唑，氧化二嗪，三苯胺或其衍生物。
• US7679082B2
  申请人：——

  公开号：US7679082B2

  公开（公告）日：2010-03-16
• [EN] MULTI-FUNCTIONAL COPOLYMERS COMPRISING RARE EARTH METAL COMPLEXES AND DEVICES THEREOF<br/>[FR] COPOLYMERES MULTIFONCTIONNELS CONTENANT DES COMPLEXES DE METAUX DE TERRES RARES ET DISPOSITIFS COMPOSES DE CES POLYMERES
  申请人：UNIV SINGAPORE

  公开号：WO2006052222A2

  公开（公告）日：2006-05-18

  [EN] The invention relates to copolymer complexes of the formula (I): wherein [A_x-[B(C)_y-D_Z] denotes a single unit of the copolymer complex that is repeated n times, wherein n is an integer greater than one, and wherein the single unit comprises a conjugated backbone coordinated to a complex (C) comprising rare earth metal(s); x, y and z are numbers greater than zero such that x = y+z ; A is independently selected from a group consisting of: fluorene, carbazole, oxadiazole, triphenylamine or derivatives thereof; B is a functional ligand selected from the group consisting of: benzoic acid, 1,3-diphenylpropane-1,3-dione, 1,10- phenanthroline, 2,2-bipyridine, or derivatives thereof; and D is independently selected from a group consisting of: fluorene, carbazole, oxadiazole, triphenylamine or derivatives thereof.
  [FR] L'invention concerne des complexes copolymères représentés par la formule (I) dans laquelle [A_x-[B(C)_y-D_Z] représente une unité individuelle du complexe copolymère, répétée n fois, n étant un entier supérieur à 1, l'unité individuelle contenant une structure conjuguée connectée à un complexe (C) contenant des métaux de terres rares ; x, y et z sont des chiffres supérieurs à 0 de telle manière que x = y + z ; A est choisi indépendamment dans un groupe composé de fluorène, carbazole, oxadiazole, triphénylamine ou de dérivés de ceux-ci ; B est un ligand fonctionnel choisi dans le groupe composé d'acide benzoïque, 1,3-diphénylpropane-1,3-dione, 1,10- phénanthroline, 2,2-bipyridine ou de dérivés de ceux-ci ; et D est choisi indépendamment dans un groupe composé de fluorène, carbazole, oxadiazole, triphénylamine ou de dérivés de ceux-ci.