2-(2,7-Dimethyl-fluoren-9-ylidene)-malononitrile | 19326-48-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 2-(2,7-Dimethyl-fluoren-9-ylidene)-malononitrile
• 英文别名: 2-(2,7-Dimethylfluoren-9-ylidene)propanedinitrile；2-(2,7-dimethylfluoren-9-ylidene)propanedinitrile
• CAS: 19326-48-8
• 化学式: C₁₈H₁₂N₂
• 分子量: 256.307
• InChiKey: PZJFNVLRDVCSMK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  20
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  47.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2,7-二甲基-9H-芴-9-酮 、 丙二腈 在 二乙胺 作用下， 生成 2-(2,7-Dimethyl-fluoren-9-ylidene)-malononitrile
  参考文献：
  名称：

  丁二烯和热变色乙烯。第XLIV部分。对二苯基亚甲基芴，芴基亚氨基三苯基膦和相关物质的屏蔽作用

  摘要：

  研究了许多二苯并富烯烯，芴基亚膦酰基膦和二苯并庚烯富烯的核磁共振谱，并评估了以下因素的影响：（i）分子的平面性；（ii）1，8-氢原子与叶黄素双键和在ω-位的苯环的π-电子之间的相互作用；（iii）fulvenic键的偶极子对1,8-氢原子的诱导作用。

  DOI：

  10.1039/j29670001281

文献信息

• [EN] INDACENO DERIVATIVES AS ORGANIC SEMICONDUCTORS<br/>[FR] DÉRIVÉS D'INDACÉNO EN TANT QUE SEMI-CONDUCTEURS ORGANIQUES
  申请人：BASF SE

  公开号：WO2020078815A1

  公开（公告）日：2020-04-23

  The present invention provides compounds comprising at least one unit of formula (1) or (1') as well as a process for the preparation of the compounds, intermediates of this process, electronic devices comprising the compounds, and the use of the compounds as semiconducting materials.

  本发明提供了包含至少一个式（1）或（1'）单元的化合物，以及用于制备这些化合物的过程，该过程的中间体，包含这些化合物的电子器件，以及将这些化合物用作半导体材料的用途。
• [EN] NAPHTHOINDACENODITHIOPHENES AND POLYMERS<br/>[FR] NAPHTOINDACÉNODITHIOPHÈNES ET POLYMÈRES
  申请人：BASF SE

  公开号：WO2017097924A1

  公开（公告）日：2017-06-15

  Polymers comprising at least one unit of formula1 and compounds of the formula 1' wherein, in formulae 1 and 1' n is 0, 1, 2, 3 or 4 mis 0, 1, 2, 3 or 4 X is at each occurrence selected from the group consisting of O, S, Se or Te, Q is at each occurrence selected from the group consisting of C, Si or Ge R is at each occurrence selected from the group consisting of hydrogen, C1-30-alkyl, C2-30-alkenyl, C2-30-alkynyl, C5-12-cycloalkyl, C6-18-aryl, R2, R2', R* are at each occurrence independently selected from the group consisting of hydrogen, C1-30-alkyl, C2-30-alkenyl, C2-30-alkynyl,C5-12-cycloalkyl, C6-18-aryl, 5 to 20 membered hetero-aryl, OR21, OC(O)-R21, C(O)-OR21, C(O)-R21, NR21R22, NR21-C(O)R22, C(O)-NR21R22, N[C(O)R21][C(O)R22], SR21, halogen, CN, SiRSisRSitRSiu and OH, L1 and L2 are independently from each other and at each occurrence selected from the group consisting of C6-30-arylene, 5 to 30 membered heteroarylene.

  聚合物包括至少一个式1的单元和式1'的化合物，其中，在式1和1'中，n为0、1、2、3或4，X在每次出现时从O、S、Se或Te中选择，Q在每次出现时从C、Si或Ge中选择，R在每次出现时从氢、C1-30-烷基、C2-30-烯基、C2-30-炔基、C5-12-环烷基、C6-18-芳基中选择，R2、R2'、R*在每次出现时独立地从氢、C1-30-烷基、C2-30-烯基、C2-30-炔基、C5-12-环烷基、C6-18-芳基、5至20个成员的杂芳基、OR21、OC(O)-R21、C(O)-OR21、C(O)-R21、NR21R22、NR21-C(O)R22、C(O)-NR21R22、N[C(O)R21][C(O)R22]、SR21、卤素、CN、SiRSisRSitRSiu和OH中选择，L1和L2相互独立且在每次出现时从C6-30-芳基、5至30个成员的杂芳基中选择。
• [EN] N-TYPE MATERIALS AND ORGANIC ELECTRONIC DEVICES<br/>[FR] MATERIAUX DE TYPE N ET DISPOSITIFS ELECTRONIQUES ORGANIQUES
  申请人：AGENCY SCIENCE TECH & RES

  公开号：WO2011049531A1

  公开（公告）日：2011-04-28

  The invention provides organic compounds of formula I, wherein each A is an independently selected conjugated electron withdrawing aromatic or heteroaromatic group; each D is an independently selected ethenylene group, ethynylene group or a conjugated electron donating aromatic or heteroaromatic group; r is an integer having a value of 2 or greater; each n is independently an integer from 1 to 20; and each p is independently an integer from 1 to 10. N-type acceptor materials derived from such compounds and devices comprising such n-type acceptor materials are also provided.

  该发明提供了公式I的有机化合物，其中每个A是独立选择的共轭电子吸引芳香或杂芳基团；每个D是独立选择的乙烯基团、乙炔基团或共轭电子给体芳香或杂芳基团；r是一个大于等于2的整数；每个n是独立选择的1到20之间的整数；每个p是独立选择的1到10之间的整数。还提供了从这些化合物衍生的N型受体材料和包含这种N型受体材料的器件。
• N-Type Materials And Organic Electronic Devices
  申请人：Sonar Prashant

  公开号：US20120298976A1

  公开（公告）日：2012-11-29

  There is presently provided organic compounds of formula I, n-type acceptor materials derived from such compounds and devices comprising such n-type acceptor materials. (A n -D p  r A n I

  目前提供了公式I的有机化合物，从这些化合物衍生的n型受体材料以及包含这种n型受体材料的器件。(An-DprAnI)
• METHOD FOR PRODUCING AN ORGANIC SEMICONDUCTOR DEVICE
  申请人：VAIDYANATHAN Subramanian

  公开号：US20130200336A1

  公开（公告）日：2013-08-08

  A method for producing an organic semiconductor device ( 110 ) having at least one organic semiconducting material ( 122 ) and at least two electrodes ( 114 ) adapted to support an electric charge carrier transport through the organic semiconducting material ( 122 ) is disclosed. The organic semiconducting material ( 122 ) intrinsically has ambipolar semiconducting properties. The method comprises at least one step of generating at least one intermediate layer ( 120 ) which at least partially is interposed between the organic semiconducting material ( 122 ) and at least one of the electrodes ( 114 ) of the organic semiconductor device ( 110 ). The intermediate layer ( 120 ) comprises at least one thiol compound having the general formula HS—R, wherein R is an organic residue. The thiol compound has an electric dipole moment pointing away from the SH-group of the thiol compound. The electric dipole moment has at least the same magnitude as the electric dipole moment in 4-Phenylthiophenol. By the intermediate layer ( 120 ) an ambipolar charge carrier transport between the electrodes ( 114 ) is suppressed in favor of a unipolar charge carrier transport.

  本发明公开了一种制备具有至少一种有机半导体材料（122）和至少两个电极（114）的有机半导体器件（110）的方法，所述电极（114）适用于通过有机半导体材料（122）支持电荷载体的传输。所述有机半导体材料（122）本质上具有双极半导体特性。该方法包括至少一步生成至少一个中间层（120），该中间层至少部分介于有机半导体材料（122）和有机半导体器件（110）的至少一个电极（114）之间。所述中间层（120）包括至少一种硫醇化合物，其一般式为HS-R，其中R是有机残基。硫醇化合物具有指向硫醇化合物的SH基团远离的电偶极矩。电偶极矩至少与4-苯基噻吩硫醇中的电偶极矩相同。通过中间层（120），抑制电极（114）之间的双极电荷载体传输，以支持单极电荷载体传输。