1,2-二苯基-1,2-二(4-频哪酯基苯基)乙烯 | 1260865-88-0

• 物质功能分类: 化学试剂 - 有机试剂 - 酯类
• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 中文名称: 1,2-二苯基-1,2-二(4-频哪酯基苯基)乙烯
• 英文名称: 1,2-diphenyl-1,2-bis(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethene
• 英文别名: 2-[4-[1,2-diphenyl-2-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]ethenyl]phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS: 1260865-88-0
• 化学式: C₃₈H₄₂B₂O₄
• 分子量: 584.371
• InChiKey: CBYRLHIEJOHEIW-UHFFFAOYSA-N

物化性质

• 沸点：
  637.0±55.0 °C(Predicted)
• 密度：
  1.12±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.29
• 重原子数：
  44
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-bromo-dibenzo-24-crown-8 、 1,2-二苯基-1,2-二(4-频哪酯基苯基)乙烯 在 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 24.0h， 以23%的产率得到1,2-bis(4-(2-bromodibenzo[24]-crown-8)phenyl)-1,2-diphenylethene
  参考文献：
  名称：

  A self-assembly induced emission system constructed by the host–guest interaction of AIE-active building blocks

  摘要：

  苄胺（客体）和二苯并[24]冠-8（宿主）修饰的四苯乙烯（AIE-gens）被制备并用于构建超分子聚合物，展示可逆装配-解组装的优点，并通过酸碱处理调节聚集诱导发光。

  DOI：

  10.1039/c4cc06510g
• 作为产物：
  描述：

  二苯基乙炔 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 potassium phosphate 、 四(三苯基膦)铂 、 dicyclohexyl(2’,6’-dimethoxy-[1,1’-biphenyl]-2-yl)phosphane 、 palladium diacetate 作用下， 以 1,3-二噁烷 、 甲苯 为溶剂， 反应 24.0h， 生成 1,2-二苯基-1,2-二(4-频哪酯基苯基)乙烯
  参考文献：
  名称：

  顺式连接的环四亚苯基：合成、结构和荧光性质

  摘要：

  通过铂介导的环化合成了两个顺式连接的环状四苯乙烯，[2]c-CTPE和[3]c-CTPE 。 [2]c-CTPE的应变能高达86.28 kJ ⋅ mol −1。[2]c-CTPE和[3]c-CTPE表现出典型的聚集诱导发射 (AIE) 特性。此外，[2]c-CTPE和[3]c-CTPE均显示出机械荧光变色特性。

  DOI：

  10.1002/ejoc.202400135

文献信息

• A conjugated hyperbranched polymer constructed from carbazole and tetraphenylethylene moieties: convenient synthesis through one-pot “A2 + B4” Suzuki polymerization, aggregation-induced enhanced emission, and application as explosive chemosensors and PLEDs
  作者：Wenbo Wu、Shanghui Ye、Lijin Huang、Li Xiao、Yingjie Fu、Qi Huang、Gui Yu、Yunqi Liu、Jingui Qin、Qianqian Li、Zhen Li

  DOI：10.1039/c2jm16514g

  日期：——

  In this paper, tetraphenylethylene (TPE) units, a well-known aggregation-induced emission (AIE) active group, are utilized to construct the hyperbranched polymer HP-TPE-Cz with carbazole moieties, a good hole-transporting and electroluminescent group, through an “A2 + B4” approach by using a one-pot Suzuki polycondensation reaction. For comparison, its analog linear polymer LP-TPE-Cz, also constructed from these two moieties, was prepared. These two polymers exhibit interesting aggregation-induced emission enhanced (AIEE) behavior and act as explosive chemosensors with high sensitivity both as nanoparticles and in solid state, due to the presence of TPE units. Also, the HP-TPE-Cz PLED device exhibited a remarkably enhanced current efficiency (2.13 cd A−1) and luminescence efficiency (5914 cd m−2), compared with its analog linear polymer LP-TPE-Cz (1.04 cd A−1, 1654 cd m−2).

  在本文中，利用四苯乙烯（TPE）单元，这是一种众所周知的聚集诱导发光（AIE）活性基团，通过“一锅法”铃木聚缩合反应，构建了具有良好孔导电性和电致光发射特性的胺基喹啉（HP-TPE-Cz）超支化聚合物。作为对比，其类似的线性聚合物LP-TPE-Cz也由这两种基团构建而成。这两种聚合物表现出有趣的聚集诱导发光增强（AIEE）行为，并由于TPE单元的存在，作为纳米颗粒和固态均具有高灵敏度的爆炸性化学传感器。此外，HP-TPE-Cz PLED器件展现出显著提高的电流效率（2.13 cd A⁻¹）和发光效率（5914 cd m⁻²），相比于其类似线性聚合物LP-TPE-Cz（1.04 cd A⁻¹, 1654 cd m⁻²）。
• New deep-blue emitting materials based on fully substituted ethylene derivatives
  作者：Soo-Kang Kim、Young-Il Park、In-Nam Kang、Jong-Wook Park

  DOI：10.1039/b706606f

  日期：——

  New blue fluorescent compounds containing tetra-substituted ethylene moieties have been designed and synthesized. These materials, 1,2-di(4′-tert-butylphenyl)-1,2-bis(4′-(anthracene-9-yl)phenyl)ethene [BPBAPE, 1A], 1,2-diphenyl-1,2-bis(4′-(anthracene-9-yl)phenyl)ethene [PBAPE, 1B], 9,10-bis(4-(1,2,2-tris(4-tert-butylphenyl)vinyl)phenyl)anthracene [BTBPPA, 2A], and 9,10-bis(4-(1,2,2-triphenylvinyl)phenyl)anthracene [BTPPA, 2B], were synthesized through Suzuki and McMurry reactions. By fabricating multilayered non-doped OLED devices using these new blue materials, we achieved luminance efficiencies of 4.00 lm W−1 (10.33 cd A−1 at 8.1 V) for BPBAPE [1A] and 1.82 lm W−1 (3.93 cd A−1 at 6.8 V) for BTPPA [2B] at 10 mA cm−2. The maxima in the electroluminescence spectra of ITO/2-TNATA (60 nm)/NPB (15 nm)/BPBAPE [1A] and BTPPA [2B] (30 nm)/Alq3 (30 nm)/LiF (1 nm)/Al (200 nm) devices were found to be 475 and 452 nm respectively. The BPBAPE [1A] and BTPPA [2B] devices exhibited sky blue emission (0.195, 0.303) and deep blue emission (0.159, 0.135) at 10 mA cm−2 respectively.

  我们设计并合成了含有四取代乙烯分子的新型蓝色荧光化合物。这些材料包括 1,2-二（4′-叔丁基苯基）-1,2-双（4′-（蒽-9-基）苯基）乙烯 [BPBAPE，1A]、1,2-二苯基-1,2-双（4′-（蒽-9-基）苯基）乙烯 [PBAPE，1B]、9,10-双（4-（1、BTBPPA，2A] 和 9,10-双(4-(1,2,2-三苯基乙烯基)苯基)蒽 [BTPPA，2B]。通过使用这些新型蓝色材料制造多层无掺杂有机发光二极管器件，我们在 10 mA cm-2 的条件下，BPBAPE [1A] 的发光效率达到了 4.00 lm W-1（8.1 V 时为 10.33 cd A-1），BTPPA [2B] 的发光效率达到了 1.82 lm W-1（6.8 V 时为 3.93 cd A-1）。ITO/2-TNATA (60 nm)/NPB (15 nm)/BPBAPE [1A] 和 BTPPA [2B] (30 nm)/Alq3 (30 nm)/LiF (1 nm)/Al (200 nm) 器件的电致发光光谱的最大值分别为 475 和 452 nm。在 10 mA cm-2 时，BPBAPE [1A] 和 BTPPA [2B] 器件分别显示出天蓝色发射（0.195，0.303）和深蓝色发射（0.159，0.135）。
• Specific Detection of <scp>d</scp>-Glucose by a Tetraphenylethene-Based Fluorescent Sensor
  作者：Yi Liu、Chunmei Deng、Li Tang、Anjun Qin、Rongrong Hu、Jing Zhi Sun、Ben Zhong Tang

  DOI：10.1021/ja107086y

  日期：2011.2.2

  A conceptually new "light-up" biosensor with a high specificity for D-glucose (Glu) in aqueous media has been developed. The emission from a tetraphenylethene (TPE)-cored diboronic acid (1) was greatly boosted when the fluorogen was oligomerized with Glu because of restriction of the intramolecular rotations of the aryl rotors of TPE by formation of the oligomer. Little change in the light emission was observed when 1 was mixed with D-fructose, D-galactose, or D-mannose, as these saccharides are unable to oligomerize with the fluorogen.
• A symmetric nonpolar blue AIEgen as nondoped fluorescent OLED emitter with low efficiency roll-off
  作者：Nannan Fei、Qiang Wei、Liang Cao、Yongqi Bai、Honglei Ji、Ruixiang Peng、Like Huang、Hao Shiyou、Ziyi Ge

  DOI：10.1016/j.orgel.2019.105574

  日期：2020.3

  Blue emitters are necessary for achieving full-color displaying OLEDs, however, most blue emitters show low efficiency, short lifetime or serious efficiency roll-off, hindering the development of OLED techniques. In this research, a nonpolar symmetric aggregation-induced emission (AIE) emitter was designed and constructed through facile steps, with the triphenylamine-end, anthracene-spacer and tetraphenylethene (TPE)-center. This emitter exhibited good thermal stability and aggregation-enhanced emission (AEE) characteristics, based on which non-doped blue OLED device was readily fabricated with the maximum external quantum efficiency (EQE) of 2.7% and also with no efficiency roll-off even at 1000 cd m(-2), indicative of high efficiency and good stability as fluorescent emitter.
• New tetraphenylethylene-containing conjugated polymers: Facile synthesis, aggregation-induced emission enhanced characteristics and application as explosive chemsensors and PLEDs
  作者：Wenbo Wu、Shanghui Ye、Runli Tang、Lijin Huang、Qianqian Li、Gui Yu、Yunqi Liu、Jingui Qin、Zhen Li

  DOI：10.1016/j.polymer.2012.05.035

  日期：2012.7

  In this paper, tetraphenylethylene (TPE) units, one of the typical aggregation-induced emission (AIE) moieties, are utilized to construct a new functional polyfluorene (PF) P1, which exhibited the exciting property of the aggregation-induced emission enhancement (AIEE), instead of the aggregation-caused quenching (ACQ) of normal PFs, and could probe the explosive with high sensitivity both in the nano-particles and solid state. Three other TPE-containing polymers, P2-P4, were also successfully prepared, and demonstrated good performance as explosive chemosensors and light-emitting materials. P3, bearing carbazole as hole-transporting units showed the best performance with a maximum luminance efficiency of 1.17 cd/A and a maximum brightness of 3609 cd/m(2) at 12.9 V in its light-emitting diode device. (C) 2012 Elsevier Ltd. All rights reserved.