3,3'-(1,4-phenylene)bis(1,5-diphen-yl-1,5-pentadione) | 15775-87-8

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物
• 英文名称: 3,3'-(1,4-phenylene)bis(1,5-diphen-yl-1,5-pentadione)
• 英文别名: 3,3'-p-Phenylen-bis-(1,5-diphenyl-pentandion-(1,5))；3-[4-(1,5-Dioxo-1,5-diphenylpentan-3-yl)phenyl]-1,5-diphenylpentane-1,5-dione
• CAS: 15775-87-8
• 化学式: C₄₀H₃₄O₄
• 分子量: 578.708
• InChiKey: JKCHWZHCGSLJSM-UHFFFAOYSA-N

物化性质

• 熔点：
  187 °C(Solv: benzene (71-43-2))
• 沸点：
  753.8±60.0 °C(Predicted)
• 密度：
  1.173±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  44
• 可旋转键数：
  14
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  68.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,3'-(1,4-phenylene)bis(1,5-diphen-yl-1,5-pentadione) 在 三苯基甲醇 、 氘代3-氨基-5-吗啉-4-甲基-恶唑-2-啉酮 作用下， 以 乙酸酐 、 乙腈 、 苯 为溶剂， 反应 25.0h， 生成 3,3'',5,5''-tetraphenyl-4λ³,4''λ³-diphosphaterphenyl-1,1':4',1''
  参考文献：
  名称：

  双膦系芳族 π 系统的合成、结构和性质

  摘要：

  已经实现了一系列插入芳族π-间隔基的双膦衍生物的合成。还公开了它们的吸收、发射特性和电化学行为。

  DOI：

  10.1246/cl.150103
• 作为产物：
  描述：

  对苯二甲醛 在 sodium amide 、 barium hydroxide octahydrate 作用下， 以 异丙醇 、 甲苯 为溶剂， 反应 24.5h， 生成 3,3'-(1,4-phenylene)bis(1,5-diphen-yl-1,5-pentadione)
  参考文献：
  名称：

  双膦系芳族 π 系统的合成、结构和性质

  摘要：

  已经实现了一系列插入芳族π-间隔基的双膦衍生物的合成。还公开了它们的吸收、发射特性和电化学行为。

  DOI：

  10.1246/cl.150103
• 作为试剂：
  描述：

  对苯二甲醛 、 苯乙酮 、 氢氧化钾 、 氟硼酸 、 三苯基甲醇 、 3,3'-(1,4-phenylene)bis(1,5-diphen-yl-1,5-pentadione) 在 3,3'-(1,4-phenylene)bis(1,5-diphen-yl-1,5-pentadione) 、 乙醇 、 bis(pyrylium) 、 丙酮 作用下， 以 乙醇 、 水 、 乙酸酐 为溶剂， 反应 43.5h， 生成 4,4'-(1,4-亚苯基)二(2,6-二苯基吡喃鎓)四氟硼酸盐
  参考文献：
  名称：

  Polypyridinium copolymer

  摘要：

  一种新型聚合物类别包括一个或多个二吡啶基团，具有以下公式##STR1##，该基团包含在主聚合物骨架中，其中Ar.sup.1、Ar.sup.2和Ar.sup.3是芳香或杂芳族核，每个核可以由一个环或两个融合或串联的环组成，其中含有5到12个环碳和杂原子，这些杂原子可以包括1到3个选择自S、N和O的单元杂原子，R.sup.1是任意二价有机桥接基团，而Z.sup..crclbar.是一个反离子。

  公开号：

  US04898923A1

文献信息

• Homogeneous and sensitive DNA detection based on polyelectrolyte complexes of cationic conjugated poly(pyridinium salt)s and DNA
  作者：Fengli Han、Yan Lu、Qiang Zhang、Jingfen Sun、Xianshun Zeng、Chenxi Li

  DOI：10.1039/c2jm15491a

  日期：——

  The electrostatic complexes of double-stranded deoxyribonucleic acid (dsDNA) and a cationic conjugated polyelectrolyte, poly(4,4′-(1,4-phenylene)bis(2,6-diphenylpyridinium))-co-para-biphenylene ditosylates} (PPT), were investigated by spectral methods. The binding constant of PPT with calf thymus DNA (ctDNA) is estimated to be 9.3 × 105 M−1, which was determined by UV-vis spectral titration. Fluorescence emission of PPT in phosphate buffer solutions (5.0 μM) can be drastically quenched to about one-fourth of its original intensity in the presence of a trace amount (0.28 μM) of ctDNA with a large Stern–Volmer constant (KSV = 8.79 × 106 M−1). The fluorescence quenching efficiency is related to the target concentration, which allows the quantitative detection of the target sequence in a sample. A linear detection range from 1.5 to 280 nM was obtained under the optimized experimental conditions with a detection limit down to the 10−9 M range. Furthermore, strong electrostatic attraction may be the main driving force for PPT/ctDNA binding, which was proposed according to the results of circular dichroism and melting transition study of ctDNA in the presence of PPT. This investigation provides an insight into designing a novel conjugated polyelectrolyte for biomolecular sensing.

  通过光谱方法研究了双链脱氧核糖核酸(dsDNA)与阳离子共轭聚电解质聚(4,4'-(1,4-苯二基)双(2,6-二苯基吡啶鎓))-共-对联苯二甲磺酸盐}(PPT)的静电复合物。通过紫外-可见光谱滴定法测定，PPT与小牛胸腺DNA(ctDNA)的结合常数估计为9.3 × 105 M−1。在磷酸盐缓冲液(5.0 μM)中，PPT的荧光发射强度在存在痕量(0.28 μM)ctDNA的情况下可以急剧下降至原来的约四分之一，其Stern-Volmer常数(KSV)为8.79 × 106 M−1。荧光猝灭效率与目标浓度相关，这使得可以对样品中的目标序列进行定量检测。在优化的实验条件下，获得了从1.5到280 nM的线性检测范围，检测限可达到10−9 M范围。此外，根据圆二色性和熔融转变研究结果，强烈静电吸引力可能是PPT/ctDNA结合的主要驱动力。这项研究为设计新型共轭聚电解质用于生物分子传感提供了见解。
• Design and synthesis of photoactive ionic amorphous molecular materials
  作者：Alexi K. Nedeltchev、Haesook Han、Pradip K. Bhowmik

  DOI：10.1039/c1jm11735a

  日期：——

  Compounds bearing electrostatic charges have unique properties including outstanding ionic-conductivity when compared with neutral ones. On the other hand, amorphous molecular materials harness the advantages of small molecules with high purity, defined structures and monodispersity, while still being easily processable into thin films and fibers. Here, we report a series of bis(pyridinium salt)s that combine these properties to form ionic amorphous molecular materials. Their design allowed them to vitrify efficiently upon slow cooling. They exhibited glass-transition temperatures in the range of 81–191 °C and had excellent thermal stabilities of up to 461 °C. Fibers were easily drawn from their melts that were visible to the naked eye. Although they were completely conjugated and had large molecular sizes, they were soluble in many common organic solvents. Additionally, they fluoresced blue and green light in both solution and solid states. They could be useful for high-performance applications in opto- and microelectronic fields, among others.

  与中性化合物相比，带静电的化合物具有独特的性能，包括出色的离子导电性。另一方面，非晶态分子材料利用了小分子的高纯度、确定的结构和单分散性等优点，同时还易于加工成薄膜和纤维。在此，我们报告了一系列双（吡啶鎓盐），它们结合了这些特性，形成了离子型非晶分子材料。这种材料的设计使其在缓慢冷却时能有效地玻璃化。它们的玻璃化转变温度范围为 81-191 ℃，热稳定性极佳，最高可达 461 ℃。从它们的熔体中很容易拉出肉眼可见的纤维。虽然它们是完全共轭的，分子尺寸较大，但可溶于许多常见的有机溶剂。此外，它们在溶液和固体状态下都能发出蓝光和绿光。它们可用于光电和微电子等领域的高性能应用。
• Polypyridinium
  申请人：Minnesota Mining and Manufacturing Company

  公开号：US04841021A1

  公开（公告）日：1989-06-20

  A novel class of polymers comprises one or more dipyridinium units, having the formula ##STR1## contained within the main polymer backbone where Ar.sup.1, Ar.sup.2, and Ar.sup.3 are aromatic or heteroaromatic nuclei each of which can consist of one ring or two fused or catenated rings having 5 to 12 ring carbon and heteroatoms which can include 1 to 3 unitary heteroatoms selected from S, N and O, R.sup.1 is any divalent organic bridging group, and Z.sup..crclbar. is a counterion.

  一种新型聚合物类别包括一个或多个二吡啶基团，其公式为##STR1##，包含在主聚合物骨架中，其中Ar.sup.1，Ar.sup.2和Ar.sup.3是芳香或杂环芳基核，每个核可以由一个环或两个融合或串联的环组成，具有5到12个环碳和杂原子，可以包括1到3个选自S、N和O的单元杂原子，R.sup.1是任意二价有机桥接基团，Z.sup..crclbar.是一个计数离子。
• Polypyridiniums
  申请人：MINNESOTA MINING AND MANUFACTURING COMPANY

  公开号：EP0319156A1

  公开（公告）日：1989-06-07

  A novel class of polymers comprises one or more dipyridinium units, having the formula contained within the main polymer backbone where Ar¹, Ar², and A³ are aromatic or heteroaromatic nuclei each of which can consist of one ring or two fused or catenated rings having 5 to 12 ring carbon and heteroatoms which can include 1 to 3 unitary heteroatoms selected from S, N, and O, R¹ is any divalent organic bridging group, and Z⊖ is a counterion.

  一类新型聚合物由一个或多个二吡啶鎓单元组成，其分子式为 其中 Ar¹、Ar² 和 A³ 是芳香族或杂芳香族核，每个核可以由一个环或两个具有 5 至 12 个环碳和杂原子的融合环或炔环组成，其中杂原子可以包括 1 至 3 个选自 S、N 和 O 的单元杂原子，R¹ 是任何二价有机桥基，Z⊖ 是反离子。
• FIRE RETARDANT MATERIALS AND DEVICES INCLUDING SAME
  申请人：THE BOARD OF REGENTS OF THE NEVADA SYSTEM OF HIGHE EDUCATION on behalf of THE UNIVERSITY OF NEVADA

  公开号：US20170298278A1

  公开（公告）日：2017-10-19

  This disclosure provides fire retardant materials, including polymers that include at least one pyridinium salt moiety and at least one phosphine oxide moiety. In some cases, fire retardant polymers provided herein have the following structure: