[3,5-bis(dimethoxyphosphorylmethyl)benzyl]phosphoric acid dimethyl ester | 156745-63-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: [3,5-bis(dimethoxyphosphorylmethyl)benzyl]phosphoric acid dimethyl ester
• 英文别名: 1,3,5-[tris(dimethylphosphonatemethyl)]benzene；1,3,5-tris(dimethoxyphosphorylmethyl)benzene
• CAS: 156745-63-0
• 化学式: C₁₅H₂₇O₉P₃
• 分子量: 444.295
• InChiKey: SXNWVIYZPOEKRS-UHFFFAOYSA-N

物化性质

• 沸点：
  563.4±50.0 °C(Predicted)
• 密度：
  1.276±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.9
• 重原子数：
  27
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  107
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  [3,5-bis(dimethoxyphosphorylmethyl)benzyl]phosphoric acid dimethyl ester 在 氢氧化钾 、 水 、 盐酸 作用下， 以 水 为溶剂， 反应 17.0h， 以74%的产率得到[3,5-bis-(methoxy-hydroxy-phosphorylmethyl)-benzyl]-phosphonic acid monomethyl ester
  参考文献：
  名称：

  [EN] TARGETING CHELANTS AND CHELATES
  [FR] CHELATEURS ET COMPOSES CHELATES DE CIBLAGE

  摘要：

  公开号：

  WO2006020779A3
• 作为产物：
  描述：

  1,3,5-三(溴甲基)苯 、 三甲氧基磷 反应 3.0h， 以84%的产率得到[3,5-bis(dimethoxyphosphorylmethyl)benzyl]phosphoric acid dimethyl ester
  参考文献：
  名称：

  Self-Organization of Spheroidal Molecular Assemblies in Polar Solvents

  摘要：

  [GRAPHICS]We report a number of 1:1 noncovalent complexes composed of a symmetrical trisphosphonate and various symmetrical trisammonium or trisamidinium compounds. The spheroidal complexes show high thermodynamic stability, with association constants K-a reaching 10(6) M-1 in methanol and in some cases even exceeding 10(3) M-1 in water. The observed K-a values correlate well with the different degree of preorganization of the complexation partners.

  DOI：

  10.1021/ol9910924

文献信息

• A convergent synthesis of (diphenylvinyl)benzene (DPVB) star-shaped compounds with tunable redox, photo- and electroluminescent properties
  作者：Rafael Gómez、Dirk Veldman、Bea M. W. Langeveld、José L. Segura、René A. J. Janssen

  DOI：10.1039/b707496d

  日期：——

  In this paper we describe a convenient and convergent approach to the synthesis of novel and highly luminescent (diphenylvinyl)benzene (DPVB)-based conjugated star-shaped molecules, which can be used as emitting dyes in doped OLEDs. The versatility of this synthetic route allows tuning of the HOMO–LUMO energy levels of the materials by means of the introduction of different electroactive peripheral groups. Two related star-shaped dyes have been prepared, one with amine and one with alkoxy end groups, and have been characterized using optical spectroscopy and cyclic voltammetry. The energy levels of the dyes are found to lie within the band gap of a polyfluorene (PF) derivative such that energy transfer from the photoexcited PF to the dyes takes place. In OLEDs that contain 1 wt% of dye in PF, the emission is predominantly from the dye. Although the EL spectra are similar for the two dyes, other device characteristics differ greatly. OLEDs using the amine-terminated dye have a luminance that is a few orders of magnitude lower than that based on the alkoxy-terminated dye. The differences are explained by the positioning of the HOMO and LUMO levels of the two dyes compared to those of PF. The dye with the amine end group can act as a deep trap for holes, reducing charge transport in the film.

  本文描述了一种方便且收敛的方法来合成新型且高发光的（二苯乙烯基）苯（DPVB）基共轭星形分子，这些分子可作为掺杂OLED中的发光染料。该合成路线的多功能性允许通过引入不同的电活性周边基团来调节材料的HOMO-LUMO能级。制备了两种相关的星形染料，一种带有胺端基，另一种带有烷氧基端基，并利用光谱学和循环伏安法进行了表征。发现这些染料的能级位于聚芴（PF）衍生物的带隙内，使得从光激发的PF到染料的能量转移得以进行。在含有1 wt%染料的PF的OLED中，发射主要来自染料。尽管两种染料的EL光谱相似，但其他器件特性差异很大。使用胺端基染料的OLED的亮度比基于烷氧基端基染料的OLED低几个数量级。这些差异可以通过两种染料的HOMO和LUMO能级相对于PF的能级位置来解释。带有胺端基的染料可以作为深阱捕获空穴，减少了薄膜中的电荷传输。
• Synthesis of Photo- and Electroactive Stilbenoid Dendrimers Carrying Dibutylamino Peripheral Groups
  作者：José L. Segura、Rafael Gómez、Nazario Martín、Dirk M. Guldi

  DOI：10.1021/ol016083l

  日期：2001.8.1

  [structure: see text]. A novel convergent synthetic route for the preparation of functionalized and fluorescent stilbenoid dendrons built on the 1,3,5-benzene core and endowed with a periphery of dibutylamino groups has been developed. Long alkyl chains have been incorporated on the peripheral amino moieties to increase the solubility of the final products. Good donor ability of the new dendrimers

  [结构：见文字]。开发了一种新的聚合合成路线，用于制备功能化的和荧光的二苯乙烯类树突，其建立在1,3,5-苯核上并具有二丁基氨基外围。长烷基链已结合在外围氨基部分上以增加最终产物的溶解度。由于存在外围二丁基苯胺部分，通过循环伏安法测量已观察到新的树枝状聚合物的良好供体能力。
• Novel 2,1,3-Benzothiadiazole-Based Red-Fluorescent Dyes with Enhanced Two-Photon Absorption Cross-Sections
  作者：Shin-ichiro Kato、Taisuke Matsumoto、Motoyuki Shigeiwa、Hideki Gorohmaru、Shuuichi Maeda、Tsutomu Ishi-i、Shuntaro Mataka

  DOI：10.1002/chem.200500921

  日期：2006.3.1

  triphenylamine-containing BTD branches. All the BTD-based dyes displayed intense orange-red color fluorescence in a region of 550-689 nm, which was obtained by single-photon excitation with good fluorescent quantum yield up to 0.98 as well as by two-photon excitation. Large two-photon absorption (TPA) cross-sections (110-800 GM) of these BTD dyes were evaluated by open aperture Z-scan technique with a

  本文报道了一系列新的基于2,1,3-苯并噻二唑（BTD）的D-pi-A-pi-D型和星爆型荧光粉的双光子吸收和橙红色荧光发射特性染料。在D-pi-A-pi-D-型染料1-6中，中心BTD核通过各种π-共轭的间隔基与两个末端的N，N-二取代的氨基连接。星暴型染料8和10具有由中心核（8个苯核和10个三苯胺核）和三个含三苯胺的BTD支链组成的三分支结构。所有基于BTD的染料在550-689 nm区域均显示出强烈的橙红色荧光，这是通过单光子激发和高达0.98的良好荧光量子产率以及通过双光子激发获得的。这些BTD染料的大两光子吸收（TPA）横截面（110-800 GM）通过飞秒Ti /蓝宝石激光器的开孔Z扫描技术进行了评估。D-pi-A-pi-D型染料2-6分别具有苯，噻吩，乙烯，乙炔和苯乙烯部分作为附加的pi共轭间隔基的TPA截面约为1.5-2.5倍仅使用苯间隔基比1c大。具有苯核的三分支星爆型BTD
• Self-Assembly of Ball-Shaped Molecular Complexes in Water
  作者：Thomas Grawe、Thomas Schrader、Reza Zadmard、Arno Kraft

  DOI：10.1021/jo025513y

  日期：2002.5.1

  We present a simple and versatile access to spheroidal molecular assemblies with pronounced stability in highly polar solvents. These complexes are composed of doubly and triply charged complementary building blocks based on ammonium or amidinium cations and phosphonate anions. Their high thermodynamic stability is best explained by the formation of a cyclic array of alternating positive and negative charges interconnected by a regular network of hydrogen bonds. Association constants reach 10(6) M-1 in methanol and often surpass 10(3) M-1 in water. The broad range of binding energies correlates well with the varying degree of preorganization of both complex partners. As a byproduct of these investigations, new recognition motifs for histidine and arginine esters and the unsubstituted guanidinium ion are proposed. The additional introduction of methyl groups in the 2-, 4-, and 6-positions of the central benzene ring in either cations or anions causes a marked drop in the corresponding K-a values of 1 order of magnitude; the related rotational barriers were estimated at 0.3-2.1 kcal/mol. Spontaneous formation of defined 2:1 complexes from three components has also been observed.
• [EN] TARGETING CHELANTS AND CHELATES<br/>[FR] CHELATEURS ET COMPOSES CHELATES DE CIBLAGE
  申请人：DOW GLOBAL TECHNOLOGIES INC

  公开号：WO2006020779A3

  公开（公告）日：2007-03-08