4,4,4-phosphoryltribenzoic acid | 807-19-2

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4,4,4-phosphoryltribenzoic acid
• 英文别名: tris(4-carboxylphenyl)phosphine oxide；tris(4-carboxyphenyl)phosphine oxide；tris(p-carboxyphenyl)phosphine oxide；tris(p-carboxylphenyl)phosphine oxide；tris(p-carboxylic)triphenylphosphine oxide；Tris-<4-carboxy-phenyl>-phosphinoxyd；tri(p-carboxyphenyl)phosphane oxide；4-bis(4-carboxyphenyl)phosphorylbenzoic acid
• CAS: 807-19-2
• 化学式: C₂₁H₁₅O₇P
• 分子量: 410.32
• InChiKey: HINHOAXLSUHLCR-UHFFFAOYSA-N

物化性质

• 熔点：
  323-330 °C
• 沸点：
  729.2±60.0 °C(Predicted)
• 密度：
  1.54±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  129
• 氢给体数：
  3
• 氢受体数：
  7

安全信息

• 危险性防范说明：
  P261,P271,P264,P280,P302+P352,P337+P313,P305+P351+P338,P362+P364,P332+P313,P304+P340+P312
• 危险性描述：
  H332,H315,H319
• 储存条件：
  室温下储存在惰性气体中。

反应信息

• 作为反应物：
  描述：

  4,4,4-phosphoryltribenzoic acid 在 硫酸 、 三氯硅烷 作用下， 以 苯 为溶剂， 反应 24.0h， 生成 trisphosphine
  参考文献：
  名称：

  N-phenyl-P,P,P-triarylphospha-.lambda.5-azenes, triarylphosphines, and triarylphosphine oxides. Substituent effects on nitrogen-15, phosphorus-31, and carbon-13 NMR spectra

  摘要：

  The syntheses and N-15, P-31, and C-13 NMR spectra of a series of N-phenyl-P,P,P-triarylphospha-lambda-5-azenes 4 and the P-31 and C-13 NMR spectra of the corresponding series of triarylphosphines 5 and triarylphosphine oxides 6 are reported. The substituent effects on the chemical shifts can be best accommodated and rationalized by use of a model for system 4 whereby the dipole of the aryl group and its pendant R group polarizes the rest of the molecule. This includes the P and N atoms and phenyl ring, where an electron-withdrawing R group increases the electron density on the P, N, and ipso C-1 while decreasing the electron density on C-3 and C-4 of the N-phenyl ring (Figure 3). A similar polarization pattern for the phosphine oxide series 6 is suggested. In the phosphine series 5, the chemical shift data is consistent with the lone electron pair on the phosphorus atom delocalizing into the aryl rings. The coupling constant data, in particular 1J(PN) for series 4 and 1J(PC) for series 4-6, were examined with use of the Hammett monosubstituent parameter (MSP) and the Taft dual-substituent parameter (DSP) approaches. For systems 4 and 6, without a lone electron pair on the phosphorus atom, a better electron-donating substituent increases the one-bond P-C(Ar) coupling constant. On the contrary, in the phosphine series 5, where there is a lone electron pair on the phosphorus, a better electron-withdrawing substituent increases the one-bond P-C(Ar) coupling constant. DSP treatment of 1J(PC), and comparing to the few related systems in the literature, shows three types of systems. One, which includes 4 and 6, has an atom, phosphorus in these cases, that does not have a lone pair of electrons attached to the ring to which is attached an atom with a lone pair of electrons. Here, the resonance effect on 1J(PC) predominates. A second series, which includes phosphines 5, has a lone pair on the atom attached to the aryl ring. In these cases, the resonance effect is approximately 50% greater than the inductive effect. Finally, the third series, exemplified by two examples from the literature, has a tetrahedral atom (without a lone pair) attached to the aryl ring and this in turn is attached to tetrahedral atoms without lone electron pairs. In these case, the resonance and inductive effects are fairly comparable.

  DOI：

  10.1021/jo00008a036
• 作为产物：
  描述：

  三对苯甲基膦 在 potassium permanganate 、 sodium carbonate 作用下， 以 水 为溶剂， 反应 5.0h， 生成 4,4,4-phosphoryltribenzoic acid
  参考文献：
  名称：

  具有三（苯并恶唑/苯并噻唑）部分的氧化膦的合成及其 OLED 特性

  摘要：

  摘要 我们开发了一系列具有杂环的氧化膦，用于各种颜色的发光材料。在这项研究中，我们报告了具有三（苯并恶唑/苯并噻唑）部分的新型氧化膦，例如（4-（苯并[d]噻唑-2-基）苯基）氧化膦（4-TBTPO）和三（4-（苯并噻唑） [d]恶唑-2-基)苯基)氧化膦(4-TBOPO)。以4,4',4"-磷酰基三苯甲酸和2-氨基苯硫醇或2-氨基苯酚为原料，以溴化四丁基铵和亚磷酸三苯酯为催化剂进行环化反应。通过1H-NMR、13C-NMR、FT-IR、UV-Vis、TGA和DSC研究了结构和热性能。ITO/MoOx(30 nm)/NPB(600 nm)/4-TBTPO 或 4-TBOPO(200 nm)/Alq3(300 nm)/Liq(10 nm)/Al(120 nm)的 OLED 器件显示黄色- CIE色坐标的(0.429∼0.529)和(0.406∼0.563)处的绿色发射，

  DOI：

  10.1080/15421406.2016.1200944

文献信息

• Tailored construction of novel Nickel (II) and Manganese (II) coordination polymers based on tris(p-carboxylphenyl)phosphine oxide
  作者：Qihui Chen、Fenyan Lian、Feilong Jiang、Lian Chen、Maochun Hong

  DOI：10.1016/j.ica.2012.03.035

  日期：2012.9

  bpy and phen ligands tailor the NiII complexes 1 and 2 into the ladder-like 1D chain geometries, while the bpe as a bridging ligand leads the NiII complex 3 to form a 2D plane geometry. It is interesting to find that the 2,2′-bipy and phen play a different role in the construction of MnII complexes 4 and 5; where complex 4 crystallizes in a chiral P212121 space group, while a new BPO ligand is formed

  摘要由三（对-羧基苯基）氧化膦（TPO）构成的五种金属-有机配位聚合物，即[Ni3（TPO）2（2,2'-bipy）2（H2O）6] n·2n （1）， [Ni3（TPO）2（phen）2（ ）6] n·2n （2），[Ni3（TPO）2（bpe）3（ ）8] n·4n （3），[Mn（TPO）（ 2,2'-bipy）（ ）] n·n （4）和[Mn（BPO）（phen）] n（5）（BPO =双（4-羧基苯基）次膦酸，bpe =反式1,2水热合成-双-（4-吡啶基）乙烯，2,2'-bipy = 2,2'-联吡啶，phen = 1,10-菲咯啉），并通过单晶X射线衍射分析确定。bpy和phen配体都将NiII配合物1和2剪裁成阶梯状1D链几何形状，而bpe作为桥连配体引导NiII配合物3形成2D平面几何形状。有趣的是，发现2,2'-bipy和phen在MnII配合物4和5的构建中起着不同的作用；
• POLYMER COMPLEX AND PRODUCTION PROCESS THEREFOR
  申请人：National University Corporation Hokkaido University

  公开号：US20180334472A1

  公开（公告）日：2018-11-22

  Provided is an organic ligand capable of providing a complex that has a three-dimensional network structure due to rare-earth element ions. Also provided is a coordination polymer which includes this organic ligand, has a new function, and contains rare-earth element ions. Additionally, a process for producing the coordination polymer and a use of the coordination polymer are provided. In particular, provided is a coordination polymer having repeating units of formula (10): wherein each of the variable groups is as defined in the specification.

  提供了一种有机配体，能够由稀土元素离子形成具有三维网络结构的配合物。还提供了包含该有机配体的配位聚合物，具有新功能，并含有稀土元素离子。此外，还提供了一种生产该配位聚合物的方法以及该配位聚合物的用途。特别提供了具有如下式（10）重复单元的配位聚合物： 其中每个变量基如规范中所定义。
• An untethered <i>C</i>_3v-symmetric triarylphosphine oxide locked by intermolecular hydrogen bonding
  作者：Timothy G. Carroll、Camden Hunt、Rachel Garwick、Guang Wu、Roman Dobrovetsky、Gabriel Ménard

  DOI：10.1039/c9cc01128e

  日期：——

  A C_3v-symmetric triarylphosphine oxide locked into conformation by H-bonding and displaying an extended MOF-like solid-state structure is reported.

  一种被氢键锁定构象的具有C3v对称性的三芳基膦氧化物，并展示出类似于MOF的固态结构。
• Two cadmium coordination polymers based on tris(p-carboxyphenyl) phosphane oxide with highly selective sensing of nitrobenzene derivatives and Hg²⁺ cations
  作者：Liangqin Huo、Jie Zhang、Lingling Gao、Xiaoqing Wang、Liming Fan、Kegong Fang、Tuoping Hu

  DOI：10.1039/c7ce01227f

  日期：——

  [Cd1/2(L)1/3(bib)1/2(H2O)]n (1), and [Cd2(HL)2(bibp)2]•3H2O}n (2), have been assembled from the tripodal ligand of tris(p-carboxyphenyl)phosphane oxide (H3L) with the help of 1,4-bis(imidazol-1-yl)benzene (bib) or 4,4'-bis(imidazol-1-yl)biphenyl (bibp). Structural analyses revealed that complex 1 is an unprecedented (3,4)-connected 103}2106}3 net with the 2D [Cd3(L)2]n sheets arranged in ABCA′B′C′A′′B′′C′′ fashion

  两种配位聚合物（CP），即[Cd1 / 2（L）1/3（bib）1/2（H2O）] n（1）和[Cd2（HL）2（bibp）2]•3 } n（2）是借助1,4-双（咪唑-1-基）苯（bib）或4,4'-由三（对-羧基苯基）氧化膦（H3L）的三脚架配体组装而成的双（咪唑-1-基）联苯（bibp）。结构分析表明，复合物1是空前的（3,4）连接的103} 2 106} 3网，其中2D [Cd3（L）2] n个床单排列在ABCA'B'C'A'B' 'C''时尚。复合体2展示了3层互穿的工作表以及带有4个连接的44•62} -sql工作表。结构比较表明，双（咪唑）辅助接头的长度在确定结构和拓扑结构中起着至关重要的作用。令我们高兴的是，
• Selective sensing of two novel coordination polymers based on tris(4-carboxylphenyl)phosphine oxide for organic molecules and Fe 3+ and Hg 2+ ions
  作者：Liangqin Huo、Jie Zhang、Lingling Gao、Xiaoqing Wang、Liming Fan、Kegong Fang、Tuoping Hu

  DOI：10.1016/j.jssc.2017.09.003

  日期：2017.12

  Abstract Two novel coordination polymers, formulated as [Zn(HTPO)(bib)]·4H 2 O} n ( 1 ), [Cu 3 (TPO) 2 (bib) 3 ]·2DMF·0.5EtOH·0.5H 2 O} n ( 2 ) (H 3 TPO = tris(4-carboxylphenyl)phosphine oxide; bib = 1,4-bis(1H-imidazol-4-yl) benzene), have been synthesized under solvothermal method and characterized by single-crystal X-ray diffraction, elemental analysis (EA), IR spectra, thermogravimetric (TG)

  摘要 两种新型配位聚合物，分别为[Zn(HTPO)(bib)]·4H 2 O} n ( 1 ), [Cu 3 (TPO) 2 (bib) 3 ]·2DMF·0.5EtOH·0.5H 2 O} n ( 2 ) (H 3 TPO = 三(4-羧基苯基)氧化膦；bib = 1,4-双(1H-咪唑-4-基)苯)，已在溶剂热法下合成，并通过单-晶体 X 射线衍射、元素分析 (EA)、IR 光谱、热重 (TG) 分析、粉末 X 射线衍射 (PXRD)。结构分析表明，复合体 1 是一个 2D 4 连通片，具有一个有趣的 2D + 2D→2D 网络。Complex 2 显示一个 3D 3,4 连通网络，点符号为 10 3 } 2 10 6 } 3 。此外，研究了1和2在固态和各种溶剂乳液中的光致发光性能，结果表明1和2对有机分子具有更好的荧光识别，