2-hydroxyphenyldiphenylphosphine oxide | 16522-52-4

• 物质功能分类: 有机原料 - 有机膦化合物
• 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: 2-hydroxyphenyldiphenylphosphine oxide
• 英文别名: 2-(diphenylphosphoryl)phenol；o-diphenylphosphinylphenol；2-diphenylphosphorylphenol
• CAS: 16522-52-4
• 化学式: C₁₈H₁₅O₂P
• 分子量: 294.29
• InChiKey: XZQDLMWMHRNMDY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-hydroxyphenyldiphenylphosphine oxide 在 四(三苯基膦)钯 、 草酰氯 作用下， 以 四氢呋喃 、 二氯甲烷 、 甲苯 为溶剂， 反应 1.0h， 生成 2-(diphenylphosphano)phenyl 4-iodobenzoate-borane complex
  参考文献：
  名称：

  Preparation of 4-Halobenzoate-Containing Phosphane-Based Building Blocks for Labeling Reactions Using the Traceless Staudinger Ligation

  摘要：

  Functionalized phosphane-containing key building blocks were synthesized that are suitable for the labeling of biologically active molecules by the traceless Staudinger ligation. Thus, a 2-(diphenylphosphanyl) phenyl 4-stannylbenzoate building block was converted into the 4-iodobenzoate by the introduction of iodine. The traceless Staudinger ligation was used to introduce the resulting 4-iodobenzoate moiety into selected molecules of pharmacological interest. Furthermore, the labeling procedure was used to insert the 4-iodobenzoate moiety into a peptide on solid support. Finally, a convenient recovery procedure of the key phosphane building block 2-(diphenylphosphanyl) phenol from 2(diphenylphosphoryl) phenol was evaluated.

  DOI：

  10.1055/s-0034-1379487
• 作为产物：
  描述：

  (2-羟基苯基)二苯基膦 在 双氧水 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以91%的产率得到2-hydroxyphenyldiphenylphosphine oxide
  参考文献：
  名称：

  基于双齿[O，PO]或[S，P]配体的铬催化剂进行的乙烯聚合

  摘要：

  基于二齿苯氧基膦酰基新颖铬催化剂（HO-2R 1 -4R 2 -6（PH 2 PO）C 6 H ^ 2，R 1 = R 2 = H，3A ; R 1 =吨卜，R 2 = H，图3b ; R 1 = R 2 =吨卜，3c中; R 1 = R 2 =异丙苯，3D ; R 1 =蒽，R 2 = H，3E）和苯硫酚膦（HS-2R 1 -4R 2-6（Ph 2 P）C 6 H 2：R 1 = R 2 = H，4a ; 制备并表征R 1＝ SiMe 3，R 2＝ H，4b）。用改性的甲基铝氧烷处理后，这些催化剂对乙烯聚合反应显示出中等至高催化活性。它们的活性高于相应的基于双齿苯氧基膦配体的催化剂。既有协调的捐助者，也有正统的配体的取代基在提高催化活性方面起着重要作用。对于两种有利的催化体系3b / CrCl 3（thf）3和4b / CrCl 3（thf ），详细研究了反应参数（例如助催化剂和Al /

  DOI：

  10.1002/pola.23785

文献信息

• Synthesis of 2-(diphenylphosphoryl)phenyl ethers of ethylene glycols and structure of their sodium and potassium complexes
  作者：I. S. Ivanova、I. N. Polyakova、V. E. Baulin、E. N. Pyatova、E. S. Krivorot’ko、A. Yu. Tsivadze

  DOI：10.1134/s1070363216040186

  日期：2016.4

  assembly on sodium and cesium cations were used to prepare 2-(diphenylphosphoryl)phenyl ethers of ethylene glycols Ln with varied number of polyether units (n = 3–8). Previously unknown dinitro and disulfo derivatives of 2-(diphenylphosphoryl)phenyl ethers of di- and triethylene glycols were synthesized. Complexes [NaL4]NCS·C6H6, [NaL4]ClO4, [KL5]NCS, and [KL5]ReO4 were synthesized, and their crystal structure

  在钠和铯阳离子上进行相转移催化和模板组装，用于制备乙二醇L n的2-（二苯基磷酰基）苯基醚，其中聚醚单元的数目不同（n = 3-8）。合成了以前未知的二乙二醇和三乙二醇的2-（二苯基磷酰基）苯基醚的二硝基和二磺基衍生物。合成了[NaL 4 ] NCS·C 6 H 6，[NaL 4 ] ClO 4，[KL 5 ] NCS和[KL 5 ] ReO 4的配合物，并研究了它们的晶体结构。结构稳定常数相关性发现与碱金属配合物与磷酰配体L n 和等齿冠醚。
• Generation of Arynes by Selective Cleavage of a Carbon–Phosphorus Bond of <i>o</i>-(Diarylphosphinyl)aryl Triflates Using a Grignard Reagent
  作者：Yoshitake Nishiyama、Shuhei Kamada、Suguru Yoshida、Takamitsu Hosoya

  DOI：10.1246/cl.180555

  日期：2018.9.5

  A novel method for generating arynes, including disubstituted benzynes and a dehydrophenoxathiin, is reported. The treatment of easily synthesizable o-(diarylphosphinyl)aryl triflates having two el...

  报道了一种用于生成芳烃的新方法，包括双取代苄和脱氢吩恶噻英。易于合成的邻（二芳基膦基）芳基三氟甲磺酸酯的处理，具有两个...
• Synthesis of tertiary phosphine oxides by alkaline hydrolysis of quaternary phosphonium zwitterions using excess <i>t</i>-BuOK and stoichiometric water
  作者：Chun-Hong Zhong、Wenhua Huang

  DOI：10.1080/00397911.2020.1868006

  日期：——

  Abstract Hydrolysis of quaternary arylphosphonium zwitterions bearing COO− and those in situ generated from the corresponding salts bearing Ac or OH at the aryl ring by using excess t-BuOK and stoichiometric water affords tertiary arylphosphine oxides in moderate to excellent yield, in contrast to hydrolysis of these zwittertion or salts in aqueous NaOH that mainly provides phosphine oxides with the

  摘要 季芳基鏻两性离子轴承COO的水解-和那些在从轴承AC或OH在芳基环的相应的盐原位产生通过使用过量吨-BuOK和化学计量的水，得到的叔芳基膦氧化物在中度至良好产率，相反，这些水解在NaOH水溶液中的两性离子或盐，主要提供氧化膦，但失去了芳基。在t- BuOK /水条件下，部分以磷烯醇phospho形式存在的羰基稳定化的烷基化物Ph 3 P = CHCOR（R = Ph，Me和OEt）的水解更倾向于生成Ph 2 P（O）CH 2 COR。Ph 2 P（O）CH 2的进一步还原PhSiH 3的COMe可以43％的收率制备Ph 2 PCH 2 COMe。
• [EN] ORGANIC SEMICONDUCTIVE LAYER COMPRISING PHOSPHINE OXIDE COMPOUNDS<br/>[FR] COUCHE SEMI-CONDUCTRICE ORGANIQUE COMPRENANT DES COMPOSÉS OXYDES DE PHOSPHINE
  申请人：NOVALED GMBH

  公开号：WO2017089399A1

  公开（公告）日：2017-06-01

  The present invention relates to an. organic semiconductive layer which is an electron transport layer and/or an electron injection layer and/or an n-type charge generation layer, the organic semiconductive layer comprising at least one compound of formula (1) wherein R1 and R2 are each independently selected from C1 to C16 alkyl; Ar1 is selected from C6 to C14 arylene or C3 to C12 heteroarylene; Ar2 is independently selected from C14 to C40 arylene or C8 to C40 heteroarylene; R3 is independently selected from H, C1 to C12 alkyl or C10 to C20 aryl; wherein each of Ar1, Ar2 and R3 may each independently be uesubstituted or substituted with at least one C1 to C12 alky group; n is 0 or 1; and m is 1 in case of n = 0; and m is 1 or 2 in case of n = 1, phosphine oxide compounds comprised therein and to organic electroluminescent devices comprising such layers and compounds.

  本发明涉及一种有机半导体层，该层是电子传输层和/或电子注入层和/或n型电荷生成层，该有机半导体层包括至少一种符合式（1）的化合物，其中R1和R2分别独立地选自C1到C16烷基；Ar1选自C6到C14芳基或C3到C12杂芳基；Ar2独立地选自C14到C40芳基或C8到C40杂芳基；R3独立地选自H，C1到C12烷基或C10到C20芳基；其中Ar1、Ar2和R3中的每一个可以独立地未取代或取代为至少一个C1到C12烷基基团；n为0或1；当n=0时，m为1；当n=1时，m为1或2；其中包括磷氧化物化合物以及包含这些层和化合物的有机电致发光器件。
• [EN] USE OF PHOSPHINE OXIDE COMPOUNDS IN A SEMICONDUCTING LAYER COMPRISED IN AN ELECTRONIC DEVICE<br/>[FR] UTILISATION DE COMPOSÉS D'OXYDE DE PHOSPHINE DANS UNE COUCHE SEMI-CONDUCTRICE INCORPORÉE DANS UN DISPOSITIF ÉLECTRONIQUE
  申请人：NOVALED GMBH

  公开号：WO2018215442A1

  公开（公告）日：2018-11-29

  The present invention relates to the use of a compound represented by the general formula (I) wherein A1 and A2 are independently selected from C1 to C60 carbon-containing groups; A3 to A9 are independently selected from hydrogen, C1 to C60 carbon-containing groups, or halogen; R1 and R2 are independently selected from C1 to C60 carbon-containing groups which are attached to the phosphorous atom by a sp3-hybridized carbon atom; X is a single covalent bond or a spacer group consisting of 1 to 120 covalently bound atoms; in a semiconducting layer comprised in an electronic device, a respective semiconducting layer, a respective electronic device and respective compounds.

  本发明涉及一种化合物的使用，该化合物由通式（I）表示，其中A1和A2分别选自C1至C60碳含基团；A3至A9分别选自氢、C1至C60碳含基团或卤素；R1和R2分别选自通过sp3杂化碳原子连接到磷原子的C1至C60碳含基团；X是单共价键或由1至120个共价结合的原子组成的间隔基团；在电子器件中包含的半导体层中，各自的半导体层、各自的电子器件和各自的化合物。