3,3',5,5'-四甲基-苯偶酰 | 101789-41-7

• 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: 3,3',5,5'-四甲基-苯偶酰
• 英文名称: 1,2-bis(3,5-dimethylphenyl)ethane-1,2-dione
• 英文别名: 1,2-bis(3,5-dimethylphenyl)ethan-1,2-dione；3,3’,5,5’-tetramethylbenzyl；3,3',5,5'-tetramethylbenzil；3,5,3',5'-tetramethylbenzil；3,5,3',5'-Tetramethyl-benzil；1,2-Bis(3,5-dimethylphenyl)-1,2-ethanedione
• CAS: 101789-41-7
• 化学式: C₁₈H₁₈O₂
• 分子量: 266.34
• InChiKey: NIFPMZQJIMISDT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3,3',5,5'-四甲基-苯偶酰 在 吡啶 、 二溴亚砜 、 苄基三甲基氢氧化铵 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 0.25h， 生成 C5(3,5-C6H3Me2)4(3,5-C6H3F2)Br
  参考文献：
  名称：

  含甲基或氟取代基的溴代五芳基环戊二烯的简便合成

  摘要：

  摘要 酮类 C 5 (3,5-C 6 H 3 Me 2 ) 4 (O) ( 5b ) 和 C 5 -2,5(3,5-C 6 H 3 Me 2 ) 2 (C 6 H 5 ) 2 (O) (5c) 被制备和表征。五芳基环戊二烯醇 C 5 (C 6 H 5 ) 4 (Ar')(OH) (Ar'=3,5-C 6 H 3 Me 2 , 6a3 ;Ar'=2,4,6-C 6 H 2 Me 3 , 6a5 ; Ar'=3-C 6 H 4 F, 6a6 ; Ar'=3,5-C 6 H 3 F 2 , 6a7 ), C 5 (3,5-C 6 H 3 Me 2 ) 4 (Ar ')(OH) (Ar'=3-C 5 H 4 Me, 6b2 ; 3,5-C 5 H 3 Me 2 , 6b3 ; 3,6-C 5 H 3 Me 2 , 6b4 ; 2,4,6 -C 5 H 2 Me 3 , 6b5 ; Ar'=3-C 6

  DOI：

  10.1016/s0022-328x(01)00725-2
• 作为产物：
  描述：

  3,5-二甲基溴苄 在 硝酸铵 、 potassium cyanide 、 聚合甲醛 、 乌洛托品 作用下， 以 水 为溶剂， 生成 3,3',5,5'-四甲基-苯偶酰
  参考文献：
  名称：

  含甲基或氟取代基的溴代五芳基环戊二烯的简便合成

  摘要：

  摘要 酮类 C 5 (3,5-C 6 H 3 Me 2 ) 4 (O) ( 5b ) 和 C 5 -2,5(3,5-C 6 H 3 Me 2 ) 2 (C 6 H 5 ) 2 (O) (5c) 被制备和表征。五芳基环戊二烯醇 C 5 (C 6 H 5 ) 4 (Ar')(OH) (Ar'=3,5-C 6 H 3 Me 2 , 6a3 ;Ar'=2,4,6-C 6 H 2 Me 3 , 6a5 ; Ar'=3-C 6 H 4 F, 6a6 ; Ar'=3,5-C 6 H 3 F 2 , 6a7 ), C 5 (3,5-C 6 H 3 Me 2 ) 4 (Ar ')(OH) (Ar'=3-C 5 H 4 Me, 6b2 ; 3,5-C 5 H 3 Me 2 , 6b3 ; 3,6-C 5 H 3 Me 2 , 6b4 ; 2,4,6 -C 5 H 2 Me 3 , 6b5 ; Ar'=3-C 6

  DOI：

  10.1016/s0022-328x(01)00725-2

文献信息

• Synthesis Method of Organometallic Complex, Synthesis Method of Pyrazine Derivative, 5,6-Diaryl-2-Pyrazyl Triflate, Light-Emitting Element, Light-Emitting Device, Electronic Device, and Lighting Device
  申请人：Semiconductor Energy Laboratory Co., Ltd.

  公开号：US20160108006A1

  公开（公告）日：2016-04-21

  Provided is a 5,6-diaryl-2-pyrazyl triflate, its synthetic method, and a method for synthesizing an organometallic complex having a triarylpyrazine ligand from the 5,6-diaryl-2-pyrazyl triflate. The triflate is readily obtained from the corresponding 5,6-diarylpyrazin-2-ol, and the palladium-catalyzed coupling of the 5,6-diaryl-2-pyrazyl triflate with an arylboronic acid derivative leads to a high yield of a triarylpyrazine derivative having high purity. The use of the triarylpyrazine derivative in the reaction with a metal compound such as a metal chloride results in an ortho-metallated organometallic complex with high purity. The high purity of the organometallic complex contributes to the extremely high durability of a light-emitting element.

  提供了一种5,6-二芳基-2-吡唑基三氟甲磺酸酯，以及其合成方法，以及从5,6-二芳基-2-吡唑基三氟甲磺酸酯合成具有三芳基吡啶配体的有机金属配合物的方法。该三氟甲磺酸酯可从相应的5,6-二芳基吡啶-2-醇中轻松获得，通过5,6-二芳基-2-吡唑基三氟甲磺酸酯与芳基硼酸衍生物的钯催化偶联反应，可得到高纯度的三芳基吡啶衍生物产率较高。将三芳基吡啶衍生物与金属氯化物等金属化合物反应，可得到高纯度的邻金属化有机金属配合物。有机金属配合物的高纯度有助于提高发光元件的极高耐久性。
• [EN] ORGANOMETALLIC IRIDIUM COMPLEX, LIGHT-EMITTING ELEMENT, LIGHT-EMITTING DEVICE, AND LIGHTING DEVICE<br/>[FR] COMPLEXE ORGANOMÉTALLIQUE D'IRIDIUM, ÉLÉMENT ÉLECTROLUMINESCENT, DISPOSITIF ÉLECTROLUMINESCENT ET DISPOSITIF D'ÉCLAIRAGE
  申请人：SEMICONDUCTOR ENERGY LAB

  公开号：WO2014199842A1

  公开（公告）日：2014-12-18

  An organometallic iridium complex that has high emission efficiency and a long lifetime and emits deep red light (emission wavelength: around 700 nm) is provided. The organometallic iridium complex has a ligand that is represented by General Formula (G0) and has at least a dimethyl phenyl group and a quinoxaline skeleton. In the formula, R1 to R3 separately represent an alkyl group having 1 to 6 carbon atoms, a phenyl group, or a phenyl group having an alkyl group having 1 to 6 carbon atoms as a substituent.

  提供一种具有高发射效率和长寿命的有机金属铱配合物，发射深红光（发射波长：约为700纳米）。该有机金属铱配合物具有由通用公式（G0）表示的配体，并且至少具有一个二甲基苯基和一个喹喭骨架。在公式中，R1到R3分别表示具有1至6个碳原子的烷基基团、苯基团或苯基团，其上有1至6个碳原子的烷基基团作为取代基。
• Organometallic Complex, Light-Emitting Element, Light-Emitting Device, Electronic Device, and Lighting Device
  申请人：Semiconductor Energy Laboratory Co., Ltd.

  公开号：US20170092881A1

  公开（公告）日：2017-03-30

  A novel organometallic complex with high reliability is provided. The organometallic complex includes iridium and ligands coordinated to the iridium. The ligands are a dipivaloylmethanato ligand and a ligand including a phenyl group to which an alkyl group is bonded and which is bonded to the 5-position of a pyrazine ring. In the formula, Ar represents a substituted or unsubstituted arylene group having 6 to 13 carbon atoms; and R1 and R2 each independently represent a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms. R3 to R6 each independently represent any of hydrogen, halogen, a cyano group, a substituted or unsubstituted amino group, a substituted or unsubstituted hydroxyl group, a substituted or unsubstituted mercapto group, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted aryl group having 6 to 13 carbon atoms, and a substituted or unsubstituted heteroaryl group having 3 to 12 carbon atoms.

  提供了一种具有高可靠性的新型有机金属配合物。这种有机金属配合物包括铱和配体与铱配位。配体是二戊酰丙酮配体和包括苯基与烷基键合并与吡啶环的5位键合的配体。在公式中，Ar代表具有6到13个碳原子的取代或未取代芳基基团；R1和R2分别独立地代表具有1到6个碳原子的取代或未取代烷基基团。R3到R6分别独立地代表氢、卤素、氰基、取代或未取代氨基、取代或未取代羟基、取代或未取代巯基、具有1到6个碳原子的取代或未取代烷基基团、具有6到13个碳原子的取代或未取代芳基基团以及具有3到12个碳原子的取代或未取代杂环基团中的任意一种。
• Organometallic complex, light-emitting element, light-emitting device, electronic device, and lighting device
  申请人：Semiconductor Energy Laboratory Co., Ltd.

  公开号：US09960371B2

  公开（公告）日：2018-05-01

  A novel organometallic complex having high heat resistance is provided. The organometallic complex, which includes a structure represented by General Formula (G1), includes iridium and a ligand. The ligand has a pyrazine skeleton. Iridium is bonded to nitrogen at the 1-position of the pyrazine skeleton. A phenyl group that has an alkyl group as a substituent is bonded at each of the 2- and 3-positions of the pyrazine skeleton, and a phenyl group that has a cyano group as a substituent is bonded at the 5-position of the pyrazine skeleton. The ortho position of the phenyl group bonded at the 2-position of the pyrazine skeleton is bonded to iridium. In the formula, each of A1 to A4 independently represents a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms. Each of R1 to R6 independently represents any of hydrogen, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted aryl group having 6 to 13 carbon atoms, and a substituted or unsubstituted heteroaryl group having 3 to 12 carbon atoms. Each of R7 to R11 independently represents any of hydrogen, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted aryl group having 6 to 13 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 12 carbon atoms, and a cyano group. At least one of R7 to R11 represents a cyano group.

  提供了一种具有高耐热性的新型有机金属配合物。该有机金属配合物包括由通用式（G1）表示的结构，其中包括铱和配体。配体具有吡啶骨架。铱与吡啶骨架的1位氮原子形成键合。在吡啶骨架的2位和3位分别与一个具有烷基取代基的苯基键合，而在吡啶骨架的5位与一个具有氰基取代基的苯基键合。在吡啶骨架的2位苯基的邻位与铱形成键合。在该式中，A1至A4中的每一个独立表示具有1至6个碳原子的取代或未取代的烷基。R1至R6中的每一个独立表示氢、具有1至6个碳原子的取代或未取代的烷基、具有6至13个碳原子的取代或未取代的芳基，以及具有3至12个碳原子的取代或未取代的杂环芳基。R7至R11中的每一个独立表示氢、具有1至6个碳原子的取代或未取代的烷基、具有6至13个碳原子的取代或未取代的芳基、具有3至12个碳原子的取代或未取代的杂环芳基，以及氰基。R7至R11中至少有一个表示氰基。
• Light-Emitting Element, Display Device, Electronic Device, and Lighting Device
  申请人：Semiconductor Energy Laboratory Co., Ltd.

  公开号：US20170025615A1

  公开（公告）日：2017-01-26

  Provided is a light-emitting element including a first organic compound, a second organic compound, and a guest material. The LUMO level of the first organic compound is lower than that of the second organic compound. The HOMO level of the first organic compound is lower than that of the second organic compound. The LUMO level of the guest material is higher than that of the first organic compound. The HOMO level of the guest material is higher than that of the second organic compound. An energy difference between the LUMO level and the HOMO level of the guest material is larger than an energy difference between the LUMO level of the first organic compound and the HOMO level of the second organic compound. The guest material can convert triplet excitation energy into light emission. The combination of first organic compound and the second organic compound can form an exciplex.

  提供的是一个包括第一有机化合物、第二有机化合物和客体材料的发光元件。第一有机化合物的LUMO能级低于第二有机化合物的LUMO能级。第一有机化合物的HOMO能级低于第二有机化合物的HOMO能级。客体材料的LUMO能级高于第一有机化合物的LUMO能级。客体材料的HOMO能级高于第二有机化合物的HOMO能级。客体材料的LUMO能级和HOMO能级之间的能量差大于第一有机化合物的LUMO能级和第二有机化合物的HOMO能级之间的能量差。客体材料可以将三重激发能量转化为光发射。第一有机化合物和第二有机化合物的组合可以形成一个激基复合物。