N,N'-di-t-butylphenyloxamide

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N,N'-di-t-butylphenyloxamide
• 英文别名: N,N'-di(t-butyl)phenyloxalamide；N,N'-bis(4-tert-butylphenyl)oxamide；N,N'-bis(4-tert-butylphenyl)oxalamide
• 化学式: C₂₂H₂₈N₂O₂
• 分子量: 352.477
• InChiKey: HSQDBYYTPFXVBK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  58.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N,N'-di-t-butylphenyloxamide 在 五氯化磷 、 sodium hexamethyldisilazane 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 27.5h， 生成 3,6-bis(4-bromophenyl)-1,4-bis(4-tert-butylphenyl)pyrrolo[3,2-b]pyrrole-2,5-dione
  参考文献：
  名称：

  Deeply Colored Polymers Containing 1,3,4,6-Tetraarylpyrrolo[3,2-b]pyrrole-2,5-dione (IsoDPP) Units in the Main Chain

  摘要：

  Synthesis and characteristic properties of polymers P1-P4 containing 1,3,4,6-tetraarylated pyrrolo[3,2-b]pyrrole-2,5-dione (isoDPP) units in the main chain are described. PI and P2 were prepared upon palladium-catalyzed polycondensation of 3,6-bis(4-bromophenyl)-1,4-bis(4-tert-butylphenyl)pyrrolo[3,2-b]pyrrole-2,S-dione (M1) or 1,4-bis(4-bromophenyl)-3,6-bis(4-tert-butylphenyl)pyrrolo[3,2-b]-pyrrole-2,5-dione (M2) and 2,2'-(9,9-dihexyl-9H-fluoren-2,7-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane) (M4), while P3 and P4 were synthesized upon polycondensation of 3,6-bis(5-bromothien-2-yl)-1,4-bis(4-dodecylphenyl)pyrrolo[3,2-b]pyrrole-2,5-dione (M3) and 2,5-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene (MS) or 9-(2-ethylhexyl)-2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)carbazole (M6). Deeply colored polymers with molecular weights between 3.5 and 22, kDa were obtained. The polymers were soluble in common organic solvents such as dichloromethane, chloroform, and tetrahydrofuran. All polymers exhibit broad absorption bands with high extinction coefficients (epsilon > 2 x 10(4) L mol(-1) cm(-1)) but weak fluorescence, the quantum yields being below 1%. Although P1 and P2 are isomers, their optical properties are rather different. P1 with polyconjugated backbone exhibits an absorption maximum at 409 nm, while P2 has a maximum at 360 nm due to interruption of pi-conjugation at the lactam N atoms. The presence of thienyl-isoDPP units in the backbone causes a red-shift of the absorption to 489 nm (P3) and 435 nm (P4). All polymers exhibit nearly irreversible oxidation and reduction behavior. Bandgaps of the polymers with phenyl-substituted isoDPP units (PI and P2) are at about 2 eV, while those of polymers with thienyl-substituted isoDPP (P3 and P4) are at about 1.5 eV.

  DOI：

  10.1021/ma300483u
• 作为产物：
  描述：

  草酰氯 、 4-叔丁基苯胺 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以85%的产率得到N,N'-di-t-butylphenyloxamide
  参考文献：
  名称：

  Deeply Colored Polymers Containing 1,3,4,6-Tetraarylpyrrolo[3,2-b]pyrrole-2,5-dione (IsoDPP) Units in the Main Chain

  摘要：

  Synthesis and characteristic properties of polymers P1-P4 containing 1,3,4,6-tetraarylated pyrrolo[3,2-b]pyrrole-2,5-dione (isoDPP) units in the main chain are described. PI and P2 were prepared upon palladium-catalyzed polycondensation of 3,6-bis(4-bromophenyl)-1,4-bis(4-tert-butylphenyl)pyrrolo[3,2-b]pyrrole-2,S-dione (M1) or 1,4-bis(4-bromophenyl)-3,6-bis(4-tert-butylphenyl)pyrrolo[3,2-b]-pyrrole-2,5-dione (M2) and 2,2'-(9,9-dihexyl-9H-fluoren-2,7-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane) (M4), while P3 and P4 were synthesized upon polycondensation of 3,6-bis(5-bromothien-2-yl)-1,4-bis(4-dodecylphenyl)pyrrolo[3,2-b]pyrrole-2,5-dione (M3) and 2,5-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene (MS) or 9-(2-ethylhexyl)-2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)carbazole (M6). Deeply colored polymers with molecular weights between 3.5 and 22, kDa were obtained. The polymers were soluble in common organic solvents such as dichloromethane, chloroform, and tetrahydrofuran. All polymers exhibit broad absorption bands with high extinction coefficients (epsilon > 2 x 10(4) L mol(-1) cm(-1)) but weak fluorescence, the quantum yields being below 1%. Although P1 and P2 are isomers, their optical properties are rather different. P1 with polyconjugated backbone exhibits an absorption maximum at 409 nm, while P2 has a maximum at 360 nm due to interruption of pi-conjugation at the lactam N atoms. The presence of thienyl-isoDPP units in the backbone causes a red-shift of the absorption to 489 nm (P3) and 435 nm (P4). All polymers exhibit nearly irreversible oxidation and reduction behavior. Bandgaps of the polymers with phenyl-substituted isoDPP units (PI and P2) are at about 2 eV, while those of polymers with thienyl-substituted isoDPP (P3 and P4) are at about 1.5 eV.

  DOI：

  10.1021/ma300483u

文献信息

• 一种草酰苯胺类衍生物的合成方法
  申请人：浙江工业大学

  公开号：CN106242989B

  公开（公告）日：2018-05-08

  本发明公开了一种式II所示的草酰苯胺类衍生物的合成方法：式I所示的异腈类化合物为原料，在有机溶剂中，在式III所示的硝基高碘和铜催化剂的作用下，25～100℃温度下搅拌反应0.5～5小时，反应结束后反应液分离纯化制得式II所示的草酰苯胺类衍生物。本发明的合成方法具有催化剂价廉易得且毒性小，环境友好，反应条件温和，官能团普及性好及操作简便等优点。
• Bright green PhOLEDs using cyclometalated diiridium(<scp>iii</scp>) complexes with bridging oxamidato ligands as phosphorescent dopants
  作者：Ahmed M’hamedi、Mark A. Fox、Andrei S. Batsanov、Hameed A. Al-Attar、Andrew P. Monkman、Martin R. Bryce

  DOI：10.1039/c7tc00628d

  日期：——

  monoiridium complexes, the study of diiridium complexes as dopants in phosphorescent organic light-emitting devices (PhOLEDs) is largely unexplored. We now describe the syntheses, detailed NMR analyses, X-ray crystal structures and optoelectronic properties of the new cyclometalated diiridium complexes 5 and 6 in which the iridium centres are bridged by oxamidato ligands. These complexes contain diastereomers

  与单铱络合物相反，在磷光有机发光器件（PhOLED）中作为掺杂剂的二铱络合物的研究还很少。现在，我们描述新的环金属化二铱配合物5和6的合成，详细的NMR分析，X射线晶体结构和光电性能，其中铱中心被草酰胺基配体桥接。这些复合物包含非对映异构体-内消旋体（ΔΛ）和由两个对映体（ΔΔ和ΛΛ）组成的外消旋体-具有反草酰胺桥。前体μ-二氯桥连络合物4在溶液中的发射非常弱，而草酰胺桥连络合物5和6是高发射（Φ PL 73％和63％），用短激发态寿命τ P分别0.84和1.16微秒。循环伏安法研究表明，草酰胺桥联配体在介导铱中心之间的分子内相互作用中起作用。密度泛函理论（DFT）计算和与时间有关的DFT（TD-DFT）计算为复合物在其基态和激发态下的结构，电子和光物理性质提供了进一步的见解。使用配合物5和6的磷光有机发光二极管（PhOLED）在使用溶液处理的有源层的简单体系结构中，作为发射掺杂剂，对于二
• Heterocycles from heterocycles. 1,3-Diaryl-4,5-imidazolidinediones from 1,3,5-triarylhexahydro-1,3,5-triazines and oxalyl chloride
  作者：Giancarlo Verardo、Angelo G. Giumanini、Fausto Gorassini、Marilena Tolazzi、Paolo Strazzolini

  DOI：10.1016/s0040-4020(01)81552-0

  日期：1993.1

  1,3-Diaryl-4,5-imidazolidinediones ( 6 ) are easily synthesized from 1,3,5-triarylhexahydro-1,3,5-triazines ( 1 ) and oxalyl chloride ( 5 ) in a reaction not likely to involve the zwitterionic intermediate ( 3 ) of the N-methylenearylamine dimer, but viewing the sequential pick up of two units of the monomer ( 2 ) by oxalyl chloride ( 5 ). The essential role of ethyl alcohol added to the reaction mixture is recognized. Reaction conditions have been optimized and some ten imidazolidinediones ( 6 ) were prepared in good to excellent yields. Geometric parameters of 6 were obtained by X-ray diffraction analysis: all the nuclei are found almost in one plane except for a small twist of the phenyl rings about the C-N bond.
• Deeply Colored Polymers Containing 1,3,4,6-Tetraarylpyrrolo[3,2-<i>b</i>]pyrrole-2,5-dione (IsoDPP) Units in the Main Chain
  作者：Irina Welterlich、Olga Charov、Bernd Tieke

  DOI：10.1021/ma300483u

  日期：2012.6.12

  Synthesis and characteristic properties of polymers P1-P4 containing 1,3,4,6-tetraarylated pyrrolo[3,2-b]pyrrole-2,5-dione (isoDPP) units in the main chain are described. PI and P2 were prepared upon palladium-catalyzed polycondensation of 3,6-bis(4-bromophenyl)-1,4-bis(4-tert-butylphenyl)pyrrolo[3,2-b]pyrrole-2,S-dione (M1) or 1,4-bis(4-bromophenyl)-3,6-bis(4-tert-butylphenyl)pyrrolo[3,2-b]-pyrrole-2,5-dione (M2) and 2,2'-(9,9-dihexyl-9H-fluoren-2,7-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane) (M4), while P3 and P4 were synthesized upon polycondensation of 3,6-bis(5-bromothien-2-yl)-1,4-bis(4-dodecylphenyl)pyrrolo[3,2-b]pyrrole-2,5-dione (M3) and 2,5-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene (MS) or 9-(2-ethylhexyl)-2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)carbazole (M6). Deeply colored polymers with molecular weights between 3.5 and 22, kDa were obtained. The polymers were soluble in common organic solvents such as dichloromethane, chloroform, and tetrahydrofuran. All polymers exhibit broad absorption bands with high extinction coefficients (epsilon > 2 x 10(4) L mol(-1) cm(-1)) but weak fluorescence, the quantum yields being below 1%. Although P1 and P2 are isomers, their optical properties are rather different. P1 with polyconjugated backbone exhibits an absorption maximum at 409 nm, while P2 has a maximum at 360 nm due to interruption of pi-conjugation at the lactam N atoms. The presence of thienyl-isoDPP units in the backbone causes a red-shift of the absorption to 489 nm (P3) and 435 nm (P4). All polymers exhibit nearly irreversible oxidation and reduction behavior. Bandgaps of the polymers with phenyl-substituted isoDPP units (PI and P2) are at about 2 eV, while those of polymers with thienyl-substituted isoDPP (P3 and P4) are at about 1.5 eV.