Carbonylative Coupling of 4,4’-Diiodobiphenyl Catalyzed by Pd(NHC) Complex

To develop a luminescent material with high color purity, luminous efficiency, and stability, we synthesized diketone by carbonylative Suzuki coupling in the presence of Pd(NHC) complex as the catalyst. Carbonylative coupling of 4,4’-diiodobiphenyl and phenylboronic acid was investigated to study in detail the catalytic ability of the Pd(NHC) complex. Reactions were carried out using both CO and metal carbonyls. Bis-(1,3-dihydro-1,3-dimethyl-2H-imidazol- 2-ylidene) diiodo palladium was used as the catalytic complex. Reaction products biphenyl-4,4’-diylbis (phenyl- methanone) 3 and (4’-iodobiphenyl-4-yl)(phenyl) methanone 4 were obtained as a result of CO insertion into the palladium(II)-aryl bond. However, when pyridine-4-yl boronic acid was used in place of phenylboronic acid as the starting reagent, synthetic reaction yielding 3 and 4 were found not to occur.

联苯类三芳胺空穴传输材料的合成及其光电性能研究

以4,4’-二甲基二苯胺和3-甲基二苯胺为原料分别与4,4’-二碘联苯反应合成了N,N,N’,N’-四(4-甲基苯基)-1,1’-联苯-4,4’-二胺(S-100)和N,N’-二苯基-N,N’-二(3-甲基苯基)-1,1’-联苯-4,4’-二胺(m-TPD),产品收率为93.3%和94.3%。以S-100和m-TPD作为空穴传输材料,以酞菁氧钛为电荷产生材料制备功能分离型有机光导器件并进行光电性能的测试,结果表明所合成化合物具有优异的空穴传输性能。

2,2′-二碘联苯与丙烯酰胺反应

2.2′—二碘联苯在醋酸钯催化下与丙烯酰胺反应,生成邻苯基肉桂酰胺.

3,3′-(1,1′-二苯基-4,4′-二基)-二丙烯酸的合成新方法

通过Heck反应,以4,4′-二碘联苯和丙烯酸为原料,壳聚糖负载钯为催化剂,合成了3,3′-(1,1′-二苯基-4,4′-二基)-二丙烯酸.考察了反应温度、时间、原料配比等因素对产率的影响.结果表明最佳反应条件为:反应温度为100℃,时间为20h,原料配比为1∶3.测试了壳聚糖负载钯催化剂的重复使用性能,并用IR、1 H NMR和MS对产物进行了表征.

4,4′-二碘联苯的合成

以联苯和碘为原料,采用直接碘化法合成了4,4′-二碘联苯。重点考察了物料配比、反应介质中水量、催化剂种类、温度对反应的影响。优化的工艺条件为:n(联苯)∶n(碘)∶n(过硫酸铵)=1∶1.1∶1.1,反应介质为冰乙酸和水,催化剂为浓硫酸,反应温度为85℃,产品收率为86.21%。