一种含两个噻吩环的不对称有机双膦配体的合成与表征  

Synthesis and characterization of an asymmetric organic diphosphine ligand containing two thiophene rings

作　　者：房家永 陈晨[1] 陈钢 刘玉玲[1] 陈准 柳利[1] FANG Jiayong;CHEN Chen;CHEN Gang;LIU Yuling;CHEN Zhun;LIU Li(Hubei Collaborative Innovation Center for Advanced Organic Chemical Materials(Hubei University),Ministry of Education Key Laboratory for the Synthesis and Application of Organic Functional Molecules(Hubei University),Wuhan 430062,China)

机构地区：[1]有机化工新材料湖北省协同创新中心(湖北大学),有机功能分子合成与应用教育部重点实验室(湖北大学),湖北武汉430062

出　　处：《湖北大学学报（自然科学版）》2024年第3期356-362,共7页Journal of Hubei University：Natural Science

基　　金：国家自然科学基金(21671061)资助。

摘　　要：具有刚性结构的双膦配体的高效发光金属配合物应用于有机发光二极管的研究备受关注。噻吩是一种富电子芳香杂环化合物,噻吩衍生物广泛应用于光电材料领域。我们以2,3-二溴噻吩为原料,低温下与正丁基锂、二氯苯基膦反应,合成二(3-溴-2-噻吩基)苯基膦,然后在低温下继续与正丁基锂和二苯基氯化膦反应,生成2-[(3-溴-2-噻吩基)(苯基)膦基]-3-(二苯基膦基)噻吩,最后在低温下再与丁基锂和乙醇反应,生成3-(二苯基膦基)-2-[苯基(2-噻吩基)膦基]噻吩的新型不对称有机双膦配体。通过核磁共振谱、红外吸收光谱、质谱等对配体的结构进行表征,并确定其结构,为后续合成溶解性好、适合溶液法组装OLED(organic light-emitting diode)的高效发光金属配合物提供一个新的配体。据我们所知,该配体至今鲜见报道。该合成方法具有反应时间短、后处理容易,产率高的优点,为合成不对称有机双膦配体提供了一种更高效、简便的途径。The research on highly emissive metal complexes containing rigid diphosphine ligand applied in organic light emitting diodes has received much attention.Thiophene,as an electron-rich,conjugated,aromatic heteroring compound,its derivatives have been widely applied in luminescent and electronic materials fields.Here,2,3-dibromothiophene was used as the raw material,which was reacted with n-butyllithium and dichlorophenylphosphine at the low temperature to give di(3-bromo-2-thiophenyl)phenylphosphine.Then,it continued to react with n-butyllithium and diphenylphosphine chloride at low temperature to produce 2-[(3-bromo-2-thiophenyl)(phenyl)phosphino]-3-(diphenylphosphino)thiophene.In the end,it continued to react with n-butyllithium and ethanol at low temperature,the target compound,an asymmetric organic diphosphine ligand containing two thiophenyl rings,3-(diphenylphosphino)-2-[phenyl(2-thiophenyl)phosphino]thiophene was obtained.The structure of this ligand was characterized and confirmed by nuclear magnetic resonance spectroscopy,infrared absorption spectroscopy,mass spectrometry.It provides a new ligand for the further synthesis of soluble,highly efficient metal complexes applied in solution processed OLED(Organic Light-Emitting Diode).To our knowledge,few studies about this ligand have been reported.The synthetic method has the advantages of short reaction time,convenient work-up and high yield of target compound.It provides a more efficient and convenient way to synthesize asymmetric organic diphosphine ligands.

关 键 词：噻吩 不对称有机双膦 合成 表征 

分 类 号：O641.4[理学—物理化学]