聚亚胺醇(醌)前驱体的合成、表征与机理分析  

Synthesis and Characterization of Poly(imino alcohol/quinone) Precursor

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作  者:常冠军[1] 崔轶[1] 王强[1] 孙建勋[1] 王莹[1] 林润雄[1] 

机构地区:[1]青岛科技大学橡塑材料与工程教育部重点实验室,山东青岛266042

出  处:《青岛科技大学学报(自然科学版)》2008年第2期127-130,共4页Journal of Qingdao University of Science and Technology:Natural Science Edition

基  金:国家自然科学基金资助项目(10576017)

摘  要:由傅-克酰基化反应合成了1,4-双-(4′-溴苯酰基)苯(1)。以(1)和苯胺为单体,通过钯催化的胺化反应合成了1,4-双-(4′-氨基苯酰基)苯(2),其中叔丁醇钠(NaOt-Bu)为基体,1.1′-联萘-2.2′-二苯膦(BINAP)为配体。以(2)和锂化苯为底物,通过亲核加成反应得到1,4-双-[苯基-(4′-苯氨基)醇基]苯(3),此反应通过锂化苯对(2)中羰基的攻击实现。对(3)进行消除反应得到1,4-双-[(4-苄叉基-环己基-2,5-二烯苄基)苯(4)的粗产物,由氯仿萃取得到紫色溶液,通过水洗,蒸发,真空干燥制得紫色粉末精制品(4)。1 ,4-Bis(4 -bromobenzoyl)benzene (1) was synthesized using a modified method. 1,4'-bis(4'-anilinohenzoyl)henzene (2) was synthesized by a palladium-catalyzed amination of - 1,4-his(4 -hromohenzoyl)benzene (1) with aniline as a primary aromatic amine using NaOt-Bu as a base and BINAP as a ligand. Both of the two carbonyl groups of 1,4 -bis(4-anilinobenz0yl)benzene (2) were attacked by phenyllithium as a carbanion with a high nucleophilicity to afford 1,4'-bis { (phenyl- (4-ani!inophenyl) methanol) } benzene (3) in 93 % yield. Di-tertiary alcohol 1,4'-bis { (phenyl-(4-anilinophenyl) methanol) } benzene (3) forms 1,4-bis { (4- benzyli dene-cyclohexa-2,5:dienyli dene)-anilino } ben- zene (4) in an elimination reaction. The resulting compound (4) was extracted to a deeply purple solution using chloroform. The solution was washed with water, evaporated, and dried in vacuum, with a yield as purple powders.

关 键 词:1 4-双-(4′-溴苯酰基)苯 1 4-双-(4′-氨基苯酰基)苯 1 4-双-[苯基-(4′-苯氨基) 醇基]苯 1 4-双-[(4-苄叉基-环己基-2 5-二烯苄基)苯 

分 类 号:TQ323[化学工程—合成树脂塑料工业]

 

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