Method for making unsymmetrically substituted fluorenyl compounds for nonlinear optical applications
申请人:AlliedSignal Inc.
公开号:US06379590B1
公开(公告)日:2002-04-30
A new method for producing unsymmetrically substituted fluorenyl compounds, one step of which is the preparation of 2,7-disubstituted fluoren-9-one derivatives via the nucleophilic substitution of a compound of the formula D
wherein A′ is selected from the group consisting of —Br, —Cl, —F, —NO2, and —CN; A is selected from the group consisting of —NO2, —CN, —CO2R, —C(O)R, —SO2R, —SO2RF, —C(CN)═C(CN)2 and —CH═C(CN)2; RF is —CpF2p+1, p=from about 0 to about 10; R is an straight, branched or cyclic aliphatic alkyl group having about 1 to 10 carbon atoms, or an aromatic group such as phenyl or naphthyl; and
is a carbonyl or a protected carbonyl such as a ketal or thio-ketal such as
wherein R′ is —CrH2r+1; R″ is —(CH2)r—; and r is independently 2 or 3, with a nucleophilic reagent in the presence of an aprotic solvent. These unsymmetrically substituted fluorenyl compounds can be used as building blocks for making high glass transition temperature polymers for nonlinear optical applications.
一种生产非对称取代的萘基化合物的新方法,其中的一步是通过在公式D的化合物上进行亲核取代来制备2,7-二取代的萘-9-酮衍生物,其中A′从—Br、—Cl、—F、—NO2和—CN组成的群中选择;A从—NO2、—CN、—CO2R、—C(O)R、—SO2R、—SO2RF、—C(CN)═C(CN)2和—CH═C(CN)2组成的群中选择;RF为—CpF2p+1,p=大约从0到约10;R是具有大约1到10个碳原子的直链、支链或环状脂肪族烷基基团,或者是苯基或萘基等芳香基团;并且在无极性溶剂的存在下,将其与亲核试剂反应。这些非对称取代的萘基化合物可以用作制备用于非线性光学应用的高玻璃化转变温度聚合物的构建模块。