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Development of new nonlinear optical polymers based on epoxy- amine oligomers with Bi-chromophore fragments in the side chain
Polymer ( IF 4.6 ) Pub Date : 2018-07-03 , DOI: 10.1016/j.polymer.2018.07.007
Gulshat N. Nazmieva , Tatiana А. Vakhonina , Nataliya V. Ivanova , Anastasiya V. Sharipova , Olga D. Fominykh , Maxim A. Smirnov , Marina Yu Balakina , Oleg G. Sinyashin

For the first time bichromophore nonlinear optically active compounds, 3,5-bis [2- (N-ethyl-4- (4′-nitrophenylazo) anilino) ethoxy] benzyl alcohol, DF1, and 3,5-bis [6- (N-methyl-4- (4′-nitrophenylazo) anilino) hexaoxy] benzyl alcohol, DF2, have been synthesized. The synthesis of the epoxy-amine oligomers containing DF1 and DF2 dendritic fragments in the side chain was preceded by molecular design which demonstrated that the hexyl groups, binding the chromophores to the branching center in DF2, are able to provide greater mobility of the chromophores compared to the ethyl groups in DF1, thus determining the preference of the former from the viewpoint of NLO activity.

Bi-chromophore compounds were introduced into the side chain of epoxy amine oligomers using the esterification reaction under mild conditions by the Steglich method. As a result, oligomers OAB-DF1 (Tg = 122 °C) and OAB-DF2 (Tg = 107 °C) were obtained with good yields, the degree of functionalization was 60 mol% and 45 mol%, respectively. The values of the NLO coefficients, d33, were measured by second harmonic generation technique; they are equal to 29 pm/V for OAB-DF1 and 40 pm/V for OAB-DF2.



中文翻译:

基于环氧胺低聚物且侧链具有双发色团片段的新型非线性光学聚合物的开发

首次双发色团非线性光学活性化合物,3,5-双[2-(N-乙基-4-(4'-硝基苯基偶氮)苯胺基)乙氧基]苄醇,DF1和3,5-双[6-(已经合成了N-甲基-4-(4'-硝基苯基偶氮)苯胺基)六氧基]苄醇DF2。在侧链上包含DF1DF2树枝状片段的环氧胺低聚物的合成之前,进行了分子设计,这表明与发色团结合到DF2中支化中心的己基能够提供更大的发色团迁移率对于DF1中的乙基,因此从NLO活性的观点确定前者的优先级。

通过温和的条件下通过Steglich方法进行酯化反应,将双发色团化合物引入环氧胺低聚物的侧链中。结果,以良好的收率获得了低聚物OAB-DF1(Tg = 122℃)和OAB-DF2(Tg = 107℃),官能化度分别为60mol%和45mol%。NLO系数d 33的值是通过二次谐波产生技术测量的。它们等于29日下午/ V为OAB-DF1和40分/ V为OAB-DF2

更新日期:2018-07-03
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