OPTICAL AND PHOTOCHEMICAL PROPERTIES OF POLYMERS BASED ON 2-(4-METHACRYOXYSTYRYL)QUINOLINE

O. Krupka, V. Smokal, O. Kharchenko, B. Derkowska-Zielinska
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Abstract

The design and synthesis of new polymer materials with controlled and predictable properties is still a challenge. Photoactive chromophore can be incorporated into a polymer in several different ways: guest-host systems, main chain polymers and side chain polymers. While none of these options are not perfect and each has its advantages and disadvantages. However, the chromophore functionalized polymers were found to be more effective due to: high concentration of the chromophores can be introduced; polymers with chromophore moiety show increased stability of poling induced SHG activity and decrease of the orientation relaxation process; absence of phase separation lessens the scattering losses; such techniques as plasma etching, optically induced index changes, laser ablation, electrical poling can be applied; multilayer phormation assists in easy integration with electronic and optical components. The principles of design of various molecular photoswitches and logical devices, in particular, those based on the photoisomerization reaction of diarylethylenes have been actively investigated in recent years. Azasubstituted diarylethylenes (DAE) styrylquinolines containing a central double bond and an endocyclic nitrogen atom, have become the subject of interest due to their ability to reversible transformations (photoisomerization and protonation). In this work, photosensitive polymers were synthesized by radical polymerization of corresponding styrylquinoline derivatives with comonomers methyl methacrylate (MMA) using asobisisobutyronitrile (AIBN) as radical initiator. We present results obtained for thin films of the methacrylic polymers incorporating styrylquinoline side-group as optically active molecule. Synthesis of 2-(4-methacryloxystyryl)quinolone and 2-(4-methacryloxystyryl)-6-methoxyquinoline was described. The polymers were obtained by free radical polymerization of methacrylic monomers in dimethylformamide with azobisisobutyronitrile as initiator. The products of polymerization were characterized and evaluated by 1HNMR, UV spectroscopy. Glass transition temperatures were characterized by DSC method. It was found 133°C, 110°C, 130°C, 112°C for P1, P1MMA, P2, P2MMA respectively. Their optical and photochemical properties as well as temperature dependence of the photoluminescence of diarylethylenes have been investigated.
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2-(4-甲基丙烯氧基苯乙烯基)喹啉聚合物的光学和光化学性质
设计和合成具有可控制和可预测性能的新型高分子材料仍然是一个挑战。光活性发色团可以通过几种不同的方式加入到聚合物中:主链聚合物、主链聚合物和侧链聚合物。虽然这些选择都不是完美的,每个都有其优点和缺点。然而,由于可以引入高浓度的发色团,因此发现发色团功能化聚合物更有效;具有生色团片段的聚合物具有较高的极性诱导SHG活性稳定性,取向弛豫过程减弱;无相分离减小了散射损失;可采用等离子体刻蚀、光致折射率变化、激光烧蚀、电极化等技术;多层成形有助于与电子和光学元件轻松集成。近年来,各种分子光开关和逻辑器件的设计原理,特别是基于二乙基乙烯光异构反应的光开关和逻辑器件的设计原理得到了积极的研究。偶氮取代二乙基乙烯(DAE)苯基喹啉含有一个中心双键和一个内环氮原子,由于它们具有可逆转化(光异构化和质子化)的能力而成为人们感兴趣的主题。本文以亚二异丁腈(AIBN)为引发剂,用甲基丙烯酸甲酯(MMA)和苯基喹啉衍生物进行自由基聚合,合成了相应的光敏聚合物。我们得到了以苯基喹啉侧基为旋光分子的甲基丙烯酸聚合物薄膜的结果。研究了2-(4-甲基丙烯氧基苯乙烯基)喹诺酮和2-(4-甲基丙烯氧基苯乙烯基)-6-甲氧基喹啉的合成。以偶氮二异丁腈为引发剂,在二甲基甲酰胺中对甲基丙烯酸单体进行自由基聚合。通过核磁共振、紫外光谱对聚合产物进行了表征和评价。用DSC法表征了玻璃化转变温度。P1、P1MMA、P2、P2MMA分别在133°C、110°C、130°C、112°C下存在。研究了二乙基乙烯的光学和光化学性质以及光致发光的温度依赖性。
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