Synthesis of Side-Chain Liquid Crystalline Polyacrylates with Bridged Stilbene Mesogens.

IF 4.2 2区 化学 Q2 BIOCHEMISTRY & MOLECULAR BIOLOGY Molecules Pub Date : 2024-11-04 DOI:10.3390/molecules29215220
Gen-Ichi Konishi, Yuki Sawatari, Riki Iwai, Takuya Tanaka, Yoshimichi Shimomura, Masatoshi Tokita
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Abstract

In recent years, π-conjugated liquid crystalline molecules with optoelectronic functionalities have garnered considerable attention, and integrating these molecules into side-chain liquid crystalline polymers (SCLCPs) holds potential for developing devices that are operational near room temperature. However, it is difficult to design SCLCPs with excellent processability because liquid crystalline mesogens are rigid rods, have low solubility in organic solvents, and have a high isotropization temperature. Recently, we developed near-room-temperature π-conjugated nematic liquid crystals based on "bridged stilbene". In this work, we synthesized a polyacrylate SCLCP incorporating a bridged stilbene that exhibited a nematic phase near room temperature and could maintain liquid crystallinity for more than three months. We conducted a thorough phase structure analysis and evaluated the optical properties. The birefringence values of the resulting polymers were higher than those of the corresponding monomers because of the enhanced order parameters due to the polymer effect. In addition, the synthesized polymers inherited mesogen-derived AIE properties, with high quantum yields (Φfl = 0.14-0.35) in the solid state. It is noteworthy that the maximum fluorescence wavelength exhibited a redshift of greater than 27 nm as a consequence of film formation. Thus, several unique characteristics of the SCLCPs are unattainable with small molecular systems.

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具有桥接链烯中间体的侧链液晶聚丙烯酸酯的合成。
近年来,具有光电功能的π共轭液晶分子备受关注,将这些分子整合到侧链液晶聚合物(SCLCPs)中有望开发出可在室温附近工作的设备。然而,由于液晶介质是刚性棒状物,在有机溶剂中的溶解度较低,且具有较高的同向温度,因此很难设计出具有出色加工性能的 SCLCPs。最近,我们开发出了基于 "架桥链烯 "的近室温π共轭向列液晶。在这项工作中,我们合成了一种含有桥接链烯的聚丙烯酸酯 SCLCP,它在接近室温时表现出向列相,并能在三个多月内保持液晶状态。我们进行了全面的相结构分析,并评估了其光学特性。所得聚合物的双折射值高于相应单体的双折射值,这是因为聚合物效应提高了有序参数。此外,合成的聚合物继承了介质衍生的 AIE 特性,在固态下具有较高的量子产率(Φfl = 0.14-0.35)。值得注意的是,由于薄膜的形成,最大荧光波长出现了大于 27 纳米的红移。因此,SCLCPs 的一些独特特性是小分子体系无法实现的。
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来源期刊
Molecules
Molecules 化学-有机化学
CiteScore
7.40
自引率
8.70%
发文量
7524
审稿时长
1.4 months
期刊介绍: Molecules (ISSN 1420-3049, CODEN: MOLEFW) is an open access journal of synthetic organic chemistry and natural product chemistry. All articles are peer-reviewed and published continously upon acceptance. Molecules is published by MDPI, Basel, Switzerland. Our aim is to encourage chemists to publish as much as possible their experimental detail, particularly synthetic procedures and characterization information. There is no restriction on the length of the experimental section. In addition, availability of compound samples is published and considered as important information. Authors are encouraged to register or deposit their chemical samples through the non-profit international organization Molecular Diversity Preservation International (MDPI). Molecules has been launched in 1996 to preserve and exploit molecular diversity of both, chemical information and chemical substances.
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