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Synthesis of a near-infrared light-absorbing polymer based on thiophene-substituted Aza-BODIPY
Polymer Journal ( IF 2.8 ) Pub Date : 2018-01-23 , DOI: 10.1038/s41428-017-0014-6
Honami Yamane , Kazuo Tanaka , Yoshiki Chujo

AbstractAn alternating conjugated polymer with thiophene-substituted aza-boron dipyrromethene (BODIPY) was synthesized in which the carbon atom at the meso-position in the ligand moiety was replaced by nitrogen. Initially, it was found that the synthesized polymer had a significant near-infrared (NIR) light-absorbing ability. In the absorption spectrum, a large absorption band (molar extinct coefficient εmax = 48,000 M−1 cm−1) with a peak at 864 nm was detected in the deep NIR region, even above 1300 nm. From cyclic voltammetry (CV) data, the energy levels of the frontier orbitals were determined. Accordingly, the polymer had a deep lowest unoccupied molecular orbital (LUMO) level (−4.01 eV), and this value was similar to that of the monomer. This result indicates that extension of π-conjugation throughout the polymer main-chain influenced only the highest occupied molecular orbital (HOMO) level while preserving the LUMO.The alternating conjugated polymer was synthesized with thiophene-substituted aza-boron dipyrromethene. The synthesized polymer had the near-infrared light-absorbing ability (molar extinct coefficient: 48,000 M−1cm−1) in the region over 1300 nm with the peak at 864 nm. From the electrochemical data, it was found that the polymer had the deep lowest unoccupied molecular orbital (LUMO) level. This result means that only the highest occupied molecular orbital level was influenced and the LUMO can be preserved by extension of π-conjugation through the polymer main-chain.

中文翻译:

基于噻吩取代的氮杂-BODIPY的近红外光吸收聚合物的合成

摘要 合成了噻吩取代的氮杂硼二吡咯亚甲基(BODIPY)的交替共轭聚合物,其中配体部分中间位的碳原子被氮取代。最初,人们发现合成的聚合物具有显着的近红外 (NIR) 光吸收能力。在吸收光谱中,即使在 1300 nm 以上,在深 NIR 区域也检测到在 864 nm 处有峰值的大吸收带(摩尔消光系数 εmax = 48,000 M-1 cm-1)。根据循环伏安法 (CV) 数据,确定了前沿轨道的能级。因此,聚合物具有深的最低未占分子轨道 (LUMO) 能级 (-4.01 eV),该值与单体的值相似。该结果表明π共轭在聚合物主链中的延伸仅影响最高占据分子轨道(HOMO)能级,同时保留了LUMO。交替共轭聚合物是用噻吩取代的氮杂硼二吡咯甲烷合成的。合成的聚合物在 1300 nm 以上区域具有近红外光吸收能力(摩尔消光系数:48,000 M-1cm-1),峰值在 864 nm。从电化学数据中,发现聚合物具有最深的最低未占分子轨道(LUMO)能级。该结果意味着只有最高占据的分子轨道能级受到影响,并且可以通过聚合物主链的 π 共轭延伸来保持 LUMO。交替共轭聚合物是用噻吩取代的氮杂硼二吡咯亚甲基合成的。合成的聚合物在 1300 nm 以上区域具有近红外光吸收能力(摩尔消光系数:48,000 M-1cm-1),峰值在 864 nm。从电化学数据中,发现聚合物具有最深的最低未占分子轨道(LUMO)能级。该结果意味着只有最高占据的分子轨道能级受到影响,并且可以通过聚合物主链的 π 共轭延伸来保持 LUMO。交替共轭聚合物是用噻吩取代的氮杂硼二吡咯亚甲基合成的。合成的聚合物在 1300 nm 以上区域具有近红外光吸收能力(摩尔消光系数:48,000 M-1cm-1),峰值在 864 nm。从电化学数据中,发现聚合物具有最深的最低未占分子轨道(LUMO)能级。该结果意味着只有最高占据的分子轨道能级受到影响,并且可以通过聚合物主链的 π 共轭延伸来保持 LUMO。发现聚合物具有最深的最低未占分子轨道 (LUMO) 能级。该结果意味着只有最高占据的分子轨道能级受到影响,并且可以通过聚合物主链的 π 共轭延伸来保持 LUMO。发现聚合物具有最深的最低未占分子轨道 (LUMO) 能级。该结果意味着只有最高占据的分子轨道能级受到影响,并且可以通过聚合物主链的 π 共轭延伸来保持 LUMO。
更新日期:2018-01-23
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