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基于噻吩供体和噻唑受体的蓝色荧光共轭低聚物的合成及光电性质

Synthesis and Optoelectronic Properties of Thiophene Donor and Thiazole Acceptor Based Blue Fluorescent Conjugated Oligomers.

作者信息

Mahesh K, Karpagam S

机构信息

Organic Chemistry Division, School of Advanced Sciences, VIT University, Vellore-14, Tamil Nadu, India.

出版信息

J Fluoresc. 2016 Jul;26(4):1457-66. doi: 10.1007/s10895-016-1838-8. Epub 2016 Jun 2.

Abstract

We report on the synthesis and characterization of low band gap, blue light emitting and thermal stable conjugated oligomer by Wittig condensation. Thiophene and thiazole type of donor-acceptor based series of conjugated oligomers, Oligo-4,5-bis-[2-[5-[2-thiophene-2-yl-vinyl]thiophene-2-yl]-vinyl]-thiazole (OBTV-TZ) and Oligo-2,4,5-Tris-[2-[5-[2-thiophene-2-yl-vinyl]thiophene-2-yl]-vinyl]-thiazole (OTTV-TZ) were synthesized. These oligomers were confirmed by FT-IR and (1)H-NMR and LC/MS analysis. The effect of the number of thiophene rings on the optical, electrochemical, thermal and morphological properties of the oligomers were systematically investigated. Both oligomers were exhibited almost same absorption wavelength in methanol solution (λmax = 365 nm and 369 nm) which indicates both oligomers illustrate similar intra molecular charge transfer (ICT). In solid state, the oligomers were exhibited broadening peaks with higher onset absorptions (λmax = 600 nm and 580 nm). The photoluminescence absorption spectrum of the oligomers was observed at 433 nm and 434 nm respectively in methanol solution with blue emission. The electrochemical band gap ([Formula: see text]) of the OBTV-TZ was 1.55 eV (low band gap) and OTTV-TZ was exhibited greater highest occupied molecular orbital (HOMO) value (E HOMO = -6.6 eV). Moreover morphological parameters of both oligomer film of 2D and 3D diagrams were observed by using AFM studies.

摘要

我们报道了通过维蒂希缩合反应合成并表征低带隙、蓝色发光且热稳定的共轭低聚物。合成了基于噻吩和噻唑型供体-受体的共轭低聚物系列,即寡聚-4,5-双-[2-[5-[2-噻吩-2-基-乙烯基]噻吩-2-基]-乙烯基]-噻唑(OBTV-TZ)和寡聚-2,4,5-三-[2-[5-[2-噻吩-2-基-乙烯基]噻吩-2-基]-乙烯基]-噻唑(OTTV-TZ)。通过傅里叶变换红外光谱(FT-IR)、核磁共振氢谱(¹H-NMR)以及液相色谱-质谱联用(LC/MS)分析对这些低聚物进行了确认。系统研究了噻吩环数量对低聚物光学、电化学、热学和形态学性质的影响。两种低聚物在甲醇溶液中表现出几乎相同的吸收波长(λmax = 365 nm和369 nm),这表明两种低聚物都呈现出相似的分子内电荷转移(ICT)。在固态下,低聚物表现出具有更高起始吸收的宽峰(λmax = 600 nm和580 nm)。在甲醇溶液中,低聚物的光致发光吸收光谱分别在433 nm和434 nm处被观测到,发出蓝色光。OBTV-TZ的电化学带隙([公式:见原文])为1.55 eV(低带隙),而OTTV-TZ表现出更高的最高占据分子轨道(HOMO)值(E HOMO = -6.6 eV)。此外,通过原子力显微镜(AFM)研究观测了两种低聚物薄膜二维和三维图的形态学参数。

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