Synthesis, characterization and application of quinoxaline-based organic dyes as anodic sensitizers in photoelectrochemical cells

IF 4.1 3区工程技术 Q2 CHEMISTRY, APPLIED

Dyes and Pigments Pub Date : 2024-09-14 DOI:10.1016/j.dyepig.2024.112455

{"title":"Synthesis, characterization and application of quinoxaline-based organic dyes as anodic sensitizers in photoelectrochemical cells","authors":"","doi":"10.1016/j.dyepig.2024.112455","DOIUrl":null,"url":null,"abstract":"<div>Three new D-A-π-A organic dyes (1a-c) containing a 2,3-diphenylquinoxaline core as the main chromophore were designed to act as sensitizers for the TiO2-based photoanode of dye-sensitized photoelectrochemical cells (DS-PEC) for water splitting. The dyes structures featured a cyanoacrylic acid group as the terminal acceptor/anchoring moiety and three different donor groups of moderate strength, namely mono- and dialkoxy-substituted benzenes, which were introduced to modulate the energies of the respective HOMO levels and enable the electron transfer from a Ru-based molecular water oxidation catalyst (WOC). Dyes 1a-c were synthesized following a C–H activation strategy and fully characterized. In addition, the previously known catalyst Ru(bda)(PyP)2 (bda = 2,2′-bipyridine-6,6′-dicarboxylate; PyP = pyridin-4-methyl phosphonic acid) was also prepared by modification of a reported procedure. The dynamics of charge transfer processes involving the dyes adsorbed on nanocrystalline TiO2 films were investigated by means of transient absorption spectroscopy. Photo-electrochemical experiments carried out on photoanodes functionalized with 1a-c and Ru(bda)(PyP)2 in 0.1 M aq. Na2SO4 electrolyte showed the production of photocurrents up to ca. 0.15 mA cm−2 at + 0.5 V vs. NHE, and highlighted how modifications of the TiO2 staining procedure can lead to significant differences in cell performances.</div>","PeriodicalId":302,"journal":{"name":"Dyes and Pigments","volume":null,"pages":null},"PeriodicalIF":4.1000,"publicationDate":"2024-09-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.sciencedirect.com/science/article/pii/S0143720824005217/pdfft?md5=c3dfa80b6c1a23043c665cfcc7e6e7fe&pid=1-s2.0-S0143720824005217-main.pdf","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Dyes and Pigments","FirstCategoryId":"88","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0143720824005217","RegionNum":3,"RegionCategory":"工程技术","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, APPLIED","Score":null,"Total":0}

引用次数: 0

Abstract

Three new D-A-π-A organic dyes (1a-c) containing a 2,3-diphenylquinoxaline core as the main chromophore were designed to act as sensitizers for the TiO₂-based photoanode of dye-sensitized photoelectrochemical cells (DS-PEC) for water splitting. The dyes structures featured a cyanoacrylic acid group as the terminal acceptor/anchoring moiety and three different donor groups of moderate strength, namely mono- and dialkoxy-substituted benzenes, which were introduced to modulate the energies of the respective HOMO levels and enable the electron transfer from a Ru-based molecular water oxidation catalyst (WOC). Dyes 1a-c were synthesized following a C–H activation strategy and fully characterized. In addition, the previously known catalyst Ru(bda)(PyP)₂ (bda = 2,2′-bipyridine-6,6′-dicarboxylate; PyP = pyridin-4-methyl phosphonic acid) was also prepared by modification of a reported procedure. The dynamics of charge transfer processes involving the dyes adsorbed on nanocrystalline TiO₂ films were investigated by means of transient absorption spectroscopy. Photo-electrochemical experiments carried out on photoanodes functionalized with 1a-c and Ru(bda)(PyP)₂ in 0.1 M aq. Na₂SO₄ electrolyte showed the production of photocurrents up to ca. 0.15 mA cm⁻² at + 0.5 V vs. NHE, and highlighted how modifications of the TiO₂ staining procedure can lead to significant differences in cell performances.

查看原文本刊更多论文

我们设计了三种新型 D-A-π-A 有机染料（1a-c），它们以 2,3-二苯基喹喔啉为主要发色团，可用作染料敏化光电化学电池（DS-PEC）中基于 TiO2 的光阳极的敏化剂，用于水分离。染料结构的特点是以氰基丙烯酸基团作为末端受体/锚定分子，并引入了三个强度适中的不同供体基团，即单烷氧基和二烷氧基取代苯，以调节各自 HOMO 水平的能量，实现来自 Ru 分子水氧化催化剂 (WOC) 的电子转移。染料 1a-c 是按照 C-H 活化策略合成的，并进行了全面表征。此外，还通过修改已报道的程序制备了之前已知的催化剂 Ru(bda)(PyP)2（bda = 2,2′-联吡啶-6,6′-二甲酸；PyP = 吡啶-4-甲基膦酸）。通过瞬态吸收光谱法研究了吸附在纳米晶二氧化钛薄膜上的染料的电荷转移动力学过程。在 0.1 M aq. Na2SO4 电解液中，对用 1a-c 和 Ru(bda)(PyP)2 功能化的光阳极进行的光电化学实验表明，在 + 0.5 V 对 NHE 的电压下，可产生高达约 0.15 mA cm-2 的光电流。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

求助全文

约1分钟内获得全文求助全文

来源期刊

Dyes and Pigments 工程技术-材料科学：纺织

CiteScore

8.20

自引率

13.30%

发文量

933

审稿时长

33 days

期刊介绍： Dyes and Pigments covers the scientific and technical aspects of the chemistry and physics of dyes, pigments and their intermediates. Emphasis is placed on the properties of the colouring matters themselves rather than on their applications or the system in which they may be applied. Thus the journal accepts research and review papers on the synthesis of dyes, pigments and intermediates, their physical or chemical properties, e.g. spectroscopic, surface, solution or solid state characteristics, the physical aspects of their preparation, e.g. precipitation, nucleation and growth, crystal formation, liquid crystalline characteristics, their photochemical, ecological or biological properties and the relationship between colour and chemical constitution. However, papers are considered which deal with the more fundamental aspects of colourant application and of the interactions of colourants with substrates or media. The journal will interest a wide variety of workers in a range of disciplines whose work involves dyes, pigments and their intermediates, and provides a platform for investigators with common interests but diverse fields of activity such as cosmetics, reprographics, dye and pigment synthesis, medical research, polymers, etc.

文献相关原料

公司名称	产品信息	采购帮参考价格