Synthesis and reversible thermochromic behavior of diketopyrrolopyrrole dyes

IF 4.1 3区 工程技术 Q2 CHEMISTRY, APPLIED
Hyungkyu Moon , T. Sheshashena Reddy , Myung-Seok Choi
{"title":"Synthesis and reversible thermochromic behavior of diketopyrrolopyrrole dyes","authors":"Hyungkyu Moon ,&nbsp;T. Sheshashena Reddy ,&nbsp;Myung-Seok Choi","doi":"10.1016/j.dyepig.2025.112753","DOIUrl":null,"url":null,"abstract":"<div><div>The development of reversible thermochromic dyes without leuco dyes or bisphenol presents an ongoing challenge. In this study, reversible five thermochromic diketopyrrolopyrrole (DPP) dyes were synthesized and characterized (<strong>DPP1</strong>–<strong>5</strong>). The optical and thermal properties of the DPP dyes were investigated, and DPP dye microcapsules were also prepared and characterized. We first prepared and characterized microcapsules of DPP dyes and investigated their thermochromic properties. The effect of the phenyl or thiophene substituents attached to the DPP on the thermochromism of the dye was also investigated. Phenyl–based microcapsules <strong>DPP1</strong>–<strong>3</strong> showed a slight color change from deep orange to light yellow upon gradual heating from 30 to 60 °C, whereas thiophene–based DPP dye microcapsules exhibited pronounced color changes from blue to red upon a gradual temperature increase from 30 to 60 °C.</div></div>","PeriodicalId":302,"journal":{"name":"Dyes and Pigments","volume":"239 ","pages":"Article 112753"},"PeriodicalIF":4.1000,"publicationDate":"2025-03-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Dyes and Pigments","FirstCategoryId":"88","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0143720825001238","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

The development of reversible thermochromic dyes without leuco dyes or bisphenol presents an ongoing challenge. In this study, reversible five thermochromic diketopyrrolopyrrole (DPP) dyes were synthesized and characterized (DPP15). The optical and thermal properties of the DPP dyes were investigated, and DPP dye microcapsules were also prepared and characterized. We first prepared and characterized microcapsules of DPP dyes and investigated their thermochromic properties. The effect of the phenyl or thiophene substituents attached to the DPP on the thermochromism of the dye was also investigated. Phenyl–based microcapsules DPP13 showed a slight color change from deep orange to light yellow upon gradual heating from 30 to 60 °C, whereas thiophene–based DPP dye microcapsules exhibited pronounced color changes from blue to red upon a gradual temperature increase from 30 to 60 °C.

Abstract Image

二酮吡咯吡咯染料的合成及其可逆热致变色性能
不含无色染料或双酚的可逆热致变色染料的开发是一个持续的挑战。本研究合成了5种可逆的热致变色双酮吡咯(DPP)染料(DPP1-5)并进行了表征。研究了DPP染料的光学和热性能,制备了DPP染料微胶囊并对其进行了表征。首先制备并表征了DPP染料微胶囊,并对其热致变色性能进行了研究。研究了苯基或噻吩取代基对DPP染料热致变色性能的影响。苯基DPP1-3微胶囊在30 ~ 60℃逐渐升温时,呈现出由深橙色到淡黄色的轻微变色,而噻吩基DPP染料微胶囊在30 ~ 60℃逐渐升温时,呈现出由蓝色到红色的明显变色。
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
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.
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
确定
请完成安全验证×
copy
已复制链接
快去分享给好友吧!
我知道了
右上角分享
点击右上角分享
0
联系我们:info@booksci.cn Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。 Copyright © 2023 布克学术 All rights reserved.
京ICP备2023020795号-1
ghs 京公网安备 11010802042870号
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术官方微信