Synthesis of novel one-component photoinitiators based on thioxanthone derivatives

IF 2.3 4区材料科学 Q2 Chemistry

Journal of Coatings Technology and Research Pub Date : 2022-08-30 DOI:10.1007/s11998-022-00649-3

Baoling Tang, Xiaowei Ge, Qinwen Wang

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引用次数: 1

Abstract

Thioxanthone derivatives are synthesized as one-component photoinitiators via a simple condensation reaction between thiosalicylic acids and heterocyclic aromatic hydrocarbons in a concentrated sulfuric acid medium. TX-C (Thioxanthrone–carbazole), TX-N-I (Thioxanthrone–N-methylindole) and TX-I (Thioxanthrone–indole) are characterized by ¹HNMR (nuclear magnetic resonance), FTIR (fourier transform infrared spectroscopy), ultraviolet–visible spectrophotometry, fluorescence spectroscopy, elemental analysis and TG (thermal gravimetric analysis). TX-N-I and TX-I both possess an absorption characteristic similar to the parent thioxanthone with a maximum at 397nm (ε = 3240 L mol⁻¹ cm⁻¹) and 395 nm (ε = 1920 L mol⁻¹ cm⁻¹). The introduction of heterocyclic structures makes the maximum absorption peak red-shifted by 10 nm compared to TX. Its capabilities to act as initiator for the photopolymerization of PEGDA (polyethylene glycol diacrylate) and TMPTA (trimethylolpropane triacrylate) in the absence and presence of TEOA (triethanolamine) media are also examined. TX-N-I acts as an efficient initiator in the UV curable ink, whose light curing time is only 12 s.

Graphical abstract

Abstract Image

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基于硫氧蒽酮衍生物的新型单组分光引发剂的合成

以硫代水杨酸和杂环芳烃为单组分光引发剂，在浓硫酸介质中通过简单缩合反应合成了硫代氧杂蒽酮衍生物。通过核磁共振、傅里叶变换红外光谱、紫外可见分光光度、荧光光谱、元素分析和热重分析对TX-C(硫代蒽酮-咔唑)、TX-N-I(硫代蒽酮- n -甲基吲哚)、TX-I(硫代蒽酮- n -甲基吲哚)进行了表征。TX-N-I和TX-I均具有与母体硫氧蒽酮相似的吸收特性，最大吸收波长分别为397nm (ε = 3240 L mol−1 cm−1)和395 nm (ε = 1920 L mol−1 cm−1)。与TX相比，杂环结构的引入使最大吸收峰红移了10 nm。在没有和存在TEOA(三乙醇胺)介质的情况下，它作为PEGDA(聚乙二醇二丙烯酸酯)和TMPTA(三甲基丙烯三丙烯酸酯)光聚合引发剂的能力也进行了测试。在UV固化油墨中，TX-N-I作为高效引发剂，光固化时间仅为12 s。图形抽象

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来源期刊

Journal of Coatings Technology and Research CHEMISTRY, APPLIED-MATERIALS SCIENCE, COATINGS & FILMS

CiteScore

4.40

自引率

8.70%

发文量

期刊介绍： Journal of Coatings Technology and Research (JCTR) is a forum for the exchange of research, experience, knowledge and ideas among those with a professional interest in the science, technology and manufacture of functional, protective and decorative coatings including paints, inks and related coatings and their raw materials, and similar topics.