彩色光刻胶用蒽醌染料的合成及稳定性研究

Synthesis and stability study of anthraquinone dyes for color photoresist

为实现彩色滤光片更高分辨率的发展需求,作为关键原材料的彩色光刻胶着色剂从颜料向染料体系转变是重要的趋势。然而染料分子的光热稳定性较差,亟需从分子结构方面探索提升稳定性的有效策略。以1,4,9,10-蒽四醇为原料,合成了9种1,4-二氨基取代的蓝色蒽醌染料分子,探索了不同取代基对染料分子光物理性质、溶解性以及光热稳定性的影响。结果表明,所有染料分子在590~600 nm和630~650 nm波长范围内呈现双吸收峰性质,具有高的摩尔消光系数。其中三甘醇及单甲醚取代的染料分子热分解温度为300℃,在230℃加热0.5 h后失重约2%,365 nm波长光照射8 h后色差低于1.73,表现出优异的光热稳定性。研究为进一步制备光热稳定性优异的彩色光刻胶用染料分子奠定了基础。

Color photoresist is the key material for the preparation of color filters.In order to develop the color filters with higher resolution,organic dyes replacing conventional pigment-based system offers a promising alternative.However,the photothermal stability of dye molecules is an urgent problem to be solved.Therefore,it is desirable to explore effective strategy to improve the stability of dye molecules from the perspective of molecular structure innovation.In this paper,we report nine blue dyes based on anthraquinone scaffold with different substituents.These dyes were prepared from the reaction between 1,4,9,10-anthracyl alcohol and amine-end substituents.The relationships between the dye molecular structures and the photophysical/photothermal properties were investigated.All dyes exhibit double-peaks absorption spectra with the maxima in the range of 590—600 nm and 630—650 nm,respectively,and high molar extinction coefficient.The dyes that contain triethylene glycol and triethylene glycol monomethyl ether chains show better photothermal stability than the alkyl and amine-alkyl substituted dyes.The decomposition temperature of the ether chain dyes reaches 300℃ and the mass loss ratio is about 2%after heating at 230℃ for 0.5 h.Meanwhile,the color difference value is below 1.73 after continuous illumination at 365 nm wavelength for 8 h.Our work laid the foundation for further developing dyes with good performance that can be used in color photoresist.