Dyes and Pigments ( IF 4.1 ) Pub Date : 2019-11-16 , DOI: 10.1016/j.dyepig.2019.108053 Tae-Heon Kim , Byung-Jun Lee , Sung-Ok An , Joo-Hong Lee , Jae-Hong Choi
![]() |
To replace the conventional red pigment derived from diketo-pyrrolo-pyrrole by new red dyes prepared in this research, an acetylene linkage was introduced between N-alkyl diketo-pyrrolo-pyrrole and naphthalimidyl moiety. TGA analyses and solubility measurement were carried out to compare those of conventional red pigment, C.I. Pigment Red 254, which has been most popular as a red pixel of color filter. Most of the new red dyes were prepared starting from C.I. Pigment Red 254 by the sequent reactions, N-alkylation, Sonogashira coupling, hydrolysis and further Sonogashira coupling. Chemical structures of all red dyes were confirmed by 1H NMR and mass spectral analysis. TGA was carried out at 300 °C, and solubility measurement was carried out using by several organic solvents which can be used in the color filter fabrications. TGA indicated that the introduction of an acetylene linkage group into the N-alkyl diketo-pyrrolo-pyrrole ring combined by an N-butyl-naphthalimidyl system improved its heat stability. The result of weight reduction 1.4% at 300 °C can be identical to that of C.I. Pigment Red 254. The solubility of red dye prepared was observed around 5 g/L, therefore it can be used in the color filter fabrication process to eliminate the conventional photo-etching process.
中文翻译:
![](https://scdn.x-mol.com/jcss/images/paperTranslation.png)
基于二酮基-吡咯并-吡咯发色团的红色染料的合成,以改善滤色片制造的热稳定性和溶解性
为了用本研究中制备的新红色染料代替衍生自二酮-吡咯并-吡咯的常规红色颜料,在N-烷基二酮-吡咯并-吡咯和萘二甲酰亚胺基部分之间引入了乙炔键。进行了TGA分析和溶解度测量,以比较传统的红色颜料CI颜料红254,后者作为彩色滤光片的红色像素最为流行。大多数新的红色染料是从CI颜料红254开始,通过后续反应,N-烷基化,Sonogashira偶联,水解和进一步的Sonogashira偶联而制备的。所有红色染料的化学结构均由1确认1 H NMR和质谱分析。TGA是在300℃下进行的,并且溶解度的测量是通过可以在滤色器制造中使用的几种有机溶剂来进行的。TGA表明,将乙炔键基引入由N-丁基-萘二甲酰亚胺基体系结合的N-烷基二酮-吡咯并-吡咯环中可以改善其热稳定性。在300°C下重量减少1.4%的结果可以与CI Pigment Red 254相同。观察到制备的红色染料的溶解度约为5 g / L,因此可以在滤色片制造过程中使用以消除色斑。传统的光蚀刻工艺。