Study on the modification and the morphological variation of indanthrone via latent pigment technology

• Main Authors: Tang-Hao Liu, 劉唐豪
• Other Authors: Wen-Tung Cheng
• Format: Others
• Language: zh-TW
• Published: 2010
• Online Access: http://ndltd.ncl.edu.tw/handle/45627412498988300591

博士 === 國立中興大學 === 化學工程學系所 === 98 === Abstract The latent pigment technology starts from an appropriate pigment precursor which has to be soluble or molecularly dispersible like a dye in the polymer, and after the subsequent physical or chemical treatment, it can convert in-situ to the pigment form in the application medium. It is soluble and easily is dispersed in application medium without auxiliary substances such as dispersing agents and surfactants and any time- and energy-consuming treatment so that it remains stable when used in different applications. The latent pigment BOC-indanthrone is synthesized by replacing the hydrogen atom in the NH group of blue high performance pigment, indanthrone with a compound containing the t-butyloxycarbonyl (t-BOC) group. It is soluble completely in the organic solvent and application medium. We can obtain the regenerated indanthrone pigment with different morphology and particle size from parent pigment by thermolysis and acidolysis of BOC-indanthrone in the organic solvent or polymeric film. X-ray diffraction (XRD) results revealed that the crystal phases in the regenerated and parent indanthrone pigments are the same. The results indicate that the morphology of the regenerated pigment converted from BOC-indanthrone by thermolysis in NMP, DMF, PGMEA, DMSO and cyclohexanone are the same as the parent pigment (slated and flat). The morphology of the regenerated pigment from BOC-indanthrone by acidolysis in the organic solvent depends on the type and amount of the source of acid. When Boc-indanthrone converted to regenerated indanthrone pigment through acidolysis by CD 1012 (photoacid generator, PAG) in the organic solvent, the morphology of the regenerated pigment changed from a cubic to a spherical form due to the stibium (Sb) ion resulted from the photolysis of CD-1012 and influenced the aggregation of indanthrone molecules. The morphology of the regenerated pigment from BOC-indanthrone by hydrochloric acid was from cubic to bar-like form depends on the amount of hydrochloric acid. The results reveal that high temperature and long term thermolysis (180°C for 180min) is necessary to convert BOC-indanthrone into regenerated pigment in the polymeric film, and it may damage the application medium. In the presence of a trace acid, the thermolysis temperature and the reaction time of the convertion of BOC-indanthrone to regenerated pigment can be reduced and can extend the application field of the latent pigment. The morphology of the regenerated pigments were cubic form in the polymeric film whether the presence of PAG or not. The regenerated pigment converted from latent pigment by thermal treatment after acidolysis exhibits an excellent dispersion and distribution property in the photo-polymeric film and the resolution of 30μm in line width can be obtained by the photo-resist containing indanthrone converted from BOC-indanthrone by thermal treatment subsequent to the acidolysis in the presence of PAG at 130 ℃.