Polymorphism of 2, 9-dimethyl quinacridone and its pigment properties have been studied.
2, 5-Di (4'-methylanilino) terephthalic acid 20.0g and polyphosphoric acid 200g were mixed and kept stirred at 140°C for 3 hrs., cooled to 120°C, then poured into the mixture of H
2SO
4 and alcohols such as Me0H, EtOH, n-PrOH or n-BuOH kept at room tempe-rature with vigorous stirring in the course of 5 min. The acid slurry thus obtained was kept stirred at 60-120°C for 5-180 min., poured into 2 l of cold water, filtered, and washed with 500 g of 10% aq. NaOH solution, obtaining ca. 18. 5 g of 2, 9-dimethyl quinacridone pigment. Crystal forms and particle shapes were studied with X-ray diffraction and electron micrograph.
Two crystal forms, super yellowish (a) and yellowish (β) shades, were formed depending on the kind of alcohol used and the alc./H
2SO
4 ratio. a-Form was the main product in n-BuOH, and β-form in Me0H. The increase in slurry tempe-rature increased the particle size. Transition of a to β form was observed as the the acid slurry was being mixed. The rate of transition was measured in n-BuOH, xylene, DMF, and N-methyl pyrolidone. Outdoor exposure test of the melamine-alkyd films of α-and β-form pigments gave rather poor results.
View full abstract