Pigmentation of Boc-indanthrone in Organic Solvent/Photopolymer through a Thermal Process

Abstract

This work explores a pigment converted from a latent pigment in organic solvent and photopolymer through a thermal process. Measurements by thermogravimetric analysis (TGA), ultraviolet-visible (UV-vis) spectroscopy, and Fourier transform infrared (FTIR) spectroscopy showed that regeneration of the pigment from boc-indanthrone in the solvent or photopolymer Could be achieved by heating. X-ray diffraction (XRD) was employed to characterize the regenerated pigments. As shown in the results, the recrystallized Structure is similar to the Structure of the parent pigment. Analysis using field-emission scanning electron microscopy (FESEM) indicated that the particles of the re-formed pigment in the solvent were initially cubic, then aggregated into loose bars, and finally became firmly slated and flat for hydrogen-bonding and pi-pi stacking interactions. In addition, the morphology of the reproduced pigment was found to be Cubic, as in the photopolymer

Preparation of Naphthalene Dianhydride Bithiophene Copolymers by Direct Arylation Polycondensation and the Latent Pigment Approach

“…[9] Alternative schemes exploited the thermally driven elimination of tetrahydrothiophene from a precursor of polyparaphenylenevinylene derivatives. [13] In later developments, both polymeric and molecular materials were specifically designed with the incorporation of structural motifs derived from industrial pigments such as, diketopyrrolopyrrole, [14] isoindigo, [15] indanthrone [16] and quinacridone, [17] all of them possessing intrinsic high charge transport capabilities. [17][18][19][20] The advantage of such design lies in the complete removal of the insulating functionalizing chains from the active layer, often resulting in improvements of charge transport properties.…”

“…[17][18][19][20] The advantage of such design lies in the complete removal of the insulating functionalizing chains from the active layer, often resulting in improvements of charge transport properties. [16,17,[21][22][23][24][25][26] Very recently, such an approach was extended to naphthalene diimide (NDI) containing polymers, one of the most promising classes of n-type polymeric semiconductors. [27,28] In this strategy, the imide nitrogen was functionalized -either directly or through an alkyl spacer -with a cleavable ester functionality.…”

“…Alternative schemes exploited the thermally driven elimination of tetrahydrothiophene from a precursor of polyparaphenylenevinylene derivatives . In later developments, both polymeric and molecular materials were specifically designed with the incorporation of structural motifs derived from industrial pigments such as, diketopyrrolopyrrole, isoindigo, indanthrone and quinacridone, all of them possessing intrinsic high charge transport capabilities …”

“…The advantage of such design lies in the complete removal of the insulating functionalizing chains from the active layer, often resulting in improvements of charge transport properties …”