Diketopyrrolopyrrole dye

Diketopyrrolopyrrole dyes (DPPs) are water-resistant dyes.

Structure

nomenclature

DPP dyes are based on the bicyclic heterocyclic compound diketopyrrolopyrrole. 2,5-Dihydropyrrolo[3,4-c]pyrrol-1,4-dione is a basic body of Diketopyrrolopyrrole dye.

Diketopyrrolopyrrole pigments are an important class of high-performance pigments used in inks, paints and plastic. More recently their optical-electronic performance was discovered for photovoltaic applications and related uses.

Optical properties

Diketopyrrolopyrrole has high stability to heat but not very well to acid and base. The alkylation of amide groups improves the solubility. The modified DDP shows high fluorescence and the emission wavelength is adjustable by change the aromatic group at 3 and 6 positions. Both electron donor group, such as thiophene, and expanding of the conjugated system increase the emission wavelength. DPP is also developed as a red emitting group in pure polymer light emitting diodes.[1][2][3][4] Some DPP derivatives show aggregation induced emission[5] and were used as effective fluorescent sensors.

References

  1. ↑ Jin, Yi; Xu, Yanbin; Qiao, Zhi; Peng, Junbiao; Wang, Baozheng; Cao, Derong (2010). "Enhancement of Electroluminescence Properties of Red Diketopyrrolopyrrole-Doped Copolymers by Oxadiazole and Carbazole Units as Pendants". Polymer. 51 (24): 5726–5733. doi:10.1016/j.polymer.2010.09.046.
  2. ↑ Qiao, Zhi; Peng, Junbiao; Jin, Yi; Liu, Qilin; Weng, Jiena; He, Zhicai; Han, Shaohu; Cao, Derong (2010). "Synthesis and Electroluminescence Properties of Fluorene-co-Diketopyrrolopyrrole-co-Phenothiazine Polymers". Polymer. 51 (5): 1016–1023. doi:10.1016/j.polymer.2009.12.044.
  3. ↑ Xu, Yanbin; Jin, Yi; Lin, Weihong; Peng, Junbiao; Jiang, Huanfeng; Cao, Derong (2010). "Syntheses and Electroluminescence Properties of Red Emitting Copolymers with Different Lengths of Diketopyrrolopyrrole Units". Synthetic Metals. 160: 2135–2142. doi:10.1016/j.synthmet.2010.07.044.
  4. ↑ Xu, Yanbin; Jin, Yi; Peng, Junbiao; Wang, Baozheng; Cao, Derong. "Syntheses and Characterization of 4-Octyloxybenzyl Substituted Diketopyrrolopyrrole-Based Red Emitting Copolymers with Low Turn-on Voltage". J. Macromol. Sci., Part A: Pure Appl. Chem. 47 (11): 1059–1068. doi:10.1080/10601325.2010.511091.
  5. ↑ Jin, Yi; Xu, Yanbin; Liu, Yinling; Wang, Lingyun; Jiang, Huanfeng; Li, Xianjie; Cao, Derong (2011). "Synthesis of Novel Diketopyrrolopyrrole-Based Luminophores Showing Crystallization-Induced Emission Enhancement Properties". Dyes Pigm. 90 (3): 311–318. doi:10.1016/j.dyepig.2011.01.005.

Further reading

  • Chem. Commun., 2012, 48, 3039–3051
This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.