| 词条 | Diketopyrrolopyrrole dye |
| 释义 |
}}Diketopyrrolopyrroles (DPPs) are organic dyes and pigments based on the heterocyclic dilactam 2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione.[1][2][3] DPPs were initially used as pigments in the painting industry (e.g. in automotive paints) due to their high resistance to photodegradation. More recently, DPP derivatives have been also investigated as promising fluorescent dyes for bioimaging applications,[4] as well as components of materials for use in organic electronics.[3][5] StructureDPP 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 propertiesDiketopyrrolopyrrole 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.[6][7][8][9] Some DPP derivatives show aggregation induced emission[10] and were used as effective fluorescent sensors. References1. ^{{Cite journal|last=Wallquist|first=O.|last2=Lenz|first2=R.|date=2002-03-01|title=DPP chemistry — continuous innovation|journal=Surface Coatings International Part B: Coatings Transactions|language=en|volume=85|issue=1|pages=19–26|doi=10.1007/BF02699738|issn=1476-4865}} 2. ^{{Cite journal|last=Grzybowski|first=Marek|last2=Gryko|first2=Daniel T.|date=2015|title=Diketopyrrolopyrroles: Synthesis, Reactivity, and Optical Properties|journal=Advanced Optical Materials|language=en|volume=3|issue=3|pages=280–320|doi=10.1002/adom.201400559|issn=2195-1071}} 3. ^1 {{Cite journal|last=Tian|first=He|last2=Qu|first2=Sanyin|date=2012-02-27|title=Diketopyrrolopyrrole (DPP)-based materials for organic photovoltaics|journal=Chemical Communications|language=en|volume=48|issue=25|pages=3039–3051|doi=10.1039/C2CC17886A|issn=1364-548X}} 4. ^{{Cite journal|last=Choi|first=Dong Hoon|last2=Kaur|first2=Matinder|date=2014-12-08|title=Diketopyrrolopyrrole: brilliant red pigment dye-based fluorescent probes and their applications|journal=Chemical Society Reviews|language=en|volume=44|issue=1|pages=58–77|doi=10.1039/C4CS00248B|issn=1460-4744}} 5. ^{{Cite journal|last=Nielsen|first=Christian B.|last2=Turbiez|first2=Mathieu|last3=McCulloch|first3=Iain|date=2013|title=Recent Advances in the Development of Semiconducting DPP-Containing Polymers for Transistor Applications|journal=Advanced Materials|language=en|volume=25|issue=13|pages=1859–1880|doi=10.1002/adma.201201795|issn=1521-4095|hdl=10044/1/14443}} 6. ^{{cite journal|last1=Jin|first1=Yi|last2=Xu|first2=Yanbin|last3=Qiao|first3=Zhi|last4=Peng|first4=Junbiao|last5=Wang|first5=Baozheng|last6=Cao|first6=Derong|title=Enhancement of Electroluminescence Properties of Red Diketopyrrolopyrrole-Doped Copolymers by Oxadiazole and Carbazole Units as Pendants|journal=Polymer|date=2010|volume=51|issue=24|pages=5726–5733|doi=10.1016/j.polymer.2010.09.046}} 7. ^{{cite journal|last1=Qiao|first1=Zhi|last2=Peng|first2=Junbiao|last3=Jin|first3=Yi|last4=Liu|first4=Qilin|last5=Weng|first5=Jiena|last6=He|first6=Zhicai|last7=Han|first7=Shaohu|last8=Cao|first8=Derong|title=Synthesis and Electroluminescence Properties of Fluorene-co-Diketopyrrolopyrrole-co-Phenothiazine Polymers|journal=Polymer|date=2010|volume=51|issue=5|pages=1016–1023|doi=10.1016/j.polymer.2009.12.044}} 8. ^{{cite journal|last1=Xu|first1=Yanbin|last2=Jin|first2=Yi|last3=Lin|first3=Weihong|last4=Peng|first4=Junbiao|last5=Jiang|first5=Huanfeng|last6=Cao|first6=Derong|title=Syntheses and Electroluminescence Properties of Red Emitting Copolymers with Different Lengths of Diketopyrrolopyrrole Units|journal=Synthetic Metals|date=2010|volume=160|issue=19–20|pages=2135–2142|doi=10.1016/j.synthmet.2010.07.044}} 9. ^{{cite journal|last1=Xu|first1=Yanbin|last2=Jin|first2=Yi|last3=Peng|first3=Junbiao|last4=Wang|first4=Baozheng|last5=Cao|first5=Derong|title=Syntheses and Characterization of 4-Octyloxybenzyl Substituted Diketopyrrolopyrrole-Based Red Emitting Copolymers with Low Turn-on Voltage|journal=J. Macromol. Sci., Part A: Pure Appl. Chem.|volume=47|issue=11|pages=1059–1068|doi=10.1080/10601325.2010.511091|year=2010}} 10. ^{{cite journal|last1=Jin|first1=Yi|last2=Xu|first2=Yanbin|last3=Liu|first3=Yinling|last4=Wang|first4=Lingyun|last5=Jiang|first5=Huanfeng|last6=Li|first6=Xianjie|last7=Cao|first7=Derong|title=Synthesis of Novel Diketopyrrolopyrrole-Based Luminophores Showing Crystallization-Induced Emission Enhancement Properties|journal=Dyes Pigm.|date=2011|volume=90|issue=3|pages=311–318|doi=10.1016/j.dyepig.2011.01.005}} Further reading
1 : Lactams |
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