Diketopyrrolopyrrole dye information

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] widely used in optoelectronics. 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.^[5]^[6]^[7]^[8]^[9]^[10]^[11]^[3]^[12]

^ Wallquist, O.; Lenz, R. (2002-03-01). "DPP chemistry — continuous innovation". Surface Coatings International Part B: Coatings Transactions. 85 (1): 19–26. doi:10.1007/BF02699738. ISSN 1476-4865. S2CID 98773045.
^ Grzybowski, Marek; Gryko, Daniel T. (2015). "Diketopyrrolopyrroles: Synthesis, Reactivity, and Optical Properties". Advanced Optical Materials. 3 (3): 280–320. doi:10.1002/adom.201400559. ISSN 2195-1071.
^ ^a ^b Tian, He; Qu, Sanyin (2012-02-27). "Diketopyrrolopyrrole (DPP)-based materials for organic photovoltaics". Chemical Communications. 48 (25): 3039–3051. doi:10.1039/C2CC17886A. ISSN 1364-548X. PMID 22343975.
^ Choi, Dong Hoon; Kaur, Matinder (2014-12-08). "Diketopyrrolopyrrole: brilliant red pigment dye-based fluorescent probes and their applications". Chemical Society Reviews. 44 (1): 58–77. doi:10.1039/C4CS00248B. ISSN 1460-4744. PMID 25186723.
^ Khan, Faizal; Jang, Youngwoo; Patil, Yuvraj; Misra, Rajneesh; D'Souza, Francis (2021-09-06). "Photoinduced Charge Separation Prompted Intervalence Charge Transfer in a Bis(thienyl)diketopyrrolopyrrole Bridged Donor‐TCBD Push‐Pull System". Angewandte Chemie International Edition. 60 (37): 20518–20527. doi:10.1002/anie.202108293. ISSN 1433-7851. PMID 34258866. S2CID 235820925.
^ Popli, Charu; Jang, Youngwoo; Patil, Yuvraj; Misra, Rajneesh; D'Souza, Francis (2020-11-26). "Formation of Highly Efficient, Long‐Lived Charge Separated States in Star‐Shaped Ferrocene‐Diketopyrrolopyrrole‐Triphenylamine Donor–Acceptor–Donor Conjugates". Chemistry: A European Journal. 26 (66): 15109–15115. doi:10.1002/chem.202002851. ISSN 0947-6539. PMID 32589288. S2CID 220075391.
^ Patil, Yuvraj; Popli, Charu; Misra, Rajneesh (2018-02-26). "Near-infrared absorbing tetracyanobutadiene-bridged diketopyrrolopyrroles". New Journal of Chemistry. 42 (5): 3892–3899. doi:10.1039/C7NJ05162J. ISSN 1369-9261.
^ Popli, Charu; Patil, Yuvraj; Misra, Rajneesh (2018-12-13). "Design and Synthesis of N -Phenylcarbazole-Substituted Diketopyrrolopyrrole-Based Monomers and Dimers: A Comparative Study: Design and Synthesis of N -Phenylcarbazole-Substituted Diketopyrrolopyrrole-Based Monomers and Dimers: A Comparative Study". European Journal of Organic Chemistry. 2018 (46): 6474–6481. doi:10.1002/ejoc.201801072. S2CID 105757956.
^ Patil, Yuvraj; Shinde, Jivan; Misra, Rajneesh (2017-12-01). "Near-infrared absorbing metal functionalized diketopyrrolopyrroles". Journal of Organometallic Chemistry. 852: 48–53. doi:10.1016/j.jorganchem.2017.10.014. ISSN 0022-328X.
^ Patil, Yuvraj; Jadhav, Thaksen; Dhokale, Bhausaheb; Misra, Rajneesh (February 2016). "Tuning of the HOMO-LUMO Gap of Symmetrical and Unsymmetrical Ferrocenyl-Substituted Diketopyrrolopyrroles". European Journal of Organic Chemistry. 2016 (4): 733–738. doi:10.1002/ejoc.201501123.
^ Patil, Yuvraj; Jadhav, Thaksen; Dhokale, Bhausaheb; Misra, Rajneesh (August 2016). "Design and Synthesis of Low HOMO-LUMO Gap N- Phenylcarbazole-Substituted Diketopyrrolopyrroles". Asian Journal of Organic Chemistry. 5 (8): 1008–1014. doi:10.1002/ajoc.201600194.
^ Nielsen, Christian B.; Turbiez, Mathieu; McCulloch, Iain (2013). "Recent Advances in the Development of Semiconducting DPP-Containing Polymers for Transistor Applications" (PDF). Advanced Materials. 25 (13): 1859–1880. doi:10.1002/adma.201201795. hdl:10044/1/14443. ISSN 1521-4095. PMID 23008141. S2CID 10575133.

[1] Wallquist, O.; Lenz, R. (2002-03-01). "DPP chemistry — continuous innovation". Surface Coatings International Part B: Coatings Transactions. 85 (1): 19–26. doi:10.1007/BF02699738. ISSN 1476-4865. S2CID 98773045.

[2] Grzybowski, Marek; Gryko, Daniel T. (2015). "Diketopyrrolopyrroles: Synthesis, Reactivity, and Optical Properties". Advanced Optical Materials. 3 (3): 280–320. doi:10.1002/adom.201400559. ISSN 2195-1071.

[:0-3] Tian, He; Qu, Sanyin (2012-02-27). "Diketopyrrolopyrrole (DPP)-based materials for organic photovoltaics". Chemical Communications. 48 (25): 3039–3051. doi:10.1039/C2CC17886A. ISSN 1364-548X. PMID 22343975.

[4] Choi, Dong Hoon; Kaur, Matinder (2014-12-08). "Diketopyrrolopyrrole: brilliant red pigment dye-based fluorescent probes and their applications". Chemical Society Reviews. 44 (1): 58–77. doi:10.1039/C4CS00248B. ISSN 1460-4744. PMID 25186723.

[5] Khan, Faizal; Jang, Youngwoo; Patil, Yuvraj; Misra, Rajneesh; D'Souza, Francis (2021-09-06). "Photoinduced Charge Separation Prompted Intervalence Charge Transfer in a Bis(thienyl)diketopyrrolopyrrole Bridged Donor‐TCBD Push‐Pull System". Angewandte Chemie International Edition. 60 (37): 20518–20527. doi:10.1002/anie.202108293. ISSN 1433-7851. PMID 34258866. S2CID 235820925.

[6] Popli, Charu; Jang, Youngwoo; Patil, Yuvraj; Misra, Rajneesh; D'Souza, Francis (2020-11-26). "Formation of Highly Efficient, Long‐Lived Charge Separated States in Star‐Shaped Ferrocene‐Diketopyrrolopyrrole‐Triphenylamine Donor–Acceptor–Donor Conjugates". Chemistry: A European Journal. 26 (66): 15109–15115. doi:10.1002/chem.202002851. ISSN 0947-6539. PMID 32589288. S2CID 220075391.

[7] Patil, Yuvraj; Popli, Charu; Misra, Rajneesh (2018-02-26). "Near-infrared absorbing tetracyanobutadiene-bridged diketopyrrolopyrroles". New Journal of Chemistry. 42 (5): 3892–3899. doi:10.1039/C7NJ05162J. ISSN 1369-9261.

[8] Popli, Charu; Patil, Yuvraj; Misra, Rajneesh (2018-12-13). "Design and Synthesis of N -Phenylcarbazole-Substituted Diketopyrrolopyrrole-Based Monomers and Dimers: A Comparative Study: Design and Synthesis of N -Phenylcarbazole-Substituted Diketopyrrolopyrrole-Based Monomers and Dimers: A Comparative Study". European Journal of Organic Chemistry. 2018 (46): 6474–6481. doi:10.1002/ejoc.201801072. S2CID 105757956.

[9] Patil, Yuvraj; Shinde, Jivan; Misra, Rajneesh (2017-12-01). "Near-infrared absorbing metal functionalized diketopyrrolopyrroles". Journal of Organometallic Chemistry. 852: 48–53. doi:10.1016/j.jorganchem.2017.10.014. ISSN 0022-328X.

[10] Patil, Yuvraj; Jadhav, Thaksen; Dhokale, Bhausaheb; Misra, Rajneesh (February 2016). "Tuning of the HOMO-LUMO Gap of Symmetrical and Unsymmetrical Ferrocenyl-Substituted Diketopyrrolopyrroles". European Journal of Organic Chemistry. 2016 (4): 733–738. doi:10.1002/ejoc.201501123.

[11] Patil, Yuvraj; Jadhav, Thaksen; Dhokale, Bhausaheb; Misra, Rajneesh (August 2016). "Design and Synthesis of Low HOMO-LUMO Gap N- Phenylcarbazole-Substituted Diketopyrrolopyrroles". Asian Journal of Organic Chemistry. 5 (8): 1008–1014. doi:10.1002/ajoc.201600194.

[12] Nielsen, Christian B.; Turbiez, Mathieu; McCulloch, Iain (2013). "Recent Advances in the Development of Semiconducting DPP-Containing Polymers for Transistor Applications" (PDF). Advanced Materials. 25 (13): 1859–1880. doi:10.1002/adma.201201795. hdl:10044/1/14443. ISSN 1521-4095. PMID 23008141. S2CID 10575133.

Diketopyrrolopyrrole dye information

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