Synthesis and Properties of Near-Infrared Electrochromic Polymers Containing Diketopyrrolopyrrole, Benzothiadiazole and Thiophene
- Corresponding author: QIAO Wenqiang, wqqiao@ciac.ac.cn WANG Zhiyuan, wwjoy@ciac.ac.cn
Citation:
CHEN Xiuhong, HU Liuyong, QIAO Wenqiang, WANG Zhiyuan. Synthesis and Properties of Near-Infrared Electrochromic Polymers Containing Diketopyrrolopyrrole, Benzothiadiazole and Thiophene[J]. Chinese Journal of Applied Chemistry,
;2018, 35(2): 165-173.
doi:
10.11944/j.issn.1000-0518.2018.02.170045
Niklasson G A, Granqvist C G. Electrochromics for Smart Windows:Thin Films of Tungsten Oxide and Nickel Oxide, and Devices Based on These[J]. J Mater Chem, 2007,17(2):127-156. doi: 10.1039/B612174H
Xun S, LeClair G, Zhang J. Tuning the Electrical and Optical Properties of Dinuclear Ruthenium Complexes for Near Infrared Optical Sensing[J]. Org Lett, 2006,8(8):1697-1700. doi: 10.1021/ol060344f
Monk P M S, Mortimer R J, Rosseinsky D R. Electrochromism and Electrochromic Devices[M]. Cambridge University Press, 2007:395-410.
Pochorovski I, Diederich F. Development of Redox-Switchable Resorcin[4]arene Cavitands[J]. Acc Chem Res, 2014,47(7):2096-2105. doi: 10.1021/ar500104k
WANG Bin, WANG Xiaohong, LI Jiuming. Electrochromic Properties of Hybrid Mutilayer Film Based on Pressler Type Polyoxometalate P5W30, Positive Polyelectrolyte and Graphene Oxide[J]. Chinese J Appl Chem, 2017,34(2):233-241. doi: 10.11944/j.issn.1000-0518.2017.02.160125
Gunbas G E, Durmus A, Toppare L. Could Green be Greener? Novel Donor-Acceptor-Type Electrochromic Polymers:Towards Excellent Neutral Green Materials with Exceptional Transmissive Oxidized States for Completion of RGB Color Space[J]. Adv Mater, 2008,20(4):691-695. doi: 10.1002/(ISSN)1521-4095
Zhang Y, Wang X, Zhang W. A Single-Molecule Multicolor Electrochromic Device Generated Through Medium Engineering[J]. Light-Sci Appl, 2015,4(2):249-257. doi: 10.1038/lsa.2015.22
Ji L, Dai Y, Yan S. A Fast Electrochromic Polymer Based on TEMPO Substituted Polytriphenylamine[J]. Sci Rep, 2016,6:30068-30075. doi: 10.1038/srep30068
Icli M, Pamuk M, Algi F. Donor-Acceptor Polymer Electrochromes with Tunable Colors and Performance[J]. Chem Mater, 2010,22(13)40344044.
Shi P, Amb C M, Knott E P. Broadly Absorbing Black to Transmissive Switching Electrochromic Polymers[J]. Adv Mater, 2010,22(44):4949-4953. doi: 10.1002/adma.v22.44
Lv X, Li W, Ouyang M. Polymeric Electrochromic Materials with Donor-Acceptor Structure[J]. J Mater Chem C, 2017,5(1):12-28. doi: 10.1039/C6TC04002K
Amb C M, Beaujuge P M, Reynolds J R. Spray-Processable Blue-to-Highly Transmissive Switching Polymer Electrochromes via the Donor Acceptor Approach[J]. Adv Mater, 2010,22(6):724-728. doi: 10.1002/adma.v22:6
Liu X, Kong L, Zhang Y. Novel Donor-acceptor Type Electrochromic Polymers Based on[1, 2, 5] Thiadiazolo[3, 4-c]pyridine as the Acceptor Unit[J]. Int J Electrochem Sci, 2016,11(1):343-358.
Patra A, Bendikov M, Chand S. Poly(3, 4-ethylenedioxyselenophene) and Its Derivatives:Novel Organic Electronic Materials[J]. Acc Chem Res, 2014,47(5):1465-1474. doi: 10.1021/ar4002284
Li W, Hendriks K H, Wienk M M. Diketopyrrolopyrrole Polymers for Organic Solar Cells[J]. Acc Chem Res, 2016,49(1):78-85. doi: 10.1021/acs.accounts.5b00334
Sekine C, Tsubata Y, Yamada T. Recent Progress of High Performance Polymer OLED and OPV Materials for Organic Printed Electronics[J]. Sci Technol Adv Mater, 2014,15(3)034203(15pp).
Kerszulis J A, Bulloch R H, Teran N B. Relax:A Sterically Relaxed Donor-Acceptor Approach for Color Tuning in Broadly Absorbing, High Contrast Electrochromic Polymers[J]. Macromolecules, 2016,49(17):6350-6359. doi: 10.1021/acs.macromol.6b01114
Low J Z, Neo W T, Ye Q. Low Band-Gap Diketopyrrolopyrrole-Containing Polymers for Near Infrared Electrochromic and Photovoltaic Applications[J]. J Poly Sci Part A:Poly Chem, 2015,53(10):1287-1295. doi: 10.1002/pola.v53.10
Capan A, Veisi H, Goren A C. Concise Syntheses, Polymers, and Properties of 3-Arylthieno[3, 2-b]thiophenes[J]. Macromolecules, 2012,45(20):8228-8236. doi: 10.1021/ma301604e
Lemasson F, Berton N, Tittmann J. Polymer Library Comprising Fluorene and Carbazole Homo-and Copolymers for Selective Single-Walled Carbon Nanotubes Extraction[J]. Macromolecules, 2011,45(2):713-722.
Li Y, Sun B, Sonar P. Solution Processable Poly(2, 5-dialkyl-2, 5-dihydro-3, 6-di-2-thienyl-pyrrolo[3, 4-c]pyrrole-1, 4-dione) for Ambipolar Organic Thin Film Transistors[J]. Org Electron, 2012,13(9):1606-1613. doi: 10.1016/j.orgel.2012.04.023
Tourillon G, Garnier G. Structural Effect on the Electrochemical Properties of Polythiophene and Derivatives[J]. J Electroanal Chem, 1984,161(1):51-58. doi: 10.1016/S0022-0728(84)80249-1
Sonar P, Williams L, Singh P. A Benzothiadiazole End Capped Donor Acceptor Based Small Molecule for Organic Electronics[J]. Phys Chem Chem Phys, 2013,15(40):17064-17069. doi: 10.1039/c3cp52929k
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