Liquid-Crystalline Naphthalene and Perylene Bisimides with a D2–π2–A Architecture for High-Mobility Organic Field-Effect Transistors
Source abstract
Abstract
We designed and synthesized four naphthalene and perylene bisimide-based imidazole-containing liquid-crystalline (NI and PI) derivatives based on a donor−π–acceptor−π–donor (D 2 –π 2 –A) architecture. These compounds bear 10 flexible peripheral chains to ensure liquid crystallinity and solution processability making them suitable to use as organic semiconductors. All four compounds stabilized different columnar phases. Higher thermal stability and lower band gaps were also observed in both NI and PI derivatives. NI derivatives showed larger Stokes shifts, while PI derivatives exhibited very high molar extinction coefficients. Two solution-processable liquid-crystalline compounds ( NI-12 and PI-12 ) were utilized for the fabrication of organic field-effect transistors, exhibiting a hole mobility of 1.99 cm 2 /V·s for NI-12 and 0.63 cm 2 /V·s for PI-12 derivatives at room temperature in normal air conditions.
Source: openalex_inverted_index · Quality: baseline
Research context
OpenAlex topics: Liquid Crystal Research Advancements · Organic Electronics and Photovoltaics · Photochromic and Fluorescence Chemistry
SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.
Affiliations
Department of Chemistry, Indian Institute of Technology Guwahati, Guwahati 781039, Assam, India
Centre for Nanotechnology, Indian Institute of Technology Guwahati, Guwahati 781039, Assam, India
Centre for Nano and Soft Matter Sciences, Arkavathi Campus, Survey No.7, Shivanapura, Dasanapura Hobli, Bengaluru 562162, India
Department of Electronics and Electrical Engineering, IIT Guwahati, Guwahati 781039, India
Centre for Sustainable Polymers, Indian Institute of Technology Guwahati, Guwahati 781039, Assam, India
Funding
Science and Engineering Research Board · Board of Research in Nuclear Sciences · Ministry of Human Resource Development
References (56)
Show source-provided references
1. 10.1002/ejoc.20190139010.1002/ejoc.201901390 ↗
2. 10.1016/j.orgel.2012.10.03810.1016/j.orgel.2012.10.038 ↗
3. 10.1002/adfm.20150241210.1002/adfm.201502412 ↗
4. 10.1021/acsami.9b1389410.1021/acsami.9b13894 ↗
5. 10.1039/C5TC02753E10.1039/C5TC02753E ↗
6. 10.1021/cm802071w10.1021/cm802071w ↗
7. 10.1039/D0QM00685H10.1039/D0QM00685H ↗
8. 10.1039/C8CC07640E10.1039/C8CC07640E ↗
9. 10.1039/C8CE00798E10.1039/C8CE00798E ↗
10. 10.1016/j.cej.2021.13441110.1016/j.cej.2021.134411 ↗
11. 10.1016/j.dyepig.2021.11005610.1016/j.dyepig.2021.110056 ↗
12. 10.1021/acs.jpca.1c1023610.1021/acs.jpca.1c10236 ↗
13. 10.1016/j.bmcl.2021.12828710.1016/j.bmcl.2021.128287 ↗
14. 10.1039/D0QM00540A10.1039/D0QM00540A ↗
15. 10.1002/adfm.20160112310.1002/adfm.201601123 ↗
16. 10.1021/acs.jmedchem.1c0012510.1021/acs.jmedchem.1c00125 ↗
17. 10.1007/s10854-020-02986-810.1007/s10854-020-02986-8 ↗
18. 10.1038/srep0342510.1038/srep03425 ↗
19. 10.1021/ma502410d10.1021/ma502410d ↗
20. 10.1021/la500089b10.1021/la500089b ↗
21. 10.1021/jo200196310.1021/jo2001963 ↗
22. 10.1002/marc.20090025110.1002/marc.200900251 ↗
23. 10.1039/b417320c10.1039/b417320c ↗
24. 10.1038/371141a010.1038/371141a0 ↗
25. 10.1021/acs.chemrev.1c0076110.1021/acs.chemrev.1c00761 ↗
26. 10.1016/j.pmatsci.2019.03.00510.1016/j.pmatsci.2019.03.005 ↗
27. 10.1021/cm049577w10.1021/cm049577w ↗
28. 10.1002/anie.20046132410.1002/anie.200461324 ↗
29. 10.1002/anie.20090421510.1002/anie.200904215 ↗
30. 10.1039/D1MA00452B10.1039/D1MA00452B ↗
31. 10.1021/cm102343r10.1021/cm102343r ↗
32. 10.1002/open.20170015110.1002/open.201700151 ↗
33. 10.1039/C6TC00021E10.1039/C6TC00021E ↗
34. 10.1021/jacs.6b0582410.1021/jacs.6b05824 ↗
35. 10.1021/la034145610.1021/la0341456 ↗
36. 10.1021/jp046246y10.1021/jp046246y ↗
37. 10.1021/ol203059r10.1021/ol203059r ↗
38. 10.1016/j.orgel.2006.06.01010.1016/j.orgel.2006.06.010 ↗
39. 10.1016/j.tetlet.2011.08.04110.1016/j.tetlet.2011.08.041 ↗
40. 10.1021/acs.jpcc.0c0392410.1021/acs.jpcc.0c03924 ↗
41. 10.1016/j.dyepig.2020.10840010.1016/j.dyepig.2020.108400 ↗
42. 10.1039/C9NJ05226G10.1039/C9NJ05226G ↗
43. 10.1039/D0MA00198H10.1039/D0MA00198H ↗
44. 10.1016/j.dyepig.2020.10879110.1016/j.dyepig.2020.108791 ↗
45. 10.1039/D0NJ00137F10.1039/D0NJ00137F ↗
46. 10.1021/acsaelm.9b0047710.1021/acsaelm.9b00477 ↗
47. 10.1016/S0026-2714(02)00027-610.1016/S0026-2714(02)00027-6 ↗
48. 10.1038/s41377-022-00936-z10.1038/s41377-022-00936-z ↗
49. 10.1002/adfm.20100042510.1002/adfm.201000425 ↗
50. 10.1002/cphc.20030088210.1002/cphc.200300882 ↗
51. 10.1021/acsaelm.9b0000410.1021/acsaelm.9b00004 ↗
52. 10.1016/j.orgel.2006.06.01010.1016/j.orgel.2006.06.010 ↗
53. 10.1038/s41467-020-20390-y10.1038/s41467-020-20390-y ↗
54. 10.1039/c1jm11091h10.1039/c1jm11091h ↗
55. 10.1021/ol102348610.1021/ol1023486 ↗
56. 10.1016/j.synthmet.2016.02.01810.1016/j.synthmet.2016.02.018 ↗