Citation: Chi Shuai-Jie, Chen Liang, Li Hong-Xiang, Liu Jian-Gang, Yu Xin-Hong, Han Yan-Chun. To improve alignment of isoindigo-based conjugated polymer film by controlling contact line receding velocity[J]. Chinese Chemical Letters, ;2017, 28(8): 1663-1669. doi: 10.1016/j.cclet.2017.05.021 shu

To improve alignment of isoindigo-based conjugated polymer film by controlling contact line receding velocity

Chi Shuai-Jie ^a,b ,
Chen Liang ^a,b ,
Li Hong-Xiang ^a,b ,
Liu Jian-Gang ^a,, ,
Yu Xin-Hong ^a ,
Han Yan-Chun ^a,,

a.
State Key Laboratory of Polymer Physics and Chemistry, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun 130022, China
b.
University of the Chinese Academy of Sciences, Beijing 100049, China

Corresponding author: Liu Jian-Gang, niitawh@ciac.ac.cn Han Yan-Chun, ychan@ciac.ac.cn
Received Date: 8 January 2017
Revised Date: 19 April 2017
Accepted Date: 27 April 2017
Available Online: 25 August 2017

Figures(9)

The macroscopic alignment of conjugated polymers with low grain boundary is essential to carrier transport. During film forming process, the match between contact line receding velocity and the critical alignment velocity is essential to get the alignment polymer film. In this paper, the contact line receding velocity of a D-A conjugated polymer film, isoindigo and bithiophene (ⅡDDT-C3), was adjusted by solvent vapor content and film-formation temperature. Only when solvent vapor content was 0.3 mL and the film-formation temperature was 90℃, the contact line receding velocity was in accordance with the critical alignment velocity, and the highest degree of alignment was attained in the ⅡDDT-C3 film, with the dichroic ratio up to 4.08. Fibers were aligned parallel with the direction of the contact line receding and the molecules of ⅡDDT-C3 adopted an edge-on orientation with the backbone parallel with the direction of fiber long axis. The π-π stacking distance between adjacent molecules was 3.63 Å.
- ⅡD-based conjugated polymers Alignment,
- Contact line receding velocity,
- Critical alignment velocity
1. [1]
  Sirringhaus H.. 25th Anniversary article:organic field-effect transistors:the path beyond amorphous silicon[J]. Adv. Mater., 2014,26:1319-1335. doi: 10.1002/adma.201304346
2. [2]
  Olivier Y., Niedzialek D., Lemaur V.. 25th anniversary article:highmobility hole and electron transport conjugated polymers:how structure defines function[J]. Adv. Mater., 2014,26:2119-2136. doi: 10.1002/adma.v26.14
3. [3]
  Dutta G.K., Han A.R., Lee J.. Visible-near infrared absorbing polymers containing thienoisoindigo and electron-rich units for organic transistors with tunable polarity[J]. Adv. Funct. Mater., 2013,23:5317-5325. doi: 10.1002/adfm.v23.42
4. [4]
  Li Y., Li M., Su Y.. et al, Liquid crystal character controlled by complementary discotic molecules mixtures:columnar stacking type and mesophase temperature range[J]. Chin. Chem. Lett., 2016,27:475-480. doi: 10.1016/j.cclet.2015.12.024
5. [5]
  Gao X., Liu J., Sun Y., Xing R., Han Y.. Effects of aggregation of poly(3-hexylthiophene) in solution on uniaxial alignment of nanofibers during zone casting[J]. Chin. Chem. Lett., 2013,24:23-27. doi: 10.1016/j.cclet.2013.01.014
6. [6]
  Gao X., Han Y.. P3HT stripe structure with oriented nanofibrils enabled by controlled inclining evaporation[J]. Chin. J. Polym. Sci., 2013,31:610-619. doi: 10.1007/s10118-013-1259-y
7. [7]
  Gao X., Xing R., Liu J., Han Y.. Uniaxial alignment of poly(3-hexylthiophene) nanofibers by zone-casting approach[J]. Chin. J. Polym. Sci., 2013,31:748-759. doi: 10.1007/s10118-013-1284-x
8. [8]
  Sun Y., Liu J., Ding Y., Han Y.. Controlling the surface composition of PCBM in P3HT/PCBM blend films by using mixed solvents with different evaporation rates[J]. Chin. J. Polym. Sci., 2013,31:1029-1037. doi: 10.1007/s10118-013-1295-7
9. [9]
  Chi S., Chen L., Liu J.. Influence of bifurcation position and length of side chains on the structure of isoindigo-based conjugated polymer thin films[J]. Chin. Chem. Lett., 2017,28:333-337. doi: 10.1016/j.cclet.2016.09.005
10. [10]
  Guo X., Facchetti A., Marks T.J.. Imide-and amide-functionalized polymer semiconductors[J]. Chem. Rev., 2014,14:8943-9021.
11. [11]
  Pearson A.J., Wang T., Dunbar A.D.F.. Morphology development in amorphous polymer:fullerene photovoltaic blend films during solution casting[J]. Adv. Funct. Mater., 2014,24:659-667. doi: 10.1002/adfm.201301922
12. [12]
  Li Y., Li H., Chen H.. Controlling crystallite orientation of diketopyrrolopyrrole-based small molecules in thin films for highly reproducible multilevel memor[J]. Adv. Funct. Mater., 2015,25:4246-4254. doi: 10.1002/adfm.v25.27
13. [13]
  Street R.A.. Unraveling charge transport in conjugated polymers[J]. Science, 2013,341:1072-1073. doi: 10.1126/science.1242935
14. [14]
  Noriega R., Rivnay J., Vandewal K.. A general relationship between disorder, aggregation and charge transport in conjugated polymers[J]. Nat. Mater., 2013,12:1038-1044. doi: 10.1038/nmat3722
15. [15]
  Zhang X., Bronstein H., Kronemeijer A.J.. Molecular origin of high fieldeffect mobility in an indacenodithiophene-benzothiadiazole copolymer[J]. Nat. Commun, 2013,42238.
16. [16]
  Takacs C.J., Treat N.D., Kramer S.. Remarkable order of a highperformance polymer[J]. Nano Lett., 2013,13:2522-2527. doi: 10.1021/nl4005805
17. [17]
  Song P., Li Y., Ma F.. Insight into external electric field dependent photoinduced intermolecular charge transport in BHJ solar cell materials[J]. J. Mater. Chem. C, 2015,3:4810-4819. doi: 10.1039/C5TC00920K
18. [18]
  Wang H., Chen L., Xing R.. Simultaneous control over both molecular order and long-range alignment in films of the donor-acceptor copolymer[J]. Langmuir, 2015,31:469-479. doi: 10.1021/la5037772
19. [19]
  Yuan Y., Giri G., Ayzner A.L.. Ultra-high mobility transparent organic thin film transistors grown by an off-centre spin-coating method[J]. Nat. Commun, 2014,53005.
20. [20]
  Amundson, B.J.Sapjeta, A.J.Lovinger. An in-plane anisotropic organic semiconductor based upon poly(3-hexyl thiophene)[J]. Thin Solid Films, 2002,414:143-149. doi: 10.1016/S0040-6090(02)00338-3
21. [21]
  Derue G., Serban D.A., Lecl P., re è. Controlled nanorubbing of polythiophene thin films for field-effect transistors[J]. Org. Electron., 2008,9:821-828. doi: 10.1016/j.orgel.2008.05.024
22. [22]
  Zhu R., Kumar A., Yang Y.. Polarizing organic photovoltaics[J]. Adv. Mater., 2011,23:4193-4198. doi: 10.1002/adma.201101514
23. [23]
  Soeda J., Matsui H., Okamoto T.. Highly oriented polymer semiconductor films compressed at the surface of ionic liquids for high-performance polymeric organic field-effect transistors[J]. Adv. Mater., 2014,26:6430-6435. doi: 10.1002/adma.201401495
24. [24]
  Tseng H.R., Phan H., Luo C.. High-mobility field-effect transistors fabricated with macroscopic aligned semiconducting polymers[J]. Adv. Mater., 2014,26:2993-2998. doi: 10.1002/adma.201305084
25. [25]
  Kim D.H., Jang Y., Park Y.D.. Surface-induced conformational changes in poly(3-hexylthiophene) monolayer films[J]. Langmuir, 2005,21:3203-3206. doi: 10.1021/la047061l
26. [26]
  Skrypnychuk V., Boulanger N., Yu V.. Enhanced vertical charge transport in a semiconducting P3HT thin film on single layer graphene[J]. Adv. Funct. Mater., 2015,25:664-670. doi: 10.1002/adfm.201403418
27. [27]
  Lin C., Liub C.-L., Chen W.. Poly(3-hexylthiophene)/graphene composites based aligned nanofibers forhigh performance field effect transistors[J]. J. Mater. Chem. C, 2015,3:4290-4296. doi: 10.1039/C5TC00399G
28. [28]
  Sirringhaus H., Wilson R.J., Friend R.H.. Mobility enhancement in conjugated polymer field-effect transistors through chain alignment in a liquid-crystalline phase[J]. Appl. Phys. Lett., 2000,77:406-408. doi: 10.1063/1.126991
29. [29]
  Samitsu S., Takanishi Y., Yamamoto J.. Self-assembly and one-dimensional alignment of a conducting polymer nanofiber in a nematic liquid crystal[J]. Macromolecules, 2009,42:4366-4368. doi: 10.1021/ma900826h
30. [30]
  Brinkmann M., Wittmann J.C.. Orientation of regioregular poly(3-hexylthiophene) by directional solidification:a simple method to reveal the semicrystalline structure of a conjugated polymer[J]. Adv. Mater., 2006,18:860-863. doi: 10.1002/(ISSN)1521-4095
31. [31]
  Anokhin D.V., Rosenthal M., Makowski T.. Comparative structural study of thin films of a columnar liquid crystal aligned by mechanical shearing and zone casting[J]. Thin Solid Films, 2008,17:982-985.
32. [32]
  Wade J., Steiner F., Niedzialek D.. Charge mobility anisotropy of functionalized pentacenes in organic field effect transistors fabricated by solution processing[J]. J. Mater. Chem. C, 2014,2:10110-10115. doi: 10.1039/C4TC01353K
33. [33]
  Pisula W., Menon A., Stepputat M.. A zone-casting technique for device fabrication of field-effect transistors based on discotic hexa-peri hexabenzocoronene[J]. Adv. Mater., 2005,17:684-689. doi: 10.1002/adma.200401171
34. [34]
  Xue L., Gao X., Zhao K.. The formation of different structures of poly(3-hexylthiophene) film on a patterned substrate by dip coating from aged solution[J]. Nanotechnology, 2010,21145303. doi: 10.1088/0957-4484/21/14/145303
35. [35]
  Wang S., Kiersnowski A., Pisula W.. Microstructure evolution and device performance in solution-processed polymeric field-effect transistors:the key role of the first monolayer[J]. J. Am. Chem. Soc., 2012,134:4015-4018. doi: 10.1021/ja211630w
36. [36]
  DeLongchamp D.M., Kline R.J., Jung Y.. Controlling the orientation of terraced nanoscale ribbons of a poly(thiophene) semiconductor[J]. ACS Nano, 2009,3:780-787. doi: 10.1021/nn800574f
37. [37]
  Giri G., Verploegen E., Mannsfeld S.C.. Tuning charge transport in solution-sheared organic semiconductors using lattice strain[J]. Nature, 2011,480:504-508. doi: 10.1038/nature10683
38. [38]
  Diao Y., Tee B.C.-K., Giri G.. Solution coating of large-area organic semiconductor thin films with aligned single-crystalline domains[J]. Nat. Mater., 2013,12:665-671. doi: 10.1038/nmat3650
39. [39]
  Giri G., DeLongchamp D.M., Reinspach J.. Effect of solution shearing method on packing and disorder of organic semiconductor polymers[J]. Chem. Mater., 2015,27:2350-2359. doi: 10.1021/cm503780u
40. [40]
  Shin J., Hong T.R., Lee T.W.. Template-guided solution-shearing method for enhanced charge carrier mobility in diketopyrrolopyrrole-based polymer field-effect transistors[J]. Adv. Mater., 2014,26:6031-6035. doi: 10.1002/adma.201401179
41. [41]
  Lei T., Cao Y., Fan Y.. High-performance air-stable organic field-effect transistors:isoindigo-based conjugatedpolymers[J]. J. Am. Chem. Soc., 2011,133:6099-6101. doi: 10.1021/ja111066r
42. [42]
  Mei J., Kim do H., Ayzner A.L.. Siloxane-terminated solubilizing side chains:bringing conjugated polymer backbones closer and boosting hole mobilities in thin-film transistors[J]. J. Am. Chem. Soc., 2011,133:20130-20133. doi: 10.1021/ja209328m
43. [43]
  Lei T., Dou J.H., Ma Z.J.. Siloxane-terminated solubilizing side chains:bringing conjugated polymer backbones closer and boosting hole mobilities in thin-film transistors[J]. J. Am. Chem. Soc., 2012,134:20025-20028. doi: 10.1021/ja310283f
44. [44]
  Glowacki E.D., Voss G., Sariciftci N.S.. 25th Anniversary article:progress in chemistry and applications of functional indigos for organic electronics[J]. Adv. Mater., 2013,25:6783-6800. doi: 10.1002/adma.v25.47
45. [45]
  Lei T., Dou J.H., Cao X.Y.. A BDOPV-based donor-acceptor polymer for high-performance n-type and oxygen-doped ambipolar field-effect transistors[J]. Adv. Mater., 2013,25:6589-6593. doi: 10.1002/adma.201302278
46. [46]
  Kim G., Kang S.J., Dutta G.K.. A thienoisoindigo-naphthalene polymer with ultrahigh mobility of 14.4cm2/Vs that substantially exceeds benchmark values for amorphous silicon semiconductors[J]. J. Am. Chem. Soc, 2014,136:9477-9483. doi: 10.1021/ja504537v
47. [47]
  Rogowski R.Z., Darhuber A.A.. Crystal growth near moving contact lines on homogeneous and chemically patterned surfaces[J]. Langmuir, 2010,26:11485-11493. doi: 10.1021/la101002x
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