Aqueous dispersions of thienoisoindigo-based semiconductor nanorods assembled with 2-bromobenzaldehyde and a phospholipid
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- Title
- Aqueous dispersions of thienoisoindigo-based semiconductor nanorods assembled with 2-bromobenzaldehyde and a phospholipid
- Author
- Noh, Juran; Jung, Sunfwoo; Kim, Gyoungsik; Koo, Dong Geon; Choi, Kyoung Soon; Shin, Tae Joo; Yang, Changduk; Park, Juhyun
- Issue Date
- 2019-08
- Publisher
- Elsevier B.V.
- Citation
- JOURNAL OF MOLECULAR LIQUIDS, v.288, pp.111046
- Abstract
- Nanoassemblies of an organic semiconductor based on thienoisoindigo were prepared by forming nanomorphologies in phase-separated films of a thienoisoindigo-based molecule (TIIG-Bz), bromobenzaldehydes (BBAs), and a phospholipid, 1,2-dioctanoyl-sn-glycero-3-phosphocholine (D8PC), and then shattering the films via penetration of water into polar domains. It was suggested that 2-BBA associated with TIIG-Bz via intermolecular halogen and chalcogen bonding between the electron-deficient δ-holes of bromine in 2-BBA and sulfur in TIIG-Bz, and their electron-rich counterparts, carbonyl oxygen, in TIIG-Bz and 2-BBA, filling empty space in the conjugated planes. This resulted in the π-π stacking of conjugated planes overwhelming the lateral packing of alkyl chains as the ratios of 2-BBA and the lipid to TIIG-Bz increased and decreased, respectively, as proven by bathochromic shifts in the absorption spectra and grazing incidence X-ray diffraction patterns. It was concluded that, by varying the 2-BBA and D8PC compositions, the water-dispersed nanomorphologies of the organic semiconductor can be controlled via the competition of hydrophobic interactions between alkyl chains for lateral association for zero-dimensional growth and intermolecular π-π interactions for one-dimensional growth.
- URI
- https://scholarworks.unist.ac.kr/handle/201301/27178
- URL
- https://www.sciencedirect.com/science/article/pii/S0167732219318458?via%3Dihub
- DOI
- 10.1016/j.molliq.2019.111046
- ISSN
- 0167-7322
- Appears in Collections:
- UCRF_Journal Papers
ECHE_Journal Papers
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