Multiscale self-assembly of a phenyl-flanked diketopyrrolopyrrole Derivative : a solution-processable building block for π‑conjugated Supramolecular polymers
We report a solution-processable π-conjugated molecular building block (denoted as PhDPP) consisting of a rigid and planar core of phenyl-flanked diketopyrrolopyrrole and “soft” branched alkoxy chains that endow the solubility in a variety of organic solvents. Intermolecular hydrogen bonding in PhDP...
| Main Authors: | , , , , , , , , , |
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| Other Authors: | |
| Format: | Journal Article |
| Language: | English |
| Published: |
2021
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| Subjects: | |
| Online Access: | https://hdl.handle.net/10356/151216 |
| _version_ | 1826129525176532992 |
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| author | Wang, Kai Bohra, Hassan Gonçalves, Rui A. Bhatnagar, Harshangda Wu, Yingjie Wang, Xiaochen Wang, Zheng Wei, Xin Lam, Yeng Ming Wang, Mingfeng |
| author2 | School of Chemical and Biomedical Engineering |
| author_facet | School of Chemical and Biomedical Engineering Wang, Kai Bohra, Hassan Gonçalves, Rui A. Bhatnagar, Harshangda Wu, Yingjie Wang, Xiaochen Wang, Zheng Wei, Xin Lam, Yeng Ming Wang, Mingfeng |
| author_sort | Wang, Kai |
| collection | NTU |
| description | We report a solution-processable π-conjugated molecular building block (denoted as PhDPP) consisting of a rigid and planar core of phenyl-flanked diketopyrrolopyrrole and “soft” branched alkoxy chains that endow the solubility in a variety of organic solvents. Intermolecular hydrogen bonding in PhDPP was revealed in nonpolar solvents above a threshold of concentration and below a critical point of temperature. The strong intermolecular interaction mainly contributed by the hydrogen-bonding and π–π interaction between PhDPP molecules promoted the formation of supramolecular polymeric structures in both solution and solid states and at interfaces. The supramolecular polymeric properties enabled solution-based processing of PhDPP under a variety of conditions into different structures including fibers and uniform thin films. The structure–property relationship that we established in the present system of PhDPP from the molecular to supramolecular level will be important to solution-process this type of H-bonding π-conjugated molecules for a variety of applications such as optoelectronic devices. |
| first_indexed | 2024-10-01T07:42:01Z |
| format | Journal Article |
| id | ntu-10356/151216 |
| institution | Nanyang Technological University |
| language | English |
| last_indexed | 2024-10-01T07:42:01Z |
| publishDate | 2021 |
| record_format | dspace |
| spelling | ntu-10356/1512162021-07-02T03:09:47Z Multiscale self-assembly of a phenyl-flanked diketopyrrolopyrrole Derivative : a solution-processable building block for π‑conjugated Supramolecular polymers Wang, Kai Bohra, Hassan Gonçalves, Rui A. Bhatnagar, Harshangda Wu, Yingjie Wang, Xiaochen Wang, Zheng Wei, Xin Lam, Yeng Ming Wang, Mingfeng School of Chemical and Biomedical Engineering School of Materials Science and Engineering Engineering::Chemical engineering Thin Films Absorption We report a solution-processable π-conjugated molecular building block (denoted as PhDPP) consisting of a rigid and planar core of phenyl-flanked diketopyrrolopyrrole and “soft” branched alkoxy chains that endow the solubility in a variety of organic solvents. Intermolecular hydrogen bonding in PhDPP was revealed in nonpolar solvents above a threshold of concentration and below a critical point of temperature. The strong intermolecular interaction mainly contributed by the hydrogen-bonding and π–π interaction between PhDPP molecules promoted the formation of supramolecular polymeric structures in both solution and solid states and at interfaces. The supramolecular polymeric properties enabled solution-based processing of PhDPP under a variety of conditions into different structures including fibers and uniform thin films. The structure–property relationship that we established in the present system of PhDPP from the molecular to supramolecular level will be important to solution-process this type of H-bonding π-conjugated molecules for a variety of applications such as optoelectronic devices. Ministry of Education (MOE) Nanyang Technological University M.W. thanks the funding support by a startup grant (M4080992.120) of Nanyang Assistant Professorship from Nanyang Technological University and AcRF Tier 1 (RG 20/ 16, M4011620.120) from the Ministry of Education, Singapore. 2021-07-02T03:09:47Z 2021-07-02T03:09:47Z 2019 Journal Article Wang, K., Bohra, H., Gonçalves, R. A., Bhatnagar, H., Wu, Y., Wang, X., Wang, Z., Wei, X., Lam, Y. M. & Wang, M. (2019). Multiscale self-assembly of a phenyl-flanked diketopyrrolopyrrole Derivative : a solution-processable building block for π‑conjugated Supramolecular polymers. Langmuir, 35(16), 5626--5634. https://dx.doi.org/10.1021/acs.langmuir.9b00334 0743-7463 0000-0003-4543-3945 0000-0001-8888-3503 0000-0001-9390-8074 0000-0002-6445-6854 https://hdl.handle.net/10356/151216 10.1021/acs.langmuir.9b00334 30929445 2-s2.0-85064807336 16 35 5626- 5634 en M4080992.120 RG 20/ 16, M4011620.120 Langmuir © 2019 American Chemical Society. All rights reserved. |
| spellingShingle | Engineering::Chemical engineering Thin Films Absorption Wang, Kai Bohra, Hassan Gonçalves, Rui A. Bhatnagar, Harshangda Wu, Yingjie Wang, Xiaochen Wang, Zheng Wei, Xin Lam, Yeng Ming Wang, Mingfeng Multiscale self-assembly of a phenyl-flanked diketopyrrolopyrrole Derivative : a solution-processable building block for π‑conjugated Supramolecular polymers |
| title | Multiscale self-assembly of a phenyl-flanked diketopyrrolopyrrole Derivative : a solution-processable building block for π‑conjugated Supramolecular polymers |
| title_full | Multiscale self-assembly of a phenyl-flanked diketopyrrolopyrrole Derivative : a solution-processable building block for π‑conjugated Supramolecular polymers |
| title_fullStr | Multiscale self-assembly of a phenyl-flanked diketopyrrolopyrrole Derivative : a solution-processable building block for π‑conjugated Supramolecular polymers |
| title_full_unstemmed | Multiscale self-assembly of a phenyl-flanked diketopyrrolopyrrole Derivative : a solution-processable building block for π‑conjugated Supramolecular polymers |
| title_short | Multiscale self-assembly of a phenyl-flanked diketopyrrolopyrrole Derivative : a solution-processable building block for π‑conjugated Supramolecular polymers |
| title_sort | multiscale self assembly of a phenyl flanked diketopyrrolopyrrole derivative a solution processable building block for π conjugated supramolecular polymers |
| topic | Engineering::Chemical engineering Thin Films Absorption |
| url | https://hdl.handle.net/10356/151216 |
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