| Autor: |
Sorensen CC; Department of Chemistry, University of North Carolina Chapel Hill, Chapel Hill, North Carolina 27599, United States., Bello AY; Department of Chemistry, University of North Carolina Chapel Hill, Chapel Hill, North Carolina 27599, United States., Leibfarth FA; Department of Chemistry, University of North Carolina Chapel Hill, Chapel Hill, North Carolina 27599, United States. |
| Jazyk: |
angličtina |
| Zdroj: |
ACS macro letters [ACS Macro Lett] 2024 May 21; Vol. 13 (5), pp. 614-620. Date of Electronic Publication: 2024 May 02. |
| DOI: |
10.1021/acsmacrolett.4c00191 |
| Abstrakt: |
Poly( N -vinylcarbazole) (PNVC-H) is a valuable nonconjugated photoconductive polymer, but the free radical polymerization conditions typically used for its synthesis do not control polymer stereochemistry and are not tolerant to many substituted N -vinylcarbazoles. Here, we report the stereoselective cationic polymerization of a series of 3,6-disubtituted N -vinylcarbazole derivatives using a chiral scandium-bis(oxazoline) Lewis acid catalyst. The combination of asymmetric ion-pairing catalysis and inherent monomer stereoelectronics facilitated stereoselective polymerization at room temperature, which enabled the polymerization of less soluble 3,6-disubstituted- N -vinylcarbazole derivatives. Isotactic halogen-substituted PNVCs demonstrated self-assembly in solution through halogen-halogen bonding, which was not observed in their atactic counterparts. Initial spectral characterization displayed a wide range of excitation-emission profiles for substituted PNVCs, which demonstrate the promise of these materials as a new class of nonconjugated photoconductive polymers for optoelectronic applications. Overall, these results showcase a diverse class of isotactic poly( N -vinylcarbazoles), highlight the benefits of identifying alternative stereocontrol mechanisms for polymerization, and expand the suite of accessible nonconjugated hole-transport materials. |
| Databáze: |
MEDLINE |
| Externí odkaz: |
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