PEGylated perylene bisimides: Chromonic building blocks for the aqueous synthesis of nanostructured silica materials
Perylene dyes have applications in many fields. Herewith, we report on the synthesis and properties of a series of PEGylated perylene bisimides with varying PEG chain lengths. Such molecules are formed by a hydrophobic perylene core functionalized at the imide positions with hydrophilic non-ionic fu...
| Autores: | , , , |
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| Tipo de recurso: | artículo |
| Estado: | Versión aceptada para publicación |
| Fecha de publicación: | 2020 |
| País: | España |
| Institución: | Consejo Superior de Investigaciones Científicas (CSIC) |
| Repositorio: | DIGITAL.CSIC. Repositorio Institucional del CSIC |
| OAI Identifier: | oai:digital.csic.es:10261/222578 |
| Acceso en línea: | http://hdl.handle.net/10261/222578 |
| Access Level: | acceso abierto |
| Palabra clave: | Perylene bisimide Self-assembly Chromonic liquid crystal |
| Sumario: | Perylene dyes have applications in many fields. Herewith, we report on the synthesis and properties of a series of PEGylated perylene bisimides with varying PEG chain lengths. Such molecules are formed by a hydrophobic perylene core functionalized at the imide positions with hydrophilic non-ionic functional groups, which impart solubility and capacity to self-assemble in water. The diluted solutions of the synthesized molecules show interesting optical and fluorescent properties that depend on solvent and concentration; they also show surface activity and a lower critical solution temperature. Moreover, at high concentrations, the molecules produce lyotropic chromonic liquid crystals with nematic and hexagonal structures, formed by aligned molecular stacks. Such mesostructures were successfully exploited for the preparation of hybrid silica materials with ordered perylene nanostripes that generate aligned nanopores (of ca. 1.4 nm) upon calcination. It was found that the distance between perylene nanostripes and hence the pore wall thickness can be finely tuned by changing the length of the PEG chain. |
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