In Situ Methylation Transforms Aggregation‐Caused Quenching into Aggregation‐Induced Emission: Functional Porous Silsesquioxane‐Based Composites with Enhanced Near‐Infrared Emission
dc.contributor.author | Yan, Yehao | |
dc.contributor.author | Laine, Richard M. | |
dc.contributor.author | Liu, Hongzhi | |
dc.date.accessioned | 2019-11-12T16:22:09Z | |
dc.date.available | WITHHELD_12_MONTHS | |
dc.date.available | 2019-11-12T16:22:09Z | |
dc.date.issued | 2019-10 | |
dc.identifier.citation | Yan, Yehao; Laine, Richard M.; Liu, Hongzhi (2019). "In Situ Methylation Transforms Aggregation‐Caused Quenching into Aggregation‐Induced Emission: Functional Porous Silsesquioxane‐Based Composites with Enhanced Near‐Infrared Emission." ChemPlusChem 84(10): 1630-1637. | |
dc.identifier.issn | 2192-6506 | |
dc.identifier.issn | 2192-6506 | |
dc.identifier.uri | https://hdl.handle.net/2027.42/151996 | |
dc.description.abstract | Methylation of TPA‐DCM (2‐(2,6‐bis‐4‐(diphenylamino)stryryl‐4H‐pyranylidene)malononitrile) that exhibits aggregation‐caused quenching (ACQ) results in the fluorophore M‐TPA‐DCM (2‐(2,6‐bis((E)‐4‐(di‐p‐tolylamino)‐styryl)‐4H‐pyran‐4‐ylidene]malononitrile) that shows aggregation‐induced emission (AIE) and NIR fluorescence and has a conjugated “D‐π‐A‐π‐D” electronic configuration. Friedel‐Crafts reaction of TPA‐DCM and octavinylsilsesquioxane (OVS) resulted in a family of porous materials (TPAIEs) that contain the M‐TPA‐DCM motif and show large Stokes shifts (180 nm), NIR emission (670 nm), tunable porosity (SBET from 160 to 720 m2 g−1, pore volumes of 0.13–0.55 cm3 g−1), as well as high thermal stability (400 °C, 5 % mass loss, N2). As a simple test case, one of TPAIE materials was used to sense Ru3+ ions with high selectivity and sensitivity.Small changes with big effect: Methylation of TPA‐DCM (2‐(2,6‐bis‐4‐(diphenylamino)stryryl‐4H‐pyranylidene)malononitrile), which exhibits aggregation‐caused quenching (ACQ), gives the fluorophore M‐TPA‐DCM (2‐(2,6‐bis((E)‐4‐(di‐p‐tolylamino)‐styryl)‐4H‐pyran‐4‐ylidene)malononitrile) that shows aggregation‐induced emission (AIE) and NIR fluorescence. Friedel‐Crafts reaction of TPA‐DCM with octavinylsilsesquioxane produces a family of porous composites (TPAIEs) with the M‐TPA‐DCM motif. TPAIEs show large Stokes shifts, NIR emission, tunable porosity as well as high thermal stability. | |
dc.publisher | Wiley Periodicals, Inc. | |
dc.subject.other | aggregation-enhanced emission | |
dc.subject.other | silsesquioxanes | |
dc.subject.other | porous materials | |
dc.subject.other | near-infrared emission | |
dc.subject.other | fluorophores | |
dc.title | In Situ Methylation Transforms Aggregation‐Caused Quenching into Aggregation‐Induced Emission: Functional Porous Silsesquioxane‐Based Composites with Enhanced Near‐Infrared Emission | |
dc.type | Article | |
dc.rights.robots | IndexNoFollow | |
dc.subject.hlbsecondlevel | Chemistry | |
dc.subject.hlbtoplevel | Science | |
dc.description.peerreviewed | Peer Reviewed | |
dc.description.bitstreamurl | https://deepblue.lib.umich.edu/bitstream/2027.42/151996/1/cplu201900568_am.pdf | |
dc.description.bitstreamurl | https://deepblue.lib.umich.edu/bitstream/2027.42/151996/2/cplu201900568.pdf | |
dc.description.bitstreamurl | https://deepblue.lib.umich.edu/bitstream/2027.42/151996/3/cplu201900568-sup-0001-misc_information.pdf | |
dc.identifier.doi | 10.1002/cplu.201900568 | |
dc.identifier.source | ChemPlusChem | |
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