Layer-Stacking-Driven Fluorescence in a Two-Dimensional Imine-Linked Covalent Organic Framework

Pablo Albacete; José I. Martínez; Xing Li; Alejandro López-Moreno; Sofĺa Mena-Hernando; Ana E. Platero-Prats; Carmen Montoro; Kian Ping Loh; Emilio M. Pérez; Félix Zamora

doi:10.1021/jacs.8b07450

Layer-Stacking-Driven Fluorescence in a Two-Dimensional Imine-Linked Covalent Organic Framework

Pablo Albacete
, José I. Martínez
, Xing Li
, Alejandro López-Moreno
, Sofĺa Mena-Hernando
, Ana E. Platero-Prats^*
, Carmen Montoro
, Kian Ping Loh
, Emilio M. Pérez
, Félix Zamora

^*Corresponding author for this work

Research output: Journal Publications and Reviews › RGC 21 - Publication in refereed journal › peer-review

197 Citations (Scopus)

Abstract

Schiff-condensation reactions carried out between 1,6-diaminopyrene (DAP) and the tritopical 1,3,5 benzenetricarbaldehyde (BTCA) or 2,4,6-triformylphloroglucinol (TP) ligands give rise to the formation of two-dimensional imine-based covalent-organic frameworks (COFs), named IMDEA-COF-1 and -2, respectively. These materials show dramatic layer-packing-driven fluorescence in solid state arising from the three-dimensional arrangement of the pyrene units among layers. Layer stacking within these 2D-COF materials to give either eclipsed or staggered conformations can be controlled, at an atomic level through chemical design of the building blocks used in their synthesis. Theoretical calculations have been used to rationalize the different preferential packing between both COFs. IMDEA-COF-1 shows green emission with absolute photoluminescence quantum yield of 3.5% in solid state. This material represents the first example of imine-linked 2D-COF showing emission in solid state. Copyright © 2018 American Chemical Society.

Original language	English
Pages (from-to)	12922-12929
Journal	Journal of the American Chemical Society
Volume	140
Issue number	40
DOIs	https://doi.org/10.1021/jacs.8b07450
Publication status	Published - 10 Oct 2018
Externally published	Yes

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Publication details (e.g. title, author(s), publication statuses and dates) are captured on an “AS IS” and “AS AVAILABLE” basis at the time of record harvesting from the data source. Suggestions for further amendments or supplementary information can be sent to [email protected].

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@article{cfb9b16541ef49c5aea357a6b3c1d1a5,

title = "Layer-Stacking-Driven Fluorescence in a Two-Dimensional Imine-Linked Covalent Organic Framework",

abstract = "Schiff-condensation reactions carried out between 1,6-diaminopyrene (DAP) and the tritopical 1,3,5 benzenetricarbaldehyde (BTCA) or 2,4,6-triformylphloroglucinol (TP) ligands give rise to the formation of two-dimensional imine-based covalent-organic frameworks (COFs), named IMDEA-COF-1 and -2, respectively. These materials show dramatic layer-packing-driven fluorescence in solid state arising from the three-dimensional arrangement of the pyrene units among layers. Layer stacking within these 2D-COF materials to give either eclipsed or staggered conformations can be controlled, at an atomic level through chemical design of the building blocks used in their synthesis. Theoretical calculations have been used to rationalize the different preferential packing between both COFs. IMDEA-COF-1 shows green emission with absolute photoluminescence quantum yield of 3.5\% in solid state. This material represents the first example of imine-linked 2D-COF showing emission in solid state. Copyright {\textcopyright} 2018 American Chemical Society.",

author = "Pablo Albacete and Mart{\'i}nez, \{Jos{\'e} I.\} and Xing Li and Alejandro L{\'o}pez-Moreno and Sof{\'l}a Mena-Hernando and Platero-Prats, \{Ana E.\} and Carmen Montoro and Loh, \{Kian Ping\} and P{\'e}rez, \{Emilio M.\} and F{\'e}lix Zamora",

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TY - JOUR

T1 - Layer-Stacking-Driven Fluorescence in a Two-Dimensional Imine-Linked Covalent Organic Framework

AU - Albacete, Pablo

AU - Martínez, José I.

AU - Li, Xing

AU - López-Moreno, Alejandro

AU - Mena-Hernando, Sofĺa

AU - Platero-Prats, Ana E.

AU - Montoro, Carmen

AU - Loh, Kian Ping

AU - Pérez, Emilio M.

AU - Zamora, Félix

N1 - Publication details (e.g. title, author(s), publication statuses and dates) are captured on an “AS IS” and “AS AVAILABLE” basis at the time of record harvesting from the data source. Suggestions for further amendments or supplementary information can be sent to [email protected].

PY - 2018/10/10

Y1 - 2018/10/10

N2 - Schiff-condensation reactions carried out between 1,6-diaminopyrene (DAP) and the tritopical 1,3,5 benzenetricarbaldehyde (BTCA) or 2,4,6-triformylphloroglucinol (TP) ligands give rise to the formation of two-dimensional imine-based covalent-organic frameworks (COFs), named IMDEA-COF-1 and -2, respectively. These materials show dramatic layer-packing-driven fluorescence in solid state arising from the three-dimensional arrangement of the pyrene units among layers. Layer stacking within these 2D-COF materials to give either eclipsed or staggered conformations can be controlled, at an atomic level through chemical design of the building blocks used in their synthesis. Theoretical calculations have been used to rationalize the different preferential packing between both COFs. IMDEA-COF-1 shows green emission with absolute photoluminescence quantum yield of 3.5% in solid state. This material represents the first example of imine-linked 2D-COF showing emission in solid state. Copyright © 2018 American Chemical Society.

AB - Schiff-condensation reactions carried out between 1,6-diaminopyrene (DAP) and the tritopical 1,3,5 benzenetricarbaldehyde (BTCA) or 2,4,6-triformylphloroglucinol (TP) ligands give rise to the formation of two-dimensional imine-based covalent-organic frameworks (COFs), named IMDEA-COF-1 and -2, respectively. These materials show dramatic layer-packing-driven fluorescence in solid state arising from the three-dimensional arrangement of the pyrene units among layers. Layer stacking within these 2D-COF materials to give either eclipsed or staggered conformations can be controlled, at an atomic level through chemical design of the building blocks used in their synthesis. Theoretical calculations have been used to rationalize the different preferential packing between both COFs. IMDEA-COF-1 shows green emission with absolute photoluminescence quantum yield of 3.5% in solid state. This material represents the first example of imine-linked 2D-COF showing emission in solid state. Copyright © 2018 American Chemical Society.

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UR - https://www.scopus.com/pages/publications/85054350714#tab=impact

U2 - 10.1021/jacs.8b07450

DO - 10.1021/jacs.8b07450

M3 - RGC 21 - Publication in refereed journal

C2 - 30216717

SN - 0002-7863

VL - 140

SP - 12922

EP - 12929

JO - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

IS - 40

ER -

Layer-Stacking-Driven Fluorescence in a Two-Dimensional Imine-Linked Covalent Organic Framework

Abstract

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