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Halogen bonding versus hydrogen bonding in driving self-assembly and performance of light-responsive supramolecular polymers

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Halogen bonding versus hydrogen bonding in driving self-assembly and performance of light-responsive supramolecular polymers. / Priimagi, Arri; Cavallo, Gabriella; Forni, Alessandra; Gorynsztejn-Leben, Mikael; Kaivola, Matti; Metrangolo, Pierangelo; Milani, Roberto; Shishido, Atsushi; Pilati, Tullio; Resnati, Giuseppe; Terraneo, Giancarlo.

In: Advanced Functional Materials, Vol. 22, No. 12, 20.06.2012, p. 2572-2579.

Research output: Contribution to journalArticleScientificpeer-review

Harvard

Priimagi, A, Cavallo, G, Forni, A, Gorynsztejn-Leben, M, Kaivola, M, Metrangolo, P, Milani, R, Shishido, A, Pilati, T, Resnati, G & Terraneo, G 2012, 'Halogen bonding versus hydrogen bonding in driving self-assembly and performance of light-responsive supramolecular polymers', Advanced Functional Materials, vol. 22, no. 12, pp. 2572-2579. https://doi.org/10.1002/adfm.201200135

APA

Priimagi, A., Cavallo, G., Forni, A., Gorynsztejn-Leben, M., Kaivola, M., Metrangolo, P., ... Terraneo, G. (2012). Halogen bonding versus hydrogen bonding in driving self-assembly and performance of light-responsive supramolecular polymers. Advanced Functional Materials, 22(12), 2572-2579. https://doi.org/10.1002/adfm.201200135

Vancouver

Priimagi A, Cavallo G, Forni A, Gorynsztejn-Leben M, Kaivola M, Metrangolo P et al. Halogen bonding versus hydrogen bonding in driving self-assembly and performance of light-responsive supramolecular polymers. Advanced Functional Materials. 2012 Jun 20;22(12):2572-2579. https://doi.org/10.1002/adfm.201200135

Author

Priimagi, Arri ; Cavallo, Gabriella ; Forni, Alessandra ; Gorynsztejn-Leben, Mikael ; Kaivola, Matti ; Metrangolo, Pierangelo ; Milani, Roberto ; Shishido, Atsushi ; Pilati, Tullio ; Resnati, Giuseppe ; Terraneo, Giancarlo. / Halogen bonding versus hydrogen bonding in driving self-assembly and performance of light-responsive supramolecular polymers. In: Advanced Functional Materials. 2012 ; Vol. 22, No. 12. pp. 2572-2579.

Bibtex - Download

@article{d6782ee7eb1543d8bcd95607ead28719,
title = "Halogen bonding versus hydrogen bonding in driving self-assembly and performance of light-responsive supramolecular polymers",
abstract = "Halogen bonding is arguably the least exploited among the many non-covalent interactions used in dictating molecular self-assembly. However, its directionality renders it unique compared to ubiquitous hydrogen bonding. Here, the role of this directionality in controlling the performance of light-responsive supramolecular polymers is highlighted. In particular, it is shown that light-induced surface patterning, a unique phenomenon occurring in azobenzene-containing polymers, is more efficient in halogen-bonded polymer-azobenzene complexes than in the analogous hydrogen-bonded complexes. A systematic study is performed on a series of azo dyes containing different halogen or hydrogen bonding donor moieties, complexed to poly(4-vinylpyridine) backbone. Through single-atom substitution of the bond-donor, control of both the strength and the nature of the noncovalent interaction between the azobenzene units and the polymer backbone is achieved. Importantly, such substitution does not significantly alter the electronic properties of the azobenzene units, hence providing us with unique tools in studying the structure-performance relationships in the light-induced surface deformation process. The results represent the first demonstration of light-responsive halogen-bonded polymer systems and also highlight the remarkable potential of halogen bonding in fundamental studies of photoresponsive azobenzene-containing polymers.",
keywords = "halogen bonding, optically active materials, self-assembly, supramolecular polymers, surface relief gratings",
author = "Arri Priimagi and Gabriella Cavallo and Alessandra Forni and Mikael Gorynsztejn-Leben and Matti Kaivola and Pierangelo Metrangolo and Roberto Milani and Atsushi Shishido and Tullio Pilati and Giuseppe Resnati and Giancarlo Terraneo",
year = "2012",
month = "6",
day = "20",
doi = "10.1002/adfm.201200135",
language = "English",
volume = "22",
pages = "2572--2579",
journal = "Advanced Functional Materials",
issn = "1616-301X",
publisher = "WILEY-V C H VERLAG GMBH",
number = "12",

}

RIS (suitable for import to EndNote) - Download

TY - JOUR

T1 - Halogen bonding versus hydrogen bonding in driving self-assembly and performance of light-responsive supramolecular polymers

AU - Priimagi, Arri

AU - Cavallo, Gabriella

AU - Forni, Alessandra

AU - Gorynsztejn-Leben, Mikael

AU - Kaivola, Matti

AU - Metrangolo, Pierangelo

AU - Milani, Roberto

AU - Shishido, Atsushi

AU - Pilati, Tullio

AU - Resnati, Giuseppe

AU - Terraneo, Giancarlo

PY - 2012/6/20

Y1 - 2012/6/20

N2 - Halogen bonding is arguably the least exploited among the many non-covalent interactions used in dictating molecular self-assembly. However, its directionality renders it unique compared to ubiquitous hydrogen bonding. Here, the role of this directionality in controlling the performance of light-responsive supramolecular polymers is highlighted. In particular, it is shown that light-induced surface patterning, a unique phenomenon occurring in azobenzene-containing polymers, is more efficient in halogen-bonded polymer-azobenzene complexes than in the analogous hydrogen-bonded complexes. A systematic study is performed on a series of azo dyes containing different halogen or hydrogen bonding donor moieties, complexed to poly(4-vinylpyridine) backbone. Through single-atom substitution of the bond-donor, control of both the strength and the nature of the noncovalent interaction between the azobenzene units and the polymer backbone is achieved. Importantly, such substitution does not significantly alter the electronic properties of the azobenzene units, hence providing us with unique tools in studying the structure-performance relationships in the light-induced surface deformation process. The results represent the first demonstration of light-responsive halogen-bonded polymer systems and also highlight the remarkable potential of halogen bonding in fundamental studies of photoresponsive azobenzene-containing polymers.

AB - Halogen bonding is arguably the least exploited among the many non-covalent interactions used in dictating molecular self-assembly. However, its directionality renders it unique compared to ubiquitous hydrogen bonding. Here, the role of this directionality in controlling the performance of light-responsive supramolecular polymers is highlighted. In particular, it is shown that light-induced surface patterning, a unique phenomenon occurring in azobenzene-containing polymers, is more efficient in halogen-bonded polymer-azobenzene complexes than in the analogous hydrogen-bonded complexes. A systematic study is performed on a series of azo dyes containing different halogen or hydrogen bonding donor moieties, complexed to poly(4-vinylpyridine) backbone. Through single-atom substitution of the bond-donor, control of both the strength and the nature of the noncovalent interaction between the azobenzene units and the polymer backbone is achieved. Importantly, such substitution does not significantly alter the electronic properties of the azobenzene units, hence providing us with unique tools in studying the structure-performance relationships in the light-induced surface deformation process. The results represent the first demonstration of light-responsive halogen-bonded polymer systems and also highlight the remarkable potential of halogen bonding in fundamental studies of photoresponsive azobenzene-containing polymers.

KW - halogen bonding

KW - optically active materials

KW - self-assembly

KW - supramolecular polymers

KW - surface relief gratings

UR - http://www.scopus.com/inward/record.url?scp=84862000539&partnerID=8YFLogxK

U2 - 10.1002/adfm.201200135

DO - 10.1002/adfm.201200135

M3 - Article

VL - 22

SP - 2572

EP - 2579

JO - Advanced Functional Materials

JF - Advanced Functional Materials

SN - 1616-301X

IS - 12

ER -