Long-range ordered and atomic-scale control of graphene hybridization by photocycloaddition

Miao Yu; Chong Chen; Qi Liu; Cristina Mattioli; Hongqian Sang; Guoqiang Shi; Wujun Huang; Kongchao Shen; Zhuo Li; Pengcheng Ding; Pengfei Guan; Shaoshan Wang; Ye Sun; Jinping Hu; André Gourdon; Lev Kantorovich; Flemming Besenbacher; Mingshu Chen; Fei Song; Federico Rosei

doi:10.1038/s41557-020-0540-2

Long-range ordered and atomic-scale control of graphene hybridization by photocycloaddition

Miao Yu^*, Chong Chen, Qi Liu, Cristina Mattioli, Hongqian Sang, Guoqiang Shi, Wujun Huang, Kongchao Shen, Zhuo Li, Pengcheng Ding, Pengfei Guan, Shaoshan Wang, Ye Sun, Jinping Hu, André Gourdon^*, Lev Kantorovich^*, Flemming Besenbacher^*, Mingshu Chen, Fei Song, Federico Rosei

^*Corresponding author for this work

Research output: Contribution to journal/Conference contribution in journal/Contribution to newspaper › Journal article › Research › peer-review

42 Citations (Scopus)

Abstract

Chemical reactions that convert sp² to sp³ hybridization have been demonstrated to be a fascinating yet challenging route to functionalize graphene. So far it has not been possible to precisely control the reaction sites nor their lateral order at the atomic/molecular scale. The application prospects have been limited for reactions that require long soaking, heating, electric pulses or probe-tip press. Here we demonstrate a spatially selective photocycloaddition reaction of a two-dimensional molecular network with defect-free basal plane of single-layer graphene. Directly visualized at the submolecular level, the cycloaddition is triggered by ultraviolet irradiation in ultrahigh vacuum, requiring no aid of the graphene Moiré pattern. The reaction involves both [2+2] and [2+4] cycloadditions, with the reaction sites aligned into a two-dimensional extended and well-ordered array, inducing a bandgap for the reacted graphene layer. This work provides a solid base for designing and engineering graphene-based optoelectronic and microelectronic devices. [Figure not available: see fulltext.].

Original language	English
Journal	Nature Chemistry
Volume	12
Issue	11
Pages (from-to)	1035-1041
Number of pages	7
ISSN	1755-4330
DOIs	https://doi.org/10.1038/s41557-020-0540-2
Publication status	Published - Nov 2020

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https://hal.archives-ouvertes.fr/hal-03064896/file/Manuscript%20and%20SI%20pour%20HAL.pdf

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Yu, M., Chen, C., Liu, Q., Mattioli, C., Sang, H., Shi, G., Huang, W., Shen, K., Li, Z., Ding, P., Guan, P., Wang, S., Sun, Y., Hu, J., Gourdon, A., Kantorovich, L., Besenbacher, F., Chen, M., Song, F., & Rosei, F. (2020). Long-range ordered and atomic-scale control of graphene hybridization by photocycloaddition. Nature Chemistry, 12(11), 1035-1041. https://doi.org/10.1038/s41557-020-0540-2

@article{e10da824d7a1472a871dfec5d41f3641,

title = "Long-range ordered and atomic-scale control of graphene hybridization by photocycloaddition",

abstract = "Chemical reactions that convert sp2 to sp3 hybridization have been demonstrated to be a fascinating yet challenging route to functionalize graphene. So far it has not been possible to precisely control the reaction sites nor their lateral order at the atomic/molecular scale. The application prospects have been limited for reactions that require long soaking, heating, electric pulses or probe-tip press. Here we demonstrate a spatially selective photocycloaddition reaction of a two-dimensional molecular network with defect-free basal plane of single-layer graphene. Directly visualized at the submolecular level, the cycloaddition is triggered by ultraviolet irradiation in ultrahigh vacuum, requiring no aid of the graphene Moir{\'e} pattern. The reaction involves both [2+2] and [2+4] cycloadditions, with the reaction sites aligned into a two-dimensional extended and well-ordered array, inducing a bandgap for the reacted graphene layer. This work provides a solid base for designing and engineering graphene-based optoelectronic and microelectronic devices. [Figure not available: see fulltext.].",

author = "Miao Yu and Chong Chen and Qi Liu and Cristina Mattioli and Hongqian Sang and Guoqiang Shi and Wujun Huang and Kongchao Shen and Zhuo Li and Pengcheng Ding and Pengfei Guan and Shaoshan Wang and Ye Sun and Jinping Hu and Andr{\'e} Gourdon and Lev Kantorovich and Flemming Besenbacher and Mingshu Chen and Fei Song and Federico Rosei",

year = "2020",

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doi = "10.1038/s41557-020-0540-2",

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Yu, M, Chen, C, Liu, Q, Mattioli, C, Sang, H, Shi, G, Huang, W, Shen, K, Li, Z, Ding, P, Guan, P, Wang, S, Sun, Y, Hu, J, Gourdon, A, Kantorovich, L, Besenbacher, F, Chen, M, Song, F & Rosei, F 2020, 'Long-range ordered and atomic-scale control of graphene hybridization by photocycloaddition', Nature Chemistry, vol. 12, no. 11, pp. 1035-1041. https://doi.org/10.1038/s41557-020-0540-2

TY - JOUR

T1 - Long-range ordered and atomic-scale control of graphene hybridization by photocycloaddition

AU - Yu, Miao

AU - Chen, Chong

AU - Liu, Qi

AU - Mattioli, Cristina

AU - Sang, Hongqian

AU - Shi, Guoqiang

AU - Huang, Wujun

AU - Shen, Kongchao

AU - Li, Zhuo

AU - Ding, Pengcheng

AU - Guan, Pengfei

AU - Wang, Shaoshan

AU - Sun, Ye

AU - Hu, Jinping

AU - Gourdon, André

AU - Kantorovich, Lev

AU - Besenbacher, Flemming

AU - Chen, Mingshu

AU - Song, Fei

AU - Rosei, Federico

PY - 2020/11

Y1 - 2020/11

N2 - Chemical reactions that convert sp2 to sp3 hybridization have been demonstrated to be a fascinating yet challenging route to functionalize graphene. So far it has not been possible to precisely control the reaction sites nor their lateral order at the atomic/molecular scale. The application prospects have been limited for reactions that require long soaking, heating, electric pulses or probe-tip press. Here we demonstrate a spatially selective photocycloaddition reaction of a two-dimensional molecular network with defect-free basal plane of single-layer graphene. Directly visualized at the submolecular level, the cycloaddition is triggered by ultraviolet irradiation in ultrahigh vacuum, requiring no aid of the graphene Moiré pattern. The reaction involves both [2+2] and [2+4] cycloadditions, with the reaction sites aligned into a two-dimensional extended and well-ordered array, inducing a bandgap for the reacted graphene layer. This work provides a solid base for designing and engineering graphene-based optoelectronic and microelectronic devices. [Figure not available: see fulltext.].

AB - Chemical reactions that convert sp2 to sp3 hybridization have been demonstrated to be a fascinating yet challenging route to functionalize graphene. So far it has not been possible to precisely control the reaction sites nor their lateral order at the atomic/molecular scale. The application prospects have been limited for reactions that require long soaking, heating, electric pulses or probe-tip press. Here we demonstrate a spatially selective photocycloaddition reaction of a two-dimensional molecular network with defect-free basal plane of single-layer graphene. Directly visualized at the submolecular level, the cycloaddition is triggered by ultraviolet irradiation in ultrahigh vacuum, requiring no aid of the graphene Moiré pattern. The reaction involves both [2+2] and [2+4] cycloadditions, with the reaction sites aligned into a two-dimensional extended and well-ordered array, inducing a bandgap for the reacted graphene layer. This work provides a solid base for designing and engineering graphene-based optoelectronic and microelectronic devices. [Figure not available: see fulltext.].

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VL - 12

SP - 1035

EP - 1041

JO - Nature Chemistry

JF - Nature Chemistry

IS - 11

ER -

Long-range ordered and atomic-scale control of graphene hybridization by photocycloaddition

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