Volume 63, Issue 24 e202320223
Research Article

Strategies to Diversification of the Mechanical Properties of Organic Crystals

Shuting Dai

Shuting Dai

Key Laboratory of Supramolecular Structure and Materials, College of Chemistry, Jilin University, Changchun, 130021 P. R. China

These authors contributed equally to this work.

Contribution: Data curation (equal), Formal analysis (equal)

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Jiangbin Zhong

Jiangbin Zhong

Key Laboratory of Supramolecular Structure and Materials, College of Chemistry, Jilin University, Changchun, 130021 P. R. China

These authors contributed equally to this work.

Contribution: Data curation (equal), Formal analysis (equal), Writing - original draft (lead)

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Xiqiao Yang

Xiqiao Yang

Key Laboratory of Supramolecular Structure and Materials, College of Chemistry, Jilin University, Changchun, 130021 P. R. China

Contribution: Data curation (supporting), Formal analysis (supporting)

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Chao Chen

Chao Chen

Key Laboratory of Supramolecular Structure and Materials, College of Chemistry, Jilin University, Changchun, 130021 P. R. China

Contribution: Data curation (supporting), Formal analysis (supporting)

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Liping Zhou

Liping Zhou

Key Laboratory of Supramolecular Structure and Materials, College of Chemistry, Jilin University, Changchun, 130021 P. R. China

Contribution: Data curation (supporting), Formal analysis (supporting)

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Xinyu Liu

Xinyu Liu

Key Laboratory of Supramolecular Structure and Materials, College of Chemistry, Jilin University, Changchun, 130021 P. R. China

Contribution: Formal analysis (supporting), Funding acquisition (supporting)

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Prof. Jingbo Sun

Prof. Jingbo Sun

Key Laboratory of Supramolecular Structure and Materials, College of Chemistry, Jilin University, Changchun, 130021 P. R. China

Contribution: ​Investigation (supporting), Supervision (equal)

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Prof. Kaiqi Ye

Prof. Kaiqi Ye

Key Laboratory of Supramolecular Structure and Materials, College of Chemistry, Jilin University, Changchun, 130021 P. R. China

Contribution: ​Investigation (supporting), Supervision (supporting)

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Prof. Hongyu Zhang

Prof. Hongyu Zhang

Key Laboratory of Supramolecular Structure and Materials, College of Chemistry, Jilin University, Changchun, 130021 P. R. China

Contribution: Resources (supporting), Supervision (supporting)

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Prof. Liang Li

Prof. Liang Li

Smart Materials Lab, New York University Abu Dhabi PO Box 129188, Abu Dhabi, UAE

Department of Sciences and Engineering, Sorbonne University Abu Dhabi, PO Box 38044, Abu Dhabi, UAE

Contribution: Data curation (supporting), Formal analysis (supporting), Supervision (supporting), Visualization (supporting)

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Prof. Panče Naumov

Corresponding Author

Prof. Panče Naumov

Smart Materials Lab, New York University Abu Dhabi PO Box 129188, Abu Dhabi, UAE

Center for Smart Engineering Materials, New York University Abu Dhabi, PO Box 129188, Abu Dhabi, UAE

Research Center for Environment and Materials, Macedonian Academy of Sciences and Arts, Bul. Krste Misirkov 2, MK-1000 Skopje, Macedonia

Molecular Design Institute, Department of Chemistry, New York University, 100 Washington Square East, New York, NY 10003 USA

Contribution: Conceptualization (supporting), Supervision (supporting), Validation (equal), Writing - review & editing (equal)

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Prof. Ran Lu

Corresponding Author

Prof. Ran Lu

Key Laboratory of Supramolecular Structure and Materials, College of Chemistry, Jilin University, Changchun, 130021 P. R. China

Contribution: Conceptualization (lead), Funding acquisition (lead), Resources (lead), Supervision (lead), Writing - original draft (lead)

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First published: 08 April 2024
Citations: 23

Graphical Abstract

This study demonstrates the effects of halogenation on the mechanical and photomechanical behavior of organic crystals. Starting with (E)-1,4-diphenylbut-2-ene-1,4-dione, the brittle photoinert crystals evolve into mechanically flexible, photochemically reactive crystals via double and quadruple halogenation, an approach that advocates for combined chemical and crystal engineering strategies to determine the key factors determining the solid-state response dynamics.

Abstract

Structurally ordered soft materials that respond to complementary stimuli are susceptible to control over their spatial and temporal morphostructural configurations by intersectional or combined effects such as gating, feedback, shape-memory, or programming. In the absence of general and robust design and prediction strategies for their mechanical properties, at present, combined chemical and crystal engineering approaches could provide useful guidelines to identify effectors that determine both the magnitude and time of their response. Here, we capitalize on the purported ability of soft intermolecular interactions to instigate mechanical compliance by using halogenation to elicit both mechanical and photochemical activity of organic crystals. Starting from (E)-1,4-diphenylbut-2-ene-1,4-dione, whose crystals are brittle and photoinert, we use double and quadruple halogenation to introduce halogen-bonded planes that become interfaces for molecular gliding, rendering the material mechanically and photochemically plastic. Fluorination diversifies the mechanical effects further, and crystals of the tetrafluoro derivative are not only elastic but also motile, displaying the rare photosalient effect.

Conflict of interests

The authors declare no conflict of interest.

Data Availability Statement

The data that support the findings of this study are available from the corresponding author upon reasonable request.

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