Exploring substituent effects in reversible photoswitchable low molecular weight arylazoisoxazole adhesives†

Luca Burg, Luuk Kortekaas, Anna Gibalova, Constantin Daniliuc, Janis Heßling, Monika Schönhoff and Bart Jan Ravoo
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Abstract

The design of reusable responsive materials is of utmost importance to reduce the unsustainable use of valuable resources. Inspired by our initial work on the application of arylazoisoxazoles (AIZ) as reusable photoresponsive adhesives, we aim to uncover generalizations to their adhesive properties and optimize their molecular design. To achieve this goal, a molecular library of AIZ with different substitution patterns has been synthesized and examined for their adhesive properties. Several of the photoreversible low molecular weight adhesives in the library exhibited significantly enhanced (> 500%) weight-bearing capacities. This study broadens the understanding of AIZ as photoresponsive adhesives, shedding light on their limitations and the opportunities to improve their performance alike.

Abstract Image

探讨可逆光开关低分子量芳唑异恶唑胶粘剂中的取代基效应
设计可重复使用的反应材料对于减少宝贵资源的不可持续使用至关重要。受我们最初应用芳基二唑异恶唑(AIZ)作为可重复使用的光反应粘合剂的工作的启发,我们的目标是揭示其粘合性能的通用性并优化其分子设计。为了实现这一目标,合成了具有不同取代模式的AIZ分子库,并对其粘附性能进行了测试。文库中几种光可逆低分子量胶粘剂表现出显著增强的(>;500%)的承重能力。这项研究拓宽了对AIZ作为光反应性粘合剂的理解,揭示了它们的局限性和改善它们性能的机会。
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