Influence of Monomers’ Structure on the Assembly and Material Property of Pillar[5]arene-Based Supramolecular Polymer Gels,Chinese Journal of Chemistry

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Influence of Monomers’ Structure on the Assembly and Material Property of Pillar[5]arene-Based Supramolecular Polymer Gels
Chinese Journal of Chemistry ( IF 5.5 ) Pub Date : 2021-09-24 , DOI: 10.1002/cjoc.202100583
Juan Liu ₁ , Xiao‐Wen Sun ₂ , Ting‐Ting Huang ₂ , You‐Ming Zhang ₂ , Hong Yao ₂ , Tai‐Bao Wei ₂ , Qi Lin ₂

Affiliation

Pillar[5]arene-based supramolecular polymer gels (SPGs) show broad application prospects. To investigate the influence of the supramolecular monomers’ structure on the assembly and properties of corresponding pillar[5]arene-based SPGs, a series of monomers based on different functionalized pillar[5]arene derivatives with various structures were synthesized. There are per-methylated pillar[5]arene (H1), bromobutane-functionalized pillar[5]arene (H2), 4-hydroxybenzaldehyde-functionalized pillar[5]arene (H3), ethyl thioglycolate-functionalized pillar[5]arene (H4), thioacetylhydrazine-functionalized pillar[5]arene (H5), bola-type bis-pillar[5]arene (H6) and tripodal-type tri-pillar[5]arene (H7). Meanwhile, a neutral tripodal-guest TG was also employed to co-assemble with these pillar[5]arene-based monomers by host-guest interactions. As a result, under the same conditions (10%, DMSO-H₂O, w/v, 10 mg·mL^–1 = 1%), H1 and H2 cannot assemble into SPGs with TG. Interestingly, mono-p[5] derivatives H3—H5 could assemble into SPGs with TG. More importantly, bis-p[5] H6 and tri-p[5] H7 could assemble into supramolecular polymer network gel (SPNG) and supramolecular polymer organic framework gel (SOFG) with TG, respectively. These gels all show blue aggregation-induced emission (AIE) properties. Among these SPGs, the SPNG shows the best viscoelastic behavior and self-healing properties. The result is attributed to the flexible network structure of SPNGs. In addition, the xerogels of SOFG and SPNG have shown nice adsorption and separation properties for organic dyes in water solution.

中文翻译：

单体结构对柱[5]芳烃基超分子聚合物凝胶组装及材料性能的影响

Pillar[5]芳烃基超分子聚合物凝胶（SPGs）显示出广阔的应用前景。为了研究超分子单体的结构对相应柱[5]芳烃基SPG的组装和性能的影响，合成了一系列基于不同功能化柱[5]芳烃衍生物的各种结构的单体。有全甲基化的柱[5]芳烃(H1)、溴丁烷功能化的柱[5]芳烃(H2)、4-羟基苯甲醛功能化的柱[5]芳烃(H3)、巯基乙酸乙酯功能化的柱[5]芳烃( H4)、硫代乙酰肼官能化的柱[5]芳烃(H5)、bola型双柱[5]芳烃(H6)和三足型三柱[5]芳烃(H7)。同时，还采用中性三脚架-客体TG通过主客体相互作用与这些柱[5]芳烃基单体共组装。其结果，₂ O, w/v, 10 mg·mL ^–1 = 1%)，H1 和 H2 不能与 TG 组装成 SPG。有趣的是，单 p[5] 衍生物 H3-H5 可以与 TG 组装成 SPG。更重要的是，bis-p[5] H6和tri-p[5] H7可以分别与TG组装成超分子聚合物网络凝胶（SPNG）和超分子聚合物有机骨架凝胶（SOFG）。这些凝胶都显示蓝色聚集诱导发射 (AIE) 特性。在这些 SPG 中，SPNG 显示出最好的粘弹性行为和自愈性能。结果归功于 SPNG 灵活的网络结构。此外，SOFG 和 SPNG 的干凝胶对水溶液中的有机染料显示出良好的吸附和分离性能。

更新日期：2021-11-15

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