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Natural Product-Based Pressure-Sensitive Adhesives via Carveol-Dithiothreitol Thiol–Ene Step-Growth Polymerization
ACS Macro Letters ( IF 5.1 ) Pub Date : 2024-09-25 , DOI: 10.1021/acsmacrolett.4c00481
Emily A. Prebihalo, Theresa M. Reineke

Pressure-sensitive adhesives occupy a large role in the commercial use of polymers; however, they are typically limited to nondegradable formulations using petroleum-based materials. As the plastic and environmental crises have intensified, the need for renewable starting materials and degradable designs has similarly deepened. With that goal, we endeavored to make adhesive films from renewable terpenes as a safer and more sustainable route to PSAs. Specifically, based on our previous report of the cross-linking ability of a carveol-based carbonate through thiol–ene chemistry, we report further exploration of the adhesive possibilities of this system. A carbonate monomer of dimerized carveol was linearly polymerized with dithiothreitol via UV-initiated thiol–ene chemistry and formed into adhesive coatings, with unmodified geraniol doped in as a tackifier. We obtained a range of adhesive properties based on the ratio of exo-methylene to thiol units and reported on the degradation of the adhesive coatings.

中文翻译:


通过卡槽-二硫苏糖醇硫醇-烯阶梯生长聚合制备基于天然产物的压敏胶



压敏胶在聚合物的商业应用中占有重要地位;然而,它们通常仅限于使用石油基材料的不可降解配方。随着塑料和环境危机的加剧,对可再生起始材料和可降解设计的需求也同样加深。为了实现这一目标,我们努力用可再生萜烯制造胶膜,作为一种更安全、更可持续的 PSA 生产途径。具体来说,根据我们之前关于基于卡槽的碳酸盐通过硫醇-烯化学的交联能力的报告,我们报告了对该系统的粘合可能性的进一步探索。二聚化石肺泡的碳酸盐单体通过紫外线引发的巯基-烯化学与二硫苏糖醇线性聚合,并形成粘合涂层,其中未改性的香叶醇掺杂作为增粘剂。我们根据亚甲基与硫醇单元的比例获得了一系列粘合性能,并报告了粘合剂涂层的降解。
更新日期:2024-09-25
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