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Ring-Opening Metathesis Polymerization for the Synthesis of Terpenoid-Based Pressure-Sensitive Adhesives
ACS Macro Letters ( IF 5.8 ) Pub Date : 2022-12-01 , DOI: 10.1021/acsmacrolett.2c00618
Stéphanie Engelen 1 , Martijn Droesbeke 1 , Resat Aksakal 1 , Filip E Du Prez 1
Affiliation  

Pressure-sensitive adhesives (PSAs) made from norbornene-functionalized terpenoid-based monomers are reported as a possible alternative to the conventional petrochemically based PSAs. For this, tetrahydrogeranyl, menthyl, and isobornyl norbornenate monomers, with a renewable carbon content up to 72%, are synthesized and copolymerized via ring-opening metathesis polymerization (ROMP) with cyclooctadiene and 5-norbornene-2-carboxylic acid. ROMP enables a much faster and controlled polymerization process in comparison to free radical polymerization techniques when targeting high molecular weights and therefore unlocks a potential to design a unique class of PSA materials. The moduli at bonding and debonding frequencies of the obtained PSAs are plotted in the Chang classification system and are used to predict their adhesive performance. Tack and peel measurements indicate that the terpenoid-based norbornenate formulations show similar adhesive properties in comparison to the previously investigated acrylic counterparts.

中文翻译:

开环复分解聚合合成萜类压敏胶

据报道,由降冰片烯功能化的萜类单体制成的压敏粘合剂 (PSA) 可能替代传统的石化基 PSA。为此,合成了可再生碳含量高达 72% 的四氢香叶基、薄荷基和降冰片酸异冰片酯单体,并通过开环复分解聚合 (ROMP) 与环辛二烯和 5-降冰片烯-2-羧酸共聚。与以高分子量为目标的自由基聚合技术相比,ROMP 可实现更快且受控的聚合过程,因此释放了设计独特类别的 PSA 材料的潜力。所获得的 PSA 在粘合和剥离频率下的模量绘制在 Chang 分类系统中,并用于预测它们的粘合性能。
更新日期:2022-12-01
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