Key Laboratory of Optoelectronic Chemical Materials and Devices, Ministry of Education, School of Chemical and Environmental Engineering, Jianghan University, Wuhan 430056, P.R. China.
ACS Appl Bio Mater. 2021 Feb 15;4(2):1360-1368. doi: 10.1021/acsabm.0c01245. Epub 2021 Jan 25.
The development of functional materials based on renewable resources is of great significance in today's resource shortage. Here, we present an effective way to synthesize a mussel-inspired adhesive from acrylated epoxidized soybean oil (AESO), a renewable and commercially available small molecular material with a molecular weight around 1200 Da, by a one-step esterification reaction with the affordable 3,4-dihydroxybenzoic acid (DHA). By taking advantages of both the double bond and the catechol moiety presented in this small molecular adhesive, a short curing time was achieved with UV irradiation. An average bonding strength around 1.4 MPa at a curing time of only around 10 min on a glass substrate was observed, which reached 3.1 MPa (average 2.8 MPa) at a curing time of 2 h under ambient conditions. The curing time is much shorter, and the bonding strength is obviously stronger than the conditions where conventional oxidation agents such as IO or oxidation/coordination agents such as Fe are used as the curing agent. Furthermore, the AESO--DHA can be used as an underwater adhesive, and an appreciable bonding strength up to 0.64 MPa was observed, which is superior than most of currently known commercialized glues. Given that the adhesive could be synthesized from low-cost renewable resources in one step, it might be a potential candidate for large-scale practical application.
基于可再生资源的功能材料的发展在当今资源短缺的情况下具有重要意义。在这里,我们提出了一种有效的方法,通过与价格实惠的 3,4-二羟基苯甲酸(DHA)的一步酯化反应,从可再生且市售的分子量约为 1200 Da 的烯丙基环氧化大豆油(AESO)合成一种受贻贝启发的胶粘剂。通过利用这种小分子胶粘剂中的双键和儿茶酚部分,通过 UV 照射可以实现短的固化时间。在玻璃基板上仅约 10 分钟的固化时间下,观察到约 1.4 MPa 的平均粘结强度,在环境条件下 2 小时的固化时间下达到 3.1 MPa(平均 2.8 MPa)。固化时间更短,粘结强度明显强于使用常规氧化剂如 IO 或氧化/配位剂如 Fe 作为固化剂的条件。此外,AESO-DHA 可用作水下胶粘剂,观察到高达 0.64 MPa 的可观粘结强度,优于大多数目前已知的商业化胶水。鉴于该胶粘剂可以一步从低成本可再生资源合成,它可能是大规模实际应用的潜在候选者。