Department of Chemical Organic Technology and Polymeric Materials, Faculty of Chemical Technology and Engineering, West Pomeranian University of Technology in Szczecin, Piastów Ave. 42, 71-065 Szczecin, Poland.
Department of Materials Technology, Faculty of Mechanical Engineering and Mechatronics, West Pomeranian University of Technology in Szczecin, Piastów 19 Avenue, 70-310 Szczecin, Poland.
Int J Mol Sci. 2022 Dec 9;23(24):15592. doi: 10.3390/ijms232415592.
A series of difunctional epoxy methacrylate resins (EAs) containing at least one epoxy and at least one methacrylate group were synthesized by means of an addition reaction between epoxy-terminated diglycidyl ethers and methacrylic acid. In order to investigate the impact of polymer architecture on the course of addition reactions and further coating properties, several different types of diglycidyl ethers, i.e., linear, containing aliphatic or aromatic rings, with a short or polymeric backbone, were employed in the synthesis. The carboxyl-epoxide addition esterification reactions have been found to, in a relatively straightforward manner, control the extent of acrylation depending on the substrate feed ratio and reaction time. The structure of obtained pre-polymers was evaluated by FT-IR and NMR methods. At the same time, the extent of addition reactions was validated via quantitative analysis, including non-volatile matter content (NV), acid value (PAVs), and epoxy equivalent value (EE) analysis. The modification was carried out in a manner likely to create a compound with one epoxy and one carbon-carbon pendant group. Hence, due to the presence of both functionalities, it is possible to crosslink compositions based on synthesized EAs via two distinct mechanisms: (i) cationic polymerization or (ii) free-radical polymerization. Synthesized epoxy methacrylate pre-polymers were further employed for use in formulate photocurable coating compositions by the cationic or radical process. Furthermore, the photopolymerization behavior and properties of cured coatings were explored regarding some structural factors and parameters. The investigated polymeric materials cure in a short time to obtain coatings with good properties, which is why they can be successfully used to produce protective and decorative coatings for many industries.
一系列含有至少一个环氧基和至少一个甲基丙烯酰氧基的双官能环氧甲基丙烯酸酯树脂（EAs）是通过环氧封端的二缩水甘油醚与甲基丙烯酸之间的加成反应合成的。为了研究聚合物结构对加成反应过程和进一步的涂层性能的影响，我们在合成中使用了几种不同类型的二缩水甘油醚，即线性的、含有脂肪族或芳香族环的、短链的或聚合物主链的。已经发现，羧基-环氧加成酯化反应可以通过底物进料比和反应时间来控制丙烯酰化的程度，这是一种相对直接的方式。通过傅里叶变换红外光谱（FT-IR）和核磁共振（NMR）方法评估了所得预聚物的结构。同时，通过定量分析（包括不挥发物含量（NV）、酸值（PAVs）和环氧当量值（EE）分析）验证了加成反应的程度。该修饰是以可能产生具有一个环氧基和一个碳-碳侧基的化合物的方式进行的。因此，由于存在两种官能团，可以通过两种不同的机制交联基于合成的 EAs 的组合物：（i）阳离子聚合或（ii）自由基聚合。合成的环氧甲基丙烯酸酯预聚物进一步通过阳离子或自由基工艺用于配制光固化涂层组合物。此外，还研究了一些结构因素和参数对固化涂层的光聚合行为和性能的影响。所研究的聚合材料在短时间内固化，以获得具有良好性能的涂层，这就是为什么它们可以成功地用于生产许多行业的保护性和装饰性涂层。
