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Synthesis and Characterization fo Phosphorus-Contaiing Methacrylate-Based Difunctional Crosslinkers and Their Use In UV-Curable Resin Systems

机译:含磷的甲基丙烯酸酯基双官能交联剂的合成,表征及其在紫外光固化树脂体系中的应用

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摘要

Two new phosphorus-containing methacrylate-based difunctional crosslinking agents [bis(4-(2-methacryloyloxy)ethyl carboxyl)phenyl phosphine oxide (BEPPPO) and bis(4-(2-methacryloyloxy)ethylcarbonylaminophenyl)phenyl phosphine oxide (BUPPPO)], which an be good candidates for UV-curable coating applications, were synthesized by reacting either a phosphorus-containing diisocyanate [bis(4-isocyanatophenyl)phenyl phosphine oxide] or a phosphorus-containing diacid chloride [bis(4-chloroformylphenyl)phenyl phosphine oxide] with hydroxyethyl methacrylate. The structures of the monomers thus obtained were characterized by FTIR, mass, and ~H-NMR spectroscopies. The contents of the new crosslinking agents in the UV-cured polymeric films were varied between 10 and 30% by weight. Mechanical, physical, and thermal characterizations of the UV-cured films were investigated. An increase in crosslinking agent content caused an increse in mechanical properties. Films containing BUPPPO had higher tensile strength values compared to the films containing BEPPPO. Themograimetric analysis of phosphorus-containing crosslinking agents revealed that incorporating phosphorus into the structure resulted in a high char yield up to 24.5% at 600 deg C. Water absorption values of UV-cured films were also affected by the amount and type of crosslinking agent.
机译:两种新的含磷的基于甲基丙烯酸酯的双官能交联剂[双(4-(2-甲基丙烯酰氧基)乙基羧基)苯基膦氧化物(BEPPPO)和双(4-(2-甲基丙烯酰氧基)乙基羰基氨基苯基)苯基膦氧化物(BUPPPO)],通过使含磷的二异氰酸酯[双(4-异氰酸根合苯基)苯基膦氧化物]或含磷的二酰氯[双(4-氯甲酰基苯基)苯基膦氧化物]反应合成了适合用作紫外线固化涂料的候选材料用甲基丙烯酸羟乙酯。由此获得的单体的结构通过FTIR,质谱和〜H-NMR光谱学表征。 UV固化的聚合物膜中新交联剂的含量在10至30重量%之间变化。研究了紫外线固化膜的机械,物理和热特性。交联剂含量的增加引起机械性能的提高。与含有BEPPPO的薄膜相比,含有BUPPPO的薄膜具有更高的拉伸强度值。含磷交联剂的热分析表明,将磷掺入结构中可导致在600摄氏度时高达24.5%的高炭含量。UV固化膜的吸水率值也受交联剂的量和类型的影响。

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