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首页> 外文期刊>RSC Advances >Novel photolabile crosslinkers based on O-acyloxime moiety
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Novel photolabile crosslinkers based on O-acyloxime moiety

机译：基于O-酰基肟肟部分的新型光不稳定交联剂

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Controlled decrosslinking is an attractive technique in the fields of functional materials and polymer recycling. Photo-triggered decrosslinking is especially advantageous for easy remote activation and spatiotemporal control. However, only a few photolabile units have been used for the cleavage in crosslinkers. Herein, 1,4-diacetylbenzene 1,4-bis(O-methacryloyl) dioxime and 1,3,5-triacetylbenzene 1,3,5-tris(O-methacryloyl)trioxime are proposed as novel crosslinkers. They have a benzene ring bearing two or three arms in which O-acyloxime moiety is introduced as a novel type of photolabile unit. These crosslinkers were prepared from aromatic ketones in two steps. Photopolymerization of methyl acrylate and the crosslinkers was performed using diphenyl(2,4,6-trimethylbenzoyl) phosphine oxide as a photoinitiator and UV light above 310 nm. Obtained polymer films were crosslinked and insoluble in tetrahydrofuran (THF). These films were further irradiated at 254 nm of light. The photolysis of O-acyloxime units in these crosslinkers were confirmed by UV and IR spectral measurements. The precedence of decrosslinking on 254 nm irradiation was evidenced by the decrease in thickness of the films after soaking in THF. Soluble fraction of the decrosslinked polymers were subjected to size exclusion chromatography, and their molecular weights were found to be similar to that obtained by photopolymerized film in the absence of the crosslinker. These results demonstrated that the proposed compounds are potential candidates for novel photolabile crosslinkers.
机译：在功能材料和聚合物回收领域，受控的去交联是一种有吸引力的技术。光触发的去交联对于容易的远程激活和时空控制特别有利。但是，只有很少的光不稳定单元用于交联剂的裂解。在本文中，提出了1,4-二乙酰苯1,4-双（O-甲基丙烯酰基）二肟和1,3,5-三乙酰苯1,3,5-三（O-甲基丙烯酰基）三肟作为新型交联剂。它们具有带有两个或三个臂的苯环，其中O-酰基肟基部分被引入作为一种新型的光不稳定单元。这些交联剂由芳族酮分两步制备。丙烯酸甲酯和交联剂的光聚合反应使用二苯基（2,4,6-三甲基苯甲酰基）氧化膦作为光引发剂，并在310 nm以上的紫外线下进行。所获得的聚合物膜被交联并且不溶于四氢呋喃（THF）。这些膜进一步在254nm的光下照射。通过UV和IR光谱测量证实了这些交联剂中的O-酰基肟肟单元的光解。在254 nm辐照下发生去交联的先例是通过在THF中浸泡后薄膜厚度的减少证明的。将去交联的聚合物的可溶级分进行尺寸排阻色谱法，发现它们的分子量类似于在不存在交联剂的情况下通过光致聚合膜获得的分子量。这些结果表明，提出的化合物是新型光不稳定交联剂的潜在候选者。

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