Syntheses of new amino-functionalized methacrylates and their use in free radical polymerizations
Syntheses of new amino-functionalized methacrylates and their use in free radical polymerizations
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DOI：
10.1002/app.1230
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发表时间：
2001-05-31
影响因子：
3
通讯作者：
German, AL
中科院分区：
文献类型：
--
作者：
Geurts, JM;Göttgens, CM;German, AL
为了用于乳液和溶液共聚合，已经合成了一系列新颖的氨基官能甲基丙烯酸酯，其中大多数在以前的文献中很少或从未描述过。在本研究中，将描述单体甲基丙烯酸氨乙基酯、3-氨基-1-丙基酯、5-氨基-1-戊基酯、6-氨基-1-己基酯和11-氨基-1-十一烷基酯的盐酸盐和/或甲苯磺酸盐的制备，沿着表征参数水溶性、pK（a）和化学稳定性。这些单体的均聚物已经制备和表征。结果表明，在中和单体甲基丙烯酸氨基乙基酯和3-氨基-1-丙基酯后发生酰基迁移。在单体甲基丙烯酸5-氨基-1-戊酯中不发生这种迁移，这使得可以合成中和的单体，尽管在中和后发生迈克尔加成，导致有限的寿命。在乳液中进行共聚。当在受控条件下使用时，单体甲基丙烯酸氨基戊酯尤其被证明适用于乳液共聚。(C)John Wiley & Sons，Inc.
For use in emulsion and solution copolymerization a series of novel amino-functional methacrylates has been synthesized, most of which have seldom, or never, been described in the literature before. In this investigation, the preparation of the hydrochloric and/or tosylate salt of the monomers aminoethyl, 3-amino-1-propyl, 5-amino-1-pentyl, 6-amino-1-hexyl and 11-amino-1-undecyl methacrylate will be described, along with the characterization of the parameters water solubility, pK(a) and chemical stability. The homopolymers of these monomers have been prepared and characterized. Results show the occurrence of an acyl migration upon neutralization of the monomers aminoethyl- and 3-amino-1-propyl methacrylate. This migration does not occur in the monomer 5-amino-1-pentyl methacrylate, which makes it possible to synthesize the neutralized monomer although, after neutralization, a Michael addition occurs, resulting in a limited lifetime. Copolymerizations have been performed in emulsion. The monomer aminopentyl methacrylate especially proved to be suitable for emulsion copolymerizations when used under controlled conditions. (C) 2001 John Wiley & Sons, Inc.