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7-(甲基丙烯酰氧基)-2-氧代庚基膦酸的合成、均聚动力学及其与甲基丙烯酸甲酯的共聚反应

Synthesis and homopolymerization kinetics of 7-(methacroyloxy)-2-oxo-heptylphosphonic acid and its copolymerization with methyl methacrylate.

作者信息

Chmela Štefan, Fiedlerová Agnesa, Liptaj Tibor, Catel Yohann, Moszner Norbert

机构信息

Polymer Institute, Slovak Academy of Sciences, Bratislava, Slovak Republic.

Central laboratories, Faculty of Chemical and Food Technology, Slovak University of Technology, Bratislava, Slovak Republic.

出版信息

Des Monomers Polym. 2019 Mar 8;22(1):79-90. doi: 10.1080/15685551.2019.1582216. eCollection 2019.

DOI:10.1080/15685551.2019.1582216
PMID:30890902
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6419686/
Abstract

The synthesis of polymerizable 7-(methacroyloxy)-2-oxo-heptylphosphonic acid M1 destined for self-etch adhesives is described. M1 is characterized by H, C and P-NMR spectroscopy. Its homopolymerization and copolymerization reactivity in the solvents methanol and dioxane between 45 and 70°C in the presence of azobisisobutyronitrile (AIBN) are examined. Polymerization proceeds readily through a thermal free radical initiation. The intensity exponents for the monomer and initiator are only slightly over 1 and approximately 0.5, respectively. This is in accordance with the results typically observed for an ideal free radical polymerization with termination mainly by disproportionation, which is typical for methyl methacrylate (MMA) homopolymerization. The kinetics of copolymerization with MMA are monitored by online H-NMR spectroscopy. Two copolymerization reactions for each pair of co-monomers are sufficient to evaluate the copolymerization parameters using the Jaacks method, the Fineman-Ross method and the nonlinear least-squares method. All three methods give similar results for particular monomer M1/MMA couple.

摘要

本文描述了用于自酸蚀粘结剂的可聚合7-(甲基丙烯酰氧基)-2-氧代庚基膦酸M1的合成。通过氢、碳和磷核磁共振光谱对M1进行了表征。研究了在45至70°C下，在偶氮二异丁腈（AIBN）存在下，M1在甲醇和二氧六环溶剂中的均聚和共聚反应活性。聚合反应通过热自由基引发容易进行。单体和引发剂的强度指数分别仅略高于1和约0.5。这与典型的以歧化终止为主的理想自由基聚合结果一致，这是甲基丙烯酸甲酯（MMA）均聚的典型特征。通过在线氢核磁共振光谱监测与MMA的共聚动力学。对于每对共聚单体，两次共聚反应足以使用雅克方法、芬曼-罗斯方法和非线性最小二乘法评估共聚参数。对于特定的单体M1/MMA组合，所有三种方法都给出了相似的结果。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c057/6419686/8988b507c035/TDMP_A_1582216_F0011_B.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c057/6419686/8988b507c035/TDMP_A_1582216_F0011_B.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c057/6419686/f7f85c18ef0b/TDMP_A_1582216_SCH0001_B.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c057/6419686/b5122136ec74/TDMP_A_1582216_SCH0002_B.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c057/6419686/51c789ac32e3/TDMP_A_1582216_F0001_OC.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c057/6419686/499f89b8967b/TDMP_A_1582216_F0002_B.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c057/6419686/f1712aa2f6c7/TDMP_A_1582216_F0003_B.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c057/6419686/8988b507c035/TDMP_A_1582216_F0011_B.jpg

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