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多功能苯并恶嗪具有低聚合温度和多样的聚合物结构。

Multifunctional Benzoxazines Feature Low Polymerization Temperature and Diverse Polymer Structures.

作者信息

Soto Marc, Hiller Matthias, Oschkinat Hartmut, Koschek Katharina

机构信息

Adhesive Bonding Technology and Surfaces, Fraunhofer Institute for Manufacturing Technology and Advanced Materials IFAM, Wiener Strasse 12, Bremen 28359, Germany.

NMR-supported Structural Biology, Leibniz-Institut für Molekulare Pharmakologie, Robert-Rössle-Strasse 10, Berlin 13125, Germany.

出版信息

Polymers (Basel). 2016 Aug 2;8(8):278. doi: 10.3390/polym8080278.

DOI:10.3390/polym8080278
PMID:30974555
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6432505/
Abstract

3,4-dihydro-3-phenyl-2H-1,3-benzoxazines derived from phenol-, resorcinol-, and phloroglucinol give monomers with one, two, and three oxazine units at a single benzene ring, respectively. Aside from the synthesis and characterization of such multifunctional benzoxazines, reactivity and polymerization behavior is studied in dependence of the oxazine functionality. Monomer reactivities are directly related to the number of oxazine functionalities present at the benzene ring yielding the lowest polymerization temperature for the trifunctional phloroglucinol-based benzoxazine. Comparing the polymerization processes and resulting structures, the trifunctional benzoxazine derivative enter new polymerization pathways, which include methylene linkages bridging aniline units, as well as the formation of carbonyl-derived structures.

摘要

由苯酚、间苯二酚和间苯三酚衍生而来的3,4-二氢-3-苯基-2H-1,3-苯并恶嗪分别在单个苯环上生成具有一个、两个和三个恶嗪单元的单体。除了对这类多功能苯并恶嗪进行合成和表征外，还研究了其反应活性和聚合行为与恶嗪官能度的关系。单体反应活性与苯环上存在的恶嗪官能度数量直接相关，基于间苯三酚的三官能度苯并恶嗪的聚合温度最低。比较聚合过程和所得结构，三官能度苯并恶嗪衍生物进入了新的聚合途径，其中包括桥接苯胺单元的亚甲基键以及羰基衍生结构的形成。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4da8/6432505/d87e0d6928bf/polymers-08-00278-sch005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4da8/6432505/58244ed46453/polymers-08-00278-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4da8/6432505/083d9eeefc90/polymers-08-00278-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4da8/6432505/0545e730be08/polymers-08-00278-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4da8/6432505/a6056c35d04c/polymers-08-00278-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4da8/6432505/77283f152b26/polymers-08-00278-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4da8/6432505/7fd0fb462f30/polymers-08-00278-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4da8/6432505/29494e3b6622/polymers-08-00278-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4da8/6432505/53a04f032fe9/polymers-08-00278-sch004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4da8/6432505/4d1a56be4646/polymers-08-00278-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4da8/6432505/d87e0d6928bf/polymers-08-00278-sch005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4da8/6432505/58244ed46453/polymers-08-00278-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4da8/6432505/083d9eeefc90/polymers-08-00278-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4da8/6432505/0545e730be08/polymers-08-00278-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4da8/6432505/a6056c35d04c/polymers-08-00278-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4da8/6432505/77283f152b26/polymers-08-00278-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4da8/6432505/7fd0fb462f30/polymers-08-00278-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4da8/6432505/29494e3b6622/polymers-08-00278-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4da8/6432505/53a04f032fe9/polymers-08-00278-sch004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4da8/6432505/4d1a56be4646/polymers-08-00278-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4da8/6432505/d87e0d6928bf/polymers-08-00278-sch005.jpg

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