Premium
Benzoxazine/Triphenylamine‐Based Dendrimers Prepared through Facile One‐Pot Mannich Condensations
Author(s) -
Lin RueyChorng,
Mohamed Mohamed Gamal,
Kuo ShiaoWei
Publication year - 2017
Publication title -
macromolecular rapid communications
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.348
H-Index - 154
eISSN - 1521-3927
pISSN - 1022-1336
DOI - 10.1002/marc.201700251
Subject(s) - dendrimer , triphenylamine , polymerization , polymer chemistry , bathochromic shift , materials science , branching (polymer chemistry) , chemistry , photochemistry , polymer , organic chemistry , fluorescence , physics , quantum mechanics
A series of thermally polymerizable dendrimers of various generations, equipped with triphenylamine (TPA) and benzoxazine (BZ) groups, is synthesized through facile one‐pot Mannich condensations of N 1 , N 1 ‐bis(4‐aminophenyl)benzene‐1,4‐diamine (TPA–3NH 2 , as the core group), 4‐(bis(4‐aminophenyl)amino)phenol (TPA–2NH 2 –OH, as the AB 2 branching group), and CH 2 O in 1,4‐dioxane. The ratios of the integrated areas in the 1 H nuclear magnetic resonance spectra of these dendrimers are consistent with the theoretical numbers of protons, suggesting their successful syntheses. Bathochromic shifts of signals are evident in the UV–vis and photoluminescence spectra upon increasing the generation of the TPA–BZ dendrimers, consistent with an increase in the effective conjugation length. The TPA–BZ dendrimers are able to undergo thermal polymerization and display unique optical physical properties, resulting in thermoset TPA networks after thermal ring‐opening polymerization.