文献类型：期刊文献

英文题名：A tetraphenylethylene-functionalized benzoxazine and copper(II) acetylacetonate form a high-performance polybenzoxazine

作者：Zhang, Xian[1];Mohamed, Mohamed Gamal[2,3];Xin, Zhong[1];Kuo, Shiao-Wei[2,4]

机构：[1]East China Univ Sci & Technol, Dept Prod Engn, Shanghai Key Lab Multiphase Mat Chem Engn, Shanghai 200237, Peoples R China;[2]Natl Sun Yat Sen Univ, Ctr Crystal Res, Dept Mat & Optoelect Sci, Kaohsiung, Taiwan;[3]Assiut Univ, Fac Sci, Chem Dept, Assiut 71516, Egypt;[4]Kaohsiung Med Univ, Dept Med & Appl Chem, Kaohsiung 807, Taiwan

年份：2020

卷号：201

外文期刊名：POLYMER

收录：;EI(收录号：20202308790153);WOS:【SCI-EXPANDED(收录号:WOS:000541266600003)】；

基金：This study was supported financially by the Ministry of Science and Technology, Taiwan, under contracts MOST 106-2221-E-110- 067-MY3, 108-2638-E-002-003-MY2, and 108-2221-E-110-014-MY3.

语种：英文

外文关键词：Benzoxazine; Ring-opening polymerization; Low surface free energy

摘要：In this study, we synthesized TPE-BZ, a new tetraphenylethylene (TPE)-functionalized benzoxazine (BZ) monomer (1,1,2,2-tetrakis(3-phenyl-3,4-dihydro-2H-benzo[e] [1,3]oxazin-6-yl)ethane), through reduction of the Schiff base formed from TPE-4OH-CHO (1,1,2,2-tetra(3-formyl-4-hydroxyphenyl)ethylene) and aniline and subsequent reaction with paraformaldehyde. Fourier transform infrared (FTIR) spectroscopy, nuclear magnetic resonance spectroscopy, and mass spectrometry confirmed the structure of the TPE-BZ monomer. We used differential scanning calorimetry (DSC), FTIR spectroscopy, and thermogravimetric analysis (TGA) to investigate the thermal ring opening polymerization (ROP) and thermal stability of the TPE-BZ monomer after thermal treatment at various temperatures (from mom temperature to 250 degrees C). The TGA profiles revealed that thermal treatment at 250 degrees C under a N-2 atmosphere gave a poly(TPE-BZ) that possessed excellent thermal stability and a high char yield (435 degrees C, 64.3 wt%). Furthermore, water contact angle measurements of the poly(TPE-BZ) obtained at 210 degrees C for 2 h indicated a relatively low surface free energy (18.6 mJ m(-2)), presumably because of strong intramolecular hydrogen bonding between the phenolic OH groups and the N-Mannich bridge in the polybenzoxazine matrix. We also employed DSC, FTIR spectroscopy, and TGA to examine the specific interactions in TPE-BZ/Cu(acac)(2) complexes. DSC analysis revealed that blending the TPE-BZ monomer with various weight ratios of Cu(acac)(2) lowered the thermal curing temperature of TPE-BZ from 250 to 239 degrees C, accompanied by a lower curing temperature at 189 degrees C. Using the Kissinger method, the activation energy of the TPE-BZ/Cu(acac)(2) complex (127 kJ mol(-)(1)) was lower than that of the TPE-BZ monomer (141 kJ mol(-1)), suggesting that Cu(acac)(2) functioned as a catalyst that initiated ROP of the oxazine units, while providing a product that retained high thermal stability.