Sustainable Synthesis and Characterization of Bisphenol A-Free Polycarbonate from Six-Membered Dicyclic Carbonate.

Sustainable Synthesis and Characterization of Bisphenol A-Free Polycarbonate from Six-Membered Dicyclic Carbonate.
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六元二环碳酸酯无双酚 A 聚碳酸酯的可持续合成和表征。

DOI:
10.1039/c8py00676h
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发表时间:
2018
期刊:
影响因子:
4.6
通讯作者:
Pyo,Sang-Hyun
Pyo,Sang-Hyun
中科院分区:
化学2区
文献类型:
--
作者:
Wang,Pengrui;Park,JiHoon;Sayed,Mahmoud;Chang,Tae-Sun;Moran,Amy;Chen,Shaochen;Pyo,Sang-Hyun

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采用六元双环碳酸酯--二三羟甲基丙烷双环碳酸酯(DTMPC)为原料,通过开环均聚反应合成了一种不含双酚A(2,2-双(4-羟基苯基)丙烷,BPA)的新型聚碳酸酯(PC)。通过使用不含金属的有机基催化剂体系来控制聚合。结果表明,催化剂的碱性对转化率的影响顺序为:1,5,7-三氮杂双环[4.4.0]癸-5-烯(TBD)> 1,8-二氮杂双环[5.4.0]十一碳-7-烯(DBU)> 4-二甲氨基吡啶(DMAP)>三乙胺(TEA)。在130 °C下,用TBD、DBU和DMAP在15 min内使DTMPC的转化率达到99%以上。所得PC作为均聚物显示出高光学透明度和硬度、在有机溶剂中的低溶胀性以及在高达200 °C的温度下的热稳定性。将C_3H_(10)T_1/2细胞直接接种于PC膜表面,获得了较高的细胞存活率和细胞相容性。这意味着PC是生物医学和消费品应用的可行材料,其中安全性是一个重要的考虑因素。
A bisphenol A (2,2-bis(4-hydroxyphenyl)propane, BPA)-free polycarbonate (PC) from a six-membered di-cyclic carbonate, di-trimethylolpropane di-cyclic carbonate (DTMPC), was developed as a new type of PC by ring opening homo-polymerization. The polymerization was controlled by using metal-free organic-based catalyst systems. The results indicated that the conversion rate depends on the basicity of the catalyst in the order of 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD), 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU), 4-dimethylaminopyridine (DMAP), and triethylamine (TEA) from high to low. Over 99% conversion of DTMPC was obtained at 130 °C within 15 min by TBD, DBU and DMAP. The resulting PC as a homo-polymer showed high optical transparency and hardness, low swelling property in organic solvents, and thermal stability at temperatures as high as 200 °C. A high cell viability and cyto-compatibility of C3H 10T1/2 cells seeded directly on the surface of PC films were obtained. This implied that PC is a viable material for biomedical and consumer products applications where safety is an important consideration.
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