材料科学
聚氨酯
环氧氯丙烷
玻璃化转变
聚合物
热固性聚合物
极限抗拉强度
化学工程
氢键
基质(水族馆)
热塑性聚氨酯
复合材料
分子
高分子化学
弹性体
有机化学
化学
地质学
工程类
海洋学
作者
Chuanjie Cheng,Jin Li,Fanghong Yang,Yupeng Li,HU Zhong-yu,Jinglan Wang
标识
DOI:10.1007/s10965-018-1460-3
摘要
A novel small molecule 1,3-bis(eugenyl) glycerol diether is synthesized from renewable eugenol and epichlorohydrin in 60% total yield, and its structure is confirmed by 1H–NMR spectrum. Then, this small molecule is utilized to prepare oligomer, linear polymer and the corresponding crosslinked polymer (denoted as P
2
) by using thiol-ene and thiol-oxidation reactions. The polymer P
2
can form brown film on a glass substrate and can be easily put off from the substrate. Mechanical properties of P
2
show that tensile strength value is about 6 MPa, with elongation at break of around 300%. Glass transition temperature (Tg) of P
2
is −2.76 °C, meaning that P
2
is at rubber state. There are hydroxyl groups in the prepared linear polymer, which further reacts with 1,6-hexanediisocyanate (HDI) to form polyurethane P
4
with crosslinked structures. Compared with P
2
, the polyurethane P
4
forms yellow film on a glass substrate. But the film of P
4
is not so flexible as that of P
2
, presumably because of relatively higher Tg (5.85 °C) of P
4
than P
2
. Due to the existence of dynamic disulfide bonds as well as hydrogen bonds in both P
2
and P
4
, these thermoset resins show repeatable self-healing behavior stimulated by UV irradiation. Furthermore, the polyurethane P
4
exhibits ultrahigh temperature resistance performance, with Td5 = 375 °C and Td10 = 1000 °C according to TGA curve. This work is expected to expand research and potential applications of the renewable resource eugenol in preparation of smart materials.
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