TY - JOUR
T1 - Production of 100% bio-based semi-aromatic nylon by aerobic oxidation of 5-hydroxymethylfurfural to 2,5-furandicarboxylic acid with bio aliphatic diamine
AU - Shen, Tao
AU - Zhang, Bo
AU - Wang, Yingying
AU - Yang, Pengpeng
AU - Li, Ming
AU - Hu, Ruijia
AU - Guo, Kai
AU - Chen, Kequan
AU - Zhu, Ning
AU - Wang, Liang
AU - Zhu, Chenjie
AU - Ying, Hanjie
N1 - Publisher Copyright:
© 2022 Elsevier B.V.
PY - 2022/6/1
Y1 - 2022/6/1
N2 - The development of sustainable polymers from biomass-based feedstocks has become a hot topic in both academia and industry. In this study, aerobic oxidation of 5-hydroxymethylfurfural into 2,5-furandicarboxylic acid (FDCA) catalyzed by fluorous silica gel-supported perfluoro-tagged gold nanoparticles was first reported. With the aid of this highly active catalyst, a maximum HMF conversion of 100% with 91% FDCA selectivity was achieved, and the catalyst could be used 3 times without significant loss of activity. The nylon salts 5F (1,5-pentylenediamine-FDCA) and 10F (1,10-decylenediamine-FDCA) were then prepared through crystallization, and their single crystal structures were first determined by single X-ray diffraction. Finally, 100% bio-based semi-aromatic nylon 5F and 10F were obtained by the melt polymerization of the nylon 5F and 10F salt, and their structural and thermodynamic properties have been systematically investigated. The results showed these transparent bio-based nylon materials have potential application as functional additives, temperature responsive materials or general plastics in conduits and household plastic devices.
AB - The development of sustainable polymers from biomass-based feedstocks has become a hot topic in both academia and industry. In this study, aerobic oxidation of 5-hydroxymethylfurfural into 2,5-furandicarboxylic acid (FDCA) catalyzed by fluorous silica gel-supported perfluoro-tagged gold nanoparticles was first reported. With the aid of this highly active catalyst, a maximum HMF conversion of 100% with 91% FDCA selectivity was achieved, and the catalyst could be used 3 times without significant loss of activity. The nylon salts 5F (1,5-pentylenediamine-FDCA) and 10F (1,10-decylenediamine-FDCA) were then prepared through crystallization, and their single crystal structures were first determined by single X-ray diffraction. Finally, 100% bio-based semi-aromatic nylon 5F and 10F were obtained by the melt polymerization of the nylon 5F and 10F salt, and their structural and thermodynamic properties have been systematically investigated. The results showed these transparent bio-based nylon materials have potential application as functional additives, temperature responsive materials or general plastics in conduits and household plastic devices.
KW - 2,5-furandicarboxylic acid
KW - 5-hydroxymethylfurfural
KW - Bio-based nylon 5F and 10F
KW - Heterogeneous catalysis
KW - Polymerization
UR - http://www.scopus.com/inward/record.url?scp=85125481198&partnerID=8YFLogxK
U2 - 10.1016/j.cej.2022.135361
DO - 10.1016/j.cej.2022.135361
M3 - 文章
AN - SCOPUS:85125481198
SN - 1385-8947
VL - 437
JO - Chemical Engineering Journal
JF - Chemical Engineering Journal
M1 - 135361
ER -