Synthesis of an aromatic N-heterocycle derived from biomass and its use as a polymer feedstock

doi:10.1038/s41467-019-10178-0

	Synthesis of an aromatic N-heterocycle derived from biomass and its use as a polymer feedstock
	Qi, Yu 1; Wang, Jinyan 1; Kou, Yan 2; Pang, Hongchang 3; Zhang, Shouhai 1; Li, Nan 1; Liu, Cheng 1; Weng, Zhihuan 1; Jian, Xigao 1
刊名	NATURE COMMUNICATIONS
	2019-05-08
卷号	10 页码:9
ISSN号	2041-1723
DOI	10.1038/s41467-019-10178-0
通讯作者	Weng, Zhihuan(zweng@dlut.edu.cn)
英文摘要	Aromatic N-heterocyclic compounds are very important chemicals, which are currently produced mostly from petroleum. Here we report that a pyridazine-based compound 6-(4-hydroxy-3-methoxyphenyl) pyridazin-3(2H)-one (GSPZ) can be efficiently synthesized by the Friedel-Crafts reaction of guaiacol and succinic anhydride, both of which can be derived from biomass. GSPZ is then treated with bio-based epichlorohydrin to prepare the epoxy resin precursor GSPZ-EP. With 4,4'-diaminodiphenylmethane as curing agent, GSPZ-EP possesses higher glass transition temperature (187 degrees C vs. 173 degrees C) and shows a 140%, 70 and 93% increase in char yield (in N-2), storage modulus (30 degrees C) and Young's modulus, respectively when compared with a standard petroleum-based bisphenol A epoxy resin. Moreover, the cured GSPZ-EP shows good intrinsic flame retardancy properties and is very close to the V-0 rating of UL-94 test. This work opens the door for production of aromatic N-heterocyclic compounds, which can be derived from biomass and employed to construct high performance polymers.
资助项目	National Nature Science Foundation of China[51873027] ; National Nature Science Foundation of China[U1663226] ; National Nature Science Foundation of China[51673033] ; Fundamental Research Funds for the Central Universities[DUT17LK39]
WOS关键词	IMIDAZOLE CATALYSIS ; THERMAL-STABILITY ; CURING KINETICS ; EPOXY ; CHEMICALS ; MECHANISM ; RESIN ; TEREPHTHALATE ; CONVERSION ; ALCOHOLS
WOS研究方向	Science & Technology - Other Topics
语种	英语
出版者	NATURE PUBLISHING GROUP
WOS记录号	WOS:000467371400005
资助机构	National Nature Science Foundation of China ; National Nature Science Foundation of China ; Fundamental Research Funds for the Central Universities ; Fundamental Research Funds for the Central Universities ; National Nature Science Foundation of China ; National Nature Science Foundation of China ; Fundamental Research Funds for the Central Universities ; Fundamental Research Funds for the Central Universities ; National Nature Science Foundation of China ; National Nature Science Foundation of China ; Fundamental Research Funds for the Central Universities ; Fundamental Research Funds for the Central Universities ; National Nature Science Foundation of China ; National Nature Science Foundation of China ; Fundamental Research Funds for the Central Universities ; Fundamental Research Funds for the Central Universities
内容类型	期刊论文
源URL	[http://cas-ir.dicp.ac.cn/handle/321008/165482]
专题	大连化学物理研究所_中国科学院大连化学物理研究所
通讯作者	Weng, Zhihuan
作者单位	1.Dalian Univ Technol, State Key Lab Fine Chem, Liaoning High Performance Resin Engn Res Ctr, Dept Polymer Sci & Engn, Dalian 116024, Peoples R China 2.Chinese Acad Sci, Liaoning Prov Key Lab Thermochem Energy & Mat, Dalian Natl Lab Clean Energy, Thermochem Lab,Dalian Inst Chem Phys, Dalian 116023, Peoples R China 3.Dalian Univ Technol, Sch Chem Engn, Dalian 116024, Peoples R China
推荐引用方式 GB/T 7714	Qi, Yu,Wang, Jinyan,Kou, Yan,et al. Synthesis of an aromatic N-heterocycle derived from biomass and its use as a polymer feedstock[J]. NATURE COMMUNICATIONS,2019,10:9.
APA	Qi, Yu.,Wang, Jinyan.,Kou, Yan.,Pang, Hongchang.,Zhang, Shouhai.,...&Jian, Xigao.(2019).Synthesis of an aromatic N-heterocycle derived from biomass and its use as a polymer feedstock.NATURE COMMUNICATIONS,10,9.
MLA	Qi, Yu,et al."Synthesis of an aromatic N-heterocycle derived from biomass and its use as a polymer feedstock".NATURE COMMUNICATIONS 10(2019):9.