Carbalkoxilation of polyethylene polyamines with dialkyl carbonates

被引：3
作者：
Semenova, A. M. [1 ]
Malenkih, N. A. [1 ,2 ]
Zhilina, E. F. [1 ]
Mekhaev, A., V [1 ]
Pestov, A., V [1 ,2 ]
机构：
[1] Russian Acad Sci, IYa Postovsky Inst Organ Synth, Ural Branch, 22 Ul S Kovalevskoj, Ekaterinburg 620137, Russia
[2] First President Russia B N Yeltsin Ural Fed Univ, 19 Ul Mira, Ekaterinburg 620002, Russia
来源：
RUSSIAN CHEMICAL BULLETIN | 2022年 / 71卷 / 01期
关键词：
polyethylene polyamines; carbalkoxylation; dialkyl carbonates; epoxy hardeners; TRANSESTERIFICATION;
D O I：
10.1007/s11172-022-3388-3
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The reaction of carbalkoxylation of polyethylene polyamines (PEPA) with various dialkyl carbonates, including fluorine-containing ones, was studied in order to obtain new hardeners for epoxy resins containing a carbamate functional group in the side chain. The degree of functionalization of PEPA decreases with an increase in the length of the hydrocarbon radical in the carbonate. The maximum degree of carbalkoxylation was achieved using ethyl (2,2,3,3-tetrafluoropropyl) carbonate. The obtained PEPA O-alkyl carbamates demonstrated catalytic activity in the curing reaction of ED-20 epoxy resin. The highest reactivity was exhibited by O-ethyl carbamate of PEPA. The onset temperature of curing in this case was 55 degrees C with a total degree of carbethoxylation of 12%.
引用
收藏
页码：146 / 151
页数：6
相关论文
共 17 条
[1]   Dimethylcarbonate: a modern green reagent and solvent [J].
Arico, F. ;
Tundo, P. .
RUSSIAN CHEMICAL REVIEWS, 2010, 79 (06) :479-489
[2]  
Bellamy L.J., 1980, INFRARED SPECTRA COM, P177
[3]   Cure Kinetics of Epoxyurethane Compositions with Amine Hardeners of Various Nature [J].
Bratasyuk, N. A. ;
Zuev, V. V. .
RUSSIAN JOURNAL OF APPLIED CHEMISTRY, 2020, 93 (10) :1504-1517
[4]   N-Alkylation of Imidazoles with Dialkyl and Alkylene Carbonates [J].
Gabov, I. S. ;
Khamidullina, L. A. ;
Puzyrev, I. S. ;
Ezhikova, M. A. ;
Kodess, M. I. ;
Pestov, A. V. .
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2020, 56 (12) :2079-2086
[5]   Symmetrical Fluorinated Dialkyl Carbonates as Precursors of Promising Materials [J].
Gorbunova, T. I. ;
Pestov, A. V. ;
Zapevalov, A. Ya. .
RUSSIAN JOURNAL OF APPLIED CHEMISTRY, 2018, 91 (04) :657-662
[6]   Synthesis and application of epoxy resins: A review [J].
Jin, Fan-Long ;
Li, Xiang ;
Park, Soo-Jin .
JOURNAL OF INDUSTRIAL AND ENGINEERING CHEMISTRY, 2015, 29 :1-11
[7]  
Kuznetsova VA., 2012, VSE MAT ENZIKLOPED S, V11, P38
[8]  
Lin-Vien D, 1991, HDB INFRARED RAMAN C
[9]   Modification of adhesive materials based on epoxy oligomers with fluorinated organic compounds [J].
Pestov, A. V. ;
Puzyrev, I. S. ;
Mekhaev, A. V. ;
Gorbunova, T. I. ;
Saloutin, V. I. ;
Smirnov, S. V. ;
Vichuzhanin, D. I. ;
Matafonov, P. P. .
RUSSIAN JOURNAL OF APPLIED CHEMISTRY, 2014, 87 (04) :474-479
[10]   Organofluorine chemistry: promising growth areas and challenges [J].
Politanskaya, Larisa, V ;
Selivanova, Galina A. ;
Panteleeva, Elena, V ;
Tretyakov, Evgeny, V ;
Platonov, Vyacheslav E. ;
Nikul'shin, Pavel, V ;
Vinogradov, Andrey S. ;
Zonov, Yaroslav, V ;
Karpov, Victor M. ;
Mezhenkova, Tatyana, V ;
Vasilyev, Aleksander V. ;
Koldobskii, Andrei B. ;
Shilova, Olga S. ;
Morozova, Sofia M. ;
Burgart, Yanina, V ;
Shchegolkov, Evgeny, V ;
Saloutin, Victor, I ;
Sokolov, Vladimir B. ;
Aksinenko, Aleksey Yu ;
Nenajdenko, Valentine G. ;
Moskalik, Mikhail Yu ;
Astakhova, Vera V. ;
Shainyan, Bagrat A. ;
Tabolin, Andrey A. ;
Ioffe, Sema L. ;
Muzalevskiy, Vasiliy M. ;
Balenkova, Elizaveta S. ;
Shastin, Alexey, V ;
Tyutyunov, Andrey A. ;
Boiko, Vladimir E. ;
Igumnov, Sergei M. ;
Dilman, Alexander D. ;
Adonin, Nicolay Yu ;
Bardin, Vadim V. ;
Masoud, Salekh M. ;
Vorobyeva, Darla V. ;
Osipov, Sergey N. ;
Nosova, Emiliya, V ;
Lipunova, Galina N. ;
Charushin, Valery N. ;
Prima, Darya O. ;
Makarov, Arkady G. ;
Zibarev, Andrey, V ;
Trofimov, Boris A. ;
Sobenina, Lyubov N. ;
Belyaeva, Kseniya, V ;
Sosnovskikh, Vyacheslav Ya ;
Obydennov, Dmitrii L. ;
Usachev, Sergey A. .
RUSSIAN CHEMICAL REVIEWS, 2019, 88 (05) :425-569
12