Effect of structure on the properties of ambient-cured coating films prepared via a Michael addition reaction based on an acetoacetate-modified castor oil prepared by thiol-ene coupling

2019 ◽  
Vol 135 ◽  
pp. 27-33 ◽  
Author(s):  
Hanqi Zuo ◽  
Zhiyuan Cao ◽  
Jinbing Shu ◽  
Dongdong Xu ◽  
Jiang Zhong ◽  
...  
Coatings ◽  
2019 ◽  
Vol 9 (1) ◽  
pp. 37 ◽  
Author(s):  
Tong Wang ◽  
Jianli Wang ◽  
Xianfeng He ◽  
Zhiyuan Cao ◽  
Dongdong Xu ◽  
...  

In this work a novel ambient curable coating was synthesized based on the Michael addition reaction of acetoacetylated castor oil and a multifunctional acrylate. In the research, we used hexamethylene diacrylate as crosslinker to optimize the reaction conditions and found that a ratio of acetoacetylated castor oil to acrylate groups of 1:1.5 and a catalyst (DBU) loading of 2 wt % provided an appropriate curing time. The acetoacetylated castor oil was characterized by 1H NMR and 13C NMR spectroscopy and the obtained coating characterized by FTIR to confirm the functionalization reaction. The tensile strength, cross linking density, and thermal properties of the resulting thermosets were investigated by dynamic mechanical analysis (DMA), differential scanning calorimetry (DSC), and thermogravimetric analysis (TGA). Results demonstrated that the glass transition temperatures, tensile strength, and thermal degradation were significantly improved with higher cross-linking density. Moreover, we prepared films with different multifunctional acrylate cross-linkers and found that with the increase of cross-linking density, the swelling of the film rate decreased. Overall, thermosets made from Michael crosslinking technology provided a highly bio-based coating system.


2019 ◽  
Author(s):  
Nobutaka Fujieda ◽  
Miho Yuasa ◽  
Yosuke Nishikawa ◽  
Genji Kurisu ◽  
Shinobu Itoh ◽  
...  

Cupin superfamily proteins (TM1459) work as a macromolecular ligand framework with a double-stranded beta-barrel structure ligating to a Cu ion through histidine side chains. Variegating the first coordination sphere of TM1459 revealed that H52A and H54A/H58A mutants effectively catalyzed the diastereo- and enantio-selective Michael addition reaction of nitroalkanes to an α,β-unsaturated ketone. Moreover, in silico substrate docking signified C106N and F104W single-point mutations, which inverted the diastereoselectivity of H52A and further improved the stereoselectivity of H54A/H58A, respectively.


Synthesis ◽  
2021 ◽  
Author(s):  
Azim Ziyaei Halimehjani ◽  
Petr Beier ◽  
Maryam Khalili Foumeshi ◽  
Ali Alaei ◽  
Blanka Klepetářová

AbstractThiazolidine-2-thiones were prepared via a novel multicomponent reaction of primary amines (amino acids), carbon disulfide, and γ-bromocrotonates. The reaction proceeds via a domino alkylation/intramolecular Michael addition to provide the corresponding thiazolidine-2-thiones in high to excellent yields. By using diamines in this protocol, bis(thiazolidine-2-thiones) derivatives were synthesized. The synthetic utility of the adducts was demonstrated by hydrolysis, amidation, and oxidation reactions.


2018 ◽  
Vol 16 (48) ◽  
pp. 9461-9471 ◽  
Author(s):  
Jiayong Zhang ◽  
Zhiwei Miao

A sequential [3 + 2] cycloaddition and Michael addition reaction of ynones with benzylidenepyrazolones afforded cyclopentanone-fused spiro-pyrazolones catalyzed by DPPB via dual α′,α′-C(sp3)–H bifunctionalization.


ChemInform ◽  
2011 ◽  
Vol 42 (21) ◽  
pp. no-no
Author(s):  
David Roca-Lopez ◽  
Pedro Merino ◽  
Francisco J. Sayago ◽  
Carlos Cativiela ◽  
Raquel P. Herrera

RSC Advances ◽  
2014 ◽  
Vol 4 (100) ◽  
pp. 57016-57025 ◽  
Author(s):  
Eethamukkala Ubba ◽  
Fazlur-Rahman Nawaz Khan ◽  
Euh Duck Jeong ◽  
Eun Hyuk Chung

Microwave supported, water intervened, nano crystalline TiO2 catalyzed synthesis of 3-(1,5-dioxo-1,5-diphenylpentan-3-yl)quinolin-2(1H)-ones, is described.


2008 ◽  
Vol 39 (1) ◽  
pp. 139-157 ◽  
Author(s):  
Abdolkarim Zare ◽  
Alireza Hasaninejad ◽  
Mohammad Hassan Beyzavi ◽  
Ahmad Reza Moosavi Zare ◽  
Ali Khalafi-Nezhad ◽  
...  

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