Development of a Borane-(Meth)acrylate Photo-Click Reaction

被引:12
作者
Aubry, Berengere [1 ,2 ]
Canterel, Remi [3 ,4 ]
Lansalot, Muriel [4 ]
Bourgeat-Lami, Elodie [4 ]
Airoudj, Aissam [1 ,2 ]
Graff, Bernadette [1 ,2 ]
Dietlin, Celine [1 ,2 ]
Morlet-Savary, Fabrice [1 ,2 ]
Blahut, Jan [5 ]
Benda, Ladislav [5 ]
Pintacuda, Guido [5 ]
Lacote, Emmanuel [3 ]
Lalevee, Jacques [1 ,2 ]
机构
[1] Univ Haute Alsace, CNRS, IS2M UMR 7361, F-68100 Mulhouse, France
[2] Univ Strasbourg, Strasbourg, France
[3] Univ Claude Bernard Lyon 1, Univ Lyon, CNRS, CNES,ArianeGrp,LHCEP, Bat Raulin,2 Rue Victor Grignard, F-69622 Villeurbanne, France
[4] Univ Claude Bernard Lyon 1, Univ Lyon, CPE Lyon, CNRS,C2P2, 43 Bd 11 Novembre 1918, F-69616 Villeurbanne, France
[5] Univ Claude Bernard Lyon 1, Univ Lyon, Ecole Normale Super Lyon, CNRS,CRMN, 5 Rue Doua, F-69100 Villeurbanne, France
关键词
boranes; click chemistry; photochemistry; polymerization; radical reactions; HETEROCYCLIC CARBENE BORANES; THIOL-ACRYLATE; BORYL RADICALS; RATE CONSTANTS; ENE; PHOTOPOLYMERIZATIONS; POLYMER; ELASTOMERS; COMPLEXES; CHEMISTRY;
D O I
10.1002/anie.202103008
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
In the development of 3D printing fuels, there is a need for new photoinitiating systems working under mild conditions and/or leading to polymers with new and/or enhanced properties. In this context, we introduce herein N-heterocyclic carbene-borane complexes as reagents for a new type of photo-click reaction, the borane-(meth)acrylate click reaction. Remarkably, the higher bond number of boranes relative to thiols induced an increase of the network density associated with faster polymerization kinetics. Solid-state NMR evidenced the strong participation of the boron centers on the network properties, while DMA and AFM showed that the materials exhibit improved mechanical properties, as well as reduced solvent swelling.
引用
收藏
页码:17037 / 17044
页数:8
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