Iodonium Borate Initiators for Cationic Photopolymerization and Their Application in Radical-Induced Cationic Frontal Polymerization

被引:7
作者
Taschner, Roland [1 ]
Liska, Robert [1 ]
Knaack, Patrick [1 ]
机构
[1] TU Wien, Inst Appl Synthet Chem, A-1060 Vienna, Austria
关键词
frontal polymerization; cationic photopolymerization; iodonium borate; RICFP; TPED; BADGE; DIARYLIODONIUM SALTS; ION BATTERIES; REACTIVITY; ANIONS; ELECTROLYTES; MONOMERS; LIQUIDS;
D O I
10.1021/acsapm.2c01465
中图分类号
T [工业技术];
学科分类号
08 ;
摘要
Iodonium antimonates and borates are well established initiators in the field of cationic photopolymerization and preferred substances for radical-induced cationic frontal polymerization (RICFP). Extensive research in the fields of ionic liquids and lithium ion battery electrolytes made many superacids based on the borate anions available. Cyanide-ligated borane B2 has lower molecular weight compared to state-of-the-art borates and is less expensive to synthesize from commercial starting materials. By comparing reactivity in the epoxy-based monomer bisphenol-A-diglycidylether, B2 outperforms all commercial systems in a broad range of temperatures with excellent epoxy group conversions of up to 95%. Besides its good performance as a cationic initiator, B2 is also capable of thermally and photochemically induced RICFP. Exceptional are transparent B2 specimens in contrast to the tested commercial systems, which are black. High reactivity, good frontal parameters, easy synthetic access, and sufficient pot life of formulations make cyanide-ligated iodonium borates a compelling alternative to current state-of-the-art initiators.
引用
收藏
页码:7878 / 7890
页数:13
相关论文
共 46 条
[31]   Noncoordinating anions - Fact or fiction? A survey of likely candidates [J].
Krossing, I ;
Raabe, I .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (16) :2066-2090
[32]   New weakly coordinating counter anions for high activity polymerisation catalysts:: [(C6F5)3B-CN-B(C6F5)3]- and [Ni{CNB(C6F5)3}4]2- [J].
Lancaster, SJ ;
Walker, DA ;
Thornton-Pett, M ;
Bochmann, M .
CHEMICAL COMMUNICATIONS, 1999, (16) :1533-1534
[33]   One-dimensional manganese borate hydroxide nanorods and the corresponding manganese oxyborate nanorods as promising anodes for lithium ion batteries [J].
Li, Aihua ;
Xu, Liqiang ;
Li, Shouli ;
He, Yanyan ;
Zhang, Ranran ;
Zhai, Yanjun .
NANO RESEARCH, 2015, 8 (02) :554-565
[34]  
Lischka U., 1999, DE19829030 C1, Patent No. 19829030
[35]  
Menczel J.D., 2014, Thermal analysis of polymers: fundamentals and applications
[36]   A systematic study of temperature-dependent cationic photopolymerization of cyclic esters [J].
Mete, Yazgan ;
Knaack, Patrick ;
Liska, Robert .
POLYMER INTERNATIONAL, 2022, 71 (07) :797-803
[37]   Copper(II)bis((trifluoromethyl)sulfonyl)amide. A novel Lewis acid catalyst in Diels-Alder reactions of cyclopentadiene with methyl vinyl ketone [J].
Nie, J ;
Kobayashi, H ;
Sonoda, T .
CATALYSIS TODAY, 1997, 36 (01) :81-84
[38]   An iron oxyborate Fe3BO5 material as a high-performance anode for lithium-ion and sodium-ion batteries [J].
Ping, Qiushi ;
Xu, Beibei ;
Ma, Xiao ;
Tian, Jianliya ;
Wang, Baofeng .
DALTON TRANSACTIONS, 2019, 48 (17) :5741-5748
[39]   TRAVELING FRONTS OF METHACRYLIC-ACID POLYMERIZATION [J].
POJMAN, JA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (16) :6284-6286
[40]   Taming the Cationic Beast: Novel Developments in the Synthesis and Application of Weakly Coordinating Anions [J].
Riddlestone, Ian M. ;
Kraft, Anne ;
Schaefer, Julia ;
Krossing, Ingo .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2018, 57 (43) :13982-14024