Synthesis of the H-phosphonate dibenzo[d,f][1,3,2]dioxaphosphepine 6-oxide and the phospha-Michael addition to unsaturated compounds

被引:15
作者
Lenz, Johannes [1 ,2 ]
Pospiech, Doris [1 ]
Komber, Hartmut [1 ]
Paven, Maxime [3 ]
Albach, Rolf [3 ]
Mentizi, Stamo [3 ]
Langstein, Gerhard [3 ]
Voit, Brigitte [1 ,2 ]
机构
[1] Leibniz Inst Polymerforsch Dresden eV, Hohe Str 6, D-01069 Dresden, Germany
[2] Tech Univ Dresden, Organ Chem Polymers, D-01069 Dresden, Germany
[3] Covestro Deutschland AG, D-51365 Leverkusen, Germany
关键词
Alkene; 2,2&PRIME-Biphenol; Phosphonate; Phospha-Michael addition; THERMAL-STABILITY; FLAME; RESINS;
D O I
10.1016/j.tet.2019.01.045
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A series of phosphonate-containing compounds based on dibenzo[d,f][1,3,2]clioxaphosphepine 6-oxide (BPPO) is presented. BPPO is synthesized by a three-component condensation and is added to activated alkenes with systematically varied structure via phospha-Michael addition. Acrylates, alpha,beta-unsaturated carboxylic acid diesters and benzoquinone are used as activated alkenes. The new compounds are characterized by H-1, C-13 and P-31 NMR spectroscopy. The as-prepared phosphonates are envisioned to have flame retardant properties. (C) 2019 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1306 / 1310
页数:5
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