Addition Polymerization of 3,3-Disubstituted Cyclopropenes in the Presence of a Palladium Complex Containing an Acyclic Diaminocarbene Ligand

IF 0.6 4区化学 Q4 CHEMISTRY, APPLIED

Russian Journal of Applied Chemistry Pub Date : 2024-08-21 DOI:10.1134/S1070427223120042

E. I. Medentseva, A. P. Khrychikova, E. V. Bermesheva, K. V. Potapov, M. V. Bermeshev

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Abstract

Addition polymerization of 3-methyl-3-phenylcyclopropene and 3,3-di(n-propyl)cyclopropene in the presence of a palladium complex containing an acyclic diaminocarbene ligand was studied. When activated with the organoborate (Na⁺[B(3,5-(CF₃)₂C₆H₃)₄]^–), such complex catalyzes the addition polymerization of substituted cyclopropenes. The polymerization occurs selectively without opening of the cyclopropane ring. The copolymerization of 3,3-di(n-propyl)cyclopropene with a monomer of the norbornene series (5-ethylidene-2-norbornene) was monitored by a decrease in the intensity of the characteristic signals in the ¹H NMR spectra of the corresponding monomers. The substituted cyclopropenes were found to be more active monomers than norbornenes in the addition polymerization. The addition homopolymers of 3-methyl-3-phenylcyclopropene and 3,3-di(n-propyl)cyclopropene were characterized by differential scanning calorimetry, thermogravimetric analysis, and X-ray diffraction.

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含无环二氨基羰基配体的钯络合物作用下 3,3-二取代环丙烯的加成聚合反应

摘要研究了 3-甲基-3-苯基环丙烯和 3,3-二(正丙基)环丙烯在含有无环二氨基羰配体的钯络合物存在下的加成聚合。当被有机硼酸盐（Na+[B(3,5-(CF3)2C6H3)4]-）激活时，这种配合物能催化取代环丙烯的加成聚合。这种聚合反应是有选择性地进行的，不会打开环丙烷环。3,3- 二（正丙基）环丙烯与降冰片烯系列单体（5-亚乙基-2-降冰片烯）的共聚是通过相应单体 1H NMR 光谱中特征信号强度的降低来监测的。研究发现，在加成聚合过程中，取代的环丙烯是比降冰片烯更活跃的单体。差示扫描量热法、热重分析和 X 射线衍射对 3-甲基-3-苯基环丙烯和 3,3-二（正丙基）环丙烯的加成均聚物进行了表征。

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来源期刊

Russian Journal of Applied Chemistry 化学-应用化学

CiteScore

1.60

自引率

11.10%

发文量

审稿时长

2-4 weeks

期刊介绍： Russian Journal of Applied Chemistry (Zhurnal prikladnoi khimii) was founded in 1928. It covers all application problems of modern chemistry, including the structure of inorganic and organic compounds, kinetics and mechanisms of chemical reactions, problems of chemical processes and apparatus, borderline problems of chemistry, and applied research.