Ru-Complex-Catalyzed Synthesis of Telechelic Oligobenzimidazoles and Their Chemical Properties, Reactivity, and Structures
Ru-Complex-Catalyzed Synthesis of Telechelic Oligobenzimidazoles and Their Chemical Properties, Reactivity, and Structures
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Ru配合物催化遥爪低聚苯并咪唑的合成及其化学性质、反应活性和结构
DOI：
10.1021/acs.macromol.7b02187
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发表时间：
2018
期刊：
影响因子：
5.5
通讯作者：
K. Imoto
中科院分区：
文献类型：
--
作者：
I. Yamaguchi;K. Imoto
在RuCl 2（PPh 3）3催化下，3，3 ′-二氨基联苯胺（DAB）与1，4-苯二甲醇（BDM）反应，生成了两端带有羟基的苯并咪唑齐聚物（OBI）. OBI的齐聚度（DO）取决于单体进料比和反应温度。OBI与CH 3（CH 2）mI（m= 0、3、5、7和9）在KOH辅助下的反应引起N-和O-烷基化，产生烷基化OBI-（CH 2）mCH 3。紫外-可见光谱表明，OBI-CH 3与7，7，8，8-四氰基醌二甲烷（TCNQ）形成了1：2的电荷转移络合物。OBI-CH 3光致发光强度随TCNQ加入量的增加而降低。通过Stern-Volmer分析研究了其猝灭行为。OBI和OBI-Rs被电化学氧化和还原。粉末X射线衍射图表明，OBI-Rs在固态下自组装成有序结构。
The reaction of 3,3′-diaminobenzidine (DAB) with 1,4-benzenedimethanol (BDM) in the presence of a RuCl2(PPh3)3catalyst yielded oligobenzimidazoles (OBIs) with OH groups at both ends. The degrees of oligomerization (DO) of the OBIs depended on the monomer feed ratio and reaction temperature. The reaction of the OBIs with CH3(CH2)mI (m= 0, 3, 5, 7, and 9) assisted by KOH caused both N- and O-alkylation, yielding alkylated OBI-(CH2)mCH3. The UV–vis measurements suggest that OBI-CH3forms a 1:2 charge transfer complex with 7,7,8,8-tetracyanoquinodimethane (TCNQ). The intensity of OBI-CH3photoluminescence decreased depending on the amount of TCNQ added to the solution. The quenching behavior was investigated by Stern–Volmer analysis. The OBIs and OBI-Rs were electrochemically oxidized and reduced. The powder X-ray diffraction patterns suggest that the OBI-Rs self-assemble into ordered structures in the solid state.