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Synthesis of vinyl iodide chain-end polymers via organocatalyzed chain-end transformation
Chemical Communications ( IF 4.3 ) Pub Date : 2021-1-14 , DOI: 10.1039/d0cc07987a Jun Jie Chang 1, 2, 3, 4, 5 , Houwen Matthew Pan 1, 2, 3, 4, 5 , Atsushi Goto 1, 2, 3, 4, 5
Chemical Communications ( IF 4.3 ) Pub Date : 2021-1-14 , DOI: 10.1039/d0cc07987a Jun Jie Chang 1, 2, 3, 4, 5 , Houwen Matthew Pan 1, 2, 3, 4, 5 , Atsushi Goto 1, 2, 3, 4, 5
Affiliation
In the presence of alkynes (CHC–R2), iodide chain-end polymers (Polymer–I) were successfully transformed to vinyl iodide chain-end polymers (polymer–CHCR2–I) in a single step via organocatalysis. This reaction is completely metal-free and easy to carry out without using special reagents or special conditions. The polymers encompassing polyacrylates and polymethacrylate, and additional functionalities (e.g., OH and CF3) were also incorporated into the R2 moiety. The obtained Polymer–CHCR2–I further served as a useful precursor for copper-catalyzed cross-coupling reactions with various thiols (R3–SH) to yield vinyl sulfide chain-end polymers (polymer–CHCR2–SR3) with various R3 moieties. Interestingly, under selected conditions, this organocatalysis also offered block-like copolymers containing a conjugated oligo-alkyne segment and a non-conjugated polyacrylate segment. Exploiting the unique structure, the block-like copolymer was used as an efficient dispersant of carbon nanotubes.
中文翻译:
通过有机催化的链端转化合成碘化乙烯链端聚合物
在存在炔烃(CH C–R 2)的情况下,通过有机催化,一步即可将碘化物链端聚合物(Polymer–I)成功转化为乙烯基碘化物链端聚合物(聚合物–CH CR 2 –I)。该反应完全不含金属,无需特殊试剂或特殊条件即可轻松进行。还将包含聚丙烯酸酯和聚甲基丙烯酸酯以及其他官能团(例如OH和CF 3)的聚合物引入R 2部分。所得的Polymer-CH CR 2 -I进一步用作铜催化的与各种硫醇(R 3的交叉偶联反应)的有用前体。-SH)生成具有各种R 3部分的乙烯基硫化物链端聚合物(聚合物-CH CR 2 -SR 3)。有趣的是,在选择的条件下,这种有机催化作用还提供了包含共轭低聚炔链段和非共轭聚丙烯酸酯链段的嵌段状共聚物。利用这种独特的结构,该嵌段状共聚物被用作碳纳米管的有效分散剂。
更新日期:2021-01-14
中文翻译:
通过有机催化的链端转化合成碘化乙烯链端聚合物
在存在炔烃(CH C–R 2)的情况下,通过有机催化,一步即可将碘化物链端聚合物(Polymer–I)成功转化为乙烯基碘化物链端聚合物(聚合物–CH CR 2 –I)。该反应完全不含金属,无需特殊试剂或特殊条件即可轻松进行。还将包含聚丙烯酸酯和聚甲基丙烯酸酯以及其他官能团(例如OH和CF 3)的聚合物引入R 2部分。所得的Polymer-CH CR 2 -I进一步用作铜催化的与各种硫醇(R 3的交叉偶联反应)的有用前体。-SH)生成具有各种R 3部分的乙烯基硫化物链端聚合物(聚合物-CH CR 2 -SR 3)。有趣的是,在选择的条件下,这种有机催化作用还提供了包含共轭低聚炔链段和非共轭聚丙烯酸酯链段的嵌段状共聚物。利用这种独特的结构,该嵌段状共聚物被用作碳纳米管的有效分散剂。