Synthesis and Properties of Gemini-type Cationic Surfactants Containing Carbonate Linkages in the Linker Moiety Directed Toward Green and Sustainable Chemistry

Synthesis and Properties of Gemini-type Cationic Surfactants Containing Carbonate Linkages in the Linker Moiety Directed Toward Green and Sustainable Chemistry
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DOI:
10.1007/s11743-009-1119-5
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发表时间:
2009-08-01
影响因子:
1.6
通讯作者:
Matsumura, Shuichi
Matsumura, Shuichi
中科院分区:
工程技术4区
文献类型:
--
作者:
Banno, Taisuke;Toshima, Kazunobu;Matsumura, Shuichi

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设计并合成了一类含碳酸酯键的双子型阳离子表面活性剂,该表面活性剂由两个长链烷基、两个季铵基团和一个连接基团组成,具有良好的生物活性和生物活性,是一种新型的绿色阳离子表面活性剂。与相应的单型阳离子相比,含有碳酸酯键的双子型阳离子显示出较低的临界胶束浓度值。此外,在连接基团中含有碳酸酯键的双子型阳离子显示出较强的抗微生物活性。当碳酸酯键被引入到连接基团中时,双子型阳离子的生物降解性得到显著改善。在28天的培养后,在连接体部分中含有碳酸酯键的双子型阳离子的最大生化需氧量-生物降解性超过70%。此外,含有碳酸酯键和正十二烷基基团的双子型阳离子表面活性剂显示出使用脂肪酶(EC)的化学可回收性3.1.1.3)。
Gemini-type cationic surfactants containing carbonate linkages as biodegradable and chemically recyclable segments, consisting of two long-chain alkyl groups, two quaternary ammonium groups and a linker moiety, were designed and synthesized as novel green and sustainable cationics with improved physicochemical and biological activities. The gemini-type cationics containing a carbonate linkage showed lower critical micelle concentration values compared to the corresponding single-type cationics. Also, the gemini-type cationics containing a carbonate linkage in the linker moiety showed strong antimicrobial activities. The biodegradability of the gemini-type cationics was significantly improved when a carbonate linkage was introduced into the linker moiety. The maximum biochemical oxygen demand-biodegradability of the gemini-type cationics containing a carbonate linkage in the linker moiety exceeded 70% after a 28-day incubation. Furthermore, the gemini-type cationics containing both a carbonate linkage and an n-dodecyl group showed a chemical recyclability using a lipase (E.C. 3.1.1.3).