TY - JOUR
T1 - Creation of novel green and sustainable gemini-type cationics containing carbonate linkages
AU - Banno, Taisuke
AU - Kawada, Kazuo
AU - Matsumura, Shuichi
N1 - Funding Information:
Acknowledgments Immobilized lipase from Candida antarctica (lipase CA, Novozym 435) was kindly supplied by Novozymes Japan Ltd. (Chiba, Japan). This work was supported by a Grant-in-Aid for JSPS Fellows 21⨯4882 from the Ministry of Education, Culture, Sports, Science and Technology (MEXT), Japan. This work was also supported by the High-Tech Research Center Project for Private Universities, matching the fund subsidy from the MEXT, 2006–2011.
PY - 2010/10
Y1 - 2010/10
N2 - Novel gemini-type cationics containing carbonate linkages as biodegradable and chemically recyclable segments were designed and synthesized by a green process. The carbonate linkages were introduced into only the hydrophobic moiety or in both the hydrophobic and linker moieties of gemini-type cationics. They showed higher surface activities, such as a low critical micelle concentration value, a surface tension lowering, and a high adsorption efficiency, when compared to the corresponding single-type cationics. Also, the gemini-type cationics containing carbonate linkages in both the hydrophobic and the linker moieties showed stronger antimicrobial activities when compared to those only in the hydrophobic moiety. It was found that some gemini-type cationics containing carbonate linkages showed higher biodegradability compared to the conventional gemini-type cationics. The biodegradability of the gemini-type cationics decreased when a carbonate linkage was introduced into the hydrophobic moiety rather than the linker moiety. However, some gemini-type cationics containing carbonate linkages both in the hydrophobic and linker moieties showed ready biodegradability. The gemini-type cationics containing carbonate linkages in the hydrophobic moiety showed chemical recyclability by a lipase (E.C. 3.1.1.3).
AB - Novel gemini-type cationics containing carbonate linkages as biodegradable and chemically recyclable segments were designed and synthesized by a green process. The carbonate linkages were introduced into only the hydrophobic moiety or in both the hydrophobic and linker moieties of gemini-type cationics. They showed higher surface activities, such as a low critical micelle concentration value, a surface tension lowering, and a high adsorption efficiency, when compared to the corresponding single-type cationics. Also, the gemini-type cationics containing carbonate linkages in both the hydrophobic and the linker moieties showed stronger antimicrobial activities when compared to those only in the hydrophobic moiety. It was found that some gemini-type cationics containing carbonate linkages showed higher biodegradability compared to the conventional gemini-type cationics. The biodegradability of the gemini-type cationics decreased when a carbonate linkage was introduced into the hydrophobic moiety rather than the linker moiety. However, some gemini-type cationics containing carbonate linkages both in the hydrophobic and linker moieties showed ready biodegradability. The gemini-type cationics containing carbonate linkages in the hydrophobic moiety showed chemical recyclability by a lipase (E.C. 3.1.1.3).
KW - Antimicrobial activity
KW - Biodegradability
KW - Carbonate linkage
KW - Chemical recyclability
KW - Gemini-type cationic surfactant
KW - Green chemistry
KW - Lipase
KW - Surface activity
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U2 - 10.1007/s11743-010-1224-5
DO - 10.1007/s11743-010-1224-5
M3 - Article
AN - SCOPUS:78651376544
SN - 1097-3958
VL - 13
SP - 387
EP - 398
JO - Journal of Surfactants and Detergents
JF - Journal of Surfactants and Detergents
IS - 4
ER -