Asymmetric cellulose nanocrystals: thiolation of reducing end groups via NHS-EDC coupling

被引：67
作者：
Arcot, Lokanathan R. [1 ]
Lundahl, Meri [1 ]
Rojas, Orlando J. [1 ,2 ,3 ]
Laine, Janne [1 ]
机构：
[1] Aalto Univ, Sch Chem Technol, Sch Sci & Technol, Dept Forest Prod Technol, Espoo 00076, Finland
[2] N Carolina State Univ, Dept Forest Biomat, Raleigh, NC 27695 USA
[3] N Carolina State Univ, Dept Chem & Biomol Engn, Raleigh, NC 27695 USA
来源：
CELLULOSE | 2014年 / 21卷 / 06期
基金：
芬兰科学院;
关键词：
Cellulose nanocrystals; Reducing end; Thiolation; Chemisorption; EVIDENCES; BINDING;
D O I：
10.1007/s10570-014-0426-9
中图分类号：
TB3 [工程材料学]; TS [轻工业、手工业、生活服务业];
学科分类号：
0805 ; 080502 ; 0822 ;
摘要：
Cellulose nanocrystals (CNC) were functionalized in aqueous media at the reducing, aldehyde ends of cellulose. CNC oxidation to produce carboxyl groups was followed by carbodiimide-mediated reaction to install thiol groups. The selectivity and extent of thiolation at the reducing ends was qualitatively confirmed by imaging (transmission electron microscopy) silver nanoparticles that tagged the CNC termini and by X-ray photoelectron spectroscopy, respectively. The adsorption of thiolated CNC onto gold surfaces as well as the viscoelastic property of the formed adlayer was investigated by using quartz crystal microgravimetry. The thiolated CNC chemisorbed on the surfaces were further analyzed for surface density and distribution by using atomic force microscopy. Overall we introduce a facile, mild asymmetric thiolation procedure as an efficient alternative to conventional reductive amination.
引用
收藏
页码：4209 / 4218
页数：10
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