Abstract
A series of cellulose derivatives bearing dialkyl dithiocarbamate (DTC) groups were synthesized. Their ability of sorption of arsenite (As(iii)) and heavy metals and their storage stability in the solid state were investigated. Among them, DTC-modified cellulose derived from l-proline showed the highest sorption capacity for As(iii) and heavy metals to selectively remove them from aqueous media. It also showed exellent storage stability in air at 40 °C.
Highlights
Compounds having a dithiocarbamate (DTC) group work as good chelating agents to capture heavy metals because the DTC group is a so Lewis base that has strong affinity toward so Lewis acids such as heavy metals to form stable complexes according to the HSAB rule.[1,2] Several small organic molecules having a DTC group, such as sodium diethyldithiocarbamate, have been industrially used as sorbents for the removal of hazardous heavy metals from aqueous or organic media.[3,4] Such small molecule-based sorbents are readily available, but further treatment is o en required for the efficient removal of the resultant complexes from aqueous media due to the difficulty in precipitation of the heavy metal complexes.[5]
Commercially available microcrystalline cellulose was converted to the corresponding cellulose esters 3a–d by condensation between acyclic and cyclic N-protected amino acid derivatives 2a–d in the presence of 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (EDC-HCl) and 4-(N,N-dimethylamino)pyridine (DMAP)
We have developed a new dialkyl DTC-modi ed biomass-based sorbent 5d derived from cellulose and L-proline
Summary
Compounds having a dithiocarbamate (DTC) group work as good chelating agents to capture heavy metals because the DTC group is a so Lewis base that has strong affinity toward so Lewis acids such as heavy metals to form stable complexes according to the HSAB rule.[1,2] Several small organic molecules having a DTC group, such as sodium diethyldithiocarbamate, have been industrially used as sorbents for the removal of hazardous heavy metals from aqueous or organic media.[3,4] Such small molecule-based sorbents are readily available, but further treatment is o en required for the efficient removal of the resultant complexes from aqueous media due to the difficulty in precipitation of the heavy metal complexes.[5]. Our group synthesized a DTC-modi ed cellulose material 1 with excellent ability as a selective sorbent for highly toxic arsenite, which is an inorganic As(III) compound, from aqueous media (Fig. 1).[9,10]. We decided to develop DTC-modi ed cellulose materials with good storage stability that are capable of efficiently removing toxic As(III) and heavy metals from aqueous media. We synthesized a series of dialkyl DTC-modi ed (–R1–N (R2)–C(]S)SÀ; R1 and R2 1⁄4 alkyl group) cellulose materials and evaluated their ability for sorption of As(III) and other heavy metals as well as their storage stability. We identi ed a novel biopolymer material derived from cellulose and Lproline as a potential sorbent with excellent storage stability for selective sorption of As(III) and other heavy metals (Fig. 1)
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