Communication
ChemComm
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Fig. 6 (a) A gel, directly after application (left) and after 24 hours (right).
(b) Peeling the film from a glass surface.
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decontaminant may be easily prepared. Indeed, we found that
mixing 2.5 wt% of the thickening agent carboxymethylcellulose
sodium salt with 6 wt% of compound 1 in water results in the
formation of a thixotropic hydrogel. This gel has a pH of 6.8, and
thus it is mild and non-corrosive. As can be seen in Fig. 6a, once
the hydrogel is applied on a surface it easily sticks to it and does
not drip. After 24 h, when ca. 90% of the water content has
spontaneously evaporated, it turned into a film, which could be
simply removed to afford a clean surface (Fig. 6b). The rates and
products of VX and HD degradation inside the gel were found to
be essentially the same as those obtained with the aqueous
solutions. For example, a hydrogel holding 20 equiv. of 1 converted
VX solely to the non-toxic final product EMPA within a few hours
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(
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(
o20 h, Fig. S22, ESI†). The degradation rate of HD with the same
hydrogel (20 equiv. of 1) was similarly fast, with conversion to
product 3 after 0.6 h and conversion to product 4, with only a trace
amount of 5 after 12 h (Fig. S15, ESI†).
9
(a) D. Marciano, M. Goldvaser, I. Columbus and Y. Zafrani, J. Org.
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In conclusion, we have shown that Me-DABCOF 1, featuring
1
0 Y. C. Yang, Acc. Chem. Res., 1999, 32, 109–115.
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1
2 (a) E. Gershonov, I. Columbus and Y. Zafrani, J. Org. Chem., 2009,
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minant for the universal neutralization of CWAs. As it leads to
nearly neutral conditions and provides non-toxic products while
7
incorporated in various matrices such as aqueous solution, alumina 13 S. Elias, S. Saphier, I. Columbus and Y. Zafrani, Environ. Sci.
Technol., 2014, 48, 2893–2900.
powder and polysaccharide-based hydrogel, we believe that this
simple molecule holds great promise for the future development of
CWA decontamination formulations.
1
4 (a) Y. Zafrani, M. Goldvaser, S. Dagan, L. Feldberg, D. Mizrahi,
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5 R. Zeng, C. Shan, M. Liu, K. Jiang, Y. Ye, T.-Y. Liu and Y.-C. Chen,
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Conflicts of interest
2018, 20, 6389–6393.
The authors have no conflict of interest to declare.
1
1
7 S. Li, Y. Shi, P. Li and J. Xu, J. Org. Chem., 2019, 84, 4443–4450.
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2474 | Chem. Commun., 2019, 55, 12471--12474
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