Background

1,12-Dodecanediamine（Figure 1）is not only an important monomer for producing nylon 1212, but also widely used in the field of pharmaceutical intermediates. This report is mainly an example of its involvement in organic synthesis research.

1. Zirconia-Pillaring in Layered HNb₃O₈ and HNbMoO₆

In this work, the pillaring of two layered niobium-based oxides (HNb₃O₈ and HNbMoO₆ ) with zirconia was investigated in detail. Two novel zirconia-pillared layered metal oxides, zirconia-pillared layered HNb₃O₈ and zirconia-pillared layered HNbMoO₆ , have been successfully prepared. Both pillared products exhibited a higher thermal stability exceeding 673?K. For the pillaring of layered HNb₃O₈ , two different pre-expanding agents, 1-dodecanamine and 1,12-dodecanediamine, were alternatively used, and two kinds of zirconium-pillaring solutions containing zirconium(IV) polyoxocations obtained through two different ways were employed. The 1,12-dodecanediamine-pre-expanded layered intermediate was applicable and 1-dodecanamine-pre-expanded one was not applicable to the intercalation of zirconium(IV) polyoxocations in interlayer regions of the layered niobium-based oxides. More interestingly, the zirconium-pillaring solutions prepared by using an appropriate amount of diethylene glycol as stabilizing agent was advantage for constructing the ordered zirconia-pillared product, whereas the zirconium-pillaring solutions obtained in the case of absence of diethylene glycol seemed not to conduct well an ions-exchange reaction with the alkylamine-pre-expanded layered intermediates. The order degree of zirconia-pillared layered transition metal oxides was closely related to the host sheets. The zirconia-pillared layered HNb₃O₈ contained more defects, while the zirconia-pillared layered HNbMoO₆ had fewer defects. sort. Using 1,12-dodecanediamine as the pre-expanding agent is advantage for intercalation of zirconium(IV) polyoxocations in the interlayer regions, whereas employing 1-dodecanamine is not applicable to the successful pillaring. The zirconium-pillaring solution prepared by using diethylene glycolas a stabilizing agent is advantage for construction of zirconiapillared layered product.[1]

2. Synthesis and Characterization of a New Copolymer Consisting of Polyamide 1210 and Reactive Phosphorus-Nitrogen Flame-Retardant.

The thermal stability and reactivity of organophosphorus flame-retardants play a critical role in synthesizing copolymerized flame-retardant polyamides. Herein, this work successfully synthesizes a flame-retardant CEPPA-DDA salt (CDS) with both good thermal stability and high reactivity by reacting 2-carboxyethyl phenyl phosphonic acid (CEPPA) with 1,12-dodecanediamine (DDA). Flame-retardant polyamide 1210 (FRPA) is further prepared by copolymerizing the CDS, DDA, and sebacic acid (SEA). The test results show that the introduction of CDS can significantly improve the flame-retardant properties of FRPA. Specifically, the flame-retardant polyamide 1210 (FRPA-7) with 7 wt% CDS addition can reach V-0 grade according to UL-94 standard, accompanying limiting oxygen index value of 30.2% and tensile strength of 38.62 MPa. Compared with pure polyamide 1210, the peak heat release rate and total heat release rate of FRPA-7 reduce by 24.11% and 9.40%, respectively. This study provides a simple strategy to prepare flame-retardant polyamides with high flame retardancy and good mechanical properties, which are expected to show great potentials in future industrial applications.[2]

3. Selective Detection of 8-Oxo-2'-deoxyguanosine in Single-Stranded DNA via Nanopore Sensing Approach

The authors have developed a nanopore sensing approach for the selective detection of 8-oxo-2'-deoxyguanosine (8-oxoG) in single-stranded DNA. First, 1,12-dodecanediamine is coupled with 8-oxoG-containing DNA molecules in high yield which leaves a free amine group for subsequent attaching of an adamantane moiety. After incubation with cucurbit[7]uril, the host-guest complex-modified DNA hybrid is translocated through an α-hemolysin nanopore. Highly characteristic events can be recorded and used to quantify the 8-oxoG-DNA content in a DNA mixture. Compared with the existing methods, this study provides a reliable, quick, and low-cost approach for the detection of 8-oxoG site in single-stranded DNA at the single-molecule level, particularly suitable for high-throughput screening of a massive number of samples.

In this study, they have developed an approach for the detection of 8-oxoG in ssDNA by threading the Ad?CB-modified DNA through αHL and recording the generated characteristic current events. Selective and efficient modification of the 8-oxoG site is the key to successful sensing. The researchers first coupled 1,12-dodecanediamine with 8-oxoGcontaining DNA molecules in high yield and then attached an Ad moiety to the unreacted amine by an amide formation reaction. After incubation with CB, the host?guest complex modified DNA hybrid was translocated through αHL. Highly characteristic events were recorded and could be used to quantify the OG-DNA content in a DNA mixture. Compared with the existing methods, this study provides a reliable, quick,and low-cost approach for the detection of 8-oxoG site in ssDNA at the single-molecule level, particularly suitable for high-throughput screening of a massive number of samples.[3]

References

[1] Wang SF, Liu SM, Li BJ, Guo XJ. Zirconia-Pillaring in Layered HNb3 O8 and HNbMoO6. Chem Asian J. 2020;15(20):3296-3303. doi:10.1002/asia.202000779

[2] Qin L, Zhou Y, Gong S, et al. Synthesis and Characterization of a New Copolymer Consisting of Polyamide 1210 and Reactive Phosphorus-Nitrogen Flame-Retardant. Macromol Rapid Commun. 2023;44(3):e2200644. doi:10.1002/marc.202200644

[3] Liu L, Li Y, Li T, et al. Selective Detection of 8-Oxo-2'-deoxyguanosine in Single-Stranded DNA via Nanopore Sensing Approach. Anal Chem. 2016;88(2):1073-1077. doi:10.1021/acs.analchem.5b04102