1,3-Phenylenediamine

• CAT Number: R056322
• CAS Number: 108-45-2
• Molecular Formula: C6H8N2
• Molecular Weight: 108.144
• Purity: ≥95%
• Storage: -20°C
• IUPAC Name: benzene-1,3-diamine
• InChI: InChI=1S/C6H8N2/c7-5-2-1-3-6(8)4-5/h1-4H,7-8H2
• InChIKey: WZCQRUWWHSTZEM-UHFFFAOYSA-N
• SMILES: C1=CC(=CC(=C1)N)N

1,3-phenylenediamine (Cat No.: R056322) is also called m-diphenylamine. It is mainly used as dye intermediate and curing agent of epoxy resin, as well as accelerator of cement, hair dye, mordant, color developing agent, etc.

Reference

[1]. Int J Toxicol. 2017 Sep/Oct;36(5_suppl2):42S-43S. doi: 10.1177/1091581817720164.
m-Phenylenediamine and m-Phenylenediamine Sulfate.
Johnson W Jr(1).
Author information: (1)1 Senior Scientific Writer/Analyst, Cosmetic Ingredient Review, Washington, DC, USA.
DOI: 10.1177/1091581817720164 PMID: 29025329 [Indexed for MEDLINE]

[2]. Environ Sci Pollut Res Int. 2020 Feb;27(4):4115-4126. doi: 10.1007/s11356-019-07070-1. Epub 2019 Dec 11.
Synthesis of core-shell UiO-66-poly(m-phenylenediamine) composites for removal of hexavalent chromium.
Wang H(1)(2), Hou L(1), Shen Y(3), Huang L(1), He Y(1), Yang W(1)(2), Yuan T(1), Jin L(1), Tang CJ(4)(5), Zhang L(6).
Author information: (1)School of Metallurgy and Environment, Central South University, Changsha, 410083, China. (2)Chinese National Engineering Research Center for Control and Treatment of Heavy Metal Pollution, Central South University, Changsha, 410083, China. (3)Department of Electronic Technology and Engineering, Shanghai Technical Institute of Electronics & Information, Shanghai, 200000, People's Republic of China. (4)School of Metallurgy and Environment, Central South University, Changsha, 410083, China. . (5)Chinese National Engineering Research Center for Control and Treatment of Heavy Metal Pollution, Central South University, Changsha, 410083, China. . (6)Department of Civil Engineering, Environmental Engineering Research Centre, The University of Hong Kong, Pokfulam, China. .
The present research developed a direct in situ heterogeneous method to synthesize UiO-66-poly(m-phenylenediamine) core-shell nanostructures by inducing assembly of m-phenylenediamine radical on UiO-66 surfaces. The strong interaction between negative charged UiO-66 and positive radical from the oxidation of monomer is the major driving force. The produced UiO-66-poly(m-phenylenediamine) composites exhibited a distinct core-shell morphology with controllable surface features. The UiO-661-PmPD0.5 showed a uniform PmPD shell with a thickness of 40-60 nm and the nanocomposite exhibited a high specific surface area of 319.77 m2 g-1. Moreover, the Cr(VI) adsorption amount of the polymeric shell in the nanocomposites can reach as high as 745 mg g-1, far beyond the performance of the original PmPD. The adsorption tends to be equilibrium within 300 min. This research opens a hopeful window for facile and large-scale fabrication of core-shell nanostructures with controllable core-shell configuration, exhibiting high prospect in heavy metal removal from water.
DOI: 10.1007/s11356-019-07070-1 PMID: 31828712 [Indexed for MEDLINE]

[3]. Water Sci Technol. 2020 Aug;82(3):492-502. doi: 10.2166/wst.2020.351.
In-situ synthesis of poly(m-phenylenediamine) on chitin bead for Cr(VI) removal.
Wei J(1), Hu H(1), Zhang Y(1), Huang Z(1), Liang X(2), Yin Y(2).
Author information: (1)School of Chemistry and Chemical Engineering, Guangxi University, Nanning 530004, China E-mail: . (2)Qinzhou Key Laboratory of Biowaste Resources for Selenium-enriched Functional Utilization, College of Petroleum and Chemical Engineering, Beibu Gulf University, Qinzhou 535011, China.
In this work, a user-friendly chitin-based adsorbent (CT-PmPD) was synthesized by in-situ polymerization of m-phenylenediamine on chitin bead, which could effectively remove Cr(VI) from water. The structure and morphology of the CT-PmPD were characterized by FT-IR, XRD, SEM, zeta potential and XPS. Specifically, the effect of adsorbed dosage, pH, contact time, adsorption temperature and coexisting salt on the adsorption of Cr(VI) were studied. Besides, the adsorption mechanism of CT-PmPD toward Cr(VI) were also analyzed. Consequently, CT-PmPD exhibited a monolayer adsorption and the Langmuir model fitted a Cr(VI) adsorption capacity reaching 185.4 mg/g at 298 K. The high adsorption capacity was attributed to the abundant amino groups of CT-PmPD, which could be protonated to boost the electrostatic attraction of Cr(VI) oxyanions, thus providing electron to reduce Cr(VI). Additionally, the CT-PmPD revealed a good regeneration and reusability capacity, maintaining most of its adsorption capacity even after five cycles of adsorption-desorption. This high adsorption capacity and excellent regeneration performance highlighted the great potential of CT-PmPD for the removal of Cr(VI).
DOI: 10.2166/wst.2020.351 PMID: 32960794 [Indexed for MEDLINE]

[4]. J Colloid Interface Sci. 2019 Jan 1;533:437-444. doi: 10.1016/j.jcis.2018.08.101. Epub 2018 Aug 29.
Controllable synthesis of carbon nanosheets derived from oxidative polymerisation of m-phenylenediamine.
Zhang L(1), Chai L(2), Wang M(2), Lai Y(3), Lai Y(2), Li X(4).
Author information: (1)Environmental Engineering Research Centre, Department of Civil Engineering, The University of Hong Kong, Hong Kong, China. (2)School of Metallurgy and Environment, Central South University, Changsha 410083, China. (3)College of Chemical Engineering, Fuzhou University; College of Textile and Clothing Engineering, Soochow University, Suzhou 215006, China. (4)Environmental Engineering Research Centre, Department of Civil Engineering, The University of Hong Kong, Hong Kong, China. Electronic address: .
Synthesis of high-quality carbon nanosheets with superior physicochemical properties is of particular importance for environmental and catalytic applications. In this research, carbon nanosheets with tunable porosity were successfully synthesized using two-dimensional (2D) poly(m-phenylenediamine) (PmPD) as precursor. The flat polymer precursor was acquired by oxidative polymerisation of m-phenylenediamine coupled with iron ions coordination, which confined an anisotropic growth of polymer within the 2D directions. Moreover, the addition of H2O after the polymerisation is able to indirectly regulate the porosity of the carbon nanosheets. The carbon nanosheets with controllable porosity realize comparable electrocatalytic activity for oxygen reduction reaction as compared with commercial Pt/C, indicative of great potential to serve as noble metals candidates in the application of zinc/air batteries.
DOI: 10.1016/j.jcis.2018.08.101 PMID: 30172154

[5]. J Hazard Mater. 2020 May 5;389:122154. doi: 10.1016/j.jhazmat.2020.122154. Epub 2020 Jan 21.
Integrating the (311) facet of MnO(2) and the fuctional groups of poly(m-phenylenediamine) in core-shell MnO(2)@poly(m-phenylenediamine) adsorbent to remove Pb ions from water.
Xiong T(1), Yuan X(2), Wang H(1), Jiang L(3), Wu Z(4), Wang H(1), Cao X(5).
Author information: (1)College of Environmental Science and Engineering, Hunan University, Changsha, 410082, PR China; Key Laboratory of Environment Biology and Pollution Control, Hunan University, Ministry of Education, Changsha, 410082, PR China. (2)College of Environmental Science and Engineering, Hunan University, Changsha, 410082, PR China; Key Laboratory of Environment Biology and Pollution Control, Hunan University, Ministry of Education, Changsha, 410082, PR China. Electronic address: . (3)College of Environmental Science and Engineering, Hunan University, Changsha, 410082, PR China; Key Laboratory of Environment Biology and Pollution Control, Hunan University, Ministry of Education, Changsha, 410082, PR China. Electronic address: . (4)College of Resources and Environment, Hunan Agricultural University, Changsha, 410128, PR China. (5)College of Environmental Science and Engineering, Hunan University, Changsha, 410082, PR China; Department of Civil and Environment Engineering, National University of Singapore, Singapore, 117576, Singapore.
Exposed active facets and functional groups are critical for adsorbents obtaining excellent adsorption properties. In the present study, MnO2@PmPD with exposed active facets was successfully prepared. MnO2,which came from KMnO4 by the sacrificial reductant of PmPD, deposited on the surface of PmPD. Meanwhile, we combined experimental study and theoretical calculations to elucidate the distinct adsorption nature of MnO2@PmPD towards Pb. The surface adsorption of MnO2@PmPD toward Pb was achieved by the interaction between Pb and O atoms on the surface of MnO2. The DFT calculations revealed the facet-dependent adsorption of MnO2 toward Pb. The adsorption affinity of facets toward Pb was in the order of (311) > (111) > (400) > (440), and (311) facet was predominantly adsorption site for Pb. The analysis of partial density of state revealed the strong hybridization between the Pb-p state and O-p states of MnO2. Additionally, the pores of MnO2 provide the interstitial channels for the transportation of Pb into PmPD. The Pb entered the internal of MnO2@PmPD was bonded by the amine and newly formed carboxy groups on PmPD. This study not only develops an efficient adsorbent for heavy metals removing, but also throws light on exemplifying the interaction of Pb with MnO2 based materials.
DOI: 10.1016/j.jhazmat.2020.122154 PMID: 32004848