Electrochromic materials are of great interest for their potential in eyewear protection and data storage devices, as they change colors in response to electrochemical switching. While many of the systems currently us...Electrochromic materials are of great interest for their potential in eyewear protection and data storage devices, as they change colors in response to electrochemical switching. While many of the systems currently used are based on inorganic materials, organic materials such as triazenes have emerged as viable alternatives due to their unique properties, including optical properties. Triazenes are a class of organic compounds with three consecutive nitrogen atoms in an acyclic arrangement, and they have been used for a variety of applications in medicinal and synthetic chemistry. However, the effects of solvents on the UV-visible absorption spectrum of triazenes have not been fully investigated. The neutral molecules of 3,3-diisopropyl-1-phenyltriazene and 1-(4-chlorophenyl)-3-cyclopentyltriazene in acetonitrile, the UV-visible spectra corresponded respectively to HOMO → LUMO transitions with a large maximum absorption at 299.74 nm (4.1364 eV) and 299.57 nm (4.1387 eV) and the most intense oscillator strength (f = 0.6988) and (f = 0.7372). These results suggest that the electronic transitions of the compounds are highly influenced by the nature of the substituents on the triazene unit, as well as the solvent used in the experiment. The redox couple 0.92 and -0.44 V/Ag/AgCl is attributed to the phenyl group. Compound III showed an oxidation and reduction peak respectively -0.27 and -0.8 V/Ag/AgCl attributed to the phenyl molecule. The study concluded that all three compounds were electroactive and exhibited reversible characteristics with oxidizing/reducing couples. This study aims to contribute to research on the optical properties of triazenes compounds and the application of quantum chemical calculation methods for understanding their molecular structures. By investigating the solute-solvent interactions occurring in the solvation shell of the solutes, we aim to gain insights into the effects of solvents on the UV-visible absorption spectrum of triazenes. Our findings may have implications for the development of functionalized triazenes as potential electrochromic materials.展开更多
Abstract: A new triazene reagent 1-(2-benzothiazolyl)-3-(4-phenylazoghecyl )-triazece (BTPAPT) has been synthesized.The clour reaction of STPAPT with Cd (Ⅱ) has been studied. At pH=9～11,in the presence of Triton X-1...Abstract: A new triazene reagent 1-(2-benzothiazolyl)-3-(4-phenylazoghecyl )-triazece (BTPAPT) has been synthesized.The clour reaction of STPAPT with Cd (Ⅱ) has been studied. At pH=9～11,in the presence of Triton X-100,the reagent with Cd (Ⅱ) forms a complex with high sensitivity, the molar ratio of Cd (Ⅱ) to BTPAPT is 1: 2. The molar absarptlvity is 1. 4 × 10-5 L. mol-1. cm-1. Beer's law is obeyed for Cd (Ⅱ) in the range of 0-14 μg/25ml.展开更多
A uew diazoamino reagent 1-(4-antipyrinyl)-3-(3-Chlorophenyl)-triarene(APCPT)was synthesized. The colour reaction of APCPT with Hg(II) was studied. At pH=10,5~12.2, in the presence of Tween-80,APCPT reacts with Hg(II)...A uew diazoamino reagent 1-(4-antipyrinyl)-3-(3-Chlorophenyl)-triarene(APCPT)was synthesized. The colour reaction of APCPT with Hg(II) was studied. At pH=10,5~12.2, in the presence of Tween-80,APCPT reacts with Hg(II) to form a red complex witk higb sensitivity.The molar ratio of Hg(II) to APCPT is 1:2. The molar absorptivity is 1.87 × 105L . mor． cm-1.Beer's law is obeyed for Hg in the range of0-16μg/25ml展开更多
A new reagent,1-(4-antipyriny1)-3-(2,4-dinitropheny1)triazene(APDNBT),was synthesized in this lab and its analytical properties and its colour reaction with cadmium were studied.
The title compound, 1 (4 chlorophenyl) 3 (2 nitrophenyl) 1 triazene (C 12 \|H 9ClN 4O 2, M r =276.68) crystallized in the orthorhombic system,space group Pbca (#15), with a=7.040(1), b=13.520(2), c=26.253(3), V=2498...The title compound, 1 (4 chlorophenyl) 3 (2 nitrophenyl) 1 triazene (C 12 \|H 9ClN 4O 2, M r =276.68) crystallized in the orthorhombic system,space group Pbca (#15), with a=7.040(1), b=13.520(2), c=26.253(3), V=2498.8(6) 3, D c =1.471g/cm 3, Z=8, μ (Mo Kα )=0.309mm -1 , F (000)=1136. The final R and wR are 0.0345 and 0\^0608 for 2428 observed reflections ( I>2σ(I) ), respectively. The title molecule has trans geometry about the central triazenyl linkage. The dihedral angle between the two phenyl rings is 5.5(2)° and the twist angle for the nitro group is 6.9(2)°. The whole molecule is almost coplanar, which results mainly from the intramolecular hydrogen bonds and the resonance effect in the middle of the skeleton. In the crystal structure, the inversion centre related molecules are packed anti parallely into mixed stacks through π…π interactions along [100] direction, and the interstack forces are mainly the hydrogen bonds and van der Waals interactions.展开更多
A series of 1,3-bis（2-alkyltetrazol-5-yl）triazenes have been synthesized in high yields by treatment of sodium nitrite and hydrochloric acid with substituted-5-aminotetrazoles. All compounds were fully characterized...A series of 1,3-bis（2-alkyltetrazol-5-yl）triazenes have been synthesized in high yields by treatment of sodium nitrite and hydrochloric acid with substituted-5-aminotetrazoles. All compounds were fully characterized using IR spectroscopy,~1H NMR and^（13） C NMR spectroscopy and high resolution mass spectrometer（HRMS）. Most of these triazenes exhibit good detonation performance comparable with TNT and low melting points ranging from 81°C to 106°C, which are suitable for melt-cast explosives.Among these compounds, 1,3-bis（2-azidoethyltetrazol-5-yl）triazene（2g） displays a low melting point（106°C）, moderate onset decomposition temperature（183°C） and good detonation performance（D：7087 m/s; P： 17.6 GPa）.展开更多
A highly efficient coupling reaction of N-heterocyclic carbene precursors with sulfonyl azides has been developed, affording a variety of pyrido[1,2-c][1,2,4]triazole-based π-conjugated triazenes. The present reactio...A highly efficient coupling reaction of N-heterocyclic carbene precursors with sulfonyl azides has been developed, affording a variety of pyrido[1,2-c][1,2,4]triazole-based π-conjugated triazenes. The present reaction proceeds under very mild conditions with good functional group tolerance. The resulting triazenes exhibit selective and sensitive fluorescent response toward Fe3+ion.展开更多
A Lewis base catalyzed ring expansion of isatin with 2,2,2-trifluorodiazoethane(CF3 CHN2)is developed.It is characterized that the merge of tetramethylethylenediamine and CF3 CHN2 generates reactive triazene intermedi...A Lewis base catalyzed ring expansion of isatin with 2,2,2-trifluorodiazoethane(CF3 CHN2)is developed.It is characterized that the merge of tetramethylethylenediamine and CF3 CHN2 generates reactive triazene intermediates,which construct substituted 3-hydroxy-4-(trifluoromethyl)quinolinones with high efficiency.Synthetic application of the procedure is broadened by 3-trifluormethylpyrazole fused3-hydroxy-4-(trifluoromethyl)quinolinone synthesis.展开更多
文摘Electrochromic materials are of great interest for their potential in eyewear protection and data storage devices, as they change colors in response to electrochemical switching. While many of the systems currently used are based on inorganic materials, organic materials such as triazenes have emerged as viable alternatives due to their unique properties, including optical properties. Triazenes are a class of organic compounds with three consecutive nitrogen atoms in an acyclic arrangement, and they have been used for a variety of applications in medicinal and synthetic chemistry. However, the effects of solvents on the UV-visible absorption spectrum of triazenes have not been fully investigated. The neutral molecules of 3,3-diisopropyl-1-phenyltriazene and 1-(4-chlorophenyl)-3-cyclopentyltriazene in acetonitrile, the UV-visible spectra corresponded respectively to HOMO → LUMO transitions with a large maximum absorption at 299.74 nm (4.1364 eV) and 299.57 nm (4.1387 eV) and the most intense oscillator strength (f = 0.6988) and (f = 0.7372). These results suggest that the electronic transitions of the compounds are highly influenced by the nature of the substituents on the triazene unit, as well as the solvent used in the experiment. The redox couple 0.92 and -0.44 V/Ag/AgCl is attributed to the phenyl group. Compound III showed an oxidation and reduction peak respectively -0.27 and -0.8 V/Ag/AgCl attributed to the phenyl molecule. The study concluded that all three compounds were electroactive and exhibited reversible characteristics with oxidizing/reducing couples. This study aims to contribute to research on the optical properties of triazenes compounds and the application of quantum chemical calculation methods for understanding their molecular structures. By investigating the solute-solvent interactions occurring in the solvation shell of the solutes, we aim to gain insights into the effects of solvents on the UV-visible absorption spectrum of triazenes. Our findings may have implications for the development of functionalized triazenes as potential electrochromic materials.
文摘Abstract: A new triazene reagent 1-(2-benzothiazolyl)-3-(4-phenylazoghecyl )-triazece (BTPAPT) has been synthesized.The clour reaction of STPAPT with Cd (Ⅱ) has been studied. At pH=9～11,in the presence of Triton X-100,the reagent with Cd (Ⅱ) forms a complex with high sensitivity, the molar ratio of Cd (Ⅱ) to BTPAPT is 1: 2. The molar absarptlvity is 1. 4 × 10-5 L. mol-1. cm-1. Beer's law is obeyed for Cd (Ⅱ) in the range of 0-14 μg/25ml.
文摘A uew diazoamino reagent 1-(4-antipyrinyl)-3-(3-Chlorophenyl)-triarene(APCPT)was synthesized. The colour reaction of APCPT with Hg(II) was studied. At pH=10,5~12.2, in the presence of Tween-80,APCPT reacts with Hg(II) to form a red complex witk higb sensitivity.The molar ratio of Hg(II) to APCPT is 1:2. The molar absorptivity is 1.87 × 105L . mor． cm-1.Beer's law is obeyed for Hg in the range of0-16μg/25ml
文摘A new reagent,1-(4-antipyriny1)-3-(2,4-dinitropheny1)triazene(APDNBT),was synthesized in this lab and its analytical properties and its colour reaction with cadmium were studied.
文摘The title compound, 1 (4 chlorophenyl) 3 (2 nitrophenyl) 1 triazene (C 12 \|H 9ClN 4O 2, M r =276.68) crystallized in the orthorhombic system,space group Pbca (#15), with a=7.040(1), b=13.520(2), c=26.253(3), V=2498.8(6) 3, D c =1.471g/cm 3, Z=8, μ (Mo Kα )=0.309mm -1 , F (000)=1136. The final R and wR are 0.0345 and 0\^0608 for 2428 observed reflections ( I>2σ(I) ), respectively. The title molecule has trans geometry about the central triazenyl linkage. The dihedral angle between the two phenyl rings is 5.5(2)° and the twist angle for the nitro group is 6.9(2)°. The whole molecule is almost coplanar, which results mainly from the intramolecular hydrogen bonds and the resonance effect in the middle of the skeleton. In the crystal structure, the inversion centre related molecules are packed anti parallely into mixed stacks through π…π interactions along [100] direction, and the interstack forces are mainly the hydrogen bonds and van der Waals interactions.
基金Financial support of this work from the National Natural Science Foundation of China(No.21372027)
文摘A series of 1,3-bis（2-alkyltetrazol-5-yl）triazenes have been synthesized in high yields by treatment of sodium nitrite and hydrochloric acid with substituted-5-aminotetrazoles. All compounds were fully characterized using IR spectroscopy,~1H NMR and^（13） C NMR spectroscopy and high resolution mass spectrometer（HRMS）. Most of these triazenes exhibit good detonation performance comparable with TNT and low melting points ranging from 81°C to 106°C, which are suitable for melt-cast explosives.Among these compounds, 1,3-bis（2-azidoethyltetrazol-5-yl）triazene（2g） displays a low melting point（106°C）, moderate onset decomposition temperature（183°C） and good detonation performance（D：7087 m/s; P： 17.6 GPa）.
基金supported by the National Natural Science Foundation of China(No.21302081)the Scientific Fund of Sichuan Province,China(No.2014JQ0052)
文摘A highly efficient coupling reaction of N-heterocyclic carbene precursors with sulfonyl azides has been developed, affording a variety of pyrido[1,2-c][1,2,4]triazole-based π-conjugated triazenes. The present reaction proceeds under very mild conditions with good functional group tolerance. The resulting triazenes exhibit selective and sensitive fluorescent response toward Fe3+ion.
基金financial support from the National Natural Science Foundation of China(No.81602977)the CAMS Innovation Fund for Medical Sciences(Nos.2019-RC-HL-010,2017-I2M-1013)+1 种基金the Science and Technology Development Project of Jilin Province of China(No.20190304050YY)China Association of Chinese Medicine(No.2017QNRC001)。
文摘A Lewis base catalyzed ring expansion of isatin with 2,2,2-trifluorodiazoethane(CF3 CHN2)is developed.It is characterized that the merge of tetramethylethylenediamine and CF3 CHN2 generates reactive triazene intermediates,which construct substituted 3-hydroxy-4-(trifluoromethyl)quinolinones with high efficiency.Synthetic application of the procedure is broadened by 3-trifluormethylpyrazole fused3-hydroxy-4-(trifluoromethyl)quinolinone synthesis.
