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Dinuclear ferrocene triazole ligand, ionic metal complex and preparation method thereof

A technology of dinuclear ferrocene triazole and nuclear ferrocene triazole, which is applied in the field of binuclear ferrocene triazole ligands and their ionic metal complexes and preparation, and can solve the problem of limited contribution of propellant energy level And other problems, to achieve high heat of formation and combustion, high yield, non-volatile effects

Inactive Publication Date: 2018-10-23
SHAANXI NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although a large number of metal complexes containing ferrocene groups have been synthesized, these complexes do not contain energetic compounds such as polynitrophenols, so the contribution to the energy level of the propellant is limited

Method used

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  • Dinuclear ferrocene triazole ligand, ionic metal complex and preparation method thereof
  • Dinuclear ferrocene triazole ligand, ionic metal complex and preparation method thereof
  • Dinuclear ferrocene triazole ligand, ionic metal complex and preparation method thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0027] Synthesis of Dinuclear Ferrocenetriazole Ligands

[0028] in N 2 Under atmosphere, dissolve 4.2 mg (20 mmol) ethynylferrocene and 1.94 g (10 mmol) 4-amino-3,5-bis(azidomethyl)-1,2,4-triazole in 40 mL methanol , and then added containing 0.75g (3mmol) CuSO 4 ·5H 2 O and 0.59g (3mmol) aqueous solution of sodium ascorbate, the resulting mixture was stirred at room temperature for 24 hours and then poured into 200mL of ammonia solution with a volume fraction of 20%, stirred for half an hour, filtered, and thoroughly washed with ammonia water, water and ethyl acetate successively The filter residue was washed and dried to obtain a khaki solid—a dinuclear ferrocenyltriazole ligand (5.46g, 89%) whose chemical name was 4-amino-3,5-bis(4-ferrocenyl-1, 2,3-triazole-1-methyl)-1,2,4-triazole, the structural characterization data is: 1H NMR (400MHz, DMSO) δ=8.25(s, 2H), 6.20(s, 2H), 5.81(s, 2H), 4.73(s, 4H), 4.31(s, 4H), 4.05(s, 10H) ; 13 C NMR (400MHz, DMSO): δ=151.20, 145.95...

Embodiment 2

[0031] Preparation of dinuclear ferrocene triazole copper complex containing picric acid monovalent anion with the following structural formula

[0032]

[0033] 0.060g (0.25mmol) Cu(NO 3 ) 2 9H 2 O was completely dissolved in a 50 mL round-bottomed flask filled with 4 mL of distilled water. At 70 ° C, 0.125 g (0.5 mmol) of sodium picrate dissolved in 8 mL of methanol and 4 mL of N,N-dimethylformamide were added dropwise. 0.154g (0.25mmol) of dinuclear ferrocenetriazole ligand solution, stirred and reacted at 70°C for 3 hours, a yellow-green precipitate was formed, filtered with suction, and the filter cake was washed twice with N,N-dimethylformamide, Then fully wash with distilled water and methanol, then place in a vacuum drying oven and dry at 70°C for 24 hours to obtain a dark green binuclear ferrocene triazole copper complex (referred to as a1) containing picric acid monovalent anion. is 86%, and the structural characterization data is: IR (cm -1 ): 3130, 2947, 282...

Embodiment 3

[0038] Preparation of dinuclear ferrocene triazole cobalt complex containing picric acid monovalent anion with the following structural formula

[0039]

[0040] In Example 2, the Cu(NO 3 ) 2 9H 2 O with equimolar CoSO 4 ·7H 2 O is replaced, and other steps are identical with embodiment 2, obtain the binuclear ferrocene triazole cobalt complex (recorded as a2) that brick red contains picric acid monovalent anion, productive rate is 86%, and structural characterization data is: IR ( cm -1 ): 3125, 3008, 2825, 1781, 1702, 1634, 1554, 1435, 1367, 1335, 1315, 1263, 1167, 1076, 1004, 912, 880, 709, 669, 510, 457cm -1 ; Elemental analysis (theoretical calculation value in brackets): C% 64.62 (64.59), H% 5.36 (5.28), N% 30.02 (30.13).

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Abstract

The invention discloses a biferrocene triazole ligand and an ion type metal complex and a preparation method thereof. The biferrocene triazole ligand has a formula shown in the description; the energy-containing ion type metal complex with the ligand has a formula shown in the description, wherein in the formula, M is Cu<2+>, Co<2+>, Ni<2+>, Mn<2+>, Zn<2+> or Pb<2+>; when the L is the carbazotic acid monovalence anion, m is 1, and n is 4; when the L is styphnic acid diatomic anion, m is 1, and n is 2; when the L is the trinitrophloroglucinol trivalent anion, m is 3, and n is 4; r is the number of free water molecules in the compelx. The complex provided by the invention is not liable to volatilize under the natural condition; the thermal stability is high; high generation heat and combustion heat are realized; high combustion catalysis performance is realized on ammonium perchlorate. The preparation method of the complex has the advantages that the operation is simple and convenient; the target product yield is high.

Description

technical field [0001] The invention belongs to the technical field of solid propellants, and in particular relates to a class of dinuclear ferrocene triazole ligands, ionic metal complexes and a preparation method thereof. Background technique [0002] Due to the advantages of high iron content, excellent burning rate catalytic effect, high boiling point, good thermal stability, non-volatile, and difficult migration in solid propellants, dual-nuclear ferrocene catalysts have gradually replaced mononuclear ferrocene. burning rate catalysts. However, although the dual-nuclear ferrocene-based burning rate catalyst has excellent comprehensive performance, it is easy to oxidize, contains no energy, crystallizes at low temperature, and has a complicated synthesis process, which seriously affects the storage life and reliability of various missile propellant charges in our country. It also greatly increases the expenditure on national defense scientific research. Therefore, scie...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F17/02
CPCC07B2200/13C07F17/02
Inventor 张国防刘漫漫张娜贾铎李婷邵二莎张伟强高子伟
Owner SHAANXI NORMAL UNIV
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