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Ferrocenyl ruthenium metal cluster as well as preparation method and application thereof

A ferrocene ruthenium and cluster compound technology is applied in the field of ferrocene ruthenium metal cluster compound and its preparation, which can solve the problems of reducing propellant pressure index, easy volatility, easy migration and the like, and achieves increased conjugation , low vapor pressure and volatility, good thermal stability

Active Publication Date: 2018-06-01
SHAANXI NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The technical problem to be solved by the present invention is to overcome the shortcomings of the existing ferrocene burning rate catalysts, which are easy to migrate and volatilize, and to provide a method that can quickly increase the burning rate of the propellant, and at the same time significantly reduce the pressure index of the propellant, and the catalytic performance Tunable ferrocene ruthenium metal clusters, and provide a simple and easy preparation method for the clusters, and provide a new application for the clusters

Method used

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  • Ferrocenyl ruthenium metal cluster as well as preparation method and application thereof
  • Ferrocenyl ruthenium metal cluster as well as preparation method and application thereof
  • Ferrocenyl ruthenium metal cluster as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] Add 0.2826g (0.9mmol) 1-phenyl-3-ferrocenyl prop-2-yn-1-one and 0.1918g (0.3mmol) triruthenium dodecacarbonyl to a 50mL reaction flask, add 15mL dry Toluene, stirred and reacted at 90° C. for 2 hours, and separated by column chromatography (with the volume ratio of dichloromethane and petroleum ether being 5:1 as the eluent), the ferrocene ruthenium metal cluster compound with the following structural formula was obtained:

[0030]

[0031] Its yield is 27%, and the structural characterization data is: FT-IR (KBr, cm -1 ):3090w, 3058w, 2926w, 2078vs, 2050vs, 2011vs, 1982vs; 1 H NMR (400MHz, CDCl 3 )δ7.93-7.94(d,2H),7.76-7.78(t,2H),7.30-7.58(m,6H),3.67-4.05(m,18H); 13 C NMR (101MHz, CDCl 3 )δ=197.26,196.56,196.06,193.98,193.72,193.33,164.65,136.31,135.58,134.81,133.73,132.43,129.58,129.33,128.89,128.48,128.03,97.25,81.90,75.61,71.21,70.72,70.24,69.72 , 68.63, 68.56, 68.52, 68.42, 68.18, 67.49; ESI-MS: C 44 h 28 Fe 2 o 8 Ru 2 ([M+Na] + ) The theoretical value...

Embodiment 2

[0033]Add 0.2826g (0.9mmol) 1-phenyl-3-ferrocenyl prop-2-yn-1-one and 0.1918g (0.3mmol) triruthenium dodecacarbonyl to a 50mL reaction flask, add 15mL dry Toluene, stirred and reacted at 90° C. for 2 hours, and separated by column chromatography (with the volume ratio of dichloromethane and petroleum ether being 4:1 as the eluent), the ferrocene ruthenium metal cluster compound with the following structural formula was obtained:

[0034]

[0035] Its yield is 25%, and the structural characterization data is: FT-IR (KBr, cm -1 ):3090w, 2926w, 2852w, 2096vs, 2060vs, 2035vs, 2014vs, 1854m; 1 H NMR (400MHz, CDCl 3 )δ7.93-8.19(m,2H),7.77-7.83(m,2H),7.32-7.62(m,6H),3.98-4.90(m,18H); 13 C NMR (101MHz, CDCl 3 )δ=203.50,198.49,197.25,195.72,195.05,189.09,184.19,164.07,137.18,136.76,136.55,133.72,133.29,133.17,132.94,132.85,132.42,129.63,129.58,129.33,128.91,128.62,128.55,128.17 ESI-MS: C 44 h 28 Fe 2 o 8 Ru 2 ([M+H] + ) The theoretical value is 1001.858, and the measured v...

Embodiment 3

[0037] Add 0.2826g (0.9mmol) 1-phenyl-3-ferrocenyl prop-2-yn-1-one and 0.1918g (0.3mmol) triruthenium dodecacarbonyl to a 50mL reaction flask, add 15mL dry Toluene, stirred and reacted at 90° C. for 2 hours, and separated by column chromatography (with the volume ratio of dichloromethane and petroleum ether being 3:1 as the eluent), the ferrocene ruthenium metal cluster compound with the following structural formula was obtained:

[0038]

[0039] Its yield is 29%, and the structural characterization data is: FT-IR (KBr, cm -1 ):3095w, 3056w, 2962w, 2926w, 2852w, 2085s, 2056vs, 2027vs, 20013vs, 1988vs, 1637m; 1 H NMR (400MHz, CDCl 3 )δ8.01-8.03(d,4H),7.46-7.56(m,6H),4.21-4.22(d,2H),4.14-4.15(d,2H),4.02-4.03(d,2H),3.96- 3.97(d,2H),3.02(s,10H); 13 C NMR (101MHz, CDCl 3 )δ=195.56, 195.05, 194.83, 193.14, 135.61, 132.69, 130.14, 128.91, 128.04, 84.26, 74.28, 71.58, 70.40, 68.73, 68.55, 67.58; ESI-MS: C 44 h 28 Fe 2 o 8 Ru 2 ([M+Na] + ) The theoretical value is 1001.85...

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Abstract

The invention discloses a ferrocenyl ruthenium metal cluster as well as a preparation method and an application thereof. The structural formula of the cluster is shown in the description, wherein R1 is not equal to R2, R3 is not equal to R4, only two of R1, R2, R3 and R4 are ferrocenyls, the other two are 2-thienylcarbonyl, 4-nitrobenzoyl, 4-aminobenzoyl or benzoyl, or one is 4-nitrobenzoyl and the other is 4-aminobenzoyl; or only two of R1, R2, R3 and R4 are ferrocenylformyl, and the other two are 2-thienyl, 4-nitrophenyl or phenyl. The mobility and volatility of the ferrocenyl ruthenium metal cluster as a combustion rate catalyst are reduced while the iron content is guaranteed, and the ferrocenyl ruthenium metal cluster has higher formation heat and combustion heat and has a better combustion catalysis effect on the thermolysis process of AP. The cluster is simple to prepare, has high catalytic activity and can remarkably increase the thermolysis temperature of AP and increase decomposition heat.

Description

technical field [0001] The invention belongs to the technical field of solid propellants, and in particular relates to a ferrocene ruthenium metal cluster compound and a preparation method and application thereof. Background technique [0002] Ferrocene and its derivatives, as the most important burning rate catalysts in solid propellants (especially composite propellants), have been widely used in strategic and tactical weapon systems. Due to the advantages of high iron content, good burning rate catalytic effect, high boiling point, good thermal stability, non-volatile and difficult migration, dual-nuclear ferrocene-based burning-rate catalysts have gradually replaced mononuclear ferrocene-based burning-rate catalysts. However, its shortcomings such as easy oxidation, low-temperature crystallization, and complex synthesis process have seriously affected the storage life of various missile propellant charges. Therefore, the development of multi-nuclear ferrocene-based burn...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F17/02B01J31/22C06B23/00C06B29/22C06D5/06
CPCB01J31/2295B01J2531/0211B01J2531/0225B01J2531/821B01J2531/842C06B23/007C06B29/22C06D5/06C07F17/02
Inventor 张国防许镭姜丽萍李莎莎邹瑜刘漫漫张娜
Owner SHAANXI NORMAL UNIV
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