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Fatty ether-based burning rate catalyst containing ferrocenylmethyl-1,2,3-triazole group, and preparation method thereof

A burning rate catalyst, triazole group technology, applied in chemical instruments and methods, physical/chemical process catalysts, organic compound/hydride/coordination complex catalysts, etc., can solve the problems of complex synthesis process, etc. Simple operation, excellent combustion rate, catalytic activity, and good thermal stability

Active Publication Date: 2019-10-29
SHAANXI NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In 2012, Yuan Yaofeng and others used ferrocene as raw material to obtain propyl-bridged bis-ferrocene cyanonitrile and propyl-bridged bis-ferrocene tetrazole through formylation, condensation, dehydration and other processes, and tested the compound addition The combustion catalytic performance when added to ammonium perchlorate shows that the decomposition peak temperature of ammonium perchlorate is advanced by about 50°C after the addition, but its synthesis process is complicated

Method used

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  • Fatty ether-based burning rate catalyst containing ferrocenylmethyl-1,2,3-triazole group, and preparation method thereof
  • Fatty ether-based burning rate catalyst containing ferrocenylmethyl-1,2,3-triazole group, and preparation method thereof
  • Fatty ether-based burning rate catalyst containing ferrocenylmethyl-1,2,3-triazole group, and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] Preparation of bis-(ferrocenylmethyl-1,2,3-triazolylmethyl)glycol ether with the following structural formula

[0024]

[0025] Add 0.1381g (1mmol) O, O'-bis-(2-propynyl) glycol ether and 0.4941g (2.05mmol) azidomethylferrocene to a 250mL round bottom flask, in N 2 Add 30mL of methanol under the atmosphere, stir evenly, then dropwise add 15mL of an aqueous solution containing 0.0800g (0.3mmol) copper sulfate pentahydrate and 15mL of an aqueous solution containing 0.0600g (0.3mmol) of sodium ascorbate, stir at room temperature for 24h, filter to obtain the crude product, and The crude product was separated by column chromatography to obtain bis-(ferrocenylmethyl-1,2,3-triazolylmethyl)glycol ether, the yield was 87%, and the structural characterization data was: FT -IR(cm -1 ):3926w, 3427m, 3087m, 2866m, 1633m, 1425m, 1335m, 1210m, 1106vs, 1044vs, 995s, 829s, 711w, 482s; 1 H NMR (400MHz, CDCl 3 ): δ7.45(s,2H),5.27(s,4H),4.61(s,4H),4.27(s,4H),4.18(s,14H),3.65(s,4H). ...

Embodiment 2

[0030] Preparation of O, O', O"-tri-(ferrocenylmethyl-1,2,3-triazolylmethyl)glycerol ether with the following structural formula

[0031]

[0032] In this example, the O, O'-bis-(2-propynyl) ethane Glycol ether, other steps are identical with embodiment 1, obtain O, O ', O "-three-(ferrocenylmethyl-1,2,3-triazolylmethyl) glycerol ether, its The yield is 85%, and the structural characterization data is: FT-IR (cm -1 ):3918w, 3434m, 3080m, 2859m, 1626m, 1460m, 1328m, 1217m, 1106s, 1044vs, 815s, 711w, 482s; 1 H NMR (400MHz, CDCl 3 ):δ7.52(s,1H),7.46(s,2H),5.27(s,4H),5.25(s,2H),4.69(s,2H),4.55(s,4H),4.29(s, 4H), 4.27(s, 2H), 4.18(s, 21H), 3.72(m, 1H), 4.55(m, 4H).

[0033] The preparation method of O, O', O"-tri-(2-propynyl) glycerol ether in this example refers to O, O'-di-(2-propynyl) ethylene glycol in Example 1 The preparation method of ether only needs to replace ethylene glycol with equimolar glycerol to obtain O, O', O"-tri-(2-propynyl) glycerol ether, and its yield...

Embodiment 3

[0037] Preparation of O,N,N'-tri-(ferrocenylmethyl-1,2,3-triazolylmethyl)ethanolamine ether with the following structural formula

[0038]

[0039] In this example, the O, O'-bis-(2-propynyl) glycol ether in Example 1 was replaced with an equimolar O,N,N'-tri-(2-propynyl)ethanolamine ether , the other steps were the same as in Example 1 to obtain O,N,N'-three-(ferrocenylmethyl-1,2,3-triazolylmethyl)ethanolamine ether with a yield of 85%, The structural characterization data is: FT-IR (cm -1 ):3918w, 3434s, 3087w, 2921s, 2845m, 1633m, 1445m, 1328m, 1210m, 1106s, 1044vs, 989s, 815s, 711w, 482vs; 1 H NMR (400MHz, CDCl 3 ):δ7.53(s,2H),7.46(s,1H),5.26(s,2H),5.24(s,4H),4.54(s,2H),4.26(s,6H),4.17(s, 21H), 3.72(s, 4H), 3.62(m, 2H), 2.68(m, 2H).

[0040] The preparation method of O,N,N'-tri-(2-propynyl)ethanolamine ether in this example refers to the preparation of O,O'-di-(2-propynyl)glycol ether in Example 1 The method only needs to replace ethylene glycol with equimolar etha...

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Abstract

The invention discloses a fatty ether-based burning rate catalyst containing a ferrocenylmethyl-1,2,3-triazole group, and a preparation method thereof. The structural formula of the burning rate catalyst is as described in the specification. In the formula, R1 to R4 independently represent -H, -OR and -CH<2>OR, and at least one of R1 to R4 represents -OR or -CH<2>OR; R5 to R7 independently represent -R or -CH<2>CH<2>OR, and at least one of R5 to R7 represents -CH<2>CH<2>OR; and R represents a ferrocenylmethyl-1,2,3-triazole group. According to the fatty ether-based burning rate catalyst, introduced oxygen atoms allows hydrogen bonds to be easily formed in molecules, so the compound is not easy to migrate and volatilize under natural conditions, and has good thermal stability; and nitrogen-rich groups have high formation heat and combustion heat, increases an energy level when applied to a solid propellant, and has good combustion catalysis effect on main components including ammonium perchlorate and hexogen.

Description

technical field [0001] The invention belongs to the technical field of solid propellants, and in particular relates to a type of aliphatic ether burning rate catalyst containing a ferrocenylmethyl-1,2,3-triazole group and a preparation method of the burning rate catalyst. Background technique [0002] Solid propellant (solid gunpowder) has gradually developed as a composite type of energetic material for the purpose of propulsion. It mainly provides driving force for rockets, shells, guns, and missiles, and plays an important role in the development of missile and aerospace industries. It plays a very important role. Its performance plays a decisive role in the combat capability of weapons and missiles, and it occupies an important position in national defense science and technology. In order to ensure the ballistic performance of the solid rocket motor and the stable operation of the motor, most strategies and tactics hope that the burning rate pressure index of the solid p...

Claims

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Application Information

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IPC IPC(8): B01J31/22C07F17/02C06B23/00C06D5/06
CPCB01J31/2295C07F17/02C06B23/007C06D5/06B01J2531/842B01J2531/0225
Inventor 张国防程文倩姜丽萍石晓玲张宇
Owner SHAANXI NORMAL UNIV
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