Societe Nationale Des Poudres Et Explosifs

Jean-Claude Mondet

Jean-Claude C Gautier

Paul J Caubere

Yves Fort

Charles-Henry Vincent

Gerard R Berteleau

Herve Graindorge

Jean-Guy Melin

The invention relates to stabilized ammonium nitrate which no longer exhibits a transition point at 32.degree. C. Its subject-matter is a new process for stabilizing ammonium nitrate and the new stabilized ammonium nitrate thus obtained. The stabilized ammonium nitrate according to the invention includes between 1% and 7% by weight of potassium nitrate and between 0.1% and 1% by weight of an organic dye containing at least one arylsulphonate group chosen from the class consisting of benzenesulphonate groups and naphthalenesulphonate groups. The stabilization of ammonium nitrate is necessary particularly for its use in propellants.

Stabilized ammonium nitrate

The present invention relates to a process for the synthesis of haloalkylferrocenes, comprising a first stage of reaction, in the presence of AlCl.sub.3 as catalyst and in organic solvent medium, of a carboxylic acid halide or anhydride with ferrocene or an alkylferrocene. After this stage, without prior isolation of the intermediate compound, a metal hydride is added to the reaction mixture. The haloalkylferrocenes are particularly useful as intermediates in the synthesis of combustion catalysts for propellants.

Process for the synthesis of haloalkylferrocenes

The present invention relates to a process for the synthesis of a monohaloalkylferrocene by reaction of hydrogen with a monohaloalkanoylferrocene in the presence of PtO.sub.2 and SnCl.sub.2 as catalyst in an acetic acid medium. In this manner, a crude, particularly pure synthetic product is obtained in a high yield, simply and inexpensively. The monohaloalkylferrocenes are especially useful as surfactants or as intermediates for the synthesis of combustion catalysts for propergols. The present invention also relates to a novel monohaloalkylferrocene, namely 4-chlorobutylferrocene.

Process for the synthesis of monohaloalkylferrocenes and

The present invention relates to a process for the synthesis of monohaloalkanoylferrocenes of general formula (I) ##STR1## in which X=Cl, Br, n is an integer such that 2.ltoreq.n.ltoreq.7, R.sub.1 and R.sub.2 =H, C.sub.1 -C.sub.8 alkyl chain. A ferrocene derivative of general formula (II) ##STR2## in which R.sub.1 and R.sub.2 have the abovementioned meaning, is reacted at a temperature -5.degree. C.&lt;.theta..sub.r &lt;+15.degree. C., in the presence of AlCl.sub.3 with a halide or the anhydride of an acid of general formula (III) HOOC--(CH.sub.2).sub.n --X, X and n having the abovementioned meaning. An acylating solution obtained by mixing AlCl.sub.2 and the acid halide or anhydride in CH.sub.2 Cl.sub.2, whose temperature .theta..sub.a is such that 5.degree. C..ltoreq..theta..sub.r -.theta..sub.a .ltoreq.15.degree. C., is progressively added to a solution of the ferrocene derivative (II) in CH.sub.2 Cl.sub.2. The molar ratio of the acid halide or anhydride to the ferrocene derivative is between 0.99 and 1.01 and that of AlCl.sub.3 to the ferrocene derivative between 1.05 and 1.11. The mixture is then hydrolyzed and the crude product (I) is recovered by filtration followed by evaporation of CH.sub.2 Cl.sub.2. This process enables a crude synthetic product to be obtained in a yield and with a purity which are high. The monohaloalkanoylferrocenes (I) are synthesis intermediates in pharmacy and in self-propulsion.

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Vert le Grand, France

Jean-Claude Mondet