Societe Nationale Des Poudres Et Explosifs

Jean-Claude C Gautier

Serge F Raynal

Sylvie L Boileau

Michel H Fontanille

Sammy H Chevalier

Claude R Soriaux

Serge L Lecolier

Jean-Claude Mondet

Wilfrid Bergeret

Paul J Caubere

Yves Fort

Nicolas Krantz

Gerard R Berteleau

Jean-Guy Melin

Sammy Chlvalier

Bernard P Malassine

Thanh-Dung N'Guyen

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.

Process for the synthesis of monohaloalkanoylferrocenes

The invention relates to a process for the preparation of conductive polymers or prepolymers and to conductive polymers or prepolymers. The process of the invention consists of reacting a polymer containing ethylenic unsaturations such as a hydroxytelechelic polybutadiene with a silane compound of formula ##STR1## in which R.sub.1 denotes a hydrocarbon group containing at least one heteroatom bearing mobile electrons, such as the oxygen of an ether group, and R.sub.2 and R.sub.3 denote a substituted or unsubstituted organic residue or a group R.sub.1. The polymer obtained is precipitated by the addition of a compound which is not a solvent for the polymer, and is separated from the reaction medium. The polymers obtained have an electrical conductivity which is multiplied by a factor of 10.sup.5 relative to the unmodified polymer. The present invention applies in particular in the field of the polymer industry.

Conductive polymers or prepolymers from a polymer containing ethylenic

Liquid/liquid extraction process for copper from an aqueous sulphuric acid solution acting on the concentrated mineral or semi-finished product to be treated. The extraction is carried out in an organic solvent containing in solution an extraction agent derived from 2-phenyl-4-acyl-(3H)-pyrazol-3-ones, with the phenyl group substituted or unsubstituted. Application to the upgrading of minerals.

2-phenyl-4-acyl-(3H)-pyrazol-3-ones

The invention relates to a polymer with ethylenic unsaturations incorporating silylmetallocene groups, a process for the manufacture of these polymers and a propellant composition having the polymer of the invention as a binder. The polymer of the invention incorporates ethylenic unsaturations, to at least some of which there are added silylmetallocene groups of formula ##STR1## in which M denotes a transition metal such as, for example, iron, the radicals R.sub.1, R.sub.2 and R.sub.3 being hydrocarbon radicals. The polymer may be a hydroxytelechelic or carboxytelechelic polybutadiene. This modified polymer is employed as a binder in composite propellant compositions, thus making it possible to solve the problem related to the migration of the combustion catalyst. The invention has application particularly in the field of solid propulsion.

Polymer with ethylenic unsaturations incorporating silylmetallocene

Liquid/liquid extraction process for copper from an aqueous sulphuric acid solution acting on the concentrated mineral or semi-finished product to be treated. The extraction is carried out in an organic solvent containing in solution an extraction agent derived from 2-phenyl-4-acyl-(3H)-pyrazol-3-ones, with the phenyl group subsitituted or unsubstituted. Application to the upgrading of minerals.

Process for the selective extraction of copper using

The present invention relates to a process for the manufacture of silylmetallocene compounds and the compounds obtained by this process. The process of the invention consists in reacting, in the presence of a hydrosilylation catalyst, a metallocene of general formula (I): ##STR1## M denoting a transition metal such as iron with a halosilane of general formula (II): ##STR2## in which X denotes a halogen and then reducing the resultant product to form a silylmetallocene compound containing at least one Si-H bond. The invention has application in the field of chemical industry.

Process for the manufacture of silylmetallocene compounds

The invention relates to a polymer with ethylenic unsaturations incorporating silylmetallocene groups, a process for the manufacture of these polymers and a propellant composition having the polymer of the invention as a binder. The polymer of the invention incorporates ethylenic unsaturations, to at least some of which there are added silylmetallocene groups of formula ##STR1## in which M denotes a transistion metal such as, for example, iron, the radicals R.sub.1, R.sub.2 and R.sub.3 being hydrocarbon 2 radicals. The polymer may be a hydroxytelechelic or carboxytelechelic polybutadiene. This modified polymer is employed as a binder in composite propellant compositions, thus making it possible to solve the problem related to the migration of the combustion catalyst. The invention has application particularly in the field of solid propulsion.

The invention relates to processes for the synthesis of tertiary phosphine oxides and sulfides. The process according to the invention consists, in a first step, of reacting a secondary phosphine oxide or sulfide with an optionally activated alkali metal amide, and, in a second step, of reacting the mixture obtained in the first step with an organic halide containing at least one halogenophenyl radical or one halogenomethyl group. Tertiary phosphine oxides and sulfides are complexing agents of high stability.

Process for the synthesis of tertiary phosphine oxides and sulfides, and

The invention relates to the synthesis of tertiary phosphine oxides and also to certain tertiary phosphine oxides. According to the invention, an organic phase containing a halogenomethyl derivative, an hydroxymethylphosphine oxide and a phase transfer catalyst is reacted, in an organic medium, with an aqueous phase containing an inorganic base. The halogenomethyl derivative can be a micromolecule or a macromolecule. Tertiary phosphine oxides are substances which are useful, in particular, in fireproofing, in hydrometallurgy and in the field of plant protection.

Process for the synthesis of tertiary phosphine oxides, and new tertiary

The invention relates to processes for the synthesis of tertiary phosphine oxides and sulphides. The process according to the invention consists, in a first step, of reacting a secondary phosphine oxide or sulfide with an optionally activated alkali metal amide, and, in a second step, of reacting the mixture obtained in the first step with an organic halide containing at least one halogenophenyl radical or one halogenomethyl group. Tertiary phosphine oxides and sulphides are complexing agents of high stability.

Process for the synthesis of tertiary phosphine oxides and sulphides,

The invention relates to the synthesis of tertiary phosphine oxides and also to certain tertiary phosphine oxides. According to the invention, an organic phase containing a halogenomethyl derivative, a secondary phosphine oxide and a phase transfer catalyst in an organic medium is reacted with an aqueous phase containing an inorganic base. The halogenomethyl derivative can be a micromolecule or a macromolecule. The tertiary phosphine oxides are substances which are useful, in particular, in fireproofing, in hydrometallurgy and in the field of plant health.

Solutions of polystyrylpyridine are prepared by a novel process which consists of carrying out the polycondensation of at least one aromatic dialdehyde, preferably terephthalic dialdehyde, and at least one pyridinic derivative substituted by at least two reactive methyl groups at a temperature between 150.degree. C. and 200.degree. C. The polycondensation reaction is stopped after the extent of condensation is equal to at least 40%, the polycondensate is then dissolved in a solvent which is methylethylketone, ethyl acetate, methylene chloride, trichloroethylene, chlorobenzene, n-propanol and preferably a mixture of methylethylketone and n-propanol. The polystyrylpyridine solutions obtained according to the process of this invention are useful for the preparation of composite materials which exhibit very good mechanical properties, excellent behavior under conditions of high temperature, flame and chemical and atmospheric agents.

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Ablon sur Seine, France

Jean-Claude C Gautier