DE1592337A1 - Process for the preparation of haloisocyanide dihalides - Google Patents

Description

1592337 FARBENFABRIKEN BAYER AG

LE VE RKU S E N - Btyenrak

P 15 92 337.2 Patent AbteUmu September 2, 1969

Ey / As

Process for the preparation of haloisocyanide dihalides

Addendum to patent (patent application F 52 233 IVa / i2k)

Subject of the main patent (patent application F 52

233 IVa / i2k are halogen isocyanide dihalides of the formula

ilal
XH = C

where X and Hai stand for the same or different halogens such as Fluorine, chlorine and bromine stand, and a process for their preparation, wherein a cyanogen halide of the general formula

X-CN,

wherein X is a halogen,

with approximately the stoichiometrically required amount of a halogen or a halogen-splitting compound, if appropriate in the presence of an inert organic diluent, in the temperature range of about ⁰ to about +200 C, optionally under elevated pressure, is reacted + 10 °.

In addition to bromine and fluorine, chlorine is preferably used as halogen (X) and as halogenating agent. As halogen-free

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Ucuq documents (Art 711 At * 2 No. ι sentence 3 dw Andwunim ··. * 4. β. Mil

splitting agents for example phosphorus pentachloride, sulfury chloride and monosulfur dichloride. The halogen of the cyanogen halide does not, of course, have to be identical to the adding halogen be.

The method according to the main patent, it is in the temperature range of about + 10 ° to about +200 ⁰ C, preferably about 50 ° to about 7O ⁰ C, carried out with the height of the entering for use reaction temperature, of course, largely depends on the residence time and type of apparatus. The process can be carried out both at normal pressure, for example in a vessel or reaction tube consisting of material inert to the reaction components and the end product, and at elevated pressure in the range from about 0.1 to about 10 atmospheres, preferably about 0.5 to about 5 atm.

The reaction components are generally approximately stoichiometric Ratio used. Of course, with an excess as well as with a deficit of one the components are being worked on. In this case, the excess component is recovered after the reaction has ended.

It can work either batchwise or continuously will. Of course, in the presence of an inert organic diluent, such as carbon tetrachloride or hexachloroethane. The approaches are processed in the usual manner.

In pursuit of the inventive idea on which the main patent is based it has now been found that the reaction in the presence of activated carbon takes place much faster and not as would be expected from literature, preferably for the trimerization product of cyanogen chloride leads.

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The inventive method is carried out in the presence of about 0.01 to about 10 wt. ^, Preferably about 0.1 "to 1 # activated carbon under otherwise identical conditions and leads in significantly shorter reaction times to better conversions and higher yields of ίΤ- chlorisocyaniddichlorid. the reaction is carried out in the temperature range of about + 10 ° to about +200 ⁰ C, preferably 50 ° to 120 ⁰ C.

Commercially available activated carbons can be used for the process according to the invention. For example, the in tlllmans Encyclopedia of Technical Chemistry 3rd edition or Kirk Othmer named types.

The novel haloisocyanide dihalides obtainable by the process according to the invention can be used in the same way find use for further reactions, as described for the known isocyanide chlorides. Furthermore you can they are used to manufacture auxiliary plastic products.

example 1

135 g (1 »9 moles) of chlorine are approximately distilled with exclusion of moisture in two 200 ml bomb tubes and, together with 117 g (I f9 mol) of cyanogen chloride and 2 g of activated carbon was heated 18 hours 60 ⁰ C. Fichtreacted chlorine and cyanogen chloride is evaporated, the residue is filtered and distilled.

Turnover: \ 131 g ^> £ 52
Yield: 131 g (^> 95 # of theory)
N-chloroisocyanide dichloride next to it ^ 5 $ cyanuric chloride.

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Example 2 ψ

264 g (3 »72 mol) of chlorine are distributed over six bomb tubes in a manner analogous to Example 1 and, together with 6 g of activated charcoal, ^{heated to 120 °} C. for 5 hours and worked up.

Conversion 317 g (64.5 #)
Yield: 297 g (93.5 $ of theory )

N-chloroisocyanide dichloride plus 20 g (6.5 $> of theory) of cyanuric chloride

Example 3

916 g (12.9 mol) of chlorine are distilled analogously to Example 1 in a glass insert for a 3 l nickel autoclave and correspondingly with 792 g (12.9 mol) of cyanogen chloride and 12 g of activated carbon under an initial pressure of 10 atti nitrogen for 10 hours to 120 ⁰ C heated.

Revenue: 900g ( $ 52.5>)
Yield: 818 g (90 $ of theory )

N-chloroisocyanide dichloride; next to it 82 g (10 # d.th.) Cyanuric chloride

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Claims (1)

Claim Process for the preparation of haloisocyanide dihalides by reacting a cyanogen halide of the general formula X-CN • where X stands for halogen with about the stoichiometrically required amount of a halogen or a halogen-releasing compound, optionally in the presence of an inert organic diluent, in the temperature range from about + 10 ° to about + 20O ⁰ C, optionally under increased pressure, according to the main patent (Patent application F 52 233 IVa / i2k), characterized in that the reaction is carried out in the presence of activated carbon. Γ-Lue documents (Art. Ι § ι Paragraph 2 No. 1 Etch 3 cm Xndeniofiwwu * 4 & lä6Zl BATHROOM ABOVE »'' Le A 11 034 - 5 - 109812/1311