Abstract: Inorganic and organic compounds containing fluorine can be produced, for example, from corresponding chlorine-containing compounds by chlorine/fluorine exchange using fluorinating agents. Monocyclic or bicyclic compounds containing at least two nitrogen atoms, at least one of which is incorporated into the ring system, can be used as catalysts or fluorinating agents for chlorine/fluorine exchange reactions to produce sulfurylchlorofluoride, sulfurylfluoride or a carboxylic acid fluoride. It is likewise possible to carry out HF addition to unsaturated carbon-carbon bonds or chlorine/fluorine exchange at carbon atoms. For example, monochloro or dichloro malonic acid esters can be converted to difluoro malonic acid esters. Work-up of the reaction mixture can be simplified by using suitable solvents which force the reaction mixture to exist in two phases.

Abstract: A process for producing a compound containing an acylated nitrogen atom in which the adduct compound formed from an N-protonated cation and a chloride, bromide or iodide anion or the free nitrogen base is reacted with an acyl halide, preferably an acyl chloride, in the presence of an acid that drives off the released hydrogen chloride (HCl), hydrogen bromide (HBr) or hydrogen iodide (HI).

Abstract: Catalysts such as antimony halides, which are useful in fluorination reactions involving hydrogen fluoride, may be reduced during the reaction and require regeneration. Regenerative oxidation is usually carried out by introducing elemental halogen, preferably fluorine or chlorine, into the reaction mixture. In accordance with the invention elemental halogen is prevented from coming into contact with starting materials or intermediate products which are reactive therewith. This is preferably achieved by withdrawing part of the reaction mixture from the reactor, mixing the withdrawn part with chlorine or fluorine in order to regenerate the catalyst, and thereafter returning the withdrawn part to the reactor.

Abstract: A method of producing a halogen alkenone ether by attaching carboxylic acid halogenides or carboxylic acid anhydrides to a vinyl ether. According to the invention the method is carried out in the presence of an onium salt of a carbonic acid which can be regenerated. The resulting product is obtained in high yields. Alternatively, pyridine which is substituted by one, two or three C1–C3 alkyl groups or other onium salts can be used.

Abstract: Catalysts such as antimony halides, which are useful in fluorination reactions involving hydrogen fluoride, may be reduced during the reaction and require regeneration. Regenerative oxidation is usually carried out by introducing elemental halogen, preferably fluorine or chlorine, into the reaction mixture. In accordance with the invention elemental halogen is prevented from coming into contact with starting materials or intermediate products which are reactive therewith. This is preferably achieved by withdrawing part of the reaction mixture from the reactor, mixing the withdrawn part with chlorine or fluorine in order to regenerate the catalyst, and thereafter returning the withdrawn part to the reactor.

Abstract: A method and apparatus suitable, inter alia, for producing carboxylic acid amides from carboxylic acid esters and amines in which a mixture of amide and alcohol is obtained, the mixture is maintained in a liquid state, and the alcohol which is released is progressively evaporated, after which the liquid carboxylic acid freed from alcohol contamination is discharged from the reactor, divided into small portions, and the small portions are converted by cooling into solid particles. The method and apparatus can also be used to prepare peptides and other solid organic compounds, generally.

Abstract: Carboxylic acid fluorides having a boiling point of preferably less than 100° C. are suitable for use as pesticides. Acetyl fluoride is highly suitable, and Chlorodifluoroacetyl fluoride and trifluoroacetyl fluoride are also very useful. Mixtures of carboxylic acid fluoride pesticides and other pesticides are also disclosed.

Abstract: 3-aminocrotonate compounds, e.g. diesters, which are substituted on the C-4 atom by at least two chlorine and/or fluorine atoms, are produced by reacting corresponding acetoacetate compounds with ammonia and primary and secondary amines while simultaneously or subsequently eliminating water. The reaction is carried out in the presence of onium salts formed from primary or secondary amines and carboxylic acids. Preferably, two phases are formed; one phase containing the crotonate compound product with a good degree of purity and the other phase containing the onium salt and water.

Abstract: A method of producing alkanes containing chlorine by addition of chlorine to C—C double bonds or C—C triple bonds or by exchange of hydrogen for chlorine by contacting the starting compound in the gas or liquid phase with elemental chlorine and irradiating the reaction mixture with UV light having a wavelength of ?>280 nm. In this way pentachloroethane can be produced from trichloroethylene, CFC-113 from HCFC-123 or HFC-133a, CFC-112a from HCFC-142b, or HCFC-123 from HCFC-133a. The method also is suitable for separating photochlorinatable impurities from HFC-365-mfc to obtain purified HFC-365-mfc. Advantages include high yields and excellent selectivity.

Abstract: A method of producing a halogen alkenone ether by attaching carboxylic acid halogenides or carboxylic acid anhydrides to a vinyl ether. According to the invention the method is carried out in the presence of an onium salt of a carbonic acid which can be regenerated. The resulting product is obtained in high yields. Alternatively, pyridine which is substituted by one, two or three C1-C3 alkyl groups or other onium salts can be used.

Abstract: Carboxylic acid fluorides having a boiling point of preferably less than 100° C. are suitable for use as pesticides. Acetyl fluoride is highly suitable, and Chlorodifluoroacetyl fluoride and trifluoroacetyl fluoride are also very useful. Mixtures of carboxylic acid fluoride pesticides and other pesticides are also disclosed.

Abstract: Catalysts such as antimony halides, which are useful in fluorination reactions involving hydrogen fluoride, may be reduced during the reaction and require regeneration. Regenerative oxidation is usually carried out by introducing elemental halogen, preferably fluorine or chlorine, into the reaction mixture. In accordance with the invention elemental halogen is prevented from coming into contact with starting materials or intermediate products which are reactive therewith. This is preferably achieved by withdrawing part of the reaction mixture from the reactor, mixing the withdrawn part with chlorine or fluorine in order to regenerate the catalyst, and thereafter returning the withdrawn part to the reactor.

Abstract: The production of corrosion-resistant apparatus or equipment from alloys which are resistant to chemically aggressive media, such as media which contain hydrogen fluoride or which release hydrogen fluoride, and apparatus and equipment so made. The alloys used in the invention contain aluminum and nickel or aluminum and silicon. The alloys can be used, for example, to produce devices such as reactor vessels, pipelines, agitator devices, sampling devices, etc., which can be used for carrying out fluorination reactions, especially the synthesis of fluorinated organic compounds using hydrogen fluoride and an antimony halide catalyst.

Abstract: Highly fluorinated antimony, especially in the form of a hydrogen fluoride addition compound, can be used as an isomerization catalyst for the isomerization of certain halocarbon compounds or halogenated hydrocarbon compounds. For example, 1,1,1-trifluoro-2,2-dichoroethane can be produced from 1,1,2-trifluoro-1,2-dichloroethane. The method also is suitable for the purification of certain halocarbon or halogenated hydrocarbon compounds which are contaminated by isomerizable compounds.

Abstract: Inorganic and organic compounds containing fluorine can be produced, for example, from corresponding chlorine-containing compounds by chlorine/fluorine exchange using fluorinating agents. Monocyclic or bicyclic compounds containing at least two nitrogen atoms, at least one of which is incorporated into the ring system, can be used as catalysts or fluorinating agents for chlorine/fluorine exchange reactions to produce sulfurylchlorofluoride, sulfurylfluoride or a carboxylic acid fluoride. It is likewise possible to carry out HF addition to unsaturated carbon-carbon bonds or chlorine/fluorine exchange at carbon atoms. For example, monochloro or dichloro malonic acid esters can be converted to difluoro malonic acid esters. Work-up of the reaction mixture can be simplified by using suitable solvents which force the reaction mixture to exist in two phases.

Abstract: Acid fluorides, for example carboxylic acid fluorides and sulfuryl fluoride are produced by reacting the corresponding acid chlorides with hydrogen fluoride adducts of ammonium fluoride or amine hydrofluorides (which act as a catalyst or as a fluorination agent). Consumed HF adducts may be regenerated with HF.

Abstract: A process for preparing purified, saturated, partially fluorinated or perfluorinated hydrocarbon compounds from crude products which are contaminated with impurity compounds which absorb light at a wavelength of &lgr;>200 nm by irradiating the crude product with UV radiation of a wavelength of &lgr;>200 nm and thereafter recovering highly pure, partially fluorinated or perfluorinated hydrocarbon compounds from the irradiated reaction product, for example, by simple vacuum distillation.

Abstract: A method of producing alkanes containing chlorine by addition of chlorine to C—C double bonds or C—C triple bonds or by exchange of hydrogen for chlorine by contacting the starting compound in the gas or liquid phase with elemental chlorine and irradiating the reaction mixture with UV tight having a wavelength of &lgr;≧280 nm. In this way pentachloroethane can be produced from trichloroethylene, CFC-113 from HCFC-123 or HFC-133a, CFC-112a from HCFC-142b, or HCFC-123 from HCFC-133a. The method also is suitable for separating photochlorinatable impurities from HFC-365-mfc to obtain purified HFC-365-mfc. Advantages include high yields and excellent selectivity.

Abstract: The methyl and ethyl esters of trifluoroacetic acid or chlorodifluoroacetic acid can be prepared in a technically simple manner from the corresponding acid chlorides and methanol or ethanol, respectively, in the presence of an “onium” salt of the acid as a catalyst. The alcohol is used in a stoichiometric excess, namely the molar ratio of alcohol to acid chloride is selected such that operation is in the region of a two-phase reaction. One of the phases is formed by the desired ester product, which is obtained in a high purity without any distillation.

Abstract: An improved process for preparing carboxylic acid esters from acid chlorides, acid bromides or acids and alcohols provides for performing the esterification in the presence of the adduct (onium salt) of the corresponding carboxylic acid and 1,5-diazabicyclo[4.3.0]-non-2-ene or 1,8-diazabicyclo[5.4.0]-undec-7-ene. Alternatively, it is possible to operate in the presence of the corresponding carboxylic acid and an onium salt of the corresponding carboxylic acid.