Dimethylamine (Me.sub.2NH) is reacted with sulfuryl fluoride (SO.sub.2F.sub.2) to form at least a first phase comprising N-(fluoro sulfonyl) dimethylamine (FSO.sub.2NMe.sub.2), tetramethylsulfamide (SO.sub.2(NMe.sub.2).sub.2), or a combination thereof. A second phase, which may include dimethylamine hydrofluoride (Me.sub.2NH.sub.2F), may be also formed and separated from the first phase. FSO.sub.2NMe.sub.2 or SO.sub.2(NMe.sub.2).sub.2 is then isolated from the first phase. For example, the first phase may be a liquid phase, and FSO.sub.2NMe.sub.2 and SO.sub.2(NMe.sub.2).sub.2 are separated by distillation, optionally under reduced pressure.

Dimethylamine (Me.sub.2NH) is reacted with sulfuryl fluoride (SO.sub.2F.sub.2) to form at least a first phase comprising N-(fluoro sulfonyl) dimethylamine (FSO.sub.2NMe.sub.2), tetramethylsulfamide (SO.sub.2(NMe.sub.2).sub.2), or a combination thereof. A second phase, which may include dimethylamine hydrofluoride (Me.sub.2NH.sub.2F), may be also formed and separated from the first phase. FSO.sub.2NMe.sub.2 or SO.sub.2(NMe.sub.2).sub.2 is then isolated from the first phase. For example, the first phase may be a liquid phase, and FSO.sub.2NMe.sub.2 and SO.sub.2(NMe.sub.2).sub.2 are separated by distillation, optionally under reduced pressure.

Dimethylamine (Me.sub.2NH) is reacted with sulfuryl fluoride (SO.sub.2F.sub.2) to form at least a first phase comprising N-(fluoro sulfonyl) dimethylamine (FSO.sub.2NMe.sub.2), tetramethylsulfamide (SO.sub.2(NMe.sub.2).sub.2), or a combination thereof. A second phase, which may include dimethylamine hydrofluoride (Me.sub.2NH.sub.2F), may be also formed and separated from the first phase. FSO.sub.2NMe.sub.2 or SO.sub.2(NMe.sub.2).sub.2 is then isolated from the first phase. For example, the first phase may be a liquid phase, and FSO.sub.2NMe.sub.2 and SO.sub.2(NMe.sub.2).sub.2 are separated by distillation, optionally under reduced pressure.

Methods of producing N,N-dimethyl sulfamoyl fluoride and related derivatives of the formula FS(O).sub.2NR.sub.2 (I) by contacting a sulfamoyl nonfluorohalide compound of the formula XS(O).sub.2NR.sub.2 (II) with anhydrous hydrogen fluoride under conditions sufficient to produce the N,N-dimethyl sulfamoyl fluoride or derivative thereof of Formula I, wherein R in each of Formulas I and II is, independently, a linear or branched alkyl, alkenyl, or alkynyl group containing 1 to 12 carbon atoms, the Rs can be joined to form a cyclic amine with the N, and X is any one of chlorine, bromine, and iodine.

Methods of producing N,N-dimethyl sulfamoyl fluoride and related derivatives of the formula FS(O).sub.2NR.sub.2 (I) by contacting a sulfamoyl nonfluorohalide compound of the formula XS(O).sub.2NR.sub.2 (II) with anhydrous hydrogen fluoride under conditions sufficient to produce the N,N-dimethyl sulfamoyl fluoride or derivative thereof of Formula I, wherein R in each of Formulas I and II is, independently, a linear or branched alkyl, alkenyl, or alkynyl group containing 1 to 12 carbon atoms, the Rs can be joined to form a cyclic amine with the N, and X is any one of chlorine, bromine, and iodine.

The present invention relates to a process for preparing sulfuric diamides of the general formula I
R.sup.1R.sup.2NS(O).sub.2NH.sub.2(I)
in which R.sup.1 and R.sup.2 are each independently a primary alkyl radical having from 1 to 8 carbon atoms, a secondary alkyl radical having from 3 to 8 carbon atoms or a cycloalkyl radical having from 5 to 8 carbon atoms, or, together with the nitrogen atom, form a 5- to 8-membered, saturated nitrogen heterocycle which, as well as the nitrogen atom, may have a further heteroatom selected from O and S as a ring member, where the nitrogen heterocycle is unsubstituted or may have 1, 2, 3 or 4 alkyl groups having in each case from 1 to 4 carbon atoms as substituents. The process comprises the following steps: i) the reaction of a secondary amine of the formula II
R.sup.1R.sup.2NH(II) in which R.sup.1 and R.sup.2 are each as defined above with sulfuryl chloride in an inert solvent, especially an aromatic solvent, in the presence of a tertiary amine to give a sulfamoyl chloride of the formula III
R.sup.1R.sup.2NS(O).sub.2Cl(III) in which R.sup.1 and R.sup.2 are each as defined above, and ii) reaction of the sulfamoyl chloride of the formula III obtained in step i) with ammonia,
the sulfamoyl chloride of the formula III being used in step ii) in the form of the solution obtained in step i) in the inert solvent, especially the aromatic solvent.

The present invention relates to a process for preparing sulfuric diamides of the general formula I
R.sup.1R.sup.2NS(O).sub.2NH.sub.2(I)
in which R.sup.1 and R.sup.2 are each independently a primary alkyl radical having from 1 to 8 carbon atoms, a secondary alkyl radical having from 3 to 8 carbon atoms or a cycloalkyl radical having from 5 to 8 carbon atoms, or, together with the nitrogen atom, form a 5- to 8-membered, saturated nitrogen heterocycle which, as well as the nitrogen atom, may have a further heteroatom selected from O and S as a ring member, where the nitrogen heterocycle is unsubstituted or may have 1, 2, 3 or 4 alkyl groups having in each case from 1 to 4 carbon atoms as substituents. The process comprises the following steps: i) the reaction of a secondary amine of the formula II
R.sup.1R.sup.2NH(II) in which R.sup.1 and R.sup.2 are each as defined above with sulfuryl chloride in an inert solvent, especially an aromatic solvent, in the presence of a tertiary amine to give a sulfamoyl chloride of the formula III
R.sup.1R.sup.2NS(O).sub.2Cl(III) in which R.sup.1 and R.sup.2 are each as defined above, and ii) reaction of the sulfamoyl chloride of the formula III obtained in step i) with ammonia,
the sulfamoyl chloride of the formula III being used in step ii) in the form of the solution obtained in step i) in the inert solvent, especially the aromatic solvent.

The present invention relates to a process for preparing sulfuric diamides of the general formula I
R.sup.1R.sup.2NS(O).sub.2NH.sub.2(I)
in which R.sup.1 and R.sup.2 are each independently a primary alkyl radical having from 1 to 8 carbon atoms, a secondary alkyl radical having from 3 to 8 carbon atoms or a cycloalkyl radical having from 5 to 8 carbon atoms, or, together with the nitrogen atom, form a 5- to 8-membered, saturated nitrogen heterocycle which, as well as the nitrogen atom, may have a further heteroatom selected from O and S as a ring member, where the nitrogen heterocycle is unsubstituted or may have 1, 2, 3 or 4 alkyl groups having in each case from 1 to 4 carbon atoms as substituents. The process comprises the following steps: i) the reaction of a secondary amine of the formula II
R.sup.1R.sup.2NH(II) in which R.sup.1 and R.sup.2 are each as defined above with sulfuryl chloride in an inert solvent, especially an aromatic solvent, in the presence of a tertiary amine to give a sulfamoyl chloride of the formula III
R.sup.1R.sup.2NS(O).sub.2Cl(III) in which R.sup.1 and R.sup.2 are each as defined above, and ii) reaction of the sulfamoyl chloride of the formula III obtained in step i) with ammonia,
the sulfamoyl chloride of the formula III being used in step ii) in the form of the solution obtained in step i) in the inert solvent, especially the aromatic solvent.

The present invention relates to a method of producing an alkoxylene derivative and an application thereof. A mixture is firstly subjected to a first reaction for obtaining a first intermediate. The mixture includes an alkyl alcohol compound and a glycidyl ether compound. A second reaction is performed to the first intermediate and an epoxyalkyl compound, thereby obtaining the alkoxylene derivative. The alkoxylene derivative can effectively improve antistatic property and anti-fogging property.

The present invention relates to a method of producing an alkoxylene derivative and an application thereof. A mixture is firstly subjected to a first reaction for obtaining a first intermediate. The mixture includes an alkyl alcohol compound and a glycidyl ether compound. A second reaction is performed to the first intermediate and an epoxyalkyl compound, thereby obtaining the alkoxylene derivative. The alkoxylene derivative can effectively improve antistatic property and anti-fogging property.