Here are described processes for the preparation of sulfamic acid derivatives, for instance, halogenated derivatives and their metallic or organic salts. The present document also describes the sulfamic acid derivatives thus produced and to their uses, for instance, in electrolyte compositions for electrochemical applications.

Here are described processes for the preparation of sulfamic acid derivatives, for instance, halogenated derivatives and their metallic or organic salts. The present document also describes the sulfamic acid derivatives thus produced and to their uses, for instance, in electrolyte compositions for electrochemical applications.

Disclosed herein are clusters compounds that include at least one substituted amine sulfate and at least one substituted amine bisulfate molecule. The substituted amine sulfate molecule and the substituted amine bisulfate molecule may each include an ammonium moiety with at least one alkyl substituent. Optionally, the alkyl substituent can include 1 to 20 carbon atoms, 1 to 10 carbon atoms, or 1 to 6 carbon atoms. For example, the alkyl substituent can be a methyl, ethyl, propyl, butyl, or pentyl group. In some examples, the substituted amine sulfate molecule and the substituted amine bisulfate molecule each include an ammonium moiety with at least two alkyl substituents. Optionally, the two alkyl substituents are the same. Alternatively, however, the two alkyl substituents can be different.

Disclosed herein are clusters compounds that include at least one substituted amine sulfate and at least one substituted amine bisulfate molecule. The substituted amine sulfate molecule and the substituted amine bisulfate molecule may each include an ammonium moiety with at least one alkyl substituent. Optionally, the alkyl substituent can include 1 to 20 carbon atoms, 1 to 10 carbon atoms, or 1 to 6 carbon atoms. For example, the alkyl substituent can be a methyl, ethyl, propyl, butyl, or pentyl group. In some examples, the substituted amine sulfate molecule and the substituted amine bisulfate molecule each include an ammonium moiety with at least two alkyl substituents. Optionally, the two alkyl substituents are the same. Alternatively, however, the two alkyl substituents can be different.

Methods of producing N,N-branched sulfamoyl fluoride compounds of the formula F-S(O).sub.2-NR.sub.2 by contacting bismuth trifluoride with an N,N-branched sulfamoyl nonfluorohalide compound of the formula X-SO.sub.2NR.sub.2, wherein X=chlorine (Cl), bromine (Br), or iodine (I), and each R is, independently, a linear or branched alkyl, fluoroalkyl, alkenyl, fluoroalkenyl, alkynyl, or fluoroalkynyl with 1 to 12 carbon atoms, to fluorinate the N,N-branched sulfamoyl nonfluorohalide compound. This is a non-aqueous method, the purity of product is very high, and the desired product can be isolated in quantitative yield. The N,N-branched sulfamoyl fluoride compounds so produced are useful in various applications including as electrolyte solvents and additives in electrochemical devices, such as lithium batteries and capacitors, and in biological fields, among others.

Methods of producing N,N-branched sulfamoyl fluoride compounds of the formula F-S(O).sub.2-NR.sub.2 by contacting bismuth trifluoride with an N,N-branched sulfamoyl nonfluorohalide compound of the formula X-SO.sub.2NR.sub.2, wherein X=chlorine (Cl), bromine (Br), or iodine (I), and each R is, independently, a linear or branched alkyl, fluoroalkyl, alkenyl, fluoroalkenyl, alkynyl, or fluoroalkynyl with 1 to 12 carbon atoms, to fluorinate the N,N-branched sulfamoyl nonfluorohalide compound. This is a non-aqueous method, the purity of product is very high, and the desired product can be isolated in quantitative yield. The N,N-branched sulfamoyl fluoride compounds so produced are useful in various applications including as electrolyte solvents and additives in electrochemical devices, such as lithium batteries and capacitors, and in biological fields, among others.

Provided herein are compounds, compositions, and methods useful for modulating the integrated stress response (ISR) and for treating related diseases, disorders and conditions.

Provided herein are compounds, compositions, and methods useful for modulating the integrated stress response (ISR) and for treating related diseases, disorders and conditions.

In one embodiment, the invention relates to processes for producing acesulfame potassium. In one embodiment, the process comprises the step of reacting a first reaction mixture to form an amidosulfamic acid salt such as a trialkyl ammonium amidosulfamic acid salt. The first reaction mixture comprises sulfamic acid, an amine, and smaller amounts, if any, acetic acid, e.g., less than 1 wt % (10000 wppm). In terms of ranges, the first reaction mixture may comprise from 1 wppm to 1 wt % acetic acid. The process further comprises the step of reacting the amidosulfamic acid salt with diketene to form an acetoacetamide salt. In preferred embodiments, the amidosulfamic acid salt formation reaction is conducted at pH levels from 5.5 to 7.0. The process further comprises the step of deriving the acesulfame-K from the acetoacetamide salt.

In one embodiment, the invention relates to processes for producing acesulfame potassium. In one embodiment, the process comprises the step of reacting a first reaction mixture to form an amidosulfamic acid salt such as a trialkyl ammonium amidosulfamic acid salt. The first reaction mixture comprises sulfamic acid, an amine, and smaller amounts, if any, acetic acid, e.g., less than 1 wt % (10000 wppm). In terms of ranges, the first reaction mixture may comprise from 1 wppm to 1 wt % acetic acid. The process further comprises the step of reacting the amidosulfamic acid salt with diketene to form an acetoacetamide salt. In preferred embodiments, the amidosulfamic acid salt formation reaction is conducted at pH levels from 5.5 to 7.0. The process further comprises the step of deriving the acesulfame-K from the acetoacetamide salt.