IL24848A - Sweetening of unsaturated hydrocarbon distillates - Google Patents

Description

Sweetening of unsaturated hydrocarbon distillates KODAK COMPANY This relates to the sweetening of hydrocarbon The inhibitor sweetening of gasoline and the like is well process is described in the Patent to et and as usually it comprises admixing the hydrocarbon distillate with a such as alkali such as and oxygen which usually already present the sour The mixture that results is stored until the desired extent of sweetening has taken The sweetened hydrocarbon distillate and alkaline material are then The which soluble in the remains with and subsequently functions to gum formation in the While and particularly have been quite as sweetening for faster sweetening especially at temperatures below We have discovered that certain give substantially higher sweetening rates than the corresponding especially at The of invention have the general formal wherein B and are radicals independently selected from the group consisting of methyl and ethyl radicals and and are radicals independently selected from the group consisting of straight chain and branched the number of carbon atoms In B and together totaling and the number of carbon atoms in B and together totaling The B and radicals can be the same or different and the and radicals can be the same or and may for secondary hexylf These can be made by various processes including the reductive of with a mixture of suitable Preferred speci ic of this invention include d mth n ne is especially useful te use in with the aforesaid a diamine represented the H wherein and the same significance as in the this mixture the weight ratio of all said to all diamine may be from about to abou but pre erably from about about A feature of advantage of this mixture is that genera it has a lower point than For example a mixture of amine and at weight ratio of the enediamine to the of has a freezing point of amine alone a freezing point of mixing can usually be done at about An advantage of this mixture is that in the gum test it appears to have at least about the same some embodiments at certain gum inhibition activity in gasoline as The can be hydrooarbon distillate as or as a concentrate dissolved n an appropriate solvent such as xylene or a gasoline When a also preferably it added admixture with the the may he added separately from the either after or at the same time as the addition of If desired one may add to the distillate after it has been The quantity of diamlne added to the unsaturated hydrooarhon distillate to be sweetened depends on the of the and the presence any ediamine as well as on the particular hydrocarbon distillate being Usually or a mixture of e and is in a concentration from about to about by weight of the hydrocarbon A preferred range is about from to about by weight of the hydrocarbon For one add from about to about 52 per 1000 barrels of the hydrocarbon distillate and preferably from about to about 26 per 1000 barrels hydrocarbon distillates with this invention is concerned are hydrocarbons having an unsaturaed hydrocarbon usually boiling from about 50 to about and more usually from about to about Examples are gasoline including thermally cracked catalytically cracked poly orm gasoline and the and substantially saturated gasoline such for straight run natural gasoline and the like blended with or other unsaturated and cracked or blends of cracked and straight higher boiling distillates including dieeel burner lubricating gas oil and the 1 example illustrates the efficacy of in the sweetening of a an cracked samples of a cracked gasoline containing by weight of as were prepared by placing of the gasoline in three one pint amber bo of the samples were added the compounds identified in the Additive column in the following the quantity of compound in ch ease being about 8 pounds per 1000 barrels of the In each case this is equivalent to a concentration of about by the by volume the sample aqueous solution was added to each sample and each sample was shaken for one Thereafter the sulphur content of each sample was periodically determine Sample eroap Sulphur After Indicated Ho 0 8 12 1 Hone amine 3 ene typical data demonstrate the more rapid sweetening rate obtainable with than with Seven samples of a gasoline containing weight of were prepared by placing 300 of the in seven one pint amber six of samples were added the additives identified in the following the quantity of additive in each being equal to about 5 pounds of additive per 1000 barrels of Shis gave an additive concentration in each of these six samples of about weight of the by of th sample of aqueous caustic solution was added to each Each sample was shaken for one thereafter the ur content of each sample was periodically determined by In the last column of the following table are given the hours taken to reduce the sulphur to by Sample Hours to Ho Additive Sweeten 1 40 2 s o l ene diamine 5 3 diamine 4 1 4 th phenylene 7 y 17 6 diamine 6 7 16 data dramatically illustrate the greater effectiveness as sweetening agents of specific of this invention compared to corresponding This Example the improved results as gum are possessed the Gasoline samples containing the additives indicated in the following table were stored one quart bottles in an oven at so stored they were periodically inspected for as determined Method the gum concentration reached 10 milligrams per 100 litres of the oven storage time the sample was Ibis time is referred to the gasoline The results are summarised in the following Concentration in pounds per 1000 Gasoline Life Sample Additive weeks 3 Mixture of 1 ny and phenylenediamine at a weight ratio of 3 4 Mixture of but 1 ene diamine end at a ratio of 28 7 Mixture of phenylene diamine at a weight ratio of 6 the of the mixture of but ene amine which at 6 pounds per 1000 barrels level give substantially the same gasoline life as at the same the of this invention 4 and are usually more effective than insufficientOCRQuality

Claims (1)

1. HAVING NOW particularly described and the nature of our said invention and in what manner the same is to be we declare that what we claim is A process for sweetening unsatura hydrocarbon which comprises contacting said distillate with alkali and a sweetening agent consisting essentially of at least one represented by the general formulas wherein and are radicals independently selected from the group consisting of methyl and ethyl radicals and and are radicals independently selected from the group consisting of straight chain and branched the number o carbon atoms in and together totaling and the number of carbon atoms in E and together totaling A process according to claim 1 wherein the said is A process according to claim 1 wherein the said is A process according to claim 1 wherein the said is o n wherein d the same significance in the formula with the number carbon atoms in and together totaling and the number of carbo atoms in and together totaling process according to claim 5 wherein said is A process according to claim 5 or β wherein the weight ratio is in a range from 9sl to preferabl to An unsaturated hydrocarbon distillate containing a sweetening agent of the chemical formula defined in any of claims 1 to An unsaturated hydrocarbon distillate produced according to the process of any of claims 1 to A sweetening agent consisting of a mixture of at least one mine of the general formula Herelndeflned and at least one phenylenedi mine of the general formula A sweetening agent aocording to claim 10 wherein ratio the said to said is from to preferably to An unsaturated hydrocarbon containing a sweetening agent as claimed in claim 10 or 11 in a range from by weight of Dated this 21st day of 1965 the insufficientOCRQuality