Corrosion and microbial control in hydrocarbonaceous compositions

Abstract

Provided are additives of formula I for use in hydrocarbonaceous compositions, such as petroleum or liquid fuels: (I) wherein R 1 , R 2 , R 3 , R 4 , and R 5 are as defined herein. The additives improve the corrosion resistance of the compositions and, when the composition is biodiesel, also improve microbial resistance. The additives further enhance the antimicrobial efficacy of any added biocides contained in such compositions.

1 . A blend comprising:
 a hydrocarbonaceous composition; and   an aminoalcohol of formula (I)   
       
         
           
           
               
               
           
         
         wherein: 
         R 1  and R 3  are each independently H, linear or branched alkyl, alkenyl, alkynyl, cycloalkyl, or aryl, or R 1 , R 3  and the carbon to which they are attached form a cycloalkyl ring, 
         R 2  and R 4  are each independently H or alkyl, provided that R 2  and R 4  together contain 2 or fewer carbon atoms; and 
         R 5  is absent or is a C 1 -C 10  alkylene, arylene, arylene-alkylene-, or -alkylene-arylene-, 
         wherein the aminoalcohol contains at least 5 carbon atoms, and wherein alkyl, cycloalkyl, alkylene, aryl, and arylene are optionally substituted with alkyl or phenyl. 
       
     
     
         2 . A blend according to  claim 1  wherein R 1  is C 1 -C 6  alkyl. 
     
     
         3 . A blend according to  claim 1  wherein R 2  is H, methyl, or ethyl. 
     
     
         4 . A blend according to  claim 1  wherein R 3  is hydrogen and R 4  is hydrogen. 
     
     
         5 . A blend according to  claim 1  wherein R 5  is absent or is a methylene or ethylene bridge. 
     
     
         6 . A blend according to  claim 1  wherein the aminoalcohol is a compound of formula II: 
       
         
           
           
               
               
           
         
         wherein
 R 1  is C 2 -C 6  alkyl; and 
 R 2  and R 4  are each independently H or C 1 -C 2  alkyl provided that R 2  and R 4  together contain 2 or fewer carbon atoms 
 
       
     
     
         7 . A blend according to  claim 1  wherein the aminoalcohol is 2-amino-3-hexanol, 2-amino-2-methyl-3-hexanol, 3-amino-4-octanol, 2-amino-2-methyl-3-heptanol, 2-amino-4-ethyl-3-octanol, 2-amino-3-heptanol, 2-amino-1-phenylbutanol, or mixtures of two or more thereof. 
     
     
         8 . A blend according to  claim 1  wherein the aminoalcohol is 3-amino-4-octanol. 
     
     
         9 . A blend according to  claim 1 , further comprising a biocidally effective amount of a biocide. 
     
     
         10 . A blend according to  claim 9  wherein the biocide is a triazine, an iodopropynylbutylcarbamate, 1,2-benzisothiazolin-3-one, 4,4-dimethyloxazolidine, 7-ethyl bicyclooxazolidine, a combination of 4-(2-nitrobutyl)-morpholine with 4,4′-(2-ethyl-2-nitrotrimethylene) dimorpholine, 2-methyl-4-isothiazolin-3-one, a combination of 5-chloro-2-methyl-4-isothiazolin-3-one with 2-methyl-4-isothiazolin-3-one, 2-bromo-2-nitro-1,3-propanediol, octylisothiazolinone, dichloro-octylisothiazolinone, dibromo-octylisothiazolinone, a phenolic or corresponding sodium or potassium salt thereof, sodium pyrithione, zinc pyrithione, n-butyl benzisothiazolinone, 1-(3-chloroallyl)-3,5,7-triaza-1-azoniaadamantane chloride, chlorothalonil, carbendazim, diiodomethyltolylsulfone, 2,2-dibromo-3-nitrilopropionamide, glutaraldehyde, N,N′-Methylene-bis-morpholine, ethylenedioxy methanol, phenoxyethanol, tetramethylol acetylenediurea, dithiocarbamates, 2,6-Dimethyl-m-dioxan-4-ol acetate, dimethylol-dimethyl-hydantoin, tris(hydroxymethyl)nitromethane, a bicyclic oxazolidine, (thiocyanomethylthio)-benzothiazole, methylene bis(thiocyanate), a substituted dioxaborinane, tetrakis(hydroxymethyl) phosphonium sulfate, a quaternary ammonium compound, cocodiamine, dazomet, or mixtures thereof. 
     
     
         11 . A blend according to  claim 9  wherein the hydrocarbonaceous composition is a liquid fuel and the biocide is a combination of 4-(2-nitrobutyl)-morpholine with 4,4′-(2-ethyl-2-nitrotrimethylene) dimorpholine, a combination of 5-chloro-2-methyl-4-isothiazolin-3-one with 2-methyl-4-isothiazolin-3-one, a combination of (thiocyanomethylthio)-benzothiazole with methylene bis(thiocyanate (MBT), a substituted dioxaborinane, or mixtures thereof. 
     
     
         12 . A blend according to  claim 9  wherein the hydrocarbonaceous composition is petroleum and the biocide is glutaraldehyde, 2-bromo-2-nitro-1,3-propanediol, an isothiazolinone compound, 2,2-dibromo-3-nitrilopropionamide, tetrakis(hydroxymethyl) phosphonium sulfate, an oxazolidine compound, a quaternary ammonium, cocodiamine, dazomet, or mixtures thereof. 
     
     
         13 . A fuel blend comprising:
 a liquid fuel;   a corrosion inhibitory amount of an aminoalcohol of formula (I)   
       
         
           
           
               
               
           
         
         wherein: 
         R 1  and R 3  are each independently H, linear or branched alkyl, alkenyl, alkynyl, cycloalkyl, or aryl, or R 1 , R 3  and the carbon to which they are attached form a cycloalkyl ring, 
         R 2  and R 4  are each independently H or alkyl, provided that R 2  and R 4  together contain 2 or fewer carbon atoms; and 
         R 5  is absent or is a C 1 -C 10  alkylene, arylene, arylene-alkylene-, or -alkylene-arylene-, 
         wherein the aminoalcohol contains at least 5 carbon atoms, and wherein alkyl, cycloalkyl, alkylene, aryl, and arylene are optionally substituted with alkyl or phenyl; and 
         a biocide selected from the group consisting of: 
         (i) a blend of 4-(2-nitrobutyl)-morpholine with 4,4′-(2-ethyl-2-nitrotrimethylene) dimorpholine; 
         (ii) a blend of 5-chloro-2-methyl-4-isothiazolin-3-one with 2-methyl-4-isothiazolin-3-one; 
         (iii) a blend of (thiocyanomethylthio)-benzothiazole (TCMTB) and methylene bis(thiocyanate (MBT); and 
         (iv) a substituted dioxaborinane. 
       
     
     
         14 . A fuel blend according to  claim 13  wherein the aminoalcohol is of formula (II): 
       
         
           
           
               
               
           
         
       
       wherein
 R 1  is C 2 -C 6  alkyl; and 
 R 2  and R 4  are each independently H or C 1 -C 2  alkyl provided that R 2  and R 4  together contain 2 or fewer carbon atoms. 
 
     
     
         15 . A fuel blend according to  claim 13  wherein the aminoalcohol is 3-amino-4-octanol. 
     
     
         16 . A fuel blend according to  claim 13  wherein the weight ratio of aminoalcohol to biocide (i) is between about 30:1 and 1:1. 
     
     
         17 . A fuel blend according to  claim 13  wherein the weight ratio of aminoalcohol to biocide (ii) is preferably between about 70:1 and 3:1. 
     
     
         18 . (canceled) 
     
     
         19 . A method for providing microbial resistance to a biodiesel fuel, the method comprising including in the biodiesel fuel an effective amount of an aminoalcohol of formula (I): 
       
         
           
           
               
               
           
         
         wherein:
 R 1  and R 3  are each independently H, linear or branched alkyl, alkenyl, alkynyl, cycloalkyl, or aryl, or R 1 , R 3  and the carbon to which they are attached form a cycloalkyl ring, 
 R 2  and R 4  are each independently H or alkyl, provided that R 2  and R 4  together contain 2 or fewer carbon atoms; and 
 R 5  is absent or is a C 1 -C 10  alkylene, arylene, arylene-alkylene-, or -alkylene-arylene-, 
 wherein the aminoalcohol contains at least 5 carbon atoms, and wherein alkyl, cycloalkyl, alkylene, aryl, and arylene are optionally substituted with alkyl or phenyl.