Amino acid derivatives and sulfur derivatives as biodegradable corrosion inhibitors

Abstract

Environmentally friendly corrosion-inhibiting compositions and methods of use thereof for corrosion inhibition of metal surfaces used in oil and gas operations are disclosed. Corrosion-inhibiting compositions include derivatized succinate corrosion inhibitors that beneficially avert bioaccumulation according to certain regulations and provides suitable biodegradability.

1 . A method of reducing corrosion on a surface comprising:
 contacting a corrosive inhibiting effective amount of a corrosion inhibition composition comprising a derivatized succinate corrosion inhibitor with a metal surface in a system, wherein the contacting is added in a batch or continuous application, and   reducing corrosion on the surface, wherein the derivatized succinate corrosion inhibitor has the following general structure or salts thereof:   
       
         
           
           
               
               
           
         
       
       wherein R 1  and R 2  are independently H or a carbon-containing group, and Z is a nitrogen or sulfur-containing group. 
     
     
         2 . The method of  claim 1 , wherein one of R 1  or R 2  is H and the other R group is a carbon-containing group, or wherein both of R 1  or R 2  are H and Z is —NHR 3 , SR 3 , or SO 3 H, wherein R 3  is a carbon containing group. 
     
     
         3 . (canceled) 
     
     
         4 . The method of  claim 1 , wherein Z is selected from the group consisting of NHR 3 , N(R 3 ) 2 , SC(O)R 3 , SH, SO 3 H, and SR 3 , wherein R 3  is a carbon-containing group. 
     
     
         5 . (canceled) 
     
     
         6 . The method of  claim 1 , wherein the derivatized succinate corrosion inhibitor makes up from about 0.1 wt-% to about 80 wt-% of the composition. 
     
     
         7 . The method of  claim 1 , wherein the corrosion inhibition composition further comprise a solvent and/or at least one additional functional ingredient. 
     
     
         8 . The method of  claim 7 , wherein the solvent comprises water, alcohols, hydrocarbon solvents, and/or wherein the at least one additional functional ingredient is selected from the group consisting of synergist, additional corrosion inhibitors, surfactants, polymers, pH modifiers, asphaltene inhibitors, paraffin inhibitors, scale inhibitors, metal complexing agents (chelants), emulsifiers, water clarifiers, dispersants, emulsion breakers and combinations thereof. 
     
     
         9 . The method of  claim 1 , wherein the corrosive inhibiting effective amount of the derivatized succinate corrosion inhibitor is from about 0.1 ppm to about 5000 ppm based on the total volume of the system. 
     
     
         10 . The method of  claim 1 , wherein the surface is a containment used in the production, transportation, storage and/or separation of crude oil, natural gas or a biofuel process, downstream chemical application, water treatment application, or geothermal application. 
     
     
         11 . The method of  claim 1 , wherein the system comprises a hydrocarbon fluid or gas, produced water, or combination thereof. 
     
     
         12 . A treated metal containment or water source comprising:
 a metal containment comprising a metal surface a water source comprising one or more corrodents; and   a corrosive inhibiting effective amount a derivatized succinate corrosion inhibitor having the following general structure or salts thereof:   
       
         
           
           
               
               
           
         
       
       wherein R 1  and R 2  are independently H or a carbon-containing group, and Z is a nitrogen or sulfur-containing group, wherein the metal containment comprising the metal surface has a barrier or film substantially coating the metal surface with the derivatized succinate corrosion inhibitor. 
     
     
         13 . The treated metal containment or water source of  claim 12 , wherein the corrosive inhibiting effective amount of the derivatized succinate corrosion inhibitor is from about 0.1 ppm to about 5000 ppm based on the total volume of the containment or water source. 
     
     
         14 . (canceled) 
     
     
         15 . The treated or water source water source of  claim 12 , wherein the corrosive inhibiting effective amount of the derivatized succinate corrosion inhibitor is from about 1 ppm to about 1000 ppm, based on the total volume of the containment or water source. 
     
     
         16 . A method of making a derivatized succinate corrosion inhibitor comprising:
 reacting maleic anhydride with an alcohol to form a maleic ester acid intermediate, and thereafter reacting the maleic ester acid intermediate or maleic acid with an amine or a sulfur containing compound by addition to form the derivatized succinate corrosion inhibitor having the general structure (or salt thereof)   
       
         
           
           
               
               
           
         
       
       wherein one of R 1  or R 2  is H and the other R group is a carbon-containing group, or wherein both of R 1  or R 2  are H and Z is —NHR 3 , N(R 3 ) 2 , or SR 3 , wherein R 3  is a carbon containing group, and Z is a nitrogen or sulfur-containing group. 
     
     
         17 . The method of  claim 16 , wherein the molar ratio of the maleic anhydride to the alcohol is from about 0.1:1 to about 1:0.1. 
     
     
         18 . The method of  claim 16 , wherein the amine is a primary or secondary amine or wherein the sulfur-containing compound is a thiol or a thioacid. 
     
     
         19 . The method of  claim 16 , wherein the derivatized succinate corrosion inhibitor is an isomeric mixture with the general structures 
       
         
           
           
               
               
           
         
       
       wherein Z is selected from the group consisting of NHR 3 , N(R 3 ) 2 , SC(O)R 3 , SH, SO 3 H, and SR 3 , wherein R 3  is a carbon-containing group. 
     
     
         20 - 25 . (canceled) 
     
     
         26 . The method of  claim 16 , wherein the molar ratio of the maleic anhydride to the alcohol is about 1:1.