Grease thickening agent

Abstract

The present disclosure provides a polyamide grease thickening agent having the structure according to Formula I: (MCA-DA-)(PCA-DA)y-PCA-(DA-PCA)y(-DA-MCA) (I). In Formula I, at each occurrence PCA is independently a reacted polycarboxylate, at each occurrence MCA is independently a reacted monocaboxylate, at each occurrence DA is independently a reacted n-alkyl diamine, and y is 0 or a non-zero integer. Additionally, in Formula I, a weight-average molecular weight of the polyamide grease thickener is in a range of from about 450 g/mol to about 2600 g/mol. Additionally, in Formula I, the structure includes at least 4 amide bonds and at least two internal aromatic moieties are di-substituted in a para position.

1 . A polyamide grease thickening agent having the structure according to Formula I: 
       
         
           
           
               
               
           
         
         wherein
 at each occurrence PCA is independently a reacted polycarboxylate, 
 at each occurrence MCA is independently a reacted monocaboxylate, 
 at each occurrence DA is independently a reacted diamine, 
 y is 0 or a non-zero integer, 
 a weight-average molecular weight of the polyamide grease thickener is in a range of from about 450 g/mol to about 3500 g/mol, and 
 at least one cycloaliphatic moiety or aromatic moiety. 
 
       
     
     
         2 . The polyamide grease thickening agent of  claim 1 , wherein the weight-average molecular weight of the polyamide grease thickener is in a range of from about 500 g/mol to about 2500 g/mol. 
     
     
         3 . The polyamide grease thickening agent of  claim 1 , wherein the agent has the structure according to Formula II: 
       
         
           
           
               
               
           
         
         wherein n is 2, and y is in a range of 2-4. 
       
     
     
         4 . The polyamide grease thickening agent of  claim 1 , wherein the agent has the structure according to Formula III: 
       
         
           
           
               
               
           
         
       
     
     
         5 . (canceled) 
     
     
         6 . The polyamide grease thickening agent of  claim 1 , wherein at each occurrence PCA independently comprises 6, 8, or 9 carbon atoms. 
     
     
         7 . The polyamide grease thickening agent of  claim 1 , wherein at each occurrence, PCA independently comprises a reacted adipic acid, a reacted purified terephthalic acid, a reacted isophthalic acid, a reacted phthalic anhydride, a reacted napthalenic acid, a reacted mellitic acid, a reacted mellitic anhydride, a reacted naphthalene tetracarboxylic anhydride, a reacted citric acid, a reacted ester, a reacted acid chloride, a reacted dianhydride, or a reacted ethylenediaminetetraacetic acid. 
     
     
         8 . (canceled) 
     
     
         9 . The polyamide grease thickening agent of  claim 1 , wherein at each occurrence, the DA is a reacted diamine, the diamine independently having the structure according to Formula (VII): 
       
         
           
           
               
               
           
         
         wherein R 5  is a substituted or unsubstituted (C 1 -C 20 )alkylene, substituted or unsubstituted (C 5 -C 20 )cycloalkylene, or substituted or unsubstituted (C 4 -C 20 )aryl. 
       
     
     
         10 . (canceled) 
     
     
         11 . (canceled) 
     
     
         12 . (canceled) 
     
     
         13 . (canceled) 
     
     
         14 . The polyamide grease thickening agent of  claim 1 , wherein when the at least one aromatic moiety is internally disposed it is di-substituted in a para position and when the at least on cycloaliphatic moiety is internally disposed it is disubstituted and symmetrical about an axis passing through both substituents. 
     
     
         15 . A polyamide grease thickening agent having the structure according to Formula IX: 
       
         
           
           
               
               
           
         
       
       wherein
 wherein
 at each occurrence PCA is independently a para-substituted reacted polycarboxylate, 
 at each occurrence MCA is independently a reacted monocaboxylate, 
 at each occurrence DA is independently a reacted diamine, 
 y is 0 or a non-zero integer, 
 a weight-average molecular weight of the polyamide grease thickener is in a range of from about 450 g/mol to about 3500 g/mol. 
 
 
     
     
         16 . The polyamide grease thickening agent of  claim 15 , wherein the weight-average molecular weight of the polyamide grease thickener is in a range of from about 500 g/mol to about 2500 g/mol. 
     
     
         17 . The polyamide grease thickening agent of  claim 15 , wherein at each occurrence MCA comprises a reacted monocarboxylate, the monocarboxylate having the structure according to Formula (IV): 
       
         
           
           
               
               
           
         
         wherein R 3  is a substituted or unsubstituted (C 1 -C 20 )hydrocarbyl and R 7  is chosen from —OH, —Cl, —O − , or substituted or unsubstituted —O—(C 1 -C 20 )hydrocarbyl. 
       
     
     
         18 . (canceled) 
     
     
         19 . The polyamide grease thickening agent of  claim 15 , wherein at each occurrence MCA comprises a reacted monocarboxylate, the monocarboxylate having the structure according to: 
       
         
           
           
               
               
           
         
         wherein R 4  is chosen from a bond and a substituted or unsubstituted (C 1 -C 20 )hydrocarbylene. 
       
     
     
         20 . (canceled) 
     
     
         21 . (canceled) 
     
     
         22 . (canceled) 
     
     
         23 . The polyamide grease thickening agent of  claim 15 , wherein at least two occurrences of DA have a different chemical structure. 
     
     
         24 . (canceled) 
     
     
         25 . (canceled) 
     
     
         26 . The polyamide grease thickening agent of  claim 15 , wherein a dropping point of the polyamide grease thickening agent is greater than about 200° C. 
     
     
         27 . (canceled) 
     
     
         28 . (canceled) 
     
     
         29 . A polyamide grease thickening agent having the structure according to Formula VIII: 
       
         
           
           
               
               
           
         
       
       wherein
 at each occurrence ZZ is 
 
       
         
           
           
               
               
           
         
         X is 
       
       
         
           
           
               
               
           
         
         at each occurrence PCA is independently a reacted polycarboxylate, 
         at each occurrence MCA is independently a reacted monocaboxylate, 
         at each occurrence DA is independently a reacted diamine, 
         x is a non-zero integer, 
         y is 0 or a non-zero integer, and 
         z is 0 or a non-zero integer. 
       
     
     
         30 . The polyamide grease thickening agent of  claim 29 , wherein at each occurrence PCA comprises a reacted polycarboxylate, the polycarboxylate having the structure according to: 
       
         
           
           
               
               
           
         
         wherein at each occurrence R 1  and R 2  are independently a bond or a substituted or unsubstituted (C 1 -C 20 )hydrocarbyl and at each occurrence, R 6  is chosen from —OH, —Cl, —O − , or substituted or unsubstituted —O—(C 1 -C 20 )hydrocarbyl. 
       
     
     
         31 . (canceled) 
     
     
         32 . The polyamide grease thickening agent of  claim 30 , wherein at each occurrence MCA comprises a reacted monocarboxylate, the monocarboxylate having the structure according to Formula (IV): 
       
         
           
           
               
               
           
         
         wherein R 3  is a substituted or unsubstituted (C 1 -C 20 )hydrocarbyl and R 7  is chosen from —OH, —Cl, —O − , or substituted or unsubstituted —O—(C 1 -C 20 )hydrocarbyl. 
       
     
     
         33 . (canceled) 
     
     
         34 . The polyamide grease thickening agent of  claim 30 , wherein at each occurrence MCA comprises a reacted monocarboxylate, the monocarboxylate having the structure according to: 
       
         
           
           
               
               
           
         
         wherein R 4  is chosen from a bond and a substituted or unsubstituted (C 1 -C 20 )hydrocarbylene. 
       
     
     
         35 . (canceled) 
     
     
         36 . The polyamide grease thickening agent of  claim 29 , wherein at each occurrence, the DA is a reacted diamine, the diamine independently having the structure according to Formula (VII): 
       
         
           
           
               
               
           
         
         wherein R 5  is a substituted or unsubstituted (C 1 -C 20 )hydrocarbylene. 
       
     
     
         37 . (canceled) 
     
     
         38 . The polyamide grease thickening agent of  claim 29 , wherein at each occurrence DA is a reacted diamine independently selected from a reacted hexamethylenediamine, a reacted propanediamine, a reacted butanediamine, a reacted pentanediamine, a reacted nonanediamine, a reacted isononanediamine, a reacted 2-methylpentamethylenediamine, a reacted ethylenediamine, a reacted isophorone diamine, a reacted m-xylylenediamine, and a reacted m-phenylenediamine.