N methylsuccinimide

Chemicals. Acetone (HPLC grade, Caledon), hexane (HPLC grade, Caledon), xylene (reagent grade, 98.5%, EMD), deuterated chloroform (CDCl3, 99.8%, Cambridge Isotope Laboratories, Inc.), tetrahydrofuran (THF, HPLC grade, Caledon), dodecane (anhydrous, 99%, Sigma-Aldrich), ethyl ether (anhydrous, 99% Sigma-Aldrich), ethyl acetate (HPLC, 99.7% Sigma-Aldrich), and 2-dodecanone (GC grade, 97%, Sigma-Aldrich) were used as received. The chemicals hexamethylenediamine (HMDA, 98%), diethylenetriamine (DETA, 99%), triethylenetetramine (TETA, 97%), tetraethylenepentamine (TEPA, technical grade), pentaethylenehexamine (PEHA, technical grade), dibutylamine (DBA, 99.5%), octylamine (99%), N-methylsuccinimide (N-MSI, 99%), butylamine (BUA, 99%), diethylamine (DEA, 99.5%), triethylamine (TEA, 99.5%), ethylene carbonate (EC, 98%), magnesium sulfate anhydrous (97%), and activated charcoal (100 mesh) were purchased from Sigma-Aldrich and were employed without further purification. Polyisobutylene succinic anhydride (PIBSA) was supplied by Imperial Oil. The chemical composition of this sample was characterized by NMR, GPC, and FTIR analysis and found to contain on average one SA unit per 52 ± 2 isobutylene monomers. Assuming one SA moiety per chain, this PIBSA sample would have an Mn of 3,012 g.mol  equivalent to a total acid number (TAN) of 37.2 mg of KOH per gram of PIBSA.