C16 upao dimer

Example 1

A C16 uPAO dimer was alkylated with 4-methylbenzenethiol by acid catalyst as shown below in Scheme 1 to form Product I containing Compound-I and Compound-II.

[Figure (not displayed)]

A glass reactor under N₂ atmosphere was charged with C16 uPAO dimer (242.1 g, 1.07 mol), 4-methylbenzenethiol (160.4 g, 1.29 mol) (obtained from Sigma-Aldrich), and Amberlyst-15H (6.89 g, 1.7 wt %) (obtained from Sigma-Aldrich) to form a mixture. The mixture was heated with stirring at 120° C. for 20 hours. The mixture was filtered to remove catalyst. The filtrate was distilled under vacuum to 160° C.-205° C. to remove unreacted olefin and thiol. The distillation pot bottoms were collected as Product I containing Compound-I and Compound-II in a molar ratio of approximately 97.5 to 2.5. The lube properties of Product I were determined as provided above and are shown below in TABLE IV.

Example 4

A C16 uPAO dimer was alkylated with 1-octanethiol by acid catalyst as shown below in Scheme 3 to form Product III containing Compound-V and Compound-VI.

[Figure (not displayed)]

A glass reactor under N₂ atmosphere was charged with C16 uPAO dimer (200.0 g, 0.89 mol), 1-octanethiol (157.0 g, 1.07 mol) (obtained from Sigma-Aldrich), and Amberlyst-15H (10.0 g, 2.7 wt %) (obtained from Sigma-Aldrich) to form a mixture. The mixture was heated to 120° C. for 20 hours. The mixture was filtered through Celite to remove catalyst. The filtrate was distilled under vacuum to 220° C. to remove unreacted thiol and olefin. The distillation pot bottoms were treated with decolorizing carbon and filtered through Celite. The filtrate was collected as Product III containing Compound-V and Compound-VI in a molar ratio of approximately 78:22 of V:VI. The lube properties of Product III were determined as provided above and are shown below in TABLE VII.