Salt of a sulfur-containing, phosphorus-containing compound, and methods thereof
There is disclosed a salt of a sulfur-containing, phosphorus-containing compound. There is also disclosed a method of making the salt.
1 . An oil-soluble compound of formula (III):
wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , and R 9 are independently selected from the group consisting of hydrogen, cyano, and hydrocarbyl groups comprising from about 1 to about 30 carbon atoms.
2 . The compound of claim 1 , wherein R 3 , R 4 , R 5 , R 6 , R 7 , and R 8 are hydrogen, R 1 and R 2 are methyl, and, and R 9 is a tertiary C 12-14 alkyl group.
3 . A compound of formula (VI):
wherein n is an integer from 1 to 5; and
wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , R 10 , and R 11 are independently selected from the group consisting of hydrogen, cyano, and hydrocarbyl groups comprising from about 1 to about 30 carbon atoms.
4 . The compound of claim 3 , wherein R 1 and R 2 are methyl, R 3 , R 4 , R 5 , R 6 , R 7 , and R 8 are hydrogen; R 9 is a tertiary C 12-14 alkyl group; and R 10 and R 11 are alkyl groups comprising from about 1 to about 6 carbon atoms
5 . A process of preparing a salt of sulfur-containing, phosphorus-containing compound comprising:
providing a sulfur-containing compound, a nitrogen-containing compound and at least one compound of formula (I) and (IV):
wherein n is an integer from 1 to 5; and
wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 10 , and R 11 are independently selected from the group consisting of hydrogen, cyano, and hydrocarbyl groups comprising from about 1 to about 30 carbon atoms.
6 . The process of claim 5 , wherein in the compound of formula (I), R 3 , R 4 , R 5 , and R 6 are hydrogen; and R 1 and R 2 are methyl.
7 . The process of claim 5 , wherein in the compound of formula (IV), R 1 and R 2 are methyl; R 3 , R 4 , R 5 , and R 6 are hydrogen; and R 10 and R 11 are alkyl groups comprising from about 1 to about 6 carbon atoms.
8 . The process of claim 5 , wherein the sulfur-containing compound is chosen from elemental sulfur, polysulfide, and sulfurized olefin.
9 . The process of claim 8 , wherein the sulfur-containing compound is elemental sulfur.
10 . The process of claim 5 , wherein at least an equimolar equivalent or greater of the sulfur-containing compound is used.
11 . The process of claim 5 , wherein the reaction temperature ranges from about 23° C. to about 90° C.
12 . The process of claim 5 , wherein the salt of the sulfur-containing, phosphorus-containing compound is at least one of a compound of formula (III) and (VI):
wherein n is an integer from 1 to 5; and
wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , R 10 , and R 11 are independently selected from the group consisting of hydrogen, cyano, and hydrocarbyl groups comprising from about 1 to about 30 carbon atoms.
13 . The process of claim 12 , wherein in the formula (III), R 3 , R 4 , R 5 , R 6 , R 7 , and R 8 are hydrogen; R 1 and R 2 are methyl; and, and R 9 is a tertiary C 12-14 alkyl group.
14 . The process of claim 12 , wherein in the formula (VI), R 1 and R 2 are methyl; R 3 , R 4 , R 5 , R 6 , R 7 , and R 8 are hydrogen; R 9 is a tertiary C 12-14 alkyl group; and R 10 and R 11 are alkyl groups comprising from about 1 to about 6 carbon atom.
15 . The process of claim 5 , wherein the nitrogen-containing compound is an amine.
16 . The process of claim 5 , wherein the nitrogen-containing compound is chosen from linear and branched amines.
17 . The process of claim 16 , wherein the amine is a branched amine chosen from a mixture of C 8-16 tertiary alkyl primary amines and a mixture of C 14-24 tertiary alkyl primary amines.
18 . The process of claim 16 , wherein the nitrogen-containing compound is a linear amine.
19 . The process of claim 5 , wherein from about 0.05 to about 2 molar equivalents of the nitrogen-containing compound are used.
20 . The process of claim 11 , wherein the process takes from about 1 to about 8 hours.
21 . A composition comprising a reaction product of a nitrogen-containing compound, a neopentyl glycol phosphite, and a sulfur-containing compound.