Mixed Decyl Mercaptans Compositions and Methods of Making Same
AssigneeChevron Phillips Chemical Company LP
InventorsMichael S. Matson, Jim D. BYERS, Jason L. KREIDER
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Abstract
Compositions comprising branched C10 mercaptans selected from the group consisting of 5-methyl-1-mercapto-nonane, 3-propyl-1-mercapto-heptane, 4-ethyl-1-mercapto-octane, 2-butyl-1-mercapto-hexane, 5-methyl-2-mercapto-nonane, 3-propyl-2-mercapto-heptane, 4-ethyl-2-mercapto-octane, 5-methyl-5-mercapto-nonane, and combinations thereof.
Claims24
A composition comprising mercaptans, wherein at least about 50 wt. % of the mercaptans are branched C10 mercaptans selected from the group consisting of 5-methyl-1-mercapto-nonane (represented by Structure A), 3-propyl-1-mercapto-heptane (represented by Structure B), 4-ethyl-1-mercapto-octane (represented by Structure C), 2-butyl-1-mercapto-hexane (represented by Structure D), 5-methyl-2-mercapto-nonane (represented by Structure E), 3-propyl-2-mercapto-heptane (represented by Structure F), 4-ethyl-2-mercapto-octane (represented by Structure G), 5-methyl-5-mercapto-nonane (represented by Structure H), and combinations thereof.
A composition comprising sulfides, wherein at least about 50 wt. % of the sulfides are branched C20 sulfides represented by the structure R1—S—R2, wherein R1 and R2 are each independently a functional group derived from an olefin, wherein the olefin comprises 5-methyl-1-nonene (represented by Structure I), 3-propyl-1-heptene (represented by Structure J), 4-ethyl-1-octene (represented by Structure K), 2-butyl-1-hexene (represented by Structure L), or combinations thereof.
A composition comprising:
- (A) at least about 25 wt. % C10 mercaptans selected from the group consisting of 5-methyl-1-mercapto-nonane (represented by Structure A), 3-propyl-1-mercapto-heptane (represented by Structure B), 4-ethyl-1-mercapto-octane (represented by Structure C), 2-butyl-1-mercapto-hexane (represented by Structure D), 5-methyl-2-mercapto-nonane (represented by Structure E), 3-propyl-2-mercapto-heptane (represented by Structure F), 4-ethyl-2-mercapto-octane (represented by Structure G), 5-methyl-5-mercapto-nonane (represented by Structure H), and combinations thereof;
- and
- (B) at least about 5 wt. % C20 sulfides represented by the structure R1—S—R2, wherein R1 and R2 are each independently a functional group derived from an olefin, wherein the olefin comprises 5-methyl-1-nonene (represented by Structure I), 3-propyl-1-heptene (represented by Structure J), 4-ethyl-1-octene (represented by Structure K), 2-butyl-1-hexene (represented by Structure L), or combinations thereof.
A composition comprising:
- (A) from at least about 50 wt. % to at least about 90 wt. % mercaptans, wherein at least about 50 wt. % of the mercaptans are branched C10 mercaptans selected from the group consisting of 5-methyl-1-mercapto-nonane (represented by Structure A), 3-propyl-1-mercapto-heptane (represented by Structure B), 4-ethyl-1-mercapto-octane (represented by Structure C), 2-butyl-1-mercapto-hexane (represented by Structure D), 5-methyl-2-mercapto-nonane (represented by Structure E), 3-propyl-2-mercapto-heptane (represented by Structure F), 4-ethyl-2-mercapto-octane (represented by Structure G), 5-methyl-5-mercapto-nonane (represented by Structure H), and combinations thereof;
- and
- (B) from at least about 10 wt. % to at least about 30 wt. % sulfides, wherein at least 50 wt. % of the sulfides are branched C20 sulfides represented by the structure R1—S—R2, wherein R1 and R2 are each independently a functional group derived from an olefin selected from the group consisting of 5-methyl-1-nonene (represented by Structure I), 3-propyl-1-heptene (represented by Structure J), 4-ethyl-1-octene (represented by Structure K), 2-butyl-1-hexene (represented by Structure L), and combinations thereof.
A composition comprising:
- (A) at least about 25 wt. % C10 mercaptans selected from the group consisting of 5-methyl-1-mercapto-nonane (represented by Structure A), 3-propyl-1-mercapto-heptane (represented by Structure B), 4-ethyl-1-mercapto-octane (represented by Structure C), 2-butyl-1-mercapto-hexane (represented by Structure D), 5-methyl-2-mercapto-nonane (represented by Structure E), 3-propyl-2-mercapto-heptane (represented by Structure F), 4-ethyl-2-mercapto-octane (represented by Structure G), 5-methyl-5-mercapto-nonane (represented by Structure H), and combinations thereof;
- (B) at least about 5 wt. % C20 sulfides represented by the structure R1—S—R2, wherein R1 and R2 are each independently a functional group derived from an olefin, wherein the olefin comprises 5-methyl-1-nonene (represented by Structure I), 3-propyl-1-heptene (represented by Structure J), 4-ethyl-1-octene (represented by Structure K), 2-butyl-1-hexene (represented by Structure L), or combinations thereof;
- and
- one or more of the following components (C)-(I):
- (C) less than about 5 wt. % C8 mercaptans;
- (D) less than about 15 wt. % C12 mercaptans;
- (E) less than about 15 wt. % C14 mercaptans;
- (F) less than about 5 wt. % C16 mercaptans and/or C18 mercaptans;
- (G) less than about 1 wt. % C16-36 sulfides represented by the structure R3—S—R4, wherein R3 and R4 are each independently a functional group derived from an olefin selected from the group consisting of C8 monoolefins, C10 monoolefins, C12 monoolefins, C14 monoolefins, C16 monoolefins, and C18 monoolefins, wherein R3 and R4 are not both branched C10 monoolefins;
- (H) less than about 10 wt. % unreacted C8-18 monoolefins;
- and
- (I) less than about 10 wt. % non-olefin impurities selected from the group consisting of C8-14 alkanes, cyclohexane, methylcyclopentane, methylcyclohexane, benzene, toluene, ethylbenzene, xylene, mesitylene, hexamethylbenzene, C4-12 alcohols, 2-ethyl-1-hexanol, and 2-ethylhexyl-2-ethylhexanoate.
A process comprising reacting hydrogen sulfide (H2S) and a feedstock comprising one or more branched C10 monoolefins in the presence of an initiating agent to produce a crude composition, wherein the branched C10 monoolefins comprise 5-methyl-1-nonene (represented by Structure I), 3-propyl-1-heptene (represented by Structure J), 4-ethyl-1-octene (represented by Structure K), 2-butyl-1-hexene (represented by Structure L), or combinations thereof.
Dependencies are inferred from the claim text.