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Oxidation of hydrocarbon waxes in the presence of sulfobetaines

Assignee: Ashland LLC
•
Filing: 1979-01-09
•
Granted: 1980-04-15
•
Expires: 1999-01-09
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Abstract

Abstract Hydrocarbon waxes are oxidized to high acid numbers by agitating the liquid hydrocarbon wax with a sulfobetaine while forcing gaseous air or oxygen through the liquid charge.

Inventors

  • 👤 Donald D. Carlos

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-09 09:51
CPC Classifications
C; C07; C07C; C07C51/00; C07C51/16; C07C51/21; C07C51/215; C07C51/225

Claims Analysis

Total Claims: 11
Claim 1
Independent Claim 103 words
A process for oxidizing liquid hydrocarbon waxes and petrolatums comprising blowing an oxidizing gas through the liquid mass of said hydrocarbon in the presence of a sulfobetaine of the formula: ##STR4## wherein R 1 is an alkyl radical having from 10 to 18 carbon atoms or an amido radical of the formula RCONH(CH 2 ) 3 wherein R is an alkyl radical of 10 to 18 carbon atoms, R 2 and R 3 are each alkyl radicals of 1 to about 3 carbon atoms, and R 4 is an alkylene or hydroxyalkylene or hydroxyalkylene radical of about 1 to about 4 carbon atoms.
Claim 2
Dependent Claim 103 words
A process for oxidizing liquid hydrocarbon waxes and petrolatums comprising blowing an oxidizing gas through the liquid mass of said hydrocarbon in the presence of a sulfobetaine of the formula: ##STR4## wherein R 1 is an alkyl radical having from 10 to 18 carbon atoms or an amido radical of the formula RCONH(CH 2 ) 3 wherein R is an alkyl radical of 10 to 18 carbon atoms, R 2 and R 3 are each alkyl radicals of 1 to about 3 carbon atoms, and R 4 is an alkylene or hydroxyalkylene or hydroxyalkylene radical of about 1 to about 4 carbon atoms.
Claim 3
Dependent Claim 13 words
The process of claim 1 wherein said sulfobetaine is coco dimethyl sulfopropyl betaine.
Claim 4
Dependent Claim 13 words
The process of claim 1 wherein said betaine is stearyl dimethyl sulfopropyl betaine.
Claim 5
Dependent Claim 14 words
The process of claim 1 wherein said sulfobetaine is lauryl bis-(2 hydroxyethyl) sulfopropyl betaine.
Claim 6
Dependent Claim 26 words
The process of claim 1 wherein the concentration of sulfobetaine is between about 0.2 and about 2 parts by weight per 100 parts of liquid hydrocarbon.
Claim 7
Dependent Claim 61 words
The process of claim 1 wherein said liquid mass of hydrocarbon also contains as an oxidation promoter a quaternary ammonium compound having the formula: ##STR5## where R 1 is an aliphatic hydrocarbon radical of 10 or more carbon atoms, R 2 is an aliphatic hydrocarbon radical of 1 to 12 carbon atoms, and X.sup.⊖ is chloride, bromide, iodide, sulfate or bisulfate.
Claim 8
Dependent Claim 189 words
The process of claim 6 wherein said quaternary compound is selected from the group consisting of dodecyltrimethylammonium chloride and a mixture of quaternary compounds having the formula: ##STR6## wherein R collectively represents the alkyl residue of a primary alcohol mixture composed of 30-70 wt. percent of (a) straight-chain C 16 -C 22 alcohols and correspondingly from 70-30 wt. percent of (b) C 8 -C 15 Oxo alcohols consisting essentially of a mixture of straight-chain and single methyl branched isomers, said (a) and (b) being in relative proportions so that from about 95-80 wt. percent of said R 1 groups are straight-chain alkyl and correspondingly from 5-20 wt. percent are said branched alkyl, R is a C 1 -C 3 alkyl group, X represents a chloride, bromide or iodide anion, and wherein said mixture of quaternaries is essentially composed of 0 to 10 wt. percent of compounds of Formula I, 60-85 wt. percent of compounds of Formula II, and 5-25 wt. percent of compounds of Formula III, said mixture being prepared by ammonolysis of a mixture of the corresponding R 1 OH alcohols and subsequent quaternization of the ammonolysis product.
Claim 9
Dependent Claim 31 words
The process of claim 6 wherein said quaternary ammonium compound is present in a concentration of between about 0.5 and about 2 parts by weight per 100 parts of liquid hydrocarbon.
Claim 10
Dependent Claim 100 words
The process of claim 1 wherein said liquid hydrocarbon wax or petrolatum has an average of between about 20 and about 100 carbon atoms per molecule, said sulfobetaine is coco dimethyl sulfopropyl betaine present in an amount of between about 0.2 and about 2 parts by weight of liquid hydrocarbon wax or petrolatum, said oxidizing gas is forced through said liquid wax or petrolatum at a rate of between 0.5 and 10 liters (measured at 760 mm of mercury and 25° C.) of gas per liter of hydrocarbon per minute at a temperature of between about 150° and 180° C.
Claim 11
Dependent Claim 27 words
The process of claim 9 wherein said liquid hydrocarbon wax or petrolatum also contains between about 0.5 and 2 parts by weight of a quaternary ammonium compound.

References Cited (Backward Citations)

US2338634A Cited
US2664436A Cited
US2892860A Cited
US3803137A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1983-04-15 1983-10-15 1984-04-15 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1987-04-15 1987-10-15 1988-04-15 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1991-04-15 1991-10-15 1992-04-15 $7700.00 Window Closed / Lapsed

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