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US4164474A Expired / Lapsed US ⏱️ 0.0 years remaining

Process for producing metal salts of oil-soluble organosulfonic acids

Assignee: King Industries Inc
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Filing: 1976-10-27
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Granted: 1979-08-14
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Expires: 1996-10-27
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Abstract

Abstract An improved process for producing metal salts of organosulfonic acids comprises reacting the sulfonic acid with a slight excess of the corresponding metal carbonate until the carbonate/acid equilibrium point is reached, i.e., the pH of a substantially carbonate- and bicarbonate-free sample stabilizes in the range of 6.0 to 6.38, and then adding a very small amount of stronger base to effect complete neutralization of the remainder of the sulfonic acid.

Inventors

  • 👤 Lawrence V. Gallacher
  • 👤 Robert G. King

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-06 17:48
CPC Classifications
C; C07; C07C; C07C303/00; C07C303/32; C07F; C07F1/00; C07F1/005; C07F3/00; C07F3/003; C10; C10M; C10M135/00; C10M135/08; C10M135/10; C10M159/00; C10M159/12; C10M159/20; C10M159/24; C10M2207/00; C10M2207/28; C10M2207/282; C10M2207/34; C10M2219/00; C10M2219/04; C10M2219/044; C10N; C10N2010/00; C10N2010/02; C10N2010/04; C10N2010/08

Claims Analysis

Total Claims: 27
Claim 1
Independent Claim 151 words
A process for producing a metal salt of an organosulfonic acid and a metal selected from alkali metals, and alkaline earth metals, said process comprising the steps of: (i) providing a mixture comprising the organosulfonic acid and at least 2 moles of water per equivalent of said sulfonic acid; (ii) adding to the mixture a compound of at least one of said metals in the form of a carbonate, in an amount sufficient to provide a molar excess of said compound of at least about 1%; (iii) reacting and heating the mixture until the carbonate/acid equilibrium point is reached; and (iv) adding a small amount of up to about 1%, based on the weight of the carbonate, of a compound selected from a metal oxide or metal hydroxide which has a base strength greater than that of bicarbonate ion, sufficient to effect complete neutralization of the remainder of said organosulfonic acid.
Claim 2
Dependent Claim 151 words
A process for producing a metal salt of an organosulfonic acid and a metal selected from alkali metals, and alkaline earth metals, said process comprising the steps of: (i) providing a mixture comprising the organosulfonic acid and at least 2 moles of water per equivalent of said sulfonic acid; (ii) adding to the mixture a compound of at least one of said metals in the form of a carbonate, in an amount sufficient to provide a molar excess of said compound of at least about 1%; (iii) reacting and heating the mixture until the carbonate/acid equilibrium point is reached; and (iv) adding a small amount of up to about 1%, based on the weight of the carbonate, of a compound selected from a metal oxide or metal hydroxide which has a base strength greater than that of bicarbonate ion, sufficient to effect complete neutralization of the remainder of said organosulfonic acid.
Claim 3
Dependent Claim 41 words
A process as defined in claim 1 wherein the equilibrium point is taken as the point in time where the hydrogen ion concentration measured on a substantially carbonate- and bicarbonate-free sample of the reaction mixture becomes stabilized at a fixed value.
Claim 4
Dependent Claim 39 words
A process as defined in claim 2 wherein the end point is taken as the point in time where the pH of the substantially carbonate- and bicarbonate-free sample stabilizes in a range of from about 6.0 to about 6.38.
Claim 5
Dependent Claim 24 words
A process as defined in claim 1 wherein the organosulfonic acid is an oil-soluble organosulfonic acid, and said mixture also includes an inert solvent.
Claim 6
Dependent Claim 22 words
A process as defined in claim 1 wherein the compound added in step (iv) is a metal oxide or a metal hydroxide.
Claim 7
Dependent Claim 27 words
A process as defined in claim 5 wherein the compound added in step (iv) is the same as the metal of the carbonate added in step (ii).
Claim 8
Dependent Claim 36 words
A process as defined in claim 4 wherein the oil-soluble organosulfonic acid is selected from mono- , di- and trisulfonic acids of aliphatic or aromatic hydrocarbons, and has a molecular weight of greater than about 350.
Claim 9
Dependent Claim 15 words
A process as defined in claim 7 wherein the oil-soluble organosulfonic acid dinonylnaphthalene sulfonic acid.
Claim 10
Dependent Claim 15 words
A process as defined in claim 1 wherein the organosulfonic acid is dinonylnaphthalene disulfonic acid.
Claim 11
Dependent Claim 27 words
A process as defined in claim 1 wherein the metal in the carbonate used in step (ii) is selected from sodium, potassium, lithium, barium, calcium, and magnesium.
Claim 12
Dependent Claim 19 words
A process as defined in claim 10 wherein the metal in the carbonate used in step (ii) is barium.
Claim 13
Dependent Claim 19 words
A process as defined in claim 10 wherein the metal in the carbonate used in step (ii) is calcium.
Claim 14
Dependent Claim 19 words
A process as defined in claim 10 wherein the metal in the carbonate used in step (ii) is lithium.
Claim 15
Dependent Claim 18 words
A method as defined in claim 5 wherein the metal compound added in step (iv) is barium hydroxide.
Claim 16
Dependent Claim 18 words
A method as defined in claim 5 wherein the metal compound added in step (iv) is calcium hydroxide.
Claim 17
Dependent Claim 18 words
A method as defined in claim 5 wherein the metal compound added in step (iv) is lithium hydroxide.
Claim 18
Dependent Claim 187 words
A process for producing a metal salt of dinonylnaphthalene sulfonic acid and a metal selected from sodium, potassium, lithium, calcium, magnesium, and barium, said process comprising the steps of: (i) forming a solution of dinonylnaphthalene sulfonic acid in an inert volatile organic solvent and at least two moles of water per equivalent of said sulfonic acid; (ii) adding to the solution a compound of at least one of said metals in the form of a carbonate, in an amount sufficient to provide a molar excess of said compound in the range of from 1 to 10%; (iii) reacting and heating the mixture at a temperature of at least about 60° C. until the carbonate/acid equilibrium point is reached and the pH measured on a substantially carbonate- and bicarbonate-free sample would fall in the range of from about 6.0 to about 6.38; and (iv) adding a small amount of up to 1%, based on the weight of the carbonate, of a metal compound which has a base strength greater than that of the bicarbonate ion, sufficient to effect complete neutralization of the remainder of said dinonylnaphthalene sulfonic acid.
Claim 19
Dependent Claim 187 words
A process for producing a metal salt of dinonylnaphthalene sulfonic acid and a metal selected from sodium, potassium, lithium, calcium, magnesium, and barium, said process comprising the steps of: (i) forming a solution of dinonylnaphthalene sulfonic acid in an inert volatile organic solvent and at least two moles of water per equivalent of said sulfonic acid; (ii) adding to the solution a compound of at least one of said metals in the form of a carbonate, in an amount sufficient to provide a molar excess of said compound in the range of from 1 to 10%; (iii) reacting and heating the mixture at a temperature of at least about 60° C. until the carbonate/acid equilibrium point is reached and the pH measured on a substantially carbonate- and bicarbonate-free sample would fall in the range of from about 6.0 to about 6.38; and (iv) adding a small amount of up to 1%, based on the weight of the carbonate, of a metal compound which has a base strength greater than that of the bicarbonate ion, sufficient to effect complete neutralization of the remainder of said dinonylnaphthalene sulfonic acid.
Claim 20
Dependent Claim 54 words
A process as defined in claim 17 including the steps of adding a relatively non-volatile hydrocarbon oil to the reaction mixture at any stage, and as a final step, selectively removing the inert volatile organic solvent and water, to produce a solution of the metal salt of said sulfonic acid in said hydrocarbon oil.
Claim 21
Dependent Claim 37 words
A process as defined in claim 18 wherein the volatile solvent and water are removed by distillation and the amount of hydrocarbon oil used produces a solution comprising 40 to 60% by weight of the metal sulfonate.
Claim 22
Dependent Claim 28 words
A process as defined in claim 17 wherein the metal in the carbonate compound used in step (ii) and in the metal compound of step (iv) is barium.
Claim 23
Dependent Claim 28 words
A process as defined in claim 17 wherein the metal in the carbonate compound used in step (ii) and in the metal compound of step (iv) is calcium.
Claim 24
Dependent Claim 28 words
A process as defined in claim 17 wherein the metal in the carbonate compound used in step (ii) and in the metal compound of step (iv) is lithium.
Claim 25
Dependent Claim 47 words
A process as defined in claim 17 including the steps of adding a relatively non-volatile ester lubricant to the neutral mixture, selectively removing the inert volatile organic solvent and water and thereby producing a solution of the metal salt of said sulfonic acid in said ester lubricant.
Claim 26
Dependent Claim 28 words
A process as defined in claim 1 wherein said heating in step (iii) is carried out in the range of from about 60° C. to about 90° C.
Claim 27
Dependent Claim 28 words
A process as defined in claim 1 wherein said heating in step (iii) is carried out at a temperature of from about 75° C. to about 80° C.

References Cited (Backward Citations)

US2514733A Cited
US2702280A Cited
US2688035A Cited
US2760970A Cited
US2846466A Cited
US2764548A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1982-08-13 1983-02-12 1983-08-14 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1986-08-13 1987-02-12 1987-08-14 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1990-08-13 1991-02-12 1991-08-14 $7700.00 Window Closed / Lapsed

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