US2454828A - Viscosity reduction of petroleum mahogany sulfonate hydrocarbon solutions - Google Patents
Viscosity reduction of petroleum mahogany sulfonate hydrocarbon solutions Download PDFInfo
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- US2454828A US2454828A US758463A US75846347A US2454828A US 2454828 A US2454828 A US 2454828A US 758463 A US758463 A US 758463A US 75846347 A US75846347 A US 75846347A US 2454828 A US2454828 A US 2454828A
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- petroleum mahogany
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- 241000158728 Meliaceae Species 0.000 title description 35
- 239000003208 petroleum Substances 0.000 title description 32
- 239000004215 Carbon black (E152) Substances 0.000 title description 10
- 229930195733 hydrocarbon Natural products 0.000 title description 10
- -1 sulfonate hydrocarbon Chemical class 0.000 title description 8
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 45
- 239000003921 oil Substances 0.000 description 21
- 239000002904 solvent Substances 0.000 description 19
- 150000003871 sulfonates Chemical class 0.000 description 13
- 239000004753 textile Substances 0.000 description 13
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 12
- 239000000463 material Substances 0.000 description 9
- 239000000203 mixture Substances 0.000 description 9
- 239000000314 lubricant Substances 0.000 description 6
- 239000011734 sodium Substances 0.000 description 6
- 229910052708 sodium Inorganic materials 0.000 description 6
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 5
- HYBBIBNJHNGZAN-UHFFFAOYSA-N furfural Chemical compound O=CC1=CC=CO1 HYBBIBNJHNGZAN-UHFFFAOYSA-N 0.000 description 5
- 150000002430 hydrocarbons Chemical class 0.000 description 5
- 239000003960 organic solvent Substances 0.000 description 5
- 230000000717 retained effect Effects 0.000 description 5
- 238000013019 agitation Methods 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- XXJWXESWEXIICW-UHFFFAOYSA-N diethylene glycol monoethyl ether Chemical compound CCOCCOCCO XXJWXESWEXIICW-UHFFFAOYSA-N 0.000 description 4
- 229910052500 inorganic mineral Inorganic materials 0.000 description 4
- 239000011707 mineral Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 3
- 239000003085 diluting agent Substances 0.000 description 3
- 239000000835 fiber Substances 0.000 description 3
- 150000003460 sulfonic acids Chemical class 0.000 description 3
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 229920000297 Rayon Polymers 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 239000003638 chemical reducing agent Substances 0.000 description 2
- 239000012141 concentrate Substances 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 229940075557 diethylene glycol monoethyl ether Drugs 0.000 description 2
- 150000002334 glycols Chemical class 0.000 description 2
- 230000001050 lubricating effect Effects 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 239000003209 petroleum derivative Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- 238000007670 refining Methods 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 description 1
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical group CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 1
- OAYXUHPQHDHDDZ-UHFFFAOYSA-N 2-(2-butoxyethoxy)ethanol Chemical compound CCCCOCCOCCO OAYXUHPQHDHDDZ-UHFFFAOYSA-N 0.000 description 1
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 1
- QCDWFXQBSFUVSP-UHFFFAOYSA-N 2-phenoxyethanol Chemical compound OCCOC1=CC=CC=C1 QCDWFXQBSFUVSP-UHFFFAOYSA-N 0.000 description 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 1
- 101100536354 Drosophila melanogaster tant gene Proteins 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000007664 blowing Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 239000010730 cutting oil Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000001627 detrimental effect Effects 0.000 description 1
- 229940028356 diethylene glycol monobutyl ether Drugs 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000004945 emulsification Methods 0.000 description 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 230000002452 interceptive effect Effects 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000010687 lubricating oil Substances 0.000 description 1
- JCGNDDUYTRNOFT-UHFFFAOYSA-N oxolane-2,4-dione Chemical compound O=C1COC(=O)C1 JCGNDDUYTRNOFT-UHFFFAOYSA-N 0.000 description 1
- 229960005323 phenoxyethanol Drugs 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000002964 rayon Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000009991 scouring Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- HIFJUMGIHIZEPX-UHFFFAOYSA-N sulfuric acid;sulfur trioxide Chemical compound O=S(=O)=O.OS(O)(=O)=O HIFJUMGIHIZEPX-UHFFFAOYSA-N 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 239000012749 thinning agent Substances 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
- 238000009941 weaving Methods 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
- C07C309/01—Sulfonic acids
- C07C309/62—Sulfonated fats, oils or waxes of undetermined constitution
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
- Y10T428/2913—Rod, strand, filament or fiber
- Y10T428/2933—Coated or with bond, impregnation or core
Definitions
- hydrocarbon textile lubricant composition with a sulfonate content of in excess of 28% mahogany sulfonates so as torender the composition not only readily and spontaneously h emulsifiable but also to make the same readily wettable or rewettable on the fibre to thereby impart to the textile material substantial selfscourability.
- Hydrocarbon solutions of the textile lubricant type and containing in excess of 28% of petroleum mahogany sulfonates possess, however, a viscosity far in excess of 600 seconds Saybolt at 100 F. and usually a viscosity in excess of 1000 seconds Saybolt at 100 F.
- the relatively high viscosity of petroleum mahogany sulfonates in organic solvents is normally not subject to reduction by the addition of relatively low viscous diluents or thinning agents. This requires agents of such relatively low viscositythat they interfere with the lubricating properties of the composition. Furthermore, these solvents are then of the type which easily evaporate. This is particularly critical in the case of textile treating materials since the use of such thinning solvents will leave behind on the fibre upon evaporation a viscous sticky impregnant without adequate lubricating capacity on the fibre and will also interfere with the scourability of the impregnated material.
- One object of the invention comprises inter alia the viscosity reduction of petroleum mahogany sulfonates in organic solvent solutions.
- Another object of the invention comprises viscosity reduced petroleum mahogany sulfonate solutions.
- a suitable petroleum mahogany sulfonate solution in an organic substantially water immiscible solvent for said sulfonate is treated with at least one member selected from the group consisting of substantially oil soluble glycols and alkylene glycol ethers in amount sufficient to thereby appreciably lower the viscosity of said solution due to the sulfonate dissolved thereir and preferably reduce said viscosity by at least one-third.
- solvents that may be used for this purpose should not appreciably dissolve inorganic saltsand should be substantially liquid at normal temperatures.
- Suitable solvents that may be used in the practice of the invention are, for instance, petroleum oil clistillates or any fraction thereof, benzol and its homologs, naphtha, carbon tetrachloride, tetrachlorethane, chloroform, etc., and in general any aromatic or aliphatic or aryl or aralkyl hydrocarbon or hydrocarbon mixture ineluding their halogenated derivatives of the aforedescribed character and nature.
- the boiling range of such solvent sufi'iciently low to permit removal in the customary manner, such as by distillation in vacuo or otherwise without causing thereby any decomposition of the mahogany sulfonates.
- the boiling point be so low and preferably between and 250 F. as to enable the removal of the solvent at ordinary temperatures without the necessity of resorting to vacuum distillation.
- the petroleum mahogany sulfonate which is On the therein petroleum mahogany sulfonic acids collectively referred to as mahogany petroleum sulfonic acids. These are recovered from the oil layer in accordance with conventional methods in the form of solutions of these sulfonic acids or their salts (the latter being collectively termed "petroleum mahogany sulfonates) in a portion of the oil relatively tenaciously occluded by these sulfonic bodies. This occluded oil is generally referred to in the art as retained oil.
- the petroleumsulfonic acids or sulfonate oil compositions normally contain about 30 to 35% of retained oil and 65 to 70% of the petroleum mahogany sulfonic material.
- sulfonate-oil solutions or stocks contain sulfonates of varying averaged molecular weights.
- the sulfonate stocks are identified by their average molecular weights.
- a 420 or 450 sulfonate stock is a stock in which the sulfonates have an average molecular weight of 420 or 450 respectively.
- the aforementioned group member materials should preferably be oil soluble, and good results are, for instance, obtained with diethylene glycol ethyl ether and preferably diethylene glycol monoethyl ether, diethylene glycol butyl ether and preferably diethylene glycol monobutyl ether.
- the majority of the group member agents useful in accordance with the invention are oil soluble and substantially water insoluble. There are, however, some agents that may be used in accordance with the invention which though oil soluble are also to some extent water soluble such as the glycols. Among these diethylene glycol is recommended. i
- I may use'from 0.5 to 5% and preferably from 1 to 3% of the viscosity reducing agent in accordance with the invention calculated by weight of sulfonates present in solution.
- a suitable petroleum mahogany sulfonate solution in a solvent of the aforedescribed character and nature is intimately contacted with one or more of the aforementioned viscosity reducing agents. treatment continued until the desired viscosity reduction is obtained which is usually achieved quite rapidly. In fact, in many cases the desired viscosity reduction is obtained once thorough intermingling of the components is procured.
- the temperature of reaction is ordinarily not critical.
- the reaction may be facilitated by increasing the temperature to, for example, a preferred temperature of from 120 to 200 F. This is particularly desirable with more heavily viscous solutions as the higher temperature will increase the fluidity of the solution, thus permitting more intimate contact between the reactants.
- the extent to which low viscosity values may be obtained depends, at least to some extent, upon the type or origin of the petroleum mahogany sulfonate selected for the treatment. Ordinarily higher average molecular weight sulfonates pos- The mix is preferably agitated and'the 4 sess a higher viscosity and the resulting viscosity after treatment is usually commensurately higher than the viscosity after treatment of a comparative sulfonate hydrocarbon solution which before treatment possessed a relatively lower viscosity and in which the sulfonate had a lesser average molecular weight.
- the ratio of petroleum mahogany sulfonate to solvent is, as a rule, not critical except that it is desirable to so adjust the ratio that the viscosity of the solution is sufficiently low at the desired or selected temperature of treatment to permit the intimate contact between the reactants. In most cases, however. a ratio of mahogany sulfonate to solvent of substantially 2 to 1 (by weight) will give satisfactory results.
- Sulfonate concentrations above 70 to 75% sulfonate content are normally not desirable for direct reaction without suitable extension.
- any conventional method such as stirring, air-blowing, shaking, etc. may be used.
- the viscosity reducing treatment in accordance with the invention may be carried out with an organic solvent solution containing relatively high concentrations of petroleum mahogany sulfonate.
- the resultant product is a concentrate which in many cases must be thereafter adjusted by the addition of organic solvent material of suitable viscosity.
- organic solvent material of suitable viscosity such as a suitable lubricant hydrocarbon, to the requisite petroleum mahogany sulfonate content desired for the specific purpose for which the composition is to be used.
- any of the aforementioned solvents may be used with advantage, I prefer to 'use as the solvent that hydrocarbon fraction,
- Example I 100 lbs. of a petroleum mahogany sulfonate stock (sodium sulfonates) containing about 62% sulfonate and about 38% retained oil was used.
- the stock was obtained from a Gulf Coast distillate subjected to conventional fuming sulfuric acid refining under sulfonating conditions.
- the mahogany sulfonates in the stock possessed an average molecular weight of 450.
- the stock possessed a furol viscosity of 140 at 210 F. and upon extension with a mineral pale oil (75 seconds Saybolt at 100 F.) to a 30% sulfonatecontent, a viscosity of 2150 seconds Saybolt at 100 F.
- Emample II 100 lbs. of the same 450 (140 furol at 210 F.) stock used in Example I was admixed with about 3 lbs. of ethylene glycol monophenyl ether following the procedure outlined in Example I. Agitation was continued until a sample exhibited a furol viscosity of 32 seconds at 210 F. Upon extension to a 30% sulfonate content with the 75 -vis. mineral pale oil specified in Example I, a viscosity of 415 seconds Saybolt at 100 F. was noted.
- Example III 100 lbs. of the same 450 sulfonate stock (140 furol at 210 F.) specified in Examples I and II was admixed and treated in the manner specified in these examples with about 3 lbs. of diethylene glycol monoethyl ether. Agitation was continued until a sample exhibited a furcl viscosity of 40 seconds at 210 F. Upon extension to a 30% sulfonate content with the 75 vis. mineral pale oil specified in Example I a viscosity of 450 seconds Saybolt at 100 F. was noted.
- a viscosity reduced petroleum mahogany sulfonate solution which essentially consists of a 6 which said group member is monoethyl ether of diethylene glycol.
- a viscosity reduced petroleum mahogany sodium sulfonate solution which essentially consists of a solution of in excess of 28% petroleum mahogany sodium sulfonate in a solvent for said sulfonate of the petroleum hydrocarbon type having a viscosity substantially between 40 and 150 seconds Saybolt at 100 F., said solution having normally a viscosity appreciably in excess of 600 seconds Saybolt at 100 F. due to said sulfonate dissolved therein, and, substantially dissolved in said solution, 0.5 to 5% of at least one member sodium sulfonate in retained oil, said solution petroleum'mahogany Sodium sulfonate solution bolt at F.
- a substantially self-scouring lubricated textile material which comprises a textile material impregnated with a viscosity reduced petroleum mahogany sulfonate solution essentially consisting or a petroleum mahogany sodium sulfonate solution in an organic substantially water immiscible solvent for said sulfonate having normally a relatively high viscosity due to said sulfonate dissolved therein of in excess of 600 seconds Saybolt at 100 F. for a sulfonate content of at least 28%, and, substantially dissolved in said solution 0.5 to 5% of at least one member selected from the group consisting of substantially oil soluble diethylene glycol and diethylene glycol alkyl ethers.
- This invention relates to new and useful improvements in the viscosity reauction of petroleum mahogany sulfonate hydrocarbon solutions. This is a of my copending applwat'ion Serial No. 711,887, filed November 88,
Description
Patented Nov. 30, 1948 VISCOSITY REDUCTION OF PETROLEUM MAHOGANY SULFONATE HYDROCAR- BON SOLUTIONS Jacob Faust, Belleville, N. J., assignor to L. Sonneborn Sons, Inc., a corporation of Delaware No Drawing. Application July 1, 1947, Serial No. 758,463
garding the purpose for which the sulfonate solutions are to be used. There are, however,
many cases in which a relatively high viscosity is undesirable or detrimental to their intended use or application. This is, for example, true in textile processing such as of wool, worsted, rayon, viscose or the like in which the various processin steps involved in the conversion of the raw materials into fibres, the formation of the fibres into threads and the weaving of the threads into fabric, require the presence of a lubricating agent having a Saybolt viscosity of below 600 and preferably below 300 seconds Saybolt at 100 F. The latter is particularly true of textile lubricants used in the processing of synthetic fibres. In the case of textile processing it is for instance desirable to have a hydrocarbon textile lubricant composition with a sulfonate content of in excess of 28% mahogany sulfonates so as torender the composition not only readily and spontaneously h emulsifiable but also to make the same readily wettable or rewettable on the fibre to thereby impart to the textile material substantial selfscourability. Hydrocarbon solutions of the textile lubricant type and containing in excess of 28% of petroleum mahogany sulfonates possess, however, a viscosity far in excess of 600 seconds Saybolt at 100 F. and usually a viscosity in excess of 1000 seconds Saybolt at 100 F. For
. this reason it has been necessary in the past in such cases to limit the sulfonate content to a maximum of approximately 15% in order not to exceed the usable viscosity for textile material treating purposes. Another example is the use of petroleum mahogany sulfonates in the compounding of cutting oil bases in which the relatively high viscosity and tackiness imparted to the composition by the sulfonates is an undesirable aspect interfering in many respects with the proper ease of application and use.
The relatively high viscosity of petroleum mahogany sulfonates in organic solvents is normally not subject to reduction by the addition of relatively low viscous diluents or thinning agents. This requires agents of such relatively low viscositythat they interfere with the lubricating properties of the composition. Furthermore, these solvents are then of the type which easily evaporate. This is particularly critical in the case of textile treating materials since the use of such thinning solvents will leave behind on the fibre upon evaporation a viscous sticky impregnant without adequate lubricating capacity on the fibre and will also interfere with the scourability of the impregnated material. other hand thinning with a solvent of the lubricant type diluent will not obtain the desired result as it is necessary to add so much of the diluent as to bring the sulfonate content to below that necessary for adequate emulsification or other purpose for which the composition is designed.
One object of the invention comprises inter alia the viscosity reduction of petroleum mahogany sulfonates in organic solvent solutions.
Another object of the invention comprises viscosity reduced petroleum mahogany sulfonate solutions.
These and further objects of the invention will appear from the following description.
A suitable petroleum mahogany sulfonate solution in an organic substantially water immiscible solvent for said sulfonate is treated with at least one member selected from the group consisting of substantially oil soluble glycols and alkylene glycol ethers in amount sufficient to thereby appreciably lower the viscosity of said solution due to the sulfonate dissolved thereir and preferably reduce said viscosity by at least one-third.
The solvents that may be used for this purpose should not appreciably dissolve inorganic saltsand should be substantially liquid at normal temperatures. Suitable solvents that may be used in the practice of the invention are, for instance, petroleum oil clistillates or any fraction thereof, benzol and its homologs, naphtha, carbon tetrachloride, tetrachlorethane, chloroform, etc., and in general any aromatic or aliphatic or aryl or aralkyl hydrocarbon or hydrocarbon mixture ineluding their halogenated derivatives of the aforedescribed character and nature. In many cases, particularly where the solvent is to be removed after the viscosity reducing treatment, it is desirable to have the boiling range of such solvent sufi'iciently low to permit removal in the customary manner, such as by distillation in vacuo or otherwise without causing thereby any decomposition of the mahogany sulfonates. In such cases it is of advantage that the boiling point be so low and preferably between and 250 F. as to enable the removal of the solvent at ordinary temperatures without the necessity of resorting to vacuum distillation.
The petroleum mahogany sulfonate which is On the therein petroleum mahogany sulfonic acids collectively referred to as mahogany petroleum sulfonic acids. These are recovered from the oil layer in accordance with conventional methods in the form of solutions of these sulfonic acids or their salts (the latter being collectively termed "petroleum mahogany sulfonates) in a portion of the oil relatively tenaciously occluded by these sulfonic bodies. This occluded oil is generally referred to in the art as retained oil. The petroleumsulfonic acids or sulfonate oil compositions normally contain about 30 to 35% of retained oil and 65 to 70% of the petroleum mahogany sulfonic material. Dependin upon the type and origin of petroleum oil distillates from which these sulfonate-oil solutions or stocks are derived they contain sulfonates of varying averaged molecular weights. For convenience therefore the sulfonate stocks are identified by their average molecular weights. Thus, a 420 or 450 sulfonate stock is a stock in which the sulfonates have an average molecular weight of 420 or 450 respectively.
The aforementioned group member materials should preferably be oil soluble, and good results are, for instance, obtained with diethylene glycol ethyl ether and preferably diethylene glycol monoethyl ether, diethylene glycol butyl ether and preferably diethylene glycol monobutyl ether. The majority of the group member agents useful in accordance with the invention are oil soluble and substantially water insoluble. There are, however, some agents that may be used in accordance with the invention which though oil soluble are also to some extent water soluble such as the glycols. Among these diethylene glycol is recommended. i
Within the scope of my invention and for best results I may use'from 0.5 to 5% and preferably from 1 to 3% of the viscosity reducing agent in accordance with the invention calculated by weight of sulfonates present in solution.
In the practical application of the invention,
a suitable petroleum mahogany sulfonate solution in a solvent of the aforedescribed character and nature is intimately contacted with one or more of the aforementioned viscosity reducing agents. treatment continued until the desired viscosity reduction is obtained which is usually achieved quite rapidly. In fact, in many cases the desired viscosity reduction is obtained once thorough intermingling of the components is procured.
The temperature of reaction is ordinarily not critical. The reaction, however, may be facilitated by increasing the temperature to, for example, a preferred temperature of from 120 to 200 F. This is particularly desirable with more heavily viscous solutions as the higher temperature will increase the fluidity of the solution, thus permitting more intimate contact between the reactants.
The extent to which low viscosity values may be obtained depends, at least to some extent, upon the type or origin of the petroleum mahogany sulfonate selected for the treatment. Ordinarily higher average molecular weight sulfonates pos- The mix is preferably agitated and'the 4 sess a higher viscosity and the resulting viscosity after treatment is usually commensurately higher than the viscosity after treatment of a comparative sulfonate hydrocarbon solution which before treatment possessed a relatively lower viscosity and in which the sulfonate had a lesser average molecular weight.
The ratio of petroleum mahogany sulfonate to solvent is, as a rule, not critical except that it is desirable to so adjust the ratio that the viscosity of the solution is sufficiently low at the desired or selected temperature of treatment to permit the intimate contact between the reactants. In most cases, however. a ratio of mahogany sulfonate to solvent of substantially 2 to 1 (by weight) will give satisfactory results.
Sulfonate concentrations above 70 to 75% sulfonate content are normally not desirable for direct reaction without suitable extension. As a mode of agitation, any conventional method such as stirring, air-blowing, shaking, etc. may be used.
As above pointed out, the viscosity reducing treatment in accordance with the invention may be carried out with an organic solvent solution containing relatively high concentrations of petroleum mahogany sulfonate. In this case the resultant product is a concentrate which in many cases must be thereafter adjusted by the addition of organic solvent material of suitable viscosity. such as a suitable lubricant hydrocarbon, to the requisite petroleum mahogany sulfonate content desired for the specific purpose for which the composition is to be used. Thus, for instance, if it is desired to ultimately produce a textile treating oil having in excess of 28% petroleum mahogany sulfonate and a viscosity of less than 600 seconds Saybolt at 100 F., a concentrate having in excess of 40% and usually between 60 desired and intended for the purpose for which the viscosity reduced productis to be used. In that case it is also of advantage to select for the solution such solvent as is desired for the final product, i. e, if a textile lubricating oil is intended to be ultimately obtained atextile lubricantyhaving, for instance, a viscosity between 40 and 150 seconds Saybolt at 100 F. is selected as the solvent for the sulfonatea The product resulting from the viscosity reducing treatment is then per'se usable after such further refining or purification as may be required for a textile treating oil.
Though in the operation of the novel viscosity reducing process any of the aforementioned solvents may be used with advantage, I prefer to 'use as the solvent that hydrocarbon fraction,
' convenient mahogany sulfonate solution that may be subjected directly to treatment in accordance with the invention.
The following examples are furnished by way of illustration and not of limitation.
Example I 100 lbs. of a petroleum mahogany sulfonate stock (sodium sulfonates) containing about 62% sulfonate and about 38% retained oil was used. The stock was obtained from a Gulf Coast distillate subjected to conventional fuming sulfuric acid refining under sulfonating conditions. The mahogany sulfonates in the stock possessed an average molecular weight of 450. The stock possessed a furol viscosity of 140 at 210 F. and upon extension with a mineral pale oil (75 seconds Saybolt at 100 F.) to a 30% sulfonatecontent, a viscosity of 2150 seconds Saybolt at 100 F.
About 3 lbs. of ethylene glycol monoethyl ether was intimately mixed with the non-extended sulfonate stock at a temperature for the stock of about 180 F. The stock was agitated while the glycol ether was added and agitation was continued until a sample exhibited a furol viscosity of 34-seconds at 210 F. Upon extension to a 30% sulfonate content with the aforementioned-75 vis. mineral pale oil a viscosity of 425 seconds Saybolt at 100 F. was noted;
Emample II 100 lbs. of the same 450 (140 furol at 210 F.) stock used in Example I was admixed with about 3 lbs. of ethylene glycol monophenyl ether following the procedure outlined in Example I. Agitation was continued until a sample exhibited a furol viscosity of 32 seconds at 210 F. Upon extension to a 30% sulfonate content with the 75 -vis. mineral pale oil specified in Example I, a viscosity of 415 seconds Saybolt at 100 F. was noted.
Example III 100 lbs. of the same 450 sulfonate stock (140 furol at 210 F.) specified in Examples I and II was admixed and treated in the manner specified in these examples with about 3 lbs. of diethylene glycol monoethyl ether. Agitation was continued until a sample exhibited a furcl viscosity of 40 seconds at 210 F. Upon extension to a 30% sulfonate content with the 75 vis. mineral pale oil specified in Example I a viscosity of 450 seconds Saybolt at 100 F. was noted.
The foregoing description is for purposes of illustration and not of limitation and it is thereiore my intention that the invention be limited only by the appended claims of their equivalents wherein I have endeavored to claim broadly all inherent noveltv.
I claim:
1. A viscosity reduced petroleum mahogany sulfonate solution which essentially consists of a 6 which said group member is monoethyl ether of diethylene glycol.
3. A viscosity reduced petroleum mahogany sulfonate solution in accordance with claim 1 in which said group member is butyl ether of diethylene glycol.
4. A viscosity reduced petroleum mahogany sulfonate solution in accordance with claim 1 in which said organic solvent is retained" oil.
5. A viscosity reduced petroleum mahogany sodium sulfonate solution which essentially consists of a solution of in excess of 28% petroleum mahogany sodium sulfonate in a solvent for said sulfonate of the petroleum hydrocarbon type having a viscosity substantially between 40 and 150 seconds Saybolt at 100 F., said solution having normally a viscosity appreciably in excess of 600 seconds Saybolt at 100 F. due to said sulfonate dissolved therein, and, substantially dissolved in said solution, 0.5 to 5% of at least one member sodium sulfonate in retained oil, said solution petroleum'mahogany Sodium sulfonate solution bolt at F. to a point sufficiently low to yield upon extension to a 28-40% sulfonate content with a solvent of the petroleum hydrocarbon type having a viscosity of from 40 to seconds Saybolt at 100 F., a viscosity of the extended solution below 600 seconds Saybolt at 100 F,
7. A substantially self-scouring lubricated textile material which comprises a textile material impregnated with a viscosity reduced petroleum mahogany sulfonate solution essentially consisting or a petroleum mahogany sodium sulfonate solution in an organic substantially water immiscible solvent for said sulfonate having normally a relatively high viscosity due to said sulfonate dissolved therein of in excess of 600 seconds Saybolt at 100 F. for a sulfonate content of at least 28%, and, substantially dissolved in said solution 0.5 to 5% of at least one member selected from the group consisting of substantially oil soluble diethylene glycol and diethylene glycol alkyl ethers.
JACOB FAUST.
REFERENCES CITED Tl..- following references are of record in the file of this patent:
UNITED STATES PATENTS Duncan Get. 8, 1946 Certificate of Correction Patent No.-2,454,828. November 30, 1948.
JACOB FAUST It is hereby certified that error appears in the printed specification of the above numbered patentrequiring correction as follows:
Columnl, line 1, before the words Petroleum mahogany and under the numeral 1, insert the following paragraph: v
This invention relates to new and useful improvements in the viscosity reauction of petroleum mahogany sulfonate hydrocarbon solutions. This is a of my copending applwat'ion Serial No. 711,887, filed November 88,
and that the said Letters Patent should be read with this correction therein that the same-may conform to the record of the case in the Patent Ofice.
Signed and sealed this 5th day of April, A. D 1949.
moms F. MURPHY,
4m'e'tant Uommz'eaioher of Patents.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US758463A US2454828A (en) | 1947-07-01 | 1947-07-01 | Viscosity reduction of petroleum mahogany sulfonate hydrocarbon solutions |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US758463A US2454828A (en) | 1947-07-01 | 1947-07-01 | Viscosity reduction of petroleum mahogany sulfonate hydrocarbon solutions |
Publications (1)
Publication Number | Publication Date |
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US2454828A true US2454828A (en) | 1948-11-30 |
Family
ID=25051824
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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US758463A Expired - Lifetime US2454828A (en) | 1947-07-01 | 1947-07-01 | Viscosity reduction of petroleum mahogany sulfonate hydrocarbon solutions |
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US (1) | US2454828A (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2527987A (en) * | 1948-03-29 | 1950-10-31 | Shell Dev | Fuel oil composition |
US2565403A (en) * | 1948-04-27 | 1951-08-21 | Standard Oil Dev Co | Textile oils |
US2739126A (en) * | 1954-01-25 | 1956-03-20 | Bray Chemical Company | Corrosion preventive oils |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2338522A (en) * | 1941-01-07 | 1944-01-04 | Sonneborn Sons Inc L | Solubilization of petroleum hydrocarbons |
US2401614A (en) * | 1943-07-21 | 1946-06-04 | Atlantic Refining Co | Production of oil solutions of alkaline earth metal sulphonates |
US2408971A (en) * | 1941-12-27 | 1946-10-08 | Standard Oil Dev Co | Slushing composition |
-
1947
- 1947-07-01 US US758463A patent/US2454828A/en not_active Expired - Lifetime
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2338522A (en) * | 1941-01-07 | 1944-01-04 | Sonneborn Sons Inc L | Solubilization of petroleum hydrocarbons |
US2408971A (en) * | 1941-12-27 | 1946-10-08 | Standard Oil Dev Co | Slushing composition |
US2401614A (en) * | 1943-07-21 | 1946-06-04 | Atlantic Refining Co | Production of oil solutions of alkaline earth metal sulphonates |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2527987A (en) * | 1948-03-29 | 1950-10-31 | Shell Dev | Fuel oil composition |
US2565403A (en) * | 1948-04-27 | 1951-08-21 | Standard Oil Dev Co | Textile oils |
US2739126A (en) * | 1954-01-25 | 1956-03-20 | Bray Chemical Company | Corrosion preventive oils |
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