US2157320A - Detekgent composition containing - Google Patents
Detekgent composition containing Download PDFInfo
- Publication number
- US2157320A US2157320A US2157320DA US2157320A US 2157320 A US2157320 A US 2157320A US 2157320D A US2157320D A US 2157320DA US 2157320 A US2157320 A US 2157320A
- Authority
- US
- United States
- Prior art keywords
- detergent
- salts
- water
- salt
- soluble
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 239000000203 mixture Substances 0.000 title description 38
- 239000011780 sodium chloride Substances 0.000 description 76
- 150000003839 salts Chemical class 0.000 description 74
- 239000003599 detergent Substances 0.000 description 70
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 24
- 239000000243 solution Substances 0.000 description 20
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 18
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 14
- 239000000047 product Substances 0.000 description 14
- 239000002253 acid Substances 0.000 description 12
- 230000001264 neutralization Effects 0.000 description 10
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 8
- 239000007864 aqueous solution Substances 0.000 description 8
- UIIMBOGNXHQVGW-UHFFFAOYSA-M buffer Substances [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 8
- 239000003921 oil Substances 0.000 description 8
- CDBYLPFSWZWCQE-UHFFFAOYSA-L sodium carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 8
- HIFJUMGIHIZEPX-UHFFFAOYSA-N sulfuric acid;sulfur trioxide Chemical compound O=S(=O)=O.OS(O)(=O)=O HIFJUMGIHIZEPX-UHFFFAOYSA-N 0.000 description 8
- 230000001476 alcoholic Effects 0.000 description 6
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 6
- 125000004432 carbon atoms Chemical group C* 0.000 description 6
- 230000005591 charge neutralization Effects 0.000 description 6
- 238000010981 drying operation Methods 0.000 description 6
- 150000002430 hydrocarbons Chemical class 0.000 description 6
- 238000006460 hydrolysis reaction Methods 0.000 description 6
- 229910052500 inorganic mineral Inorganic materials 0.000 description 6
- 239000011707 mineral Substances 0.000 description 6
- 235000010755 mineral Nutrition 0.000 description 6
- 238000006386 neutralization reaction Methods 0.000 description 6
- 239000002244 precipitate Substances 0.000 description 6
- 239000011541 reaction mixture Substances 0.000 description 6
- VMHLLURERBWHNL-UHFFFAOYSA-M sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 6
- 239000001632 sodium acetate Substances 0.000 description 6
- 235000017281 sodium acetate Nutrition 0.000 description 6
- 239000000080 wetting agent Substances 0.000 description 6
- 229940066842 Petrolatum Drugs 0.000 description 4
- 239000004264 Petrolatum Substances 0.000 description 4
- BCKXLBQYZLBQEK-KVVVOXFISA-M Sodium oleate Chemical compound [Na+].CCCCCCCC\C=C/CCCCCCCC([O-])=O BCKXLBQYZLBQEK-KVVVOXFISA-M 0.000 description 4
- AKEJUJNQAAGONA-UHFFFAOYSA-N Sulfur trioxide Chemical compound O=S(=O)=O AKEJUJNQAAGONA-UHFFFAOYSA-N 0.000 description 4
- 239000003513 alkali Substances 0.000 description 4
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 4
- 150000001336 alkenes Chemical class 0.000 description 4
- 150000008051 alkyl sulfates Chemical class 0.000 description 4
- 239000002585 base Substances 0.000 description 4
- 238000009835 boiling Methods 0.000 description 4
- -1 dialkyl sulfates Chemical class 0.000 description 4
- 238000001035 drying Methods 0.000 description 4
- 238000000605 extraction Methods 0.000 description 4
- KFZMGEQAYNKOFK-UHFFFAOYSA-N iso-propanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 230000003472 neutralizing Effects 0.000 description 4
- 235000019271 petrolatum Nutrition 0.000 description 4
- 239000003208 petroleum Substances 0.000 description 4
- 239000000344 soap Substances 0.000 description 4
- 239000001187 sodium carbonate Substances 0.000 description 4
- 229910000029 sodium carbonate Inorganic materials 0.000 description 4
- 235000011121 sodium hydroxide Nutrition 0.000 description 4
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 4
- 238000009736 wetting Methods 0.000 description 4
- JJCFRYNCJDLXIK-UHFFFAOYSA-N Cyproheptadine Chemical compound C1CN(C)CCC1=C1C2=CC=CC=C2C=CC2=CC=CC=C21 JJCFRYNCJDLXIK-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 238000007792 addition Methods 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 150000001342 alkaline earth metals Chemical class 0.000 description 2
- 159000000032 aromatic acids Chemical class 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 238000005336 cracking Methods 0.000 description 2
- 150000008050 dialkyl sulfates Chemical class 0.000 description 2
- 238000010790 dilution Methods 0.000 description 2
- 238000002845 discoloration Methods 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 150000007530 organic bases Chemical class 0.000 description 2
- 239000011368 organic material Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 238000000197 pyrolysis Methods 0.000 description 2
- 239000012266 salt solution Substances 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 230000000087 stabilizing Effects 0.000 description 2
- 239000004753 textile Substances 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/28—Sulfonation products derived from fatty acids or their derivatives, e.g. esters, amides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
- C07C303/02—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof
- C07C303/04—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof by substitution of hydrogen atoms by sulfo or halosulfonyl groups
- C07C303/06—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof by substitution of hydrogen atoms by sulfo or halosulfonyl groups by reaction with sulfuric acid or sulfur trioxide
Definitions
- the buifer may be used in any desired proportion suitable for preventing the development of strong mineral acid and for maintaining a pH of 7 to about 8 in washing solutions containing the detergent salt. It is ordinarily sumcient to use very small amounts of the buifer in proportion to the amount of detergent salt used and about 1 to or 10% (based on the total amount of detergent salt and buffer and excluding water) is satisfactory, although somewhat higher amounts of bufier may be desirable with unusually unstable detergent salts.
- This discoloration of the detergent salt may be avoided by conducting the drying operation in the presence of an excess of a base such as ammonia or sodium carbonate or hydroxide, etc. This, however, while stabilizing the detergent salt during the drying operation does notstabilize the detergent salt when later used in aqueous solutions.
- the detergent salt still contains unstable compounds, such as dialkyl sulfates, which may undergo hydrolysis. This procedure may also result in a final detergent salt containing free alkali, which is ordinarily objectionable and involves additional complications in converting the final soap into a neutral product.
- Process for preparing an improved detergent and wetting composition comprising reactin cracked wax distillate containing oleiins of more than 8 carbon atoms per molecule with concentrated sulfuric acid, "separating the reacted sulfuric products including "unstable alkyl sulfates from the unreacted hydrocarbons, neutralizing the reacted sulfuric products with an alkali to form water-soluble neutralized products, separating the said water-soluble reacted sulfuric products from the other ingredients'; and adding from 1 to 10% of a water-soluble bufier capable of maintaining a pH value of about '7 to 8 in a water solution of the mixture thus formed and which does not cause a precipitate to form.
- composition in accordance with claim 3 in winch the water soluble bufler salt is sodium acetate.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Detergent Compositions (AREA)
Description
Patented DETERGENT COMPOSITION CONTAINING BUFFERS Hyym E. Buc, Roselle, N. J., assignor to Standard Oil Development Company, a corporation of Delaware No Drawing. Application November 9, 1934, Serial No. 752,287
5 Claims.
This invention relates to improved compositions suitable for use as detergents and wetting agents, and more particularly to compositions containing detergent salts of strong mineral acid derivatives of organic materials.
It has been observed that many detergent salts, particularly the detergent salts of sulfuric derivatives of olefins, are somewhat unstable and even though prepared in substantially neutral m condition, slowly develop acidity and accordingly cannot be safely used for the treatment of textiles which are sensitive to acid. It is an object of this invention to provide stable compositions containing such unstable detergent salts which may be stored and used for long periods of time without the development of objectionable acidity. Other and further objects of this invention will be apparent from the following description and the claims.
The improved compositions according to this invention are prepared by adding to the unstable detergent salt or to solutions containing such detergent salts a suitable buffer which is soluble in water and'does not cause precipitationtherein aromatic acids with the alkali and alkaline earth metals, ammonia and organic bases.
The buifer may be used in any desired proportion suitable for preventing the development of strong mineral acid and for maintaining a pH of 7 to about 8 in washing solutions containing the detergent salt. It is ordinarily sumcient to use very small amounts of the buifer in proportion to the amount of detergent salt used and about 1 to or 10% (based on the total amount of detergent salt and buffer and excluding water) is satisfactory, although somewhat higher amounts of bufier may be desirable with unusually unstable detergent salts.
The following example illustrates one-type of detergent salt composition to which this invention applies and is not to be considered in any way as limiting the scope of this invention. Petrolatum is subjected to destructive distillation at a pressure below-about 50 lbs. per square inch. The resulting cracked distillate boiling between about 300 and 600 F. is chilled to a temperature of about 0 to 10 F. and fuming sulfuric acid containing by weight of sulfuric anhydride,
is then added thereto with vigorous agitation and continued cooling to maintain the temperature of the reaction mixture below about 20 F. As soon as a thorough admixture of the reagents is obtained, the excess of strong sulfuric acid is re: moved from the reaction mixture by dilution with water to reduce the strength of the acid below about 60% or by neutralization with an aqueous solution of caustic soda. The temperature of the mixture is maintained below about 20 F. until suflicient caustic soda has been added to neutralize about one-quarter of the total acid used and the temperature is then permitted to rise to about room temperature, but preferably no higher. The resulting detergent salt is then sepa- 15 rated from the oil by extraction with isopropyl alcohol of above about 90% strength. The alcohol is added in suflicient amount to produce a three layer separation in the resulting mixture, namely, an upper oily layer consisting of unreacted hydrocarbons, a middle alcohol layer containing most of the detergent salt, and a lower aqueous solution of inorganic salts. The middle alcohol layer is separately withdrawn and is mixed with additional alcohol to throw out dissolved inorganic salts, which are then removed by filtration. 7 The detergent salt may be recovered from this alcoholic solution by evaporation of alcohol, which may be removed under fractionating conditions to remove alcohol selectively and to leave suflicient water in the detergent salt to avoid overheating of the same, if desired." The detergent salt solution develops strong acidity even while still .liquid and grows progressively darker as the drying operation nears completion. This discoloration of the detergent salt may be avoided by conducting the drying operation in the presence of an excess of a base such as ammonia or sodium carbonate or hydroxide, etc. This, however, while stabilizing the detergent salt during the drying operation does notstabilize the detergent salt when later used in aqueous solutions. The detergent salt still contains unstable compounds, such as dialkyl sulfates, which may undergo hydrolysis. This procedure may also result in a final detergent salt containing free alkali, which is ordinarily objectionable and involves additional complications in converting the final soap into a neutral product.
5 parts by weight of sodium acetate per 100 parts of detergent salt are added to the alcoholic solution obtained in the above example. The dry detergent salt may then be obtained from this solution without development of acidity or of obtemperatures.
Buflers such as sodium acetate and sodium oleate may also be added to relatively stable. detergent salts which had been stabliized while drying by the presence of a base such as ammonia or sodium carbonate or hydroxide, etc., further increasing the life of such detergent salts.
If desired, as in thepreparation of crude commercial products, the amount of alcohol used in a the above example may be only suilicient to break the emulsion resulting on neutralization of the acid-oil reaction mixture. In this event. the lower aqueous alcoholic solution containing most of the inorganic salts, i. e. sulfates formed on neutralization, as well as most of the detergent salt it is obtained and the finished product resulting on drying this solution consists of a detergent salt composition containing substantial amounts of inorganii: salts. Such compositions also are unstable and may be improved by the addition 809 thereto of small amounts of buffers, according to the present invention.
While this invention is applicable to the preparation of improved detergents from substantially any soaps undergoing limited hydrolysis, it is particularly applicable to detergent salts obtained by the treatment of cracked paraflins, of the class of paraflin wax and petrolatum, with fuming sulfuric acid at low temperatures to the detergents and wetting agents prepared by the treatment of 4) cracked hydrocarbons of more than about eight carbon atoms with fuming sulfuric acid at temperatures below about 32 F'., and to the wetting agents prepared by the treatment of crude petroleum oils and fractions thereof obtained by distillation and/or extraction by treatment with fuming sulfuric acid at temperatures below about 32 F. k
This invention is not to be limited to any specific examples or descriptions which are presented w herein solely for purposes of illustration, but only by the following claims in which it is desired to claim all novelty insofar as prior art permits.
I claim:
1. Process for preparing an improved detergent and wetting composition comprising reactin cracked wax distillate containing oleiins of more than 8 carbon atoms per molecule with concentrated sulfuric acid, "separating the reacted sulfuric products including "unstable alkyl sulfates from the unreacted hydrocarbons, neutralizing the reacted sulfuric products with an alkali to form water-soluble neutralized products, separating the said water-soluble reacted sulfuric products from the other ingredients'; and adding from 1 to 10% of a water-soluble bufier capable of maintaining a pH value of about '7 to 8 in a water solution of the mixture thus formed and which does not cause a precipitate to form.
2. Process for preparing an improved detergent and wetting composition which comprises cracking a high molecular weight plastic to solid parafflnic material derived from petroleum at less than pounds per square inch to secure a distillate boiling between'300 and 600 F., treating said distillate with concentrated sulfuric acid, separating the sulfuric derivatives thereby obtained, neutralizing the said derivatives to form water-solu ble salts having tendencies to form mineral acids in water solutions, mixing said water-soluble salts with about 1 to 10%. of a water-soluble builer, capable of maintaining a pH value of about 'I to 8 in a water solution 01 said mixture and which does not cause a precipitate to form therewith.
3. Improved detergent composition comprising alkali metal salts of sulfuric acid derivatives of cracked parafiln wax distillate olefins having more than 8 carbon atoms per molecule, said salts being water-soluble and including alkyl sulfates subject to hydrolysis with development of acidity, and in admixture with said salts, 1 to 10% of a water-solublebuifer salt capable of maintaining a pH value oi. between about 7 and 8 in an aqueous solution of the mixture, and which does not cause a precipitate to form.
4. Composition in accordance with claim 3 in which the water soluble bufler is sodium oleate.
5. Composition in accordance with claim 3 in winch the water soluble bufler salt is sodium acetate.
E. BUG.
Publications (1)
Publication Number | Publication Date |
---|---|
US2157320A true US2157320A (en) | 1939-05-09 |
Family
ID=3430173
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US2157320D Expired - Lifetime US2157320A (en) | Detekgent composition containing |
Country Status (1)
Country | Link |
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US (1) | US2157320A (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2513549A (en) * | 1950-07-04 | Method of preparing the same | ||
US2708185A (en) * | 1948-09-15 | 1955-05-10 | Scottish Oils Ltd | Detergent compositions |
-
0
- US US2157320D patent/US2157320A/en not_active Expired - Lifetime
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2513549A (en) * | 1950-07-04 | Method of preparing the same | ||
US2708185A (en) * | 1948-09-15 | 1955-05-10 | Scottish Oils Ltd | Detergent compositions |
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