US2886585A - Method of making a synthetic detergent in cake form - Google Patents
Method of making a synthetic detergent in cake form Download PDFInfo
- Publication number
- US2886585A US2886585A US604066A US60406656A US2886585A US 2886585 A US2886585 A US 2886585A US 604066 A US604066 A US 604066A US 60406656 A US60406656 A US 60406656A US 2886585 A US2886585 A US 2886585A
- Authority
- US
- United States
- Prior art keywords
- water
- product
- reaction product
- cake
- making
- 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
- 238000004519 manufacturing process Methods 0.000 title claims description 8
- 239000000271 synthetic detergent Substances 0.000 title description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 29
- 239000007795 chemical reaction product Substances 0.000 claims description 23
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 22
- 239000000194 fatty acid Substances 0.000 claims description 22
- 229930195729 fatty acid Natural products 0.000 claims description 22
- 150000004665 fatty acids Chemical class 0.000 claims description 22
- 239000000203 mixture Substances 0.000 claims description 22
- 239000000047 product Substances 0.000 claims description 14
- 239000003599 detergent Substances 0.000 claims description 13
- SUMDYPCJJOFFON-UHFFFAOYSA-N isethionic acid Chemical class OCCS(O)(=O)=O SUMDYPCJJOFFON-UHFFFAOYSA-N 0.000 claims description 12
- 238000010438 heat treatment Methods 0.000 claims description 10
- 238000006243 chemical reaction Methods 0.000 description 11
- 239000000470 constituent Substances 0.000 description 5
- 238000001816 cooling Methods 0.000 description 5
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 4
- 239000007859 condensation product Substances 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 3
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 3
- 238000007792 addition Methods 0.000 description 3
- 238000013019 agitation Methods 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 239000008262 pumice Substances 0.000 description 3
- 239000000344 soap Substances 0.000 description 3
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 2
- 239000011230 binding agent Substances 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000001569 carbon dioxide Substances 0.000 description 2
- 229910002092 carbon dioxide Inorganic materials 0.000 description 2
- 239000001913 cellulose Substances 0.000 description 2
- 229920002678 cellulose Polymers 0.000 description 2
- 235000019864 coconut oil Nutrition 0.000 description 2
- 239000003240 coconut oil Substances 0.000 description 2
- 230000001427 coherent effect Effects 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- 239000000945 filler Substances 0.000 description 2
- 235000021588 free fatty acids Nutrition 0.000 description 2
- -1 hydroxyethyl sulphonic acid compound Chemical class 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- 239000004166 Lanolin Substances 0.000 description 1
- 239000005639 Lauric acid Substances 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 229920000388 Polyphosphate Polymers 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 239000003082 abrasive agent Substances 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 229910000288 alkali metal carbonate Inorganic materials 0.000 description 1
- 150000008041 alkali metal carbonates Chemical class 0.000 description 1
- 229910000318 alkali metal phosphate Inorganic materials 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 1
- 238000005266 casting Methods 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 239000004088 foaming agent Substances 0.000 description 1
- 238000004508 fractional distillation Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 229940039717 lanolin Drugs 0.000 description 1
- 235000019388 lanolin Nutrition 0.000 description 1
- 238000004900 laundering Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 230000005923 long-lasting effect Effects 0.000 description 1
- 239000012452 mother liquor Substances 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- JCXJVPUVTGWSNB-UHFFFAOYSA-N nitrogen dioxide Inorganic materials O=[N]=O JCXJVPUVTGWSNB-UHFFFAOYSA-N 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- IPCSVZSSVZVIGE-UHFFFAOYSA-N palmitic acid group Chemical group C(CCCCCCCCCCCCCCC)(=O)O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 235000011837 pasties Nutrition 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 239000001205 polyphosphate Substances 0.000 description 1
- 235000011176 polyphosphates Nutrition 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 235000003441 saturated fatty acids Nutrition 0.000 description 1
- 150000004671 saturated fatty acids Chemical class 0.000 description 1
- 239000012047 saturated solution Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000001488 sodium phosphate Substances 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- LADXKQRVAFSPTR-UHFFFAOYSA-M sodium;2-hydroxyethanesulfonate Chemical compound [Na+].OCCS([O-])(=O)=O LADXKQRVAFSPTR-UHFFFAOYSA-M 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
- 229910000406 trisodium phosphate Inorganic materials 0.000 description 1
- 235000019801 trisodium phosphate Nutrition 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 239000000341 volatile oil Substances 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
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
- C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
- C11D17/0047—Detergents in the form of bars or tablets
- C11D17/0065—Solid detergents containing builders
- C11D17/0069—Laundry bars
-
- 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
- C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
- C11D17/0047—Detergents in the form of bars or tablets
- C11D17/006—Detergents in the form of bars or tablets containing mainly surfactants, but no builders, e.g. syndet bar
Definitions
- the present invention is intended and adapted to overcome the difficulties and disadvantages inherent in the prior art, it being among the objects of the present invention to provide a cake or bar of a suitable synthetic detergent which is coherent, does not tend to disintegrate,
- a water-soluble salt of hydroxyethyl sulphonic acid is mixed with a fatty acid or a mixture of fatty acids and preferably the higher saturated fatty acids.
- a fatty acid or a mixture of fatty acids preferably the higher saturated fatty acids.
- the fatty acids obtained by hydrolysis of coconut oil may take certain fractions of such fatty acids. myristic, palmitic and stearic.
- saturated higher fatty acids having at least 12 carbon atoms are used and sometimes it may be advisable to avoid the presence of any substantial amount of the unsaturated fatty acids; in such case, the fatty acids have an iodine number of not over 2.0.
- the hydroxyethyl sulphonic acid salt is reacted under suitable conditions with a higher fatty acid in order to form a reaction or condensation product.
- This product The fatty acids used include lauric,
- the amount of water used may vary considerably and in general it has been found that up to about 10 to 15 parts by weight of water to parts of the detergentis suflicient in practically all cases.
- the temperatures used are substantially above room temperatures and are usually from 40 to 100 C. At the higher temperatures, less water may be used.
- Various addition agents, fillers, abrasives, coloring materials, perfumes or the like may be introduced into the composition prior to casting into molds.
- the relative proportions of the constituents are such that there is present for each mol. of the hydroxyethyl sulphonic acid salt an amount of the fatty acid which is less than 1 mol., say 0.95 mol., and more than 0.6 mol.
- the mixture is heated in a closed reaction kettle while maintaining an inert atmosphere by the use of a suitable gas such as nitrogen or carbon dioxide.
- the heating is conducted at a temperature of about 200 to 300 C. for a sufficient length of time to complete the reaction between the constituents. Usually from 1 to 4 hours is sufiicient.
- a pressure is maintained which is usually somewhat below atmospheric but in all cases above 250 mm. After the substantial completion of the reaction the pressure is reduced to below 100 mm.
- the heating is continued for a sufficient length of time at the high vacuum to volatilize and remove any unreacted fatty acid present in the reaction product. It is desirable that the product have a very low free fatty acid number, say not over 5.0 and often as low as 2.0.
- Example 1 The reaction product may be made as follows:
- the mass is cooled as rapidly as possible with continuous agitation. As the cooling proceeds the physical condition of the reaction mass changes from a viscous liquid to a viscous mass and then to a brittle mass which granulates readily and forms powder or beads. After the contents of the reaction vessel have reached a relatively low temperature, say below 120 C. the mass may be removed. To further pulverize the mass to a uniform size, it is cooled to room temperature. The free fatty acid number of the product is approximately 5.0. During the entire operation oxygen is excluded from the reaction vessel.
- the product is dissolved in water to form a saturated solution at least 90 to 95 C. Water is evaporated to give a supersaturated solution and it is then cooled to room temperature. The product precipitates out and is separated from the mother liquor. If desired, the product may be Washed with a limited amount of water. The crystallized product is substantially free from excess of hydroxyethyl sulphonic acid compound.
- Example 2 The following constituents are used in order to produce a detergent which is eminently suitable for laundering fine and delicate fabrics:
- Reaction product 100 Water The water is heated to a temperature of about 98 C. and the reaction product is gradually added thereto with constant stirring while maintaining the temperature, until a uniform consistency is obtained. Then the composition is poured into a suitable mold and cooled to form a cake.
- Example 3 The following composition may be used as a toilet detergent:
- Example 4 A highly effective laundry detergent or one adapted for heavy cleaning has the following composition:
- Reaction product 100 Water 4 Trisodium phosphate Rosin
- the reaction product mixed with water is agitated and heated to substantially the boiling point of water or slightly below said temperature.
- the phosphate and Parts by weight Reaction product 100 Water 12 Pumice 10 Oarboxymethyl cellulose 1
- the water is heated to a temperature of 85 to 90 C. with agitation, after which the reaction product is incorporated therein with constant agitation and maintaining of the aforesaid temperature.
- the pumice is similarly introduced and thereafter the carboxymethyl cellulose is introduced and uniformly distributed therethrough. Then the complete mixture is cast into molds and cooled.
- the amount of water used may be increased if the detergent is to be used during dry seasons or in dry climates. If the detergent is to be used in humid regions, then less Water may be incorporated therein. Usually the amount of water is from 1% to 12%, based on the weight of the reaction product.
- the sodium salt of the hydroxyethyl sulphonic acid is used, other water-soluble salts of said acid are equally suitable, including all of the alkali metal salts.
- Various addition agents having suitable functions may be introduced into the composition, such as fillers, rosin, soap, alkali metal phos phates and polyphosphates, alkali metal carbonates, earboxymethyl cellulose, pumice, infusorial earth, lanolin, essential oils and other substances.
- the reaction product is the major constituent and usually consists of 80% or more of the total composition.
- the filling materials are usually less than 20%. In some cases foaming agents in small amount may be introduced into the composition.
- the reaction product may be formed with other fatty acids than those specifically named herein but the latter are at present consid ered to be the best for the purpose.
- the molding may be obtained by the use of pressure to form the cakes or bars. Or the mass may be extruded to produce bars which may then be cut to size, and the cakes then pressed to the desired shape.
- a method of making a detergent cake which comprises adding to the reaction product of a hydroxyeth ylsulphonic acid salt with a higher fatty acid an amount of water insufiicient to dissolve said product at room temperatures, heating said mixture to form at least a paste, and cooling to room temperature.
- a method of making a detergent cake which comprises adding to the reaction product of a hydroxyethyl sulphonic acid salt with a higher fatty acid made by heating a mixture of said hydroxyethylsulphonic acid and higher fatty acid to a temperature of about 200300 C. at a pressure below atmospheric for a sufficient length .of time to cause a reaction between said substances, an amount of Water insufiicient to dissolve said product at room temperature, heating said mixture to about 40 .to C. to form at least a paste, and cooling the same to room temperature.
- a method of making a detergent cake which comprises adding to the reaction product of a hydroxyethylsulphonic acid salt with a higher fatty acid made by heating a mixture of said hydroxyethylsulphonic acid and higher fatty acid to a temperature of about 200-300 C. at a pressure below atmospheric for a sufficient length of time to cause a reaction between said substances, 1 to 12 parts by weight of water insufficient to dissolve said product at room temperature, heating said mixture to about 40 to 100 C. to form at least a paste and cooling to room temperature.
- a method of making a detergent cake which comprises adding to the reaction product of a hydroxyethylsulphonic acid salt with a higher ⁇ fatty acid made by heating a mixture of said hydroxyethylsulphonic acid and higher fatty acid to a temperature of about 200300 C. at a pressure below atmospheric for a suflicient length 6 of time to cause a reaction between said substances, an amount of water insuflicient to dissolve said product at room temperature, heating said mixture to about to C. to form at least a paste, compressing said mixture to form a cake, and cooling to room temperature.
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Detergent Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
NL236056D NL236056A (en(2012)) | 1956-08-15 | ||
US604066A US2886585A (en) | 1956-08-15 | 1956-08-15 | Method of making a synthetic detergent in cake form |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US604066A US2886585A (en) | 1956-08-15 | 1956-08-15 | Method of making a synthetic detergent in cake form |
Publications (1)
Publication Number | Publication Date |
---|---|
US2886585A true US2886585A (en) | 1959-05-12 |
Family
ID=24418047
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US604066A Expired - Lifetime US2886585A (en) | 1956-08-15 | 1956-08-15 | Method of making a synthetic detergent in cake form |
Country Status (2)
Country | Link |
---|---|
US (1) | US2886585A (en(2012)) |
NL (1) | NL236056A (en(2012)) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4978780A (en) * | 1987-10-16 | 1990-12-18 | Basf Aktiengesellschaft | Preparation of ether sulfonates and polyglycol ether sulfonates, and products prepared by this method |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US1906484A (en) * | 1930-04-08 | 1933-05-02 | Ig Farbenindustrie Ag | Soap preparation |
US2356903A (en) * | 1941-02-05 | 1944-08-29 | Procter & Gamble | Soap-free detergents in bar form |
US2385614A (en) * | 1941-05-03 | 1945-09-25 | Colgate Palmolive Peet Co | Detergent bars or cakes |
GB573470A (en) * | 1941-12-12 | 1945-11-22 | Procter & Gamble | Process of producing an improved wetting, sudsing and detergent agent |
USRE23823E (en) * | 1954-05-04 | Detergent and method of making |
-
0
- NL NL236056D patent/NL236056A/xx unknown
-
1956
- 1956-08-15 US US604066A patent/US2886585A/en not_active Expired - Lifetime
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
USRE23823E (en) * | 1954-05-04 | Detergent and method of making | ||
US1906484A (en) * | 1930-04-08 | 1933-05-02 | Ig Farbenindustrie Ag | Soap preparation |
US2356903A (en) * | 1941-02-05 | 1944-08-29 | Procter & Gamble | Soap-free detergents in bar form |
US2385614A (en) * | 1941-05-03 | 1945-09-25 | Colgate Palmolive Peet Co | Detergent bars or cakes |
GB573470A (en) * | 1941-12-12 | 1945-11-22 | Procter & Gamble | Process of producing an improved wetting, sudsing and detergent agent |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4978780A (en) * | 1987-10-16 | 1990-12-18 | Basf Aktiengesellschaft | Preparation of ether sulfonates and polyglycol ether sulfonates, and products prepared by this method |
Also Published As
Publication number | Publication date |
---|---|
NL236056A (en(2012)) |
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