US3150097A - Soap compositions - Google Patents
Soap compositions Download PDFInfo
- Publication number
- US3150097A US3150097A US103738A US10373861A US3150097A US 3150097 A US3150097 A US 3150097A US 103738 A US103738 A US 103738A US 10373861 A US10373861 A US 10373861A US 3150097 A US3150097 A US 3150097A
- Authority
- US
- United States
- Prior art keywords
- soap
- water
- mixture
- suds
- alkaline earth
- 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
- 239000000344 soap Substances 0.000 title claims description 98
- 239000000203 mixture Substances 0.000 title claims description 29
- -1 ALKALINE EARTH METAL SALT Chemical class 0.000 claims description 23
- 239000011777 magnesium Substances 0.000 claims description 21
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 19
- 239000002253 acid Substances 0.000 claims description 18
- 239000011734 sodium Substances 0.000 claims description 13
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims description 12
- 150000001335 aliphatic alkanes Chemical class 0.000 claims description 12
- 229910052749 magnesium Inorganic materials 0.000 claims description 12
- 239000011575 calcium Substances 0.000 claims description 11
- 239000008233 hard water Substances 0.000 claims description 11
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims description 9
- 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 claims description 9
- 229910052708 sodium Inorganic materials 0.000 claims description 9
- 229910052791 calcium Inorganic materials 0.000 claims description 8
- 229920001155 polypropylene Polymers 0.000 claims description 8
- 239000004743 Polypropylene Substances 0.000 claims description 7
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 claims description 6
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 5
- 150000001342 alkaline earth metals Chemical class 0.000 claims description 5
- 159000000001 potassium salts Chemical class 0.000 claims 1
- 235000008733 Citrus aurantifolia Nutrition 0.000 description 22
- 235000011941 Tilia x europaea Nutrition 0.000 description 22
- 239000004571 lime Substances 0.000 description 22
- 239000006185 dispersion Substances 0.000 description 18
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 12
- 239000000243 solution Substances 0.000 description 11
- XLPKAUDSAPXLJO-UHFFFAOYSA-N 4-bromo-2-[[2-[(5-bromo-2-hydroxyphenyl)methylideneamino]phenyl]iminomethyl]phenol Chemical compound OC1=CC=C(Br)C=C1C=NC1=CC=CC=C1N=CC1=CC(Br)=CC=C1O XLPKAUDSAPXLJO-UHFFFAOYSA-N 0.000 description 9
- 101100189588 Canis lupus familiaris PDE6B gene Proteins 0.000 description 9
- 235000013162 Cocos nucifera Nutrition 0.000 description 9
- 244000060011 Cocos nucifera Species 0.000 description 9
- 159000000000 sodium salts Chemical class 0.000 description 9
- 235000014113 dietary fatty acids Nutrition 0.000 description 8
- 239000002270 dispersing agent Substances 0.000 description 8
- 239000000194 fatty acid Substances 0.000 description 8
- 229930195729 fatty acid Natural products 0.000 description 8
- 150000004665 fatty acids Chemical class 0.000 description 8
- 239000003760 tallow Substances 0.000 description 8
- 238000012360 testing method Methods 0.000 description 8
- 238000000034 method Methods 0.000 description 7
- 239000003921 oil Substances 0.000 description 7
- 235000019198 oils Nutrition 0.000 description 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- 150000008055 alkyl aryl sulfonates Chemical class 0.000 description 6
- 159000000003 magnesium salts Chemical class 0.000 description 6
- 239000000463 material Substances 0.000 description 5
- 239000003568 Sodium, potassium and calcium salts of fatty acids Substances 0.000 description 4
- 125000002015 acyclic group Chemical group 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- 125000004432 carbon atom Chemical group C* 0.000 description 4
- 239000003599 detergent Substances 0.000 description 4
- 239000004744 fabric Substances 0.000 description 4
- 238000005187 foaming Methods 0.000 description 4
- 238000005755 formation reaction Methods 0.000 description 4
- 238000005406 washing Methods 0.000 description 4
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 3
- 230000009471 action Effects 0.000 description 3
- 229910052783 alkali metal Inorganic materials 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- 230000008901 benefit Effects 0.000 description 3
- 159000000007 calcium salts Chemical class 0.000 description 3
- 150000002500 ions Chemical class 0.000 description 3
- GCJJVHOLSYKCKF-UHFFFAOYSA-N pentadecyl benzenesulfonate Chemical compound CCCCCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 GCJJVHOLSYKCKF-UHFFFAOYSA-N 0.000 description 3
- 229910052700 potassium Inorganic materials 0.000 description 3
- 239000011591 potassium Substances 0.000 description 3
- 239000002244 precipitate Substances 0.000 description 3
- 125000001273 sulfonato group Chemical class [O-]S(*)(=O)=O 0.000 description 3
- JLVVSXFLKOJNIY-UHFFFAOYSA-N Magnesium ion Chemical compound [Mg+2] JLVVSXFLKOJNIY-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 238000013019 agitation Methods 0.000 description 2
- 229910001424 calcium ion Inorganic materials 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 238000012937 correction Methods 0.000 description 2
- GHVNFZFCNZKVNT-UHFFFAOYSA-N decanoic acid Chemical compound CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 description 2
- 238000010790 dilution Methods 0.000 description 2
- 239000012895 dilution Substances 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- YRIUSKIDOIARQF-UHFFFAOYSA-N dodecyl benzenesulfonate Chemical compound CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 YRIUSKIDOIARQF-UHFFFAOYSA-N 0.000 description 2
- 229940071161 dodecylbenzenesulfonate Drugs 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 229910001425 magnesium ion Inorganic materials 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 2
- 239000002304 perfume Substances 0.000 description 2
- 235000013966 potassium salts of fatty acid Nutrition 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000000523 sample Substances 0.000 description 2
- 239000008149 soap solution Substances 0.000 description 2
- 235000013875 sodium salts of fatty acid Nutrition 0.000 description 2
- TWJNQYPJQDRXPH-UHFFFAOYSA-N 2-cyanobenzohydrazide Chemical compound NNC(=O)C1=CC=CC=C1C#N TWJNQYPJQDRXPH-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- JZTUMBHUCWLLER-UHFFFAOYSA-N C1(=CC=CC=C1)S(=O)(=O)OCCCCCCCCCCCCCCC.[Ca] Chemical compound C1(=CC=CC=C1)S(=O)(=O)OCCCCCCCCCCCCCCC.[Ca] JZTUMBHUCWLLER-UHFFFAOYSA-N 0.000 description 1
- BHPQYMZQTOCNFJ-UHFFFAOYSA-N Calcium cation Chemical compound [Ca+2] BHPQYMZQTOCNFJ-UHFFFAOYSA-N 0.000 description 1
- 239000005632 Capric acid (CAS 334-48-5) Substances 0.000 description 1
- 239000005635 Caprylic acid (CAS 124-07-2) Substances 0.000 description 1
- 239000005639 Lauric acid Substances 0.000 description 1
- 101500021084 Locusta migratoria 5 kDa peptide Proteins 0.000 description 1
- 235000021360 Myristic acid Nutrition 0.000 description 1
- TUNFSRHWOTWDNC-UHFFFAOYSA-N Myristic acid Natural products CCCCCCCCCCCCCC(O)=O TUNFSRHWOTWDNC-UHFFFAOYSA-N 0.000 description 1
- 235000021314 Palmitic acid Nutrition 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 125000005228 aryl sulfonate group Chemical group 0.000 description 1
- 239000010480 babassu oil Substances 0.000 description 1
- 150000001721 carbon Chemical group 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 239000013068 control sample Substances 0.000 description 1
- 239000002781 deodorant agent Substances 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 235000019197 fats Nutrition 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 235000021588 free fatty acids Nutrition 0.000 description 1
- 230000002070 germicidal effect Effects 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 229960002446 octanoic acid Drugs 0.000 description 1
- 235000021313 oleic acid Nutrition 0.000 description 1
- 150000002889 oleic acids Chemical class 0.000 description 1
- 239000004006 olive oil Substances 0.000 description 1
- 235000008390 olive oil Nutrition 0.000 description 1
- 239000003346 palm kernel oil Substances 0.000 description 1
- 235000019865 palm kernel oil Nutrition 0.000 description 1
- 150000002943 palmitic acids Chemical class 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 238000010791 quenching Methods 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 239000012085 test solution 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
- C11D10/00—Compositions of detergents, not provided for by one single preceding group
- C11D10/04—Compositions of detergents, not provided for by one single preceding group based on mixtures of surface-active non-soap compounds and soap
- C11D10/042—Compositions of detergents, not provided for by one single preceding group based on mixtures of surface-active non-soap compounds and soap based on anionic surface-active compounds and soap
-
- 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
-
- 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
- C11D1/22—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aromatic compounds
- C11D1/24—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aromatic compounds containing ester or ether groups directly attached to the nucleus
Definitions
- This invention relates to improved bar soap compositions adapted for use in hard water. More particularly, the invention is concerned with a bar soap composition containing an alkaline earth metal salt of a pentapropylenebenzenesulfonic acid as a lime soap dispersant.
- the problem of preventing lime soap formation is a fairly complex one.
- the soap When a water-soluble soap is added to hard water, the soap combines with calcium and magnesium ions and precipitates as a water-insoluble calcium and magnesium soap.
- the concentration of soap in the solution remains above the foaming level, or if nonsoap detergents are present at a concentration suflicient to provide a foaming action, the water-insoluble lime soaps remain fairly well dispersed.
- the solution is diluted as by rinsing to the extent that the foaming and dispersing power of the water-soluble soap and/or detergent disappears, the lime soaps precipitate to form a sticky and unsightly surface scum.
- the dilution is carried out with water containing additional hardness ions so that additional lime soaps may be formed.
- the precipitation of the lime soaps is dependent on the age of the soap solution and the violence of agitation, an increase of either encouraging lime soap formations.
- alkyl aryl sulfonates sodium and other alkali metal salts of alkyl aryl sulfonates to disperse lime soaps and improve lathering in hard water has been known for some time.
- alkaline earth metal alkyl aryl sulfonates, such as the magnesium salt, have been suggested for use as house hold detergents in the form of spray-dried compositions.
- the pentapropylenebenzenesulfonic acid imparts lime soap dispersing properties imparted by sodium salts of alkyl aryl sulfonates employed at the same level. Furthermore, the lather produced by the soap bars is more voluminous and there are fewer difficulties encountered during the preparation or fabrication of these bars.
- the alkaline earth metal salts of pentapropylenebenzenesulfonic acid employed according to this invention include the calcium and magnesium salts of sulfonates prepared from propylene polymers according to the method outlined in the Lewis Patent, U. S. No. 2,477,383.
- the alkane fraction employed in the preparation of thesesulfonates are those having an average carbon chain length of approximately 15.
- pentapropylenebenzenesulfonate is used in this specification to describe mixtures comprising alkaline earth metal salts of a mixture of sulfonated monophenylsubstituted alkanes having an alkane structure corresponding to a mixture of acyclic polypropylenes, the acid form of the sulfonated mixture having an average molecular weight of between about 335 and about 370.
- Polypropylenebenzenesulfonate mixtures wherein about 20% of the alkyl portion has a carbon chain length of 15 and wherein a major part of the balance of the alkyl portion has chain lengths of 12, 13 14 and 16 carbon atoms are suitable according to this invention.
- a polypropylenebenzenesulfonate mixture wherein nearly of the alkyl portion has a carbon chain length of 15 is suitable.
- the average molecular weight of the acid form of this sulfonate is about 368.
- the alkaline earth metal salts of pentapropylenebenzenesulfonic acid of this invention are employed at a level of from about 10% to about 30%, the preferred level ranging from about 20% to 30% based upon the combined weight of the soap ond sulfonate present in the bar. Amounts of the sulfonate above about 30% increase the stickiness of the resulting soap bar to the extent that processing becomes difficult and the bar has a sticky feel. At levels below about 10%, insufficient improvement in the lime soap dispersing characteristics of the soap bar is obtained.
- water-soluble soap employed in the specification and claims of this application is intended to include all of the water-soluble alkali metal soaps of fatty acids which are suitable for use in commercial soap bars. Normally the soap employed is a sodium or potassium soap or mixture thereof.
- Cocoanut oil for example, is a material which has found considerable use in high quality hand soap products.
- Olive oil is often used as a source of fatty acids in making castile soap.
- Tallow is a constituent of many ordinary grade toilet soaps. All of these soaps are suitable for use in making the soap bars of this invention.
- a typical soap bar may contain from 15 to 30% of a soap derived from cocoanut oil.
- the fatty acids of cocoanut oil comprise about 9% caprylic acid, 10% capric acid, 45% lauric acid, and 20% myristic acid.
- about 84% of the fatty acids found in cocoanut oil are those of relatively short (C to C chain length. It is Well known that the insoluble soaps formed from these fatty acids are more easily dispersible and therefore present much less of a problem in hard Water. Tallow soaps, on the other hand, consist mainly of stearic, oleic, and palmitic acids, and give rise to insoluble soaps which are much more difficult to disperse.
- Cocoanut oil soaps or their equivalents, require a lower level of alkaline earth metal salt of pentapropylenebenzenesulfonic acid for effective lime soap dispersing action.
- Soaps which approximate the composition of cocoanut soap can be made from palm kernel oil, babassu oil and/or ucuhuba fat.
- the soap bars of this invention may contain various of the conventionally used additives, such as free fatty acids, perfume, pigments, preservatives, deodorants, and germicides.
- the magnesium and calcium salts of pentapropylenebenzene sulfonic acid provide a significantly improved lime soap dispersing effect at the relatively low levels, i.e., to 30%, required to provide the advantages of improved ease of processing over the corresponding sodium salts.
- the pentapropylene materials provide a decided advantage over the materials having an average carbon atom chain length of 12.
- the molecular weight of the acid forms of the pentapropylenesulfonates of this invention should be between 335 and 370. Excellent results have been obtained with commercially available magnesium salts of alkylbenzene sulfonic acids, the acid forms of which have molecular weights of 349.7, 341, and 344.
- EXAMPLE 1 A series of soap bars based on a soap stock containing 80% tallow soap and cocoanut oil soap were prepared containing lime soap dispersants at varying levels.
- the lime soap dispersants employed were the sodium salt of pentadecylbenzenesulfonate (Na PDBS), the sodium salt of dodecylbenzenesulfonate (Na DDBS), magnesium salt of pentadecylbenzenesulfonate (Mg PDBS), magnesium salt of dodecylbenzenesulfonate (Mg DDBS), and calcium pentadecylbenzenesulfonate (Ca PDBS).
- the dodecyland pentadecylbenzenesulfonates were prepared from polypropylene fractions as described in the Lewis patent, U.S. No. 2,477,383. Levels varying from 5 to based on the total weight of the soap bar were employed.
- the ingredients were mixed with a suitable amount of water, chill-rolled, milled three times on a Day mill, plodded under vacuum and formed into bars having a moisture content of about 11% These bars were then evaluated according to the following procedures.
- a concentration of 0.1% of the bar in the solution was employed since it was found that the maximum amount of lime soap was formed at this concentration. 100 ml.
- Dispersant Per- Total Volume 01 Solution and Suds cent Mg PDBS 5 ml no suds.
- a solution of the bar being tested was agitated in a Waring Blendor to produce a volume of suds. 25 ml. of the suds were added to liter of Water containing 180 parts per million hardness parts of calcium ions and 60 parts of magnesium ions) and the Water stirred to quench the suds. The solution is then filtered through a black cloth and, after the cloth is dried, at reflectance measurement is taken using a Hunter reflectometer.
- EXAMPLE 2 A series of soap bars based on a soap stock containing 80% tallow soap and 20% cocoanut oil soap were prepared containing sodium, magnesium and calcium salts of various polypropylenebenzenesulfonic acids.
- C C and C are used to define, respectively, benezenesulfonates prepared from polypropylenes having an average carbon chain length of 8, 12 and 15.
- the soap bars were made in five pound batches and were processed in a Readco mixer, a 3-mill, and a small plodder. Normal soap bar additives such as TiO and perfume were omitted. The bars contained approximately water.
- a soap bar consisting essentially of about 65 parts by weight of a water-soluble soap selected from the group consisting of sodium and potassium tallow soap, about 20 parts by weight of a water-soluble soap: selected from the group consisting of sodium and potassium coconut soap and about 15% by weight of the magnesium salt of a mixture of sulfonated monophenyl-substituted alkanes having an alkane structure corresponding to a mixture of acyclic polypropylenes, the acid form of the sulfonated mixture having an average molecular weight of betweenabout 335 and about 370.
- a method of dispersing water-insoluble salts of fatty acids of about 8 to about 18 carbon atoms formed in hard water solutions of water-soluble soaps selected from the group consisting of sodium and potassium salts of fatty acids having about 8 to about 18 carbon atoms comprising the step of adding to said solutions at least about 10% based on the weight of soap and sulfonate of an alkaline earth metal salt of a mixture of sulfonated monophenyl-subs-tituted alkanes having an alkane structure corresponding to a mixture of acyclic polypropylenes, the acid form of the sulfonated mixture having an average molecular weight of between about 335 and about 370,
- a soap bar consisting essentially of a water-soluble soap which normally forms water-insoluble soap curd in hard water selected from the group consisting of sodium and potassium salts of fatty acids of about 8 to about 18 carbon atoms and from about 10 to of an alkaline earth metal salt of a mixture of sulfonated monophenyl-substituted alkanes having an alkane structure corresponding to a mixture of acyclic polypropylenes, the acid form of the sulfonated mixture having an average molecular weight of between about 335 and about 370, the alkaline earth metal selected from the group consistthe alkaline earth metal selected from the group con- 45 sisting of calcium and magnesium, the amount of said alkaline earth metal salt being suflicient to disperse said Water-insoluble salts of fatty acids present in the solutions.
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)
Priority Applications (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
BE616497D BE616497A (en)) | 1961-04-18 | ||
CA681060A CA681060A (en) | 1961-04-18 | Soap compositions | |
US103738A US3150097A (en) | 1961-04-18 | 1961-04-18 | Soap compositions |
GB14638/62A GB964391A (en) | 1961-04-18 | 1962-04-16 | Soap compositions |
FR894777A FR1326620A (fr) | 1961-04-18 | 1962-04-17 | Compositions de savon |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US103738A US3150097A (en) | 1961-04-18 | 1961-04-18 | Soap compositions |
Publications (1)
Publication Number | Publication Date |
---|---|
US3150097A true US3150097A (en) | 1964-09-22 |
Family
ID=22296777
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US103738A Expired - Lifetime US3150097A (en) | 1961-04-18 | 1961-04-18 | Soap compositions |
Country Status (4)
Country | Link |
---|---|
US (1) | US3150097A (en)) |
BE (1) | BE616497A (en)) |
CA (1) | CA681060A (en)) |
GB (1) | GB964391A (en)) |
Citations (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2390295A (en) * | 1941-07-19 | 1945-12-04 | Allied Chem & Dye Corp | Soap composition |
US2407647A (en) * | 1940-08-14 | 1946-09-17 | Lever Brothers Ltd | Synthetic organic nonsoap detergent in bar form and process of making same |
US2477383A (en) * | 1946-12-26 | 1949-07-26 | California Research Corp | Sulfonated detergent and its method of preparation |
US2678921A (en) * | 1948-08-04 | 1954-05-18 | Colgate Palmolive Co | Process of producing a milled nonsoap detergent in bar form |
GB723925A (en) * | 1951-10-06 | 1955-02-16 | Colgate Palmolive Peet Co | Process for preparing all-purpose detergent compositions |
US2734870A (en) * | 1956-02-14 | Rnon-soap synthetic-detergent | ||
US2749315A (en) * | 1951-04-28 | 1956-06-05 | Colgate Palmolive Co | Toilet detergent bar and process of preparing same |
GB756502A (en) * | 1953-07-13 | 1956-09-05 | Hedley Thomas & Co Ltd | Soap-synthetic bar |
-
0
- CA CA681060A patent/CA681060A/en not_active Expired
- BE BE616497D patent/BE616497A/xx unknown
-
1961
- 1961-04-18 US US103738A patent/US3150097A/en not_active Expired - Lifetime
-
1962
- 1962-04-16 GB GB14638/62A patent/GB964391A/en not_active Expired
Patent Citations (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2734870A (en) * | 1956-02-14 | Rnon-soap synthetic-detergent | ||
US2407647A (en) * | 1940-08-14 | 1946-09-17 | Lever Brothers Ltd | Synthetic organic nonsoap detergent in bar form and process of making same |
US2390295A (en) * | 1941-07-19 | 1945-12-04 | Allied Chem & Dye Corp | Soap composition |
US2477383A (en) * | 1946-12-26 | 1949-07-26 | California Research Corp | Sulfonated detergent and its method of preparation |
US2678921A (en) * | 1948-08-04 | 1954-05-18 | Colgate Palmolive Co | Process of producing a milled nonsoap detergent in bar form |
US2749315A (en) * | 1951-04-28 | 1956-06-05 | Colgate Palmolive Co | Toilet detergent bar and process of preparing same |
GB723925A (en) * | 1951-10-06 | 1955-02-16 | Colgate Palmolive Peet Co | Process for preparing all-purpose detergent compositions |
GB756502A (en) * | 1953-07-13 | 1956-09-05 | Hedley Thomas & Co Ltd | Soap-synthetic bar |
Also Published As
Publication number | Publication date |
---|---|
CA681060A (en) | 1964-02-25 |
GB964391A (en) | 1964-07-22 |
BE616497A (en)) |
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