US3417023A - Detergent spotting stick - Google Patents
Detergent spotting stick Download PDFInfo
- Publication number
- US3417023A US3417023A US500354A US50035465A US3417023A US 3417023 A US3417023 A US 3417023A US 500354 A US500354 A US 500354A US 50035465 A US50035465 A US 50035465A US 3417023 A US3417023 A US 3417023A
- Authority
- US
- United States
- Prior art keywords
- detergent
- stick
- alcohol
- grams
- soiled
- 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
- 239000003599 detergent Substances 0.000 title description 30
- 239000000203 mixture Substances 0.000 description 32
- 239000000271 synthetic detergent Substances 0.000 description 20
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 16
- 230000003287 optical effect Effects 0.000 description 16
- -1 amine salt Chemical class 0.000 description 15
- 235000019441 ethanol Nutrition 0.000 description 13
- 239000000344 soap Substances 0.000 description 13
- 238000004900 laundering Methods 0.000 description 11
- 239000003795 chemical substances by application Substances 0.000 description 10
- 238000005282 brightening Methods 0.000 description 9
- 235000014113 dietary fatty acids Nutrition 0.000 description 8
- 239000000194 fatty acid Substances 0.000 description 8
- 229930195729 fatty acid Natural products 0.000 description 8
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 8
- 229910052783 alkali metal Inorganic materials 0.000 description 7
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 235000021355 Stearic acid Nutrition 0.000 description 6
- 150000004665 fatty acids Chemical class 0.000 description 6
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 6
- 239000008117 stearic acid Substances 0.000 description 6
- 238000009472 formulation Methods 0.000 description 5
- 239000011159 matrix material Substances 0.000 description 5
- 125000000129 anionic group Chemical group 0.000 description 4
- 125000002091 cationic group Chemical group 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- 150000001340 alkali metals Chemical class 0.000 description 3
- 150000001412 amines Chemical class 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- RYYKJJJTJZKILX-UHFFFAOYSA-M sodium octadecanoate Chemical group [Na+].CCCCCCCCCCCCCCCCCC([O-])=O RYYKJJJTJZKILX-UHFFFAOYSA-M 0.000 description 3
- 239000004753 textile Substances 0.000 description 3
- XEFJFCAXFQMSSY-UHFFFAOYSA-N 13-hydroxytridecanal Chemical compound OCCCCCCCCCCCCC=O XEFJFCAXFQMSSY-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 2
- QCMXCLWYUIOTOA-UHFFFAOYSA-N C(#N)N1C(=O)NC=2NC(=O)NC2C1=O.C1(=CC=CC=C1)C=CC1=CC=CC=C1 Chemical compound C(#N)N1C(=O)NC=2NC(=O)NC2C1=O.C1(=CC=CC=C1)C=CC1=CC=CC=C1 QCMXCLWYUIOTOA-UHFFFAOYSA-N 0.000 description 2
- 229920000388 Polyphosphate Polymers 0.000 description 2
- PJANXHGTPQOBST-VAWYXSNFSA-N Stilbene Natural products C=1C=CC=CC=1/C=C/C1=CC=CC=C1 PJANXHGTPQOBST-VAWYXSNFSA-N 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- ZYGHJZDHTFUPRJ-UHFFFAOYSA-N coumarin Chemical compound C1=CC=C2OC(=O)C=CC2=C1 ZYGHJZDHTFUPRJ-UHFFFAOYSA-N 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
- VKOBVWXKNCXXDE-UHFFFAOYSA-N icosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCC(O)=O VKOBVWXKNCXXDE-UHFFFAOYSA-N 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 2
- LYRFLYHAGKPMFH-UHFFFAOYSA-N octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(N)=O LYRFLYHAGKPMFH-UHFFFAOYSA-N 0.000 description 2
- 239000001205 polyphosphate Substances 0.000 description 2
- 235000011176 polyphosphates Nutrition 0.000 description 2
- 150000004671 saturated fatty acids Chemical class 0.000 description 2
- HFQQZARZPUDIFP-UHFFFAOYSA-M sodium;2-dodecylbenzenesulfonate Chemical compound [Na+].CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O HFQQZARZPUDIFP-UHFFFAOYSA-M 0.000 description 2
- 239000002689 soil Substances 0.000 description 2
- 235000021286 stilbenes Nutrition 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical group C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 1
- JKTAIYGNOFSMCE-UHFFFAOYSA-N 2,3-di(nonyl)phenol Chemical compound CCCCCCCCCC1=CC=CC(O)=C1CCCCCCCCC JKTAIYGNOFSMCE-UHFFFAOYSA-N 0.000 description 1
- 241000251468 Actinopterygii Species 0.000 description 1
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 1
- 235000021314 Palmitic acid Nutrition 0.000 description 1
- 239000004115 Sodium Silicate Substances 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 238000004061 bleaching Methods 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 229960000541 cetyl alcohol Drugs 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 229960000956 coumarin Drugs 0.000 description 1
- 235000001671 coumarin Nutrition 0.000 description 1
- 125000000332 coumarinyl group Chemical group O1C(=O)C(=CC2=CC=CC=C12)* 0.000 description 1
- 239000000645 desinfectant Substances 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 239000010931 gold Substances 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- 230000001788 irregular Effects 0.000 description 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 229920000847 nonoxynol Polymers 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 239000011369 resultant mixture Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 description 1
- 229910052911 sodium silicate Inorganic materials 0.000 description 1
- 229940037312 stearamide Drugs 0.000 description 1
- 150000003456 sulfonamides Chemical class 0.000 description 1
- 239000000375 suspending agent Substances 0.000 description 1
- 238000001429 visible spectrum Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
-
- 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
-
- 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
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/2003—Alcohols; Phenols
- C11D3/2006—Monohydric alcohols
- C11D3/201—Monohydric alcohols linear
-
- 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
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/40—Dyes ; Pigments
- C11D3/42—Brightening agents ; Blueing agents
-
- 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
- C11D9/00—Compositions of detergents based essentially on soap
- C11D9/04—Compositions of detergents based essentially on soap containing compounding ingredients other than soaps
- C11D9/22—Organic compounds, e.g. vitamins
- C11D9/26—Organic compounds, e.g. vitamins containing oxygen
-
- 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
- C11D9/00—Compositions of detergents based essentially on soap
- C11D9/04—Compositions of detergents based essentially on soap containing compounding ingredients other than soaps
- C11D9/44—Perfumes; Colouring materials; Brightening agents ; Bleaching agents
- C11D9/448—Brightening agents
Definitions
- the present invention relates to an improved detergent composition and in particular to an improved detergent formulation which is specifically adaptable for employment in stick form, and in which form the said compositions are outstanding for use in spotting soiled clothing prior to laundering such clothing.
- optical brightening agents are generally characterized by the property of absorbing ultra-violet light and converting and re-emitting said radiation as visible light, preferably of the shorter wave-lengths, i.e., at the blue end of the visible spectrum.
- Compounds which are commercially feasible for use as optical brighteners should be substantially colorless, substantive for the article to be treated, have a high brightness rating, have a high degree of stability in the laundering bath, and have a fairly high degree of light stability (i.e., should not decompose to colored products under normal environmental conditions of use).
- Optical brighteners are generally relatively expensive materials and therefore must perform their desired and intended function at very low concentrations.
- Usual laundry bath concentrations range from about 0.1% to about 3,417,023 Patented Dec. 17, 1968 0.5%, and when used in powdered or liquid detergent formulations, their effect is uniform throughout the entire bath. Thus, all areas of the articles being laundered are subjected to the same brightener concentration, and the more heavily soiled areas will not receive any greater amount of brightener than the cleaner areas. The net effect of this is to produce no more actual or apparent cleansing of these more soiled areas than of the less soiled portions of the laundered articles.
- lt is therefore an object of the present invention to provide new, useful and outstanding detergent compositions which are particularly adaptable for producing articles which are actually, apparently and visibly uniformly cleaned.
- compositions which comprise as the essential components thereof the following:
- Suitable fatty acids are the saturated aliphatic monocarboxylic acids of from 12 to carbon atoms, and of this group the preferred product is sodium stearate.
- an alcohol such as ethyl alcohol or isopropyl alcohol.
- the former alcohol is the preferred one to use.
- the fatty acid salt is most conveniently added to the alcohol while the latter is at an elevated temperature.
- the fatty acid salt i.e., soap
- the fatty acid salt i.e., soap
- the alcohol generally resulting in about 60 to 99% by weight of a gelled soap in the composition.
- the amount of the synthetic detergent component of the detergent stick is not especially critical and in general may range from about 1% to about by weight based on the weight of the entire composition.
- Any synthetic detergent may be used selected from the three major classes of nonionics, anionics, and cationics.
- nonionic synthetic detergents are the preferred class of compounds to be employed primarily because of compatibility problems which may arise with certain classes of optical brighteners. It is of course understood, however, that the anionics and the cationics may be used with equivalent efiiciency and results where the proper brightener is used.
- nonionic synthetic detergents are as a class, well known materials, but by way of example, mention may be made particularly of the alkylene oxide condensation with higher aliphatic alcohols, alkyl phenols, carboxylic acids, amides, amines and sulphonamides. Examples of such products may be found illustrated in U.S. Patents 1,970,578, 2,085,706, 2,205,021, 2,213,477, 3,060,124, 3,075,922, and 3,122,508.
- optical brightener As with the synthetic detergent, the specific chemical nature of the brightener is not especially critical and any of those, conventionally used and well known in the art may be employed.
- the following general classes of optical brightening agents are satisfactory for use in the compositions of this invention:
- Triazolyl stilbene types as illustrated in US. Patents 2,668,777, 2,684,966, 2,713,057, 2,784,183, 2,784,197, 2,817,665, 2,907,760, 2,927,866 and 2,993,892.
- Stilbene cyanuric types as illustrated in US. Patents 2,473,475, 2,526,668, 2,595,030, 2,618,636, 2,658,064, 2,658,065, 2,660,578, 2,666,052, 2,694,064, and 2,840,- 557.
- the amount of brightener may vary considerably but, in general from about 0.1% to about 5% by weight based on the weight of the total stick composition can be used.
- the preferred range of concentration varies from about 0.2% to about 2% on a weight basis.
- compositions of this invention The general procedure for preparing the compositions of this invention is as follows:
- the selected fatty acid is dispersed in the hot alcohol, the latter at a temperature of about 160 F.
- the mixture is stirred to insure uniformity in characteristics thereof, and then cooled in a suitable mold to the desired shape, which as pointed out above is preferably in the form of a stick.
- Example 1 grams of double pressed stearic acid are added to 255 cc. of ethyl alcohol, the latter at a temperature of about 160 F. To this dispersion there is added sutficient of a 50% aqueous sodium hydroxide solution to neutralize the stearic acid. There is then added a mixture of 0.38 gram of a brightener having the formula:
- the resultant stick is a readily handled composition.
- Example 2 Two mens shirts equally soiled, and, equally, more heavily soiled in the collar and cuff areas are selected. One of the shirts is rubbed in the heavily soiled areas with the water-moistened stick of Example 1. The other shirt is treated in the same areas with a small amount of a commercial heavy duty liquid detergent which contains about 25% polyphosphates, 10% ethoxylated nonyl phenol (60% E.O. surfactant, 1.5% CMC, 10% sodium dodecyl benzene sulphonate, and 10% of a 36% aqueous sodium silicate solution as the major ingredients. Both shirts are then laundered using the commercial heavy duty liquid detergent in a standard 30 minute wash and spin dry laundering cycle. The shirt which has been treated with the stick formulation of Example 1 is uniformly clean in all areas. The other shirt has discernible soiled areas where the garment was originally heavily soiled.
- a commercial heavy duty liquid detergent which contains about 25% polyphosphates, 10% ethoxylated nonyl phenol
- Example 3 Examples 1 and 2. are repeated except that the 10 grams of synthetic detergent used in that example is replaced by the following:
- Example 4 Examples 1, 2 and 3 are repeated replacing the brightener used in these examples by the following:
- Example Example 1 is further repeated except that the stearic acid is replaced by the following acids:
- Hydrogenated tallow fatty acids (HYFAC series).
- C Hydrogenated fish fatty acid (HYFAC series).
- D Eicosanoic acid.
- Example 6 Example 1 is repeated except that in place of the 15 grams of stearic acid, there are used the following in separate formulations:
- Example 7 Example 1 is again repeated but replacing the optical brightening agent with the following in the amounts indicated:
- a detergent stick consisting essentially of:
- a gelled soap matrix from 60 to 99 percent by weight of a gelled soap matrix.
- said matrix being a mixture of l to 10 percent by weight of a soap selected from the group consisting of alkali metal, ammonium. amine and substituted amine salt of a saturated fatty acid containing from 12-20 carbon atoms, and 60 to 95 percent by weight of an alcohol selected from the group consisting of ethyl alcohol and lsopropyl alcohol, said matrix containing as the sole additional ingredients (1) from 1 to 10 percent by weight of a synthetic detergent selected from the group consisting of non-ionic, anionic and cationic detergents, and (2) from 0.1 to 5 percent by weight of a synthetic textile-substantive optical brightening agent.
- a detergent stick as defined in claim 5 wherein the non-ionic synthetic detergent is an ethoxylated aliphatic alcohol selected from the group consisting of ethoxylated lauryl alcohol and ethoxylated oxotridecyl alcohol.
- composition as defined in claim 1 wherein the brightening agent is an optical brightener including a triazolyl stilbene moiety.
- composition as defined in claim 1 wherein the brightening agent is an optical brightener including a stilbene cyanuric moiety.
- composition as defined in claim 13 wherein the brightening agent is an optical brightener including a coumarin moiety.
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)
- Health & Medical Sciences (AREA)
- Emergency Medicine (AREA)
- Detergent Compositions (AREA)
Priority Applications (10)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CA796278A CA796278A (en) | 1965-10-21 | Detergent spotting stick | |
US500354A US3417023A (en) | 1965-10-21 | 1965-10-21 | Detergent spotting stick |
SE11209/66A SE315676B (en]) | 1965-10-21 | 1966-08-18 | |
DK484566AA DK129948B (da) | 1965-10-21 | 1966-09-19 | Stiftformet rensemiddel. |
GB42563/66A GB1093695A (en) | 1965-10-21 | 1966-09-23 | Detergent sticks |
DE19661717116 DE1717116A1 (de) | 1965-10-21 | 1966-09-27 | Waschmittelstift |
CH1415166A CH489600A (de) | 1965-10-21 | 1966-09-30 | Waschmittel in Stiftform |
AT921566A AT285779B (de) | 1965-10-21 | 1966-10-03 | Waschmittel, insbesondere in Stiftform |
FR80507A FR1496999A (fr) | 1965-10-21 | 1966-10-19 | Composition pour bâton détergent |
BE688569D BE688569A (en]) | 1965-10-21 | 1966-10-20 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US500354A US3417023A (en) | 1965-10-21 | 1965-10-21 | Detergent spotting stick |
Publications (1)
Publication Number | Publication Date |
---|---|
US3417023A true US3417023A (en) | 1968-12-17 |
Family
ID=23989045
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US500354A Expired - Lifetime US3417023A (en) | 1965-10-21 | 1965-10-21 | Detergent spotting stick |
Country Status (10)
Country | Link |
---|---|
US (1) | US3417023A (en]) |
AT (1) | AT285779B (en]) |
BE (1) | BE688569A (en]) |
CA (1) | CA796278A (en]) |
CH (1) | CH489600A (en]) |
DE (1) | DE1717116A1 (en]) |
DK (1) | DK129948B (en]) |
FR (1) | FR1496999A (en]) |
GB (1) | GB1093695A (en]) |
SE (1) | SE315676B (en]) |
Cited By (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3619119A (en) * | 1967-12-28 | 1971-11-09 | Henkel & Cie Gmbh | Pasty spot-treating compositions for use on textiles |
US4289644A (en) * | 1978-09-11 | 1981-09-15 | Armour-Dial, Inc. | Pre-wash stick cleaner |
US4396521A (en) * | 1976-04-22 | 1983-08-02 | Giuseppe Borrello | Solid detergent spotter |
US4764302A (en) * | 1986-10-21 | 1988-08-16 | The Clorox Company | Thickening system for incorporating fluorescent whitening agents |
US4900469A (en) * | 1986-10-21 | 1990-02-13 | The Clorox Company | Thickened peracid precursor compositions |
US5028353A (en) * | 1988-10-07 | 1991-07-02 | Colgate-Palmolive Company | Process of preparing a combination detergent and soap bar with enhanced mildness |
US5258136A (en) * | 1992-03-04 | 1993-11-02 | Application Chemicals, Inc. | Alkoxylated compounds and their use in cosmetic stick formulations |
US5538662A (en) * | 1993-04-02 | 1996-07-23 | Dowbrands Inc. | Translucent gel prespotting composition |
US6180592B1 (en) | 1999-03-24 | 2001-01-30 | Ecolab Inc. | Hydrophobic and particulate soil removal composition and method for removal of hydrophobic and particulate soil |
US6204233B1 (en) | 1998-10-07 | 2001-03-20 | Ecolab Inc | Laundry pre-treatment or pre-spotting compositions used to improve aqueous laundry processing |
US6846793B1 (en) | 2003-03-19 | 2005-01-25 | Ecolab, Inc. | Cleaning concentrate |
EP2404988A1 (en) | 2010-07-07 | 2012-01-11 | Dalli-Werke GmbH & Co. KG | Laundry pre-spotting composition |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US1477220A (en) * | 1920-12-09 | 1923-12-11 | Catherine M Hemen | Article for removing stains |
GB366535A (en) * | 1930-11-05 | 1932-02-05 | John Henry Morgan | Improvements in shaving soap |
US2763618A (en) * | 1955-09-07 | 1956-09-18 | Pro Nyl Chemicals Inc | Whitening and brightening wash and rinse powder composition |
US2901476A (en) * | 1955-06-15 | 1959-08-25 | Bayer Ag | Stilbene triazoles |
US2915472A (en) * | 1956-01-09 | 1959-12-01 | Pressner Samuel | Brightening compositions |
-
0
- CA CA796278A patent/CA796278A/en not_active Expired
-
1965
- 1965-10-21 US US500354A patent/US3417023A/en not_active Expired - Lifetime
-
1966
- 1966-08-18 SE SE11209/66A patent/SE315676B/xx unknown
- 1966-09-19 DK DK484566AA patent/DK129948B/da unknown
- 1966-09-23 GB GB42563/66A patent/GB1093695A/en not_active Expired
- 1966-09-27 DE DE19661717116 patent/DE1717116A1/de active Pending
- 1966-09-30 CH CH1415166A patent/CH489600A/de not_active IP Right Cessation
- 1966-10-03 AT AT921566A patent/AT285779B/de active
- 1966-10-19 FR FR80507A patent/FR1496999A/fr not_active Expired
- 1966-10-20 BE BE688569D patent/BE688569A/xx unknown
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US1477220A (en) * | 1920-12-09 | 1923-12-11 | Catherine M Hemen | Article for removing stains |
GB366535A (en) * | 1930-11-05 | 1932-02-05 | John Henry Morgan | Improvements in shaving soap |
US2901476A (en) * | 1955-06-15 | 1959-08-25 | Bayer Ag | Stilbene triazoles |
US2763618A (en) * | 1955-09-07 | 1956-09-18 | Pro Nyl Chemicals Inc | Whitening and brightening wash and rinse powder composition |
US2915472A (en) * | 1956-01-09 | 1959-12-01 | Pressner Samuel | Brightening compositions |
Cited By (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3619119A (en) * | 1967-12-28 | 1971-11-09 | Henkel & Cie Gmbh | Pasty spot-treating compositions for use on textiles |
US4396521A (en) * | 1976-04-22 | 1983-08-02 | Giuseppe Borrello | Solid detergent spotter |
US4289644A (en) * | 1978-09-11 | 1981-09-15 | Armour-Dial, Inc. | Pre-wash stick cleaner |
US4764302A (en) * | 1986-10-21 | 1988-08-16 | The Clorox Company | Thickening system for incorporating fluorescent whitening agents |
US4900469A (en) * | 1986-10-21 | 1990-02-13 | The Clorox Company | Thickened peracid precursor compositions |
US5028353A (en) * | 1988-10-07 | 1991-07-02 | Colgate-Palmolive Company | Process of preparing a combination detergent and soap bar with enhanced mildness |
US5258136A (en) * | 1992-03-04 | 1993-11-02 | Application Chemicals, Inc. | Alkoxylated compounds and their use in cosmetic stick formulations |
US5538662A (en) * | 1993-04-02 | 1996-07-23 | Dowbrands Inc. | Translucent gel prespotting composition |
US6204233B1 (en) | 1998-10-07 | 2001-03-20 | Ecolab Inc | Laundry pre-treatment or pre-spotting compositions used to improve aqueous laundry processing |
US6399556B2 (en) | 1998-10-07 | 2002-06-04 | Ecolab Inc. | Laundry pre-treatment or pre-spotting compositions used to improve aqueous laundry processing |
US6180592B1 (en) | 1999-03-24 | 2001-01-30 | Ecolab Inc. | Hydrophobic and particulate soil removal composition and method for removal of hydrophobic and particulate soil |
US6440910B1 (en) | 1999-03-24 | 2002-08-27 | Ecolab Inc. | Hydrophobic and particulate soil removal composition and method for removal of hydrophobic and particulate soil |
US6846793B1 (en) | 2003-03-19 | 2005-01-25 | Ecolab, Inc. | Cleaning concentrate |
EP2404988A1 (en) | 2010-07-07 | 2012-01-11 | Dalli-Werke GmbH & Co. KG | Laundry pre-spotting composition |
Also Published As
Publication number | Publication date |
---|---|
GB1093695A (en) | 1967-12-06 |
CH489600A (de) | 1970-04-30 |
BE688569A (en]) | 1967-04-20 |
AT285779B (de) | 1970-11-10 |
CA796278A (en) | 1968-10-08 |
DK129948C (en]) | 1975-05-12 |
FR1496999A (fr) | 1967-10-06 |
DE1717116A1 (de) | 1971-07-29 |
SE315676B (en]) | 1969-10-06 |
DK129948B (da) | 1974-12-02 |
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