GB2330148A - Ceramide containing detergent - Google Patents
Ceramide containing detergent Download PDFInfo
- Publication number
- GB2330148A GB2330148A GB9821813A GB9821813A GB2330148A GB 2330148 A GB2330148 A GB 2330148A GB 9821813 A GB9821813 A GB 9821813A GB 9821813 A GB9821813 A GB 9821813A GB 2330148 A GB2330148 A GB 2330148A
- Authority
- GB
- United Kingdom
- Prior art keywords
- silicone
- ceramide
- detergent
- detergent composition
- anionic
- 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.)
- Withdrawn
Links
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
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/37—Polymers
- C11D3/3703—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C11D3/373—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicones
- C11D3/3742—Nitrogen containing silicones
-
- 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
- C11D1/38—Cationic compounds
- C11D1/52—Carboxylic amides, alkylolamides or imides or their condensation products with alkylene oxides
- C11D1/525—Carboxylic amides (R1-CO-NR2R3), where R1, R2 or R3 contain two or more hydroxy groups per alkyl group, e.g. R3 being a reducing sugar rest
-
- 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
- C11D3/37—Polymers
- C11D3/3703—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C11D3/373—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicones
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)
Abstract
A laundry detergent composition for washing delicate fabrics comprising surfactants; a natural and/or synthetic ceramide; a silicone emulsion and, optionally, other detergent ingredients.
Description
DETERGENT COMPOSITION
This invention relates to a laundry detergent composition which is suitable for laundering fine fabric materials such as wool, silk, nylon, polyester and the like under relatively mild washing conditions.
Laundry detergent compositions generally employ anionic surfactants as the primary detergent-active compounds, such as alkyl benzene sulphonates, fatty alcohol sulphates or alkyl glycol ether sulphonates. However, it has been found that a number of anionic surfactants damage the fibre structure of sensitive fabrics upon repeated washing. Fine fabric wash formulations tend to contain a blend of anionic surfactants with non-ionic or amphoteric surfactants. The non-ionic surfactants are intended to increase detergency. However, when sensitive woollen fabrics are washed with non-ionics, the fabrics tend to feel comparatively hard and brittle.
These effects can be intensified with machine washing. An addition of softening amphoteric surfactants does not completely counteract the loss of feel and, although amphoteric surfactants act as fibre-softening agents, some anionic and non-ionic surfactants reduce the softening effect of the amphoteric surfactants. Also, most known softening agents which are incorporated into detergents are detrimental to cleaning performance.
There is therefore a need for a fine fibre wash formulation which can be used to wash delicate fabrics such as woven or knitted woollen fabrics and silk, which gives a good cleaning performance without having a detrimental effect on the properties of the fabric, and which ensures that the treated fabric has a soft feel.
In accordance with the present invention, there is provided a laundry detergent composition for washing delicate fabrics comprising: a) one or more anionic, non-ionic or
amphoteric surfactants or a
mixture of two or more thereof; b) a natural and/or synthetic ceramide; c) a silicone; and d) optionally other detergent ingredients.
Preferably, the detergent composition comprises: a) 2 to 60 wt % of one or more anionic,
non-ionic or amphoteric surfactants or a
mixture thereof; b) from 0.001 to 5 wt % of one or more
ceramides; c) from 0.05 to 5 wt % of a polydimethyl
siloxane; and d) optionally other detergent ingredients to
100 wt %.
It has been found that the use in the present composition of a silicone and a ceramide in combination provides a detergent with, simultaneously, a softening effect and an overall efficient cleaning performance.
Preferably, the silicone is a silicone fluid, more preferably a silicone emulsion, and most preferably a silicone micro-emulsion Examples of suitable silicones are polyalkyl or polyaryl silicones. Particularly preferred silicones are polydimethylsiloxanes, with organic groups incorporated into the basic silicone backbone, having the following structure:
wherein R is an amino, polyether, epoxy, hydroxyl, polyether/amino, polyether/epoxy or cyclohexyl functional group; A may be any group suitable for ending the silicone chains, for example a hydrogen, methyl or hydroxyl group; and a and b are integers, preferably between 7 and 5000.
Examples of suitable silicones are those marketed under the trade names DC 225 (produced by Dow Corning orporation) and Magnasoft EM 410
(produced by Witco)
The concentration of silicone in the compositions ot the invention suitably lies in the range from .05 to 5 wt %, preferably 0.1 to 2 wt % and most preferably the silicone concentration S about 0.5 wt %.
The ceramide present in the composition of the present invention may be a natural ceramide or a synthetic cerarde, for example an
N-acylosphingenine or a derivative thereof. The amide-linked fatty acids are generally characterised by a C16 to C26, C30/w-OH or C32/w-OH chain. The lot chain amine may be sphingosine or sphinganine or phytosphingosine.
Particularly preferred ceramides are
Bis (N-hydroxyethyl cetyl) Malanomide which is marketed under the trade name Questamide H and produced by Quest (this is synthetic "ceramide 2", with ceramide 2 being naturally found in hair); Palmita5o-serinate de myristyl which is marketed under the trade name ceramide A2 and produced by Seerma; Palmitadohexadecanediol which is marketed under the trade name Ceramide
II and produced by Quest and a glycosphingolipid marketed under the trade name ceramide PG5 and produced by Seporga.
The composition of the present invention may contain only ote ceramide, or, alternatively, two or more different ceramides may be present.
The concentration of ceramide in the compositions of the invention suitably lies in the range from 0.001 to 5 wt %, preferably 0.001 to 2 wt % and most preferably 0.01 to 1 wt %.
The desired effects of the present invention are attained by the combined actions of the silicone emulsion and the ceramide in such a detergent formulation.
The composition of the present invention further includes detergent-active compounds.
Many suitable detergent-active compounds are available and are fully described in the literature. The total amount of surfactant present in the composition of the present invention ranges from 2 to 60 wt % by weight of the total fine fabric detergent composition, preferably 5 to 40 wt %, and most preferably 10 to 20 wt %.
The choice of anionic surfactant is not limited and any anionic surfactant suitable for use in a laundry composition may be used. Examples of suitable anionic surfactants are alkylbenzene sulphonates, particularly linear alkylbenzene sulphonates having an alkyl chain length of C8 C1s; primary and secondary alkyl sulphates, particularly C8 - C15 primary alkyl sulphates; alkyl ether sulphates; olefin sulphonates; alkyl xylene sulphonates; dialkyl sulphosuccinates and fatty acid ester sulphonates. Sodium salts are generally preferred.
Particularly preferred anionic surfactants are sodium lauryl ether sulphate, which is available under the trade name EMPICOL ESC3 from Albright &
Wilson; sodium lauryl sulphate, which is available under the trade name EMPICOL LX from
Albright & Wilson; a-olefine sulphonate, which is available under the trade name RHODACAL A 246 L from Rhone-Poulenc and disodium lauryl sulphonsuccinate, which is available under the trade name REWOPOL 5B F12 from Witco.
The anionic surfactants are desirably present in amounts of 2 to 30 wt %, preferably 5 to 20 wt %, and most suitably the anionic surfactant concentration is about 10 wt %.
The choice of non-ionic surfactant is also not limited and any non-ionic surfactant suitable for use in a laundry composition may be used.
Examples of suitable non-ionic surfactants are primary and secondary alcohol ethoxylates, especially the C8 - C20 aliphatic alcohols ethoxylated with an average of from 1 to 20 moles of ethylene oxide per mole of alcohol, and most particularly the C10 - C15 primary and secondary aliphatic alcohols ethoxylated with an average of from 1 to 10 moles of ethylene oxide per mole of alcohol. Non-ethoxylated non-ionic surfactants include alkyl polyglycosides, glycerol monoethers, alkanol amides and polyhdroxyamides
(glucamide).
Particularly preferred non-ionic surfactants are Coceth-6 (PEG ether of coconut alcohol); Coceth-10(PEG ether of coconut alcohol);
Laureth-6 (PEG ether of lauryl alcohol);
Lauramide DEA, which is availble under the trade name EMPILAN 26224 from Albright & Wilson; and lauryl polyglucoside, which is available under the trade name PLANTEREN 1200CS/UP from Henkel.
The non-ionic surfactants are desirably present in amount of 0 to 20 wt %, preferably 0.5 to 10 wt %, and most suitably about 1 to 2 wt %.
Particularly preferred amphoteric surfactants are cocoamidopropylbetaine, such as that available under the trade name EMPIGEN from
Albright & Wilson and amine oxides, such as lauramine oxide, which is available under the trade name TEGAMINE OXIDE W from Goldsch.
The amphoteric surfactants are desirably present in amounts of 0.5 to 20 wt % and preferably 0.5 to 10 wt %.
In addition to the above specified ingredients and water, the compositions of the present invention can optionally contain relatively minor amounts of the usual types of non-surfactant auxiliary ingredients as are commonly employed in conventional laundry detergents, for example inorganic salts such as sodium carbonate, sodium sulphate or sodium silicate (where the composition is a powder); anti-redeposition agents such as cellulosic polymers; preservatives; optical brighteners; pearlescing agents; colourants; viscosifying agents such as sodium chloride and pH regulators such as citric acid. This list is not intended to be exhaustive.
Detergent compositions of the invention may be of any suitable form, for example powders or granules, liquids or gels. The manner in which the detergent compositions are prepared or formulated is not particularly critical and such may be prepared by methods well known to those skilled in the art.
The detergent compositions of the present invention are especially well suited and beneficial for the laundering under relatively mild washing conditions (e.g. mild or gentle machine agitation or hand washing and at low or cold wash water temperature) of fine fabric materials such as knitted fabrics of wool and silk, nylon and polyester. In addition to an excellent washing result, these fabrics do not become hard, but instead retain their natural softness, not only with hand washing but also with machine washing.
In order that the invention may be more fully understood, it will now be described with reference to the following examples, in which all percentages are on a weight basis.
Example 1
A fine fabric wash detergent composition was prepared from the following ingredients:
Component wt% Nature Trade name a-olefine Sulphonate 5.2 Anionic surfactant RHODACALA 246 L (RP) Sodium Lauryl Sulphate 8.3 AnioniC surfactant EMPICOL LX (A & W) Lauyl Polyglucoside 1.0 Non-ionic PLANTEREN I 200CS/UP Surfactant (HENKEL) Lauramide DEA 0.75 Non-ionic EMIPLAN 26224 (A & W) Surfactant Cocoamidopropyl betaine 2.5 Amphoteric EMPIGEN (A & W) surfactant Amino-functional silicone 1.1 silicone MAGNASOFT Em. 410 emulsion (Witco) Palmitadohexadenediol 0.9 Ceramide CERAMIDES II (Quest) Citric Acid 0.05 pH regulator Preservative 0.05 Dye 0.01 Fragrance 0.20 Deionised Water qsp 100 Example 2
A fine fabric wash detergent composition was prepared from the following ingredients:
Component wt% Nature Trade name Sodium Lauryl Ether 3.5 Anionic surfactant EMPICOL ESC3 Sulphate (A & W) Sodium Lauryl sulphate 4.3 Anionic surfactant EMPICOL LX (A & W) Coceth-6 1.6 Non-ionic surfactant REWOPAL LA 6 (Witco) Lauramide DEA 0.5 Non-ionic surfactant EMIPLAN 26224 (A & W) Lauramine oxide 2.5 Amphoteric surfactant TEGAMINE OXIDE W (Goldsch.) Amino-functional silicone 0.6 silicone MAGNASOFT emulsion Em. 410 (Witco) Bishydroxyethyl biscetyl 0.5 Ceramide QUESTAMIDE H malonamide (Quest) Citric Acid 0.05 pH regulator Sodium chloride 2.0 Preservative 0.05 Dye 0.01
Fragrance 0.2 Deionised Water qsp 100 Example 3 A fine fabric wash detergent composition was prepared from the following ingredients:
Component wt% Nature Trade name Disoduium Lauryl 4.2 Anionic surfactant REWOPOL SB sulphosuccinate F12 (Witco) Sodium Lauryl Sulphate 6.6 Anionic surfactant EMPICOL LX (A & W) Coceth- 10 1.4 Non-ionic surfactant REWOPAL LA 10 (Witco) Cocamidopropyl betaine 2.9 Amphoteric surfactant EMPIGEN (A & W) Cyclohexylamino-functional 1.5 silicone FINISH CTl 10 silicone emulsion (Wacker) Palmitadohexadenediol 1.0 Ceramide CERAMIDES II (Quest) Palmitamido serinate de 0.5 Ceramide CERAMIDE A2 myristyl (Seporga) Citric Acid 0.05 pH regulator Preservative 0.05
Dye 0.01 Fragrance 0.2 Deionised Water qsp 100 My Example 4
A fine fabric wash detergent composition was prepared from the following ingredients:
Component wt% Nature Trade name Sodium Alkyl Benzene 8.2 Anionic surfactant REWOPOL SB sulphonate F12 (Witco) Sodium Lauryl Ether 8.6 Anionic surfactant EMPICOL LX Sulphate (A & W) Lauryl Polyglucoside 2.6 Non-ionic PLANTEREN Surfactant 1200CS/UP (HENKEL) Lauramide DEA 0.75 Non-ionic EMIPLAN 26224 Surfactant (A & W) Lauramine oxide 2.3 Amphoteric surfactant TEGAMINE OXIDE W (Goldsch.) Amino-functional silicone 4.5 silicone DC 225 (Witco) emulsion
Bishydroxyethyl biscetyl 2.25 Ceramide QUESTAMIDE H Malonamide (Quest) Glycosphingolipides 2.5 Ceramide CERAMIDE PG5 (Seporga) Citric Acid 0.05 pH regulator Preservative 0.05 Dye 0.01 Fragrance 0.2 Deionised Water qsp 100 Example 5
A fine fabric wash detergent composition was prepared from the following ingredients:
Component wt% nature Trade name Sodium Alkyl Benzene 15.5 Anionic surfactant REWOPOL SB sulphonate F12 (Witco) Coceth-6 5.0 Non-ionic surfactant REWOPAL LA 6 (Witco) Sodium Cocoate 3.0 Soap NORFOX COCO POWDER (Norman) Sodium silicoaluminate 23.0 Builder WESSALITH S (Zeolite) (Degussa)
Sodium silicate 3.0 Builder Sodium carbonate 5.0 Builder Sodium bicarbonate 15.0 Builder Sodium sulphate 15.0 Filler Cychlohexylamino-functional 1.5 Silicone FINISH CT1 10 silicone emulsion (Wacker) Glycosphingolipids 2.5 Ceramide CERAMIDE PGS (Seporga) Sodium citrate 10.0 Fragrance 0.2 Water qsp 100 In order to demonstrate the desired effects of the present invention, the following test was performed.
Wool fibres of diameter 0.1 - 0.14 mm were evaluated for elasticity using a Rheometrics RSA 2 Solids analyser fitted with a monofilament geometry to give a sample length of 24 mm. The test used was a steady strain rate test using a constant strain rate of 0.0001 s-l with the temperature controlled at 20oC. This allowed measurement of Youngs modulus for a strain between 2 and 3% in the elastic region of the wool fibre which is equal to the elastic modules
G1. Values of G1 are given in the table below:
Elasticitv
Wool without treatment 9.66 x 107 Pa/%
Wool washed 3 times with water only 3.23 x 107 Pa/%
Wool washed 3 times with detergent formulation containing a ceramide 3.73 x 107 Pa/%
Wool washed 3 times with detergent formulation containing a ceramide plus a 6.79 x 107 Pa/% silicone emulsion
From the results it can be seen that a formulation containing a ceramide and a silicone emulsion significantly increased the elasticity of the wool fibre compared to washing in water alone or with a formulation containing ceramide alone.
Furthermore, further tests carried out on different fabrics showed a noticeable improvement of the softness of each fabric when the fabric was washed in a detergent formulation containing ceramide and silicone emulsion compared to washing in water alone or in a standard detergent formulation which did not contain a silicone derivative or a ceramide. Derived from cosmetics technology, it would appear that the ceramides penetrate into the fibres to restore both their strength and volume. In addition, the silicone appears to impart a softness to all types of textiles.
For example, the following test was performed to demonstrate the improved softness of fabrics washed in a detergent formulation in accordance with the present invention.
Four groups of wool or wool/acrylic fabrics were hand-washed in:
Formulation 1: the formulation in accordance with Example 3, as described previously;
Formulation 2: the formulation of Example 3 minus any ceramide or silicone emulsion;
Formulation 3: the formulation in accordance with Example 5, as described previously; and
Formulation 4: the formulation of Example 5 minus any ceramide or silicone emulsion.
The fabrics were hand-washed with 35 ml of the detergent diluted in 5 litres of water (middle hardness water) at 30 C and then rinsed twice in 5 litres of cold water.
After 3 washes, panellists were asked to compare the softness of the washed fabrics. The figures given in the table below indicate the preceived softness of the fabrics as compared to the softness of the fabrics prior to washing.
Fabric Formulation 1 vs Formulation 2 Formulation 3 vs Formulation 4 Formulation 1 Formulation 2 Formulation 3 Formulation 4 Wool 90% 108 75% 25% Wool/Acrylic 75% 25% 80% 20%
Claims (8)
- CLAIMS 1. A laundry detergent composition for washing delicate fabrics comprising: a) one or more anionic, non-ionic or amphoteric surfactants or a mixture of two or more thereof; b) a natural and/or synthetic ceramide;c) a silicone; and d) optionally other detergent ingredients.
- 2. A detergent composition according to Claim 1, wherein the silicone is an amino-functional silicone.
- 3. A detergent composition according to Claim 2, wherein the silicone is a microemulsion of a polydimethylsiloxane.
- 4. A detergent composition according to claim 1, comprising: a) 2 to 60 wt % of one or more anionic, non-ionic or amphoteric surfactants or a mixture of two or more thereof; b) from 0.001 to 5 wt % of one or more ceramides; c) from 0.05 to 5 wt % of a polydimethyl siloxane; and d) optionally other detergent ingredients to 100 wt %.
- 5. A detergent composition according to any of claims 1 to 4, wherein the ceramide is selected from Bis (N-hydoxyethyl cetyl) Malonamide; Palmitadohexadecanediol; Palmitado-serinate de myristyl and glycosphingolipids.
- 6. A process for laundering fabric materials comprising the steps of immersing the material, with at least mild agitation, in a detergent composition comprising: a) one or more anionic, nonionic or amphoteric surfactants or a mixture of two or more thereof; b) a natural and/or synthetic ceramide; c) a silicone; and d) optionally other detergent ingredients.
- 7. A process for laundering fabric materials comprising the steps of immersing the material, with at least mild agitation, in a detergent composition comprising: a) 2 to 60 wt % of one or more anionic, non-ionic or amphoteric surfactants or a mixture of two or more thereof. b) from 0.001 to 5 % of one or more ceramides; c) from 0.05 to 5 wt % of an aminopolydimethyl siloxane; and d) optionally other detergent ingredients to 100 wt %.
- 8. A process according to Claim 6 or 7, wherein the fabric material laundered thereby is a silk,nylon, polyester or wool fabric material.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP97402358 | 1997-10-07 |
Publications (2)
Publication Number | Publication Date |
---|---|
GB9821813D0 GB9821813D0 (en) | 1998-12-02 |
GB2330148A true GB2330148A (en) | 1999-04-14 |
Family
ID=8229872
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB9821813A Withdrawn GB2330148A (en) | 1997-10-07 | 1998-10-07 | Ceramide containing detergent |
Country Status (5)
Country | Link |
---|---|
EP (1) | EP1023424B1 (en) |
AU (1) | AU9449198A (en) |
DE (1) | DE69807910T2 (en) |
GB (1) | GB2330148A (en) |
WO (1) | WO1999018177A1 (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6966696B1 (en) | 1998-10-24 | 2005-11-22 | The Procter & Gamble Company | Methods for laundering delicate garments in a washing machine |
US6995124B1 (en) | 1998-10-24 | 2006-02-07 | The Procter & Gamble Company | Methods for laundering delicate garments in a washing machine |
US7185380B2 (en) | 1998-10-24 | 2007-03-06 | The Procter & Gamble Company | Methods for laundering delicate garments in a washing machine comprising a woven acrylic coated polyester garment container |
Families Citing this family (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE10109845A1 (en) * | 2001-03-01 | 2002-09-05 | Basf Ag | Emulsifiers, in particular based on polyisobutylene amines |
GB2388610A (en) † | 2002-05-17 | 2003-11-19 | Procter & Gamble | Detergent composition containing silicone and fatty acid |
CZ293989B6 (en) * | 2003-02-24 | 2004-09-15 | Universita Karlova V Praze, Farmaceutická Fakulta | Transdermal penetration accelerants |
BRPI0909154A2 (en) * | 2008-03-14 | 2015-11-24 | Procter & Gamble | liquid detergent for hand washing low foaming clothes |
CN103484266A (en) * | 2013-09-10 | 2014-01-01 | 无为县荣华鬃刷制品有限公司 | Formula of horsehair cleaning liquor |
CN115362027A (en) * | 2020-04-01 | 2022-11-18 | 劲量汽车有限公司 | Hydrophobic finish car wash composition and method of use |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1994010131A1 (en) * | 1992-11-03 | 1994-05-11 | Unilever Plc | Method of synthesising phytosphingosine-containing ceramides and cosmetic compositions comprising them |
WO1997012587A1 (en) * | 1995-09-29 | 1997-04-10 | L'oreal | Composition for treating keratinous material, including at least one silicone-grafted polymer and at least one fatty-chain amide, and uses thereof |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4639321A (en) * | 1985-01-22 | 1987-01-27 | The Procter And Gamble Company | Liquid detergent compositions containing organo-functional polysiloxanes |
JPH0248520A (en) * | 1988-08-10 | 1990-02-19 | Pola Chem Ind Inc | Cleaning agent |
FR2648821A1 (en) * | 1989-06-22 | 1990-12-28 | Rhone Poulenc Chimie |
-
1998
- 1998-10-07 GB GB9821813A patent/GB2330148A/en not_active Withdrawn
- 1998-10-07 WO PCT/GB1998/002987 patent/WO1999018177A1/en active IP Right Grant
- 1998-10-07 AU AU94491/98A patent/AU9449198A/en not_active Abandoned
- 1998-10-07 EP EP98947649A patent/EP1023424B1/en not_active Expired - Lifetime
- 1998-10-07 DE DE69807910T patent/DE69807910T2/en not_active Expired - Fee Related
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1994010131A1 (en) * | 1992-11-03 | 1994-05-11 | Unilever Plc | Method of synthesising phytosphingosine-containing ceramides and cosmetic compositions comprising them |
WO1997012587A1 (en) * | 1995-09-29 | 1997-04-10 | L'oreal | Composition for treating keratinous material, including at least one silicone-grafted polymer and at least one fatty-chain amide, and uses thereof |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6966696B1 (en) | 1998-10-24 | 2005-11-22 | The Procter & Gamble Company | Methods for laundering delicate garments in a washing machine |
US6995124B1 (en) | 1998-10-24 | 2006-02-07 | The Procter & Gamble Company | Methods for laundering delicate garments in a washing machine |
US7185380B2 (en) | 1998-10-24 | 2007-03-06 | The Procter & Gamble Company | Methods for laundering delicate garments in a washing machine comprising a woven acrylic coated polyester garment container |
Also Published As
Publication number | Publication date |
---|---|
WO1999018177A1 (en) | 1999-04-15 |
DE69807910D1 (en) | 2002-10-17 |
AU9449198A (en) | 1999-04-27 |
EP1023424B1 (en) | 2002-09-11 |
DE69807910T2 (en) | 2003-05-22 |
GB9821813D0 (en) | 1998-12-02 |
EP1023424A1 (en) | 2000-08-02 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
WAP | Application withdrawn, taken to be withdrawn or refused ** after publication under section 16(1) |