NZ224199A - Shampoo containing alkyl sulphate and ethoxylated alkyl sulphate - Google Patents
Shampoo containing alkyl sulphate and ethoxylated alkyl sulphateInfo
- Publication number
- NZ224199A NZ224199A NZ224199A NZ22419988A NZ224199A NZ 224199 A NZ224199 A NZ 224199A NZ 224199 A NZ224199 A NZ 224199A NZ 22419988 A NZ22419988 A NZ 22419988A NZ 224199 A NZ224199 A NZ 224199A
- Authority
- NZ
- New Zealand
- Prior art keywords
- long chain
- sulfate
- shampoo composition
- composition according
- shampoo
- Prior art date
Links
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
- A61K8/463—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfuric acid derivatives, e.g. sodium lauryl sulfate
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/37—Esters of carboxylic acids
- A61K8/375—Esters of carboxylic acids the alcohol moiety containing more than one hydroxy group
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/4906—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
- A61K8/4933—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having sulfur as an exocyclic substituent, e.g. pyridinethione
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/006—Antidandruff preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/02—Preparations for cleaning the hair
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Emergency Medicine (AREA)
- Cosmetics (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Detergent Compositions (AREA)
Description
New Zealand Paient Spedficaiion for Paient Number £24199
HQ DRAWINGS
Priority Date(s): ... iO: :....
Complete Specification Class: .. . 1 ) /. irfj.
Publication Date: h.f'., P.O. Journal, No: jsoa...
22 4 1 99
NEW ZEALAND PATENTS ACT, 1953
No.:
Date:
COMPLETE SPECIFICATION
$ I We, the PROCTER & GAMBLE COMPANY, a corporation organized under "the laws of the State of Ohio, USA, of One Procter & Gamble Plaza, Cincinnati, Ohio 45202, USA.
hereby declare the invention for which % / we pray that a patent may be granted tofiffi/us, and the method by which it is to be performed, to be particularly described in and by the following statement: -
_ 1 _ (followed by page- 1A)
n
D
2 2 4 1
-IA-
SHAMPOO COMPOSITIONS Neal Kevin Hutchinson Kathleen B. Dzialo TECHNICAL FIELD
The present invention is related to mild, good cleaning conditioning shampoos which contain a dispersed, non-volatile silicone phase and are stabilized through the use of certain long chain materials.
O BACKGROUND OF THE INVENTION
Human hair becomes soiled due to its contact with the surrounding atmosphere and, to a greater extent, from sebum secreted by the head. The build-up of the sebum causes the hair to have a dirty feel and an unattractive appearance. The soiling of the hair necessitates it being shampooed with frequent 15 regularity.
Shampooing the hair cleans by removing excess soil and sebum. However, the shampooing process has disadvantages in that the hair is left in a wet, tangled and generally unmanageable state. A variety of approaches have been developed to alleviate 20 the after-shampoo problems. These range from the inclusion of hair conditioning aids in shampoos to post-shampoo application of hair conditioners, i.e., hair rinses. Hair rinses typically work by depositing a polymeric film or other material onto the hair. However, such solutions to a very prevalent problem have not 25 been fully satisfactory. For one thing, hair rinses must be applied in a separate step following the shampooing, left on the hair for a length of time, and rinsed with fresh water. This, of ^2) course, is time consuming and is not convenient.
While shampoos have been disclosed which contain 30 conditioning aids, they have not been totally satisfactory for a variety of reasons. One problem relates to compatibility problems between good cleaning anionic surfactants and the fatty cationic agent which are good conditioning agents. This caused other surfactants such as nonionics, amphoterics and zwitterionics to be
1 c c o o
c
examined by workers in the field. Many of these efforts are reflected in patents issued in the conditioning shampoo area. See for example U.S. Patent 3,849,348, November 19, 1974 to Hewitt; U.S. Patent 3,990,991 , November 9, 1961 to Gerstein; and U.S. 5 Patent 3,822,312, July 2, 1974 to Sato.
The use of these other surfactants solved many of the compatibility problems but still did not provide complete answers in all areas. For instance cationic conditioners may not deliver the desired level of softness desired by users. Materials which 10 can provide increased softness are silicones, both those which are soluble as well as insoluble in the shampoo matrix.
Silicones in shampoo compositions have been disclosed in a number of different publications. Such publications include U.S. Patent 2,826,551 , March 1 1 , 1958 to Geen; U.S. Patent 3,964,500, 15 June 22, 1976 to Drakoff; U.S. Patent 4,364,837, December 21, 1982 to Pader; and British Patent 849,433, September 28, 1960 to Woolston. While these patents disclose silicone containing compositions, they do not provide answers to all of the problems encountered in making a totally satisfactory product. One 20 problem is that of keeping a dispersed, insoluble silicone material suspended and the total product stable. A second problem is related to making good cleaning, anionic surfactant based shampoos milder.
An approach which has shown to be beneficial in suspending 25 silicone material involves the use of long chaim acyl derivatives and other long chain derivatives. Such an approach is disclosed in published European Patent Application 0181773, published May 21 , 1986 incorporated herein by reference.
The present inventors having surprisingly found that by 30 using a particular combination of alkyl ether sulfate and alkyl sulfate surfactants, shampoos which are milder than straight alkyl sulfate systems and yet lather well can be formed.
It is an object of the present invention therefore to provide a stable silicone containing conditioning shampoo.
It is a further object of the present invention to provide
silicone shampoo compositions using anionic surfactants which lather well while being milder than straight alkyl sulfate surfactant systems.
It is a further object of the present invention to provide 5 good cleaning, mild, conditioning, antidandruff shampoos.
It is still a further object of the present invention to provide improved methods for cleaning hair.
These and other objects will become readily apparent from the detailed description which follows.
Unless otherwise indicated, all percentages and ratios herein are by weight.
SUMMARY OF THE INVENTION The present invention relates to shampoo compositions comprising from about 10% to about 40% of a mixture of alkyl ether 15 sulfate and alkyl sulfate surfactants, about 0.01% to about 10.0% of an insoluble, non-volatile silicone, about 0.5% to about 5.0% of a certain long chain derivative and water, wherein the molar ratio of alkyl ether sulfate to alkyl sulfate is from about 3:2 to about 6:1, preferably from about 2.5:1 to about 3.5:1. These as well 20 as optional components are described in detail below.
DETAILED DESCRIPTION The essential components of the present invention are given in the following paragraphs.
Surfactant
An essential component of the present compositions is a combination of surfactants. The surfactant mixture is present at a level of from about 10 to about 40%, preferably from about 10% to about 30%, most preferably from about 15% to about 22%.
The surfactants used in the present compositions are 30 ethoxylated alkyl sulfates and alkyl sulfates in a molar weight ratio of the former to the latter of from about 3:2 to about 6:1, preferably from about 2.5:1 to about 3.5:1.
The ethoxylated alkyl sulfates are preferably the sodium, ammonium, potassium or triethanolomine salts of sulfuric acid
r~:
224199
4 -
o o
o o
esters of the reaction product of one mole of higher alcohols (e.g. Cg-Clg carbon atoms, linear as well as branched) and one to eight moles of ethylene oxide.
The alkyl sulfates can be exemplified by those prepared by 5 sulfating the higher fatty alcohols (Cg-C18 carbon atoms) and forming the sodium, potassium, ammonium, or triethanolomine salt.
Specific preferred alkyl sulfates and ethoxylated alkyl sulfates are ammonium lauryl sulfate and ammonium laureth-3-sulfate.
Non-Volatile Silicone Fluid
Silicone fluids are a suitable non-volatile silicone that may be used in the present compositions.
The non-volatile silicone fluid may be either a polyalkyl siloxane, a polyaryl siloxane, a polyalkylaryl siloxane or a poly-15 ether siloxane copolymer and is present at a level of from about 0.01% to about 10% preferably from about 0.5% to about 31. Mixtures of these fluids may also be used and are preferred in certain executions. The dispersed silicone particles should also be insoluble in the shampoo matrix. This is the meaning of 20 "insoluble" as used hereinbefore and hereinafter.
The essentially non-volatile polyalkyl siloxane fluids that may be used include, for example, polydimethyl siloxanes with viscosities ranging from about 5 to 600,000 centistokes at 25°C. These siloxanes are available, for example, from the General 25 Electric Company as the Viscasil series and from Dow Corning as the Dow Corning 200 series. The viscosity can be measured by means of a glass capillary viscometer.
Preferably the viscosity ranges from about 350 centistokes to about 100,000 30 centistokes.
The essentially non-volatile polyalkylaryl siloxane fluids that may be used include, for example, polymethylphenylsiloxanes ^-fiaving viscosities of about 15 to 30,000 centistokes at 25°C.
These siloxanes are available, for example, from the General |5 Electric Company as SF 1075 methyl phenyl fluid or from Dow FEB199l«y/ Corning as 556 Cosmetic Grade Fluid.
M
224199
The essentially non-volatile polyether siloxane copolymer that may be used is, for example, a polypropylene oxide modified dimethylpolysiloxane (e.g., Dow Corning DC-1248) although ethylene oxide or mixtures of ethylene oxide and propylene oxide 5 may also be used.
References disclosing suitable silicone fluids include the previously mentioned U.S. Patent 2,826,551 to Geen; U.S. Patent 3,964,500, June 22, 1976 to Drakoff; U.S. Patent 4,364,837 to Pader and British Patent 849,433 to Woolston. All of these 10 patents are incorporated herein by reference.
Another silicone material found especially useful in the 15 present compositions to provide good dry combing is a silicone gum. Silicone gums described by Petrarch and others including Patent 4,152,416, May 1 , 1979 to Spitzer, et al. incorporated herein by reference. "Silicone gum" materials denote high molecular weight polydiorganosiloxanes having a mass molecular weight of from about 200,000 to about 1 ,000,000. Specific 25 examples include polydimethylsiloxane, (polydimethylsiloxane) (methylvinylsiloxane) copolymer, poly(dimethylsiloxane) (diphenyl) (methylvinylsiloxane) copolymer and mixtures thereof.
Long Chain Derivative Suspending Agent
The suspending agent useful in the present compositions can 30 be any of several long chain acyl derivative materials or mixtures of such materials. Included are ethylene glycol esters of fatty acids having from about 16 to about 22 carbon atoms. Preferred are the ethylene glycol stearates, both mono and distearate, but particularly the distearate containing less than about 7% of the 35 mono stearate. Other suspending agents found useful are alkanol amides of fatty acids, having from about 16 to about 22 carbon
2 4 1
atoms, preferably about 16 to 18 carbon atoms. Preferred alkanol amides are stearic monoethanolamide, stearic diethanolamide, stearic monoisopropanolamide and stearic monoethanolamide stearate. Other long chain acyl derivatives include long chain 5 esters of long chain fatty acids (e.g., stearyl stearate, cetyl palmitate, etc); glyceryl esters (e.g., glyceryl distearate) and long chain esters of long chain alkanol amides (e.g., stearamide DEA distearate).
Still other suitable suspending agents are alkyl (C-ig.,22^ 10 dimethyl amine oxides such as stearyl dimethyl amine oxide. If the compositions contain an amine oxide or a long chain acyl derivative as a surfactant the suspending function could also be provided and additional suspending agent may not be needed if the level of those materials are at least the minimum level given 15 below.
The suspending agent is present at a level of from about 0.50% to about 5.0%, preferably from about 0.5% to about 3.0%. The suspending agent serves to assist in suspending the silicone material and may give pearlescence to the product. Mixtures of 20 suspending agents are also suitable for use in the compositions of this invention.
Water
Water is the last essential component of the present invention and forms the remainder of the composition. It is generally 25 present at a level of from about 20% to about 95%, preferably from about 60% to about 85%.
Optional Components
The shampoos herein can contain a variety of non-essential optional components suitable for rendering such compositions more 30 acceptable. Such conventional optional ingredients are well known to those skilled in the art, e.g., preservatives such as benzyl alcohol, methyl paraben, propyl paraben and imidazolidinyl urea; cationic surfactants such as cetyl trimethyl ammonium chloride, lauryl trimethyl ammonium chloride, tricetyl methyl ammonium 35 chloride, stearyldimethyl benzyl ammonium chloride, and di C partial ly hydrogenated tallow) dimethylammonium chloride;
thickeners and viscosity modifiers such as a diethanolamide of a long chain fatty acid (e.g., PEG 3 lauramide), block polymers of ethylene oxide and propylene oxide such as Pluronic F88 offered by BASF Wyandotte, ammonium xylene sulfonate, sodium chloride, 5 sodium sulfate, polyvinyl alcohol, and ethyl alcohol; pH adjusting agents such as citric acid, succinic acid, phosphoric acid, sodium hydroxide, sodium carbonate, etc.; perfumes; dyes; and, sequestering agents such as disodium ethylenediamine tetraacetate. Such agents generally are used individually at a 10 level of from about 0.01% to about 10%, preferably from about 0.5% to about 5.0% by weight of the composition.
Another optional component is an additional surfactant used in combination with the alkyl sulfate/ethoxylated alkyl sulfate mixture. Included among optional surfactants are the sodium 15 alkyl glyceryl ether sulfonates; the reaction product of fatty acids having from 10 to 22 carbon atoms esterified with isethionic acid and neutralized with sodium hydroxide; water soluble salts of condensation products of fatty acids with sarcosine; among several others. The optional surfactants, collectively, can be used 20 in any amount (molar amount) up to the molar amount of the alkyl sulfate ethoxylated alkyl sulfate blend.
Still another optional component of the present invention is an antidandruff agent. Suitable agents include sulfur, selenium sulfide, salicylic acid, zinc pyridinethione, other 1-hydroxy 25 pyridones, such as those disclosed in U.S. Patent No. 4,185,106, Jan. 22, 1980 to Dittmar et al, incorporated herein by reference and azole antimycotics, disclosed in British Patent No. 1 ,502,144, Feb. 22, 1978, incorporated herein by reference, among many others. The antidandruff agent is present at a level of from 30 about 0.2% to about 4%.
Zinc pyridinethione is the preferred agent, particularly where its salt crystals are predominantly flat platelets which have a mean sphericity less than about 0.65 preferably between about 0.20 and about 0.65, and a median particle diameter of at least 35 about 2p, expressed as the diameter of a sphere of equivalent
volume. It is preferred that the median particle diameter not be greater than about 15y, expressed on the same basis.
The diameter of a sphere of equivalent volume, dv, for a particle can be determined by a variety of sedimentation techniques which are based on Stokes1 Law for the settling velocity of a particle in a fluid. Such techniques are described in Stockham, J.D. and Fochtman, E.G., "Particle Size Analysis", Ann Arbor Science, 1978, incorporated herein by reference* ;The sphericity of a particle is also described by Stockham and Fochtman at page 113 as where dv is the diameter of a sphere of equivalent volume, supra, and dg is the diameter of a sphere of equivalent area. A technique for determining dg is the BET technique described by Stockham and Fochtman at page 122. ;Since the sphericity of interest herein is the mean sphericity, the mean diameters are employed. ;Other optional components include other suspending agents such as xanthan gum at a level of from about 0.2% to about 5% and shorter chain amides such as mono and diethanolamides of fatty acids having from about 8 to about 14 carbon atoms commonly used in shampoos. Preferred are coconut monoethan-alamide, lauric diethanolamide and mixtures thereof at a level of from about 1% to about 5%. ;The pH of the present composition is not critical and may be in the range of from 2 to about 10. ;METHOD OF MANUFACTURE The shampoos of the present invention can be made by I'mixing a portion of the surfactant blend, the suspending agent £and the silicone together and heating to about 72°C. The mixture is mixed thoroughly for about 10 minutes at the 72°C temperature before being pumped through a high shear mill and then through ;* available on request.
a heat exchanger to cool it to below about 35°C. The remainder of the composition is added at this time and the total composition mixed.
The high shear mill is used to achieve adequate dispersion of the silicone fluid. This is achieved by having the average particle size of the silicones preferably be about 10 microns or less.
In the cooling step, the acyl derivative is preferably crystallized into particles having an average particle size of about 10 microns or less.
INDUSTRIAL APPLICABILITY
The present compositions are used in a conventional manner for cleaning hair. From about 0.1g to about 10g of a composition is applied to hair that has been wetted, generally with water, worked through the hair and then rinsed out.
The following Examples further describe and demonstrate the preferred embodiments within the scope of the present invention. The Examples are given solely for the purpose of illustration and are not to be construed as limitations of the present invention as many variations thereof are possible without departing from its spirit and scope.
EXAMPLES l-VII
The following are compositions representative of the present invention. Weight %
Component I II III IV V VI VII
Water
qs to
100% —
— >
Ammonium Laureth-3
Sulfate (28%)
50
.5
50.5
38.6
50.5
50.5
.2
41 .6
Ammonium Lauryl
Sulfate (25%)
12
.6
12.6
9.6
.2
6.3
12.6
.4
Cocomide MEA
3
.0
3.0
3.0
4.0
3.0
2.0
2.0
Glycol Distearate
3
.0
3.0
3.0
2.0
4.0
.0
3.0
Dimethicone1
1
.0
1.0
1.0
0.5
1.5
2.5
1 .0
Sodium Cocoyl
Isethionate (85%)
-
-
4.7
-
-
9.4
-
Zinc Pyrithione (25%)
-
4.0
4.0
-
-
-
4.0
Claims (9)
1. A shampoo composition comprising: (a) from substantially 10% to substantially 40% of a mixture of ethoxylated alkyl sulfate and alkyl sulfate; (b) from substantially 0.01% to substantially 10% of a dispersed, insoluble, non-volatile silicone; (c) from substantially 0.5% to substantially 5% of a long chain (c16~c221 acyl derivative or a long chain (Ct6-C22.) amine oxide; and (d) the remainder water wherein the molar ratio of ethoxylated alkyl sulfate to alkyl sulfate is from substantially 3:2 to substantially 6:1.
2. A shampoo composition according to Claim 1 wherein the long chain acyl derivative or amine oxide is selected from the group consisting of ethylene glycol long chain esters, alkanol amides of long chain fatty acids, long chain esters of long chain fatty acids, glyceryl long chain esters, long chain esters of long chain alkanolamides, long chain alkyl dimethyl amine oxides and mixtures thereof.
3. A shampoo composition according to Claim 2 wherein the non-volatile silicone is selected from the group consisting of polydimethylsiloxanes having viscosities of from substantially 5 to substantially 100,000 centistokes at 25°C, polypropylene oxide modified dimethylsiloxanes, silicone gums and mixtures thereof.
A shampoo composition according to Claim 3 which in addition contains a mono- or diethanolamide of a fatty acid having from substantially 8 to substantially 14 carbon atoms.
5. A shampoo composition according to Claim 4 which in addition contains an antidandruff agent.
6. A shampoo composition according to Claim 5 wherein the antidandruff agent is zinc pyridinethione. C' 224199 G - 12 -
A shampoo composition according to Claim 6 which in addition contains an isethionate surfactant salt. O
8. A shampoo composition according to Claim 7 wherein the long chain acyl derivative is an ethylene glycol long chain ester.
9. A shampoo corposition as claimed in any one of claims 1 to 8 substantially as hereinbefore described with reference to any Example thereof. O DATED TWS^_ / DAY /-O&ZASy 1® ty/ o
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US3665687A | 1987-04-10 | 1987-04-10 |
Publications (1)
Publication Number | Publication Date |
---|---|
NZ224199A true NZ224199A (en) | 1991-04-26 |
Family
ID=21889869
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
NZ224199A NZ224199A (en) | 1987-04-10 | 1988-04-08 | Shampoo containing alkyl sulphate and ethoxylated alkyl sulphate |
Country Status (13)
Country | Link |
---|---|
JP (1) | JPS6413013A (en) |
KR (1) | KR880012210A (en) |
CN (1) | CN88102726A (en) |
AU (1) | AU623588B2 (en) |
CA (1) | CA1327939C (en) |
DK (1) | DK193388A (en) |
FI (1) | FI90199C (en) |
MA (1) | MA21243A1 (en) |
MX (1) | MX168013B (en) |
MY (1) | MY103359A (en) |
NZ (1) | NZ224199A (en) |
PH (1) | PH24763A (en) |
TR (1) | TR23749A (en) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4927563A (en) * | 1988-01-26 | 1990-05-22 | Procter & Gamble Company | Antidandruff shampoo compositions containing a magnesium aluminum silicate-xanthan gum suspension system |
JP3354296B2 (en) * | 1994-06-30 | 2002-12-09 | 東レ・ダウコーニング・シリコーン株式会社 | Makeup cosmetics |
KR100610634B1 (en) * | 2005-03-24 | 2006-08-09 | 주식회사 젠트로 | Mixing basin for water treatment |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3964500A (en) * | 1973-12-26 | 1976-06-22 | Lever Brothers Company | Lusterizing shampoo containing a polysiloxane and a hair-bodying agent |
DE3678327D1 (en) * | 1985-02-28 | 1991-05-02 | Procter & Gamble | ANTI-DUPRIC SHAMPOOS. |
US4704272A (en) * | 1985-07-10 | 1987-11-03 | The Procter & Gamble Company | Shampoo compositions |
JPH042566A (en) * | 1990-04-04 | 1992-01-07 | Hitachi Ltd | Railway rolling stock |
-
1988
- 1988-03-25 TR TR88/0241A patent/TR23749A/en unknown
- 1988-03-31 MY MYPI88000331A patent/MY103359A/en unknown
- 1988-04-06 PH PH36747A patent/PH24763A/en unknown
- 1988-04-07 MA MA21483A patent/MA21243A1/en unknown
- 1988-04-08 CA CA000563744A patent/CA1327939C/en not_active Expired - Fee Related
- 1988-04-08 NZ NZ224199A patent/NZ224199A/en unknown
- 1988-04-08 AU AU14429/88A patent/AU623588B2/en not_active Ceased
- 1988-04-08 DK DK193388A patent/DK193388A/en not_active Application Discontinuation
- 1988-04-08 FI FI881648A patent/FI90199C/en not_active IP Right Cessation
- 1988-04-08 KR KR1019880003948A patent/KR880012210A/en not_active Application Discontinuation
- 1988-04-09 CN CN198888102726A patent/CN88102726A/en active Pending
- 1988-04-09 JP JP63088038A patent/JPS6413013A/en active Granted
- 1988-04-11 MX MX011068A patent/MX168013B/en unknown
Also Published As
Publication number | Publication date |
---|---|
DK193388A (en) | 1988-10-11 |
TR23749A (en) | 1990-08-01 |
MX168013B (en) | 1993-04-28 |
KR880012210A (en) | 1988-11-26 |
FI90199C (en) | 1994-01-10 |
FI881648A0 (en) | 1988-04-08 |
CA1327939C (en) | 1994-03-22 |
AU1442988A (en) | 1988-10-13 |
AU623588B2 (en) | 1992-05-21 |
CN88102726A (en) | 1988-11-23 |
FI90199B (en) | 1993-09-30 |
FI881648A (en) | 1988-10-11 |
JPH042567B2 (en) | 1992-01-20 |
MA21243A1 (en) | 1988-12-31 |
DK193388D0 (en) | 1988-04-08 |
JPS6413013A (en) | 1989-01-17 |
PH24763A (en) | 1990-10-01 |
MY103359A (en) | 1993-06-30 |
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