GB2316088A - Lotion Bar - Google Patents
Lotion Bar Download PDFInfo
- Publication number
- GB2316088A GB2316088A GB9715945A GB9715945A GB2316088A GB 2316088 A GB2316088 A GB 2316088A GB 9715945 A GB9715945 A GB 9715945A GB 9715945 A GB9715945 A GB 9715945A GB 2316088 A GB2316088 A GB 2316088A
- Authority
- GB
- United Kingdom
- Prior art keywords
- peg
- bar
- lotion
- materials
- weight
- 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- Withdrawn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
- 239000006210 lotion Substances 0.000 title claims abstract description 65
- 229920001223 polyethylene glycol Polymers 0.000 claims abstract description 74
- 239000000203 mixture Substances 0.000 claims abstract description 67
- 239000002202 Polyethylene glycol Substances 0.000 claims abstract description 63
- 239000000463 material Substances 0.000 claims abstract description 59
- 239000002198 insoluble material Substances 0.000 claims abstract description 9
- 239000004094 surface-active agent Substances 0.000 claims abstract description 9
- 239000000344 soap Substances 0.000 claims description 35
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 13
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 7
- 239000000194 fatty acid Substances 0.000 claims description 7
- 229930195729 fatty acid Natural products 0.000 claims description 7
- 239000003599 detergent Substances 0.000 claims description 6
- 150000004665 fatty acids Chemical class 0.000 claims description 6
- 239000002280 amphoteric surfactant Substances 0.000 claims description 3
- 239000003945 anionic surfactant Substances 0.000 claims description 3
- 150000002191 fatty alcohols Chemical class 0.000 claims description 3
- 150000002763 monocarboxylic acids Chemical class 0.000 claims description 3
- 239000002736 nonionic surfactant Substances 0.000 claims description 3
- LWTIGYSPAXKMDG-UHFFFAOYSA-N 2,3-dihydro-1h-imidazole Chemical compound C1NC=CN1 LWTIGYSPAXKMDG-UHFFFAOYSA-N 0.000 claims description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical class OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 claims description 2
- 229910052783 alkali metal Inorganic materials 0.000 claims description 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 2
- 150000001342 alkaline earth metals Chemical class 0.000 claims description 2
- 125000000129 anionic group Chemical group 0.000 claims description 2
- 150000001340 alkali metals Chemical class 0.000 claims 1
- 238000009472 formulation Methods 0.000 description 26
- 239000000047 product Substances 0.000 description 19
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 12
- 238000000034 method Methods 0.000 description 11
- 239000008118 PEG 6000 Substances 0.000 description 9
- 229920002584 Polyethylene Glycol 6000 Polymers 0.000 description 9
- 230000008569 process Effects 0.000 description 9
- 238000012545 processing Methods 0.000 description 9
- 239000002585 base Substances 0.000 description 8
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 6
- 235000021314 Palmitic acid Nutrition 0.000 description 6
- 235000021355 Stearic acid Nutrition 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- 239000008103 glucose Substances 0.000 description 6
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 6
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 6
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 6
- 229920000642 polymer Polymers 0.000 description 6
- 239000008117 stearic acid Substances 0.000 description 6
- 239000000271 synthetic detergent Substances 0.000 description 6
- 230000008901 benefit Effects 0.000 description 5
- 230000008859 change Effects 0.000 description 5
- 238000012360 testing method Methods 0.000 description 5
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 4
- 229920002472 Starch Polymers 0.000 description 4
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 4
- 238000011156 evaluation Methods 0.000 description 4
- 230000001815 facial effect Effects 0.000 description 4
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 4
- 238000011835 investigation Methods 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 238000003801 milling Methods 0.000 description 4
- 239000008107 starch Substances 0.000 description 4
- 235000019698 starch Nutrition 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- 239000011230 binding agent Substances 0.000 description 3
- 238000000113 differential scanning calorimetry Methods 0.000 description 3
- 238000005516 engineering process Methods 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- 238000010348 incorporation Methods 0.000 description 3
- 239000004615 ingredient Substances 0.000 description 3
- 239000002304 perfume Substances 0.000 description 3
- 229920002523 polyethylene Glycol 1000 Polymers 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- 229920001353 Dextrin Polymers 0.000 description 2
- 239000004375 Dextrin Substances 0.000 description 2
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 2
- 206010015150 Erythema Diseases 0.000 description 2
- 239000006057 Non-nutritive feed additive Substances 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 229960000541 cetyl alcohol Drugs 0.000 description 2
- 230000001010 compromised effect Effects 0.000 description 2
- 235000019425 dextrin Nutrition 0.000 description 2
- 231100000321 erythema Toxicity 0.000 description 2
- -1 ether carboxylates Chemical class 0.000 description 2
- 229940071106 ethylenediaminetetraacetate Drugs 0.000 description 2
- 239000000499 gel Substances 0.000 description 2
- 239000012263 liquid product Substances 0.000 description 2
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 2
- 235000019341 magnesium sulphate Nutrition 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 229920001296 polysiloxane Polymers 0.000 description 2
- 230000008707 rearrangement Effects 0.000 description 2
- 229940079776 sodium cocoyl isethionate Drugs 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000000454 talc Substances 0.000 description 2
- 229910052623 talc Inorganic materials 0.000 description 2
- 239000004408 titanium dioxide Substances 0.000 description 2
- DHMQDGOQFOQNFH-UHFFFAOYSA-M Aminoacetate Chemical compound NCC([O-])=O DHMQDGOQFOQNFH-UHFFFAOYSA-M 0.000 description 1
- KWIUHFFTVRNATP-UHFFFAOYSA-N Betaine Natural products C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 1
- 206010013786 Dry skin Diseases 0.000 description 1
- QZKRHPLGUJDVAR-UHFFFAOYSA-K EDTA trisodium salt Chemical compound [Na+].[Na+].[Na+].OC(=O)CN(CC([O-])=O)CCN(CC([O-])=O)CC([O-])=O QZKRHPLGUJDVAR-UHFFFAOYSA-K 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 229920002774 Maltodextrin Polymers 0.000 description 1
- 239000005913 Maltodextrin Substances 0.000 description 1
- KWIUHFFTVRNATP-UHFFFAOYSA-O N,N,N-trimethylglycinium Chemical compound C[N+](C)(C)CC(O)=O KWIUHFFTVRNATP-UHFFFAOYSA-O 0.000 description 1
- 229920002560 Polyethylene Glycol 3000 Polymers 0.000 description 1
- 229920001030 Polyethylene Glycol 4000 Polymers 0.000 description 1
- 238000002441 X-ray diffraction Methods 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000011149 active material Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- 230000000845 anti-microbial effect Effects 0.000 description 1
- 150000001558 benzoic acid derivatives Chemical class 0.000 description 1
- 229960003237 betaine Drugs 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 125000003636 chemical group Chemical group 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 238000000151 deposition Methods 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 1
- 230000037336 dry skin Effects 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000003974 emollient agent Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- SUMDYPCJJOFFON-UHFFFAOYSA-N isethionic acid Chemical class OCCS(O)(=O)=O SUMDYPCJJOFFON-UHFFFAOYSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229940035034 maltodextrin Drugs 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 238000012544 monitoring process Methods 0.000 description 1
- 235000012149 noodles Nutrition 0.000 description 1
- CXQXSVUQTKDNFP-UHFFFAOYSA-N octamethyltrisiloxane Chemical class C[Si](C)(C)O[Si](C)(C)O[Si](C)(C)C CXQXSVUQTKDNFP-UHFFFAOYSA-N 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 230000008447 perception Effects 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000011343 solid material Substances 0.000 description 1
- 239000012265 solid product Substances 0.000 description 1
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- ICUTUKXCWQYESQ-UHFFFAOYSA-N triclocarban Chemical compound C1=CC(Cl)=CC=C1NC(=O)NC1=CC=C(Cl)C(Cl)=C1 ICUTUKXCWQYESQ-UHFFFAOYSA-N 0.000 description 1
- 229960001325 triclocarban Drugs 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
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
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/86—Polyethers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/0216—Solid or semisolid forms
- A61K8/0229—Sticks
-
- 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
- A61K8/36—Carboxylic acids; Salts or anhydrides thereof
- A61K8/361—Carboxylic acids having more than seven carbon atoms in an unbroken chain; Salts or anhydrides thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/10—Washing or bathing preparations
-
- 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
- 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
- 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
- C11D3/2013—Monohydric alcohols linear fatty or with at least 8 carbon atoms in the alkyl chain
-
- 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
- C11D3/2075—Carboxylic acids-salts thereof
- C11D3/2079—Monocarboxylic acids-salts thereof
-
- 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
- C11D3/3707—Polyethers, e.g. polyalkyleneoxides
-
- 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
- C11D9/267—Organic compounds, e.g. vitamins containing oxygen containing free fatty acids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/59—Mixtures
- A61K2800/594—Mixtures of polymers
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Emergency Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Dermatology (AREA)
- Cosmetics (AREA)
Abstract
A lotion bar comprises from 5 to 40% by weight of surfactant material, from 10 to 80% by weight of water-insoluble material and from 5 to 45% by weight of a blend of at least two polyethylene glycol (PEG) materials in a ratio in the range from 1:10 to 10:1, a first of said PEG materials having a molecular weight in the range from 500-3000 and a second of said PEG materials having a molecular weight in the range from 3000 to 20,000.
Description
LOTION BAR
The present invention relates to a lotion bar; i.e. a bar which produces a lotion when subjected to pressure and friction, for example by rubbing, in the presence of water.
Traditional cleansing can be broadly divided between the use of liquid products such as shower gels, liquid soaps and facial washes, and the use of solid products, for example soap and syndet bars. Although bars have traditionally been the main cleansing product used by the consumer, a trend is now very apparent in many of the more developed countries towards the use of liquid products. Much of this is down to the convenience aspect, for example of shower gels, and also to the perceived image of soap bars, soap having a reputation for drying the skin.
This trend is particularly highlighted by the growth of facial cleansing products as replacements for soap for facial washing. Although bars based on synthetic detergents, such as sodium cocoylisethionate, instead of soap have been developed and are proven to be milder than soap, the perception of these products is that they are still soap (albeit milder) and thus they have not stopped this trend for facial washing.
The alternative to this is the development of lotion bars wnich produce a lotion of composition similar to commercial cleansing lotions. Such products do exist and are best exemplified by Patent Application No. WO 89/08444. Although these bars are obviously formulated to give gentler cleansing, the key performance criteria must still remain that the skin is cleansed. With their usage being in a large part for the face, the removal of make-up is obviously a key factor. The problem with this technology is that cleansing is compromised as compared to standard toilet bars.
WO 89/08444 cites the use of dextrin materials along with glucose polymers for improving processability. Dextrin, however, is not particularly effective as a processing aid.
Furthermore, both of these materials are supplied as a powder which requires mixing with water separately before adding to the rest of the product.
WO 94/21778 relates to a syndet bar and as such produces a foam lather on washing as opposed to a lotion bar which produces a lotion when in use. Syndet bars do not produce a lotion. WO 94/21778 is concerned with improving processing solely at the molten stage of the process. A single polyethylene glycol (PEG) is generally used in the bar for improving processing at the molten stage with the PEG material used as a structurant to obtain a solid/rigid bar.
The present invention seeks to provide a lotion bar which can be processed using standard finishing lines, and which will rapidly produce a creamy lotion when rotated in the hands in the presence of water.
According to the present invention there is provided a lotion bar comprising from 1 to 50% by weight of the total composition of surfactant material, from 10 to 80% by weight of the total composition of water-insoluble material and from 5 to 45% by weight of the total composition of a blend of at least two polyethylene glycol materials (hereafter called "PEG" materials) in a ratio in the range from 1:10 to 10:1, the said PEG materials having different molecular weights, a first of said PEG materials having a molecular weight in the range from 500-3000 and a second of said PEG materials having a molecular weight in the range from 3000 to 20,000 in a ratio of 1:10 to 10:1, and wherein the bar does not comprise quaternised dihydroimidazole detergent.
The use of the said PEG blend provides increased rate of wear and superior lotion characteristics in the final bar.
The lotion of the bars of these inventions can be easily produced in-use and is of a cream-like consistency.
Preferably only two PEG materials are included in the blend.
The PEG blend further acts as a processing aid in the finishing stage of the process for making the lotion bars of the invention. It is noted that the PEG materials are water soluble and thus do not present the same processing problems as solid materials. In fact the selected blend of PEG optimises the balance between providing good processing of the lotion bar on standard soap finishing lines with optimum bar properties such as bar aesthetics, in-use skin feel, dry skin feel and in particular good lotion quality.
Preferably the PEG blend comprises PEG material of MW 1000-2000 in combination with PEG material of MW 4000 - 8000 in a ratio of 1:5 - 5:1. Most preferably, the PEG blend comprises PEG material of MW 1000 - 2000 in combination with
PEG material of MW 4000 - 6000 in a ratio of 1:1 - 1:3.
The lower MW weight PEG is used primarily for increasing the rate of production of lotion when the bar is in contact with water, and for building the lotion viscosity. The higher
MW weight PEG material is used primarily for binding the product together during process, and for increasing bar hardness.
The lower MW weight PEG also helps bind the product together, but if used alone the product could not be produced using a standard finishing line (due to the 'creaming effect'). Likewise the higher MW PEG also helps build the lotion structure in-use but if used alone the bar would be difficult to work with and a thinner lotion would be the result. Using a single PEG material of MW balanced between the higher and lower Mws mentioned above is unsatisfactory as the PEG materials mentioned above have the particular benefits - a compromised MW would likewise compromise bar properties (more difficult to process, poorer lotion characteristics).
Although each of the two classes PEG materials bring their own benefits to the formulation, it appears from the structural investigations that these two classes are also interacting in such a way as to give the structure observed which in turn is an integral part of the process characteristics, and thus an important part of the invention.
The preferred surfactant material includes at least one soap, alone or in combination with other surfactants such as anionic, amphoteric and/or nonionic surfactants. Preferred surfactants include any of the following either alone or in combination:
Soap - alkali metal, alkaline earth metal or
triethanolamine salts of monocarboxylic acids; such
mono carboxylic acids preferably containing a carbon
backbone of 12 to 18 carbons. The amount of soap
incorporated is 1-50%, preferably 5-35%, most
preferably 10 - 30%.
Other anionic surfactants which may be used include C8-18 sulphates, isethionates, sulphonates, alkylbenzene sulphonates, ether carboxylates, sarcosinates, taurates, sulphosuccinsates, phosphate esters, and sulphofatty acid esters. Although the carbon chain on all of these is essentially C8-18, any of the above may also be further substituted with other chemical groups e.g. ether and amide groups.
Preferred nonionic surfactants are selected from alcohol ethoxylates, alkyl polyglucosides and fatty acid esters.
In a preferred embodiment of the invention, the composition does not include a fatty acid dialkanolamide.
Preferred amphoteric surfactants are selected from betaine and glycinate type materials.
The water insoluble material preferably comprises C12/20 fatty alcohol and/or C12/20 fatty acid and/or their derivatives. The bar preferably comprises from 10 to 80% by weight, more preferably from 20 to 70% by weight and most preferably from 30 to 70% by weight of the water insoluble material.
The lotion bar described imparts excellent mildness to the skin, in comparison to traditional soaps and soap/synthetic detergent mixtures.
The bar of the invention technically cannot be transparent or translucent. It is noted that the compositions of the invention do not contain quaternised dihydromidazoles which have previously been used in such prior art transparent or translucent bars.
The lotion bar of the invention may additionally include any of the following minor ingredients:
a) from 0% to 5 % by weight of titanium dioxide,
optical brightener or other materials known to
improve the appearance of cleansing bars;
b) from 0% to 20% by weight of additives known within
the art to be effective for helping processing. Of
particular note are silicone materials (dimethicones
and dimethiconols) which help reduce the tackiness
of the base and thus assist in throughput during
plodding. These materials also assist in die
release during stamping;
c) from 0% to 10% by weight of emollient materials used
to change the skin feel in some way. These may
include silicones, benzoate esters, talc, mineral
oils, polymeric materials (charged or uncharged) and
various waxes. It should be noted, however, that
the skin feel from the lotion bars of the invention
is excellent and thus in most instances, addition of
these materials is unnecessary;
d) from 0% to 10% by weight of active materials used to
impart some specific benefit to the skin (e.g.
vitamins, natural extracts) may be added. The
nature of the lotion bars of the invention is such
that they are very effective at depositing material
onto the skin;
e) from 0% to 5% by weight of inorganic salts were
found to be of use for further improving
processability, bar hardness and reducing mush.
Blends of these materials were found to be
particularly effective, for example, an addition of
a blend of magnesium sulphate and sodium chloride;
f) preservative materials, such as trisodium
ethylenediamine-tetraacetate (EDTA);
g) from 0% to 20% of water;
h) from 0% to 30% of filler materials, such as talc and
starch;
i) antimicrobial materials, such as triclocarban;
and/or
j) perfume.
A number of methods are available for the manufacture of the lotion bars of the present invention, the most desirable of which use standard soap finishing lines. The preferred method may be summarised as follows:
The water-insoluble material (if solid) and PEG are melted. The surfactant material is then added to this molten mix. This mix is then cooled and milled to produce the base. Other materials may be added at the molten stage or to this milled base for example perfume and/or titanium dioxide.
At this stage the base may also be passed through a plodder to be extruded as noodle. The base is then finished on a standard soap-type finishing line; that is it is compressed in a plodder, extruded as a billet, and is cut and stamped into bars.
In order to process those formulations where the "creaming effect" is more pronounced, lower plodding temperatures are required; i.e. temperatures in the range from 5"C to 35"C. However, this is not necessary with the optimised blends of PEG.
One aspect of this invention is that it is milder to skin than conventional soap or soap/synthetic detergent mixtures, which are traditionally milder than conventional soap bars.
A bar of the present invention was tested using the
Frosch and Kligman soap chamber test (reference Frosch, PJ and
Kligman, AM, Journal of the American Academy of Dermatology, 1, 35-41). In the same test a conventional soap bar and a soap/synthetic detergent bar (Soap and Sodium Cocoyl
Isethionate surfactant blend) were placed. The sum of overall scores for Erythema, scaling and fissuring score over the duration of the test are presented in the table below. It is evident that the bar of this invention is significantly milder than both soap and soap/synthetic detergent type bars.
Sample Lotion Bar Soap Soap/Synthetic
detergent
Total Sum of Scores (Erythema, Scaling and
Fissuring) 4 121 56
Considerable investigations were carried out to determine the structural changes which were taking place in the formulation during and after process. The following points summarise these studies:
1) Differential Scanning Calorimetry (DSC) was used to
investigate structural changes taking place when
temperature is increased (compared to standard soap
and syndet bars). These studies highlighted a
number of "melts" (structural rearrangements) which
occur, indicating a structure which is considerably
more complex than that of soap.
2) Observation of the behaviour of the product backed
up these studies. The product became considerably
softer with increasing mechanical stress and/or
temperature. This effect was seen to be exaggerated
when lower molecular weight PEG materials were used.
This "creaming" effect resulted in the product being
difficult to plod. In the optimised formulations,
this effect was small and did not cause problems in
processing the bars.
3) All of the formulations were shown to be
considerably harder after 24 hours than when first
plodded - indicating structural rearrangement to a
more stable conformation and XRD traces on fresh and
aged bars confirms this an increase in crystallinity
was observed as the bars cooled and aged.
4) Xray diffraction studies carried out indicated a
number of crystalline phases are present in these
bars. These studies confirmed the structure to be
unique from other bars. As such, it is concluded
that the structure of the plodded bars is integral
in optimising the technology and is thus contained
within the uniqueness of this invention.
In particular, more phases were shown to be present using
XRD (differentiated by line spacings) and these phases were seen to more distinct (greater intensity in the rings).
In order that the present invention may be more readily understood specific embodiments thereof will now be described by way of example only with reference to Table 1 attached hereto.
Referring to Table 1.
1) by comparing formulation A with formulation B the
effect of changing the molecular weight of the
constituent PEG material of the bar on bar
properties is illustrated.
2) Formulation C was found to have considerably worse
skin feel due to the replacement of stearic acid
with palmitic acid. The skin feel was shown to be
unique to those formulations where total replacement
of the stearic acid with palmitic acid had occurred.
Blends of stearic acid and palmitic acid were seen
to work best.
Incorporation of the PEG 6000, i.e. PEG of molecular
weight 6000, was shown to help with processing of
the bars.
3) Formulation D showed that the level of starch could
be reduced and the ease-of-use improved by
incorporation of some PEG 1000. A blend of PEG
materials (including PEG 6000) was necessary to
retain processability.
4) A blend of fatty acid was found to be better than
stearic acid or palmitic acid alone (formulation E),
particularly in terms of lotion quality.
5) Formulation F is based on an optimised blend of
fatty acids. By incorporating PEG 2000 and 3000,
the PEG 1000 could be removed from the formulation
without any compromise in bar characteristics. Thus
the process was significantly improved.
6) Formulation G represents an optimised formulation
and demonstrates the need for a blend of PEG
materials. The PEG 2000 is primarily used for
improving ease-of-use and lotion quality. The PEG
6000 is used for optimum processability whilst also
improving bar hardness.
7) The use of a high level of glucose polymer
(formulation H) resulted in a product which could
not be processed down a standard finishing line.
The product did not bind together. This clearly
demonstrates the inferiority of glucose polymer in
comparison to PEG as a binder for the lotion bar.
8) When a lower level was used (formulation I) the
quantity of PEG 6000 remaining in the bar was
sufficient to ensure the product could be processed
- albeit with some difficulty (careful monitoring of
plodding temperature was required). A further
problem with this technology is that the properties
of the resulting lotion itself (ease-of-use, lotion
quality) was adversely affected by replacing the PEG
2000 with the glucose polymer. This demonstrates
the importance of using the PEG 2000 material as
well as the fact that there is no real benefit
gained from the incorporation of the glucose
polymer.
Thus the benefit of using the blend is exemplified in table 1 herein. Only those formulations incorporating a blend of PEG material resulted in bars which could be processed down a standard finishing line and which had good performance properties, such as ease-of-use and lotion quality.
It is to be understood that the examples of the invention which are shown in Table 1 are by way of illustration only.
Many modifications and variations are possible.
TABLE 1
A B C D E F G H I SOAP 21.5 21.5 18.5 18.5 18.5 17.5 17.5 17.5 17.5 STARCH 0 0 17 8 8 7 7 7 7 CETYL ALCOHOL 21.5 21.5 17 17 17 18 18 18 18 STEARIC ACID 19.5 19.5 0 0 8.5 10.5 10.5 10.5 10.5 PALMITIC ACID 0 0 17 17 8.5 6.5 6.5 6.5 6.5 PEG 1000 25 0 0 5 5 0 0 0 0 PEG 2000 0 0 0 0 0 5 10 10 0 PEG 3000 0 0 0 0 0 5 0 0 0 PEG 4000 0 25 19 19 19 14 0 0 0 PEG 6000 0 0 6 10 10 10 24 0 24 MALTRIN M150* 0 0 0 0 0 0 0 24 10 PROCESSABILITY 0 2 3 3 3 4 5 0 3.5 EASE-OF-USE 5 2 2 3 3 4 5 N/A 5 LOTION QUALITY 4 2 2 2 4 5 5 N/A 3.5 SKIN FEEL 4 4 2 2 4 5 5 N/A 5 * - glucose polymer
In all the above scales, the higher the number, the better the formulation is against that parameter.
Further experimental results exemplifying the superior properties of the products of the invention are set out below.
These results give an indication of the differences and improvements arising through using a blend of PEG material.
Structural investigations have also been included.
The formulations tested are those detailed in Table 2 hereinafter.
Processing
The soap processing consists of the following stages.
Each formulation was made up using identical manufacturing methods, as set out below, and observations were recorded at each stage. The formulation containing PEG blends was by far the easiest to process.
Manufacturing Method
Mixing: Simple mixing of all ingredients using a heated
vessel and mixer with a Z-blade configuration.
Milling: Passing the mixed ingredients through a chilled
3 roll mill and produce ribbons of lotion bar
formulation.
Plodding: Compresses the ribbons into a "billet" of lotion
bar which can then be moulded into the required
bar shape.
i) No PEG [D]
No problems were encountered mixing or milling the product. However the product could not be plodded at any temperature. No bars could be produced.
ii) Lower PEG 2000 [B]
Mixing was not a problem. Milling of the base caused some problems when the formulation began to cream. On plodding the base was observed to be sticky and stuck to the sides of the hopper. When the billet is first formed feathering occurred (the outside of the billet broke away from the main bulk). This continued much longer than for soap and could not be prevented by adjusting the cone temperature or recycling. A few bars were produced from the split billets.
iii) Higher PEG 6000 [C]
Mixing and milling was not a problem. Some stickiness observed and no billets were produced due to separation of the outer layers from the core of the billet similar to the observations with the lower PEG 2000. A few bars were produced from the split billets.
iv) PEG blends (2000 and 6000) [A]
No problems were encountered and 30 finished bars were easily produced.
TABLE 2
STANDARD [A] LOWER PEG [B] HIGHER PEG [C] NO PEG * [D] % % % % SOAP BASE 17.4 17.4 17.4 17.4 CETYL ALCOHOL 18 18 18 18 STEARIC ACID 10.5 10.5 10.5 10.5 PALMITIC ACID 6.5 6.5 6.5 6.5 PEG 6000 24 0 34 0 PEG 2000 10 34 0 0 STARCH 7 7 7 7 WATER 2.8 2.8 2.8 2.8 MgSO4 0.7 0.7 0.7 0.7 EDTA 0.1 0.1 0.1 0.1 T102 1 1 1 1 PERFUME 1 1 1 1 ABIL B8814 1 1 1 1 MALTODEXTRIN 0 0 0 34 (ALTERNATIVE BINDER) * Alternative binder needed to be in placed due to large gap in formulation without the
PEG materials.
Evaluation of the bars of Table 2
The bars were evaluated using standard evaluation tests.
The blend of PEG [A] gave a better lotion quality than the single PEG formulations [B] and [C]. In addition the bar without the lower PEG 2000 [C] gave a lower rate of wear and hence a poorer lotion quality. The bar without the higher PEG 6000 [B] gave a softer bar.
Details of the bar evaluation are set out below.
Standard evaluation methods were used for, Rate Of Wear,
Hardness and Mush Values and Lotion Quality.
For the Lotion Quality Test, the bars are washed in a random order and rated for the quality of lotion that they produced.
Results
Rate of Mush (g/50cm2) Hardness Lotion
Product Wear at 200C (mm) Quality
Standard [A] 11.6% 10.2 1.7 4-5
Higher PEG [C] 9.3% 10.8 1.4 3
Lower PEG [B] 12.0% 10.5 2.2 3-4
Key to Lotion Ouality Results
1 - Water Thin - Very Thin lotion.
2 - Fairly Thin - Thin lotion but has a very slight
viscosity.
3 - Moderate - Definite feel of thickness to the lotion.
4 - Fairly Thick - Noticeable viscosity, thick, quite
creamy etc.
5 - Rich, Thick & Creamy - Very rich, thick and creamy
lotion.
Structural Investigation of the Bars
DSC
DSC measures the heat change that occurs when a product undergoes a phase change and also the temperature at which this occurs. The bar with the PEG blend [A] undergoes a phase change at a different temperature to that of the individual materials [B], [C], indicating the possibility of formation of a different structure.
Sample Temperature of the main
phase change observed deg C
PEG 2000 + 6000 [A] 57
PEG 2000 [C] 45
PEG 6000 [B] 52
XRD analysis supports the view that the Lotion Bar is highly crystalline.
It is to be understood that the examples of the invention which are shown herein are by way of illustration only. Many modifications and variations are possible.
Claims (11)
1. A lotion bar comprising from 1 to 50% by weight of the total composition of surfactant material, from 10 to 80% by weight of the total composition of water-insoluble material and from 5 to 45% by weight of the total composition of a blend of at least two polyethylene glycol materials (hereafter called "PEG" materials) in a ratio in the range from 1:10 to 10:1, the said PEG materials having different molecular weights, a first of said PEG materials having a molecular weight in the range from 500-3000 and a second of said PEG materials having a molecular weight in the range from 3000 to 20,000, and wherein the bar does not comprise quaternised dihydroimidazole detergent.
2. A lotion bar as claimed in claim 1, wherein the lotion bar comprises only two PEG materials.
3. A lotion bar as claimed in claim 1 or claim 2, wherein the lotion bar comprises a PEG blend of a first PEG material having a molecular weight in the range from 10002000 in combination, in a ratio of 1:5 to 5:1, with a second PEG material having a molecular weight in the range from 4000-8000.
4. A lotion bar as claimed in any preceding claim, wherein the lotion bar comprises a PEG blend of a first PEG material having a molecular weight in the range from 1000 2000 in combination, in a ratio of 1:1 to 1:3, with a second PEG material having a molecular weight in the range from 4000-6000.
5. A lotion bar as claimed in any preceding claim, wherein the surfactant material includes at least one soap.
6. A lotion bar as claimed in claim 5, wherein the soap comprises any of the following either alone or in combination:
alkali metal, alkaline earth metal or triethanolamine salts of monocarboxylic acid.
7. A lotion bar as claimed in any preceding claim, wherein the bar comprises from 1 to 50% by weight of the total composition of soap.
8. A lotion bar as claimed in any preceding claim, wherein the bar comprises either alone or in combination anionic, amphoteric or nonionic surfactant.
9. A lotion bar as claimed in any preceding claim, wherein the water insoluble material comprises C12/20 fatty alcohol and/or C12/20 fatty acid and/or derivatives of
C12/20 fatty alcohol and/or C12/20 fatty acid.
10. A lotion bar as claimed in any preceding claim, wherein the bar comprises from 10 to 80% by weight of water insoluble material.
11. A lotion bar as claimed in any preceding claim, wherein the bar comprises from 20 to 70% by weight of water insoluble material.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB9715945A GB2316088A (en) | 1996-08-06 | 1997-07-30 | Lotion Bar |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB9616478.5A GB9616478D0 (en) | 1996-08-06 | 1996-08-06 | Lotion bar |
| GB9715945A GB2316088A (en) | 1996-08-06 | 1997-07-30 | Lotion Bar |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| GB9715945D0 GB9715945D0 (en) | 1997-10-01 |
| GB2316088A true GB2316088A (en) | 1998-02-18 |
Family
ID=26309823
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB9715945A Withdrawn GB2316088A (en) | 1996-08-06 | 1997-07-30 | Lotion Bar |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB2316088A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1999038488A3 (en) * | 1998-01-29 | 1999-10-07 | Unilever Plc | Skin cleansing bar |
| EP1174493A1 (en) * | 2000-07-20 | 2002-01-23 | Beiersdorf Aktiengesellschaft | Soap bar comprising talc, alkali fatty acid and emollient, but not comprising alkyl oligoglycosides |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3903008A (en) * | 1972-05-01 | 1975-09-02 | Lanvin Charles Of The Ritz Inc | Cleansing bar |
| IE922709A1 (en) * | 1991-10-07 | 1993-04-07 | Nephin | A solid cleansing bar |
| WO1994021778A1 (en) * | 1993-03-16 | 1994-09-29 | Unilever Plc | Synthetic detergent bar and manufacture thereof |
-
1997
- 1997-07-30 GB GB9715945A patent/GB2316088A/en not_active Withdrawn
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3903008A (en) * | 1972-05-01 | 1975-09-02 | Lanvin Charles Of The Ritz Inc | Cleansing bar |
| IE922709A1 (en) * | 1991-10-07 | 1993-04-07 | Nephin | A solid cleansing bar |
| WO1994021778A1 (en) * | 1993-03-16 | 1994-09-29 | Unilever Plc | Synthetic detergent bar and manufacture thereof |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1999038488A3 (en) * | 1998-01-29 | 1999-10-07 | Unilever Plc | Skin cleansing bar |
| EP1174493A1 (en) * | 2000-07-20 | 2002-01-23 | Beiersdorf Aktiengesellschaft | Soap bar comprising talc, alkali fatty acid and emollient, but not comprising alkyl oligoglycosides |
| US6589923B2 (en) | 2000-07-20 | 2003-07-08 | Beiersdorf Ag | Shaped soap product comprising talc, one or more fatty acids in the form of their alkali soaps and one or more refatting substances with the simultaneous absence of alkyl (oligo)glycosides |
Also Published As
| Publication number | Publication date |
|---|---|
| GB9715945D0 (en) | 1997-10-01 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US5154849A (en) | Mild skin cleansing toilet bar with silicone skin mildness/moisturizing aid | |
| AU2001230241B2 (en) | Personal washing bar having adjacent emollient rich and emollient poor phases | |
| AU605750B2 (en) | Toilet soap composition | |
| US5965508A (en) | Soap bar compositions comprising alpha sulfonated fatty acid alkyl esters and long chain fatty acids | |
| AU668935B2 (en) | Skin pH cleansing bar | |
| US5387362A (en) | Personal cleansing bar with tailored base soaps with mixed counterions for improved mildness and processability without lather negatives | |
| US5945389A (en) | Personal cleansing soap-synthetic bar compositions with low levels of nonionic, polyethylene/polypropylene glycol polymers for improved mildness | |
| US5681980A (en) | Topped, distilled, cocoyl isethionate skin cleansing bar | |
| JP2005530861A (en) | Solid soap composition containing α-sulfonated fatty acid alkyl ester and polyhydric alcohol, and method for producing the same | |
| US6242399B1 (en) | Soap bar | |
| JP2740355B2 (en) | Bar-shaped synthetic detergent and its production | |
| CN101120082A (en) | Plasticized article for treating skin | |
| CA2001314C (en) | Toilet bar composition containing cationic guar gum | |
| US20070004611A1 (en) | Soap bar compositions comprising alpha sulfonated alkyl ester or sulfonated fatty acid and synthetic surfactant and process for producing the same | |
| US6028042A (en) | Synthetic bar comprising high levels of alkylene oxide as structurant prepared by simple mix process | |
| GB2316088A (en) | Lotion Bar | |
| KR101162393B1 (en) | Massaging bar soap | |
| US6251843B1 (en) | Synthetic detergent bar and manufacture thereof | |
| US20050277561A1 (en) | Soap composition | |
| Ghaim et al. | Skin cleansing bars | |
| EP1399534A1 (en) | Soap composition | |
| WO2007133582A1 (en) | Soap bar compositions comprising alpha sulfonated alkyl ester or sulfonated fatty acid and synthetic surfactant and process for producing the same | |
| KR0119484B1 (en) | Detergent composition | |
| GB2316087A (en) | Lotion bar | |
| US20060241003A1 (en) | Soap bar compositions comprising alpha sulfonated alkyl ester and polyhydric alcohol and process for producing the same |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| WAP | Application withdrawn, taken to be withdrawn or refused ** after publication under section 16(1) |