GB2127426A - Detergent bars - Google Patents
Detergent bars Download PDFInfo
- Publication number
- GB2127426A GB2127426A GB08227309A GB8227309A GB2127426A GB 2127426 A GB2127426 A GB 2127426A GB 08227309 A GB08227309 A GB 08227309A GB 8227309 A GB8227309 A GB 8227309A GB 2127426 A GB2127426 A GB 2127426A
- Authority
- GB
- United Kingdom
- Prior art keywords
- detergent
- bentonite
- acid
- weight
- treated bentonite
- 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- Withdrawn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
- 239000003599 detergent Substances 0.000 title claims abstract description 24
- 239000000440 bentonite Substances 0.000 claims abstract description 27
- 229910000278 bentonite Inorganic materials 0.000 claims abstract description 27
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 claims abstract description 27
- 239000002253 acid Substances 0.000 claims abstract description 19
- 239000000463 material Substances 0.000 claims abstract description 7
- 239000004927 clay Substances 0.000 claims abstract description 6
- 239000011149 active material Substances 0.000 claims abstract description 4
- 230000008961 swelling Effects 0.000 claims description 2
- 229940092782 bentonite Drugs 0.000 description 19
- 235000012216 bentonite Nutrition 0.000 description 19
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- 229910021532 Calcite Inorganic materials 0.000 description 4
- 235000019739 Dicalciumphosphate Nutrition 0.000 description 4
- DPXJVFZANSGRMM-UHFFFAOYSA-N acetic acid;2,3,4,5,6-pentahydroxyhexanal;sodium Chemical compound [Na].CC(O)=O.OCC(O)C(O)C(O)C(O)C=O DPXJVFZANSGRMM-UHFFFAOYSA-N 0.000 description 4
- -1 alcohol sulphates Chemical class 0.000 description 4
- 239000001506 calcium phosphate Substances 0.000 description 4
- 239000001768 carboxy methyl cellulose Substances 0.000 description 4
- NEFBYIFKOOEVPA-UHFFFAOYSA-K dicalcium phosphate Chemical compound [Ca+2].[Ca+2].[O-]P([O-])([O-])=O NEFBYIFKOOEVPA-UHFFFAOYSA-K 0.000 description 4
- 229940038472 dicalcium phosphate Drugs 0.000 description 4
- 229910000390 dicalcium phosphate Inorganic materials 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 230000035515 penetration Effects 0.000 description 4
- 239000002304 perfume Substances 0.000 description 4
- 229910000029 sodium carbonate Inorganic materials 0.000 description 4
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 4
- 229920001027 sodium carboxymethylcellulose Polymers 0.000 description 4
- 235000019832 sodium triphosphate Nutrition 0.000 description 4
- 238000010521 absorption reaction Methods 0.000 description 3
- 235000014113 dietary fatty acids Nutrition 0.000 description 3
- 239000000194 fatty acid Substances 0.000 description 3
- 229930195729 fatty acid Natural products 0.000 description 3
- 239000004408 titanium dioxide Substances 0.000 description 3
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000002002 slurry Substances 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 235000011121 sodium hydroxide Nutrition 0.000 description 2
- 239000001117 sulphuric acid Substances 0.000 description 2
- 235000011149 sulphuric acid Nutrition 0.000 description 2
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 2
- 229920002472 Starch Polymers 0.000 description 1
- 238000002083 X-ray spectrum Methods 0.000 description 1
- 239000003082 abrasive agent Substances 0.000 description 1
- 238000010306 acid treatment Methods 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- SRSXLGNVWSONIS-UHFFFAOYSA-M benzenesulfonate Chemical compound [O-]S(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-M 0.000 description 1
- SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 description 1
- 239000007844 bleaching agent Substances 0.000 description 1
- 150000005323 carbonate salts Chemical class 0.000 description 1
- 125000002057 carboxymethyl group Chemical group [H]OC(=O)C([H])([H])[*] 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- GUJOJGAPFQRJSV-UHFFFAOYSA-N dialuminum;dioxosilane;oxygen(2-);hydrate Chemical group O.[O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O GUJOJGAPFQRJSV-UHFFFAOYSA-N 0.000 description 1
- XPPKVPWEQAFLFU-UHFFFAOYSA-J diphosphate(4-) Chemical compound [O-]P([O-])(=O)OP([O-])([O-])=O XPPKVPWEQAFLFU-UHFFFAOYSA-J 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 230000002070 germicidal effect Effects 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 238000002329 infrared spectrum Methods 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 235000010755 mineral Nutrition 0.000 description 1
- 239000003605 opacifier Substances 0.000 description 1
- 235000020030 perry Nutrition 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 238000000634 powder X-ray diffraction Methods 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- DZCAZXAJPZCSCU-UHFFFAOYSA-K sodium nitrilotriacetate Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)CN(CC([O-])=O)CC([O-])=O DZCAZXAJPZCSCU-UHFFFAOYSA-K 0.000 description 1
- HELHAJAZNSDZJO-UHFFFAOYSA-L sodium tartrate Chemical compound [Na+].[Na+].[O-]C(=O)C(O)C(O)C([O-])=O HELHAJAZNSDZJO-UHFFFAOYSA-L 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 235000019818 tetrasodium diphosphate Nutrition 0.000 description 1
- XGMYMWYPSYIPQB-UHFFFAOYSA-J tetrasodium;2-(1,2-dicarboxylatoethoxy)butanedioate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]C(=O)CC(C([O-])=O)OC(C([O-])=O)CC([O-])=O XGMYMWYPSYIPQB-UHFFFAOYSA-J 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/02—Inorganic compounds ; Elemental compounds
- C11D3/12—Water-insoluble compounds
- C11D3/124—Silicon containing, e.g. silica, silex, quartz or glass beads
- C11D3/1246—Silicates, e.g. diatomaceous earth
- C11D3/1253—Layer silicates, e.g. talcum, kaolin, clay, bentonite, smectite, montmorillonite, hectorite or attapulgite
- C11D3/126—Layer silicates, e.g. talcum, kaolin, clay, bentonite, smectite, montmorillonite, hectorite or attapulgite in solid compositions
-
- 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
- C11D17/0065—Solid detergents containing builders
- C11D17/0069—Laundry bars
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)
- Inorganic Chemistry (AREA)
- Detergent Compositions (AREA)
Abstract
Detergent bars comprising from 5-60% by weight of detergent active material, 0-60% by weight of detergent builder material and acid treated bentonite clay have improved physical hardness.
Description
SPECIFICATION
Detergent bars This invention relates to improved detergent bars.
Detergent bars used, for example, for fabric washing and cleaning surfaces require certain porperties. In some climatic conditions or when specific components are used the bar may be soft after manufacture or become soft during use. When in this condition the bar may lose its appeal to the public and sufferfrom an increased rate of wea r.
The invention is an improvement in detergent bars containing from about 5% to about 60% by weight of detergent active material and from zero to about 60% by weight of detergent builder material. Detergent bars ofthistype are characterised by containing an effective amount of an acid-treated bentonite clay.
The treated claywill be effective to harden the bar to a more acceptable level when judged by the user or by a more acceptable rate of wear. The effective amount of treated bentonite will usually be above about 1 % by weight of the total bar and up to about 20% by weight. Preferably the level will be above about 2% and upto about 10% by weight.
The acid treated bentonite is prepared from naturally occuring bentonite clays; these have an essentially montmorillonite structure. Preferablythe bentonite hasaswelling number, determined by the British
Pharmacopoeia method, of at least 20. The raw clay is treated with dilute, for example 10% to 20% by weight, sulphuric acid or othersuitable mineral acid.
Usually the acid solution will be used in the range 1:2 to 2:1 by weight relative to the clay. The mixture is refluxed as a slurry for a period, usually Sto 12 hours, filtered and the clay washed free of acid. It is then dried, suitably atabout 11O"Cfor3to 4 hours,to a moisture content of about 10% to about 15%: the yield is a bout 70%. Acid-treated bentonite, which is obtainable commercially, has a partially disrupted crystalline structure and is capable of acting as a very efficient absorbentforwater. The structure of the bentonite during acidtreatment is monitored by
X-ray powder diffraction.The spacing between the layers in the crystalline structure (C-axis) give rise to a distinctive line in the X-ray spectrum and a suitable acid treated bentonite will retain the C-axis line.
In a typical process bentonite (500 g) with a swelling number of 35was refluxed as a slurry in sulphuric acid (4N, 2.5 litres). The product (330g) had a bulkdensity of 0.76 gimp, a superficial acidity of 0.07%, a water absorption capacity of 100% and a water vapour absorption capacity of 13%.The infra-red spectrum showed a well defined band at 360 cm- which corresponds to the presence of structural hydroxyl groups; it is believed these groups assist in providing the product with its desirable water absorption properties.
The detergent active and builder components usable in the detergent bars of the invention are well characterised in the field ofdetergentbartechnology.
Examples of these components will be found in "Surface Active Agents" by Schwartz & Perry published by Interscience (1949) and Volume II by
Schwartz Perry & Berch (Interscience 1958). The
actives are present in the general classes of anionic,
nonionic, amphotericand cationic materials; in general there will be no criticality in the selection of
active or builder materials. Examples of active
materials are fatty acid ester sulphonates, alkane
sulphonates, alcohol sulphates, alkaryl sulphonates, fatty acid sulphonates, ethoxylated alcohols, alkyl
sulphates, alkene sulphonates and soaps.
Specific examples of builder materials are: water soluble phosphate salts, e.g. sodium tripolyphosphate, pyrophosphate and orthophosphate; water soluble carbonate salts, e.g. sodium carbonate; organic builders, e.g. sodium nitrilotriacetate, sodium tartarate, trisodiu m carboxymethyl oxysuc ci nate, sodium oxydisuccinate and sulphonated fatty acids of specific chain length.
Other ingredients,forexample, sodium alkaline silicates, starch, sodium carboxy methyl cellulose, colouring materials, fluorescers, opacifiers, germicides, perfumes, fillers, abrasives and bleaching agents, are optionally added.
The bar softness was studied using a Tomson and
Mercer Cone penetrometer. The printed end ofthe cone penetrates the bar and the extent of penetration is measured on the scale attached to the instrument.
Thus the highervalues of the penetration reading are
obtained from the softer bars. The measurments
provide a quantitative comparison, although on an arbitraryscale.
From experience it has been found a penetration value of 10 or below is characteristic of a commercially satisfactory product
Examples:
Detergent bars of the invention will now be described to illustrate but not limitthe invention.
Example!
Atest detergentformulation (2kg batch) suitable for processing into bar form was prepared. Linear alkyl (C12) benzene sulphonic acid (41 6g) was placed in a Sigma mixer and sodium carbonate (1409) and sodium hydroxide (1049 asa50%wjwsolution) added with mixing: the latterwas added dropwise.
The temperature during mixing was maintained in the range400to450C.Thefollowing components were then added in sequence with a mixing period of five minutes between each addition - calcite (809), sodium tripolyphosphate (6009), trisodium
orthophosphate (2409 anhydrous), wax (409), dical
cium phosphate (2009), sodium carboxymethyl cellu
lose (409), fluorescer (69) and titanium dioxide (6g).
The acid-treated bentonite (2009) and a mixture of water (449) with colour and perfume were then added
in sequence with five minute mixing periods. Follow
ing a final mixing period often minutes the dough was milled and plodded into barform. These bars formed sample A.
Example II
Sample B ofthe test bars was prepared using the
procedure of Example I but omitting the dicalcium
phosphate ingredient and utilising 2809 ofcalcite.
Sample C, which acted as a control, was prepared
using the procedure of Example I but omitting the
acid-treated bentonite and utilising 2809 of calcite.
The three bar samples were tested bythe penetra
tion method immediately after manufacture and after periods of time. The results are given in Table I.
Table I
Time (hrs) 0 0.5 1 24
SampleA 33 21 16 2
Sample B 31 18 12 3
SampleC 39 29 NM ca 29
NM indicates no measurement was made
These results demonstrate the presence of acidtreated bentonite (10% level) provides bar products ofthe desired hardness.
Example 111
The advantage of using acid treated bentonite compared with non treated bentonite was studied using the following composition. Sample D contained acid treated bentonite as the bentonite component, while Sample E incorporated untreated bentonite.
The samples (each of 2 kg) had the composition:
% wt
Sodium linear alkyl (Cq2) benzene sulphonate 20
Sodium tripolyphosphate 30
Sodium carbonate 7
Trisodium orthophosphate (anhydrous) 3
Wax 2
Dicalcium phosphate 10
Calcite 4
Sodium carboxymethyl cellulose 2 Bentonitecomponent 10
Titanium dioxide present
Fluorescer/colour present
Perfume present
Organicandinorganicsalts ca 2
Moisture 8.5
The appropriate detergent sulphonic acid was neutralised with sodium carbonate in a Sigma mixer with caustic soda (50% w/wsolution) being added dropwise. Thetemperature was maintained in the range 400 to 450C during mixing.The following components were then added in sequence with a mixing period offive minutes between each addition -trisodium orthophosphate and wax; calcite and dicalcium phosphate; sodium tripolyphosphate; sodium carboxymethyl cellulose, titanium dioxide andfluorescer; bentonitecomponentwith some water; perfume and colour.
After a final mixing period often minutes the dough was milled and plodded into bar form. The samples were tested using the penetrometer method described previously; the results are given in Table II.
Table II
Time (hours) 0 0.5 1 24
SampleD 17 13 12 6
Sample E 38 26 13 10
These results demonstrate the acid treated bento
nite provides harder bars than the use of non treated bentonite, although the latter bars are commercially acceptable. Sample D bars had bettercolourthan Sample E.
Claims (7)
1. A detergent bar comprising from 5% to 60% by weight of detergent active material and from zero to 60% by weight of detergent builder material and containing an effective amount of an acid treated bentonite clay.
2. A detergent bar as claimed in Claim 1 containing at least 1 % by weight of acid treated bentonite.
3. A detergent bar as claimed in Claim 1 or 2 containing up to 20% acid treated bentonite.
4. A detergent bar as claimed in Claim 2 containing above 2% of acid treated bentonite.
5. A detergent bar as claimed in any preceding claim containing upto 10% of acid treated bentonite.
6. A detergent bar as claimed in any preceding claim wherein the acid treated bentonite was obtained from bentonite which has a swelling number of at least 20.
7. A detergent bar substantially as described with reference to Samples A, B and D of the Examples.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB08227309A GB2127426A (en) | 1982-09-24 | 1982-09-24 | Detergent bars |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB08227309A GB2127426A (en) | 1982-09-24 | 1982-09-24 | Detergent bars |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB2127426A true GB2127426A (en) | 1984-04-11 |
Family
ID=10533147
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB08227309A Withdrawn GB2127426A (en) | 1982-09-24 | 1982-09-24 | Detergent bars |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB2127426A (en) |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4543204A (en) * | 1983-08-17 | 1985-09-24 | Colgate-Palmolive Company | Sodium higher fatty alkyl sulfate detergent laundry bars and process for manufacture thereof |
| JPS6279299A (en) * | 1985-07-26 | 1987-04-11 | ザ、プロクタ−、エンド、ギヤンブル、カンパニ− | bath composition |
| GB2189255A (en) * | 1986-04-15 | 1987-10-21 | Degussa | Detergent bar |
| GB2205580A (en) * | 1987-06-04 | 1988-12-14 | Procter & Gamble | Detergent bars |
| WO1995027037A1 (en) * | 1994-03-30 | 1995-10-12 | The Procter & Gamble Company | Laundry detergent bars containing fabric softening clay |
| US5952289A (en) * | 1995-05-12 | 1999-09-14 | Wise; Rodney Mahlon | Soap-based laundry bars with improved firmness |
| US8729137B2 (en) | 2009-12-23 | 2014-05-20 | Colgate-Palmolive Company | Cleansing bar |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2083491A (en) * | 1980-09-10 | 1982-03-24 | Unilever Plc | Built detergent bars |
-
1982
- 1982-09-24 GB GB08227309A patent/GB2127426A/en not_active Withdrawn
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2083491A (en) * | 1980-09-10 | 1982-03-24 | Unilever Plc | Built detergent bars |
Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4543204A (en) * | 1983-08-17 | 1985-09-24 | Colgate-Palmolive Company | Sodium higher fatty alkyl sulfate detergent laundry bars and process for manufacture thereof |
| JPS6279299A (en) * | 1985-07-26 | 1987-04-11 | ザ、プロクタ−、エンド、ギヤンブル、カンパニ− | bath composition |
| US4678593A (en) * | 1985-07-26 | 1987-07-07 | The Procter & Gamble Company | Transparent or translucent toilet bars containing a smectite-type clay |
| EP0210842A3 (en) * | 1985-07-26 | 1988-11-02 | The Procter & Gamble Company | Toilet compositions |
| GB2189255A (en) * | 1986-04-15 | 1987-10-21 | Degussa | Detergent bar |
| DE3612701A1 (en) * | 1986-04-15 | 1987-10-22 | Degussa | DETERGENT IN PIECE SHAPE |
| GB2189255B (en) * | 1986-04-15 | 1990-08-29 | Degussa | A detergent in bar form |
| GB2205580A (en) * | 1987-06-04 | 1988-12-14 | Procter & Gamble | Detergent bars |
| WO1995027037A1 (en) * | 1994-03-30 | 1995-10-12 | The Procter & Gamble Company | Laundry detergent bars containing fabric softening clay |
| US5952289A (en) * | 1995-05-12 | 1999-09-14 | Wise; Rodney Mahlon | Soap-based laundry bars with improved firmness |
| US8729137B2 (en) | 2009-12-23 | 2014-05-20 | Colgate-Palmolive Company | Cleansing bar |
| US9750667B2 (en) | 2009-12-23 | 2017-09-05 | Colgate-Palmolive Company | Cleansing bar |
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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) |