CA1117393A - Detergent bars with improved properties - Google Patents

Detergent bars with improved properties

Info

Publication number
CA1117393A
CA1117393A CA000319853A CA319853A CA1117393A CA 1117393 A CA1117393 A CA 1117393A CA 000319853 A CA000319853 A CA 000319853A CA 319853 A CA319853 A CA 319853A CA 1117393 A CA1117393 A CA 1117393A
Authority
CA
Canada
Prior art keywords
bar
bars
weight
sucrose
acyl
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
CA000319853A
Other languages
French (fr)
Inventor
David Machin
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Unilever PLC
Original Assignee
Unilever PLC
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Unilever PLC filed Critical Unilever PLC
Application granted granted Critical
Publication of CA1117393A publication Critical patent/CA1117393A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D17/00Detergent materials or soaps characterised by their shape or physical properties
    • C11D17/0047Detergents in the form of bars or tablets
    • C11D17/006Detergents in the form of bars or tablets containing mainly surfactants, but no builders, e.g. syndet bar
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02Anionic compounds
    • C11D1/12Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/126Acylisethionates
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66Non-ionic compounds
    • C11D1/662Carbohydrates or derivatives
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/20Organic compounds containing oxygen
    • C11D3/22Carbohydrates or derivatives thereof
    • C11D3/221Mono, di- or trisaccharides or derivatives thereof

Abstract

cB480 Abstract Detergent bars containing acyl isethionates can exhibit a feeling of drag (relatively high friction) when handled during washing. The drag can be reduced, and therefore the slip feeling of the bar improved, by adding a sucrose ester. Preferably the amount is from about 5 to about 30%.

Description

73~3 - 1 - cB480 This invention relates to de-tergent bars intended for personal washing having acyl isethionates (higher fa-t-ty acid esters of isethionic acid) as a major constituent.

5 ~cyl isethio,nates are knowningredients for detergent bars for personal washing and are the water soluble salts of isethionic acid a~ter acylation. The acyl group being derived ~rom ~atty acids containing from about 6 to about 22 carbon atoms. The ~atty acids can be obtained from natural 10 or synthetic sources, pre~erably acids in the range C12-~18 are used. The acids providing the acyl group are normally mixtures of long chain acids and examples o~ their natural sources are coconut oil, olive oil, palm ~ernel oil, tallotr and fish oils. Synthetic sources of the feedstock acids are 15 exemplified by products of the Koch or Oxo processes.

.
The salts will usually be the sodium or potassium salts or mi~tures thereof. The sodium salt is that normally used in commercial products but salts of ammonium and alkyl (Cl to C~) 20 sub9tituted a~nonium, amine and alkanolamine may also be used.

.
The acyl isethionates may be prepared by any of the methods described in the literature.

25 The present invention proposes the use of sucrose esters to improve the slip characteristics of a detergent bar containing acyl isethiona-tes as a major consti-tuent, the resul-tant bar having a mild action on skin. The slip properties of a bar ',: : ' ~ .

7~?3
- 2 - cB~0 are noted in use by subjective assessment by handling during washing and are demonstrable also by instrumental methods. The property of good slip is the opposite o~ 'drag!.

5 Acyl isethionates and sucrose es-ters are acknol~ledged as detergent actives in previous publications. The de-tergent properties o~ the acyl ise-thionates are disclosed ~or e~ample, in US 2~68 731 (assigned to Lever Brothers Company) and UK
783027 (Unilever). Sucrose esters are disclosed as components 10 of soap bars in Japanese patent application 1971 - 94012 (Daiichi Eogyo Seiyaku KK). UK 977156 (Colgate-Palmolive Co.) describes the attachment o~ a de-tergent bar to a sponge. Acyl isethionates ara listed as suitable anionic actives and sucrose esters as examples o~ nonionic actives. This previously 15 published speci~ica-tion does not identiiy the problem o~ poor slip characteristics ~ound lri-th acyl isethionate containing bars, nor does it identiiy sucrose es-ters as an additive to improve the slip properties. ~K 1 130 705 (Unilever) ack~owledges processing di~icul-ties ~ound ~rith acyl 20 isethionates-a~d proposes alkali-me-tal ise-thionates as additives hol~eve~ these additives do not ac-t as detergent actives.

A detergent bar of the invention contains from about 20% to about 70% O~ water s-oluble salts o~ acyl (C8 -to C22) isethionates- -2sand an amount of sucrose ester (C6 to C22), preferably ~romabou-t 570 to about 30~0, ef~ective -to increase the slip properties o~ the bar. Above about 30% O~ sucrose es-ters the bar properties begin to deteriorate.

., ' ,
- 3 - cB480 Preferred limits o~ thc components are above about 30% and belolr about ~0% ~or the acyl isethionates, and above abou-t 10% and below about 25% ~or the sucrose esters.

sThe fatty acid used to esteri~y the sucrose will be an individual compound or a mixturè of acids. The reacting acid or acids giving the desired esters will contain erom ~ to 22 carbon atoms The alkyl or alkenyl group of the fatty acid or acids may contain a degree o~ branching and preferably lOcon-tains erom about 16 to about 18 carbon atoms. The sucrose es-ter mixture used con-tains the mono-es-ter together with di-and higher es-ters. For satisiactory bar proper-ties, eg lather pereormance, the sucrose ester mixture should contain at least about 40% by lreight o e the mono-es-ter. The commercial product utilised may contain unreacted sucrose, glycerides (erom the fat-ty acids used) and soap (by neutralisa-tion Oe the ~atty acids). The proportions quoted herein re:eer to the amoun-ts o~ sucrose e~ters present in bars, even when an impure ~eedstock is used.

Optional ingredients in the detergent bar~s include pereumes, stabilising ~gents (~or e~ample ethylene diamine -te-tra-acetic acid and ethane-l-hydroxydiphosphonic acid~, pigments, ~illers, opacieiers and plasticisers. ~n amount o e water will be presen-t 25to provide suitable physicel properties, this amount is usually ... . . .... - - - - - - ~ :.

3~3 _ 4 _ cB480 in the range from about 5~ to about 15%. Optionally the bars will also include other components to upgrade bar performance, eg lather, while not impairing the mild detergent action on the skin when used in personal washing. Examples o~ optional 5 ingredients are anionic detergent actives selected ~rom the group water soluble salts of long chain (C6 to C22) fatty acids, alkyl (C12 to C18) sulpho-acetates, dialkyl (C6 to Cg)-sulphosuccinates, monoalkyl (C10 to C12) ethoxylated sulphosuccinates, alkyl (C12 to C18) methyl taurides, acyl (C10 bo C?o) 10 glutamates, alkyl (C12 to C18) ether sulphates, alkyl (CiD to C22) sulphates and olefin (C10 to C14) sulphonates. These mild anionic actives lrill, in general, possess a sulphonate, sulphate and/or carbo~xylate head group with ester, ether or amide linkages in -the vicinity of the head group, this structure being conducive lS to a mild action on the skin. The amount of -these actives in the total formulation will be in the range O~ to about SO~O, preferably from about 10% to about 40/O.
' ' ' , ' , A second optional ingredient is an emollien-t material ~rhich 201iill be present in àn amount o~ 0% to about 40/O~ preferably from about 5~ to about 200~o~ These emollients are water insoluble oily and waxy materials Imown for their cosmetic benefits on skin.

25 Preferred emollient materials include waxy or oily fatty alcohols, fatty glycols and diols, ~atty polyols and fatty acid esters.
Examples of these emollients are C12 to C22 fatty alcohols ' I ;; , ~ ~ A . . ~

', '~

~ ~173~3 - 5 - cB~8~
C12 to C18 fatty acids, ethoxyla-ted (3E0 to 18E0) long chain (C12 t~o C18) alcohols, e-thoxylated (3E0 to 12E0) fatty acids ~C12 to C18), esters (Cl to C~);o~ C12 to C18 fatty acids eg isopropyl myristate, poly-ethylene glycols (molecular weights 5 in the range 200 to 5,000) and silicone oils.

Examples o~ detergent bars according to present invention wi-ll now be described to illustrate but not limit the invention.

lO Example I
Sodium acyl (hardened coconut) isethionate was mixed with substantially pure sucrose ester in the weight ratio of 2:1.
The sucrose ester ~as ob-tained :erom Croda Ltd of ~idnes, England, under the trade name Crodesta F 1~0. This ma-terial contains 15 about 57% o~ the mono ester obtained irom tallow derived ~atty acids, the remaining componen-ts being the di-and triesters.
The mixture was then milled bet~een rollers and pRssed through -two stages o~ plodder ex-truders. ~he resulting con-tinuous log of soap was cut into billets and stamped to form bars.
2~ These bars were used as test bars and compared-with bars prepared ~rom the acyl isethionate base only.

The slip characteristics of -the Test and Control bars were ..
examined by a panel who used both bars for hand washing. The 25 panel identi~.ied the test bar as having an increased slip feel characteristic compared -to the Control bar.

The slip characteristics were also examined using an instrumental '73~;3 - 6 - cB4~0 method to measure the reduction in surface ~riction achieved by the addition of sucrose esters. The bar being examined was fixed to the underside of a beam (downwardly biased by 50g) with a strain gauge attached to the beam.

, The test was performed at 40C and water at this temperature was allowed to flow over the lower surface of the bar.

A finger was then moved along the under surface and the signal 10 generated by the strain gauge displayed on a recorder. The amplitude o~ the signal, which is proportional to the friction between the surface and-the finger, was measured. It was found the average signal was higher with the Control bar (9.08 units) compared with the Test bar (4.53 units) showing the Test bar 15 had more slip.
,~
... . .
Example II
Samples of three ~est bars and a Control bar were prepared.
~he Test bars used a base mi~ture of sodium acyl (hardened 20 coconut~ isethionate (75% by weight) and free (C~ to C22) fatty acids (25~o by weight) as the detergent base. The Test bars contained lo,h (sample A), 20% (sample B) and 30% (sample C~
by weight of sucrose ester. Sample A used a sucrose ester product containing about 25% by weight of sucrose es-ter. The 25 product contained unreàcted sucrose (about 20%) ~ potassium soaps (about 35%) and glycerides (about 1~%) ~ the ester was obtained by esterificatio~ with tallcw derived acids. The product is obtainable from Tate and Lyle Ltd o~ Reading~ Berkshire, England under the trade name TAL 25/T/45, Samples B and C ~ere .

-.

. ~ :

3~
- 7 - cB~80 prepared using the sucrose ester of Example I. The comp~sitions were calculated to give the desired amounts of sucrose ester in -the Test bars. The compositions of the three Test bars are given in Table I.

Table I.
- /0 by weight in product.

Test base sucrose acyl sucrose bar mixture esterisethionate ester product ~ 6 0% ,~)~ 45% l%
B 80% 20% 60% 20%
C 70% 30% 53% 30%

The Control bar h~d the composition:
sodium acyl (hardened coconut) isethionate 50%
sodium dodecyl benzene sulphonate 2%
sodium soap 11%
sodium isethionate - 5%
free ~atty acids 24%
molsture 6%
remainder 2%
, The slip characteristics of the Test and Control bars were e~-amined by a panel of 16 persons ~rho used pairs of bars ~or hand ~rashing in sequence and then identified the bar Irith the highest slip during-use. Hands were washed in running water at about 30C for 10 seconds then rinsed for 5 seconds; the process ~ra~
then repea-ted for another bar. Each panellist compared each pair of bars (Test/Con-trol) t~rice. The numbers o:E panellis-ts f~3~.n'3 - 8 - cB4 80 iden-tiiying -the bar in each pair as having more slip are given in Table II.

Table II

Test bar Control bar No difference Bar A 29 ~ 2 1 Bar B 27 2 3 Bar C 26 2 This da ta is statis-tically signif icant at a conf idence level below 0. 01.

Each panellist was also asked which bar of each pair they preferred for overall -tactile preference; it must be remembered a bar ~ith excessive slip could be disliked.
The tactile preIerences are given in Table III

~able III

Test bar Control bar No di-~Ierence Bar A. 23 6 3 Bar B . 18 5 9 Bar C 22 4 6 .
The data for bars A and C is statistically significant at a confidence level below û.Ol; -the level for bar B is between û . 01 and O . 05 .

: , :

- 9 - cB48D

The results in Examples I and II demonstra-te the addition of sucrose es-ters to acyl isethionate con-taining detergent bars reduces the in-use drag which is an acknol~ledged f~ature of these hars.

.

:~,

Claims (8)

THE EMBODIMENTS OF THE INVENTION IN WHICH AN EXCLUSIVE
PROPERTY OR PRIVILEGE IS CLAIMED ARE DEFINED AS FOLLOWS:
1. A detergent bar containing from about 20% to about 70% by weight of water soluble salts of acyl (C8 to C22) isethionates and an amount of sucrose ester (C6 to C22) effective to in-crease the slip properties of the bar.
2. A detergent bar according to claim 1 containing from about 5% to about 30% by weight of sucrose ester.
3. A detergent bar according to claim 1 or 2 containing above about 30% by weight of acyl isethionate.
4. A detergent bar according to claim 1 or claim 2 containing below about 60% by weight of acyl isethionate.
5. A detergent bar according to claim 1 or claim 2 containing above about 10% by weight of sucrose ester.
6. A detergent bar according to claim 1 or claim 2 containing below about 25% by weight of sucrose ester.
7. A detergent bar according to claim 1 or claim 2 wherein the alkyl or alkenyl group of the sucrose ester contains from about 16 to about 18 carbon atoms.
8. A detergent bar according to claim 1 or claim 2 wherein the sucrose ester contains at least about 40% by weight of the monoester.
CA000319853A 1978-01-19 1979-01-18 Detergent bars with improved properties Expired CA1117393A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB2218/78 1978-01-19
GB221878 1978-01-19

Publications (1)

Publication Number Publication Date
CA1117393A true CA1117393A (en) 1982-02-02

Family

ID=9735681

Family Applications (1)

Application Number Title Priority Date Filing Date
CA000319853A Expired CA1117393A (en) 1978-01-19 1979-01-18 Detergent bars with improved properties

Country Status (7)

Country Link
US (1) US4211675A (en)
BR (1) BR7900254A (en)
CA (1) CA1117393A (en)
DE (1) DE2901070A1 (en)
FR (1) FR2415141A1 (en)
IT (1) IT1165608B (en)
SE (1) SE430073B (en)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4582626A (en) * 1982-06-04 1986-04-15 Ferrara Peter J Soap compositions and process with emollients, bath oils and polymeric ethylene oxide slip agents
EP0158108B1 (en) * 1984-03-05 1992-10-14 Tonfer Inc. Detergent composition
US4663070A (en) * 1985-01-25 1987-05-05 Lever Brothers Company Process for preparing soap-acyl isethionate toilet bars
US4954282A (en) * 1989-04-19 1990-09-04 Lever Brothers Company Acyl isethionate skin cleansing compositions
AU637668B2 (en) * 1990-02-09 1993-06-03 Unilever Plc Detergent composition
US5372751A (en) * 1990-02-09 1994-12-13 Lever Brothers Company, Division Of Conopco, Inc. Acyl isethionate skin cleaning compositions containing betaines, amido sulfosuccinates or combinations of the two
WO1994007988A1 (en) * 1992-10-05 1994-04-14 Mona Industries, Inc. Synthetic detergent bars and the method of making the same
DE4409321A1 (en) * 1994-03-18 1995-09-21 Henkel Kgaa Low m.pt fatty acid isethionate-based detergent mixt.
DE19620748A1 (en) * 1996-05-23 1997-11-27 Hoechst Ag Mixtures of surfactants made from acyloxyalkanesulfonates and fatty acid esters
US6326339B1 (en) * 1997-03-04 2001-12-04 Lever Brothers Company, Division Of Conopco, Inc. Cleansing system comprising synthetic detergent bar and pouf

Family Cites Families (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA561001A (en) * 1958-07-29 L. Mayhew Raymond All purpose detergent bar with water insoluble polyvalent metal soap
US2894912A (en) * 1954-09-21 1959-07-14 Lever Brothers Ltd Isethionate detergent bar
US3055837A (en) * 1958-10-08 1962-09-25 George G Wittwer Synthetic detergent cake and process for making the same
US3248333A (en) * 1963-04-03 1966-04-26 Hewitt Soap Co Inc Low ph detergent bar
US3376229A (en) * 1964-12-11 1968-04-02 Lever Brothers Ltd Synthetic detergent bar
US3686437A (en) * 1970-10-14 1972-08-22 Gulton Ind Inc Electronic compensation for optical system focal length variation
US3766097A (en) * 1971-08-09 1973-10-16 P Rosmarin Detergent (soap) compositions
GB1399927A (en) * 1971-09-11 1975-07-02 Dai Ichi Kogyo Seiyaku Co Ltd Detergent compositions
JPS4894012A (en) * 1972-03-14 1973-12-04
US3879309A (en) * 1973-01-17 1975-04-22 Louis Gatti Detergent bar made from mixed fatty acid derivatives
US3951842A (en) * 1973-04-02 1976-04-20 Lever Brothers Company Synthetic detergent bar with antimushing agent
US4007125A (en) * 1973-12-26 1977-02-08 Lever Brothers Company Synthetic detergent bar
DE2422903C3 (en) * 1974-05-11 1978-03-23 Haarmann & Reimer Gmbh, 3450 Holzminden Antiperspirant soap
US3988255A (en) * 1975-03-05 1976-10-26 The Procter & Gamble Company Toilet bars
AU512803B2 (en) * 1976-06-04 1980-10-30 Colgate-Palmolive Company, The Toilet soap bar
US4100097A (en) * 1977-02-02 1978-07-11 The Hewitt Soap Company, Inc. Low pH detergent bar

Also Published As

Publication number Publication date
BR7900254A (en) 1979-08-14
SE430073B (en) 1983-10-17
FR2415141A1 (en) 1979-08-17
US4211675A (en) 1980-07-08
DE2901070C2 (en) 1989-03-30
IT1165608B (en) 1987-04-22
IT7967055A0 (en) 1979-01-11
FR2415141B1 (en) 1982-05-14
SE7900468L (en) 1979-07-20
DE2901070A1 (en) 1979-07-26

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