US3899448A - Detergent concentrate - Google Patents

Detergent concentrate Download PDF

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Publication number
US3899448A
US3899448A US328692A US32869273A US3899448A US 3899448 A US3899448 A US 3899448A US 328692 A US328692 A US 328692A US 32869273 A US32869273 A US 32869273A US 3899448 A US3899448 A US 3899448A
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US
United States
Prior art keywords
acid
concentrate
disulphonic
aromatic
sulphonate
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 - Lifetime
Application number
US328692A
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English (en)
Inventor
Edward Tunstall Messenger
Douglas Edward Mather
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.)
Solvay Solutions UK Ltd
Original Assignee
Albright and Wilson Ltd
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 Albright and Wilson Ltd filed Critical Albright and Wilson Ltd
Application granted granted Critical
Publication of US3899448A publication Critical patent/US3899448A/en
Anticipated expiration legal-status Critical
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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/46Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
    • A61K8/463Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfuric acid derivatives, e.g. sodium lauryl sulfate
    • 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
    • C11D1/29Sulfates of polyoxyalkylene ethers
    • 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
    • C11D3/34Organic compounds containing sulfur
    • C11D3/3418Toluene -, xylene -, cumene -, benzene - or naphthalene sulfonates or sulfates
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • A61Q19/10Washing or bathing preparations
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/02Preparations for cleaning the hair

Definitions

  • the viscosity of the concentrate on dilution can be kept within reasonable bounds by the addition of a compound of the formula R Y Ar (SO l-l),, X where R is an alkyl group of from 1 to 4 carbon atoms Y is a carboxylic group Ar is a aromatic nucleus X is a hydroxyl group or an alkoxy group of l to 4 carbon atoms a is 0 to 3 g b is 1 to 3 but is preferably at least 2 if c a is not 1 or more c is O to 3 and u is O to 4 27 Claims, No Drawings 1 DETERGENT CONCENTRATE Y
  • the present invention relates to detergent compo.- nents,in particular it relates to-thesulphates of alkoxylated alcohols more particularly-atesulphates of alkoxylated C to C alcohols such-assul'phatedethoxylated lauryl alcohol or mixtures containing lauryl alcohol derivatives, for example those in
  • Aqueous solutions of these compounds are employed in cosmetic, toiletry and detergent compositions for example sharnpoos and'bubble baths and liquid cleaning compositions. Normally these materialsare supplied at 28% active ingredient but in the interests of economy in transport and packaging high concentrations of the order of 50 70% are also commercially available. At these high concentrations they have the texture of a thick paste. in the final formulation they are normally present in an amount less than 30% active in an aqueous solution.
  • viscosity modifiers have been iheoi'po'rated in aqueous concentrates of sulpirates of ethbxy lated alcohol so as to maintain the viseesity @f a solution at high concentrations at a level such that the solutions are reasonably free flowing and are easily diluted to any required concentration.
  • Proposed formulations include that described in- British Specification No. 1 164854 in which the viscosity charaete-r'istics of a formulation containing an alkylaryl sulphbhate epoxy in" alkyl chain of 8 or more carbon atoms and a sulphated alkoxylated alcohol is modified by incorporation of a magnesium salt.
  • 948240 describes the use of substantial quantities of sodium xylene sulphonate or sodium toluene sulphonate as a-solubiliser for an alkyl benzene sulphonate alkyl polyoxyetliylene sulphatemixture.
  • any additive'e mploye d should 'not prevent or hinder the effect of thickners conventionally used such as sodium chloride or ammonium salts, which it may be desired to incorporate in the finished formulation in order to give it an acceptable consistency.
  • aqueous solutions of salts, of sulphat'eda-lkoxylated alcohols which have viscosity anddilutionproperties that enable them to .be prepared as concentrates and diluted. to, normal formulation concentrationswithout ,detracting from the properties ofsuchfformulations. we can achieve this by-iincorporating iriltheaqueous concentrate of the surfactant/a.sulphonic'acid 0f the formula R,,Y,,.
  • Ar (80,, H) X or the alkali metal, or alkaline earth metal, alkanola-mine, amine or ammonium salts of such an acid'where, v I ,1 Ar aromatic nucleus for example benzene or naphthalene, optionally having inert substituents.
  • R Lower alkyl'groups of from l to. 4 carbon atoms .
  • -a 0'to 3 1 1 1 b l to 3-butis preferably at least 2 unless c a is
  • acids are benzene m disulphonic acid, ortho xylenedisulphonic acid, meta xylene disulphonic acid, para xylene disulphonic acid, l,3,5 benzene trisulphonic acid, phenol disulphonic acid, phenol trisulphonic acid, catechol disulphonic acid, and toluene disulphonic acid.
  • Salts of these acids which may be employed can be those obtainedby neutralising all of the acid functions of the acids, includingthe hydroxyl and carboxylic functions where these are present. Often, however, a lower degree-of neutralisation will also provideuseful -materials.
  • aqueous 'concentrate comprising at least 30% by weight of a sulphated alkoxylated alcohol-or a water soluble salt thereof and from 1 l0% by weight based on the weight of solution, of an aromatic sulphonic acid or salt thereof as defined above.
  • Concentrates which 'are' particularly suitable for modification-according to the present invention are those of the sodium salt of the sulphate of an ethoxylated lauryl alcohol having nominally l 4 oxyethylene groups.
  • Other compounds such as the equivalent propoxylated derivatives or the derivatives of other C C alcohols may also be employed.
  • Such compounds are frequently in the form of their sodium salts although modifications according to the invention may also be the use of salts" such as the potassium, magnesium lithium, ammonium oralkylolamine salts/or the acid themselves: Normally the saltof the aromatic sulphonic'acidlemployed willbe a salt of the same cation as the cation of the alkoxylated alcohol sulphate salt.
  • compositions which are to be employed in the final formulation mayof course also be present in the concentrate.
  • surface active agents such as monoalkylolamides, detergent sulphosuccinates, sulphosuccinamates, alkyl sulphate salts or nonionic surface active agents such as polyoxy alkylene ethers and esters.
  • the concentrate according to the invention normally comprises of at least 50% by weight, often above 70% by weight of sulphonated ethoxylated alcohol and may be diluted by the fomulator at any convenient temperature probably in the range 14 70C, to that final concentration required for the formulation. After such dilution other ingredients required for the final product may also be added as desired.
  • the present invention comprises making an aqueous solution of a sulphated ethoxylated alcohol as previously described of a concentration below 30% by weight by the addition of water to an aqueous concentrate having a content of at least 30% by weight of the sulphated alkoxylated alcohol and from 1 to 10% by weight based on the weight of solution of an aromatic sulphonic acid as hereinbefore described or a salt thereof.
  • compositions according to the invention are illustrated by the following examples.
  • EXAMPLE 3 A solution was prepared, as in Example 2 but containing 2.5% of trisodium 3, 5 disulphobenzoate. The viscosity of the resultant fluid was l5,000 cp as measured in Example 1.
  • An aqueous concentrate comprising 50-70% by weight of a sulphated alkoxylated alcohol salt, said salt being a water soluble sulphate of an alcohol having 8-24 carbon atoms which has been condensed with a total of from I to 4 ethylene oxide or propylene oxide groups, and from 1 to l0% by Weight based on the total weight of the concentrate of an aromatic sulphonate, said sulphonate being an alkali metal, alkaline earth metal, alkanolamine, amine or ammonium salt of an aromatic sulphonic acid of the formula:
  • v R is an alkyl group of from 1 to 4 carbon atoms
  • Y is a carboxlic group
  • Ar is a benzene nucleus
  • X is a hydroxyl group or an alkoxy group of from 1 to 4 carbon atoms
  • a is 0 to 3
  • b is 2 to 3
  • C is 0 to 3
  • u is 0 to 4.
  • An aqueous concentrate as claimed in claim 1 which comprises from 2 to 4% by weight of the said aromatic sulphonate.
  • sulphated alkoxylated alcohol is a sulphate of an alcohol of from 8 to 18 carbon atoms which has been condensed with a total of from 1 to 4 ethylene oxide or propylene oxide groups.
  • a concentrate as claimed in claim 1 wherein the sulphated alkoxylated alcohol is in the form of its sodium salt.
  • a concentrate as claimed in claim 4'wherein the sulphated alkoxylated alcohol is lauryl alcohol condensed with 2 moles of ethylene oxide.
  • a concentrate as claimed in claim 1 wherein the sulphonic acid is benzene meta disulphonic acid.
  • a concentrate as claimed in claim 1 wherein the sulphonic acid is a xylene disulphonic acid.
  • a concentrate as claimed in claim 1 wherein the aromatic sulphonic acid is phenol disulphonic acid.
  • a concentrate as claimed in claim 1 wherein the aromatic sulphonic acid is phenol trisulphonic acid.
  • a concentrate as claimed in claim 1 wherein the aromatic sulphonic acid is catechol disulphonic acid.
  • a concentrate as claimed in claim 1 wherein the aromatic sulphonic acid is toluene disulphonic acid.
  • a concentrate as claimed in claim 2, wherein said sulphated alkoxylated alcohol is lauryl alcohol condensed with two moles of ethylene oxide.
  • aromatic sulphonic acid is selected from the group consisting of benzene disulphonic acid, xylene disulphonic acid, phenol disulphonic acid, catechol disulphonic acid, toluene disulphonic acid, phenol trisulphonic acid, 1,3,5-benzene trisulphonic acid and 3,5- disulphobenzoic acid.
  • aromatic sulphonic acid is selected from the group consisting of benzene disulphonic acid, xylene disulphonic acid, phenol disulphonic acid, catechol disulphonic acid, toluene disulphonic acid, phenol trisulphonic acid, 1,3,5-benzene trisulphonic acid and 3,5- disulphobenzoic acid.
  • a concentrate as claimed in claim 1, wherein said sulphonate is the sodium salt of the aromatic sulphonic acid.
  • a concentrate as claimed in claim 14, wherein said sulphonate is the sodium salt of the aromatic sulphonic acid.
  • a free-flowing aqueous concentrate comprising an admixture of i. between 1 and l% by weight based on the total weight of the concentrate of an aromatic sulphonate, said sulphonate being an alkali metal, alkaline earth metal, alkanolamine, amine or ammonium salt of an aromatic sulphonic acid of the formula:
  • R is an alkyl group of from 1 to 4 carbon atoms
  • Y is a carboxylic group
  • Ar is a benzene nucleus
  • X is a hydroxyl group or an alkoxy group of from 1 to 4 carbon atoms a is O to 3 b is 2 to 3 c is 0 to 3 u is O to 4;
  • an aqueous concentrate comprising between 50 and 70% by weight of a sulphated alkoxylated alcohol salt, said salt being a water soluble sulphate of an alcohol having 8-24 carbon atoms which has been condensed with a total of from 1 to 4 ethylene oxide or propylene oxide groups, which aqueous concentrate would be a thick paste or gel in the absence of admixture with component (i).
  • aromatic sulphonic acid is selected from the group consisting of benzene disulphonic acid, xylene disulphonic acid, phenol disulphonic acid, catechol disulphonic acid, toluene disulphonic acid, phenol trisulphonic acid, l,3,5-benzene trisulphonic acid and 3,5- disulphobenzoic acid;
  • said aromatic sulphonic acid is selected from the group consisting of benzene disulphonic acid, xylene disulphonic acid, phenol disulphonic acid, catechol disulphonic acid, toluene disulphonic acid, phenol trisulphonic acid, 1,3,5-benzene trisulphonic acid and 3,5- disulphobenzoic acid.

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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Epidemiology (AREA)
  • General Health & Medical Sciences (AREA)
  • Birds (AREA)
  • Animal Behavior & Ethology (AREA)
  • Detergent Compositions (AREA)
  • Cosmetics (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
US328692A 1972-02-07 1973-02-01 Detergent concentrate Expired - Lifetime US3899448A (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
GB551972A GB1410784A (en) 1972-02-07 1972-02-07 Detergent compositions
GB2505472 1972-05-26
CA163,557A CA1017217A (en) 1972-02-07 1973-02-12 Detergent components

Publications (1)

Publication Number Publication Date
US3899448A true US3899448A (en) 1975-08-12

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ID=27162586

Family Applications (1)

Application Number Title Priority Date Filing Date
US328692A Expired - Lifetime US3899448A (en) 1972-02-07 1973-02-01 Detergent concentrate

Country Status (9)

Country Link
US (1) US3899448A (de)
JP (1) JPS5550998B2 (de)
AU (1) AU472330B2 (de)
BE (1) BE795095A (de)
CA (1) CA1017217A (de)
DE (1) DE2305554C3 (de)
FR (1) FR2171199B1 (de)
GB (1) GB1410784A (de)
NL (1) NL7301591A (de)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4259216A (en) * 1979-10-11 1981-03-31 The Lion Fat & Oil Co., Ltd. Process for producing liquid detergent composition
US4384978A (en) * 1979-09-01 1983-05-24 Henkel Kommanditgesellschaft Auf Aktien Aqueous concentrates of a tenside of the sulfate and sulfonate type and process for the improvement of the flow behavior of difficultly pourable aqueous tenside concentrates
US4532076A (en) * 1982-02-11 1985-07-30 Henkel Kommanditgesellschaft Auf Aktien Aqueous anionic surfactant concentrates containing viscosity reducing agents
US4675128A (en) * 1984-12-31 1987-06-23 Henkel Kommanditgesellschaft Auf Aktien Alkane sulfonates as viscosity regulators
US5922664A (en) * 1995-01-30 1999-07-13 Colgate-Palmolive Co. Pourable detergent concentrates which maintain or increase in viscosity after dilution with water
WO2020074140A1 (de) * 2018-10-11 2020-04-16 Henkel Ag & Co. Kgaa Flüssigwaschmittel mit catechol-verbindung

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2853136C3 (de) * 1977-12-09 1994-04-14 Albright & Wilson Wäßriges, oberflächenaktives Mittel
DE4032909A1 (de) * 1990-10-17 1992-04-23 Henkel Kgaa Verfahren zur herstellung von alkylsulfatpasten mit verbesserter fliessfaehigkeit
WO2014072840A1 (en) 2012-11-12 2014-05-15 Galaxy Surfactants Ltd. Flowable, high active, aqueous fatty alkyl sulfates

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3574125A (en) * 1966-12-29 1971-04-06 Chem Y Detergent concentrate
US3676374A (en) * 1969-11-25 1972-07-11 Procter & Gamble Enzyme-containing liquid detergent compositions
US3755206A (en) * 1970-03-09 1973-08-28 Colgate Palmolive Co Detergent compositions

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3356709A (en) * 1964-06-17 1967-12-05 Chevron Res Disulfonate anti-caking agents for straight-chain sulfonate detergents

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3574125A (en) * 1966-12-29 1971-04-06 Chem Y Detergent concentrate
US3676374A (en) * 1969-11-25 1972-07-11 Procter & Gamble Enzyme-containing liquid detergent compositions
US3755206A (en) * 1970-03-09 1973-08-28 Colgate Palmolive Co Detergent compositions

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4384978A (en) * 1979-09-01 1983-05-24 Henkel Kommanditgesellschaft Auf Aktien Aqueous concentrates of a tenside of the sulfate and sulfonate type and process for the improvement of the flow behavior of difficultly pourable aqueous tenside concentrates
US4476037A (en) * 1979-09-01 1984-10-09 Henkel Kommanditgesellschaft Auf Aktien Free flow, readily dilutable aqueous concentrates of a tenside of the sulfate and sulfonate type
US4259216A (en) * 1979-10-11 1981-03-31 The Lion Fat & Oil Co., Ltd. Process for producing liquid detergent composition
US4532076A (en) * 1982-02-11 1985-07-30 Henkel Kommanditgesellschaft Auf Aktien Aqueous anionic surfactant concentrates containing viscosity reducing agents
US4675128A (en) * 1984-12-31 1987-06-23 Henkel Kommanditgesellschaft Auf Aktien Alkane sulfonates as viscosity regulators
US5922664A (en) * 1995-01-30 1999-07-13 Colgate-Palmolive Co. Pourable detergent concentrates which maintain or increase in viscosity after dilution with water
WO2020074140A1 (de) * 2018-10-11 2020-04-16 Henkel Ag & Co. Kgaa Flüssigwaschmittel mit catechol-verbindung

Also Published As

Publication number Publication date
NL7301591A (de) 1973-08-09
FR2171199A1 (de) 1973-09-21
JPS4890979A (de) 1973-11-27
GB1410784A (en) 1975-10-22
CA1017217A (en) 1977-09-13
JPS5550998B2 (de) 1980-12-22
BE795095A (fr) 1973-05-29
AU5184173A (en) 1974-08-08
FR2171199B1 (de) 1977-09-02
DE2305554C3 (de) 1981-07-16
AU472330B2 (en) 1976-05-20
DE2305554A1 (de) 1973-08-23
DE2305554B2 (de) 1980-08-21

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