EP0059043B1 - Compositions tensio-actives - Google Patents
Compositions tensio-actives Download PDFInfo
- Publication number
- EP0059043B1 EP0059043B1 EP82300640A EP82300640A EP0059043B1 EP 0059043 B1 EP0059043 B1 EP 0059043B1 EP 82300640 A EP82300640 A EP 82300640A EP 82300640 A EP82300640 A EP 82300640A EP 0059043 B1 EP0059043 B1 EP 0059043B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- composition
- salt
- compound
- sulphate
- carbon atoms
- 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
Links
- 239000000203 mixture Substances 0.000 title claims description 13
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 25
- 150000001875 compounds Chemical class 0.000 claims description 16
- 229920001223 polyethylene glycol Polymers 0.000 claims description 14
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 14
- 239000002202 Polyethylene glycol Substances 0.000 claims description 12
- -1 sulphate salt Chemical class 0.000 claims description 12
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 11
- 125000004432 carbon atom Chemical group C* 0.000 claims description 11
- 229910021653 sulphate ion Inorganic materials 0.000 claims description 11
- 238000010790 dilution Methods 0.000 claims description 9
- 239000012895 dilution Substances 0.000 claims description 9
- 150000003839 salts Chemical class 0.000 claims description 9
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims description 7
- 229920001515 polyalkylene glycol Polymers 0.000 claims description 7
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 125000003827 glycol group Chemical group 0.000 claims description 6
- 150000003863 ammonium salts Chemical class 0.000 claims description 4
- 239000003513 alkali Chemical class 0.000 claims description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 2
- 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 claims description 2
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 2
- 229910001413 alkali metal ion Inorganic materials 0.000 claims description 2
- 229910001420 alkaline earth metal ion Chemical class 0.000 claims description 2
- 229910052749 magnesium Inorganic materials 0.000 claims description 2
- 239000011777 magnesium Substances 0.000 claims description 2
- 238000000034 method Methods 0.000 claims description 2
- 229910052700 potassium Inorganic materials 0.000 claims description 2
- 239000011591 potassium Substances 0.000 claims description 2
- 229910052708 sodium Inorganic materials 0.000 claims description 2
- 239000011734 sodium Substances 0.000 claims description 2
- 239000000499 gel Substances 0.000 description 10
- 239000000463 material Substances 0.000 description 10
- 239000012141 concentrate Substances 0.000 description 6
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
- 229920001983 poloxamer Polymers 0.000 description 4
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 230000003472 neutralizing effect Effects 0.000 description 3
- 229920001281 polyalkylene Polymers 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 239000004698 Polyethylene Substances 0.000 description 2
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 229910021529 ammonia Inorganic materials 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000013065 commercial product Substances 0.000 description 2
- 230000002401 inhibitory effect Effects 0.000 description 2
- 238000006386 neutralization reaction Methods 0.000 description 2
- 229920001451 polypropylene glycol Polymers 0.000 description 2
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- DUIOKRXOKLLURE-UHFFFAOYSA-N 2-octylphenol Chemical compound CCCCCCCCC1=CC=CC=C1O DUIOKRXOKLLURE-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000003973 alkyl amines Chemical class 0.000 description 1
- 150000003868 ammonium compounds Chemical class 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 238000004851 dishwashing Methods 0.000 description 1
- VFNGKCDDZUSWLR-UHFFFAOYSA-N disulfuric acid Chemical class OS(=O)(=O)OS(O)(=O)=O VFNGKCDDZUSWLR-UHFFFAOYSA-N 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 229910052920 inorganic sulfate Inorganic materials 0.000 description 1
- 230000010355 oscillation Effects 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 239000002453 shampoo Substances 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000009974 thixotropic effect Effects 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
- C11D3/16—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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/29—Sulfates of polyoxyalkylene ethers
Definitions
- This invention relates to surface active compositions.
- Alcohol ether sulphate salts of which the anion has the formula where R is an alkyl group having 10 to 20 and preferably 12 to 16 carbon atoms and n is an integer in the range 1 to 7 and preferably 1 to 4 are known surface active agents which are used in, for example shampoos, liquid dishwashing liquids etc.
- sulphating agents for example H z S0 4 , S0 3 or S0 2 CI 2 and neutralising with an amine for example a C 1 to C 5 mono alkyl amine or ammonia or with an alkali or alkaline earth base or ammonium compound to give the salt which is normally produced as a concentrate containing for example 65 to 75% by weight of the salt and a minor amount of water which includes any water of neutralisation and any introduced as solvent for the neutralising agent.
- Such concentrates are normally viscous liquids, but if free inorganic sulphates, for example sodium sulphate, or the unsulphated alcohol ethoxylate is present the concentrate may become an elastic gel which is difficult to handle.
- the alcohol ether sulphate salts are normally transported as concentrates and then diluted with water and optionally other materials to produce the product ultimately used by the consumer. On dilution of the concentrate another gel of a particularly troublesome type is encountered when a composition of about 55% of the alcohol ether sulphate salt and 45% of water is reached. Frequently ethanol is added to break the gels and allow dilution, but this represents a considerable expense and because of its volatility, a fire hazard.
- a compound other than a sulphate or sulphate salt
- average molecular weight 500 to 10,000 preferably 500 to 6,000 and more preferably 1,000 to 3,000
- the compound comprising a total of at least two ether linkages per seven carbon atoms, for example a polyethylene glycol of average molecular weight 500 to 6,000
- the said compounds are of low volatility, and the quantities required are small.
- European Patent Application 24,711, published 11.03.81 discloses aqueous surfactant concentrates containing at least 20% by weight of water soluble salts of (inter alia) alkyl polyglycol ether sulphates which contain as viscosity regulators water-soluble salts of mono and/or disulphates of lower polyalkylene ether glycols having a molecular weight of at least 600 (for example polyethylene and polypropylene glycol sulphates) as viscosity regulators, if desired together with polyalkylene ether glycols having a molecular weight of at least 1500.
- the viscosity regulators/gel inhibitors do not include such sulphates.
- the invention comprises a composition comprising at least 65% by weight of a salt of an alcohol ether sulphate of formula where R and n are as previously defined, M is an ammonium, substituted ammonium, alkali or alkaline earth metal ion and m is the valency of M, characterised in that it further contains an amount of a gel inhibiting compound (other than a sulphate or sulphate salt) of average molecular weight 500 to 10,000 preferably 500 to 6,000 and more preferably 1,000 to 3,000, which comprises at least one polyalkylene glycol chain, the compound comprising a total of at least two ether linkages per seven carbon atoms, for example a polyethylene glycol, which is sufficient to reduce the maximum elasticity of any gel encountered on dilution with water to at most 4x10- 4 Newtons per sq mm.
- a gel inhibiting compound other than a sulphate or sulphate salt
- the compound may be a polyalkylene or mixed polyalkylene glycol, for example polyethylene glycol or a mixed polyethylene/polypropylene glycol, a compound comprising a polyalkylene glycol chain linked to a phenol or alcohol, for example an alkyl phenol (suitably having 4 to 12 carbon atoms in its alkyl group or groups) or alcohol (suitably having 1 to 16 and preferably 10 to 16 carbon atoms)/ethylene oxide condensate or with two or more polyalkylene glycol chains linked to a residue of a compound having two or more active hydrogen atoms, for example, glycerol or butane 1,4 diol.
- the compound is very suitably a polyethylene glycol.
- the amount of gel inhibiting compound is preferably sufficient to reduce the maximum elasticity of any gel encountered during dilution with water to at most 1 x 10- 4 Newtons per sq mm.
- amount of gel inhibiting compound is preferably sufficient to reduce the maximum elasticity of any gel encountered during dilution with water to at most 1 x 10- 4 Newtons per sq mm.
- polyethylene glycol In general 0.5 to 5% by weight of polyethylene glycol is used.
- Compositions according to the invention tend to be thixotropic; they are readily pumpable in suitable conventional equipment.
- the salt is suitably a sodium, potassium, magnesium or ammonium salt, and may be produced by neutralising the acid with a hydroxide, carbonate or bicarbonate of the cation. Direct neutralisation with ammonia or an amine may be carried out.
- the invention also comprises a process in which the alcohol ether sulphate salt is mixed with an amount of a compound (other than a sulphate or sulphate salt) of average molecular weight 500 to 10,000, preferably 500 to 6,000 and more preferably 1,000 to 3,000, which comprises at least one polyalkylene glycol chain, the compound comprising a total of at least two ether linkages per seven carbon atoms, for example a polyethylene glycol, which is sufficient to reduce the maximum elasticity of any gel encountered on dilution with water to at most 4x10- 4 Newtons per sq mm, and then diluted with water.
- the compound has at least two ether linkages per five carbon atoms.
- a sodium salt of mixed C 13 and C 15 alcohol (7 to 3 by molar ratio) ethoxylated with an average of 3 mole C 2 H 4 0 per mole of alcohol, sulphated with S0 3 and neutralised with NaOH solution to produce a 70% mixture by weight of the salt with water (hereinafter referred to as material A) was tested in an oscillating can rheometer to determine its dynamic viscosity and elasticity at a frequency of oscillation of 9.8 cycles per second. Material A with the specified additives was also tested in the same way.
- the elasticity of Material A was 745 Nm- 2 and its dynamic viscosity at 25°C at low shear was 3.95 Pascal seconds (39.5 poise).
- Synperonic TLE is a commercial product produced by alkoxylating methanol. It contains 28 ether links per 63 carbon atoms and has a molecular weight of 1,400.
- “Synperonic” A50 is a commercial product produced by condensing a mixed C 13 and C 15 alcohol (7 to 3 by molar ratio) with c. 50 moles of ethylene oxide per mole.
- Synperonic OP40 is a product of condensing octyl phenol with c. 40 moles of ethylene oxide per mole.
- M.W. means molecular weight
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)
- Detergent Compositions (AREA)
- Cosmetics (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Medicinal Preparation (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Claims (7)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB8105257 | 1981-02-19 | ||
GB8105257 | 1981-02-19 |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0059043A1 EP0059043A1 (fr) | 1982-09-01 |
EP0059043B1 true EP0059043B1 (fr) | 1985-08-21 |
Family
ID=10519822
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP82300640A Expired EP0059043B1 (fr) | 1981-02-19 | 1982-02-09 | Compositions tensio-actives |
Country Status (10)
Country | Link |
---|---|
EP (1) | EP0059043B1 (fr) |
JP (1) | JPS57155298A (fr) |
AR (1) | AR228638A1 (fr) |
AU (1) | AU555929B2 (fr) |
BR (1) | BR8200899A (fr) |
CA (1) | CA1165660A (fr) |
DE (1) | DE3265500D1 (fr) |
ES (1) | ES9000010A1 (fr) |
NO (1) | NO158565C (fr) |
ZA (1) | ZA821048B (fr) |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5112519A (en) * | 1989-06-05 | 1992-05-12 | Mobil Oil Corporation | Process for production of biodegradable surfactants and compositions thereof |
JPH07274346A (ja) * | 1994-03-29 | 1995-10-20 | Mirai Ind Co Ltd | ボックス用防塵パッキン |
ATE273375T1 (de) * | 1996-06-28 | 2004-08-15 | Procter & Gamble | Geschirrspülmittel mit verringerter neigung zur gelierung |
AU2001272510A1 (en) * | 2000-06-26 | 2002-01-08 | Basf Aktiengesellschaft | Alcohol mixtures having 13 and 15 carbon atoms and the use thereof in the preparation of surface-active substances |
WO2002077143A1 (fr) * | 2001-03-21 | 2002-10-03 | The Procter & Gamble Company | Composition pour lavage de la vaisselle a la main |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2948791A1 (de) * | 1978-12-05 | 1980-06-26 | Lion Fat Oil Co Ltd | Enzymhaltiges wasch- oder reinigungsmittel |
EP0024711A1 (fr) * | 1979-09-01 | 1981-03-11 | Henkel Kommanditgesellschaft auf Aktien | Produits concentrés de tensides aqueux et procédé pour l'amélioration des propriétés d'écoulement de produits concentrés de tensides aqueux difficilement transportables |
EP0034039A1 (fr) * | 1980-02-05 | 1981-08-19 | THE PROCTER & GAMBLE COMPANY | Composition détergente liquide |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3963649A (en) * | 1972-09-11 | 1976-06-15 | The Procter & Gamble Company | Liquid detergent composition |
LU66053A1 (fr) * | 1972-09-11 | 1974-03-14 | ||
US4304680A (en) * | 1973-02-05 | 1981-12-08 | Colgate-Palmolive Company | Laundry soap |
CA1016832A (en) * | 1973-02-05 | 1977-09-06 | Harold E. Wixon | Laundry soap |
JPS50116383A (fr) * | 1973-10-29 | 1975-09-11 | ||
JPS5335711A (en) * | 1976-09-14 | 1978-04-03 | Kao Corp | Neutral liquid detergent composition |
JPS598392B2 (ja) * | 1979-06-29 | 1984-02-24 | 花王株式会社 | 洗浄剤組成物 |
-
1982
- 1982-02-09 DE DE8282300640T patent/DE3265500D1/de not_active Expired
- 1982-02-09 EP EP82300640A patent/EP0059043B1/fr not_active Expired
- 1982-02-15 AU AU80485/82A patent/AU555929B2/en not_active Expired
- 1982-02-17 CA CA000396422A patent/CA1165660A/fr not_active Expired
- 1982-02-17 ZA ZA821048A patent/ZA821048B/xx unknown
- 1982-02-18 JP JP57025240A patent/JPS57155298A/ja active Granted
- 1982-02-18 BR BR8200899A patent/BR8200899A/pt not_active IP Right Cessation
- 1982-02-18 ES ES509713A patent/ES9000010A1/es not_active Expired
- 1982-02-18 NO NO820510A patent/NO158565C/no not_active IP Right Cessation
- 1982-02-19 AR AR288480A patent/AR228638A1/es active
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2948791A1 (de) * | 1978-12-05 | 1980-06-26 | Lion Fat Oil Co Ltd | Enzymhaltiges wasch- oder reinigungsmittel |
EP0024711A1 (fr) * | 1979-09-01 | 1981-03-11 | Henkel Kommanditgesellschaft auf Aktien | Produits concentrés de tensides aqueux et procédé pour l'amélioration des propriétés d'écoulement de produits concentrés de tensides aqueux difficilement transportables |
EP0034039A1 (fr) * | 1980-02-05 | 1981-08-19 | THE PROCTER & GAMBLE COMPANY | Composition détergente liquide |
Also Published As
Publication number | Publication date |
---|---|
NO820510L (no) | 1982-08-20 |
CA1165660A (fr) | 1984-04-17 |
AR228638A1 (es) | 1983-03-30 |
DE3265500D1 (en) | 1985-09-26 |
JPS57155298A (en) | 1982-09-25 |
ES9000010A1 (es) | 1989-10-16 |
AU555929B2 (en) | 1986-10-16 |
JPH0525920B2 (fr) | 1993-04-14 |
EP0059043A1 (fr) | 1982-09-01 |
NO158565C (no) | 1988-10-05 |
AU8048582A (en) | 1982-08-26 |
ZA821048B (en) | 1982-10-27 |
BR8200899A (pt) | 1982-12-28 |
NO158565B (no) | 1988-06-27 |
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