US3872020A - Detergent compositions - Google Patents

Detergent compositions Download PDF

Info

Publication number
US3872020A
US3872020A US287551A US28755172A US3872020A US 3872020 A US3872020 A US 3872020A US 287551 A US287551 A US 287551A US 28755172 A US28755172 A US 28755172A US 3872020 A US3872020 A US 3872020A
Authority
US
United States
Prior art keywords
fatty acid
acid
sucrose
sucrose ester
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.)
Expired - Lifetime
Application number
US287551A
Other languages
English (en)
Inventor
Fumiaki Yamagishi
Kenro Kitagawa
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.)
DKS Co Ltd
Original Assignee
Dai Ichi Kogyo Seiyaku Co 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
Priority claimed from JP7143671A external-priority patent/JPS5018885B2/ja
Priority claimed from JP46072819A external-priority patent/JPS4838311A/ja
Application filed by Dai Ichi Kogyo Seiyaku Co Ltd filed Critical Dai Ichi Kogyo Seiyaku Co Ltd
Application granted granted Critical
Publication of US3872020A publication Critical patent/US3872020A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66—Non-ionic compounds
    • C11D1/667—Neutral esters, e.g. sorbitan esters
    • 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
    • C11D1/66—Non-ionic compounds
    • C11D1/662—Carbohydrates or derivatives
    • 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
    • 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
    • C11D3/22—Carbohydrates or derivatives thereof
    • C11D3/221—Mono, di- or trisaccharides or derivatives thereof

Definitions

  • the detergent composition having a good detergency, a good transparency and the function of imparting a freshness preservation ability to food or the like comprises a sucrose ester component which comprises at least one sucrose ester of fatty acid having six to 22- carbon atoms, an organic acid component which is a member selected from the group consisting of malic acid, tartaric acid, alkaline salts of malic acid or tartaric acid and mixtures of the foregoing and preferably further includes an amino acid component and/or a saccharide component.
  • This invention relates to new and improved detergents, and more particularly to new and improved detergents for food, tableware, containers for food and other articles relating to food.
  • detergents which are used in large quantities are those whose active component is alkylbenzensulfonate (hereinafter referred to as ABS) or petroleum type non-ionic surfactant.
  • a new all-around detergent yet remains to be developed which not only avoids the foam public hazard and adverse effects on the human body but also prevents the browning and rotting of materials to be washed and positively preserves the freshness thereof.
  • a liquid detergent must have a stable or sustainable transparency or clearness so that it is free from cloudiness, solid-liquid separation, precipitation and other drawbacks. The is necessary from the standpoint not only of aesthetic value for goods but also of detergency which is the basic property.
  • the primary object of the invention is to provide a new and improved versatile detergent composition which has no danger of consisting ofa foam public hazard and adversely affecting the human body.
  • Another object of the invention provide a new and improved detergent composition in which said composition has a transparency and its transparency is stable.
  • a further object of the invention is to provide a new and improved detergent composition which prevents the discoloration and rotting of food and the like to be washed and imparts a freshness preservation ability to those materials to be washed without sacrificing its detergency.
  • the detergent composition comprises a mixture of a sucrose ester component with an organic acid component.
  • the sucrose ester component comprises at least one sucrose ester of fatty acids.
  • the organic acid component is a member selected from the group consisting of malic acid, tartaric acid, alkali salts of malic acid or tartaric acid and mixtures of the foregoing.
  • Malic acid and alkali malates provide the detergent composition particularly with a stable transparency while tartaric acid and alkali tartrates are particularly effective to improve the freshness preservation ability.
  • the sucrose ester component may preferably comprise at least one sucrose ester of saturated or unsaturated fatty acid having six to 22 carbon atoms and the degree of sabstitution of said sucrose ester given by the average a value of the number of esterified fatty acid molecules per one sucrose molecule is within the range of 1.0 to 1.8. More preferably, the sucrose ester component comprises a sucrose ester of a mixed fatty acid, at least percent by weight of said mixed fatty acid being fatty acid having 12 carbon atoms and the degree of substitution of said sucrose ester given by the average value of the number of esterified fatty acid molecules per one sucrose molecule being within the range of 1.23 to 1.57.
  • the detergent composition according to the invention may further include an amino acid component which is selected from the group consisting of amino acids and alkali salts thereof.
  • the amino acid component is a member selected from the group consisting of glutamic acid, alkali salts of glutamine acid, glycine, alkali salts of glycine and mixtures of the foregoing.
  • the detergent composition according to the invention may further include a saccharide component.
  • the addition of a saccharide component improves the detergency, the stable transparency and the function of imparting a freshness preservation ability.
  • the saccharide component is sucrose or sorbitol.
  • the sucrose ester of fatty acid (hereinafter referred to as SE), which is one of the essential components of the detergent composition according to the invention, can be a superior detergent component which is edible and which has biodegradivity, having no adverse effects on the human body.
  • SE sucrose ester of fatty acid
  • the utilization of SE in the liquid detergent reduces its detergency and the transparency stability in an aqueous solution. There is therefore a critical range for the SE which can be useful for the present invention.
  • sucrose esters of fatty acids having 12 or more carbon atoms it is necessary from the standpoint of a good transparency sustainability to greatly decrease the substitution degree. This, however, involves much difficulties in production and is not desirable as it is not economical. Moreover, the increase of substitution degree results in a decrease in solvency which, in turn, results in a decrease in detergency.
  • the sucrose ester component comprises a sucrose ester of a mixed fatty acid, at least 70 percent by weight of said mixed fatty acid being fatty acid having 12 carbon atoms and the degree of substitution of said sucrose ester given by the average value of the number of esterified fatty acid molecules per one sucrose molecule being within the range of 1.23 to L57.
  • liquid detergent in the practical use of a liquid detergent, it should have a versatile detergency against various and stubborn stains. lnmany cases, even if the above specified SE is used, the detergency is still in sufficient so that it is necessary to incorporate a substance having a suitable builder effect.
  • substances used as builders there may be considered inorganic salts such as sodium tripolyphosphate, sodium metasilicate, potassium pirophosphate, sodium metaphosphate and sodium carbonate, organic acids such as tartaric acid, lactic acid, and citric acid, salts thereof, amino acids such as glutamic acid and glycine, and salts thereof.
  • malic acid and alkali salts thereof unexpectedly maintain a good transparency of the SE- containing liquid detergents and contribute to sustain the transparency is believed owing to the intrinsic property of malic acid and alkali salts thereof, as can be summarized from the fact that they have remarkable miscibility as compared to inorganic acids, other organic acids than malic acid and salts thereof, and the fact that malic acid is decidedly superior in solventsolubility to any other organic acids.
  • the liquid detergent according to the invention may preferably comprise 3 to 25 parts by weight of the above mentioned sucrose ester component, 3 to 45 percent by weight of malic acid or alkali salts thereof such as sodium malate and 30 to 94 parts by weight of water. With such mixing ratio, there is obtained a liquid detergent which has a good and a sustained transparency and a good detergency. Any other additives may be added to the liquid detergent composition so far as the above mentioned composition ratio among these components is maintained and there is no detraction from transparency and its stability therein.
  • the liquid detergent composition according to the invention is adjusted at a pH value within the range of 5.5 to 7.0.
  • an amino acid or its alkali acid such as glutamic acid or sodium glutamate may be added in order to provide the detergent composition with the function of imparting a freshness preservation ability to food to be washed.
  • the above mentioned detergent composition having a good detergency and a sustained transparency may further include a saccharide component.
  • the addition of a saccharide component is effective to improve the transparency and its sustainability of the detergent composition when dissolved in water and enables the detergent composition to be preserved for a long time.
  • the detergency of the composition can also be preserved for a long time by the addition of a saccharide component.
  • the reason why the addition of saccharide contributes to stabilize the transparency of the detergent composition is that at the same time as the saccharide is effective to increase viscosity, it undergoes hydrogen bonding with water molecules when dissolved in water as well as SE does the same and acts other medium for dissolving of SE in malic acid or alkali salts thereof to increase miscibility.
  • the saccharide component may comprise a member selected from monosaccharides, disaccharides. and their derivaties, especially sucrose and sorbitol.
  • the amount of the saccharide component in a liquid detergent composition may preferably be within the range 5 to 30 percent by weight of the liquid composition.
  • the crude reaction product in the production of SE includes unreacted sucrose.
  • Such the crude reaction product including both SE and sucrose may be conveniently and economically used as the material for the detergent composition according to the invention, although the composition ratio must be adjusted so as to be within the beforementioned range.
  • tartaric acid or its alkali salt is used instead of or in addition to malic acid or its alkali salt an amino acid component is further added to the detergent composition.
  • This embodiment particularly provides a detergent component which has a good detergency and is effective to impart a good freshness preservation ability to the materials to be washed.
  • the sucrose ester component may comprise at least one sucrose ester of saturated or unsaturated fatty acid having six to 22 carbon atoms and the degree of substitution of said sucrose ester given by the average value of the number of esterified fatty acid molecules per one sucrose molecule is within the range of 1.0 to 1.8.
  • the sucrose ester component comprises a sucrose ester of a mixed fatty acid, at least 70 percent by weight of said mixed fatty acid being fatty acid having 12 carbon atoms and the degree of substitution of said sucrose ester given by the average value of the number of esterified fatty acid molecules per one sucrose molecule being within the range of 1.23 to 1.57.
  • This composition ration is particularly important to maintain a good transparency of the detergent composition.
  • the organic acid component of this embodiment is tartaric acid or any of alkali salts of tartaric acid.
  • alkali salts of tartaric acid there are included sodium tartrate and potassium tartrate.
  • Sodium tartrate is most preferable as it is accepted as a food additive.
  • the amino acid component of the above detergent composition may be selected from the group consisting of amino acids and alkali salts thereof.
  • the amino acid component may be any of glutamic acid, alkali salts of glutamic acid. glycine, alkali salts of glycine and mixtures of foregoing.
  • alkali salts of glutamic acid there are included sodium glutamate and potassium glutamate. Sodium glutamate is most preferred because it is accepted as a food additive.
  • the detergent composition which has the function of imparting a good freshness preservation ability to the materials to be washed may comprise 5 to 50 parts, preferably to 35 parts by weight of the above mentioned sucrose ester component, 15 to 80 parts, preferably 30 to 70 parts by weight of tartaric acid or its alkali salt such as sodium tartrate and 5 to 65 parts, preferably 10 to 42 parts by weight of glutamic acid or its alkali salt such as sodium glutamate. It should be noted that these values indicate the composition ratio range among the essential components.
  • the system may preferably Artificial standard abrics:
  • polyphosphoric acid sulfurous acid, lysine, glycine, cystein, aminobutyric acid. asparaginic acid and slats thereof, sodium bicarbonate, table salts, and sugars such as sucrose and sorbitol.
  • a saccharide is particularly preferred because it improves the freshness preservation capacity. It is considered that this would be owing to the fact that the saccharide component adheres to the material to be washed to form a coating layer thereon which in turn isolates the discoloring and yellowing components from air.
  • the saccharide component which maybe sucrose or sorbitol may be included in an amount of 5 to 30 percent by weight with respect to the total amount of the detergent composition including the sucrose ester component, the organic acid component, the amino acid component and other additives.
  • the crude reaction product obtained in the production of SE usually includes unreacted sucrose.
  • Such the crude reaction product including both SE and sucrose may be conveniently and economically used as the material for the detergent composition according to the invention, as already discussed before.
  • EXAMPLE 1 A sucrose ester of a mixed fatty acid was prepared.
  • the material mixed fatty acid consisted of 1.0% of C fatty acid, 6.6% ofC fatty acid, 11.4% ofC fatty acid,
  • the above detergent composition which essentially comprises a sucrose ester component, an organic acid component and an amino acid component may further include any of additives such as oxalic acid, lactic acid, citric acid. malic acid, fumaric acid, ascorbic acid,
  • .. has -4-n-.
  • EXAMPLE 3 Some different SEs having different compositions and different substitution degrees as shown in Table 3 were prepared and then 10 ml solutions of such SEs were prepared. To each of those solutions was added n-hexane. The degrees of cloudiness of the solutions dependent on the amount of n-hexane added were measured by a spectrophotometer in terms of log T. The results are shown in Table 3.
  • EXAMPLE 5 Aqueous solutions consisting of 15 g of the same SE as Example 1. l5 percent of various chemicals shown in Table 5 and 70 g of water were prepared, with the pH thereof adjusted to 6.5-:2, and the transparency thereof at room temperature was observed. The results are shown in Table 5.
  • EXAMPLE 6 Aqueous solutions consisting of 15g of the same SE as in Example 1, 15 g of sodium malate and 70 g of water were prepared, with their pH values adjusted to 5.0, 6.0, 7.0 and 8.0, respectively, at C and the temperatures at which the respective solutions become cloudy when cooled at the rate of lC/min, were measured.
  • EXAMPLE 7 Various additives shown in Table 7 were added to I00 g of aqueous solutions of the same SE as Example I. The transparency of the solutions, after 30 to day standing, was measured. The results are shown in Table 7.
  • EXAMPLE 8 Liquid detergents consisting of 15 percent of the same SE as in Example I, 20 percent of sodium malate,
  • Table 8 Number of dishes washed Detergent Solid with Solid with tallow mayonnaise Present inventive article 17 23 SE alone 7 SE sodium tripolyphosphate l2 17 ABS type neutral detergent 20 25 commercially available in the tradcname of ALCO-L" from Nippon Sunhome Co.. Ltd.
  • EXAMPLE 9 A large number of similar leaves of a fresh cabbage were taken. Three of such leaves were immersed in each ofthe aqueous solutions of2 percent of respective samples (the pH being adjusted to 7.0) shown in Table l and were lightly washedlhereirt for three minutes.
  • EXAMPLE 1 1 Samples consisting of the SE-(B) shown in Table 9, sodium malate and sodium glutamate were prepared with the composition ratio shown in Table l l, and with other methods and conditions being maintained unchanged, evaluation tests were made. The results are shown in Table ll.
  • EXAMPLE 12 A salmon on the market was sliced l cm in thickness and the resulting slices were immersed in aqueous solutions of Test Samples A F shown below (the pH adjusted to 7.0) and after 2 minutes they were lightly rinsed with city water for 2 minutes and allowed to stand at room temperature. The same freshness tests as in Example 9 were made. The results are shown in Table l2.
  • EXAMPLE 13 The test sample A employed in Example l2 was used to prepare aqueous solutions with pH adjusted to various values shown in Table 13 and the solutions were similarly treated to make freshness evaluation tests. The results are shown in Table I3.
  • EXAMPLE 14 Added to aqueous solutions of test sample A (pH adjusted to 7.0) employed in Example 13 was 0.04 percent of each of sucrose, sorbitol and table salt, and each of the solutions was similarly treated to make similar freshness evaluation test. The results are shown in Table 14.
  • EXAMPLE 15 The following standard composition were made of the SE and the builders shown in Table 15-1, and using aqueous solutions containing 0.25 percent of said standard compositions (pH being adjusted to 7.0), dish washing tests were conducted by the Shell Method at 40C. The results are shown in Table 15-2.
  • An aqueous detergent composition having a good and stable transparency consisting essentially of 3 to 25 parts by weight of at least one sucrose ester of a saturated or unsaturated fatty acid having from six to 22 carbon atoms, the degree of substitution of substitution of said sucrose ester given by the average value of the number of esterified fatty acid molecules per one sucrose molecule being within the range of 1.0 to 1.8, 3
  • an organic acid component which is a member selected from the group consisting of malic acid, alkali metal salts of malic acid and mixtures of the foregoing, and 30 to 94 parts by weight of water.
  • sucrose ester consists essentially of a sucrose ester of a mixed fatty acid. at least percent by weight of said mixed fatty acid being fatty acid having 12 carbon atoms and the degree of substitution of said sucrose ester given by the average value of the number of esterified fatty acid molecules per one sucrose molecule being within the range of 1.23 to 1.57.
  • aqueous detergent composition as defined in claim 1 in which said saccharide component is included in an amount of 5 to 30 percent by weight of the total amount of said composition.
  • An aqueous detergent composition having a good and stable transparency consisting essentially of 5 to 20 parts by weight of a sucrose ester of a saturated or unsaturated fatty acid having from six to 22 carbon atoms, the degree of substitution of said sucrose ester given by the average value of the number of esterified fatty acid molecules per one sucrose molecule being within the range of 1.0 to 1.8. 5 to 30 parts by weight of sodium malate and 50 to parts by weight of water.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Molecular Biology (AREA)
  • Emergency Medicine (AREA)
  • Detergent Compositions (AREA)
  • Storage Of Fruits Or Vegetables (AREA)
US287551A 1971-09-14 1972-09-08 Detergent compositions Expired - Lifetime US3872020A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP7143671A JPS5018885B2 (2) 1971-09-14 1971-09-14
JP46072819A JPS4838311A (2) 1971-09-18 1971-09-18

Publications (1)

Publication Number Publication Date
US3872020A true US3872020A (en) 1975-03-18

Family

ID=26412540

Family Applications (1)

Application Number Title Priority Date Filing Date
US287551A Expired - Lifetime US3872020A (en) 1971-09-14 1972-09-08 Detergent compositions

Country Status (4)

Country Link
US (1) US3872020A (2)
DE (1) DE2244641C3 (2)
FR (1) FR2152903B1 (2)
GB (1) GB1335959A (2)

Cited By (19)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1980000452A1 (en) * 1978-08-30 1980-03-20 Quimica Milen Sa Non-polluting detergent composition containing soap and sucrose esters
US4259202A (en) * 1979-02-27 1981-03-31 Toyo Contact Lens Co., Ltd. Cleaning and preservative solution for contact lenses
US4395365A (en) * 1980-09-08 1983-07-26 Nissan Motor Co., Ltd. Metal cleaning composition containing a fatty acid succrose ester and other detergent components
DE3408653A1 (de) * 1983-03-16 1984-09-20 Colgate-Palmolive Co., New York, N.Y. Desodorierendes koerperreinigungsmittel
US4547377A (en) * 1982-03-25 1985-10-15 Takeda Chemical Industries, Ltd. Stabilized solid compositions
US4797481A (en) * 1986-08-28 1989-01-10 Raffineria Olii Lubrificanti "R.O.L." S.P.A. Surfactants derived from di- or tri-carboxylic hydroxy-acids
US4808330A (en) * 1988-04-26 1989-02-28 Chung C S Non-toxic detergent for cleaning fruit and vegetables
US4973681A (en) * 1988-10-05 1990-11-27 Showa Sangyo Co., Ltd. Process for stabilizing polyol fatty acid polyesters
US5047165A (en) * 1989-01-25 1991-09-10 Colgate-Palmolive Co. Fine fabric laundry detergent with sugar esters as softening and whitening agents
US5415801A (en) * 1993-08-27 1995-05-16 The Procter & Gamble Company Concentrated light duty liquid or gel dishwashing detergent compositions containing sugar
US5447648A (en) * 1990-07-13 1995-09-05 Ecolab Inc. Solid food grade rinse aid
US5474710A (en) * 1993-08-27 1995-12-12 Ofosu-Asanta; Kofi Process for preparing concentrated surfactant mixtures containing magnesium
US5474704A (en) * 1993-07-30 1995-12-12 Jacam Chemical Partners, Ltd. Regeneration compositions for cationic exchange resins
US5476677A (en) * 1990-12-28 1995-12-19 Tadashi Inoue Cereals treated under high pressure and method of preparing the same
US5507970A (en) * 1992-05-29 1996-04-16 Lion Corporation Detergent composition
US5508394A (en) * 1991-03-16 1996-04-16 Basf Aktiengesellschaft Citric esters of polyhydroxy compounds and use thereof in detergents
EP0774469A3 (de) * 1995-11-14 1998-01-14 Südzucker Aktiengesellschaft Mannheim/Ochsenfurt Acylierte Saccharosemonocarbonsäuren
US5968566A (en) * 1996-05-14 1999-10-19 Mlp Operating Company Refrigerated yeast-raised pizza dough
WO2014206810A1 (de) * 2013-06-24 2014-12-31 Henkel Ag & Co. Kgaa Waschmittel- oder reinigungsmittel enthaltend saccharosealkylester

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2432043A1 (fr) * 1978-07-25 1980-02-22 Naneix Jacques Procede pour remedier au defaut de moussage des boissons gazeuses contenues dans un verre et compositions chimiques s'y rapportant
EP4553138A1 (en) 2023-11-13 2025-05-14 SkyLab AG Biodegradable detergent composition based on malic acid and sucrose for the regeneration of cotton cellulose fiber structure and prevention of wrinkles

Citations (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2089305A (en) * 1932-11-11 1937-08-10 Stickdorn Kurt Liquid soap
US2518233A (en) * 1946-09-11 1950-08-08 Griffith Laboratories Synergistic antioxidant containing amino acids
US2567085A (en) * 1949-08-06 1951-09-04 Merck & Co Inc Preservation of foodstuffs
US2893990A (en) * 1955-12-12 1959-07-07 Sugar Res Foundation Inc Process for producing sugar esters
US2947702A (en) * 1957-01-23 1960-08-02 Procter & Gamble Liquid detergent compositions
US2970962A (en) * 1958-02-11 1961-02-07 Sugar Res Foundation Inc Novel detergent compositions
US3211659A (en) * 1961-10-02 1965-10-12 Purex Corp Ltd Process and compositions for cleaning shell eggs
US3235505A (en) * 1961-09-20 1966-02-15 Monsanto Co Detergent processes
US3453118A (en) * 1967-02-02 1969-07-01 Kellog Co Method for maintaining softness in raisins
US3661787A (en) * 1970-10-09 1972-05-09 Pollutrol Group The Saturated aliphatic dicarboxylic acid salts as detergent builders
US3692684A (en) * 1969-10-01 1972-09-19 Valter Sven Erwin Hentschel Detergent

Patent Citations (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2089305A (en) * 1932-11-11 1937-08-10 Stickdorn Kurt Liquid soap
US2518233A (en) * 1946-09-11 1950-08-08 Griffith Laboratories Synergistic antioxidant containing amino acids
US2567085A (en) * 1949-08-06 1951-09-04 Merck & Co Inc Preservation of foodstuffs
US2893990A (en) * 1955-12-12 1959-07-07 Sugar Res Foundation Inc Process for producing sugar esters
US2947702A (en) * 1957-01-23 1960-08-02 Procter & Gamble Liquid detergent compositions
US2970962A (en) * 1958-02-11 1961-02-07 Sugar Res Foundation Inc Novel detergent compositions
US3235505A (en) * 1961-09-20 1966-02-15 Monsanto Co Detergent processes
US3211659A (en) * 1961-10-02 1965-10-12 Purex Corp Ltd Process and compositions for cleaning shell eggs
US3453118A (en) * 1967-02-02 1969-07-01 Kellog Co Method for maintaining softness in raisins
US3692684A (en) * 1969-10-01 1972-09-19 Valter Sven Erwin Hentschel Detergent
US3661787A (en) * 1970-10-09 1972-05-09 Pollutrol Group The Saturated aliphatic dicarboxylic acid salts as detergent builders

Cited By (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1980000452A1 (en) * 1978-08-30 1980-03-20 Quimica Milen Sa Non-polluting detergent composition containing soap and sucrose esters
US4259202A (en) * 1979-02-27 1981-03-31 Toyo Contact Lens Co., Ltd. Cleaning and preservative solution for contact lenses
US4395365A (en) * 1980-09-08 1983-07-26 Nissan Motor Co., Ltd. Metal cleaning composition containing a fatty acid succrose ester and other detergent components
US4547377A (en) * 1982-03-25 1985-10-15 Takeda Chemical Industries, Ltd. Stabilized solid compositions
DE3408653A1 (de) * 1983-03-16 1984-09-20 Colgate-Palmolive Co., New York, N.Y. Desodorierendes koerperreinigungsmittel
US4797481A (en) * 1986-08-28 1989-01-10 Raffineria Olii Lubrificanti "R.O.L." S.P.A. Surfactants derived from di- or tri-carboxylic hydroxy-acids
US4808330A (en) * 1988-04-26 1989-02-28 Chung C S Non-toxic detergent for cleaning fruit and vegetables
US4973681A (en) * 1988-10-05 1990-11-27 Showa Sangyo Co., Ltd. Process for stabilizing polyol fatty acid polyesters
US5047165A (en) * 1989-01-25 1991-09-10 Colgate-Palmolive Co. Fine fabric laundry detergent with sugar esters as softening and whitening agents
US5447648A (en) * 1990-07-13 1995-09-05 Ecolab Inc. Solid food grade rinse aid
US5476677A (en) * 1990-12-28 1995-12-19 Tadashi Inoue Cereals treated under high pressure and method of preparing the same
US5508394A (en) * 1991-03-16 1996-04-16 Basf Aktiengesellschaft Citric esters of polyhydroxy compounds and use thereof in detergents
US5507970A (en) * 1992-05-29 1996-04-16 Lion Corporation Detergent composition
US5474704A (en) * 1993-07-30 1995-12-12 Jacam Chemical Partners, Ltd. Regeneration compositions for cationic exchange resins
US5415801A (en) * 1993-08-27 1995-05-16 The Procter & Gamble Company Concentrated light duty liquid or gel dishwashing detergent compositions containing sugar
US5474710A (en) * 1993-08-27 1995-12-12 Ofosu-Asanta; Kofi Process for preparing concentrated surfactant mixtures containing magnesium
EP0774469A3 (de) * 1995-11-14 1998-01-14 Südzucker Aktiengesellschaft Mannheim/Ochsenfurt Acylierte Saccharosemonocarbonsäuren
US5929230A (en) * 1995-11-14 1999-07-27 Sudzucker Aktiengesellschaft Acylated sucrosemonocarboxylic acids
US5968566A (en) * 1996-05-14 1999-10-19 Mlp Operating Company Refrigerated yeast-raised pizza dough
WO2014206810A1 (de) * 2013-06-24 2014-12-31 Henkel Ag & Co. Kgaa Waschmittel- oder reinigungsmittel enthaltend saccharosealkylester

Also Published As

Publication number Publication date
DE2244641B2 (de) 1978-06-15
GB1335959A (en) 1973-10-31
FR2152903A1 (2) 1973-04-27
DE2244641A1 (de) 1973-03-22
DE2244641C3 (de) 1979-09-06
FR2152903B1 (2) 1975-03-14

Similar Documents

Publication Publication Date Title
US3872020A (en) Detergent compositions
US4392977A (en) Liquid cleaning and maintenance composition especially for dishwashers
US3607761A (en) Soap bars containing salts of fatty acids derived from the guerbet reaction
DE2354118A1 (de) Wasch- und reinigungsmittel
DE2026739B2 (de) Wasch-, Spül- und Reinigungsmittel
US4002579A (en) Detergent composition
US4146649A (en) Skin moisturizing composition containing a polyethoxy fatty alcohol and a polyethoxy glycoside
JPH04500082A (ja) ペースト状洗剤およびその製造方法
CN113773919B (zh) 一种全生态洗涤剂组合物
JPS591600A (ja) 洗剤
US3867301A (en) Detergent compositions
CN104388204A (zh) 含有氧化性漂白剂和酶的浓缩膏状/半固体状洗涤剂组合物及其制备方法
KR101952912B1 (ko) 액체 세제 조성물
JPS6369893A (ja) 新規界面活性剤混合物およびその用途
DE2126589C3 (de) Nichtaufgebautes Handgeschirrspülmittel
CN110257186B (zh) 洗洁精及其制备方法和应用
US2826552A (en) Water treating and cleaning composition
JPH0438797B2 (2)
EP0444267B1 (de) Flüssiges, schäumendes Reinigungsmittel
DE2153460A1 (de) Geschirrspuelmittel
DE4005958A1 (de) Fluessiges, schaeumendes reinigungsmittel
US3481881A (en) Soap or detergent rinsing agent
CN1291225A (zh) 具有抗菌作用的餐具洗涤剂
DE2144592B2 (de) Waschmittel
DE4016819A1 (de) Schwachschaeumende maschinen-waschmittel