US3481881A - Soap or detergent rinsing agent - Google Patents

Soap or detergent rinsing agent Download PDF

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Publication number
US3481881A
US3481881A US522371A US3481881DA US3481881A US 3481881 A US3481881 A US 3481881A US 522371 A US522371 A US 522371A US 3481881D A US3481881D A US 3481881DA US 3481881 A US3481881 A US 3481881A
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US
United States
Prior art keywords
acid
ester
rinsing
dishes
sugar
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
US522371A
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English (en)
Inventor
Hans Wedell
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.)
Dr Th Boehme KG Chemie Fabrik GmbH and Co
Original Assignee
Dr Th Boehme KG Chemie Fabrik GmbH and Co
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 Dr Th Boehme KG Chemie Fabrik GmbH and Co filed Critical Dr Th Boehme KG Chemie Fabrik GmbH and Co
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Publication of US3481881A publication Critical patent/US3481881A/en
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Expired - Lifetime legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07HSUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H13/00Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids
    • C07H13/02Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids by carboxylic acids
    • C07H13/04Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids by carboxylic acids having the esterifying carboxyl radicals attached to acyclic carbon atoms
    • C07H13/06Fatty acids
    • 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
    • C11D3/2093Esters; Carbonates
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S516/00Colloid systems and wetting agents; subcombinations thereof; processes of
    • Y10S516/01Wetting, emulsifying, dispersing, or stabilizing agents

Definitions

  • This invention relates to dishwashing compositions. It more particularly relates to special compositions particularly useful in the rinsing of washed dishes.
  • washing agent manufacturers have developed compositions and formulations which have little or no foaming or sudsing action under conditions of mechanical dishwashing.
  • compositions have been discovered which, when mixed with Water, form an adequate final rinse of accept- 3,481,881 Patented Dec. 2, 1969 able wetting power and leave dishes in relatively good spot-free condition.
  • These compositions include' high molecular weight sulfates and sulfonates and non-ionic addition products of alkylene (e.g. ethylene or propylene) oxides to fatty alcohols, alkyl phenols and the like. It has been found, however, that in order to obtain the desired wetting action, such quantities of these materials had to be used as to produce excessive foaming in the dishwasher and subject it to overflowing, flooding and mechanical damage due to suds-clogging.
  • alkylene e.g. ethylene or propylene
  • this invention comprises in one of its aspects the provision of a wetting agent suitable for use in the final rinse of mechanical dishwashing, comprising at least one ester of a sugar and a higher fatty acid.
  • a wetting agent suitable for use in the final rinse of mechanical dishwashing comprising at least one ester of a sugar and a higher fatty acid.
  • the esters of this invention are water-soluble and are in no way physiologically objectionable, at least in the small amounts left remaining on the dishes after drying.
  • the acid moiety of the esters of this invention include aliphatic carboxylic acids having about 8 to 20 carbon atoms in straight or branched chain. These acid moieties may be unsubstituted alkanoic acids or they may contain olefinic unsaturation therein and/or hydroxy substituents thereon. Preferably fatty carboxylic acids having about 10 to 18 carbon atoms and of the hereinbefore described configuration are used. Both monosaccharide and disaccharide esters are considered to be within the scope of this invention. Where the monosaccharide esters are chosen, it is preferred to employ fatty acids of the above description containing about 10 to 12 carbon atoms.
  • Suitable fatty acids within the scope of this invention are caprilic, capric, lauric, palmitic, stearic, oleic, linoleic and linolenic acids and their hydroxy substituted corresponding acids, such as ricinoleic, etc.
  • the alcoholic moiety of the esters of this invention comprises a naturally occurring or synthetic sugar.
  • These sugars may be monosaccharides or disaccharides, as the case may be.
  • Exemplary of the disaccharides which are useful in this invention are lactose, maltose, saccharose, as well as sugar mixtures obtained by the hydrolysis of starch, cellulose and other naturally occurring polysaccharide type material.
  • Exemplary of the monosaccharides are glucose, fructose, xylose and other similar substances.
  • esters to be used in this invention it is convenient to produce the esters to be used in this invention by straight acid-alcohol esterification or by rechlorisocyanurate, and were then substantially freed from the adherent alkaline liquid by an intermediate rinsing with clean water at 40 C.
  • different surface-active agents were employed, as set forth in detail in the table.
  • water of 17 German hardness and a temperature of 75 C. was employed.
  • the superiority of the agents in accordance with the invention can be clearly of the desired sugar in the presence of dimethyl formamide 10 noted.
  • itrie acid 1 Ester from 1 mol of maltose and 1 mol of the fatty acids obtained by saponification from beef tallow. 0. 2 -.do ... ⁇ No foam. Tartaric acid 0. 5
  • ester product can be recovered by known suitable chemical engineering purification procedures, such as extraction or distillation, preferably the latter under reduced pressure to minimize or avoid ester decomposition.
  • sugar-fatty acid esters produced which are useful in this invention are saccharose monopalmitate, maltose ester of a mixture of fatty acids obtained by saponification of coconut oil, lactose monolaurate, glucose monocaprate, fructose ricinoleate, the esterification product of oleic acid with the hydrolysis product of starch (mostly maltose and glucose) and lactose dicaprate.
  • the wetting or rinsing agent sugar-fatty acid esters are generally used in a water solution in the final rinse formulation. It has been found suitable to use concentrations of 0.01 to 0.4 gram per liter, preferably 0.03 to 0.1 gram per liter of the ester in the final rinse bath. The quantity of ester in the final rinse bath should be adjusted to the salt content of the water, with somewhat larger quantities of ester used in combination with high salt content waters.
  • the wetting and rinsing agents of this invention can be used with hard or soft water, as the case may be. Where the rinsing water is hard, it is preferred to additionally include in the rinsing bath hydroxy carboxylic acids having about 2 to 5 carbon atoms. Exemplary of these hydroxy acids are tartaric, lactic, citric and glycollic acid. They may be incorporated into the final rinse bath in proportions of about 0.1 to 2 grams per liter, preferably 0.5 to 1 gram per liter, depending upon the degree of hardness of the water being employed.
  • the method of rinsing dishes substantially spotless in a mechanical dishwasher operating under conditions of minimal foam which comprises providing in the final rinse water 0.01 to .4 g./l. of a wetting agent consisting essentially of an ester of a sugar and a fatty acid containing about 8 to 20 carbon atoms, and a lower hydroxy carboxylic acid containing about 2 to 5 carbon atoms wherein said hydroxy acid is present in a proportion of about 0.1 to 2 grams per liter.
  • a wetting agent consisting essentially of an ester of a sugar and a fatty acid containing about 8 to 20 carbon atoms, and a lower hydroxy carboxylic acid containing about 2 to 5 carbon atoms wherein said hydroxy acid is present in a proportion of about 0.1 to 2 grams per liter.
  • a method as claimed in claim -1 wherein said sugar is a member selected from the group consisting of lactose, maltose, saccharose, glucose, fructose, xylose and hydrolysis products of at least one member selected from the group consisting of cellulose and starch.
  • fatty acid is a member selected from the group consisting of caprilic, capric, lauric, palmitic, stearic, oleic, linoleic, and linolenic acids.
  • ester is a member selected from the group consisting of saccharose monopalmitate, maltose ester of a mixture of saponified coconut oil acids, lactose monolaurate, glucose monocaprate, fructose ricinoleate, sugars derived by hydrolysis of starch oleate, lactose dicaprate and maltose ester of a mixture of saponified beef tallow acids.
  • hydroxy carboxylic acid is a member selected from the group consisting of tartaric acid, lactic acid, citric acid and glycolic acid.
  • a wetting and rinsing agent consisting essentially of an aqueous solution of 0.01 to 0.4 g./l. of a sugar ester of a fatty acid, wherein said sugar is a member selected from the group consisting of lactose, maltose, saccharose, glucose, fructose, xylose and hydrolysis products of at least one member selected from the group consisting of cellulose and starch, and said fatty acid is selected from the group consisting of caprilic, capric, lauric, palmitic, stearic, oleic, linoleic, and linolenic acids and a lower hydroxy carboxylic acid containing about 2 to 5 carbon atoms.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Biochemistry (AREA)
  • Biotechnology (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Emergency Medicine (AREA)
  • Detergent Compositions (AREA)
US522371A 1965-02-06 1966-01-24 Soap or detergent rinsing agent Expired - Lifetime US3481881A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEB80404A DE1263962B (de) 1965-02-06 1965-02-06 Verwendung von Zuckerestern als Klarspuelmittel fuer die maschinelle Geschirreinigung

Publications (1)

Publication Number Publication Date
US3481881A true US3481881A (en) 1969-12-02

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ID=6980702

Family Applications (1)

Application Number Title Priority Date Filing Date
US522371A Expired - Lifetime US3481881A (en) 1965-02-06 1966-01-24 Soap or detergent rinsing agent

Country Status (9)

Country Link
US (1) US3481881A (enrdf_load_stackoverflow)
AT (1) AT271682B (enrdf_load_stackoverflow)
BE (1) BE676058A (enrdf_load_stackoverflow)
CH (1) CH466481A (enrdf_load_stackoverflow)
DE (1) DE1263962B (enrdf_load_stackoverflow)
DK (1) DK129587B (enrdf_load_stackoverflow)
ES (1) ES322657A1 (enrdf_load_stackoverflow)
GB (1) GB1069358A (enrdf_load_stackoverflow)
NL (1) NL6600217A (enrdf_load_stackoverflow)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS4967910A (enrdf_load_stackoverflow) * 1972-10-31 1974-07-02
US4239552A (en) * 1978-08-03 1980-12-16 Basf Aktiengesellschaft Machine dishwashing, using polyhydric alcohols, carboxylic acids and or esters of these as rinsing agents
US4897122A (en) * 1986-08-11 1990-01-30 Schreiber A Charles Process, composition and apparatus for cleaning venetian blinds
US5501742A (en) * 1993-02-19 1996-03-26 Ecolab Inc. Method for dispensing solid rinse aids
US5602093A (en) * 1992-10-07 1997-02-11 Henkel Kommanditgesellschaft Auf Aktien Dishwashing machine rinse aids containing APG, alkyl polyglycol ether and organic carboxylic acid
US20110257108A1 (en) * 2010-04-14 2011-10-20 Utah State University Synthesis and activity of lactose esters

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0301847A1 (en) * 1987-07-29 1989-02-01 Microgenics Corporation Cleaning using cyclodextrin

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US1554483A (en) * 1924-02-05 1925-09-22 Bailey Preston Perkins Method of cleaning aluminum
US2563856A (en) * 1945-10-12 1951-08-14 Nopco Chem Co Defoaming agent for pulp and paper stock
US2893990A (en) * 1955-12-12 1959-07-07 Sugar Res Foundation Inc Process for producing sugar esters
US2954347A (en) * 1955-10-27 1960-09-27 Procter & Gamble Detergent composition
US2970962A (en) * 1958-02-11 1961-02-07 Sugar Res Foundation Inc Novel detergent compositions
US3024229A (en) * 1957-07-26 1962-03-06 Bayer Ag Preparation of ester salts of di and trisaccharides
US3231561A (en) * 1962-01-03 1966-01-25 Economics Lab Fatty acid sugar esters and fatty acid sugar-boron esters

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US1554483A (en) * 1924-02-05 1925-09-22 Bailey Preston Perkins Method of cleaning aluminum
US2563856A (en) * 1945-10-12 1951-08-14 Nopco Chem Co Defoaming agent for pulp and paper stock
US2954347A (en) * 1955-10-27 1960-09-27 Procter & Gamble Detergent composition
US2893990A (en) * 1955-12-12 1959-07-07 Sugar Res Foundation Inc Process for producing sugar esters
US3024229A (en) * 1957-07-26 1962-03-06 Bayer Ag Preparation of ester salts of di and trisaccharides
US2970962A (en) * 1958-02-11 1961-02-07 Sugar Res Foundation Inc Novel detergent compositions
US3231561A (en) * 1962-01-03 1966-01-25 Economics Lab Fatty acid sugar esters and fatty acid sugar-boron esters

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS4967910A (enrdf_load_stackoverflow) * 1972-10-31 1974-07-02
US4239552A (en) * 1978-08-03 1980-12-16 Basf Aktiengesellschaft Machine dishwashing, using polyhydric alcohols, carboxylic acids and or esters of these as rinsing agents
US4897122A (en) * 1986-08-11 1990-01-30 Schreiber A Charles Process, composition and apparatus for cleaning venetian blinds
US5602093A (en) * 1992-10-07 1997-02-11 Henkel Kommanditgesellschaft Auf Aktien Dishwashing machine rinse aids containing APG, alkyl polyglycol ether and organic carboxylic acid
US5501742A (en) * 1993-02-19 1996-03-26 Ecolab Inc. Method for dispensing solid rinse aids
US20110257108A1 (en) * 2010-04-14 2011-10-20 Utah State University Synthesis and activity of lactose esters

Also Published As

Publication number Publication date
DK129587C (enrdf_load_stackoverflow) 1975-04-14
BE676058A (enrdf_load_stackoverflow) 1966-08-04
NL6600217A (enrdf_load_stackoverflow) 1966-08-08
DE1263962B (de) 1968-03-21
ES322657A1 (es) 1967-09-01
DK129587B (da) 1974-10-28
AT271682B (de) 1969-06-10
GB1069358A (en) 1967-05-17
CH466481A (de) 1968-12-15

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