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
  • C11D1/38—Cationic compounds
  • C11D1/42—Amino alcohols or amino ethers
  • C11D1/44—Ethers of polyoxyalkylenes with amino alcohols; Condensation products of epoxyalkanes with amines
• • 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
• • 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
  • C11D1/722—Ethers of polyoxyalkylene glycols having mixed oxyalkylene groups; Polyalkoxylated fatty alcohols or polyalkoxylated alkylaryl alcohols with mixed oxyalkylele groups
• • 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
  • C11D3/0005—Other compounding ingredients characterised by their effect
  • C11D3/0026—Low foaming or foam regulating compositions

Definitions

• Another object of this invention is to provide novel the function of the washing apparatus.
• a further object of the invention is to provide a composition of washing and cleansing agents having lowfoaming properties comprising:
• A represents a high molecular weight lipophilic radical having a replaceable hydrogen atom adducted with more than 50 mol percent to mol percent of oxyethylene units and the remainder of oxyalkylene units selected from the group consisting of oxypropylene and oxybutylene and having a terminal alkylene group derived from an oxyalkylene unit
• X represents a bivalent linkage selected from the group consistmg of (1) oxygen, (2) ethers derived from bifunctional compounds having a carbon chain of at least two carbon atoms capable of forming ether linkages with an alcohol, (3) esters derived from bifunctional compounds capable of forming carboxylic ester linkages with an alcohol, (4) urethanes derived from bifunctional groups capable of linkages with an alcohol, (5) amines derived from chlorine-containing bifunctional compounds capable of forming ether linkages with an alcohol and amine linkages by reaction of the
• alkylene oxide adducts selected from the group consisting of (1) high molecular weight lipophilic radicals having
• the present invention relates to extraordinarily low-foamlng washing and cleansing agents, havpreferably 1700 to 3250.
• the components A, B and C used for the preparation the mixtures are known or are obtainable according to well known processes.
• the preparation of the compounds A may be accomplished by an addition of alklene oxides to those higher contain reactive hydrogen through the heteroatoms atoms, bonded O, S or N.
• the aliphatic com represents a bridging link selected from the group consisting of NH, O, S, CONH, SO NH, and COO.
• the aliphatic-aromatic wherein Y and H have the above assigned values and R represents a radical having 12 to 22 carbon atoms selected from the group consisting of alkylphenyl, alklnaphthyl, alkoxyphenyl and alkylcyclohexyl.
• the hydrocarbon radicals R and R may contain conventional substituents such as hydroxyl groups, halide atoms, or alkyl side-chains.
• the alkylene oxides to be added consist of more than while a lesser molecular propylene oxide and/or butylenee oxide is then added.
• the reaction is accomplished in the usual manner, for example, by utilizing pressure in the presence of alkaline catalysts.
• Componud A may also molecular weight aliphatic or aliphatic-aromatic commolecular weight cols.
• Examples for compound A are: The adduct of 15 mols of ethylene oxide with dodecyl alcohol; the adduct of 20 alcohols or alkylphenols.
• the above compound A ti ely 0r ried out also by addition of propylene oxide to lower molecular weight hydroxyl and/or amino group containing aliphatic or aromatic compounds containing at least 2 reactive hydrogen atoms.
• examples of such compounds are glycol, glycerin, sugar alcohols, ethylene diamine, phenylene diamine, alkanolamine and the like.
• Examples of compounds of the above type are the adducts of 17, 60 or 159 mols of ethylene oxide to a polypropylene glycol with a molecular weight of 1750 or having about 30 oxypropylene units; the adduct of 51 mols of ethylene oxide to a polypropylene glycol with a molecular weight of 2250; the adduct of 250 mols of ethylene oxide to a polypropylene glycol consisting of 48 oxypropylene radicals; the adduct of 295 mols of ethylene oxide to a polypropylene glycol consisting of 56 oxypropylene radicals; the adduct of 30 mols of propylene oxide and 26.5 mols of ethylene oxide or 48 mols of propylene oxide and 42 mols of ethylene oxide or 48 mols of propylene oxide and 146 mols of ethylene oxide to ethylene diamine; the adduct of 48 mols of propylene oxide and 42 mols of
• Compounds of group B are formed by the linkage of 2 molecules of polyoxyalkylene compounds containing the high molecular weight radicals of A through their end hydroxyl groups.
• those polyoxyalkylene compounds which contain at least 12 oxyethylene units in the molecule are used.
• bifunctional compounds are: aliphatic dihalides such as dichloroethane, dibromoethane; diepoxides such as diepoxybutane; dihydrin halides such as a,m-dichlorohydrin; epihydrin halides such as epichlorohydrin, epibromohydrin, l-chloro-2,3-epoxybutane; compounds containing activated double bonds such as divinylsulfone, etc.
• aliphatic dihalides such as dichloroethane, dibromoethane
• diepoxides such as diepoxybutane
• dihydrin halides such as a,m-dichlorohydrin
• epihydrin halides such as epichlorohydrin, epibromohydrin, l-chloro-2,3-epoxybutane
• compounds containing activated double bonds such as divinylsulfone, etc.
• bifunctional compounds may be used: dicarboxylic acids such as oxalic acid, maleic acid, tartaric acid, phthalic acid, malonic acid, succinic acid, and also functional derivatives of dicarboxylic acids such as anhydrides, halides, esters of the aforementioned acids, phosgene and the like.
• the compounds of group B may also be obtained in a different manner, for example, by esterification of 1 mol of polyalkylene glycols having a molecular weight of about 1000 to 5000 with 2 mols of higher molecular weight aliphatic or aliphatic-aromatic carboxylic acids.
• the preparation may also be accomplished by reaction of a bischlorohydrin ether of a polyalkylene glycol with higher molecular weight primary or secondary amines or the reaction of a bis-glycidylether of a polyalkylene glycol with higher molecular weight alcohols, mercaptans or alkylphenols.
• Examples for compounds of group B are:
• Compound B may also be: the esterification product of 1 mol of polyethyleneglycol 1500 with 2 mols of oleic acid; the esterification product of 1 mol of the adduct of 40 mols ethylene oxide to a polypropylene glycol having a molecular Weight of 900 with 2 mols of a coconut oil fatty acid admixture having chain lengths of C C the reaction product of 1 mol of the bis-chlorohydrinether of polyethyleneglycol 2000 with 2 mols of an amine admixture obtained from stearic acids; and the reaction product of 1 mol of the bis-glycidylether of polyethyleneglycol 1000 with 2 mols of dodecylmercaptan.
• the preparation of the compounds C also starts with the same higher molecular Weight compounds as used for the structure of compounds A.
• the preparation is likewise accomplished preferably by addition of alkylene oxides.
• the portion of propylene oxide and/ or butylene oxide amounts to at least 50 mol percent, Whereas the same or a lesser portion may consist of ethylene oxide.
• ethylene oxide generally is added first and thereafter propylene oxide and/or butylene oxide.
• the polyoxyalkylene derivatives thus obtained contain 4 to 40, preferably 7 to 25, oxypropyleneand/or oxybutylene units, preferably in combination with either a lesser or an identical number of oxyethylene units. In the latter case, the molar ratio of the oxyethylene units to the oxypropyleneand/ or oxybutylene units is 1:33 to 1: 1.
• Examples for compounds of group C are the following: the adduct of 7 mols of ethylene oxide and 10 mols of propylene oxide or of 9 mols of ethylene oxide and 16 mols of propylene oxide to a fatty alcohol admixture of the chain lengths C C the adduct of 4 mols of ethylene oxide and 12 mols of propylene oxide to a fatty acid ethanolamide admixture with the chain lengths C C the adduct of 7 mols of ethylene oxide and 10 mols of propylene oxide to nonylphenol; and the addition product of 9 mols of ethylene oxide and 9 mols of propylene oxide to tallow alcohol.
• the addition products of ethylene oxide and propylene oxide to higher molecular fatty alcohols or alkylphenols are of particular interest.
• the above compound C may be substituted either entirely or partially by a propylene oxide polymer having a total molecular weight of 1000 to 5000, preferably 1700 to 4100, to which up to 30 mol percent of ethylene oxide may be added.
• the propylene oxide polymers having a molecular weight of 1000 to 5000 contain from 17 to 86 oxypropylene units in the molecule.
• These compounds C not containing high molecular weight radicals are obtained similarly as are the compounds A not containing high molecular weight radicals by polymerization of propylene oxide or by the addition of propylene oxide to lower molecular compounds with 2 to 6 carbon atoms containing at least 2 reactive hydrogen atoms.
• up to 30 mol percent of ethylene oxide, based on the total number of the alkylene oxide radicals in the molecule are added to the resultant propylene oxide polymer.
• Examples of compounds C not containing high molecular weight radicals are: the adduct of 4.5 mols of ethylene oxide to a polypropylene glycol with a molecular weight of 1750; the adduct of 7 or 16 mols of ethylene oxide to a polypropylene glycol with a molecular weight of 2750; the adduct of 8.5 mols of ethylene oxide to a polypropylene glycol consisting of 56 oxypropylene radicals; the adduct of 35 mols of propylene oxide to glycerin; the adduct of 48 mols of propylene oxide and 7 mols of ethylene oxide to ethylene diamine.
• the washing and cleansing composition of the invention may be composed of 579.5% by weight of the components A; 0.5 to 75% by weight of the components B, and 20 to 94.5% by weight of the components C.
• mixtures of 20-50% by weight of the components A, 2.5 to 20% by weight of the components B, and 3075% by weight of the components C are utilized.
• the amounts used of these admixtures in the cleansing bath are within the concentration zone of about 0.021.0 g./1., preferably 0.05 to 0.3 g./l., based on the total amount of the components A, B and C.
• the composition of the admixtures is variable without running the risk that the outstanding advantage of low foam would be lost. In this way it is possible to render the admixture suitable for the specific requirements of practical use.
• agents with exceptionally good cleaning and wetting effect are obtained, when a relatively large portion of the components A, which in themselves are inclined to greater foam formation, is present in the admixture.
• the draining and clear-drying effect which is important for the appearance of the articles cleaned and dried, may also be favorably influenced, when the portion of the component A is relatively high.
• Concentrated liquid products such as those preferably used for dishwashers equipped with automatic metering devices, may be prepared by dissolving the admixtures in water, using organic, water-miscible solvents if necessary.
• those liquid concentrates may be standardized in such a manner, that they possess a good temperature stability and that they are not inclined to precipitate or separate in layers.
• the most extreme low-foaming compositions are attained, as a rule when the dehydration temperature of the mixture is below the rinsing temperature of commercial machines.
• the foam apparatus used was constructed in similar manner as a modern dishwasher operating according to the spray system.
• a rotating pump By means of a rotating pump about liters of water per minute were rotated and sprayed into the metering chamber by means of a rotating spray arm equipped with nozzles.
• Foam heights from 0 to 280 mm. may be measured in reproducible manner, whereas larger foam volumes cannot be measured accurately, and, therefore, they are indicated in the table as 280.
• the bath temperature during the tests was 50' C.
• the hardness of the water used was 16 dH.
• the duration of the foam test lasted 5 minutes.
• the reading of the foam heights was conducted immediately after the apparatus became idle. This foam apparatus is described in Fette, Seifen, Anstrichstoff, 66 (1964), 529 (Fats, Soaps, Paints).
• the letters A, B and C indicate the types of compounds corresponding with the description text.
• nonylphcnol addueted with 20 mols of ethylene joxide and 1 mol of divinyl sulfone. 2b.... A. Nonylphcnol adducted with 20 mols 0. 12
• Ci-i-Glllpropylene oxide C. Fatty alcohol Cir-C13 adducted Wlth 5 0. 13 4b
• oxlde D1115 13 mols of p py (Wide; 13 Reaction d t from 1 l of t 0 02 25 12...- A1.
• Secondary alcohol 015 adducted with 20 mols of 9 adduct A, 1 mol of epichlorohydrin and ethylene OXldB- I d 5 l of but lamjne.
• A2. Fatty alcohol Cn-C13 adducted with 20 mols of 9 C.
• Nonylphenol adducted with 9 mols of 0.12 y e O e.
• Cid-C18 adducted with 15 0.
• Fatty alcohol ClZGiS adducted with 5 mols of 50 mols of ethylene oxide, 0.2 mol of epiethylene oxide plus 13 mols of propylene oxide. chlorohydrin and 0.1 mol of butylarnine.
• A. leylalcohol adducted with 20 mols of ethylene 62. 5 O.
• Nonylphenol adducted with 9 mols of 0. l2 oxide.
• ethylene oxide plus 10 mols of propylene B Reaction product from 2 mols of nonylphenol 12. 5 oxide. adducted with 35 mols of ethylene oxide and toluylcne diisocyanate-(l,4). 0. Octylcresol adducted with 10 mols of ethylene 25 7a A. Nonylpllenol adducted with 20 mols 0.12 280 oxide plus 18 mols of propylene oxide.
• Adrnixtures with essentially similar properties are 7b p igpyl ne oxii iead t d H120 i I 0 12 obtained, when in Examples 8 to 13 component A is subgi ggg gfif e m0 5 stituted by tallow fatty alcohol adducted with 15 to 25 B. ite tc ti h rotln ct il'(It
• a liquid Washing agent composition which 15 5115015 0? i hlflfine gii e 2:111: ia mgis oi extraordinarly low foaming even under very unfavorable 7 p gp e g i t d m 20 1 f o 12 mechanical dishwasher conditions and which is suitable gig g 5 3f e for all types of commercial dishwashers, has the follow- B. Reactionproductfrom2mols ofnonyl- 0.05 20 ring composition;
• the agent can be easily measured into the supply water of the dishwasher by means of an automatic dosing device.
• the concentration used is about 0.2 to 0.4 g./l.
• An exceptionally low-foaming, liquid washing agent for dishwashers in ordinary households has the following composition:
• the product possessed an excellent heat and cold stability. Using 0.l-0.3 g./l. of said product in the wash water, a good water drainage for the articles to be washed was obtained without any drop formation. In the foam examination apparatus the admixture, when 0.3 g./l. of product were used, did not develop more than 15 mm. of foam height. In; practical use no closed foam layer occurred on the washing liquors.
• the foam-testing apparatus is that described previously in connection with Table I.
• composition of the admixture A Nonylphenol adducted with 20 mols of ethylene oxide.
• Nonylphenol adducted with 20 mols of ethylene oxide Diurethane of nonylphenol adducted with 20* mols of ethylene oxide and hexamethylene dissocyanate- 6 Glycerin adducted with 35 mols of propylene oxide 6 Ethanol 15 Water 55
• the above clear-rinsing agent is fluid and has a turbidity temperature of about 35 C.
• the rinsing water ran smoothly oif the rinsed dishes.
• the remaining thin water film dried completely during the short passage of the dishes from the rinsing area to the removal point without drop formation and without leaving any traces. No disturbing foam formation was observed in the dishwasher.
• a composition of washing and cleansing agents having low-foaming properties consisting of: (A) from 20% to 79.5% by weight of compounds based on ethylene oxide adducts selected from the group consisting of (1) an ethylene oxide adduct containing from 4 to 60 oxyethylene units of a high molecular weight lipophilic radical of the formula selected from the group consisting of R-Y-H and R'-O-H wherein R represents a radical having from 8 to 36 carbon atoms selected from the group consisting of alkyl, alkenyl, and mono-hydroxy-alkenyl, R represents alkylphenyl having from 12 to 22 carbon atoms; and Y represents a bridging link selected from the group consisting of O, S, NH, CONH and COO; adducted first with oxyethylene units and thereafter with oxyalkylene units selected from the group consisting of oxypropylene and oxybutylene, said oxyethylene units being in a ratio to said oxyalkylene units selected from the group
• R'" is a member selected from the group consisting of hydrogen, hydroxyethyl and butyl and R is a member selected from the group consisting of hexamethylene and toluylene; and A and A which may be same or different, represent an ethylene oxide adduct containing from 4 to 60 oxyethylene units of a high molecular weight lipophilic radical of the formula selected from the group consisting of R-Y-H and R-O-H wherein R represents a radical having from 8 to 36 carbon atoms selected from the group consisting of alkyl, alkenyl, and mono-hydroxy-alkenyl, R represents alkylphenyl having from 12 to 22 carbon atoms, and Y represents a bridging link selected from the group consisting of O, S, NH, CONH and COO; adducted first with oxyethylene units and thereafter with oxyalkylene units selected from the group consisting of oxypropylene and oxybutylene units; said oxyethylene units being
• composition of claim 1 wherein X of ingredient B is 3.
• ingredient A( 1) contains from 4 to 60 oxyethylene units and 1 to 20 oxypropylene units in a molar ratio of oxyethylene units to oxypropylene units of 1:0.03 to 1:03.
• ingredient C contains from 1 to oxyethylene units and 4 to oxypropylene units in a molar ratio of oxyethylene to oxypropylene of 1:33 to 1:1.
• Aqueous low-foaming compositions containing from 25% to of the composition of claim 1.

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• Chemical & Material Sciences (AREA)
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• Engineering & Computer Science (AREA)
• Chemical Kinetics & Catalysis (AREA)
• Oil, Petroleum & Natural Gas (AREA)
• Wood Science & Technology (AREA)
• Organic Chemistry (AREA)
• Detergent Compositions (AREA)
• Polyethers (AREA)

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Citations (5)

• 0
  • CA CA794805A patent/CA794805A/en not_active Expired
• 1965
  • 1965-06-25 DE DE19651467552 patent/DE1467552A1/de active Pending
  • 1965-12-18 DE DE19651467554 patent/DE1467554A1/de active Pending
• 1966
  • 1966-05-26 NL NL6607330A patent/NL6607330A/xx unknown
  • 1966-06-01 US US554325A patent/US3549543A/en not_active Expired - Lifetime
  • 1966-06-23 CH CH910066A patent/CH496087A/de not_active IP Right Cessation
  • 1966-06-24 AT AT603966A patent/AT263976B/de active
  • 1966-06-24 BE BE683069D patent/BE683069A/xx unknown
  • 1966-06-24 GB GB28354/66A patent/GB1078877A/en not_active Expired
  • 1966-10-27 NL NL6615209A patent/NL6615209A/xx unknown
  • 1966-12-15 AT AT1156266A patent/AT274994B/de active
  • 1966-12-16 BE BE691349D patent/BE691349A/xx unknown
  • 1966-12-16 GB GB56415/66A patent/GB1129500A/en not_active Expired
  • 1966-12-17 ES ES334628A patent/ES334628A2/es not_active Expired

Patent Citations (5)

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