US3499841A - Low foaming washing and cleansing agents - Google Patents
Low foaming washing and cleansing agents Download PDFInfo
- Publication number
- US3499841A US3499841A US608279A US3499841DA US3499841A US 3499841 A US3499841 A US 3499841A US 608279 A US608279 A US 608279A US 3499841D A US3499841D A US 3499841DA US 3499841 A US3499841 A US 3499841A
- Authority
- US
- United States
- Prior art keywords
- mols
- ethylene oxide
- propylene oxide
- washing
- low foaming
- 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
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
- 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
-
- 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
- C11D1/66—Non-ionic compounds
- C11D1/72—Ethers of polyoxyalkylene glycols
Definitions
- Another object of the invention is to obtain low foaming washing and cleansing compositions comprising a content of:
- non-ionic agents possess a remarkable cleansing, degreasing and draining effectiveness and due to their low forming properties, they are particularly suitable for mechanical washing and cleaning methods.
- compound A of the new non-ionic compositions is started by polymerization of (3-hydroxymethyl-3-ethyl)-oxacylclobutane. These compounds are obtained from the monomeric oxacyclobutane derivative by polymerization in the presence of acid catalysts, according to the method described in the published German patent application (Auslegeschrift) No. 1,023,227.
- the average number of monomer units in the polymer is between and 12, preferably between 7 and 10.
- the further reaction to obtain polymers containing the respective polyoxyalkylene radicals is effect d in a generally known manner by addition of ethylene oxide or of propylene oxide and ethylene oxide, in the presence of alkaline catalysts such as sodium hydroxide, sodium methylate and the like, preferably under pressure.
- alkaline catalysts such as sodium hydroxide, sodium methylate and the like, preferably under pressure.
- alkaline catalysts such as sodium hydroxide, sodium methylate and the like, preferably under pressure.
- alkaline catalysts such as sodium hydroxide, sodium methylate and the like
- Examples for compounds of component A are: the adduct of 4, 6 or 8 mols of ethylene oxide, based on the monomer unit, to a poly-(3-hydroxymethyl-3-ethyl)-oxacyclobutane having a polymerization degree of 7 to 10; as well as the addition products of 3 mols of propylene oxide and 10 mols of ethylene oxide, or 4 mols of propylene oxide and 8 mols of ethylene oxide, or 6 mols of propylene oxide and mols of ethylene oxide, based on the monomer unit, to a poly-(3-hydroxymethyl-3-ethyl)-oxacyclobutane having a polymerization degree of 7 to 10.
- the A components are readily water soluble, possess tenside characteristics, and tend in themselves to give a more voluminous foam formation.
- the turbidity points are preferably above 35 C.
- compounds of component B are primarily propylene oxide polymers as obtained by polymerization of propylene oxide or by addition of propylene oxide to compunds containing at least two reactive hydrogen atoms, in particular low molecular weight aliphatic or aromatic compounds with from 2 to 6 carbon atoms containing hydroxyl or amino groups.
- the reaction is effected in known manner in the presence of alkaline catalysts, preferably under pressure.
- These known propylene oxide polymers have a total molecular weight of 1000 to 5000, preferably 1700 to 4100.
- up to mol percent of ethylene oxide, based on the total amount of alkylene oxides, may be added to these propylene oxide polymers.
- propylene oxide polymers of the known kind are: the adduct of 4.5 mols of ethylene oxide to a polypropylene glycol with a molecular weight of 1740; 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 mols of propylene oxide to glycerin; and the adduct of 48 mols of propylene oxide and 7 mols of ethylene oxide to ethylene diamine.
- Another method for the preparation of suitable compounds of component B consists in the addition of 1 to mols of propylene oxide to high molecular weight aliphatic or aliphatic-aromatic compounds with 8 to 22 carbon atoms containing hydroxyl or amino groups, preferably after preliminary addition of as much as 20 mols of ethylene oxide.
- the portion of the propylene oxide to the total amount of the alkylene oxide is more than 50 mol percent, preferably 55 to 80 mol percent.
- the aliphatic compounds possess higher molecular weight radicals with 8 to 22, and preferably 10 to 20 carbon atoms and are preferably of the formula wherein R represents a radical having from 8 to 36 carbon atoms selected from the group consisting of alkyl, alkenyl, alkadienyl and hydroxy-alkenyl, H represents a replaceable hydrogen and Y represents a bridging link selected from the group consisting of NH, O, S, -CONH,
- the aliphatic-aromatic compounds possess higher molecular weight radicals with 12 to 22, and preferably 14 to 18 carbon atoms and are preferably of the formula 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, alkylnaphthyl, alkoxyphenyl and alkylcyclohexyl.
- the hydrocarbon radicals R and R may contain conventional substitutents such as hydroxyl groups, halide atoms, or alkyl side chains.
- Examples of these compounds are: 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 oleyl alcohol; the adduct of 7 mols of ethylene oxide and 10 mols of propylene oxide to nonylphenol; and the adduct of 10 mols of ethylene oxide and 20 mols of propylene oxide to nonylphenol.
- the B component can be prepared by addition to 1 to 6 mols of ethylene oxide and 2 to 20 mols of propylene oxide to polymers of (3-hydroxymethyl-3-ethyl)-oxacyclobutane, as they were also used as starting materials for the preparation of the A components.
- the indicated molar amounts are based on the monomer unit of the polymer.
- the amount of the propylene oxide in the total amount of the alkylene oxides has to be more than 50 mol percent, preferably 55 to mol percent.
- Examples for compounds of the indicated type are: the adducts of 3 mols of ethylene oxide and 6 mols of propylene oxide, or of 3 mols of ethylene oxide and 10 mols of propylene oxide, or of 4 mols of ethylene oxide and 5 mols of propylene oxide, or of 4 mols of ethylene oxide and 10 mols of propylene oxide, based on the monomer unit, to a poly-(3-hydroxymethyl-3-ethyl)-oxacyclobutane having a polymerization degree of 7 to 10.
- the portions of the individual components in the washing and cleansing compositions of the invention are, in general, 70 to 98% by weight of the A components, and 2 to 30% by weight of the B components. In the practice, particularly mixtures of to by weight of the A components and of 5 to 15% by weight of the B components have proved useful.
- the amounts used of these mixtures in the cleansing bath are within the concentration range of about 0.05 to 0.5 g./l., preferably 0.1 to 0.4 g./l. based on the total amount of the components A and B.
- composition of the mixtures can be varied within the amount ratio indicated without losing the specific advantage of low foaming properties. Since the component A, which is inclined to a voluminous foam formation, is responsible for the cleaning and wetting effect, as well as for the draining and the clear-drying appearance of the washed china, it has to be recognized as a special advantage that the foam can already be reduced to a sufficient degree with the addition of very small amounts of the B components of the mixture.
- Concentrated liquid products such as those preferably used for dishwashers equipped with automatic metering devices, may be prepared by dissolving the mixtures of the invention in water, if so desired under concomitant usage of organic water-miscible solvents or by dissolving the mixtures in organic solvents.
- These concentrates contain about 20 to 85% of the mixture of A and B components.
- these liquid concentrates may be standardized in such a manner that they possess good temperature stability and that they are not inclined to precipitate or separate into layers.
- the dehydration temperature of the mixtures of the invention in aqueous solution can be varied and adjusted to the respective requirements, for example, for the rinsing temperature utilized.
- the utmost low foaming state of the mixtures of the invention is generally attained only when the dehydration temperature of the mixtures is below the rinsing temperature, preferably below 40 C.
- 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 170 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 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 and the duration of the foam test lasted five minutes. The reading of the foam heights was conducted immediately after the apparatus became idle and 30 seconds thereafter.
- This foam apparatus is described in Fette, Seifen, Anstrichstoff, 66 (1964), 529 (Fats, Soaps, Paints).
- the letters A and B indicate the components corresponding to the descriptive text.
- composition of Mixture 2a (A) Polymer tenside having a po- 0.12 lymerization degree of 7 to 10, adducted with 6 mols of ethylene oxide.
- Example 4 A concentrated liquid rinsing agent suitable for commercial dishwashers was prepared having the following composition Percent Polymer tenside having a polymerization degree of 7 to 10, adducted with 6 mols of ethylene oxide 75 Fatty alcohol C -C adducted with 9 mols of ethylene oxide and 11 mols of propylene oxide 5 Ethanol 20 The product developed practically no foam at all at application temperatures between 50" C. and C.
- Example 5 A very low foaming washing agent for household dishwashers was prepared having the following composition:
- component B is a polyoxyalkylene polymer selected from the group consisting of polyoxypropylene glycols having a molecular weight of from 1000 to 5000 and polyoxypropylene glycols having a molecular weight of from 1000 to 5000 adducted with up to 30%, based on the total amount of oxyalkylene units, of ethylene oxide.
- component B is a high molecular lipophilic radical having from 8 to carbon atoms and a replaceable hydrogen atom selected from the group consisting of compounds of the formula wherein R represents a member selected from the group consisting of alkyl, alkenyl, alkadienyl and hydroxyalkenyl, R represents a member selected from the group consisting of alkylphenyl, alkylnaphthyl, alkoxyphenyl and alkylcyclohexyl, Y represents a bridging link selected from the group consisting of NH, O, S, CONH, -SO NH and COO--, and H represents a replaceable hydrogen atom, adducted with 50 mol percent to 100 mol percent of oxyproplyene units and the remainder of oxyethylene units.
- compositions of claim 5 wherein said high molecular weight lipophilic radicals having replaceable hydrogen atoms are aliphatic and contain from 10 to 20 carbon atoms.
- compositions of claim 5 wherein said high molecular weight lipophilic radicals having replaceable hydrogen atoms are aliphatic-aromatic and contain from 14 to 18 carbon atoms.
- component B is an alkylene oxide adduct of a polymer of (3-hydroxymethyl-3-ethyl)- oxacyclobutane having a polymerization degree of from 5 to 12, said polymer adducted with from 1 to 6 mols of ethylene oxide and from 2 to 20 mols of propylene oxides, based on the monomer units, from to 80 mol percent of the alkylene oxide units in the adduct being propylene oxide units.
- Liquid low foaming composition consisting essentially of from 20% to by weight of the low foaming washing and cleaning compositions of claim 1 in solution in a solvent media selected from the group consisting of water, water-miscible lower alcohols and mixtures thereof.
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- 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)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEH0058255 | 1966-01-15 |
Publications (1)
Publication Number | Publication Date |
---|---|
US3499841A true US3499841A (en) | 1970-03-10 |
Family
ID=7160069
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US608279A Expired - Lifetime US3499841A (en) | 1966-01-15 | 1967-01-10 | Low foaming washing and cleansing agents |
Country Status (10)
Country | Link |
---|---|
US (1) | US3499841A (no) |
AT (1) | AT269319B (no) |
BE (1) | BE692616A (no) |
CH (1) | CH488007A (no) |
DE (1) | DE1617110A1 (no) |
DK (1) | DK125434B (no) |
ES (1) | ES335675A1 (no) |
FR (1) | FR1508484A (no) |
GB (1) | GB1106466A (no) |
NL (1) | NL6617584A (no) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
NZ192549A (en) * | 1979-01-12 | 1981-11-19 | Unilever Ltd | Liquid detergent comprising a copolymer of n-vinylpyrrolidone |
Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2677700A (en) * | 1951-05-31 | 1954-05-04 | Wyandotte Chemicals Corp | Polyoxyalkylene surface active agents |
US2828345A (en) * | 1955-04-27 | 1958-03-25 | Dow Chemical Co | Hydroxypolyoxyethylene diethers of polyoxybutylene glycols |
US2886600A (en) * | 1957-03-29 | 1959-05-12 | Dow Chemical Co | Process for producing isobutyl ethers |
US2944982A (en) * | 1954-06-10 | 1960-07-12 | Petrolite Corp | Process for breaking petroleum emulsions employing certain oxyalkylated acyclic diglycerols |
US2948757A (en) * | 1953-12-07 | 1960-08-09 | Dow Chemical Co | Trihydroxy polyoxyalkylene ethers of glycerol |
US3031510A (en) * | 1957-10-01 | 1962-04-24 | Economics Lab | Nonionic surface active agent |
-
1966
- 1966-01-15 DE DE19661617110 patent/DE1617110A1/de active Pending
- 1966-12-14 NL NL6617584A patent/NL6617584A/xx unknown
-
1967
- 1967-01-10 US US608279A patent/US3499841A/en not_active Expired - Lifetime
- 1967-01-12 AT AT31867A patent/AT269319B/de active
- 1967-01-13 DK DK21467AA patent/DK125434B/da unknown
- 1967-01-13 BE BE692616D patent/BE692616A/xx unknown
- 1967-01-13 CH CH49467A patent/CH488007A/de not_active IP Right Cessation
- 1967-01-13 GB GB1911/67A patent/GB1106466A/en not_active Expired
- 1967-01-13 FR FR91156A patent/FR1508484A/fr not_active Expired
- 1967-01-14 ES ES335675A patent/ES335675A1/es not_active Expired
Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2677700A (en) * | 1951-05-31 | 1954-05-04 | Wyandotte Chemicals Corp | Polyoxyalkylene surface active agents |
US2948757A (en) * | 1953-12-07 | 1960-08-09 | Dow Chemical Co | Trihydroxy polyoxyalkylene ethers of glycerol |
US2944982A (en) * | 1954-06-10 | 1960-07-12 | Petrolite Corp | Process for breaking petroleum emulsions employing certain oxyalkylated acyclic diglycerols |
US2828345A (en) * | 1955-04-27 | 1958-03-25 | Dow Chemical Co | Hydroxypolyoxyethylene diethers of polyoxybutylene glycols |
US2886600A (en) * | 1957-03-29 | 1959-05-12 | Dow Chemical Co | Process for producing isobutyl ethers |
US3031510A (en) * | 1957-10-01 | 1962-04-24 | Economics Lab | Nonionic surface active agent |
Also Published As
Publication number | Publication date |
---|---|
NL6617584A (no) | 1967-07-17 |
BE692616A (no) | 1967-07-13 |
FR1508484A (fr) | 1968-01-05 |
DK125434B (da) | 1973-02-19 |
CH488007A (de) | 1970-03-31 |
DE1617110A1 (de) | 1971-02-25 |
ES335675A1 (es) | 1968-03-16 |
GB1106466A (en) | 1968-03-20 |
AT269319B (de) | 1969-03-10 |
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