US3429822A - Detergent compositions - Google Patents
Detergent compositions Download PDFInfo
- Publication number
- US3429822A US3429822A US494900A US3429822DA US3429822A US 3429822 A US3429822 A US 3429822A US 494900 A US494900 A US 494900A US 3429822D A US3429822D A US 3429822DA US 3429822 A US3429822 A US 3429822A
- Authority
- US
- United States
- Prior art keywords
- water
- ethylene oxide
- adduct
- moles
- soluble
- 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
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- 239000000203 mixture Substances 0.000 title description 47
- 239000003599 detergent Substances 0.000 title description 37
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 62
- 125000004432 carbon atom Chemical group C* 0.000 description 21
- 239000006260 foam Substances 0.000 description 20
- 238000005187 foaming Methods 0.000 description 19
- 238000005406 washing Methods 0.000 description 17
- 125000000217 alkyl group Chemical group 0.000 description 16
- LUCSYZMJRHABCY-UHFFFAOYSA-N 2,3-di(nonyl)phenol;oxirane Chemical compound C1CO1.CCCCCCCCCC1=CC=CC(O)=C1CCCCCCCCC LUCSYZMJRHABCY-UHFFFAOYSA-N 0.000 description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 13
- 150000002191 fatty alcohols Chemical class 0.000 description 10
- 239000003760 tallow Substances 0.000 description 9
- DYBIGIADVHIODH-UHFFFAOYSA-N 2-nonylphenol;oxirane Chemical compound C1CO1.CCCCCCCCCC1=CC=CC=C1O DYBIGIADVHIODH-UHFFFAOYSA-N 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 239000004711 α-olefin Substances 0.000 description 5
- JKTAIYGNOFSMCE-UHFFFAOYSA-N 2,3-di(nonyl)phenol Chemical compound CCCCCCCCCC1=CC=CC(O)=C1CCCCCCCCC JKTAIYGNOFSMCE-UHFFFAOYSA-N 0.000 description 4
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 4
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 4
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 4
- 229920001451 polypropylene glycol Polymers 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 3
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 3
- -1 aliphatic alcohols Chemical class 0.000 description 3
- 125000002947 alkylene group Chemical group 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 description 3
- JRZJOMJEPLMPRA-UHFFFAOYSA-N 1-nonene Chemical compound CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 2
- IXKVYSRDIVLASR-UHFFFAOYSA-N 2,3-dioctylphenol Chemical compound CCCCCCCCC1=CC=CC(O)=C1CCCCCCCC IXKVYSRDIVLASR-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- 239000004115 Sodium Silicate Substances 0.000 description 2
- 125000004429 atom Chemical group 0.000 description 2
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 description 2
- 239000001768 carboxy methyl cellulose Substances 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 2
- 239000004744 fabric Substances 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 229910052911 sodium silicate Inorganic materials 0.000 description 2
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 1
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 1
- XFRVVPUIAFSTFO-UHFFFAOYSA-N 1-Tridecanol Chemical compound CCCCCCCCCCCCCO XFRVVPUIAFSTFO-UHFFFAOYSA-N 0.000 description 1
- QQGRFMIMXPWKPM-UHFFFAOYSA-N 2,3,4-tributylphenol Chemical compound CCCCC1=CC=C(O)C(CCCC)=C1CCCC QQGRFMIMXPWKPM-UHFFFAOYSA-N 0.000 description 1
- HXCYHAPNIVDCQR-UHFFFAOYSA-N 2,3,4-trioctylphenol Chemical compound CCCCCCCCC1=CC=C(O)C(CCCCCCCC)=C1CCCCCCCC HXCYHAPNIVDCQR-UHFFFAOYSA-N 0.000 description 1
- ILJOIOLSOMYKNF-UHFFFAOYSA-N 2,3-didodecylphenol Chemical compound CCCCCCCCCCCCC1=CC=CC(O)=C1CCCCCCCCCCCC ILJOIOLSOMYKNF-UHFFFAOYSA-N 0.000 description 1
- CYEJMVLDXAUOPN-UHFFFAOYSA-N 2-dodecylphenol Chemical compound CCCCCCCCCCCCC1=CC=CC=C1O CYEJMVLDXAUOPN-UHFFFAOYSA-N 0.000 description 1
- KFAWTUKIWVPBPE-UHFFFAOYSA-N 2-dodecylphenol;oxirane Chemical compound C1CO1.CCCCCCCCCCCCC1=CC=CC=C1O KFAWTUKIWVPBPE-UHFFFAOYSA-N 0.000 description 1
- QWGLNWHWBCINBS-UHFFFAOYSA-N 3-nonylphenol Chemical compound CCCCCCCCCC1=CC=CC(O)=C1 QWGLNWHWBCINBS-UHFFFAOYSA-N 0.000 description 1
- 229940029565 3-nonylphenol Drugs 0.000 description 1
- 229910015900 BF3 Inorganic materials 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- 241000283153 Cetacea Species 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 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 description 1
- 238000006957 Michael reaction Methods 0.000 description 1
- 102000007530 Neurofibromin 1 Human genes 0.000 description 1
- 108010085793 Neurofibromin 1 Proteins 0.000 description 1
- 239000004435 Oxo alcohol Substances 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- 101100409194 Rattus norvegicus Ppargc1b gene Proteins 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- DPXJVFZANSGRMM-UHFFFAOYSA-N acetic acid;2,3,4,5,6-pentahydroxyhexanal;sodium Chemical compound [Na].CC(O)=O.OCC(O)C(O)C(O)C(O)C=O DPXJVFZANSGRMM-UHFFFAOYSA-N 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
- 125000005037 alkyl phenyl group Chemical group 0.000 description 1
- 229940074323 antara Drugs 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000007844 bleaching agent Substances 0.000 description 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 1
- 229960000541 cetyl alcohol Drugs 0.000 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 235000019864 coconut oil Nutrition 0.000 description 1
- 239000003240 coconut oil Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- KBNXRWJNZDNESS-UHFFFAOYSA-N dodecan-1-ol;oxirane Chemical compound C1CO1.CCCCCCCCCCCCO KBNXRWJNZDNESS-UHFFFAOYSA-N 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 235000019197 fats Nutrition 0.000 description 1
- YMTINGFKWWXKFG-UHFFFAOYSA-N fenofibrate Chemical compound C1=CC(OC(C)(C)C(=O)OC(C)C)=CC=C1C(=O)C1=CC=C(Cl)C=C1 YMTINGFKWWXKFG-UHFFFAOYSA-N 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 150000002430 hydrocarbons Chemical group 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 1
- ZBJVLWIYKOAYQH-UHFFFAOYSA-N naphthalen-2-yl 2-hydroxybenzoate Chemical compound OC1=CC=CC=C1C(=O)OC1=CC=C(C=CC=C2)C2=C1 ZBJVLWIYKOAYQH-UHFFFAOYSA-N 0.000 description 1
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 235000019198 oils Nutrition 0.000 description 1
- 229940055577 oleyl alcohol Drugs 0.000 description 1
- XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 description 1
- 229920001983 poloxamer Polymers 0.000 description 1
- 235000019353 potassium silicate Nutrition 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 1
- 229920001027 sodium carboxymethylcellulose Polymers 0.000 description 1
- 229960001922 sodium perborate Drugs 0.000 description 1
- 235000019830 sodium polyphosphate Nutrition 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 235000019832 sodium triphosphate Nutrition 0.000 description 1
- YKLJGMBLPUQQOI-UHFFFAOYSA-M sodium;oxidooxy(oxo)borane Chemical compound [Na+].[O-]OB=O YKLJGMBLPUQQOI-UHFFFAOYSA-M 0.000 description 1
- 229940012831 stearyl alcohol Drugs 0.000 description 1
- 229910021653 sulphate ion Inorganic materials 0.000 description 1
- 229940087291 tridecyl alcohol Drugs 0.000 description 1
- UNXRWKVEANCORM-UHFFFAOYSA-I triphosphate(5-) Chemical compound [O-]P([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O UNXRWKVEANCORM-UHFFFAOYSA-I 0.000 description 1
- GPRLSGONYQIRFK-MNYXATJNSA-N triton Chemical compound [3H+] GPRLSGONYQIRFK-MNYXATJNSA-N 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/825—Mixtures of compounds all of which are non-ionic
- C11D1/8255—Mixtures of compounds all of which are non-ionic containing a combination of compounds differently alcoxylised or with differently alkylated chains
-
- 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
-
- 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
- a water-soluble surface active detergents which have a low foaming tendency and good cleansing power, containing (A) a water-soluble surface-active ethylene oxide adduct having good cleansing power and a high foaming tendency and (B) a water-insoluble waterdispersible surface-active dialkylphenol-ethylene oxide adduct having a low-foaming tendency and relatively poor cleansing power, in an amount to reduce the foaming tendency of (A) without substantially adversely affecting the cleansing power of (A).
- This invention relates to a washing and cleansing composition having low foaming tendency and high detersive power.
- Detergents used for washing in modern washing machines are required to show in addition to good detersive power also a very low foaming tendency within the entire temperature range (20-100 C.) used in machine washing, since otherwise there will be the risk of overfoaming which may damage the washing machine. This latter property is of particular importance in connection with certain detergents at lower washing temperatures, i.e., at temperatures below 60 C., and when the laundry to be washed is only very slightly soiled. The foam proper does not contribute to the washing effect of the detergent either.
- the present invention relates to a low-foaming washing and cleansing composition which does not show the aforesaid disadvantages but produces very little foam within the entire temperature range used in machine washing at the same time as a highly satisfactory detersive power is obtained.
- the washing and cleansing composition according to the invention comprises as a surface-active component a water-soluble mixture of (A) a water-soluble surface-active ethylene oxide adduct of a polypropylene glycol having a minimum molecular weight of 1000, a primary or secondary straight or branched chain aliphatic alcohol having 8 to 24 carbon atoms, or a mono-, dior tri-substituted alkylphenol having a total of 8 to 24 carbon atoms in the alkyl portion, in combination with 3,429,822 Patented Feb.
- the water-soluble surface-active ethylene oxide adduct comprised in the composition according to the invention may be an ethylene oxide adduct of a polypropylene glycol having a minimum molecular weight of 1000 and the general formula wherein a, b and 0 have such values that the ethylene oxide content in the adduct amounts to 20-90%.
- Suitable water-soluble surface-active ethylene oxide adducts which may be used in the composition according to the invention are adducts of ethylene oxide and primary or secondary, straight or branched chain aliphatic alcohols having a total of 8 to 24 carbon atoms in the molecular chain, for example ethylene oxide adducts of the fraction of fatty alcohols which is obtained at the hydrogenation of oils, such as coconut oil, or tallow, or by hydrolizing whale fat, or ethylene oxide adducts of dodecyl alcohol, cetyl alcohol, oleyl alcohol and stearyl alcohol, or 0x0 alcohols, such as tridecyl alcohol, hexadecyl alcohol and the like, or mixtures thereof.
- a suitable amount of ethylene oxide to be added to the fatty alcohol are 5-100 moles per mole of fatty alcohol.
- Suitable water-soluble surface-active ethylene oxide adducts are adducts of ethylene oxide and mono-, dior trisubstituted alkylphenols having a total of 8 to 24 carbon atoms in the alkyl portion, such as octylphenol, dioctylphenol or trioctyl phenol, nonylphenol, dinonylphenol, dodecylphenol, didodecylphenol, tributylphenol, methyldibutylphenoh.
- a suitable amount of ethylene oxide to be added to the alkylphenol are 7-100 moles per mole of alkylphenol.
- Examples of such products are the products sold under the names Triton X- (Rohm & Haas), Lissapol N (ICI), Igepal (Antara), Hostapal (Hoechst), LANCO (Berol).
- the water-insoluble but water-dipersible component is an ethylene oxide adduct having the general formula wherein R and R are straight or branched chain hydrocarbon substituents having 8 to 12 carbon atoms, and n is a figure indicating the number of ethylene oxide units up to which the product is water-insoluble.
- a water-insoluble but water-dispersible product is in this connection to be understood such, that the product in question when being diluted with water of 18 C. to an 1% concentration shall result in a dispersion, i.e. not a clear solution but a turbid liquid.
- Example 1 75 parts by weight of a water-insoluble dinonylphenol ethylene oxide adduct containing 12 moles of ethylene oxide and the alkyl chains originating in propylene trimer f a d th b 5 were mixed with 25 parts by weight of a tallow fatty z i i 1 2 3: alcohol ethylene oxide adduct containing 30 moles of g a g??? 0 5 t ethylene oxide. The resulting mixture was water-soluble.
- cylinder is XO(cH2CH20)nH filled with 200 m1.
- detergent solution of the indicated wherein X designates a monoalkyl group having 8 to 24 temperature and concentration whereupon shaking is carbon atoms, a monoalkylaryl group having 8 to 16 effected by rotation causing the cylinder to make 10 carbon atoms in the alkyl chain, a dialkylaryl group havrevolutions in 15 seconds.
- the foam level in the cylinder ing a total of 12 to 24 carbon atoms in the alkyl chains is read off immediately and after 5 minutes.
- the detersive power was determined in a atoms in the alkyl chains, and n designates the number TergO-Tometer, at 85 C. using an artificially soiled of ethylene oxide units up to which the product is watercotton fabric at a concentration of 2.5 g./l. and 300 p.p.rn. insoluble but water-dispersible. The addition of this third water hardness.
- the reflectance of the fabric before and componentCis particularly advantageous for the washing after the washing was determined in a refiectometer. at lower temperatures, such as between and C.
- E0 designates ethylene oxide
- the suitable amount of ethylene oxide to be added in and the figure preceding E0 is the number of moles of order to obtain a water-insoluble but water-dispersible ethylene oxide units added to the nonylphenol or tallow product varies from 2 to 25 moles and is to be determined fatty alcohol.
- waterinsoluble but water-dispersible ether adducts examples include nonylphenol+4 E0, didecylphenol+14 E0, tallow fatty alco 6 E etc.
- component C when component C is used in the compositions according to the present invention the amount of component A in relation to the total amount of components B and C should be from 1:9 to 1:1, preferably from 1:3 to 1:2.
- the invention is illustrated by the following examples.
- the alkylphenols indicated in the examples were prepared by reacting phenol with olefins using boron trifluoride as a catalyst.
- the addition of ethylene oxide was effected in Examples 2-6
- the foaming capacity and the detersive power were determined for detergents, the adduct mixture of which was composed of a water-insoluble dinonylphenol ethylene oxide adduct and a water-soluble ethylene oxide adduct in such an amount that this mixture became water-soluble.
- the results are a known manner in the presence of an alkaline catalyst. indicated in Table 2.
- Example 1 it appears from 3,429,822 5 6 Examples 2-6 that according to the invention a detergent is obtained having substantially reduced foaming capacity Examp 16S 11 and at the same time as the high detersive power of the watersoluble ethylene oxide adducts is maintained or improved.
- a water-insoluble dialkylphenol ethylene oxide adduct (DAF) with 14 moles of ethylene oxide and side chains TABLE 2 Adduct mixture Ex. Foam levellnmm., Increase No. Water-insoluble adduct Water-soluble adduct 75 C. in reflectence, Type Type Percent min. min. percent by wt 15 5 69. 7 2 DNF, Non lphenol plus 50 E0. 30 20 82. 8 o. 100 75 75.7 3 Nonylphenol plus 12 E0. 30 10 80.6 do. 100 80 10 81.4 4 ⁇ DNR 12 E Leuryl alcohol plus 15 150---. 25 10 82. 4 l ..d0 1 100 B5 10 81.1 Block polymer of 20% poly- 10 10 78. 3
- Example 7-10 In the same manner as in Example 1 the foaming capacity and detersive power were determined at 40 C. for detergents, the adduct mixture of which was composed of a water-insoluble dinonylphenol ethylene oxide adduct originating in a straight chain alpha-olefin mixture containing 8 to 12 carbon atoms was investigated with respect to foaming capaicty at C. and with respect to deter- O sive power at C. in the same manner as in Example 1.
- detergents composed according to the invention render the desired foam reduction even at low temperature, while maintaining or improving the washing effect.
- Percent C xiduct mixture 10 The use of an adduct mixture containing the three Na tripolyphosphate 35 components A, B and C mentioned above is illustrated by Nafcarbonate 15 20 the following examples in which the detergents used were Na su1phate 8 composed as follows:
- DNF dinonylphenol
- NF nonylphenol
- TFA ta1low fatty alcohol
- EO ethylene oxide unit
- Adduct mixture Increase in reflectance Ex. No. Water-insoluble Water-soluble Fom level in mm. in percent T P t T P 'r P t 6000' 40C 600 e ereen ype ereeu ype ereen W by wt. bywt. bywt. 0min. 5min. 0min. 5min. 25 NF plus 14 130...- 70 NF lus 10 E0 30 45 35 20 15 51.5 79.2 .do 40 NF plus 4 EO..-.- 30 o 30 16 10 15 10 52.3 81.6
- Example 19-25 show that the addition of the third component C substantially reduces the foaming capacity at the same time as the detersive power of the composition is maintained or improved.
- Example 25 shows a comparative test with a composition having a two-component adduct mixture and a composition having a three-component adduct mixture at low temperatures (40 and 60 C.). It appears from this example above all that at such a low temperature as 40 C. the immediate foam formation is reduced to Va by the addition of the third water insoluble but water-dispersible component C.
- a water-soluble surface-active detergent having a low foaming tendency and good cleansing power consisting essentially of (A) a member selected from the group consisting of water-soluble surface-active ethylene oxide adducts of a polypropylene glycol having a molecular weight of at least 1000, the ethylene oxide content in the adduct being within the range from about 20 to about 90%, primary and secondary aliphatic alcohols having from about eight to about twenty-four carbon atoms containing from about 4 to about 100 moles of ethylene oxide, and alkylphenols having from about eight to about twenty-four carbon atoms in the alkyl group and from one to three alkyl groups containing from about 7 to about 100 moles of ethylene oxide, in combination with (B) a water-insoluble water-dispersible surface-active dialkylphenol-ethylene oxide adduct having the formula cnlonzonn wherein a, b, and c are sufficiently large to provide an ethylene oxide content in the adduct within the range from about
- a detergent composition having low foaming tendency and good cleansing power consisting essentially of a water-soluble surface-active combination in accordance with claim 1 and water.
- a detergent composition in accordance with claim 1 containing, in addition, an inorganic builder.
- a detergent composition 111 accordance'withclaim"' 1 containing, in addition, sodium perborate as a bleaching agent.
- a water-soluble surface-active detergent in accordance with claim 1 wherein (A) is a block polymer comprising 20% polypropylene glycol of molecular weight 1750 and 80% ethylene oxide and (B) is a dinonylphenol-ethylene oxide adduct.
- a water-soluble surface-active detergent in accordance with claim 1 wherein (A) is a 3-methyl-4,6-dibutylphenol-ethylene oxide adduct containing 12 moles of ethylene oxide and (B) is a dialkylphenol-ethylene oxide adduct containing 14 moles of ethylene oxide and side chains originating in a straight chain alpha olefin mixture containing from eight to twelve carbon atoms.
- a water-soluble surface-active detergent in accordance with claim 1 wherein (A) is a dodecyl-phenolethylene oxide adduct containing 13 moles of ethylene oxide and (B) is a dialkylphenol-ethylene oxide adduct containing 14 moles of ethylene oxide and side chains originating in a straight alpha olefin mixture containing from eight to twelve carbon atoms.
- a water-soluble surface-active detergent in accordance with claim 1 containing, in addition, (C) a waterinsoluble water-dispersible ethylene oxide ether adduct having the formula wherein X is a member selected from the group consisting of alkyl groups having from about eight to about twenty-four carbon atoms, alkylphenyl groups having from about eight to about sixteen carbon atoms in the alkyl chain, dialkylphenyl groups having a total of from about twelve to about twenty-four carbon atoms in the alkyl chains, and trialkylphenyl groups having a total of from about eight to about twenty-four carbon atoms in the alkyl chains, and n is a number within the range from about two to about twenty-five sutficient to provide water-insolubility and water-dispersibility.
- a water-soluble surfaceactive detergent in accordance with claim 12 wherein (A) is a tallow fatty alcoholethylene oxide adduct containing 50 moles of ethylene oxide, (B) is a dinonylphenol-ethylene oxide adduct containing 14 moles of ethylene oxide and (C) is a nonylphenol-ethylene oxide adduct containing 4 moles of ethylene oxide.
- a water-soluble surface-active detergent in accordance with claim 12 wherein (A) is a dinonylphenolethylene oxide adduct containing 21 moles of ethylene oxide, (B) is a dinonylphenol-ethylene oxide adduct containing 14 moles of ethylene oxide and (C) is a nonylphenol-ethylene oxide adduct containing 4 moles of ethylene oxide.
- a water-soluble surface-active detergent in accordance with claim 12 wherein (A) is a tallow fatty alcoholethylene oxide adduct containing 50 moles of ethylene oxide. (B) is a dinonylphenol-ethylene oxide adduct containing 12 moles of ethylene oxide and (C) is a dodecylphenol-ethylene oxide adduct containing 14 moles of ethylene oxide.
- a water-solublesurface-active detergent in accordance with claim 12 wherein (A) is a fatty alcohol containing from about twelve to about eighteen carbon atomsethylene oxide adduct containing 7 moles of ethylene oxide, (B) is a dinonyl phenol-ethylene oxide adduct containing 12 moles of ethylene oxide and (C) is a tallow fatty alcohol-ethylene oxide adduct containing 6 moles of ethylene oxide.
- a water-soluble surface-active detergent in accordance with claim 12 wherein (A) is a nonylphenolethylene oxide adduct containing 10 moles of ethylene oxide, (B) is a dinonylphenol-ethylene oxide adduct containing 14 moles of ethylene oxide and (C) is a nonylphenol-ethylene oxide adduct containing 4 moles of ethylene oxide.
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)
- Structures Of Non-Positive Displacement Pumps (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SE12155/64A SE315968B (da) | 1964-10-09 | 1964-10-09 | |
| SE59865A SE339856B (da) | 1965-01-16 | 1965-01-16 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US3429822A true US3429822A (en) | 1969-02-25 |
Family
ID=26654160
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US494900A Expired - Lifetime US3429822A (en) | 1964-10-09 | 1965-10-11 | Detergent compositions |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US3429822A (da) |
| AT (1) | AT284998B (da) |
| BE (1) | BE670618A (da) |
| CA (1) | CA803475A (da) |
| CH (1) | CH479696A (da) |
| DE (1) | DE1467638A1 (da) |
| DK (1) | DK130687B (da) |
| FI (1) | FI45060C (da) |
| GB (1) | GB1118297A (da) |
| NL (1) | NL6513093A (da) |
| NO (1) | NO121911B (da) |
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3948819A (en) * | 1970-05-20 | 1976-04-06 | Minnesota Mining And Manufacturing Company | Cleaning composition |
| JPS52101400A (en) * | 1976-11-22 | 1977-08-25 | Nippon Atom Ind Group Co Ltd | Treating method of radioactive waste |
| JPS5365310A (en) * | 1977-10-24 | 1978-06-10 | Nippon Atom Ind Group Co Ltd | Detergent for removing radioactivity |
| US4234443A (en) * | 1978-03-24 | 1980-11-18 | Michael A. Canale | Composition and a method useful for making a fountain solution for lithographic printing operations |
| US4340509A (en) * | 1978-03-24 | 1982-07-20 | Michael A. Canale | Composition, concentrate and fountain solution for lithographic printing operations |
| US4374036A (en) * | 1980-04-16 | 1983-02-15 | Michael A. Canale | Composition and concentrate useful for making a fountain solution for lithographic printing operations |
| US4588516A (en) * | 1984-12-26 | 1986-05-13 | Schwartz Lenore F | Cleaning liquid and process of using same |
| US4689082A (en) * | 1985-10-28 | 1987-08-25 | Basf Corporation | Polymer composition |
| US5286300A (en) * | 1991-02-13 | 1994-02-15 | Man-Gill Chemical Company | Rinse aid and lubricant |
| US20030069152A1 (en) * | 2000-02-09 | 2003-04-10 | Dai-Uk Kim | Multipurpose, multifunctional complex cleaning and washing agent |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2243307C2 (de) * | 1972-09-02 | 1982-04-15 | Henkel KGaA, 4000 Düsseldorf | Feste Wasch- und Waschhilfsmittel mit einem Gehalt an vergrauungsverhütenden Zusätzen |
| DE2301728C2 (de) * | 1973-01-13 | 1982-09-02 | Henkel KGaA, 4000 Düsseldorf | Flüssiges Wasch- und Waschhilfsmittel mit einem Gehalt an vergrauungsverhütenden Zusätzen |
| US5362413A (en) * | 1984-03-23 | 1994-11-08 | The Clorox Company | Low-temperature-effective detergent compositions and delivery systems therefor |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB838975A (en) * | 1956-06-06 | 1960-06-22 | Gen Aniline & Film Corp | Low foaming detergent compositions |
| US3034839A (en) * | 1959-10-23 | 1962-05-15 | Kenney Mfg Co | Ball bearing assembly and loading apparatus |
| US3208949A (en) * | 1961-10-30 | 1965-09-28 | Lever Brothers Ltd | Liquid detergent composition |
| US3215633A (en) * | 1953-12-11 | 1965-11-02 | Gen Aniline & Film Corp | Low foaming detergent |
| US3255117A (en) * | 1963-10-08 | 1966-06-07 | Fmc Corp | Low-foaming dishwashing composition |
-
0
- CA CA803475A patent/CA803475A/en not_active Expired
-
1965
- 1965-10-07 BE BE670618D patent/BE670618A/xx unknown
- 1965-10-07 AT AT909365A patent/AT284998B/de not_active IP Right Cessation
- 1965-10-07 DE DE19651467638 patent/DE1467638A1/de active Pending
- 1965-10-08 DK DK517165AA patent/DK130687B/da unknown
- 1965-10-08 NL NL6513093A patent/NL6513093A/xx unknown
- 1965-10-08 CH CH1388665A patent/CH479696A/de not_active IP Right Cessation
- 1965-10-08 FI FI652392A patent/FI45060C/fi active
- 1965-10-08 NO NO160007A patent/NO121911B/no unknown
- 1965-10-08 GB GB42845/65A patent/GB1118297A/en not_active Expired
- 1965-10-11 US US494900A patent/US3429822A/en not_active Expired - Lifetime
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3215633A (en) * | 1953-12-11 | 1965-11-02 | Gen Aniline & Film Corp | Low foaming detergent |
| GB838975A (en) * | 1956-06-06 | 1960-06-22 | Gen Aniline & Film Corp | Low foaming detergent compositions |
| US3034839A (en) * | 1959-10-23 | 1962-05-15 | Kenney Mfg Co | Ball bearing assembly and loading apparatus |
| US3208949A (en) * | 1961-10-30 | 1965-09-28 | Lever Brothers Ltd | Liquid detergent composition |
| US3255117A (en) * | 1963-10-08 | 1966-06-07 | Fmc Corp | Low-foaming dishwashing composition |
Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3948819A (en) * | 1970-05-20 | 1976-04-06 | Minnesota Mining And Manufacturing Company | Cleaning composition |
| JPS52101400A (en) * | 1976-11-22 | 1977-08-25 | Nippon Atom Ind Group Co Ltd | Treating method of radioactive waste |
| JPS5365310A (en) * | 1977-10-24 | 1978-06-10 | Nippon Atom Ind Group Co Ltd | Detergent for removing radioactivity |
| US4234443A (en) * | 1978-03-24 | 1980-11-18 | Michael A. Canale | Composition and a method useful for making a fountain solution for lithographic printing operations |
| US4340509A (en) * | 1978-03-24 | 1982-07-20 | Michael A. Canale | Composition, concentrate and fountain solution for lithographic printing operations |
| US4374036A (en) * | 1980-04-16 | 1983-02-15 | Michael A. Canale | Composition and concentrate useful for making a fountain solution for lithographic printing operations |
| US4588516A (en) * | 1984-12-26 | 1986-05-13 | Schwartz Lenore F | Cleaning liquid and process of using same |
| US4689082A (en) * | 1985-10-28 | 1987-08-25 | Basf Corporation | Polymer composition |
| US5286300A (en) * | 1991-02-13 | 1994-02-15 | Man-Gill Chemical Company | Rinse aid and lubricant |
| US20030069152A1 (en) * | 2000-02-09 | 2003-04-10 | Dai-Uk Kim | Multipurpose, multifunctional complex cleaning and washing agent |
| EP1259586A4 (en) * | 2000-02-09 | 2003-05-14 | Amechem Inc | ALL PURPOSE CLEANER |
Also Published As
| Publication number | Publication date |
|---|---|
| CA803475A (en) | 1969-01-07 |
| BE670618A (da) | 1966-01-31 |
| NO121911B (da) | 1971-04-26 |
| FI45060C (fi) | 1972-03-10 |
| GB1118297A (en) | 1968-06-26 |
| DE1467638A1 (de) | 1969-03-20 |
| DK130687B (da) | 1975-03-24 |
| DK130687C (da) | 1975-10-13 |
| CH479696A (de) | 1969-10-15 |
| AT284998B (de) | 1970-10-12 |
| NL6513093A (da) | 1966-04-12 |
| FI45060B (da) | 1971-11-30 |
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