US3817863A - Detergent formulations - Google Patents
Detergent formulations Download PDFInfo
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- US3817863A US3817863A US00283013A US28301372A US3817863A US 3817863 A US3817863 A US 3817863A US 00283013 A US00283013 A US 00283013A US 28301372 A US28301372 A US 28301372A US 3817863 A US3817863 A US 3817863A
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- surfactant
- sodium
- detergent formulations
- detergent
- builder
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- 239000000203 mixture Substances 0.000 title abstract description 22
- 239000003599 detergent Substances 0.000 title abstract description 20
- 238000009472 formulation Methods 0.000 title description 19
- 239000004094 surface-active agent Substances 0.000 abstract description 13
- 150000004677 hydrates Chemical class 0.000 abstract description 3
- WOJROSHQOLHYBT-UHFFFAOYSA-J tetrapotassium;oxolane-2,2,5,5-tetracarboxylate Chemical compound [K+].[K+].[K+].[K+].[O-]C(=O)C1(C([O-])=O)CCC(C([O-])=O)(C([O-])=O)O1 WOJROSHQOLHYBT-UHFFFAOYSA-J 0.000 abstract description 3
- 238000004140 cleaning Methods 0.000 abstract description 2
- -1 reinforcer Substances 0.000 description 19
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 239000000463 material Substances 0.000 description 7
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 5
- 229910052698 phosphorus Inorganic materials 0.000 description 5
- 239000011574 phosphorus Substances 0.000 description 5
- 239000002563 ionic surfactant Substances 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- 239000011734 sodium Substances 0.000 description 4
- 229910052708 sodium Inorganic materials 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 239000002888 zwitterionic surfactant Substances 0.000 description 4
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 3
- 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 3
- 125000002252 acyl group Chemical group 0.000 description 3
- 229910052783 alkali metal Inorganic materials 0.000 description 3
- 125000000129 anionic group Chemical group 0.000 description 3
- 239000003945 anionic surfactant Substances 0.000 description 3
- 150000002825 nitriles Chemical class 0.000 description 3
- 239000002736 nonionic surfactant Substances 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 2
- 229920000742 Cotton Polymers 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
- 150000001340 alkali metals Chemical class 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 150000001408 amides Chemical class 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 238000012851 eutrophication Methods 0.000 description 2
- 229910052938 sodium sulfate Inorganic materials 0.000 description 2
- 235000011152 sodium sulphate Nutrition 0.000 description 2
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 1
- RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical class OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 1
- JAYDYGYGBYCACD-UHFFFAOYSA-N C(CCCCCCCCCCC)CCCN.[Na] Chemical compound C(CCCCCCCCCCC)CCCN.[Na] JAYDYGYGBYCACD-UHFFFAOYSA-N 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- IMQLKJBTEOYOSI-GPIVLXJGSA-N Inositol-hexakisphosphate Chemical class OP(O)(=O)O[C@H]1[C@H](OP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@H](OP(O)(O)=O)[C@H](OP(O)(O)=O)[C@@H]1OP(O)(O)=O IMQLKJBTEOYOSI-GPIVLXJGSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- IMQLKJBTEOYOSI-UHFFFAOYSA-N Phytic acid Chemical class OP(O)(=O)OC1C(OP(O)(O)=O)C(OP(O)(O)=O)C(OP(O)(O)=O)C(OP(O)(O)=O)C1OP(O)(O)=O IMQLKJBTEOYOSI-UHFFFAOYSA-N 0.000 description 1
- 229920000388 Polyphosphate Polymers 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 239000004115 Sodium Silicate Substances 0.000 description 1
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 1
- RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical compound O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000002671 adjuvant Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 229910000288 alkali metal carbonate Inorganic materials 0.000 description 1
- 150000008041 alkali metal carbonates Chemical class 0.000 description 1
- 125000005210 alkyl ammonium group Chemical group 0.000 description 1
- 150000008055 alkyl aryl sulfonates Chemical class 0.000 description 1
- 150000008051 alkyl sulfates Chemical class 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 239000002280 amphoteric surfactant Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- SRSXLGNVWSONIS-UHFFFAOYSA-M benzenesulfonate Chemical compound [O-]S(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-M 0.000 description 1
- 229940077388 benzenesulfonate Drugs 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 150000001642 boronic acid derivatives Chemical class 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 150000007942 carboxylates Chemical class 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical class OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- GVGUFUZHNYFZLC-UHFFFAOYSA-N dodecyl benzenesulfonate;sodium Chemical compound [Na].CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 GVGUFUZHNYFZLC-UHFFFAOYSA-N 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- LVJNUMIKCVDHRM-UHFFFAOYSA-N hexadecyl-dimethyl-propylsulfonyloxyazanium Chemical compound CCCCCCCCCCCCCCCC[N+](C)(C)OS(=O)(=O)CCC LVJNUMIKCVDHRM-UHFFFAOYSA-N 0.000 description 1
- 230000036571 hydration Effects 0.000 description 1
- 238000006703 hydration reaction Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 125000005113 hydroxyalkoxy group Chemical group 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- 150000002513 isocyanates Chemical class 0.000 description 1
- MGFYIUFZLHCRTH-UHFFFAOYSA-N nitrilotriacetic acid Chemical class OC(=O)CN(CC(O)=O)CC(O)=O MGFYIUFZLHCRTH-UHFFFAOYSA-N 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
- 230000003287 optical effect Effects 0.000 description 1
- RZZIKHSWRWWPAN-UHFFFAOYSA-N oxolane-2-carbonitrile Chemical compound N#CC1CCCO1 RZZIKHSWRWWPAN-UHFFFAOYSA-N 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 239000000467 phytic acid Chemical class 0.000 description 1
- 229940068041 phytic acid Drugs 0.000 description 1
- 235000002949 phytic acid Nutrition 0.000 description 1
- 229920005646 polycarboxylate Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 239000001205 polyphosphate Substances 0.000 description 1
- 235000011176 polyphosphates Nutrition 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 239000012047 saturated solution Substances 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 239000001509 sodium citrate Chemical class 0.000 description 1
- NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical class O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 description 1
- 229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 description 1
- 229910052911 sodium silicate Inorganic materials 0.000 description 1
- 235000019832 sodium triphosphate Nutrition 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 239000013589 supplement Substances 0.000 description 1
- 230000000576 supplementary effect Effects 0.000 description 1
- 229960004418 trolamine Drugs 0.000 description 1
- KJIOQYGWTQBHNH-UHFFFAOYSA-N undecanol Chemical compound CCCCCCCCCCCO KJIOQYGWTQBHNH-UHFFFAOYSA-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
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/2096—Heterocyclic compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/04—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D307/18—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D307/24—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
Definitions
- Detergent formulations generally comprise a surfactant in combination with a material which serves as an adjuvant, reinforcer, supplement, augmentor, potentiator and/ or benefactor, such material being generally referred to as a detergency builder.
- the formulations of this invention comprise a detergent surfactant in combination with tetrasodium or tetrapotassium tetrahydrofuran-2,2, 5,5-tetracarboxylates or their hydrates.
- the formulations of this invention will be understood from the following description of the preferred embodiments.
- the essential ingredients of the formulations of this invention are a detergency builder and a surfactant.
- the builders characterizing the formulations of this invention are tetra alkali metal 2,2,5,5 tetracarboxylates represented by the formula MOOO/ ⁇ COOM COOM United States Patent "ice cyanotetrahydrofuran is known to those skilled in the art, its preparation being described, for example, in US. Pat. 3,317,567.
- the use of the colorless crystalline form of the builder such as obtained by addition of the nitrile to an aqueous solution of sodium hydroxide or potassium hydroxide wherein the concentration of the base is maintained in excess of that stoichiometrically required to hydrolyze the nitrile is preferred. (If the carboxylate is prepared by addition of the hydroxide to the nitrile, undesirable color formation occurs.)
- the detergent formulations of this invention will contain from 1 to by weight, preferably from 5 to 50% by weight, of the tetra alkali metal tetrahydrofuran-2,2, 5,5-tetracarboxylate.
- These compounds can be utilized as the sole detergency builder or employed in combination with other known detergency builders such as water soluble inorganic builder salts, for example, alkali metal carbonates, borates, phosphates, polyphosphates, bicarbonates, silicates or organic builders such as salts of nitrilotriacetic acid, phytic acid, sodium citrate, water soluble polymeric polycarboxylates such as described in US. Pat. 3,308,067 and the like.
- the detergent formulations will additionally contain at least 8% by weight of a surfactant. Any of the numerous well known anionic, nonionic, zwitterionic or ampholytic surfactants can be employed.
- anionic surfactants include alkyl ether sulfonates, alkyl sulfates, acyl sarcosinates; acyl esters of isocyanates, acyl N-methyl taurides, and alkyl aryl sulfonates.
- the foregoing materials are used in the form of their water-soluble sodium, potassium, ammonium and alkyl ammonium salts. Specific examples include sodium lauryl sulfate; sodium N- methyl lauryl tauride; sodium dodecyl benzene sulfonate; and triethanol amine undecanol benzene sulfonate.
- nonionic detergents include alkyl phenol and alcohol alkoxylates including condensates of l-decanol or l-undecanol with from 3 to 5 molecular proportions of ethylene oxide; condensates of monohydroxy or polyhydroxy alcohols such as oleyl alcohol or l-tridecanol with from 9 to 15 molecular proportions of ethylene oxides; alkyl internal vicinal dialkoxy or hydroxy alkoxy compounds as described in US. patent application Ser. No. 197,504 filed Nov. 10, 1971 and copending herewith; and condensates of alkylene oxides with organo amines, for example, ethylene diamine and amides such as N-octadecyl diethanol amide.
- Suitable ampholytic surfactants include the amido alkene sulfonates such as sodium C-pentadecyl, N-methyl amido ethyl sulfonate potassium C-octyl N-naphthalene amido propyl sulfonate; ammonium C-decyl, N-cyclo propyl amido butyl sulfonate, and aliphatic amine derivatives in which the aliphatic substituent contains an anionic watersolubilizing substituent such as a carboxy, sulfo, phosphato, or phosphino group, for example, sodium-3-dodecyl amino propionate and sodium-3-dodecyl amino propane sulfon'ate.
- amido alkene sulfonates such as sodium C-pentadecyl, N-methyl amido ethyl sulfonate potassium C-octyl N-naphthalene amid
- zwitterionic surfactants include derivatives of quaternary ammonium phosphonium and sulfonium compounds such as 3 (N,N-dimethyl-N-hexadecyl ammonio) propane-l-sulfonate and 3-(N,N-dimethyl-N-hexadecyl ammonio-Z-hydroxy propane-l-sulfonate).
- surfactants are by no means comprehensive. Numerous other surfactants are known to those skilled in the art and are set forth in such familiar references as Surface Active Agents by A. M. Schwartz and James W. Perry. It will be further understood that the use of such surfactants will be in accordance with conventional, well-understood practices of detergent formulation. For example, cationic and anionic detergents will not normal- 1y be employed in combination due to recognized problems of precipitation of insoluble products.
- the ratio of the detergency building components to the surfactant components will be in the range of from 1:2 to about 12:1 by Weight.
- the detergent formulations may contain fillers such as sodium sulfate and minor amounts of bleaches, dyes, optical brighteners, soil anti-redeposition agents, perfumes and similar conventional detergent formulation additives.
- Colorless crystalline product is separated by filtration, washed with a saturated solution of the salt and dried.
- the product after drying at 60 C., is analyzed as being tetrasodium-2,2,5,S-tetrahydrofurantetracarboxylate containing 1.5-2 moles water of hydration. Drying the product for about 4 hours at 200 C. yields anhydrous tetrasodim-2,2,5,5-tetrahydrofurantetracarboxylate.
- EXAMPLE III Detergent formulations containing 12% linear alkylbenzene sulfonate having an average-alkyl chain length of about 12 carbon atoms; from 5 to 75% of the product produced by the procedures of Examples I and H; 12% sodium silicate having an SiO to Na O ratio of about 2:4; and a quantity of sodium sulfate sufiicient to equal 100% are found, in conventional laundry operations, to clean soiled samples of cotton and polyester/cotton broadcloth substantially better than otherwise identical formulations containing no builder.
- Neodol 45-11 a nonionic surfactant which is an adduct of a modified oxo type C -C alcohol with an average of 11 moles of ethylene oxide
- Comparable results are obtained.
- Example V The tests of Example III are repeated with a detergent formulation wherein sodium hydroxyalkyl (C -C alkyl chain length) N-methyl laurate; an ampholytic surfactant, is substituted for the alkylbenzene sulfonate. Comparable results are obtained.
- Example VI The tests of Example III are repeated with a detergent formulation wherein cocodimethylsulfopropylbetaine, a zwitterionic surfactant is substituted for the alkylbenzene sulfonate. Comparable results are obtained.
- a detergent composition consisting essentially of at least 8% by weight of a surfactant selected from the group consisting of anionic, nonionic, zwitterionic, ampholytic and amphoteric surfactants and from 1% to by weight of a detergency builder compound represented by the formula M000 0 000M ⁇ C/ ⁇ C/ mooon: $90001 UNITED STATES PATENTS 2,264,103 11/1941 Tucker 252-89 3,308,067 3/1967 Diehl 252-89 3,580,852 5/1971 Yang 260347.3
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Emergency Medicine (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Detergent Compositions (AREA)
Abstract
DETERGENT FORMULATIONS COMPRISING A SURFACTANT AND TETRASODIUM OR TETRAPOTASSIUM TETRAHYDROFURAN-2,2,5,5TETRACARBOXYLATE OR HYDRATES THEREOF AS A BUILDER EXHIBIT EFFECTIVE CLEANING ACTION.
Description
3,817,863 DETERGENT FORMULATIONS Chung Yu Shen, St. Louis, Mo., assignor to Monsanto Company, St. Louis, M0. N Drawing. Filed Aug. 23, 1972, Ser. No. 283,013 Int. Cl. C11d 3/20 US. Cl. 252-89 5 Claims ABSTRACT OF THE DISCLOSURE Detergent formulations comprising a surfactant and tetrasodium or tetrapotassium tetrahydrofuran-2,2,5,5- tetracarboxylate or hydrates thereof as a builder exhibit effective cleaning action.
BACKGROUND OF THE INVENTION Detergent formulations generally comprise a surfactant in combination with a material which serves as an adjuvant, reinforcer, supplement, augmentor, potentiator and/ or benefactor, such material being generally referred to as a detergency builder.
The selection of materials which are effective detergency builders is a complex matter empirical in nature and not accurately predictable from known characteristics of the materials.
Many known materials employed as detergency builders have been characterized by high phosphorus content such as the alkali metal tripolyphosphates. In view of suggestions by some researchers that phosphorus containing materials may accelerate eutrophication processes in some aquatic environments where other factors essential to the eutrophication process are present, extensive interest has developed in providing detergent formulations free of phosphorus or characterized by a significantly reduced phosphorus content.
SUMMARY OF THE INVENTION It is an object of this invention to provide novel detergent formulations containing a novel phosphorus free detergency builder. Generally, the formulations of this invention comprise a detergent surfactant in combination with tetrasodium or tetrapotassium tetrahydrofuran-2,2, 5,5-tetracarboxylates or their hydrates. The formulations of this invention will be understood from the following description of the preferred embodiments.
DESCRIPTION OF THE PREFERRED EMBODIMENTS The essential ingredients of the formulations of this invention are a detergency builder and a surfactant.
The builders characterizing the formulations of this invention are tetra alkali metal 2,2,5,5 tetracarboxylates represented by the formula MOOO/ \COOM COOM United States Patent "ice cyanotetrahydrofuran is known to those skilled in the art, its preparation being described, for example, in US. Pat. 3,317,567. The use of the colorless crystalline form of the builder such as obtained by addition of the nitrile to an aqueous solution of sodium hydroxide or potassium hydroxide wherein the concentration of the base is maintained in excess of that stoichiometrically required to hydrolyze the nitrile is preferred. (If the carboxylate is prepared by addition of the hydroxide to the nitrile, undesirable color formation occurs.)
The detergent formulations of this invention will contain from 1 to by weight, preferably from 5 to 50% by weight, of the tetra alkali metal tetrahydrofuran-2,2, 5,5-tetracarboxylate. These compounds can be utilized as the sole detergency builder or employed in combination with other known detergency builders such as water soluble inorganic builder salts, for example, alkali metal carbonates, borates, phosphates, polyphosphates, bicarbonates, silicates or organic builders such as salts of nitrilotriacetic acid, phytic acid, sodium citrate, water soluble polymeric polycarboxylates such as described in US. Pat. 3,308,067 and the like.
The detergent formulations will additionally contain at least 8% by weight of a surfactant. Any of the numerous well known anionic, nonionic, zwitterionic or ampholytic surfactants can be employed.
Examples of suitable anionic surfactants include alkyl ether sulfonates, alkyl sulfates, acyl sarcosinates; acyl esters of isocyanates, acyl N-methyl taurides, and alkyl aryl sulfonates. The foregoing materials are used in the form of their water-soluble sodium, potassium, ammonium and alkyl ammonium salts. Specific examples include sodium lauryl sulfate; sodium N- methyl lauryl tauride; sodium dodecyl benzene sulfonate; and triethanol amine undecanol benzene sulfonate.
Examples of suitable nonionic detergents include alkyl phenol and alcohol alkoxylates including condensates of l-decanol or l-undecanol with from 3 to 5 molecular proportions of ethylene oxide; condensates of monohydroxy or polyhydroxy alcohols such as oleyl alcohol or l-tridecanol with from 9 to 15 molecular proportions of ethylene oxides; alkyl internal vicinal dialkoxy or hydroxy alkoxy compounds as described in US. patent application Ser. No. 197,504 filed Nov. 10, 1971 and copending herewith; and condensates of alkylene oxides with organo amines, for example, ethylene diamine and amides such as N-octadecyl diethanol amide.
Suitable ampholytic surfactants include the amido alkene sulfonates such as sodium C-pentadecyl, N-methyl amido ethyl sulfonate potassium C-octyl N-naphthalene amido propyl sulfonate; ammonium C-decyl, N-cyclo propyl amido butyl sulfonate, and aliphatic amine derivatives in which the aliphatic substituent contains an anionic watersolubilizing substituent such as a carboxy, sulfo, phosphato, or phosphino group, for example, sodium-3-dodecyl amino propionate and sodium-3-dodecyl amino propane sulfon'ate.
Examples of zwitterionic surfactants include derivatives of quaternary ammonium phosphonium and sulfonium compounds such as 3 (N,N-dimethyl-N-hexadecyl ammonio) propane-l-sulfonate and 3-(N,N-dimethyl-N-hexadecyl ammonio-Z-hydroxy propane-l-sulfonate).
It will be understood that the above examples of sup plementary surfactants are by no means comprehensive. Numerous other surfactants are known to those skilled in the art and are set forth in such familiar references as Surface Active Agents by A. M. Schwartz and James W. Perry. It will be further understood that the use of such surfactants will be in accordance with conventional, well-understood practices of detergent formulation. For example, cationic and anionic detergents will not normal- 1y be employed in combination due to recognized problems of precipitation of insoluble products.
In accordance with general practice, the ratio of the detergency building components to the surfactant components will be in the range of from 1:2 to about 12:1 by Weight.
In addition to surfactant and builder components, the detergent formulations may contain fillers such as sodium sulfate and minor amounts of bleaches, dyes, optical brighteners, soil anti-redeposition agents, perfumes and similar conventional detergent formulation additives.
The invention is further illustrated by the following examples wherein all parts and percentages are by weight unless otherwise indicated.
EXAMPLE I About 172 grams of 2,2,5,S-tetracyanotetrahydrofuran is added to 1000 grams of a stirred 27% by weight aqueous sodium hydroxide solution maintained at 75 C. and the reaction medium is maintained at such temperature until NI-I evolution ceases.
Colorless crystalline product is separated by filtration, washed with a saturated solution of the salt and dried.
The product, after drying at 60 C., is analyzed as being tetrasodium-2,2,5,S-tetrahydrofurantetracarboxylate containing 1.5-2 moles water of hydration. Drying the product for about 4 hours at 200 C. yields anhydrous tetrasodim-2,2,5,5-tetrahydrofurantetracarboxylate.
EXAMPLE II The procedure described in Example I above is repeated with the exception that potassium hydroxide is substituted for sodium hydroxide. The corresponding tetrapotassium salt products are obtained.
EXAMPLE III Detergent formulations containing 12% linear alkylbenzene sulfonate having an average-alkyl chain length of about 12 carbon atoms; from 5 to 75% of the product produced by the procedures of Examples I and H; 12% sodium silicate having an SiO to Na O ratio of about 2:4; and a quantity of sodium sulfate sufiicient to equal 100% are found, in conventional laundry operations, to clean soiled samples of cotton and polyester/cotton broadcloth substantially better than otherwise identical formulations containing no builder.
EXAMPLE IV The tests of Example III above are repeated using a detergent formulation in which Neodol 45-11 (a nonionic surfactant which is an adduct of a modified oxo type C -C alcohol with an average of 11 moles of ethylene oxide) is substituted for the alkylbenzene sulfonate. Comparable results are obtained.
EXAMPLE V The tests of Example III are repeated with a detergent formulation wherein sodium hydroxyalkyl (C -C alkyl chain length) N-methyl laurate; an ampholytic surfactant, is substituted for the alkylbenzene sulfonate. Comparable results are obtained.
EXAMPLE VI The tests of Example III are repeated with a detergent formulation wherein cocodimethylsulfopropylbetaine, a zwitterionic surfactant is substituted for the alkylbenzene sulfonate. Comparable results are obtained.
What is claimed is:
1. A detergent composition consisting essentially of at least 8% by weight of a surfactant selected from the group consisting of anionic, nonionic, zwitterionic, ampholytic and amphoteric surfactants and from 1% to by weight of a detergency builder compound represented by the formula M000 0 000M \C/ \C/ mooon: $90001 UNITED STATES PATENTS 2,264,103 11/1941 Tucker 252-89 3,308,067 3/1967 Diehl 252-89 3,580,852 5/1971 Yang 260347.3
WILLIAM E. SCHULZ, Primary Examiner US. Cl. X.R. 252-435
Priority Applications (6)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US00283013A US3817863A (en) | 1972-08-23 | 1972-08-23 | Detergent formulations |
DE19732342468 DE2342468A1 (en) | 1972-08-23 | 1973-08-22 | DETERGENT BUILDERS AND DETERGENT FORMULATIONS |
JP9340473A JPS4960306A (en) | 1972-08-23 | 1973-08-22 | |
GB3975273A GB1407105A (en) | 1972-08-23 | 1973-08-22 | Alkali metal tetrahydrofuran tetracarboxylates |
IT2810273A IT998453B (en) | 1972-08-23 | 1973-08-22 | IMPROVING DETERGENT COMPOUNDS AND DETERGENT FORMULATIONS |
CA179,455A CA998058A (en) | 1972-08-23 | 1973-08-22 | Detergency builder compounds and detergent formulations |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US00283013A US3817863A (en) | 1972-08-23 | 1972-08-23 | Detergent formulations |
Publications (1)
Publication Number | Publication Date |
---|---|
US3817863A true US3817863A (en) | 1974-06-18 |
Family
ID=23084111
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US00283013A Expired - Lifetime US3817863A (en) | 1972-08-23 | 1972-08-23 | Detergent formulations |
Country Status (1)
Country | Link |
---|---|
US (1) | US3817863A (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3923679A (en) * | 1973-08-02 | 1975-12-02 | Monsanto Co | Salts of tetrahydrofuran polycarboxylic acids as detergent builders and complexing agents |
US4102903A (en) * | 1977-01-05 | 1978-07-25 | Monsanto Company | Tetrahydropyran and 1,4-dioxane polycarboxylate compounds, methods for making such compounds and compositions and methods employing same |
US4158635A (en) * | 1977-12-05 | 1979-06-19 | Monsanto Company | Detergent formulations containing tetrahydropyran or 1,4-dioxane polycarboxylates and method for using same |
-
1972
- 1972-08-23 US US00283013A patent/US3817863A/en not_active Expired - Lifetime
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3923679A (en) * | 1973-08-02 | 1975-12-02 | Monsanto Co | Salts of tetrahydrofuran polycarboxylic acids as detergent builders and complexing agents |
US4102903A (en) * | 1977-01-05 | 1978-07-25 | Monsanto Company | Tetrahydropyran and 1,4-dioxane polycarboxylate compounds, methods for making such compounds and compositions and methods employing same |
US4158635A (en) * | 1977-12-05 | 1979-06-19 | Monsanto Company | Detergent formulations containing tetrahydropyran or 1,4-dioxane polycarboxylates and method for using same |
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