US3459666A - Liquid cleaning compositions - Google Patents
Liquid cleaning compositions Download PDFInfo
- Publication number
- US3459666A US3459666A US536982A US3459666DA US3459666A US 3459666 A US3459666 A US 3459666A US 536982 A US536982 A US 536982A US 3459666D A US3459666D A US 3459666DA US 3459666 A US3459666 A US 3459666A
- Authority
- US
- United States
- Prior art keywords
- weight
- sulfonic acid
- carbon atoms
- liquid
- cleaning compositions
- 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
- 239000007788 liquid Substances 0.000 title description 11
- 239000000203 mixture Substances 0.000 title description 7
- 238000004140 cleaning Methods 0.000 title description 6
- -1 amino alkane sulfonic acids Chemical class 0.000 description 20
- LWIHDJKSTIGBAC-UHFFFAOYSA-K tripotassium phosphate Chemical compound [K+].[K+].[K+].[O-]P([O-])([O-])=O LWIHDJKSTIGBAC-UHFFFAOYSA-K 0.000 description 19
- 125000004432 carbon atom Chemical group C* 0.000 description 12
- 239000003795 chemical substances by application Substances 0.000 description 8
- 235000011009 potassium phosphates Nutrition 0.000 description 8
- 238000005406 washing Methods 0.000 description 8
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- 125000000217 alkyl group Chemical group 0.000 description 6
- 235000008504 concentrate Nutrition 0.000 description 6
- 239000012141 concentrate Substances 0.000 description 6
- 229910000160 potassium phosphate Inorganic materials 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- 150000001768 cations Chemical class 0.000 description 5
- 150000003839 salts Chemical class 0.000 description 5
- 159000000000 sodium salts Chemical class 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 229920002994 synthetic fiber Polymers 0.000 description 4
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 239000003599 detergent Substances 0.000 description 3
- 239000001177 diphosphate Substances 0.000 description 3
- 238000004851 dishwashing Methods 0.000 description 3
- 125000004356 hydroxy functional group Chemical group O* 0.000 description 3
- 235000014666 liquid concentrate Nutrition 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 230000003287 optical effect Effects 0.000 description 3
- 235000019831 pentapotassium triphosphate Nutrition 0.000 description 3
- ATGAWOHQWWULNK-UHFFFAOYSA-I pentapotassium;[oxido(phosphonatooxy)phosphoryl] phosphate Chemical compound [K+].[K+].[K+].[K+].[K+].[O-]P([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O ATGAWOHQWWULNK-UHFFFAOYSA-I 0.000 description 3
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 3
- 229910001414 potassium ion Inorganic materials 0.000 description 3
- 150000003460 sulfonic acids Chemical class 0.000 description 3
- 239000012209 synthetic fiber Substances 0.000 description 3
- 239000004753 textile Substances 0.000 description 3
- 239000001226 triphosphate Substances 0.000 description 3
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
- 229920000742 Cotton Polymers 0.000 description 2
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical class OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 150000001340 alkali metals Chemical class 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 238000005282 brightening Methods 0.000 description 2
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 2
- 239000000543 intermediate Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 235000019817 tetrapotassium diphosphate Nutrition 0.000 description 2
- RYCLIXPGLDDLTM-UHFFFAOYSA-J tetrapotassium;phosphonato phosphate Chemical compound [K+].[K+].[K+].[K+].[O-]P([O-])(=O)OP([O-])([O-])=O RYCLIXPGLDDLTM-UHFFFAOYSA-J 0.000 description 2
- 229920003043 Cellulose fiber Polymers 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- CTKINSOISVBQLD-UHFFFAOYSA-N Glycidol Chemical compound OCC1CO1 CTKINSOISVBQLD-UHFFFAOYSA-N 0.000 description 1
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- 229920002292 Nylon 6 Polymers 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 239000012670 alkaline solution Substances 0.000 description 1
- 150000003973 alkyl amines Chemical class 0.000 description 1
- 150000001350 alkyl halides Chemical class 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 239000007844 bleaching agent Substances 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 239000000645 desinfectant Substances 0.000 description 1
- 230000000249 desinfective effect Effects 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 description 1
- XPPKVPWEQAFLFU-UHFFFAOYSA-J diphosphate(4-) Chemical compound [O-]P([O-])(=O)OP([O-])([O-])=O XPPKVPWEQAFLFU-UHFFFAOYSA-J 0.000 description 1
- 235000011180 diphosphates Nutrition 0.000 description 1
- 125000001033 ether group Chemical group 0.000 description 1
- 229940117927 ethylene oxide Drugs 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 159000000011 group IA salts Chemical class 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- IIACRCGMVDHOTQ-UHFFFAOYSA-N sulfamic acid Chemical compound NS(O)(=O)=O IIACRCGMVDHOTQ-UHFFFAOYSA-N 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 239000004758 synthetic textile Substances 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
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/18—Sulfonic acids or sulfuric acid esters; Salts thereof derived from amino alcohols
-
- 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
- C11D1/88—Ampholytes; Electroneutral compounds
-
- 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
- C11D3/02—Inorganic compounds ; Elemental compounds
- C11D3/04—Water-soluble compounds
- C11D3/06—Phosphates, including polyphosphates
Definitions
- Liquid cleaning compositions comprising an aqueous solution containing 20 to 50% of an alkaline potassium phosphate and 15 to 40% by weight of a water-soluble salt of amino alkane sulfonic acids.
- the liquid cleaning compositions of the invention are comprised of an aqueous solution containing 20 to 50% by weight of an alkaline acting potassium phosphate and 15 to 40% by weight of water-soluble salts of aminoalkane sulfonic acids of the formula N-Rr-SOaX wherein R is an aliphatic radical of 12 to 18 carbons which may be interrupted with ether or amino groups, R is an aliphatic radical of 1 to 6 carbon atoms substituted with l to 2 hydroxy which may also contain ether groups, R is selected from the group consisting of alkyl and hydroxy alkyl radicals of 1 to 6 carbon atoms and X is an organic or inorganic water soluble cation, at least 50%, preferably at least 70% of the total cations present being potassium ions.
- the said solutions are clear, aqueous alkaline reacting Washing and cleansing agents with a high content of phosphates and do not require any dissolving intermediates.
- the compositions can contain other known washing agent additives such 3,459,666 Patented Aug. 5, 1969 as silicates, optical brightening agents, disinfectants, whitening agents, agents to control foam and viscosity, etc.
- alkaline acting potassium phosphates which are well known are tripotassium orthophosphate, tetrapotassium diphosphate, pentapotassium triphosphate, etc.
- Suitable amino alkane sulfonates are the sodium salt of N-dodecyl-N-(fi-hydroxyethyl)-3-aminopropane-l-sulfonic acid, the potassium salt of N-(cocoalkyl) N-(B-hydroxyethyl)-3-amino-2-hydroxypropanel-sulfonic acid, wherein the cocoalkyl is a mixture of alkyl radicals of 12 to 18 carbon atoms, the sodium salt of N (4 oxahexadecyl) N-(2,3-dihydroxypropyl)-3- aminopropane-l-sulfonic acid, the potassium salt of N- (4 azahexadecyl) N hydroxymethyl-6-amino-hexanel-sulfonic acid, the sodium salt of N-(mixed alkyl of 16 to 18 carbon atoms) N (/3-hydroxypropyl)-2-aminoethane-l-sulfonic acid
- the salts of the said sulfonic acids are preferably alkali metal and amine salts.
- suitable amine salts are ethanolamine, diethanolamine, triethanolamine, diethylamine, butyl amine and other alkyl and hydroxyalkyl amines wherein the alkyl has 1 to 6 carbon atoms.
- the said aminoalkane sulfonates can be prepared by well known methods.
- One method comprises reacting a primary amine of the formula R NH with a salt of a haloalkane sulfonic acid or with cyclic anhydrides of oxyalkane sulfonic acid to obtain a sulfonic acid of the formula R NHR SO X and treating the latter with agents such as ethyleneoxide, propylene oxide, glycidol, etc. to introduce the R group.
- Another method comprises reacting an amino sulfonic acid of the formula NH R SO H with first an aliphatic halide having 12 to 18 carbon atoms and then with an agent to introduce the R radical such as by hydroxyethylation.
- aqueous concentrates of the invention are exceptionally stable for prolonged storage, entirely clear and remain homogenous even at relatively low temperatures. They are particularly suitable for washing textiles of cellulose and synthetic fibers and for the washing of dishes, tiles, etc. The amount used will depend upon what is being cleaned. As a rule, 0.3 to 1.0 gram of the liquid concentrate is used per liter of dishwashing solution and about 2 to 6 gm. of liquid concentrate per liter for washing synthetic or cotton textiles.
- Example I 25 parts by weight of tripotassium orthophosphate and 15 parts by weight of the sodium salt of N-(4-azahexadecyl) N-(fl-hydroxyethyl)-3-amino-2-hydroxypropane-l-sulfonic acid were added to 60 parts by weight of water to obtain a clear, homogenous liquid with good stability.
- the said liquid was especially suitable for cleaning tiles, floors, etc., and for washing dishes. If a more alkaline solution is desired, alkali metal hydroxides such as potassium hydroxide or sodium hydroxide may be added to the solution to obtain the desired pH.
- Example II One part by weight of a commercial optical brightening agent for synthetic fibers, 20 parts by weight of potassium salt of N-(cocoalkyl)-N-(,3-hydroxyethyl)-3-amino- 2-hydroxypropane-l-sulfonic acid and 40 parts by weight of pentapotassium triphosphate were dissolved in 39 parts by weight of water to obtain a homogeneous liquid, slightly opalescent because of the optical brightener.
- a commercial optical brightening agent for synthetic fibers 20 parts by weight of potassium salt of N-(cocoalkyl)-N-(,3-hydroxyethyl)-3-amino- 2-hydroxypropane-l-sulfonic acid and 40 parts by weight of pentapotassium triphosphate were dissolved in 39 parts by weight of water to obtain a homogeneous liquid, slightly opalescent because of the optical brightener.
- Example III Twenty parts by weight of the sodium salt of N-(4- azahexadecyl) N (B-hydroxyethyl)-2-aminoethane-1- sulfonic acid, 30 parts by weight of tetrapotassium diphosphate and 1 part by weight of formalin were dissolved in 49 parts by weight of water to obtain a liquid disinfecting, rinsing, washing and cleansing agent having good resistance to cold.
- aqueous cleaning concentrates consisting essentially of an aqueous solution containing 20 to 50% by weight of an alkaline acting potassium phosphate and 15 to 40% by weight of water soluble salts of aminoalkane sulfonic acids of the formula wherein R is selected from the group consisting of an aliphatic hydrocarbon radical of 12 to 18 carbon atoms and aliphatic hydrocarbon radicals of 12 to 18 carbon atoms interrupted with a group selected from the group consisting of ether oxygen and amino nitrogen, R is selected from the group consisting of an alkyl radical of 1 to 6 carbon atoms substituted with 1 to 2 hydroxy and alkyl radical of 1 to 6 carbon atoms substituted with 1 4 r to 2 hydroxy and ether oxygen, R is selected from the group consisting of alkyl and hydroxylalkyl radicals of 1 to 6 carbon atoms and X is a cation selected from the group consisting of alkali metal and alkyl amine and hydroxyalkyl amines having alkyl of
- a concentrate of claim 1 wherein the alkaline acting potassium phosphate is tetnapotassium diphosphate.
- a concentrate of claim 1 wherein the alkaline acting potassium phosphate is pentapotassium triphosphate. 5. A concentrate of claim 1 wherein the alkaline aoting potassium phosphate is tripotassium orthophosphate.
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)
- Inorganic Chemistry (AREA)
- Detergent Compositions (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEH55714A DE1274779B (de) | 1965-04-06 | 1965-04-06 | Fluessige, alkalische Spuel-, Wasch-, Reinigungsmittel |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US3459666A true US3459666A (en) | 1969-08-05 |
Family
ID=7159116
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US536982A Expired - Lifetime US3459666A (en) | 1965-04-06 | 1966-03-24 | Liquid cleaning compositions |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US3459666A (forum.php) |
| AT (1) | AT274992B (forum.php) |
| BE (1) | BE679135A (forum.php) |
| CH (1) | CH471889A (forum.php) |
| DE (1) | DE1274779B (forum.php) |
| ES (1) | ES325148A1 (forum.php) |
| FR (1) | FR1474534A (forum.php) |
| GB (1) | GB1068988A (forum.php) |
| NL (1) | NL6603677A (forum.php) |
| SE (1) | SE314761B (forum.php) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2559500B2 (ja) * | 1989-10-06 | 1996-12-04 | 花王株式会社 | 洗浄剤組成物 |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2746930A (en) * | 1949-05-12 | 1956-05-22 | Monsanto Chemicals | Process for making detergent compositions |
| DE1020144B (de) * | 1956-07-02 | 1957-11-28 | Dehydag Gmbh | Wasch- und Reinigungsmittel |
| US3052635A (en) * | 1960-12-14 | 1962-09-04 | Colgate Palmolive Co | Liquid laundering compositions |
| US3079416A (en) * | 1958-12-01 | 1963-02-26 | Rohm & Haas | Surfactant compositions |
| US3145178A (en) * | 1958-12-01 | 1964-08-18 | Rohm & Haas | Alkaline metal cleaning compositions and process of using same |
| US3346873A (en) * | 1962-08-10 | 1967-10-10 | Procter & Gamble | Liquid detergent composition containing solubilizing electrolytes |
-
1965
- 1965-04-06 DE DEH55714A patent/DE1274779B/de active Pending
-
1966
- 1966-03-21 NL NL6603677A patent/NL6603677A/xx unknown
- 1966-03-24 US US536982A patent/US3459666A/en not_active Expired - Lifetime
- 1966-04-01 SE SE4392/66A patent/SE314761B/xx unknown
- 1966-04-04 FR FR56304A patent/FR1474534A/fr not_active Expired
- 1966-04-05 GB GB15001/66A patent/GB1068988A/en not_active Expired
- 1966-04-05 AT AT324366A patent/AT274992B/de active
- 1966-04-05 ES ES0325148A patent/ES325148A1/es not_active Expired
- 1966-04-05 CH CH492366A patent/CH471889A/de not_active IP Right Cessation
- 1966-04-06 BE BE679135D patent/BE679135A/xx unknown
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2746930A (en) * | 1949-05-12 | 1956-05-22 | Monsanto Chemicals | Process for making detergent compositions |
| DE1020144B (de) * | 1956-07-02 | 1957-11-28 | Dehydag Gmbh | Wasch- und Reinigungsmittel |
| US3079416A (en) * | 1958-12-01 | 1963-02-26 | Rohm & Haas | Surfactant compositions |
| US3145178A (en) * | 1958-12-01 | 1964-08-18 | Rohm & Haas | Alkaline metal cleaning compositions and process of using same |
| US3052635A (en) * | 1960-12-14 | 1962-09-04 | Colgate Palmolive Co | Liquid laundering compositions |
| US3346873A (en) * | 1962-08-10 | 1967-10-10 | Procter & Gamble | Liquid detergent composition containing solubilizing electrolytes |
Also Published As
| Publication number | Publication date |
|---|---|
| DE1274779B (de) | 1968-08-08 |
| ES325148A1 (es) | 1967-02-16 |
| GB1068988A (en) | 1967-05-17 |
| BE679135A (forum.php) | 1966-10-06 |
| AT274992B (de) | 1969-10-10 |
| CH471889A (de) | 1969-04-30 |
| SE314761B (forum.php) | 1969-09-15 |
| NL6603677A (forum.php) | 1966-10-07 |
| FR1474534A (fr) | 1967-03-24 |
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