US2904514A - Textile cleaning solution - Google Patents
Textile cleaning solution Download PDFInfo
- Publication number
- US2904514A US2904514A US297163A US29716352A US2904514A US 2904514 A US2904514 A US 2904514A US 297163 A US297163 A US 297163A US 29716352 A US29716352 A US 29716352A US 2904514 A US2904514 A US 2904514A
- Authority
- US
- United States
- Prior art keywords
- gasoline
- cleaning
- cleaning solution
- stains
- solution
- 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
- 238000004140 cleaning Methods 0.000 title description 11
- 239000004753 textile Substances 0.000 title description 8
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 15
- 235000011007 phosphoric acid Nutrition 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- BHEPBYXIRTUNPN-UHFFFAOYSA-N hydridophosphorus(.) (triplet) Chemical class [PH] BHEPBYXIRTUNPN-UHFFFAOYSA-N 0.000 description 6
- 239000003973 paint Substances 0.000 description 6
- 239000003921 oil Substances 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 239000000049 pigment Substances 0.000 description 4
- -1 street dirt Substances 0.000 description 4
- 239000002253 acid Substances 0.000 description 3
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 125000004079 stearyl 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])C([H])([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 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
- 150000002903 organophosphorus compounds Chemical class 0.000 description 2
- 150000003014 phosphoric acid esters Chemical class 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- UWHCKJMYHZGTIT-UHFFFAOYSA-N tetraethylene glycol Chemical compound OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 229960000541 cetyl alcohol Drugs 0.000 description 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
- 239000012459 cleaning agent Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 1
- 125000003827 glycol group Chemical group 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000005555 metalworking Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 125000000962 organic group Chemical group 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- RLOWWWKZYUNIDI-UHFFFAOYSA-N phosphinic chloride Chemical compound ClP=O RLOWWWKZYUNIDI-UHFFFAOYSA-N 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 239000004071 soot Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- PHYFQTYBJUILEZ-IUPFWZBJSA-N triolein Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC(OC(=O)CCCCCCC\C=C/CCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCC PHYFQTYBJUILEZ-IUPFWZBJSA-N 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
- D06L1/00—Dry-cleaning or washing fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods
- D06L1/02—Dry-cleaning or washing fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods using organic solvents
- D06L1/04—Dry-cleaning or washing fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods using organic solvents combined with specific additives
Definitions
- This invention is based on the recognition that the removal of stains and particularly of oil, pigments and paint stains from textiles and clothing may be greatly facilitated and accelerated if certain organic derivatives of the phosphoric acid and particularly of the orthophosphoric acid being soluble in the gasoline and having a satisfactory wetting property for pigment dirt are dissolved in the same; these admixtures increase the cleaning and stain removing capacity of the gasoline in a surprisingly effective manner; they have in addition other advantages which will become apparent, as this specification proceeds; since they are water soluble they can be easily removed by water-washing. If not removed they are not harmful; moreover, they impart to the treated goods a welcome softness; they also enable the admixture of a small quantity of water to the gasoline, which is often highly welcome.
- the textiles to be cleaned may be entered into the gasoline solution of the organic phosphorous compounds without preliminary drying and having its natural moisture content; even the stain containing portions of the goods still being moist from a pretreatment need not to be carefully dried.
- the phosphorous compounds most advantageously usable for a dissolution in the gasoline are organic compounds of the phosphoric and particularly of the orthophosphoric acid which contain at least one surface active radical or residue per molecule.
- This radical may be of an aliphatic, cycloaliphatic, aromatic, mixed aliphaticaromatic or heterocyclic type and must contain at least 4 C-atoms; it may be bound to the phosphorous through the intermediary of a carbon, sulfur, nitrogen or oxygen atom.
- the phosphorous compounds are for the purposes of this invention preferably used as free acids, salts thereof or mixtures of the salts and the acids.
- tertiary phosphorous compounds that is compounds where all the hydrogen atoms of the phosphoric acid are substituted may be used for the instant purposes. Also in this case the introduction of hydrophilic groups into phosphoric acid molecule increases the usability of the instant cleaning liquids and this particularly if a small amount of Water is present in the gasoline solution.
- the admixture of the phosphoric acid derivatives to the gasoline should be preferably made Within 0.5 to 25 parts by Weight of the latter to about parts of the gasoline.
- Example 1 Two kilograms of a teritary ester of the orthophosphoric acid are dissolved in 100 liters of a commercial cleaning gasoline, the ester having been produced from 1 mol octadecyl alcohol, 2 mols of an octadecyl tetraglycol ether and 1 mol of (POCl The moistened soiled clothing is cleaned by means of this solution in the customary manner.
- a small quantity of about 0.5 to 1 liter water may be added to the phosphoric acid ester or the water may be added to the gasoline solution.
- Clothing having paint and pigment stains can be completely and quickly cleansed by the application of this cleaning solution.
- Example 2 4 kilograms of a 50 percent solution in gasoline of a phosphorous oxychloride primary ester of the orthophosphoric acid with cetyl alcohol, prepared at a slightly elevated' temperature, 1 liter of water are dissolved in 100 liters of gasoline.
- This solution may be effectively used to remove not only oil and paint stains but also stains resulting from metal working articles.
- a cleaning agent particularly for the removal of oil and paint stains from textiles. and articles of. clothing comprising a solution of about 100. parts by. weight of and gasoline, 2 parts by weight of tertiary orthophosphoric acid ester made with onernol of octadecyl alcoholl and two mols of octadecyl tetraglycol ether.
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Detergent Compositions (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEM10188A DE942466C (de) | 1951-07-06 | 1951-07-06 | Verfahren zur Reinigung von Kleidung und anderen Textilien |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US2904514A true US2904514A (en) | 1959-09-15 |
Family
ID=7295042
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US297163A Expired - Lifetime US2904514A (en) | 1951-07-06 | 1952-07-03 | Textile cleaning solution |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US2904514A (is") |
| CH (1) | CH307297A (is") |
| DE (1) | DE942466C (is") |
| FR (1) | FR1059510A (is") |
| GB (1) | GB721917A (is") |
| NL (1) | NL77048C (is") |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3162604A (en) * | 1960-05-10 | 1964-12-22 | Stamford Chemical Ind Inc | Dry cleaning solvent compositions |
| US3299123A (en) * | 1963-04-09 | 1967-01-17 | Monsanto Co | Substituted methylene diphosphonic acids and salts and esters thereof |
| US3335091A (en) * | 1965-02-08 | 1967-08-08 | Dow Chemical Co | Dry cleaning method and composition |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1112240B (de) * | 1956-06-14 | 1961-08-03 | Stockhausen & Cie Chem Fab | Verfahren zur Trockenreinigung |
| FR1371966A (fr) * | 1963-05-10 | 1964-09-11 | Kuhlmann Ets | Nouvelles compositions utiles pour le nettoyage à sec et leur procédé de fabrication |
Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB354300A (en) * | 1930-02-06 | 1931-08-06 | Ig Farbenindustrie Ag | Improvements in preparations for use in the treatment of textile materials with aqueous liquids |
| US1869312A (en) * | 1928-12-13 | 1932-07-26 | Combustion Utilities Corp | Phosphoric esters of tar acids and method for producing the same |
| US2091121A (en) * | 1934-09-12 | 1937-08-24 | Du Pont | Dry cleaning emulsion |
| US2327182A (en) * | 1939-01-14 | 1943-08-17 | Allied Chem & Dye Corp | Dry-cleaning composition |
| US2550982A (en) * | 1947-07-12 | 1951-05-01 | Petrolite Corp | Fog inhibited hydrocarbon product and method |
| US2718550A (en) * | 1950-11-30 | 1955-09-20 | Rca Corp | Combined direct current reinserter and variable threshold synchronizing signal separator |
| US2728643A (en) * | 1951-12-03 | 1955-12-27 | Tide Water Associated Oil Comp | Corrosion inhibited gasoline |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE619019C (de) * | 1929-04-06 | 1935-09-20 | Boehme Fettchemie Ges M B H | Verfahren zur Herstellung von sauren Phosphorsaeureestern hochmolekularer aliphatischer Alkohole |
| DE696317C (de) * | 1930-08-12 | 1940-09-18 | I G Farbenindustrie Akt Ges | eestern |
| US2026785A (en) * | 1934-01-08 | 1936-01-07 | Benjamin R Harris | Phosphoric acid esters of fatty acid monoglycerides |
| NL39171C (is") * | 1934-01-24 |
-
0
- NL NL77048D patent/NL77048C/xx active
-
1951
- 1951-07-06 DE DEM10188A patent/DE942466C/de not_active Expired
-
1952
- 1952-07-02 GB GB16682/52A patent/GB721917A/en not_active Expired
- 1952-07-03 US US297163A patent/US2904514A/en not_active Expired - Lifetime
- 1952-07-05 CH CH307297D patent/CH307297A/de unknown
- 1952-07-05 FR FR1059510D patent/FR1059510A/fr not_active Expired
Patent Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US1869312A (en) * | 1928-12-13 | 1932-07-26 | Combustion Utilities Corp | Phosphoric esters of tar acids and method for producing the same |
| GB354300A (en) * | 1930-02-06 | 1931-08-06 | Ig Farbenindustrie Ag | Improvements in preparations for use in the treatment of textile materials with aqueous liquids |
| US2091121A (en) * | 1934-09-12 | 1937-08-24 | Du Pont | Dry cleaning emulsion |
| US2327182A (en) * | 1939-01-14 | 1943-08-17 | Allied Chem & Dye Corp | Dry-cleaning composition |
| US2550982A (en) * | 1947-07-12 | 1951-05-01 | Petrolite Corp | Fog inhibited hydrocarbon product and method |
| US2718550A (en) * | 1950-11-30 | 1955-09-20 | Rca Corp | Combined direct current reinserter and variable threshold synchronizing signal separator |
| US2728643A (en) * | 1951-12-03 | 1955-12-27 | Tide Water Associated Oil Comp | Corrosion inhibited gasoline |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3162604A (en) * | 1960-05-10 | 1964-12-22 | Stamford Chemical Ind Inc | Dry cleaning solvent compositions |
| US3299123A (en) * | 1963-04-09 | 1967-01-17 | Monsanto Co | Substituted methylene diphosphonic acids and salts and esters thereof |
| US3335091A (en) * | 1965-02-08 | 1967-08-08 | Dow Chemical Co | Dry cleaning method and composition |
Also Published As
| Publication number | Publication date |
|---|---|
| CH307297A (de) | 1955-05-31 |
| DE942466C (de) | 1956-05-03 |
| FR1059510A (fr) | 1954-03-25 |
| NL77048C (is") | |
| GB721917A (en) | 1955-01-12 |
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