US2904514A - Textile cleaning solution - Google Patents

Textile cleaning solution Download PDF

Info

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
Application number
US297163A
Inventor
Nusslein Joseph
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
GEA Group AG
Original Assignee
Metallgesellschaft AG
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Metallgesellschaft AG filed Critical Metallgesellschaft AG
Application granted granted Critical
Publication of US2904514A publication Critical patent/US2904514A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06LDRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
    • D06L1/00Dry-cleaning or washing fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods
    • D06L1/02Dry-cleaning or washing fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods using organic solvents
    • D06L1/04Dry-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)

Description

United States Patent TEXTILE CLEANING SOLUTION Joseph Niisslein, Frankfurt am Main, Germany, assignor to Metallgesellschaft Aktiengesellschaft, Frankfurt, Germany, a corporation of Germany N0 Drawing. Application July 3, 1952 Serial No. 297,163
Claims priority, application Germany July 6, 1951 1 Claim. (Cl. 252-171) This invention relates to means and methods for cleaning textiles and particularly articles of clothing; the invention particularly serves the removal of oil and paint or pigment stains.
The removal of this type of stains from the textiles and from the clothing, suits, coats, covers, curtains, rugs, is generally effected by the application of cleaning gasoline; this particularly applies to the removal of oil, paint, street dirt, soot and the like. It is a Well established experience that the customary cleaning media such as cleaning gasoline and similar organic solvents, for instance, certain chlorinated hydrocarbons do not operate satisfactorily. Repeated washing of the treated articles is therefore required to completely remove the stains and this greatly prolongs and complicates the work. Moreover, the treated articles undergo by the repeated treatment a reduction of the color, the wearing capacity and the shape.
Many attempts have been made to improve the cleaning capacity of gasoline by the admixture to the same of acid olein soaps and the like substances; these attempts have not been successful. Moreover, the presence of the named substances in the textiles is most undesirable, as they are not water soluble and actually increase the danger of quick soiling.
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.
Moreover, the danger that the gasoline may be ignited due to electrostatic loading is greatly reduced by the presence of the organic phosphorous compounds and salts thereof.
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.
When two or three surface active radicals are present in the same molecule they may be equal 0; different and they may be bound to the phosphorous equally or difierently.
The application of the above described type of organic groups which are adapted to accumulate or introduce Water is particularly desirable. If such groups for instance one or several glycol radicals are entered into the phosphoric acid ester molecule, for instance, as polyglycol ethers, care must be taken that the solubility of the phosphorous compounds in the gasoline is preserved, as the same may be reduced by a concentrated accumulation of glycol residues or radicals.
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.
Also 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.
Since certain changes in carrying out the above process could be made without departing from the scope thereof, it is intended that all matter contained in the above description shall be interpreted as ilustrative and not in a imiting sense.
Having ths described the invention, what I claim as new and desire to be secured by Letters Patent, is as follows:
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.
References Cited in the file of this patent UNITED STATES PATENTS 1,869,312 Granger July 26, 1932 2,091,121 Lenher et a1. Aug. 24, 1937 2,327,182 Flett Aug. 17, 1943 2,550,982 Eberz May 1, 1951 2,718,550 Rudel et a1 Sept. 20, 1955 2,728,643 Vaughn Dec. 27, 1955 FOREIGN-: PATENTS 354,300 Great Britain Nov. 18, 1930
US297163A 1951-07-06 1952-07-03 Textile cleaning solution Expired - Lifetime US2904514A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEM10188A DE942466C (en) 1951-07-06 1951-07-06 Methods for cleaning clothes and other textiles

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 (en)
CH (1) CH307297A (en)
DE (1) DE942466C (en)
FR (1) FR1059510A (en)
GB (1) GB721917A (en)
NL (1) NL77048C (en)

Cited By (3)

* Cited by examiner, † Cited by third party
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)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1112240B (en) * 1956-06-14 1961-08-03 Stockhausen & Cie Chem Fab Dry cleaning method
FR1371966A (en) * 1963-05-10 1964-09-11 Kuhlmann Ets New compositions useful for dry cleaning and method of making them

Citations (7)

* Cited by examiner, † Cited by third party
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)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE619019C (en) * 1929-04-06 1935-09-20 Boehme Fettchemie Ges M B H Process for the production of acidic phosphoric acid esters of high molecular weight aliphatic alcohols
DE696317C (en) * 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
NL41743C (en) * 1934-01-24

Patent Citations (7)

* Cited by examiner, † Cited by third party
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)

* Cited by examiner, † Cited by third party
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 (en) 1955-05-31
NL77048C (en)
FR1059510A (en) 1954-03-25
GB721917A (en) 1955-01-12
DE942466C (en) 1956-05-03

Similar Documents

Publication Publication Date Title
DE60003250T2 (en) Cleaning compositions and cleaning methods
DE60011691T2 (en) Composition and process for dry cleaning
US3042479A (en) Chlorofluorohydrocarbons in dry cleaning compositions and process
US2697075A (en) Dry-cleaning compositions
US3689211A (en) Dry cleaning method
US2669546A (en) Detergents containing imidazoline lactates
US3701627A (en) Process for the chemical cleaning of textiles
US2904514A (en) Textile cleaning solution
US4077770A (en) Textile cleaning process including soil-repellent finish
US3859225A (en) Drycleaning detergent composition
EP0075546B1 (en) Method for dry-cleaning textiles and the cleaning fluid used in the process
US3708260A (en) Textile treatment process
US2134346A (en) Washing and cleansing compositions
US3635656A (en) Drycleaning method
US3954647A (en) Industrial drycleaning detergent
US4378968A (en) Process for preventing the redeposition of soil during dry cleaning, and composition for carrying out this process
US3671441A (en) Dry cleaning detergent
US3018251A (en) Dry cleaning compositions
US3577348A (en) Trichlorotrifluoroethane water emulsion system
US3238011A (en) Drycleaning process and compositions
US3124536A (en) Composition for cleaning synthetic fur
US3254029A (en) Drycleaning detergent composition
US2651829A (en) Surface active media
JP3636613B2 (en) Dry cleaning cleaning method and cleaning composition used in this method
US2061211A (en) Method of improving the appearance of silk fabrics