US3625644A - Process for simultaneously cleaning and disinfecting textile - Google Patents

Process for simultaneously cleaning and disinfecting textile Download PDF

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Publication number
US3625644A
US3625644A US878188A US3625644DA US3625644A US 3625644 A US3625644 A US 3625644A US 878188 A US878188 A US 878188A US 3625644D A US3625644D A US 3625644DA US 3625644 A US3625644 A US 3625644A
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United States
Prior art keywords
cleaning
textiles
formaldehyde
condensation product
ethanolamine
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Expired - Lifetime
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US878188A
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English (en)
Inventor
Heinz Gunter Nosler
Richard Wessendorf
Walter Feldmann
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Henkel AG and Co KGaA
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Henkel AG and Co KGaA
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Classifications

    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/48Medical, disinfecting agents, disinfecting, antibacterial, germicidal or antimicrobial compositions
    • 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
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M16/00Biochemical treatment of fibres, threads, yarns, fabrics, or fibrous goods made from such materials, e.g. enzymatic

Definitions

  • Condensation products from aldehydes and aliphatic amines or hydroxyalkylamines are known disinfectants and preservatives.
  • condensation products of aliphatic aldehydes with primary or secondary aliphatic hydroxyalkylamines is described for the disinfection and preservation of aqueous technical solutions and emulsions, as, for example, cutting oils.
  • An object of the present invention is the development of a simultaneous process for the drycleaning and disinfecting of textiles in a one-step operation.
  • Another object of the present invention is the development in the process of drycleaning textiles, which comprises the steps of immersing soiled textiles in a cleaning liquor based on organic solvents with a low water content for a time sufficient to remove the soil from the textiles and recovering cleaned textiles, the improvement which consists adding to said cleaning liquor a condensation product of substantially equimolar amounts of formaldehyde and ethanolamine whereby the textiles are recovered disinfected as well as cleaned.
  • a further object of the present invention is the obtaining of a concentrate drycleaning composition for addition to organic solvent drycleaning baths to effect simultaneous cleaning and disinfecting of textiles consisting essentially of from 40% to 60% by weight of cleaning intensifiers selected from the group consisting of anionic surface active compounds and nonionic surface active compounds, from 5% to 20% by weight of the condensation product of substantially equimolar amounts of formaldehyde and ethanolamine, from 10% to 15% by weight of a lower alkanol, from 10% to 20% by weight of water, from 0% to 2% by weight of a corrosion inhibitor, and the balance to by weight of an organic solvent.
  • cleaning intensifiers selected from the group consisting of anionic surface active compounds and nonionic surface active compounds, from 5% to 20% by weight of the condensation product of substantially equimolar amounts of formaldehyde and ethanolamine, from 10% to 15% by weight of a lower alkanol, from 10% to 20% by weight of water, from 0% to 2% by weight of a corrosion inhibitor, and the balance to by weight
  • the condensation product from substantially equimolecular amounts of formaldehyde and ethanolamine gives in the organic solvent conventionally used in dry cleaning a far greater germ-reducing effect than is obtained in an aqueous media.
  • the basis of the invention is an improved process for the simultaneous cleaning and disinfection of textiles in cleaning liquors based on organic solvents with a low water content.
  • the new procedure is free of the abovedescribed disadvantages of the known processes for the disinfecting drycleaning and it is characterized that to the cleaning liquors known in themselves the condensation product from substantially equimolecular amounts of formaldehyde and ethanolamine is added as a disinfectant.
  • the invention also resides in a concentrate drycleaning composition for addition to organic solvent drycleaning baths to effect simultaneous cleaning and disinfecting of textiles consisting essentially of from 40% to 60% by weight of cleaning intensifiers selected from the group consisting of anionic surface active compounds and nonionic surface active compounds, from 5% to 20% by weight of the condensation product of substantially equimolar amounts of formaldehyde and ethanolamine, from 10% to 15% by weight of a lower alkanol, from 10% to 20% by Weight of water, from 0 to 2% by weight of a corrosion inhibitor, and the balance to 100% by weight of an organic solvent.
  • cleaning intensifiers selected from the group consisting of anionic surface active compounds and nonionic surface active compounds, from 5% to 20% by weight of the condensation product of substantially equimolar amounts of formaldehyde and ethanolamine, from 10% to 15% by weight of a lower alkanol, from 10% to 20% by Weight of water, from 0 to 2% by weight of a corrosion inhibitor, and the balance to 100% by weight of an organic solvent
  • the condensation product from substantially equimolecular amounts of formaldehyde and ethanolamine used as a disinfectant in the process of the invention is produced by reacting formaldehyde or a precursor liberating formaldehyde in an aqueous media with ethanolamine at temperatures below 60 C.
  • the condensation product produced can be utilized directly in its aqueous solution or recovered therefrom by distillation. While equimolecular amounts of reactants are preferred for the reaction, as much as a 10% excess of either of the reactants may be employed.
  • substantially equimolecular amounts is meant the use of formaldehyde in molecular ratios of from 9 to 11 for 10 mols of ethanolamine.
  • 650 gins. (10.5 mols) of ethanolamine are added to 810 gms. of a 37% by weight aqueous formaldehyde solution (10 mols formaldehyde) under agitation and cooling.
  • the addition of the ethanolamine is done slowly so that the temperature of the reaction mixture does not surpass 60 C.
  • the agitation is continued for another hour.
  • the pure condensation product can be obtained by fractional distillation from the reaction mixture. It distills at a temperature of 74 to 76 C. under a pressure of 0.01 torr (1 mm. Hg/cm?) and has a refractive index 21 1.5156.
  • the preparation of the formaldehyde-ethanolamine condensation product is not the subject of this application.
  • the condensation product from substantially equimolecular amounts of formaldehyde and ethanolamine is added to the cleaning liquors of the cleaning bath in a concentration of from 0.01 to 1.0 gm./l., preferably from 0.1 to 0.5 gm./l.
  • cleaning intensifiers based on anionic and/or nonionic surface-active agents are generally added, such as, higher molecular alkylsulfonates of a C to C chain length, petroleum sulfonates, alkylbenzenesulfonates whose alkyl chains have 8 to 14 carbon atoms, preferably dodecylbenzenesulfonate, also fatty alcohol sulfates having a fatty chain of from 8 to 22 carbon atoms, fatty acid alkanolamides having a fatty acid chain of from 8 to 22 carbon atoms, ethyleneoxide and propyleneoxide adducts of higher molecular compounds with an active hydrogen, such as, fatty alcohols of a C to C chain length, fatty amides of a C to C chain length, alkylphenols having an alkyl chain of 8 to 14 carbon atoms, preferably nonylphenols, and the like.
  • the cleaning intensifiers are usually added to the cleaning liquors in the form of concentrates which contain, in addition to the surface-active compound, solvents such as chlorinated hydrocarbons or mineral oil as well as, if necessary, a dissolving aid such as a lower alkanol, for example isopropanol, and water.
  • solvents such as chlorinated hydrocarbons or mineral oil
  • a dissolving aid such as a lower alkanol, for example isopropanol, and water.
  • the condensation prodnot from formaldehyde and ethanolamine can be added to these concentrates and can be measured into the organic solvent cleaning bath with the cleaning intensifiers.
  • the concentrate drycleaning composition for addition to organic solvent drycleaning baths to effect simultaneous cleaning and disinfecting of textiles consists essentially of from 40% to 60% by weight of cleaning intensifiers selected from the group consisting of anionic surface active compounds and nonionic surface active compounds, from to 20% by weight of the condensation product of substantially equimolar amounts of formaldehyde and ethanolamine, from to 15% by weight of a lower alkanol, from 10% to by weight of water, from 0 to 2% by weight of a corrosion inhibitor, and the balance to 100% by weight of an organic solvent.
  • cleaning intensifiers selected from the group consisting of anionic surface active compounds and nonionic surface active compounds, from to 20% by weight of the condensation product of substantially equimolar amounts of formaldehyde and ethanolamine, from to 15% by weight of a lower alkanol, from 10% to by weight of water, from 0 to 2% by weight of a corrosion inhibitor, and the balance to 100% by weight of an organic solvent.
  • corrosion inhibitors for example, compounds from the series of benzothiazoles, in order to prevent an attack of the liquor upon the vessel material of the cleaning equipment.
  • the inhibitors can be mixed into the cleaning intensifier concentrates.
  • the cleaning liquors used contain as the main ingredient the conventional drycleaning organic solvents and solvent mixtures, such as, chlorinated hydrocarbons and gasoline.
  • solvents such as, chlorinated hydrocarbons and gasoline.
  • the disinfection effected during the process is as good against pathogenic bacteria as against yeasts and fungi.
  • the skin tolerance of the product was tested in comparison to a 37% by weight formalin solution. Once daily, a 52.7% by weight solution of the formaldehyde-ethanolamine condensation product and a 37% by weight formaldehyde solution were applied to dehaired mice by brushing.
  • the formaldehyde solution caused, after only two days, a strong necrotic change in the skin while the condensation product from formaldehyde and ethanolamine was tolerated without irritation during a test period of 14 days.
  • the following examples are illustrative of the practice of the invention without being limitative in any respect.
  • the examples demonstrate the increased microbiological activity of the condensation product from substantially equimolecular amounts of formaldehyde and ethanolamine in organic solvents in comparison to its effectiveness in an aqueous solution, as well as the practical carrying out of the process of the invention.
  • Example 1.Laboratory experiments (A) Bactericidal effectiveness in perchloroethylene.- 1 cm. large sterile wool patches (weight 550 gm./m. were infected with suspensions of Staphylococcus aureus SG 511 (10 germs/ml.), Pseudomolzas aerugz'nosa (10 germs/ml.) and Candida albicans (1O germs/ml.) and subsequently dried at 30 C.
  • the disinfectant experiments were conducted in perchloroethylene liquors which contained either (a) 5 gm./ 1. of a commercial cleaning intensifier based on a petroleumsulfonate and nonylphenol polyglycolether, or (b) 5 gm./l. of the same cleaning intensifier and 0.3 gm./l. of the above described formaldehyde-ethanolamine condensation product.
  • the infected patches were placed in the perchloroethylene liquors held at 20 C., and agitated therein for 10 or 15 minutes with the aid of a magnetic stirrer. Subsequently, the patches were rinsed twice with a 0.1% by weight sodium sulfite solution in order to avoid a possible after-inhibition effect.
  • the Wool patches were infected in the same way as in the experiments conducted with the perchloroethylene liquors. They were spread in small Petri dishes and ml. of the test solutions were poured over each dish. After the selected exposure times of 5, 10, 15, 20, 30, 45 and 60 minutes, patches were taken out and rinsed twice with a 0.1% by weight sodium sulfite solution. Subsequently, the patches were put into Merck-Standard-LBouillon or on Merck-Standard-I-tBouillon-Agar and covered with the same culture medium. The culture media always contained 0.5% of histidine for the avoidance of a possibly afterinhibition effect.
  • TAB LE 3 Microbicidal efiect of the condensation product from equimolecular amounts of formaldehyde and ethanolamine with dry cleaning in a perchloroethylene liquor Concentration of the effective ingredient:
  • the small tubes and plates were incubated for 8 days at 37 C. and then examined macroscopically for growth.
  • the results of the small tube tests were checked by smears on solid culture media.
  • the results reproduced in Table 2 show that even at a concentration of the eifective ingredient of 30 gm./l. and a treatment time of 60 minutes the test germs were not killed.
  • said cleaning liquor contains drycleaning intensifiers selected from the group consisting of alkylsulfonates of a C to C chain length, petroleum sulfonates, alkylbenzenesulfonates having alkyls with 8 to 14 carbon atoms, fatty alcohol sulfates having 8 to 22 carbon atoms, fatty acid alkanolamides having a fatty acid of from 8 to 22 carbon atoms, ethylene oxide and propylene oxide adducts of fatty alcohols of a 1 4.
  • said organic solvent 20 is selected from the group consisting of perchloroethylene,
  • heavy gasoline with a boiling range between 140 C. and 200 C., and monofiuorotrichloromethane.
  • condensation product is the condensation product of 9 to 11 mols of formaldehyde with 10 mols of ethanolamine.

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  • Engineering & Computer Science (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Textile Engineering (AREA)
  • General Chemical & Material Sciences (AREA)
  • Microbiology (AREA)
  • Biochemistry (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Detergent Compositions (AREA)
US878188A 1968-12-02 1969-11-19 Process for simultaneously cleaning and disinfecting textile Expired - Lifetime US3625644A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE19681812054 DE1812054A1 (de) 1968-12-02 1968-12-02 Verfahren zur gleichzeitigen Reinigung und Desinfektion von Textilien

Publications (1)

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US3625644A true US3625644A (en) 1971-12-07

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US (1) US3625644A (da)
AT (1) AT300727B (da)
BE (1) BE742383A (da)
BR (1) BR6914662D0 (da)
CH (1) CH525324A (da)
DE (1) DE1812054A1 (da)
DK (1) DK122575B (da)
FR (1) FR2033201B1 (da)
NL (1) NL6916604A (da)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2002012616A1 (en) * 2000-08-04 2002-02-14 Ciba Specialty Chemicals Holding Inc. A method for the treatment of textile materials against fungi and dust mites
US20040137379A1 (en) * 2003-01-09 2004-07-15 Kazuto Ikemoto Photoresist stripping agent

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3720228A1 (de) * 1987-06-17 1988-12-29 Kreussler Chem Fab Verfahren und mittel zur desinfektion von chemischreinigungsmaschinen

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2002012616A1 (en) * 2000-08-04 2002-02-14 Ciba Specialty Chemicals Holding Inc. A method for the treatment of textile materials against fungi and dust mites
US20040006826A1 (en) * 2000-08-04 2004-01-15 Jianwen Mao Method for the treatment of textile materials against fungi and dust mites
US20040137379A1 (en) * 2003-01-09 2004-07-15 Kazuto Ikemoto Photoresist stripping agent
US20060270574A1 (en) * 2003-01-09 2006-11-30 Kazuto Ikemoto Photoresist stripping agent

Also Published As

Publication number Publication date
BR6914662D0 (pt) 1973-01-16
CH525324A (de) 1972-07-15
FR2033201A1 (da) 1970-12-04
FR2033201B1 (da) 1973-08-10
NL6916604A (da) 1970-06-04
DK122575B (da) 1972-03-20
AT300727B (de) 1972-08-10
BE742383A (da) 1970-05-28
DE1812054A1 (de) 1970-06-18

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