US3425786A - Inorganic peroxidic bleaches activated with n,n'-diacyl-methylene-diformamide - Google Patents

Inorganic peroxidic bleaches activated with n,n'-diacyl-methylene-diformamide Download PDF

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Publication number
US3425786A
US3425786A US555224A US3425786DA US3425786A US 3425786 A US3425786 A US 3425786A US 555224 A US555224 A US 555224A US 3425786D A US3425786D A US 3425786DA US 3425786 A US3425786 A US 3425786A
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US
United States
Prior art keywords
diformamide
methylene
bleaching
activated
washing
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
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US555224A
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English (en)
Inventor
Karl Dithmar
Peter Koblischek
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Evonik Operations GmbH
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Degussa GmbH
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    • 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
    • C11D3/39—Organic or inorganic per-compounds
    • C11D3/3902—Organic or inorganic per-compounds combined with specific additives
    • C11D3/3905—Bleach activators or bleach catalysts
    • C11D3/3907—Organic compounds
    • C11D3/3917—Nitrogen-containing 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
    • C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
    • C11D17/0039—Coated compositions or coated components in the compositions, (micro)capsules

Definitions

  • the present invention relates to an improved process for the treatment of natural and synthetic textile fibers, either as such or in the form of yarns, woven and knitted fabrics or articles produced therefrom, with aqueous baths containing peroxidic bleaching compounds and more particularly with such baths containing novel activators and stable solid compositions suitable for the preparation of such activated baths.
  • peroxidic compounds such as, hydrogen peroxide, sodium peroxide, sodium perborate, sodium percarbonate, sodium perphosphate and the like
  • washing and bleaching baths for textile fibers of all types.
  • the textile fibers concerned are plant fibers, such as, cotton or linen
  • the goods to be treated are introduced into the washing and bleaching bath containing the usual washing agents, such as, soaps or synthetic detergents, as well as alkalies, water glass, phosphates and peroxidic compounds at room or moderately raised temperatures and then slowly heated up to about the boiling point and kept at such high temperature for some time.
  • amides of unsaturated carboxylic acids such as, acrylic acid or methacrylic acid as well as their low molecular weight polymers have been used as activators in conjunction with such bleaching compositions.
  • amides of saturated acids carrying solubility promoting substituents, for instance, hydroxy groups on the amido group, such as, for example, can be obtained from monoor diethanol amine have been used for the same purpose.
  • Other suggested amides for this purpose are acetyl amides, benzoyl amides and formamide.
  • R and R are carboxylic acid acyl groups containing 1 to 12 carbon atoms.
  • N,N'-dibenzoyl-methylenediformamide, N,N' dipropionyl-methylenediformamide and N,N'-diacetyl-methylene-diformamide come into question.
  • the activator employed according to the invention can be mixed in with the washing and bleaching composition during the production of such mixture or later. Such activator also may be added directly to the washing and N,N-dlpr0p10nyl-methylenediformamlde is as efiectlve as the just mentioned compound.
  • the quantities of the activators required amounts to about 0.3 to 2 mols of the activator per mol of active oxygen in the washing and bleaching composition.
  • the activating action occurs in neutral, weakly acidic or weakly alkaline baths or, in other words, at a pH between about 3 and 11.
  • the active oxygen content of the baths preferably is between about 0.05 g. and 20 g. per liter.
  • the usual stabilizers, buffers, wetting agents, detergent protective agents for textil fibers, and/or optical brighteners employed in washing and bleaching compositions can also be present in the compositions or baths according to the invention.
  • mixtures of solid inorganic peroxidic bleaching agents and the methylene-diformamide derivatives according to the invention as well as their mixtures with the other usual washing agents are stable on storage at normal temperature in contact with the atmosphere and they therefore can be stored in a form ready for use in the preparation of aqueous activated bleaching baths.
  • the extraordinarily low cost of the production of the starting material methylene-diformamide (from formamide and formaldehyde) for the preparation of the activators according to the invention is of special significance as the cost factor is especially important in washing and bleaching compositions which are products produced in great volume.
  • EXAMPLE 2 A cotton fabric which had been boiled in red wine for 1 hour and dried was washed three times for minutes at 60 C. in an aqueous bath which per liter contained the following:
  • N,N-dibenzoyl-methylene-diformamide has a meltingpoint of 137139 C. and is very slightly soluble in water and gives an increase of whiteness of 10%; N,N'-dipropionyl-methylene-diformamide is a oily substance and easily soluble in water and gives an increase of whiteness of 2021%.
  • a solid stable activated bleaching composition consisting essentially of a solid inorganic peroxidic bleaching agent and about 0.3 to 2 mol of an N,N'-diacyl-methylene-diformamide of the formula wherein R and R are carboxylic acid acyl groups having 1 to 12 carbon atoms per mol of active oxygen in said peroxidic bleaching agent.

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  • 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)
US555224A 1965-06-09 1966-06-06 Inorganic peroxidic bleaches activated with n,n'-diacyl-methylene-diformamide Expired - Lifetime US3425786A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DED0047464 1965-06-09

Publications (1)

Publication Number Publication Date
US3425786A true US3425786A (en) 1969-02-04

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ID=7050445

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US555224A Expired - Lifetime US3425786A (en) 1965-06-09 1966-06-06 Inorganic peroxidic bleaches activated with n,n'-diacyl-methylene-diformamide

Country Status (7)

Country Link
US (1) US3425786A (en:Method)
BE (1) BE682295A (en:Method)
CA (1) CA783079A (en:Method)
CH (1) CH439555A (en:Method)
FR (1) FR1482732A (en:Method)
GB (1) GB1110666A (en:Method)
NL (1) NL6607939A (en:Method)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3637339A (en) * 1968-03-07 1972-01-25 Frederick William Gray Stain removal
US3855139A (en) * 1972-12-04 1974-12-17 Monsanto Co Machine dishwashing formulations containing a metal tetracarboxylate
US3957670A (en) * 1973-12-04 1976-05-18 Hoechst Aktiengesellschaft Activators for inorganic per-compounds
US4906399A (en) * 1988-08-19 1990-03-06 Dow Corning Corporation Organosilicon oxygen bleach activator compositions

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3163606A (en) * 1959-06-19 1964-12-29 Konink Ind Mij Vorheen Noury & Textile bleaching composition
US3177148A (en) * 1958-05-09 1965-04-06 Lever Brothers Ltd Bleaching processes and compositions

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3177148A (en) * 1958-05-09 1965-04-06 Lever Brothers Ltd Bleaching processes and compositions
US3163606A (en) * 1959-06-19 1964-12-29 Konink Ind Mij Vorheen Noury & Textile bleaching composition

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3637339A (en) * 1968-03-07 1972-01-25 Frederick William Gray Stain removal
US3714050A (en) * 1968-03-07 1973-01-30 Colgate Palmolive Co Stain removal
US3855139A (en) * 1972-12-04 1974-12-17 Monsanto Co Machine dishwashing formulations containing a metal tetracarboxylate
US3957670A (en) * 1973-12-04 1976-05-18 Hoechst Aktiengesellschaft Activators for inorganic per-compounds
US4906399A (en) * 1988-08-19 1990-03-06 Dow Corning Corporation Organosilicon oxygen bleach activator compositions

Also Published As

Publication number Publication date
GB1110666A (en) 1968-04-24
CA783079A (en) 1968-04-16
BE682295A (en:Method) 1966-11-14
CH439555A (de) 1967-07-15
NL6607939A (en:Method) 1966-12-12
FR1482732A (fr) 1967-05-26

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