GB889652A - Liquid washing agent incorporating glycol derivatives containing peroxide groups - Google Patents

Liquid washing agent incorporating glycol derivatives containing peroxide groups

Info

Publication number
GB889652A
GB889652A GB6327/58A GB632758A GB889652A GB 889652 A GB889652 A GB 889652A GB 6327/58 A GB6327/58 A GB 6327/58A GB 632758 A GB632758 A GB 632758A GB 889652 A GB889652 A GB 889652A
Authority
GB
United Kingdom
Prior art keywords
mol
ethylene oxide
reacts
hydroperoxide
contain
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
Application number
GB6327/58A
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.)
Henkel AG and Co KGaA
Original Assignee
Henkel AG and Co KGaA
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 Henkel AG and Co KGaA filed Critical Henkel AG and Co KGaA
Publication of GB889652A publication Critical patent/GB889652A/en
Expired legal-status Critical Current

Links

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
    • C11D3/39Organic or inorganic per-compounds
    • C11D3/3945Organic per-compounds

Abstract

A liquid washing agent incorporates the product obtainable by addition of an alkylene oxide and a hydroperoxide of the formula R-O-O-H, wherein R is an organic residue which is linked to the peroxide residue by a non-aromatic carbon atom (for preparation see Group IV(b)). Preferred hydroperoxides contain 1-30 carbon atoms and preferred alkylene oxides contain 2-10 carbon atoms. The term alkylene oxide includes styrene oxide. Peroxide stabilizers, e.g. silicates of calcium, magnesium, aluminium, and tin, and hydrated oxides or hydroxides of tin, and heavy metal chelating compounds such as ethylenediamine tetracetic acid, nitrilo-triacetic acid and their salts may be incorporated in the peroxides during their preparation. In an example, a washing agent consisting of alkylbenzene sulphonate, oleyl sulphate, coconut fatty acid ethanolamide, coconut alcohol, Na2-CO3, Na4P2O7, Na5P3O10, MgSiO3, Na2-O3,3SiO2, Na2SO4, an optical brightener and water is dissolved in water so that the solution contains 6 gms. per litre of the washing agent and to this is added an addition product of ethylene oxide and tert.-butylhydroperoxide and the solution is used for washing with boiling of linen or cotton. The bleaching action may be intensified by addition of benzoic anhydride.ALSO:Glycol ethers or polyethers containing peroxide groups are prepared by adding alkylene oxides to organic hydroperoxides in the presence of boron fluoride etherates which are derived from ethers containing 2 to 8 carbon atoms. The hydroperoxides used have the general formula R-OOH where R signifies an organic residue which is linked to the peroxide residue by a non-aromatic p carbon atom, and may contain 1-30, preferably 1 to 20, carbon atoms and be derived from saturated or unsaturated, straight or branched chain compounds or aromatic or nonaromatic cyclic compounds. The hydroperoxides with cyclic organic residues may have 4- to 8-membered rings which may be fused together and which may contain hetero atoms, such as oxygen or sulphur. The hydroperoxides may contain hydrocarbon residues only or may be substituted by different hetero-atoms or hetero-atoms groups, such as ether groups, thioether groups, carboxylic ester groups and halogen atoms, and may contain several peroxide groups. A list of suitable hydroperoxides is given. Preferred alkylene oxides are those containing 2-10 carbon atoms and including styrene oxide, ethylene oxide being the most preferred. The alkylene oxides are generally used in amounts of at least one mol and not exceeding 25 mol per mol of hydroperoxide. Temperatures up to 100 DEG C., preferably in the range 40 DEG C.-80 DEG C., are suitable. The catalysts are used in amounts of 0.1% to 10% by weight, preferably 0.5% to 1% by weight, referred to the hydroperoxide, the compound of boron fluoride with diethyl ether being the preferred catalyst. Known stabilizers for peroxides can be added to the reaction mixture, such as silicates of calcium, magnesium or aluminium or the hydrated oxides, hydroxides or silicates of tin, nitrilotriacetic acid or ethylenediamine tetraacetic acid or their salts. The products which contain 1-4 glycol residues may be used as emulsifiers and are particularly suitable as peroxidic catalysts for emulsion polymerisations. In Examples (1) t-butyl hydroperoxide reacts with 1.95 mol of ethylene oxide per mol of hydroperoxide; (2) a mixture of t-butylhydroperoxide and di-t-butyl-peroxide reacts with 1.6 mol of ethylene oxide per mol, giving glycol ethers containing 1 to 5 glycol ether residues per molecule; (3) the same mixture reacts with 4.95 mol ethylene oxide per mol; (4) t-amylhydroperoxide reacts with 3.95 mol ethylene oxide per mol; (5) n-octylhydroperoxide reacts with 5.65 mol of ethylene oxide per mol; (6) tbutylhydroperoxide reacts with 7.7 mol ethylene oxide per mol; (7) sec-butyl-hydroperoxide reacts with 5.65 mol ethylene oxide per mol; (8) sec-butyl-hydroperoxide reacts with 13 mol ethylene oxide per mol; (9) n-octylhydroperoxide reacts with 12.2 mol ethylene oxide per mol; (10) and (11) t-butyl-hydroperoxide reacts with styrene oxide; (12) t-butylhydroperoxide reacts with propylene oxide; (13) t-butyl-b -ethoxy-peroxide obtained by distillation of the product of (2) is reacted with a further 11 mols of ethylene oxide. The products may be used in liquid washing agents.ALSO:A liquid washing agent incorporates the product obtainable by addition of an alkylene oxide and a hydroperoxide of the formula R-O-O-H, wherein R is an organic residue which is linked to the peroxide residue by a non-aromatic carbon atom (for preparation see Group IV (b)). Preferred hydroperoxides contain 1-30 carbon atoms and preferred alkylene oxides contain 2-10 carbon atoms. The term alkylene oxide includes styrene oxide. In an example, a washing agent consisting of alkyl-benzene sulphonate, oleyl sulphate, coconut fatty acid ethanolamide, coconut alcohol, Na2CO3, Na4P2O7, Na5P3O10, MgSiO3, Na2O.3.3SiO2, Na2SO4, an optical brightene and water is dissolved in water so that the solution contains 6 gms per litre of the washing agent and to this is added an addition product of ethylene oxide and tert-butylhydroperoxide and the solution is used for washing, with boiling, of linen or cotton. The bleaching action may be intensified by addition of benzoic anhydride.
GB6327/58A 1957-03-07 1958-02-27 Liquid washing agent incorporating glycol derivatives containing peroxide groups Expired GB889652A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE889652X 1957-03-07

Publications (1)

Publication Number Publication Date
GB889652A true GB889652A (en) 1962-02-21

Family

ID=6834648

Family Applications (1)

Application Number Title Priority Date Filing Date
GB6327/58A Expired GB889652A (en) 1957-03-07 1958-02-27 Liquid washing agent incorporating glycol derivatives containing peroxide groups

Country Status (2)

Country Link
GB (1) GB889652A (en)
NL (1) NL225517A (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0005098A1 (en) * 1978-04-14 1979-10-31 Société Chimique des Charbonnages Compositions containing alkali metal mono- or polyalkylarylsulfonate and the corresponding hydroperoxide; process for their preparation and detergent compositions containing them
FR2438682A2 (en) * 1978-10-10 1980-05-09 Charbonnages Ste Chimique Dry mixt. of alkylbenzene sulphonate and corresp. hydroperoxide - useful as detergent and bleaching components
EP0028186A1 (en) * 1979-10-26 1981-05-06 Société Chimique des Charbonnages Process for the production of compositions comprising hydroperoxides of mono- or polyalkylarylsulfonates of an alkali metal and use of these compositions in the preparation of detergents
US4283553A (en) * 1979-09-24 1981-08-11 Ivanchev Sergei S Hydroperoxide derivatives of hydroxyethylated compounds and method of producing same

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0005098A1 (en) * 1978-04-14 1979-10-31 Société Chimique des Charbonnages Compositions containing alkali metal mono- or polyalkylarylsulfonate and the corresponding hydroperoxide; process for their preparation and detergent compositions containing them
FR2438682A2 (en) * 1978-10-10 1980-05-09 Charbonnages Ste Chimique Dry mixt. of alkylbenzene sulphonate and corresp. hydroperoxide - useful as detergent and bleaching components
US4283553A (en) * 1979-09-24 1981-08-11 Ivanchev Sergei S Hydroperoxide derivatives of hydroxyethylated compounds and method of producing same
EP0028186A1 (en) * 1979-10-26 1981-05-06 Société Chimique des Charbonnages Process for the production of compositions comprising hydroperoxides of mono- or polyalkylarylsulfonates of an alkali metal and use of these compositions in the preparation of detergents

Also Published As

Publication number Publication date
NL225517A (en)

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