GB343872A - Improvements in the manufacture and production of wetting, cleansing and dispersing agents - Google Patents

Improvements in the manufacture and production of wetting, cleansing and dispersing agents

Info

Publication number
GB343872A
GB343872A GB24177/29A GB2417729A GB343872A GB 343872 A GB343872 A GB 343872A GB 24177/29 A GB24177/29 A GB 24177/29A GB 2417729 A GB2417729 A GB 2417729A GB 343872 A GB343872 A GB 343872A
Authority
GB
United Kingdom
Prior art keywords
esters
sulphuric
sulphonated
acid
product
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
GB24177/29A
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.)
IG Farbenindustrie AG
Original Assignee
IG Farbenindustrie 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 IG Farbenindustrie AG filed Critical IG Farbenindustrie AG
Publication of GB343872A publication Critical patent/GB343872A/en
Expired legal-status Critical Current

Links

Classifications

    • DTEXTILES; PAPER
    • D01NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
    • D01CCHEMICAL OR BIOLOGICAL TREATMENT OF NATURAL FILAMENTARY OR FIBROUS MATERIAL TO OBTAIN FILAMENTS OR FIBRES FOR SPINNING; CARBONISING RAGS TO RECOVER ANIMAL FIBRES
    • D01C5/00Carbonising rags to recover animal fibres
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C303/00Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
    • C07C303/24Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of esters of sulfuric acids
    • 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
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02Anionic compounds
    • C11D1/12Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/14Sulfonic acids or sulfuric acid esters; Salts thereof derived from aliphatic hydrocarbons or mono-alcohols
    • C11D1/146Sulfuric acid esters
    • 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
    • D06M13/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/244Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing sulfur or phosphorus
    • D06M13/248Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing sulfur or phosphorus with compounds containing sulfur
    • D06M13/262Sulfated compounds thiosulfates
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/44General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
    • D06P1/62General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing low-molecular-weight organic compounds with sulfate, sulfonate, sulfenic or sulfinic groups
    • D06P1/621Compounds without nitrogen
    • D06P1/627Sulfates

Abstract

Sulphuric esters obtained by treating olefines, which contain at least nine carbon atoms, but no free or combined carboxy group, or non-primary monohydric alcohols derived therefrom, or mixtures thereof, with sulphonating agents until the products are soluble but are saponified by heating with a 10 per cent aqueous hydrochloric acid solution are used as dispersing and cleansing agents. In examples (1) pentatriacontanol obtained by reducing stearone is sulphonated with oleum: (2) a mixture of olefines, mainly cetene, obtained by distilling a wax, such as spermaceti, is sulphonated with sulphuric acid: (3) tetradecene, octadecene and dodecene are similarly sulphonated, but at a lower temperature: (4) a mixture of olefines obtained by splitting off water from the oxidation products of naphthenes, after freeing from acids and unoxidized material, is sulphonated with sulphuric acid. The following starting materials for the sulphonation are also specified: tertiary alcohols and ketones and ethers containing at least one non-primary hydroxy group, and/or a double linkage. The sulphuric esters may be used alone or in association with other wetting or emulsifying agents such as soaps, turkey red oils, sulphonic acids, especially polynuclear aromatic sulphonic acids, protective colloids, e.g. glue, gelatine, vegetable mucilages or gums, salts, e.g. soda, sodium bicarbonate, waterglass, common salt, normal or acid sodium sulphate, organic solvents, e.g. ethylene glycol monocresyl ether, cyclohexanol, cyclohexanone or trichlorethylene, bleaching agents, e.g. perborates, percarbonates, sodium p-toluenesulphonic chloramide.ALSO:Sulphuric esters are obtained by treating olefines which contain at least nine carbon atoms, but no free or combined carboxy group, or non-primary monohydric alcohols derived therefrom, or mixtures thereof, with sulphonating agents at a temperature of 35 DEG C. or below. The products are soluble in water, but are saponified by heating with a 10 per cent aqueous hydrochloric acid solution. The sulphonation may be effected in the presence of diluents, e.g. carbon tetrachloride, ether, trichlorethylene nitrobenzene or acetic acid. The esters are stated to be wetting, cleansing, dispersing and emulsifying agents and in general as assistants in the treatment of single fibres, yarns, and animal, vegetable and synthetic fabrics and textiles. They may also be used as emulsifying and dispersing agents in the production of inks, emulsions for oiling fabrics and coating preparations, and mixed with normal or basic salts of the alkalies or of ammonia or amines, e.g. sodium sulphate, bisulphate, carbonate, phosphate, chloride, acetate, tartrate or benzoate, they form agents for washing and fulling. Sizes are improved by the addition of the esters or their salts, the treated materials, e.g. organsin silk being rendered soft and supple and at the same time weighted. Wool dyed with metal compounds of dyestuffs is also softened by addition of the esters to the treatment baths. The esters are effective in neutral, acid and alkaline baths and wool may be degreased in a neutral bath containing the esters, in the absence of alkali. In dyeing mixed fabrics of cotton or artificial silk and wool or silk with substantive dyestuffs, dyeing of the latter is avoided by the addition of the esters, without the dyeing of the cotton or cellulose derivatives, e.g. viscose or cellulose esters, e.g. nitrocellulose being affected. In examples: (1) pentatriacontanol obtained by reducing stearone is sulphonated with oleum: (2) a mixture of olefines, mainly cetene, obtained by distilling a wax, such as spermaceti, is sulphonated with sulphuric acid: (3) tetradecene, octadecene and dodecene (obtained by splitting off water from dodecyl alcohol) are similarly sulphonated, but at a lower temperature: (4) a mixture of olefines obtained by splitting off water from the oxidation products of naphthenes, after freeing from acids and unoxidized material, is sulphonated with sulphuric acid. The product may be used in carbonizing processes: (5) wool is scoured by means of an aqueous solution of the product of example 4, a pure wool fat is obtained as a bye-product: (6) an oiling preparation, suitable for oiling fibrous material before spinning, for oiling shoddy and impregnating and reviving dyed fabrics is obtained by emulsifying paraffin or other oil by means of the product of example 4; a protective colloid, e.g. glue and a saponaceous material may be added: (7) the product of example 3 is added to the dye-bath for dyeing woollen cheviot when using the bad levelling dyes Anthraquinone Blue SR and wool fast yellow 3G in the presence of sulphuric acid: (8) the product of example 4 is added to the dye-bath, which may contain bast soap when dyeing silk: (9) hanks of viscose silk are treated with an aqueous solution of the product of example 2 in order to render them soft and supple: (10) the triethanolamine salt of the product of example 3 is added to a magnesium sulphate bath used for weighting cotton: a mixed fabric containing wool and viscose silk is dyed first with an acid bath of Orange II, and then in a bath containing the product of example 3, Glauber's salt and Oxamine Pure. The latter does not affect the wool: (12) a sulphuric ester is added to a solution of aniline salt and the whole then introduced into a solution of potassium chromate acidified with sulphuric acid or a mixture of sulphuric and hydrochloric acids. Hanks dyed with aniline black, by means of such a bath, are resistant to rubbing: (13) impurities such as waxes, fats and hemicellulose are removed from cotton yarn, piece goods, &c., by means of an aqueous solution of the product of example 3: (14) the product of example 3 is added to a mercerizing bath: (15) wool is washed with an aqueous solution of the sodium salt of the sulphuric esters obtained from the mixed of non-primary alcohols which result on oxidizing naphthenes. The washing liquor may be acid in reaction. The following starting materials are also specified: tertiary alcohols and ketones and ethers containing at least one non-primary hydroxy group, and/or a double linkage. The sulphuric esters may be used alone or in association with other wetting or emulsifying agents, such as soaps, turkey-red oils, sulphonic acids, especially polynuclear aromatic sulphonic acids, protective colloids, e.g. glue, gelatine, vegetable mucilages or gums, salts, e.g. soda, sodium bicarbonate, waterglass, common salt, normal or acid sodium sulphate, organic solvents, e.g. ethylene, glycol monocresyl ether (obtained from glycolchlorhydrin and sodium cresolate), cyclohexanol, cyclohexanone or trichlorethylene, bleaching agents, e.g. perborates, percarbonates, sodium p-toluenesulphonic chloramide. Specifications 247,714, 267,924, 279,990, 294,572, 303,281, 303,917, 307,709, 308,824, 317,039, 318,610, [all in Class 2 (iii), Dyes &c.], and 343,098 are referred to.ALSO:Sulphuric esters obtained by treating olefines, which contain at least nine carbon atoms, but no free or combined carboxy group, or non-primary monohydric alcohols derived therefrom, or mixtures thereof, with sulphonating agents until the products are soluble but are saponified by heating with a 10 per cent aqueous hydrochloric acid solution are used as a constituent of sizes. In examples: (1) pentatriacontanol obtained by reducing stearone is sulphonated with oleum; (2) a mixture of olefines, mainly cetene, obtained by distilling a wax, such as spermaceti, is sulphonated with sulphuric acid; (3) tetradecene, octadecene and dodecene are similarly sulphonated, but at a lower temperature; (4) a mixture of olefines obtained by splitting off water from the oxidation products of naphthenes, after freeing from acids and unoxidized material, is sulphonated with sulphuric acid. The following starting materials for the sulphonation are also specified: tertiary alcohols and ketones and ethers containing at least one non-primary hydroxy group, and/or a double linkage. The sulphuric esters may be used alone or in association with other wetting or emulsifying agents such as soaps, turkey red oils, sulphonic acids, especially polynuclear aromatic sulphonic acids, protective colloids, e.g. glue, gelatine, vegetable mucilages or gums, salts, e.g. soda, sodium bicarbonate, waterglass, common salt, normal or acid sodium sulphate, organic solvents, e.g. ethylene glycol monocresyl ether (obtained from glycolchlorhydrin and sodium cresolate), cyclohexanol, cyclohexanone or trichlorethylene, bleaching agents, e.g. perborates, percarbonates, or sodium p-toluenesulphonic chloramide.
GB24177/29A 1936-02-29 1929-08-07 Improvements in the manufacture and production of wetting, cleansing and dispersing agents Expired GB343872A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE477499X 1936-02-29

Publications (1)

Publication Number Publication Date
GB343872A true GB343872A (en) 1931-02-09

Family

ID=6542130

Family Applications (3)

Application Number Title Priority Date Filing Date
GB2666/31A Expired GB343901A (en) 1936-02-29 1929-08-07 Improvements in the manufacture and production of wetting, cleansing and dispersing agents
GB24177/29A Expired GB343872A (en) 1936-02-29 1929-08-07 Improvements in the manufacture and production of wetting, cleansing and dispersing agents
GB6137/37A Expired GB477499A (en) 1936-02-29 1937-03-01 Improvements in the manufacture and production of wetting, cleansing, dispersing agents, solvents and the like

Family Applications Before (1)

Application Number Title Priority Date Filing Date
GB2666/31A Expired GB343901A (en) 1936-02-29 1929-08-07 Improvements in the manufacture and production of wetting, cleansing and dispersing agents

Family Applications After (1)

Application Number Title Priority Date Filing Date
GB6137/37A Expired GB477499A (en) 1936-02-29 1937-03-01 Improvements in the manufacture and production of wetting, cleansing, dispersing agents, solvents and the like

Country Status (3)

Country Link
FR (2) FR693814A (en)
GB (3) GB343901A (en)
NL (1) NL30719C (en)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2422613A (en) * 1937-07-09 1947-06-17 Colgate Palmolive Peet Co Normal secondary tridecyl sulphates
US2423692A (en) * 1937-07-09 1947-07-08 Colgate Palmolive Peet Co Normal secondary nonadecyl sulphates
US2477869A (en) * 1946-10-03 1949-08-02 Visking Corp Nitro sulfonates from beta-nitro alkanols
DE763234C (en) * 1935-06-09 1953-01-19 Wacker Chemie Gmbh Process for the production of sulfuric acid or phosphoric acid esters of higher molecular weight, monohydric, saturated, aliphatic, primary alcohols
DE947161C (en) * 1949-07-04 1956-08-09 Bataafsche Petroleum Process for the production of sulfuric acid alkyl esters by reacting alkenes having 5 or more carbon atoms with sulfuric acid
WO2011131719A1 (en) * 2010-04-23 2011-10-27 Basf Se Method for producing mineral oil by using surfactants, in particular based on c35 secondary alcohol-containing alkyl alkoxylates

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE764950C (en) * 1940-05-12 1952-08-04 Maerkische Seifen Ind Process for the manufacture of sulphonation products
DE767428C (en) * 1940-12-12 1952-08-07 Maerkische Seifen Ind Process for the preparation of sulfonates of secondary alcohols
DE766546C (en) * 1940-12-21 1952-05-23 Maerkische Seifen Ind Process for the manufacture of sulphonation products
DE767014C (en) * 1941-08-15 1951-07-26 Henkel & Cie Gmbh Process for the preparation of alkylated aromatic sulfonic acid salts

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE763234C (en) * 1935-06-09 1953-01-19 Wacker Chemie Gmbh Process for the production of sulfuric acid or phosphoric acid esters of higher molecular weight, monohydric, saturated, aliphatic, primary alcohols
US2422613A (en) * 1937-07-09 1947-06-17 Colgate Palmolive Peet Co Normal secondary tridecyl sulphates
US2423692A (en) * 1937-07-09 1947-07-08 Colgate Palmolive Peet Co Normal secondary nonadecyl sulphates
US2477869A (en) * 1946-10-03 1949-08-02 Visking Corp Nitro sulfonates from beta-nitro alkanols
DE947161C (en) * 1949-07-04 1956-08-09 Bataafsche Petroleum Process for the production of sulfuric acid alkyl esters by reacting alkenes having 5 or more carbon atoms with sulfuric acid
WO2011131719A1 (en) * 2010-04-23 2011-10-27 Basf Se Method for producing mineral oil by using surfactants, in particular based on c35 secondary alcohol-containing alkyl alkoxylates

Also Published As

Publication number Publication date
GB477499A (en) 1937-12-31
FR48173E (en) 1937-11-03
GB343901A (en) 1931-02-09
NL30719C (en) 1933-09-15
FR693814A (en) 1930-11-25

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