US2101831A - Sulphated selachyl alcohol - Google Patents

Sulphated selachyl alcohol Download PDF

Info

Publication number
US2101831A
US2101831A US3198A US319835A US2101831A US 2101831 A US2101831 A US 2101831A US 3198 A US3198 A US 3198A US 319835 A US319835 A US 319835A US 2101831 A US2101831 A US 2101831A
Authority
US
United States
Prior art keywords
sulphated
selachyl
selachyl alcohol
alcohol
water
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
US3198A
Inventor
Baldwin Alfred William
Bunbury Hugh Mills
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.)
Imperial Chemical Industries Ltd
Original Assignee
Imperial Chemical Industries Ltd
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 Imperial Chemical Industries Ltd filed Critical Imperial Chemical Industries Ltd
Priority to GB31049/36A priority Critical patent/GB485101A/en
Application granted granted Critical
Publication of US2101831A publication Critical patent/US2101831A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C305/00Esters of sulfuric acids
    • C07C305/02Esters of sulfuric acids having oxygen atoms of sulfate groups bound to acyclic carbon atoms of a carbon skeleton
    • C07C305/04Esters of sulfuric acids having oxygen atoms of sulfate groups bound to acyclic carbon atoms of a carbon skeleton being acyclic and saturated
    • C07C305/10Esters of sulfuric acids having oxygen atoms of sulfate groups bound to acyclic carbon atoms of a carbon skeleton being acyclic and saturated being further substituted by singly-bound oxygen atoms
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S516/00Colloid systems and wetting agents; subcombinations thereof; processes of
    • Y10S516/01Wetting, emulsifying, dispersing, or stabilizing agents
    • Y10S516/03Organic sulfoxy compound containing

Definitions

  • Example I Twenty (20) parts of the crude alcohols obtained from the liver-oil of C'entrophorus granulosis and Somniosis microcephatus and consisting largely of selachyl alcohol together with some batyl and chimyl alcohols, 25 parts of finely ground sodium pyrosulphate and 9 parts of pyridine were heated together at 90 C. to 95 C. until a sample dissolved to a clear solution in water. The mixture was stirred with 200 parts of water containing 8 parts of sodium carbonate, evaporated to dryness, and the residue extracted with boiling methanol, in which the desired product was soluble. On evaporation of the alcohol a creamy yellow paste was obtained, readily soluble in Water.
  • Example II One (1) part of the product of Example I was dissolved in 1000 parts of water, of hardness equivalent to 20 parts of calcium carbonate in 100,000 parts of water. Raw wool was more thoroughly cleansed after immersion in this solution at 40 C. to 45 C. for thirty minutes than after similar treatment with a 0.2% to 0.25% solution of cetyl sodium sulphate in the same water.
  • the sulphated selachyl alcohol may be employed in the form of the free acid, but is preferably neutralized with a salt-forming compound of inorganic origin, such as, for example, alkali metal hydroxide, ammonia, or lithium and magnesium compounds, or of organic origin such as mono-, dior trialkyl-amines, cyclohexyl-amines, monoand dialkyl-cyclohexyl-amines, hydroxyl alicyclic amines as hexahydro-aminophenol, mono-, diand trialkylol-amines, piperidine, pyridine, quinoline, betaine and thiourea.
  • a salt-forming compound of inorganic origin such as, for example, alkali metal hydroxide, ammonia, or lithium and magnesium compounds
  • organic origin such as mono-, dior trialkyl-amines, cyclohexyl-amines, monoand dialkyl-cyclohexyl-amines, hydroxyl alicycl
  • the sulphated selachyl alcohol herein described may be used in pure or standardized form and may be used in conjunction with known processes for treating agents. It may be used for other purposes than those indicated above, for instance, in carbonization, as an addition to fiax retting baths, in sizing, in fulling, as an addition when sizing is removed from textile materials, in impregnating, bleaching, mordanting, as an addition to soap in an acid bath, in mercerizing liquors, to improve the absorption characteristics of fibrous materials, particularly when subjected to a treatment for finishing, softening, stiffening, coloring or special chemical treatment such as water-proofing or mildew-proofing.
  • It may be used in lustering or delustering, degumming, kier boiling, scouring, stripping, felting, oiling or lubricating, weighting or loading natural or synthetic textile or fibrous materials which are ordinarily subjected to such processes, twist setting in yarn, and silk soaking.
  • liquid or solid substances normally insoluble in water such as hydrocarbons, higher alcohols, other oxygen-containing compounds, fats, oils, Waxes, resins, pitches and pitchy substances, halogenated hydrocarbons (for example trichlorethylene and orthoor para-dichlorobenzene) into clear solutions or stable emulsions or dispersions.
  • hydrocarbons normally insoluble in water
  • halogenated hydrocarbons for example trichlorethylene and orthoor para-dichlorobenzene
  • It may be used in deliming, hating, fat liquoring, tanning and softening or treating baths for hides and skins, particularly for the fat liquor treatment, for wetting crusted leather, and in flotation processes including minerals and oils such as the recovery of fixed oil from the oil sands.
  • Agricultural sprays and insecticides disinfectants; washing fruit and vegetables for spray residue removal; emulsifiers for cosmetics, wetting agents for metal cleaning compounds with acids and alkalis, wetting agents for paint, varnish and lacquer cleaners, as aids in chemical reactions; wetting agents for wood preservatives; foaming agents, particularly for fire extinguishers; anti-spattering agents'for fats, and in salad oil manufacture.
  • a process of making an alkali metal salt of selachyl sulphate which comprises heating sel- 5 achyl alcohol with an alkali metal pyrosulphate and pyridine and neutralizing the reaction mixture with an alkali metal carbonate.
  • a process of making sodium selachyl sul- 10 phate which comprises heating crude selachyl alcohol with finely ground sodium pyrosulphate and. pyridine until a sample dissolves to a clear solution in Water and neutralizing the reaction mixture with an aqueous solution of sodium carbonate.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Coloring (AREA)

Description

Patented Dec. 14, 1937 r UNITED STATES PATT FFIE SULPHATED SELACHYL ALCOHOL Alfred William Baldwin and Hugh Mills Bunbury, Blackley, England, assignors to Imperial Chemical Industries Limited, a corporation of Great Britain No Drawing. Application January 23, 1935, Se= rial No. 3,198. In Great Britain February 9,
6 Claims.
Example I Twenty (20) parts of the crude alcohols obtained from the liver-oil of C'entrophorus granulosis and Somniosis microcephatus and consisting largely of selachyl alcohol together with some batyl and chimyl alcohols, 25 parts of finely ground sodium pyrosulphate and 9 parts of pyridine were heated together at 90 C. to 95 C. until a sample dissolved to a clear solution in water. The mixture was stirred with 200 parts of water containing 8 parts of sodium carbonate, evaporated to dryness, and the residue extracted with boiling methanol, in which the desired product was soluble. On evaporation of the alcohol a creamy yellow paste was obtained, readily soluble in Water.
Example II One (1) part of the product of Example I was dissolved in 1000 parts of water, of hardness equivalent to 20 parts of calcium carbonate in 100,000 parts of water. Raw wool was more thoroughly cleansed after immersion in this solution at 40 C. to 45 C. for thirty minutes than after similar treatment with a 0.2% to 0.25% solution of cetyl sodium sulphate in the same water.
The sulphated selachyl alcohol may be employed in the form of the free acid, but is preferably neutralized with a salt-forming compound of inorganic origin, such as, for example, alkali metal hydroxide, ammonia, or lithium and magnesium compounds, or of organic origin such as mono-, dior trialkyl-amines, cyclohexyl-amines, monoand dialkyl-cyclohexyl-amines, hydroxyl alicyclic amines as hexahydro-aminophenol, mono-, diand trialkylol-amines, piperidine, pyridine, quinoline, betaine and thiourea.
In general, the sulphated selachyl alcohol herein described may be used in pure or standardized form and may be used in conjunction with known processes for treating agents. It may be used for other purposes than those indicated above, for instance, in carbonization, as an addition to fiax retting baths, in sizing, in fulling, as an addition when sizing is removed from textile materials, in impregnating, bleaching, mordanting, as an addition to soap in an acid bath, in mercerizing liquors, to improve the absorption characteristics of fibrous materials, particularly when subjected to a treatment for finishing, softening, stiffening, coloring or special chemical treatment such as water-proofing or mildew-proofing. It may be used in lustering or delustering, degumming, kier boiling, scouring, stripping, felting, oiling or lubricating, weighting or loading natural or synthetic textile or fibrous materials which are ordinarily subjected to such processes, twist setting in yarn, and silk soaking.
It may also be used in other fields, particularly in dyeing processes, 'for instance, in dyeing from neutral, acid or alkaline baths, reserving cotton in acid baths, dyeing with developed dyes, dyeing of animal fibers with vat dyes, dyeing cellulose acetate fibers with insoluble dyes, dyeing and printing with aniline black, dyeing of leather, in making dye pastes of dyes or dye components, in printing pastes to assist in the dispersion of the dye or dye component and in the penetration into the neutral or synthetic fiber, in the production of pigments of azo, basic, acid, vat, and sulfur dyes in a finely divided condition, for the production of finely divided inorganic pigments. In addition, it may be used for converting liquid or solid substances normally insoluble in water, such as hydrocarbons, higher alcohols, other oxygen-containing compounds, fats, oils, Waxes, resins, pitches and pitchy substances, halogenated hydrocarbons (for example trichlorethylene and orthoor para-dichlorobenzene) into clear solutions or stable emulsions or dispersions. It may be used in deliming, hating, fat liquoring, tanning and softening or treating baths for hides and skins, particularly for the fat liquor treatment, for wetting crusted leather, and in flotation processes including minerals and oils such as the recovery of fixed oil from the oil sands.
Further miscellaneous uses are: Agricultural sprays and insecticides; disinfectants; washing fruit and vegetables for spray residue removal; emulsifiers for cosmetics, wetting agents for metal cleaning compounds with acids and alkalis, wetting agents for paint, varnish and lacquer cleaners, as aids in chemical reactions; wetting agents for wood preservatives; foaming agents, particularly for fire extinguishers; anti-spattering agents'for fats, and in salad oil manufacture.
As many apparently widely diiferent'embodiments of this invention may be made without departing from the spirit and scope thereof, it is to be understood that we do not limit ourselves to the specfic embodiments thereof except as defined in the appended claims.
We claim:
1. An alkali metal salt of selachyl sulphate.
2. A process of making an alkali metal salt of selachyl sulphate which comprises heating sel- 5 achyl alcohol with an alkali metal pyrosulphate and pyridine and neutralizing the reaction mixture with an alkali metal carbonate.
3. Sodium selachyl sulphate.
4. A process of making sodium selachyl sul- 10 phate which comprises heating crude selachyl alcohol with finely ground sodium pyrosulphate and. pyridine until a sample dissolves to a clear solution in Water and neutralizing the reaction mixture with an aqueous solution of sodium carbonate.
5. A sulphuric ester of selachyl alcohol.
6. A salt of selachyl sulphuric acid.
US3198A 1932-02-09 1935-01-23 Sulphated selachyl alcohol Expired - Lifetime US2101831A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB31049/36A GB485101A (en) 1935-01-23 1936-11-13 Improvements in and relating to variable speed transmission control mechanisms

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB2101831X 1932-02-09

Publications (1)

Publication Number Publication Date
US2101831A true US2101831A (en) 1937-12-14

Family

ID=10898502

Family Applications (1)

Application Number Title Priority Date Filing Date
US3198A Expired - Lifetime US2101831A (en) 1932-02-09 1935-01-23 Sulphated selachyl alcohol

Country Status (1)

Country Link
US (1) US2101831A (en)

Similar Documents

Publication Publication Date Title
US2129264A (en) Nitrogen-containing organic compounds
US2249757A (en) Alkyl hydroxy aromatic sulphonate
US2052192A (en) Boric acid esters
US2178353A (en) High molecular weight tetravalent sulphur compounds and process for their production
US2236617A (en) Treatment of textiles
US2101831A (en) Sulphated selachyl alcohol
US2161937A (en) Sulphated a, a'-dialkyl glycerine ethers and process for preparing them
US2040997A (en) Esters of boric acid
US2159967A (en) Oxides of amino acids
US2139697A (en) Thiourea derivatives
US2229649A (en) Sulphated methyl heptadecenyl carbinol
US2139277A (en) Dialkyl cyclohexylamine salts of higher alkyl sulphates
US2091956A (en) Sulphuric acid esters of higher glycols
DE2326364A1 (en) SOLVENT BLEACHING PROCESS
US2163651A (en) Manufacture of normal, secondary pentadecyl sulphates
US2174131A (en) Sulphated alkoxy cyclohexanols and process of producing them
DE664994C (en) Process for bleaching animal and vegetable fibers and hair
US2079973A (en) Water-soluble sulphonation products of phosphatides, and process for preparing same
DE567361C (en) Cleaning, emulsifying and wetting agents
US2192906A (en) Diamides of aliphatic sulpho-and sulphato-dicarboxylic acids and processes of preparing them
US2174127A (en) Sulphated acyloins and process of producing them
DE747667C (en) Process for the production of water-soluble, fat-free, high-molecular products
US2205946A (en) Alkyl phenol sulphonates
US2115758A (en) Sulphonated alkoxy substituted arylides of the higher fatty acids
DE592569C (en) Process for the preparation of sulfonation products of higher fatty alcohols