DE593709C - Process for the production of sulfonation products of the alcohols corresponding to the higher fatty acids, obtainable by reducing their alkyl esters - Google Patents

Process for the production of sulfonation products of the alcohols corresponding to the higher fatty acids, obtainable by reducing their alkyl esters

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Publication number
DE593709C
DE593709C DEB142610D DEB0142610D DE593709C DE 593709 C DE593709 C DE 593709C DE B142610 D DEB142610 D DE B142610D DE B0142610 D DEB0142610 D DE B0142610D DE 593709 C DE593709 C DE 593709C
Authority
DE
Germany
Prior art keywords
fatty acids
obtainable
reducing
production
alkyl esters
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
DEB142610D
Other languages
German (de)
Inventor
Dr Heinrich Bertsch
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.)
H TH BOEHME AKT GES
Original Assignee
H TH BOEHME AKT GES
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 H TH BOEHME AKT GES filed Critical H TH BOEHME AKT GES
Priority to DEB142610D priority Critical patent/DE593709C/en
Application granted granted Critical
Publication of DE593709C publication Critical patent/DE593709C/en
Expired legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C305/00Esters of sulfuric acids
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2219/00Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/04Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
    • C10M2219/042Sulfate esters
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2219/00Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/04Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
    • C10M2219/044Sulfonic acids, Derivatives thereof, e.g. neutral salts
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00Specified use or application for which the lubricating composition is intended
    • C10N2040/20Metal working

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Treatment And Processing Of Natural Fur Or Leather (AREA)

Description

Verfahren zur Herstellung von Sulfonierungsprodukten der den höheren Fettsäuren entsprechenden, durch Reduktion ihrer Alkylester erhältlichen Alkohole Man hat schon ein Verfahren vorgeschlagen zur Herstellung von in der Textil- und Lederindustrie sowie auch in anderen Industriezweigen vorteilhaft verwendbaren Sulfonerüngsprodukben der den höheren Fettsäuren entsprechenden Alkohole.Process for the preparation of sulfonation products of the higher Fatty acids corresponding alcohols obtainable by reduction of their alkyl esters A process has already been proposed for the production of textile and Leather industry as well as sulphonic fertilizers which can be used advantageously in other branches of industry of the alcohols corresponding to the higher fatty acids.

Es wurde gefunden, daß man zu Sinfonierungsprodukfien von vorzüglicher Wirksamkeit für die Verschiedensten Zwecke auf einfache, rasche und billige Weise gelangt, wenn man als Ausgangsmaterial für die Sulfonierung ein Gemisch von Fettalkoholen, benutzt, wie es aus Kokosfett oder Palmkernfett in an sich bekannter Weise durch Veresberung ihrer Fettsäuren mit niederen aliphatischen Alkoholen, Reduktion des Estergemisches und Destillation des Reduktionsproduktes erhalten werden kann. Die Wahl dieses Rohstoffes ist insofern technisch und wirtschaftlich günstig, als Kokosfett und Palmkernöl verhältnismäßig reine Fette von ziemlich konstanter Zusammensetzung darstellen und leicht zugänglich und vergleichsweise wohlfeil sind.It has been found that symphony products of excellent Effective for a wide variety of purposes in a simple, quick and cheap way if a mixture of fatty alcohols is used as the starting material for the sulfonation, used as it is made from coconut oil or palm kernel oil in a manner known per se Improvement of their fatty acids with lower aliphatic alcohols, reduction of the Ester mixture and distillation of the reduction product can be obtained. the Choosing this raw material is technically and economically beneficial as coconut fat and palm kernel oil, relatively pure fats of fairly constant composition and are easily accessible and comparatively inexpensive.

Die Herstellung der Sulfonierungsprodukte erfolgt in üblicher Weise mittels der Sülfoni:erungsmittel, z. B. konzentrierter oder rauchender Schwefelsäure, Schwefeltrioxyd und Chlorsulfonsäure, evtl. unter Zugabe weiterer wasserentziehender Mittel anorganischer oder organischer Natur, indem man das Ausgangsmaterial bis zu seinem Schmelzpunkt erwärmt iuid während der Sulfonlerung auf dieser Temperatur oder auch bei erhöhter Temperatur hält. Je nach den Reaktionsbedingungen .erhält man entweder Schwefelsäureester durch Reaktion der alkoholischen Hydroxylgruppe mit dem Schwefelsäurerest oder echte aliphatische Sulfosäuren, in welchen die S03H-Grupp:e direkt an Kohlenstoff gebunden ist, oder auch Gemische bzw. Kombinationen beider Arten von Verbindungen.The sulfonation products are prepared in the customary manner by means of the Sülfoni: ermittel, z. B. concentrated or fuming sulfuric acid, Sulfur trioxide and chlorosulfonic acid, possibly with the addition of other dehydrating agents Means of inorganic or organic nature, by turning the starting material up iuid is heated to its melting point during the sulphonation at this temperature or holds at elevated temperature. Depending on the reaction conditions one either sulfuric acid ester by reaction of the alcoholic hydroxyl group with the sulfuric acid residue or true aliphatic sulfonic acids, in which the SO3H group: e is bound directly to carbon, or mixtures or combinations of both Types of connections.

Überraschenderweise hat sich gezeigt, daß die Beimengungen niederer und höherer Verbindungen der Reihe, welche die als Hauptbestandteile vorhandenen Derivate des Laurinalkohols 'begleiten, die besonders vorteilhafte Wirkung dieser Verbindungen nicht im geringsten beeinträchtigen.Surprisingly, it has been shown that the admixtures are lower and higher compounds of the series which are the main components Derivatives of lauric alcohol accompany the particularly beneficial effect of these Do not affect connections in the least.

Die in der beschriebenen Weise erhaltenen Sulfonierungsprodukte der Fettalkohole aus dem Kokosfett sind sehr beständig, leicht löslich in Wasser und in verdünnter Schwefelsäure. Mit io%iger Schwefelsäure gekocht, spalten sich die Produkte milder Sulfonierung allmählich unter Abscheidung der Alkohole. Die durch energische Sulfonierung bei höherer Temperatur gewonnenen echten Sulfosäw-en der Fettalkohole, die an Kohlenstoff direkt gebundene Sulfogruppenenthalten, bleiben auch bei dieser Behandlung umersetzt. Sie zeigen insbesondere noch den Vorteil, daB sie z. B. selbst bei heißem Trocknen und Kalandern von Textilwaren unter keinen Umständen Schwefelsäure abspalten, was bekanntlich bei Verwendung von nicht absolut beständigen Sulfosäureverbindungen der Fette und Öle verwandter Substanzen für Appreturzwecke u. dgl. häufig zu Faserschädigungen führt. Die Produkte sind stark netzende und schäumende Körper, welche insbesondere für textilische Zwecke sowie für die Zwecke in der Lederindustrie, pharmazeutischen Industrie, Metallbearbeitung, Erzeugung von Schädlingsbekämpfungs- und Staubbindemitteln, in der Keramik usw. mit dem besten Erfolge überall da verwendet werden können, wo ges auf Netzumg, Durchdringung, Transport wirksamer Bestandteile, Emulgierung, Reinigung, Weich-und Geschmeidigmachen sowie Schutzkolloidwirkung ankommt.The sulfonation products obtained in the manner described Fatty alcohols from coconut oil are very stable, easily soluble in water and in dilute sulfuric acid. Boiled with 10% sulfuric acid, they split Products of mild sulphonation gradually with separation of the alcohols. By vigorous sulphonation at a higher temperature obtained genuine sulphonic acid Fatty alcohols attached to carbon directly contain bound sulfo groups, remain converted even with this treatment. In particular, they still show the advantage that they z. B. even with hot drying and calendering of textile goods under none Certain circumstances split off sulfuric acid, which is known when using not absolute Resistant sulfonic acid compounds of fats and oils of related substances for finishing purposes and the like often leads to fiber damage. The products are highly wetting and foaming bodies, in particular for textile purposes and for purposes in the leather industry, pharmaceutical industry, metalworking, manufacturing of pesticides and dust binders, in ceramics, etc. with the best Successes can be used wherever there is network, penetration, transport effective ingredients, emulsifying, cleaning, softening and emollient as well Protective colloid effect matters.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung von Sulfonierungsprodukten der den höheren Fettsäuren entsprechenden, durch Reduktion ihrer Alkylester erhältlichen Alkohole, gekennzeichnet durch die Verwendung der aus dem Säuregemisch des Kokosfettes oder Pahnkernfetttes erhältlichen Fettalkoholgemische als Ausgangsmaterial -für die Sulfonierung.PATENT CLAIM: Process for the production of sulfonation products those corresponding to the higher fatty acids, obtainable by reducing their alkyl esters Alcohols, characterized by the use of those from the acid mixture of coconut oil or Pahnkernfetttes fatty alcohol mixtures available as starting material -for the sulfonation.
DEB142610D 1929-03-21 1929-03-21 Process for the production of sulfonation products of the alcohols corresponding to the higher fatty acids, obtainable by reducing their alkyl esters Expired DE593709C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEB142610D DE593709C (en) 1929-03-21 1929-03-21 Process for the production of sulfonation products of the alcohols corresponding to the higher fatty acids, obtainable by reducing their alkyl esters

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEB142610D DE593709C (en) 1929-03-21 1929-03-21 Process for the production of sulfonation products of the alcohols corresponding to the higher fatty acids, obtainable by reducing their alkyl esters

Publications (1)

Publication Number Publication Date
DE593709C true DE593709C (en) 1934-03-10

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Family Applications (1)

Application Number Title Priority Date Filing Date
DEB142610D Expired DE593709C (en) 1929-03-21 1929-03-21 Process for the production of sulfonation products of the alcohols corresponding to the higher fatty acids, obtainable by reducing their alkyl esters

Country Status (1)

Country Link
DE (1) DE593709C (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE748543C (en) * 1935-11-17 1944-11-17 Process for the preparation of quaternary ammonium compounds
DE753403C (en) * 1935-11-20 1952-11-24 Ig Farbenindustrie Ag Detergents, wetting agents, cleaning agents, foaming agents and dispersants

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE748543C (en) * 1935-11-17 1944-11-17 Process for the preparation of quaternary ammonium compounds
DE753403C (en) * 1935-11-20 1952-11-24 Ig Farbenindustrie Ag Detergents, wetting agents, cleaning agents, foaming agents and dispersants

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