DE1124962B - Agent for stabilizing alkanolamine salt solutions and detergents containing alkanolamine salts against discoloration - Google Patents

Agent for stabilizing alkanolamine salt solutions and detergents containing alkanolamine salts against discoloration

Info

Publication number
DE1124962B
DE1124962B DEC20063A DEC0020063A DE1124962B DE 1124962 B DE1124962 B DE 1124962B DE C20063 A DEC20063 A DE C20063A DE C0020063 A DEC0020063 A DE C0020063A DE 1124962 B DE1124962 B DE 1124962B
Authority
DE
Germany
Prior art keywords
alkanolamine
salt solutions
stabilizing
agent
detergents containing
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.)
Pending
Application number
DEC20063A
Other languages
German (de)
Inventor
Dipl-Ing Wilhelm Rosenthal
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.)
Huels AG
Original Assignee
Chemische Werke Huels 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
Priority to NL100348D priority Critical patent/NL100348C/xx
Priority to NL252292D priority patent/NL252292A/xx
Application filed by Chemische Werke Huels AG filed Critical Chemische Werke Huels AG
Priority to DEC20063A priority patent/DE1124962B/en
Priority to GB19338/60A priority patent/GB893220A/en
Priority to FR832895A priority patent/FR1262405A/en
Publication of DE1124962B publication Critical patent/DE1124962B/en
Pending legal-status Critical Current

Links

Classifications

    • 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
    • C11D3/16—Organic compounds
    • C11D3/34—Organic compounds containing sulfur
    • C11D3/3463—Organic compounds containing sulfur containing thio sulfate or sulfite groups
    • 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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02—Anionic compounds
    • C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/22—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aromatic compounds

Landscapes

  • 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)
  • Detergent Compositions (AREA)
  • Cosmetics (AREA)

Description

Zur Herstellung von flüssigen Waschmitteln, die beispielsweise Alkylarylsulf onate, Alkylsulfonate, Alkylsulfate, Fettsäurekondensationsprodukte mit Oxyalkan- und Aminoalkansulfonsäuren bzw. deren stickstoffsubstituierten Derivaten und Aminoalkancarbonsäuren enthalten, verwendet man nicht nur die Alkalisalze von SuIf on- oder Carbonsäuren, sondern auch die Salze von Alkanolamine^ wie z. B. des Mono-, Di- und Triäthanolamins, 1,3-Methoxypropylamins, Morpholine und 1,3-Oxypropylaminlauryläthers, die sich durch verbesserte Löslichkeit und Hautverträglichkeit auszeichnen. Derartige alkanolaminsalzhaltige Waschmittel dunkeln jedoch unter Lichteinwirkung stark nach und färben sich beim Lagern allmählich braun. Es ist bekannt, daß man die Verfärbung von Alkanolaminen durch Behandeln mit gasförmigem Schwefeldioxyd vermindern kann. Wendet man jedoch das Verfahren auf die obengenannten Waschmittel an, so erhält man trübe und Niederschläge enthaltende Lösungen.For the production of liquid detergents, such as alkylarylsulfonates, alkylsulfonates, alkylsulfates, Fatty acid condensation products with oxyalkane and aminoalkane sulfonic acids or their nitrogen-substituted ones Containing derivatives and aminoalkanecarboxylic acids, not only the alkali salts are used of sulfon or carboxylic acids, but also the salts of alkanolamines such as. B. of mono-, di- and triethanolamine, 1,3-methoxypropylamine, morpholines and 1,3-oxypropylamine lauryl ethers, which are characterized by improved solubility and skin tolerance. Such detergents containing alkanolamine salts However, they darken considerably when exposed to light and gradually turn brown during storage. It is known that the discoloration of alkanolamines by treatment with gaseous sulfur dioxide can decrease. However, if the method is applied to the above detergents, so solutions that are cloudy and contain precipitates are obtained.

Es wurde nun gefunden, daß man Alkanolaminsalzlösungen und alkanolaminsalzhaltige Waschmittel vorteilhaft durch den Zusatz von Glykolsulfiten gegen Verfärbung stabilisieren kann. Geeignete Glykolsulfite sind beispielsweise ÄthylenglykolsulfitjPropylenglykolsulfit und 1,2- und 1,3-ButylenglykoIsulfit, die man in Mengen von 0,1 bis 10%, besonders aber von 0,5 bis 2%, bezogen auf die Alkanolaminsalzlösung, dem Waschmittel zusetzt. Durch die Zugabe von Glykolsulfiten zu Waschmitteln auf der Grundlage von Alkanolaminsalzen werden nicht nur bestehende Verfärbungen beseitigt, sondern auch eine lang anhaltende Stabilisierung gegen Verfärbung erreicht.It has now been found that alkanolamine salt solutions and detergents containing alkanolamine salts can be used can advantageously stabilize against discoloration by adding glycol sulfites. Suitable glycol sulfites Examples include ethylene glycol sulfite and propylene glycol sulfite and 1,2- and 1,3-butylene glycol sulfite, which are found in Amounts from 0.1 to 10%, but especially from 0.5 to 2%, based on the alkanolamine salt solution, the Adding detergent. By adding glycol sulfites to detergents based on Alkanolamine salts not only remove existing discoloration, but also a long-lasting one Stabilization against discoloration achieved.

Es ist bereits vorgeschlagen worden, Hydrazin zum Stabilisieren von Alkanolaminsalzlösungen zu verwenden. Der Zusatz von Glykolsufit ist jedoch besonders vorteilhaft, da hierdurch der pH-Wert vonIt has been proposed to use hydrazine to stabilize alkanolamine salt solutions. However, the addition of glycol sulfite is particularly advantageous because it reduces the pH value of

von Alkanolaminsalzlösungenof alkanolamine salt solutions

und alkanolaminsalzhaltigen Waschmittelnand detergents containing alkanolamine salts

gegen Verfärbungagainst discoloration

Anmelder:Applicant:

Chemische Werke Hüls Aktiengesellschaft,
Marl (Kr. Recklinghausen)Chemical works Hüls Aktiengesellschaft,
Marl (district of Recklinghausen)

Dipl.-Ing. Wilhelm Rosenthal,Dipl.-Ing. Wilhelm Rosenthal,

Marl (Kr. Recklinghausen),
ist als Erfinder genannt wordenMarl (district of Recklinghausen),
has been named as the inventor

Alkanolaminsalzlösungen in das saure Gebiet verschoben wird und eine alkalische Reaktion, die bei kosmetischen Waschmitteln äußerst unerwünscht ist, vermieden wird. Weiterhin wird durch das aus dem Glykolsulfit beim Zerfall frei werdende Glykol, die Löslichkeit und das Reinigungsvermögen des Waschmittels günstig beeinflußt.Alkanolamine salt solutions will move into the acidic area and cause an alkaline reaction to occur cosmetic detergents is extremely undesirable, is avoided. Furthermore, the from the Glycolsulphite released during decomposition, the solubility and cleaning power of the detergent favorably influenced.

Beispiel 1example 1

Eine 50%ige wäßrige Lösung des Triäthanolaminsalzes der Tetrapropylenbenzolsulfonsäure wird mit 0,5 und 1,0 % Glykolsulfit versetzt. Nach erfolgter Durchmischung zeigen die Lösungen bereits nach kurzem Stehen eine deutliche Aufhellung. Wie aus der Tabelle ersichtlich ist, erreichen sie bei längerer Lagerzeit eine Farbzahl, die derjenigen einer Lösung, die keinen Zusatz enthält, wesentlich überlegen ist.A 50% aqueous solution of the triethanolamine salt of tetrapropylenebenzenesulfonic acid is used with 0.5 and 1.0% glycol sulfite added. After thorough mixing, the solutions are already showing Shortly standing a clear brightening. As can be seen from the table, they achieve longer Storage time a color number that is significantly superior to that of a solution that does not contain any additive.

TabelleTabel

Produktproduct

FarbzahlColor number

zu Beginn der Lagerung nach
24 Stundenat the beginning of storage
24 hours

nachafter

2 Monaten
Lagerung2 months
storage

nach
6 Monatenafter
6 months

5O°/oige wäßrige Lösung des Triäthanolamintetrapropylenbenzolsulfonates 50% aqueous solution of triethanolamine tetrapropylenebenzenesulfonate

desgl. + 0,5 % Glykolsulfit the same. + 0.5% glycol sulfite

desgl. + 1,0% Glykolsulfit the same. + 1.0% glycol sulfite

3,1
2,8
2,73.1
2.8
2.7

4,3
1,3
1,34.3
1.3
1.3

6,9
1,1
1,36.9
1.1
1.3

209 518/440209 518/440

Beispiel 2Example 2

Eine 50%ige wäßrige Lösung des Triäthanolaminsalzes der Tetrapropylenbenzolsulfonsäure wird mit beispielsweise 0,5 und 1,0% Propylenglykolsulfit versetzt und gut vermischt. Auch hier zeigen die Lösungen bereits nach kurzem Stehen eine allmählich ansteigende Farbzahl, gemessen nach der Jod-Farbzahl-Methode.A 50% aqueous solution of the triethanolamine salt of tetrapropylenebenzenesulfonic acid is used with for example, 0.5 and 1.0% propylene glycol sulfite are added and mixed well. Here, too, the solutions show a gradually increasing one after standing for a short time Color number, measured according to the iodine color number method.

TabelleTabel

zu Beginnat the start FarbzahlColor number nachafter nachafter 3,13.1 4,34.3 nachafter Produktproduct der Lagerungof storage 24 Stunden24 hours 2 Monaten2 months 2,92.9 1,51.5 6 Monaten6 months Lagerungstorage 2,82.8 1,21.2 3,03.0 50%ige wäßrige Lösung des Triäthanol-50% aqueous solution of triethanol 3,03.0 6,96.9 amintetrapropylenbenzolsulfonates amine tetrapropylenebenzenesulfonates 3,03.0 1,21.2 desgl. -+- 0,5% Propylenglykolsulfit likewise - + - 0.5% propylene glycol sulfite 1,01.0 desgl. + 1,0% Propylenglykolsulfit the same. + 1.0% propylene glycol sulfite

Beispiel 3Example 3

Eine 50%ige wäßrige Lösung des Methoxypropylaminsalzes derKerylbenzolsulf onsäure wird mit 0,5 und 1,0% Glykolsulfit versetzt. Nach längerem Stehen wird auch hier eine allmählich ansteigende Farbzahl gemessen.A 50% aqueous solution of the methoxypropylamine salt the kerylbenzenesulfonic acid is mixed with 0.5 and 1.0% glycol sulfite. After standing for a long time a gradually increasing color number is also measured here.

TabelleTabel

Produktproduct

zu Beginn
der Lagerungat the start
of storage

FarbzahlColor number

nach
2 Monatenafter
2 months

nach 6 Monatenafter 6 months

Lagerungstorage

50%ige wäßrige Lösung des Methoxypropylamintetrapropylenbenzolsulfonates 50% aqueous solution of methoxypropylamine tetrapropylene benzene sulfonate

desgl. + 0,5% Glykolsulfit the same. + 0.5% glycol sulfite

desgl. + 1,0% Glykolsulfit the same. + 1.0% glycol sulfite

Claims (1)

PATENTANSPRUCH:PATENT CLAIM: Verwendung von Glykolsulfiten zum Stabilisieren von Alkanolaminsalzlösungen und al-4,1
4,1
4,1Use of glycol sulfites to stabilize alkanolamine salt solutions and al-4,1
4.1
4.1 4,0
2,0
1,94.0
2.0
1.9 4,2 1,7 1,44.2 1.7 1.4 40 kanolaminsalzhaltigen Waschmitteln gegen Verfärbung. 40 detergents containing kanolamine salts to prevent discoloration. In Betracht gezogene Druckschriften: USA.-Patentschrift Nr. 2 901 513.References considered: U.S. Patent No. 2,901,513. © 209 518/440 2.62© 209 518/440 2.62
DEC20063A 1959-10-28 1959-10-28 Agent for stabilizing alkanolamine salt solutions and detergents containing alkanolamine salts against discoloration Pending DE1124962B (en)

Priority Applications (5)

Application Number Priority Date Filing Date Title
NL100348D NL100348C (en) 1959-10-28
NL252292D NL252292A (en) 1959-10-28
DEC20063A DE1124962B (en) 1959-10-28 1959-10-28 Agent for stabilizing alkanolamine salt solutions and detergents containing alkanolamine salts against discoloration
GB19338/60A GB893220A (en) 1959-10-28 1960-06-01 Stabilisation against discolouration of alkanolamine or alkanolamine ether salt solutions and detergents containing the same
FR832895A FR1262405A (en) 1959-10-28 1960-07-13 Agents for stabilizing against discoloration of solutions of alkanolamine salts and detergents containing alkanolamine salts

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEC20063A DE1124962B (en) 1959-10-28 1959-10-28 Agent for stabilizing alkanolamine salt solutions and detergents containing alkanolamine salts against discoloration

Publications (1)

Publication Number Publication Date
DE1124962B true DE1124962B (en) 1962-03-08

Family

ID=7016741

Family Applications (1)

Application Number Title Priority Date Filing Date
DEC20063A Pending DE1124962B (en) 1959-10-28 1959-10-28 Agent for stabilizing alkanolamine salt solutions and detergents containing alkanolamine salts against discoloration

Country Status (4)

Country Link
DE (1) DE1124962B (en)
FR (1) FR1262405A (en)
GB (1) GB893220A (en)
NL (2) NL100348C (en)

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2901513A (en) * 1956-12-31 1959-08-25 Olin Mathieson Process for the stabilization of amino alcohols

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2901513A (en) * 1956-12-31 1959-08-25 Olin Mathieson Process for the stabilization of amino alcohols

Also Published As

Publication number Publication date
NL100348C (en)
GB893220A (en) 1962-04-04
NL252292A (en)
FR1262405A (en) 1961-05-26

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