DE737762C - Wetting, emulsifying, cleaning and washing agents - Google Patents

Wetting, emulsifying, cleaning and washing agents

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Publication number
DE737762C
DE737762C DEG92098D DEG0092098D DE737762C DE 737762 C DE737762 C DE 737762C DE G92098 D DEG92098 D DE G92098D DE G0092098 D DEG0092098 D DE G0092098D DE 737762 C DE737762 C DE 737762C
Authority
DE
Germany
Prior art keywords
cleaning
wetting
emulsifying
washing agents
benzaldehyde
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
DEG92098D
Other languages
German (de)
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.)
Novartis AG
Original Assignee
JR Geigy 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 JR Geigy AG filed Critical JR Geigy AG
Priority to DEG92098D priority Critical patent/DE737762C/en
Application granted granted Critical
Publication of DE737762C publication Critical patent/DE737762C/en
Expired legal-status Critical Current

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Classifications

    • 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
    • C07C303/02Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof
    • C07C303/22Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof from sulfonic acids, by reactions not involving the formation of sulfo or halosulfonyl groups; from sulfonic halides by reactions not involving the formation of halosulfonyl groups
    • 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
    • C11D1/22Sulfonic acids or sulfuric acid esters; Salts thereof derived from aromatic compounds

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Detergent Compositions (AREA)

Description

Netz-, Emulgier-, Reinigungs- und Waschmittel Es wurde gefunden, daß die löslichen Salze von Oxydi- und Oxytriphenylmethansulfonsäuren, die im Kern durch niedriger- molekulare Alkylreste oder durch Aralkyl- bzw. Cycloalkylgruppen, jedoch in den phenolischen Kernen nicht durch Halogen substituiert sind, sich durch ganz vorzügliche kapillaraktive Eigenschaften auszeichnen, so daß sie sich sehr gut zur Verwendung als, Netz-, Emulgier-, Reinigungs- und Waschmittel eignen. Diese Verbindungen weisen beispielsweise ein Waschvermögen auf, das ohne weiteres vergleichbar ist mit demjenigen der Seifen; wie diese zeigen sie bei lang dauernder Ausnutzung der Waschbäder hohe Reinigungs%virkung. Zudem sind sie gleich gut in sauren, ,alkalischen oder neutralen Textilbehandlungsbädern verwendbar.Wetting, emulsifying, cleaning and washing agents It has been found that the soluble salts of oxydi- and oxytriphenylmethanesulfonic acids, which are in the core lower molecular weight alkyl radicals or by aralkyl or cycloalkyl groups, however in the phenolic nuclei are not substituted by halogen; excellent capillary-active properties, so that they are very good for Suitable for use as, wetting, emulsifying, cleaning and washing agents. These connections have, for example, a detergency that is readily comparable with that of soaps; like this, they show with long-term use of the Washing baths high cleaning effect. In addition, they are equally good in acidic,, alkaline or neutral textile treatment baths.

Es ist eigenartig und überraschend, daß Stoffe, die keinen langkettigen Fettrest im Molekül besitzen, derart hervorragende Schaumkraft und Reinigungswirkungen aufweisen, die vergleichbar sind mit denjenigen der hochmolekularen Fettsäure- oder Fettalkoholabkömmlinge. In neutraler Wäsche übertreffen einzelne Vertreter dieser Reihe an Ausgiebigkeit selbst die besten der im Handel befindlichen und für diesen Zweck besonders geschaffenen Präparate. Auch ihr Netzvermögen ist im allgemeinen ganz hervorragend und macht sie sehr wertvoll für die verschiedensten Verwendungszwecke in der Textilindustrie, besonders da, wo es auf rasches Durchdringen der Fasern und Gewebe beim Färben, Ausrüsten usw. ankommt. Für die genannten Zwecke lassen sich Produkte verwenden, die durch Kondensation der nachstehend aufgeführten Phenole und Aldehyde hergestellt sind. Die Darstellung erfolgt nach bekannten Verfahren (s. z. B. die Patentschrift 530 Z19). Phenol (2 Mol) ?11deliyd (i Mol) 4-Tertiärbutyl-2-kresol Benzaldehyd-2-sulfonsäure 4-Tertiärbutyl-2-kresol 2-Chlorbenzaldehyd-5-sulfonsäure 4-Diisobutylphenol 2-Chlorbenzaldehyd-5-sulfonsäure Cyclohexylphenol Benzaldehyd-2-sulfonsäure 2- und 4-Benzylphenol Benzaldehyd-2-sulfonsäure 4-n-Butylphenol Benzaldehyd-2-sulfonsäure p-Kresol Benzaldehyd=a-sulfonsäure 4-Propylphenol Benzaldehyd-2-sulfonsäure Diisobutylrohkreosol Benzaldehyd-2-sulfonsäure Diisobutylphenol Benzaldehyd-2,4-disulfonsäure ` 4-Butylphenol Formaldehyd (nach der Kondensation sulfoniert) USW. Es ist zwar bereits bekannt, die Sulfonierungsprodukte hydrierter DiaryImetlianderivate sowie alkylierter Oxydiplienyle als Netz-und Reinigungsmittel zu verwenden. Ebenso ist die Verwendung von Alhylpllenolsulfonsäuren als Reinigungs-, Netz- und Emulgiermittel bekannt. Ein Vergleich des Netz- und Waschvermögens hat jedoch die Überlegenheit des Kondensationsproduktes aus i Mol Benzaldehyd-2-sulfOnSiiure und 2 Mol 4.-Tertiärbutvl-2-kresol gegenüber den obengenannten Verbindungen klar erwiesen.It is peculiar and surprising that substances which do not have a long-chain fat residue in the molecule have such excellent foaming power and cleaning effects that are comparable to those of the high molecular weight fatty acid or fatty alcohol derivatives. In neutral wash, individual representatives of this series surpass even the best of the commercially available preparations specially created for this purpose. Their wetting power is also generally excellent and makes them very valuable for a wide variety of uses in the textile industry, especially where rapid penetration of the fibers and fabrics during dyeing, finishing, etc. is important. For the purposes mentioned, it is possible to use products which are produced by condensation of the phenols and aldehydes listed below. The representation takes place according to known methods ( see e.g. patent specification 530 Z19). Phenol (2 moles)? 11deliyd (1 mole) 4-tert-butyl-2-cresol benzaldehyde-2-sulfonic acid 4-tert-butyl-2-cresol 2-chlorobenzaldehyde-5-sulfonic acid 4-diisobutylphenol 2-chlorobenzaldehyde-5-sulfonic acid Cyclohexylphenol Benzaldehyde-2-sulfonic acid 2- and 4-benzylphenol benzaldehyde-2-sulfonic acid 4-n-butylphenol benzaldehyde-2-sulfonic acid p-cresol benzaldehyde = a-sulfonic acid 4-propylphenol benzaldehyde-2-sulfonic acid Diisobutyl crudeosol benzaldehyde-2-sulfonic acid Diisobutylphenol benzaldehyde-2,4-disulfonic acid `4-butylphenol formaldehyde (sulfonated after condensation) ETC. It is already known to use the sulfonation products of hydrogenated diarylmetal derivatives and alkylated oxydiplienyls as wetting and cleaning agents. The use of Alhylpllenolsulfonsäuren as cleaning, wetting and emulsifying agents is also known. However, a comparison of the wetting and washing power has clearly shown the superiority of the condensation product of 1 mole of benzaldehyde-2-sulfonic acid and 2 moles of 4th-tertiary butyl-2-cresol over the abovementioned compounds.

Nachstehend wird noch ein Vergleich der Netzwerte mit verschiedenen Handelsproduk- ten gegeben. In nachfolgender Tabelle sind die L'ntersinkzeiten zusammengestellt, be- stimmt nach der Methode Landolt (Mel- 1iatid, Textilberichte 192,9, S.762), wie sie beim Vergleich der Handelswaren von Oley1- inethyltaurid (i). des Natriuinsalzes des Schwefelsäureesters des Dodecylalkohols (2) und des Natriumsalzes der Diisopropyl- naplithalilisulfonsäure (3) mit dein -Natrium- salz des Kondensationsproduktes aus 2111o1 .I-Terti:irbtityl-2-Icresol und i llol Benzalde- liyd-2-stllfonsiitire (.I) erhalten werden. Untersinkzeiten #g im Liter o, .q g im Liter zg' 8o° 8o- alkalisch neutral sauer alkalisch neutral sauer alkalisch neutral sauer 1 c8',4" 7,8u 811 1,8" 1,5" 1'911 2 911 9,7" 4,I" 6,4,@ 3,5" 3,i" 7 11 7,z" 4,2" =,q" i,7" i,4,# J ,I ,@ n n n 4 4 1,6' 1,2' 2 1 -@ 1 ! 1 1,7 2 unter i Die Versuche wurden mit 2 g Netzmittel im Liter ausgeführt, für N r. .I -zudem noch mit 0,5 g, wodurch die Netzzeiten überhaupt erst meßbar wurden.A comparison of the Network values with different commercial product th given. In the table below are the sinking times compiled, is correct according to the Landolt method (reporting 1iatid, Textilberichte 192,9, p.762) as she when comparing the merchandise of Oley1- in ethyl tauride (i). of the sodium salt of Sulfuric acid ester of dodecyl alcohol (2) and the sodium salt of diisopropyl naplithalilisulfonic acid (3) with your -sodium- salt of the condensation product from 2111o1 .I-Terti: irbtityl-2-icresol and i llol benzaldehyde liyd-2-stllfonsiitire (.I) can be obtained. Sinking times #g in liter o, .qg in liter zg ' 8o ° 8o- alkaline neutral acidic alkaline neutral acidic alkaline neutral acidic 1 c8 ', 4 " 7.8u 811 1.8" 1.5 " 1'911 2 9 11 9.7" 4, I "6.4, @ 3.5" 3, i " 7 11 7, z "4,2" =, q " i, 7" i, 4, # J , I, @ nnn 4 4 1,6 '1,2' 2 1 - @ 1 ! 1 1 , 7 2 under i The tests were carried out with 2 g of wetting agent per liter, for No. .I - also with 0.5 g, whereby the network times were measurable in the first place.

Claims (1)

PATENTANSPRUCH: Verwendung der löslichen Salze von Oxydi- und Ox3-triplienylmethanstilfonsäuren, die im Kern durch niedriger molekulare Alkvlreste oder durch Aralkvl-bzw. Cycloalkylgruppen, jedoch in den nphenolischen Kernen nicht durch Halogen substituiert sind, als Netz-, Emulgier-, Reinigungs- und Waschmittel in sauren, alkalischen oder neutralen Textilbehandlungsbädern.PATENT CLAIM: Use of the soluble salts of oxydi- and Ox3-triplienylmethane-silicic acids, which in the core by lower molecular alkyl radicals or by Aralkvl or. Cycloalkyl groups, but are not substituted by halogen in the phenolic nuclei, as network, Emulsifying, cleaning and washing agents in acidic, alkaline or neutral textile treatment baths.
DEG92098D 1936-02-03 1936-02-04 Wetting, emulsifying, cleaning and washing agents Expired DE737762C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEG92098D DE737762C (en) 1936-02-03 1936-02-04 Wetting, emulsifying, cleaning and washing agents

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE477196X 1936-02-03
DEG92098D DE737762C (en) 1936-02-03 1936-02-04 Wetting, emulsifying, cleaning and washing agents

Publications (1)

Publication Number Publication Date
DE737762C true DE737762C (en) 1943-07-23

Family

ID=25944296

Family Applications (1)

Application Number Title Priority Date Filing Date
DEG92098D Expired DE737762C (en) 1936-02-03 1936-02-04 Wetting, emulsifying, cleaning and washing agents

Country Status (1)

Country Link
DE (1) DE737762C (en)

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