DE1668144A1 - Process for the preparation of acetal peroxides containing glycol groups - Google Patents

Process for the preparation of acetal peroxides containing glycol groups

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Publication number
DE1668144A1
DE1668144A1 DE1967G0051390 DEG0051390A DE1668144A1 DE 1668144 A1 DE1668144 A1 DE 1668144A1 DE 1967G0051390 DE1967G0051390 DE 1967G0051390 DE G0051390 A DEG0051390 A DE G0051390A DE 1668144 A1 DE1668144 A1 DE 1668144A1
Authority
DE
Germany
Prior art keywords
preparation
acetal
ozone
glycol groups
containing glycol
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.)
Granted
Application number
DE1967G0051390
Other languages
German (de)
Other versions
DE1668144B2 (en
Inventor
Gaebelein Klaus Dipl-Chem Dr
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.)
Gaebelein klaus dipl-Chem Dr
Original Assignee
Gaebelein klaus dipl-Chem Dr
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 Gaebelein klaus dipl-Chem Dr filed Critical Gaebelein klaus dipl-Chem Dr
Priority to DE1967G0051390 priority Critical patent/DE1668144B2/en
Publication of DE1668144A1 publication Critical patent/DE1668144A1/en
Publication of DE1668144B2 publication Critical patent/DE1668144B2/en
Granted legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C407/00—Preparation of peroxy compounds

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

VerfahrenzurHerstellungvonGlykolruppenenthaltenden Acetalperoxiden.Process for the preparation of glycol group-containing acetal peroxides.

La bekannt, daß bei der Ozonisierung olefinisch ungesättigter organischer Verbindungen Ozonide gebildet werden die bei längerer Lagerzeit in Gegenwart von Feuchtigkeit einem langsamen Zerfall unterliegen. Diese Instabilität liess sine Vermarktung der Ozonide bisher nicht zu.La known that in the ozonization of olefinically unsaturated organic Compounds that are formed during prolonged storage in the presence of ozonides Moisture are subject to slow decay. This instability dropped Marketing of ozonides so far not to.

Wird jedoch die Ozonisierung nicht in einem inerte LUsungsmittel, sondern in Gegenwart eines niedrigen aliphatiachen Alkohola vorgenommen, so kommt es nicht mehr zur Bildung eines Ozonids, sondern aines Acetalperoxids, in dem ein MolekUl des Ldaungsmittel-Alkohols acetalartig gebunden wurde. . Diese Acetalkperoxide sind gegen Wasser bereits wesentlich stabiler (DP 1 075 801).However, if ozonization is not carried out in an inert solvent, but made in the presence of a low aliphatic alcohol, so comes it no longer leads to the formation of an ozonide, but rather an acetal peroxide in which a Molecule of the solvent-alcohol was bound acetal-like. . These acetal peroxides are already much more stable to water (DP 1 075 801).

Versucht man nun an Stolle des alkoholischen Losungsmittels Glykol oder Glycerin zur Bildung der Acetalperoxide einzusetzen, so findet nur eine sehr geringe Ozonaufnahme statt.If one tries now on Stolle of the alcoholic solvent glycol or to use glycerine to form the acetal peroxides, there is only one very low ozone absorption.

ErfindungRgemAss konnte jedoch festgestellt werden, daß die Reaktion mit dem gasformig zugeführten Ozon in glykolartigen Lösungsmitteln wieder möglich ist, wenn eine der beiden Hydroxylgruppen des Glykols (oder Glycerins) verestert oder veräthert vorliegt. In accordance with the invention, however, it was found that the reaction with the ozone supplied in gaseous form is possible again in glycol-like solvents if one of the two hydroxyl groups of the glycol (or glycerol) is esterified or etherified.

Hierin soll R und R' einen organischen Rest bedeuten, der als Kohlenwasserstoff, Alkohol, Aldehyd, Keton, Saure oder dessen Ester vorliegen kann.Herein R and R 'should mean an organic radical, which is a hydrocarbon, Alcohol, aldehyde, ketone, acid or its ester can be present.

E soll einen Rest eines organischen Alkohols oder einer organischen Saure darstellen.E is intended to be a residue of an organic alcohol or an organic one Represent acid.

Die so erhältlichen Acetalperoxide sind als Desinfektionsmittel, Mittel zur Versorgung. des Hautgewebes mit aktivem Sauerstoff oder allgemein, als oxydationsmittel verwendbar.The acetal peroxides obtainable in this way are used as disinfectants, agents for supply. of the skin tissue with active oxygen or, more generally, as an oxidizing agent usable.

B Beispiel 1. 5 t Sorbinsäure werden in 100 cam Butylglykoläther (Mono-Äther) gelost und bis zur Sättigung mit Ozon oder ozonhaltigen Gasen behandelt. Rua der schwach gelb gefärbten Lösung kana durch starie. Abkühlung keine Sorbinsäure mehr zur Ausscheidung gebracht werden. Aus einer Kaliumjodidloaung werden sofort geoße Mengen Jod ausgeschieden.B Example 1. 5 t of sorbic acid are dissolved in 100 cam butyl glycol ether (mono-ether) dissolved and treated to saturation with ozone or ozone-containing gases. Rua der pale yellow colored solution kana by starie. No more sorbic acid after cooling down be excreted. A potassium iodide solution is poured immediately Excreted amounts of iodine.

Beispiel 2. 10 g Oleylalkohol werden in 100 g Glycerindiacetat gelöst und bei Raumtemperatur bis zur Sättigung mit Ozon oder ozonhaltigen Gasen behandelt. Die verbleibende ölige Fldssigkeit scheidet aus einer Kaliumjodidlösung sofort grosse Mengen Jod aus.Example 2. 10 g of oleyl alcohol are dissolved in 100 g of glycerol diacetate and at room temperature to for saturation with ozone or ozone-containing Treated gases. The remaining oily liquid separates from a potassium iodide solution immediately emit large amounts of iodine.

Beispiel 3. 10 g Terpineol werden in 50 g 1, 2-Propylenglykol-mono-athyläther gelöst und bis zur Sättig gung mit Ozon oder ozonhaltigen Gasen behandelto Die verbleibende Flüssigkeit ist in wenig Wasser löslich und scheidet aus Kaliumjodid grosse Mengen Jod aus.Example 3. 10 g of terpineol are dissolved in 50 g of 1,2-propylene glycol monoethyl ether dissolved and treated with ozone or ozone-containing gases until saturation o The remaining Liquid is soluble in a little water and excretes large quantities of potassium iodide Iodine off.

Patentansprüche: 1. Verfahren zur Herstellung von Acetalperoxiden, dadurch gekennzeichnet, daß ein oder mehrfach äthylenisch ungesättigte organische Verbindungen in Gegenwart von 2 und/oder mehr Hydroxylgruppen tragenden Verbindungen mit Ozon oder ozonhaltigen Gasen behandelt werden.Claims: 1. Process for the production of acetal peroxides, characterized in that one or more ethylenically unsaturated organic Compounds in the presence of 2 and / or more hydroxyl group-bearing compounds treated with ozone or ozone-containing gases.

Claims (1)

2. Verfahren nach Anspruch 1) dadurch gekennzeichnet, daß die organischen Verbindungen Kohlenwasserstoffes Alkohole oder deren Ester, Aldehyde, Ketone oder Säuren bzw. deren Ester mit einer oder mehreren äthylenischen Doppelbindungen darstellen.2. The method according to claim 1) characterized in that the organic Compounds of hydrocarbons, alcohols or their esters, aldehydes, ketones or Represent acids or their esters with one or more ethylenic double bonds. 3. Verfahren nach Anspruch 1) und 2), dadurch gekennzeichnet, daß bei benachbarten glykolischen Hydroxylgruppen nur eine in freier Form, die andere als ather oder Ester gebunden vorliegt.3. The method according to claim 1) and 2), characterized in that with neighboring glycolic hydroxyl groups only one in free form, the other is present as an ether or ester bonded.
DE1967G0051390 1967-10-20 1967-10-20 PROCESS FOR THE PREPARATION OF ACETAL PEROXIDES CONTAINING GLYCOL GROUPS Granted DE1668144B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DE1967G0051390 DE1668144B2 (en) 1967-10-20 1967-10-20 PROCESS FOR THE PREPARATION OF ACETAL PEROXIDES CONTAINING GLYCOL GROUPS

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE1967G0051390 DE1668144B2 (en) 1967-10-20 1967-10-20 PROCESS FOR THE PREPARATION OF ACETAL PEROXIDES CONTAINING GLYCOL GROUPS

Publications (2)

Publication Number Publication Date
DE1668144A1 true DE1668144A1 (en) 1971-07-22
DE1668144B2 DE1668144B2 (en) 1976-11-25

Family

ID=7129749

Family Applications (1)

Application Number Title Priority Date Filing Date
DE1967G0051390 Granted DE1668144B2 (en) 1967-10-20 1967-10-20 PROCESS FOR THE PREPARATION OF ACETAL PEROXIDES CONTAINING GLYCOL GROUPS

Country Status (1)

Country Link
DE (1) DE1668144B2 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6309654B1 (en) * 1998-04-23 2001-10-30 Gabriele Wyeth Ohg Kosmetik Berlin Activated oxygen containing compounds for improving the microcirculation of the skin

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6309654B1 (en) * 1998-04-23 2001-10-30 Gabriele Wyeth Ohg Kosmetik Berlin Activated oxygen containing compounds for improving the microcirculation of the skin

Also Published As

Publication number Publication date
DE1668144B2 (en) 1976-11-25

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Legal Events

Date Code Title Description
C3 Grant after two publication steps (3rd publication)
E77 Valid patent as to the heymanns-index 1977
8339 Ceased/non-payment of the annual fee