BE488323A - - Google Patents

Description

       

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  Cation active compounds derived from the nitrates of higher saturated primary aliphatic alcohols.



   The subject of the present invention is the preparation of compounds with an active cation of general formula: [R- B] + [NO3] - in which R denotes a saturated primary aliphatic alcohol residue with a number of carbon atoms 8; B a tertiary aliphatic base such as trimethyl-triethyl, -tributyl, triamylamine, dimethyl- diethyl-, triethanolamine, la, triisopropanolamine, etc., or a tertiary phenolic amine such as dimethyl-, diethyl- , methylbenzyl-, ethylbenzylaniline, etc.

   , or a tertiary heterocyclic base such as pyridine, picolines, 2,6-lutidine, quinoline, quinaldine, isoquinoline, acridine, etc .; the binding of radicals 3 and NO3 of molecules

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 ¯3H0 with the aforementioned bases B being effected by the atom '"' 'C'" 1; Z0'ê = of the latter, which thus passes from 'tri-valence to.-1'a quintivalence, the whole forming new complexes.



  - 3 cups are available in stores. The nitrates of higher saturated primary aliphatic alcohols are prepared very simply by dropping in a trickle, with constant agitation, between -5 and 100 parts of alcohol in 300 parts of real nitric acid.



  The reaction is not very exothermic and the esterification, under these conditions, is almost complete in a very short time.



    When this is complete, it is often sufficient to decant the top layer of alcoholic nitrate and immediately combine with the chosen base. The residual nitric acid is returned or salified.



   The conversion of the alcoholic nitrates thus produced into compounds with an active cation takes place by heating the nitric ester, either in an autoclave at 100 with trimethyl amine, or at reflux with triethylamine or pyridine or at 100 under atmospheric pressure with the other tertiary bases. It is therefore much easier than the transition from halides of higher alcohols to quaternary ammonium halides, to alkylpyridinium halides, etc.



   The cationically active compounds claimed are in the form of white, amber or brown, water-soluble crystalline powders or pastes. They are endowed with foaming, wetting, leveling, dispersing, emulsifying and detergent properties. They are insensitive to Ca and Mfg ions in drinking or industrial water. They are bactericidal and fungicidal.



   They find use in the various treatments of natural or artificial textile fibers; in cleaning

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 EMI3.1
 sterilizing medical or surgical instruments, as well as household, dairy, wine dishes, etc .; in the. sôïns -¯ e .1, skin, skin, skin, linen, etc. In short, they are suitable for so many uses devolved to active cation soaps Example 1. - Alkylpyridinium nitrates from copra
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   (3 representing the octyl, decyl, dodecyl, tetradecyl, hexadecyl, octadecyl and octadecenyl radicals with, in the mixture, the respective average percentages of 8, 9, 47, 18, 8, 5, 5).



   100 parts of the mixture of higher fatty alcohols obtained from the reduction of copra are poured in a thin stream into 300 parts of real nitric acid cooled between -5 and 0. Care is taken to stir constantly and to keep the reaction temperature within these limits. After the reaction, the layer of nitric esters is decanted, which very quickly supersedes as soon as the stirring is stopped and is immediately mixed with pyridine, at a rate of 150 parts of base per 100 of ester.



  Heat at reflux until a test portion is water soluble, which takes about three hours. The excess of pyridine is then removed at 100 under reduced pressure and the residue is taken up in an amount of water calculated to obtain a solution of alkylpyridinium nitrates of the desired title.



   During heating with pyridine, nitrous vapors are observed due to the presence of a little oleic alcohol in the mixture of alcohols of S8-C18 copra. This phenomenon does not take place when preparing, according to the same technique, the alkylpyridinium nitrates of each of the saturated constituents of the alcohols obtained from copra, in other words with the octyl alcohols, lauryl decyl, myristic and cetyl stearic alcohols.

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  Example Alkyipyridinium nitrates from alcohols,. β; O- and O-saturated laughs from 88-olefins and. f, ¯ ..



  ¯ ".¯ '. -.Iere, i! Doxesse described in another Patent has LDapplicant in another Patent TaTs.19¯48- for:" Process of simultaneous manufacture of halo, 6nur-es of alkyls and d' higher halogenated primary alcohols "the new saturated primary alcohols C 1T l mr20H and C12H25 CH OH which it has succeeded in producing by means of
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 octylenes and dode.cylenes by-products of the petroleum industry. Treated as in 1. these synthetic alcohols give excellent cationic soaps active with pyridine, in the respective formulas:

   
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 EMI4.4
 Example 3.- Dimethylalkylphenylarmilonium nitrates S6H5 R-N-MO3 CH3 CH 100 parts of nitric esters of alipha- alcohols
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 Primary ticks saturated at C8, 01, C12, C14, 0, G18 from the reduction of copra, or from their mixture, or the synthetic alcohols of Example 4 are heated to 100 with
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 00 parts of dim9tl1yl: .niline.



   The forced quaternary ammonium nitrates are isolated from the cooled reaction product by triturating it with ether, draining, washing with ether and drying.


    

Claims (1)

ABSTRACT 1 - This process for preparing new compounds with an active cation of the type [R- B] [NO3] consists of EMI4.7 condensing nitrates of alcohols Üi} JJ.1.a ti Ques primary saturated higher R N0 with tertiary bases' 3.1J.p1.l2, -c: u'l.ues, isocyclic or heterocyclic B . <Desc / Clms Page number 5> EMI5.1 2 -'Nitrates of primary aliplia tic alcohols are prepared by dropping in, bilet9 ..; constant stirring, between -5 and COe 100 parts. Of primary a..liphatic alcohol saturates higher in 300 par- =, ie.s of real nitric acid. The top layer of alcoholic nitrate is decanted, mixed with the amine and heated to a suitable temperature. 4 - As new industrial products, compounds with an active cation, characterized in that they are EMI5.2 types - 73] fu03J @