US2359043A - Softening textiles - Google Patents

Description

Patented Sept. 26, I944 SOFTENING TEXTILES I Jakob Link and Gaston Jaccard, Basel, Switzerland,

Friboilrg, Switzerland No Drawing. Application June 24, 1940,. Serial No. 342,191. In swltmlana July 7, 1939 4 Claims. (Cl. 260-404) The present invention relates to a process for softening textiles and to the water-soluble salts of the compounds of the formula omiooccnmi CruHuN canon acid give water-soluble salts and may be used as softening agents for textiles of all kind. As hydroxyamines which can be used in the presout process we employ the reaction products of for example for 2 mol. of ethylene-oxide or of ii or 2 moi. of glycolor glycerine-monohalogenhydrine or glycide with a primary or secondary amine containing at least one hydrocarbon chain with at least 8 carbon atoms, such as dodecylamine, 'cetylamine, stearylamine, methyldodecylamine, and also the reaction products obtained by treatment of alkanolamines with alkylhalogenides containing at least 8 carbon atoms. As compounds containing the radical of a higher fatty acid, we use the fatty acids themselves such as stearic acid, cocoa nut fatty acids or the anhydrides or halogenides or the esters of such fatty acids, or mixtures of diflerent fatty acids or their derivatives.

The esteriilcatlon of the hydroxyamine'may be carried out at a higher temperature, for example between 150 and 200' 0., until the splitting off of water is terminated. It is in some cases preferable to work under such conditions, that the formed water becomes distilled oil from the reaction mixture during the heating operation. The compounds thus obtained correspond for instance to the general formula wherein Band a, stand for .a

The condensation products thus chainwithatleastilcarbonatomsandm stands for a low molecular alkylene and bydroxy-alblene' radical, and which are generally waxy substances, soluble in hydrochloric acid or assignors to the firm Sande: Ltd.,

in organic acids of low molecular weight. Their salts with such acids are soluble in water, giving more or less clear solutions which are eminently useful for softening the textiles, especially their salts with organic acids.

It is not absolutely necessary to realize a complete esteriflcation of the components. We have observed, that the presence of free amine and free carboxylic acid of higher molecular weight may be advantageous, provided that the carboxylic acid is not in excess as compared to the amount of the amine.

We have further observed, that an excess oi the amine may be advantageous in both cases, that is in the case of complete and in the case of partial esterificati'on. The following xamples, without being-11ml tative, illustrate the present invention, the

Parts being by weight:

sim le 1 strength, and 72 parts of water at (2., until 3 a. homogeneous, clear paste, soluble in water,

is obtained. The product thus obtained a.

excellent softening properties for textiles of any. kind, especially for cotton and rayon.

The reaction involved in the production of the aforementioned base may be illustrated as follows:

CrHiOH CnHurCHI- ClKiOH Btslryldiethanollminc Bturio sold CsHaOD 0.0.111

--'-o olinaonm mo CIHGOH Katerina trample 2. 283 parts of hardened fish oil and 351 parts of technical stearyldiethanolsmine are heated for about2 hours at 175-185 C. After separation of the glycerine produced during the eaterincation process, the product obtained becomes on cooling down a clear waxy substance. Its formic acid salt possesses similar softening properties to those of the product of Example 1.

The reaction involved in the production of the I the separation of water is terminated. The product thus obtained has a fatty character. By mixcanon Glycerine .ing the melted ester base with warm dilute formic acid, a clear thin paste will be obtained.

The formation of the ester base, according to the present example, involves the following reaction:

CrHlOH CnH:|.CHg.N H0.0C.C|7Hu CsHaOH CgH40.0 C.C11Ha CuHzaCHaN CsBaOH Ester base (Cufln representing the alkyl radical of the cocoa fatty acids.)

Example 4 351 parts of technical stearyldiethanolamlne and 200! parts of cocoa fatty acids are stirred for 2 hours while heating at I'm-180 0., whereby the reaction water produced is distilled ed. The last parts of water are then separated in vacuo. The product thus obtained is a clear brownish oil. By neutralization of the-base with dilute formic acid a clear paste will be obtained,

which is soluble in warm water with a slight opalescence.-

The formation of the base in this example takes place as follows:

C 1Hu.CH|.N 310 cimon' Ester-base (CnHa representing the alkyl radical of the I 5 cocoa fatty acids.)

what we claim is: 1. The formic acid salts of the basic condensaticn products of the formula CIHO 0 C R R-CHr-N C z H4OH wherein R stands for a hydrocarbon chain with\ at least 8 carbon atoms and wherein at least one of the R's represents the radical CirHss, said salts being water-soluble wax-like products use- In] for softening textiles.

2. The formic acid salt of the compound Celia-O00 C11Hu C|1HuCHr-N canon which is a wax-like product soluble inwater and which possesses excellent softening properties for textiles.

3. The formic acid salt of the compound which is a wax-like product soluble in water and which possesses excellent softenin: properties for textiles.

4. The formic acid salt of thecompound CaH4-0 O C CuHn CnHuCHt-N ClHtOH which isa wax-like product soluble in water me which possesses excellent softening properties for textiles.

JAKOB LINK. GASTON JACCARD.