CS254911B1 - Additive salts of oxyethylated aliphatic amines with aliphatic acids - Google Patents

Abstract

The present invention provides addition salts suitable for use in the present invention lubricates for the surface treatment of glass fibers of formula I wherein R1, R2 is an alkyl or alkenyl radical having 12 to 18 carbon atoms and x + y is 5 to 25, wherein x and y are spit from zero.

Description

The present invention relates to fatty acid addition salts of oxyethylated fatty amines.

Oxyethylated fatty amines are known and are prepared by the addition of ethylene oxide to fatty amines to form nonionic adducts with surface-active properties (Blazej A. et al .: Surfactants, Alfa Bratislava 1977). The extension of the application properties of these compounds is most often effected either by quaternization, mainly using dimethyl sulfate, epichlorohydrin or esterification of the hydroxyl groups of the derivative.

For the treatment of glass and mineral fibers, whether intended for reinforcement of plastics and rubbers, or for technical purposes, a variety of lubricants are used which, in their composition, contain lubricants to improve the textile properties of the fibers. Compounds used as lubricants in lubricating compositions must switch to several conditions, which must in particular be soluble or emulsifiable in water and stable at a pH of less than 7. Especially for these reasons, it is not possible to use as lubricants of different soaps, whether sodium, potassium, ammonium or triethanolamine with fatty acids.

Especially for these reasons, various nonionic alkylene oxide compounds such as alkyl polyglycol ethers, acyl polyglycol ethers and the like are used as lubricants. While the use of these compounds is sufficient for a variety of fiber applications, they have proven to be ineffective in formulating compositions which must allow good fiber separability. In analyzing this problem, we have found that the main reason for the poor performance of conventional lubricants is that the polymeric film of lubricant encapsulates them in its structure, which also has a negative effect on reducing the stiffness of the fibers as a result of plasticizing the polymer coating with lubricant.

We have found that these problems can be effectively solved by using the compounds of the invention as lubricants in lubricating compositions.

DETAILED DESCRIPTION OF THE INVENTION The present invention relates to fatty acid addition salts of oxyethylated fatty amines of the formula I

R1-COOH. N - R 2 - (C ₂ H 4 O 3 _y H)

- (Π where represents

R1 is an alkyl or alkenyl radical of 12 to 18 carbon atoms,

R2 is an alkyl or alkenyl radical of 12 to 18 carbon atoms, x y is 5 to 25 and x and y are different from zero.

The preparation of these salts can be carried out by treatment with fatty acids of the formula II

R1-COOH (II) to oxyethylated fatty amines of formula III (C 2 H 10) _x H /

Rz — N \

(C 2 H 10 O 5 H (III) wherein R 1, R 2, x and y have the same meaning as in the above general salt formula at 30-90 ° C in the melt or in the presence of a diluent, preferably water. as fatty acids isolated from various oils and fats, of which the most important are fatty acids of coconut, cotton, soybean, sunflower, hemp and rope oils.

The invention is further elucidated by way of examples.

Example 1

300 g of oxyethylated sterylamine with 7 moles of ethylene oxide and 146 g of a technical mixture of oleic acid fatty acids of the composition given in Table 1 were introduced into a flask.

Table 1 oleic acid (%) 83.4 linoleic 10.4 linolenic 3.6 stearic 1.2 behenic 0.5 unidentified 0.9

The batch was homogenized by stirring at 60 ° C for 0.5 h. The prepared salt mixture has a viscosity at 20 ° C of 382 mPa. s, density 0.9644 g. cm -1 and _D ²⁰ = 1.4683.

Example 2

To the flask was charged 300 g of oxyethylated stearylamine with 7 moles of ethylene oxide and 146 g of oleic acid. The batch was homogenized by stirring at 60 ° C for 0.5 h. The prepared salt has a viscosity at 20 ° C of 316 mPa. s, density 0.9672 g. cm ^-3 an _D ²⁰ - 1.4714. Example 3

The flask was charged with 300 g of oxyethylated coconut amine (a mixture of fatty amines

C12 to C18 having an average molecular weight of 220) with 25 moles of ethylene oxide and 63 g of stearic acid. The batch was homogenized at 60 ° C for 0.5 h to give salts with a melting point of 30-31 ° C. Dissolve in ethyl alcohol to prepare a 50 wt. salts with a viscosity at 20 ° C of 9.6 mPa. s, density 0.9060 g cm ^-3 and n _D ²⁰ = 1.4313.

Example 4

To the flask was added 300 g of oxyethylated stearylamine with 7 moles of ethylene oxide and 142 g of the technical mixture of fatty acids of the composition shown in Table 2.

Table 2

The batch was homogenized by stirring at 60 ° C for 0.5 h. The prepared salt mixture has an appearance of a waxy mass at 20 degrees Celsius with a melting point of 32-33 ° C and 50 wt. the solution in ethyl alcohol has a viscosity of 16 mPa.s at 20 ° C. s, density 0.8842 g. cm ^-3 and _D ²⁰ equals 1.4142.

Example 5

Ιφ »/

I ύ &

To the flask was charged 40 g of oxyethylated stearylamine with 20 moles of ethylene oxide. Preparation of salts as in Example 1. Fatty acid weighing, melting point of the salts and properties of their 50 wt. solutions in e-

acid (%) weight tylalcohole are listed in Table 3, stand- --------------------- - stored at 20 ° C. stearic 52 4 palmitic 42.3 lauric 1.9 arachidonic 0.7 caprylic 0.1 pentadecanoic 0.3 heptadecanoic 1.7 capric 0.3 unidentified 0.3 Table 3 acid (g) Melting point viscosity n, D ²⁰ density (° C) (mPa. s) (g. cm- ³ ) stearic 9.9 45-46 11.4 0.9041 1.4115 palmitic 8.9 37-38 10.8 0.9054 1.4126 lauric 6.9 33-34 10.2 0.9059 1,4130 Example 6 a genuine amount of acid was used with the right salt. liny olejovej. Its influence on properties is To the bank submitted 40 g oxyethyl shown in Table 4. of stearylamine as in Example 5. To Table 4 acid 4.9 7.8 9.8 11.8 14.7 oil (g) melting point 34-35 35-36 35—36 36—37 30-31

(° C)

The equimolar salt, ie using 9.8 g oleic acid, reduces the surface tension of water at 20 ° C at the Ig concentration. 39 'to 39.1 raN. m ^-1 , oxyethylated stearylamine alone to 42.6 mN. m ^-1 . The foaming of these aqueous solutions was 52.8% using oxyethylated stearylamine and using its oleic acid salt of 3.8%. Dissolving the salt in ethyl alcohol to 50% wt. a solution having a viscosity at 20 degrees Celsius of 10.1 mPa.s is prepared. s, density 0.9048 grams. cm ^-3 and _D ²⁰ = 1.4127.

Claims (2)

Acid addition salts of oxyethylated fatty amines with fat acids of formula I (C ₂ H4O) _x H R 1 —COOH. N - R 2 - (C 2 H 10 O 5 H) (I) wherein represents R1 is an alkyl or alkenyl radical of 12 to 18 carbon atoms, R2 is an alkyl or alkenyl radical having 12 to 18 carbon atoms, x-f- y being 5 to 25 and x and y being different from zero.