CS210495B1 - N-polyglykoloxmethylpolyamid and method of praparation thereof - Google Patents

Description

The present invention provides an oligomeric polyamide suitable for antistatic and hydrophilic treatment and a process for its preparation.

The polyamide treatment agents described so far as ethyleneimine derivatives of polyethylene glycols (U.S. Pat. 3,597,146) are not recommended! for their carcinogenic effect. Also, the described halogenation of polyamides under the catalytic action of ultraviolet radiation causes fiber weakening (U.S. Pat. 3,549,305). Hydrophilized oligomeric polyamide which operates on the principle of codifusion has not been described in the literature.

The invention relates to a hydrophilized ojigomérny polyamide melting point of 201 DEG to 209 DEG C., which can be prepared by oligomerization of ε-aminocaproic acid at a temperature of 240 ⁰ to 260 ° C, using benzoic acid as a termination agent. The obtained oligomeric polyamide containing 6 to 16 basic units of caprolactan is treated with paraformaldehyde and an excess of polyethylene glycol having a molecular weight of 300 to 2000, preferably 600, in an excess of formic acid at a temperature of 40 to 80 ° C.

In the following, the preparation of oligomeric N-polyglycoloxymethylpolyamides is evident in the examples without being limited to these.

and

Example 1

A mixture of 32.8 g (0.25 mole) of ε-aminocaproic acid and 5.09 g (0.04167 mole) of benzoic acid was charged to the reactor and the apparatus was purged with nitrogen three times to de-oxygenate, with a washer in front of the reactor. with an alkaline solution of pyrogallol to remove the oxygen present in the nitrogen. The mixture was heated to 253 ° C with a diphenyl bath (diphenyl-diphenyl oxide 1: 1 mixture) boiling at 253 ° C. The mixture was allowed to react at normal pressure (0.984 MPa) for 2.5 hours. After this time the pressure was reduced to 12,85 kPa. The reaction was continued for 1.5 hours.

After completion of the reaction, the product was allowed to cool under a nitrogen atmosphere at normal pressure without air. The resulting product, polyamide 6 hexamer, is a sweet yellow crystalline solid, m.p. 198-200 ° C. Extracts are almost quantitative. The average molecular weight determined by the vapor pressure osmometric method was 979 kg mol. ^-1 and a viscosity limit of 0.01420 m ³ kg ^-1 .

A solution of 15 g (0.0187 mol) of polyamide hexamer in 38 ml of 90% formic acid at 1 ° C was placed in a three-necked flask equipped with a stirrer, a thermometer and a reflux condenser. A mixture of 19.2 g (0.63 mol) of paraformaldehyde and 365 g (0.63 mol) of polyethylene glycol 600 was prepared in a beaker to which 1 g of NaOH was added to improve the solubility of paraformaldehyde. The mixture was heated to 60 degrees C and was added very slowly to the reaction vessel with vigorous stirring initially to avoid precipitation of the polyamide. It was allowed to react for 30 minutes, after which time 365 g (0.63 mole) of polyethylene glycol 600 was added in one portion. The mixture was kept under intensive stirring for 30 minutes at 60 ° C. The precipitated product was allowed to settle, filtered, decanted five times in an acetone-water solution (1: 1) and allowed to dry at 65 ° C. The melting point was 201-203 ° C.

Example 2

Procedure as in Example 1 except that 1.91 g (0.0156 mol) of benzoic acid was used as the terminating agent. A hexadecamer with a melting point of 211-216 degrees C was obtained with an appropriate molar mass of 1653 kg mol ^-1 and a viscosity limit number of 0.02410.

The hydrophilized hexadecamer was prepared using 15 g (0.00776 mol) of the oligoomer, 7.5 g (0.25 mol) of paraformaldehyde, 300 g (0.5 mol) of polyethylene glycol 600. The resulting product had a melting point of 206-209 ° C.

Tab. 1: Area charge potential values, with samples

Product:

Area charge potential RV

Example 3

Hydrophilized hexamer according to Example 1, hydrophilized hexadecamer according to Example 2 as well as hydrophilized octamer, decamer and polyamide dodecamer prepared by analogous procedures were applied to a plyamide composite fabric according to ČSN 80 0120 with a basis weight of 124 gm ^-2 in the form of 4% aqueous dispersion at 100% slip on laboratory foulard and fixation at minute at 180 ° C.

Samples were washed in a model scrubber using a conventional 3 g / L alkylarylsulfonate wash at 40 ° C.

The charge potential was determined on an electrification apparatus at 28% relative humidity and 21 ° C.

Soil release efficiency was determined using worn automotive oil and subsequent evaluation of the percentage of oil spin wash. Absorbency was determined on the basis of suction height according to ČSN 80 0828 and is given in mm.

The results of these investigations compared to the untreated polyamide companion fabric are shown in Table 1.

The hydrophilized oligomeric polyamide can be applied in a simple manner to the polyamide fibers and the polyamide staple, thereby achieving their antistatic and hydrophilic treatment based on the principle of codifusion into the polyamide.

target release effect and capillarity of modified

Soil release efficiency% wash

Capability mm

untreated

Hydrophilized hexamer Hydrophilized octamer Hydrophilized decamer Hydrophilized dodecamer Hydrophilized hexadecamer

after the first wash after the 5th wash after the first wash 15.5 16.2 44.9 10.5 9.0 49.3 10.3 16.0 11.5 51.6 10.6 51.6 12.0 15.2 51.8 13.2 16.0 53.8

after the 5th wash after the first wash . P ° 5 wash 44.0 49.0 57.0 49.9 52.7 59.7 54.1 53.3 61.7 53.7 54.3 62.7 53.6 53.3 61.0 50.7 59.0 62.3

Claims (2)

OBJECT OF THE INVENTION What is claimed is: 1. An N-polyglycoloxymethyl polyamide of the general formula NH - (CO - (CH ₂ ) 5 - N] _{m -} CO - (I) O-CH ₂ -O- (CH ₂ ™ GH 2 -O} _x -H where m is 6 to 16 and m is 7 to 45. 2. A process according to claim 1 wherein the .alpha.-aminocaproic acid is oligomerized at 240 DEG to 260 DEG C. to 6 to 16 base units using benzoic acid as the terminating agent and further treated with paraformaldehyde. and an excess of polyethylene glycol having a molecular weight of 300 to 2000, preferably 600, in an excess of formic acid at a temperature of 40 to 80 ° C, preferably 60 ° C.