NEW PROCESS FOR FINISHING TEXTILES

Abstract

Aqueous formulation comprising at least one alcohol A and at least one reaction product C of N,N-substituted urea and glyoxal, wherein in the reaction product C at least 80 mol % of the hemiaminalic carbon atoms are bound to unetherified hydroxyl groups and wherein said alcohol A is different from reaction product C.

Claims

1. Aqueous formulation comprising at least one alcohol A and at least one reaction product C of N,N-substituted urea and glyoxal, wherein in the reaction product C at least 80 mol % of the hemiaminalic carbon atoms are bound to unetherified hydroxyl groups and wherein said alcohol A is different from reaction product C.

2. Formulation according to claim 1, wherein the pH of said formulation is above 4.5.

3. Formulation according to claim 1, wherein said alcohol A is a polyol.

4. Formulation according to claim 1, wherein said alcohol A is selected from ethylene glycol, diethylene glycol or polyetheylene glycol.

5. Formulation according to claim 1, wherein said N,N-substituted urea is a compound according to formula (I) ##STR00003## wherein R.sup.1 and R.sup.2 are independently selected from H, C.sub.1 to C.sub.18 alkyl or [(CH.sub.2).sub.nO].sub.mR.sup.3, with n=2 to 4, m=0 to 10 and R.sup.3H or C.sub.1 to C.sub.4 alkyl.

6. Formulation according to claim 1, wherein said N,N-substituted urea is selected from N,N-dimethyl urea, N,N-diethyl urea, N,N-diisopropyl urea, N,N-di n-butyl urea, N-methyl-N-ethyl urea, N,N-dihydroxyethyl urea, N,N-dimethoxyethyl urea, N,N-dimethoxypropyl urea.

7. Formulation according to claim 1, wherein the solid content of the formulation is 10 to 70% by weight based on the formulation.

8. Process for providing a formulation according to claim 1 comprising: i) reacting at least one N,N-substituted urea and glyoxal; ii) adding an alcohol A to the mixture; wherein the addition of alcohol A in ii) is carried out such that essentially no etherification of the hemiaminalic OH groups of the product obtained in i) takes place.

9. Process for providing a formulation according to claim 1 comprising: i) reacting at least one N,N-substituted urea and glyoxal, wherein said reaction is carried out in aqueous medium at a pH from 4.5 to 6.8; ii) adding an alcohol A to the mixture; wherein the pH of the aqueous formulation is kept at a value of 4.5 or above after addition of alcohol A in ii).

10. A formulation according to claim 1 or obtained according to a process comprising (i) reacting at least one N,N-substituted urea and glyoxal; (ii) adding an alcohol A to the mixture ; wherein addition of alcohol A in ii) is carried out such that essentially no etherification of hemiaminalic OH groups of a product obtained in i) takes place, wherein said formulation is for finishing a textile.

11. Process for finishing a textile comprising: a) providing at least one reaction product C of at least one N,N-substituted urea in aqueous medium, wherein in the reaction product C at least 80 mol % of the hemiaminalic carbon atoms are bound to unetherified hydroxyl groups; c) applying said reaction product C to the textile; d) optionally removing some or all water; e) curing.

12. Process according to claim 11 comprising: a) providing at least one reaction product C of at least one N,N-substituted urea in aqueous medium, wherein in the reaction product C at least 80 mol % of the hemiaminalic carbon atoms are bound to unetherified hydroxyl groups, b) providing at least one alcohol A, c) applying the reaction product C and alcohol A to a textile substrate, d) optionally removing some or all of the water, e) curing the mixture obtained and the textile substrate.

13. Process according to claims 11, comprising: a) providing at least one reaction product C of at least one N,N-substituted urea in aqueous medium, wherein in the reaction product C, at least 80 mol % of the hemiaminalic carbon atoms are bound to unetherified hydroxyl groups b) adding at least one alcohol A to a mixture obtained in a), c) applying a mixture obtained in b) to a textile substrate, d) optionally removing some or all water, e) curing the mixture obtained in a-d and the textile substrate.

14. Process according to claim 11, wherein said curing is achieved by subjecting the textile substrate comprising reaction product C and alcohol A to a temperature from 100 to 170 C.

15. Process according to claim 11 claim 11, wherein said aqueous formulation is set to a pH of 3 to 5 shortly before application on the textile.

16. Textile that has been finished according to claims 11.

Description

EXAMPLES

[0108] All units and parts used herein are mass units or parts.

[0109] Amounts of free, unetherified polyol were determined by GC measurement of the aqueous mixtures.

[0110] For determining the content of free polyol, DEG in the present examples, 200 g of the sample were placed in a flask and all solvent was removed in vacuum. The residual was redissolved in 20 ml of methanol and filtered through a 20 m membrane for GC application. 1 l of the mixture obtained were injected in a gas chromatography apparatus comprising a DB-WAXETR (30 m*0.25 mm*0.25 mm) column (inlet temperature 250 C., split ratio 10:1, wash vial methanol). The flow rate of the GC was 1 ml/min. Column temperature program: 150 C. to 230 C. (5 min) by 5 C./min, to 250 C. by 15 C./min.

[0111] Detector: FID 260 C.

[0112] To determine the absolute amount of DEG in the sample, the integral of the DEG signal was compared to that of a DEG standard solution.

[0113] Amounts of unetherified reaction products C were determined by subtracting the amount of free unetherified polyol from the amount of polyol originally added to the formulation.

Example 1

Formulation According to the Invention Comprising DEG

[0114] 126 parts of N,N-dimethyl urea are dissolved in 52 parts of water. 2 parts of phosphoric acid (85 mass % in water) and 3.2 parts of sodium hydroxide (25 mass % in water) are added to adjust a pH of 6.3.

[0115] To this mixture, 183.7 parts of glyoxal (40% by weight in water) are added under cooling to keep the temperature below 35 C. After completion of the addition, the mixture is stirred at a temperature of 50 C. for four hours.

[0116] To this mixture, 80.9 parts of water and 49.5 parts of diethylene glycol (DEG) are added at ambient temperature and stirred for 30 minutes.

[0117] The amount of unetherified OH groups in the reaction product of N,N-dimethyl urea and glyoxal was above 95 mol %.

Example 2

Formulation According to the Invention Comprising PEG 150

[0118] 121.3 parts of N,N-dimethyl urea are dissolved in 50 parts of water. 1.9 parts of phosphoric acid (85 mass % in water) and 3 parts of sodium hydroxide (25 mass % in water) are added to adjust a pH of 6.0.

[0119] To this mixture, 175.4 parts of glyoxal (40% by weight in water) are added under cooling to keep the temperature below 35 C. After completion of the addition, the mixture is stirred at a temperature of 50 C. for four hours.

[0120] To this mixture, 73.8 parts of water and 71.1 parts of polyethyleneoxide with an average molar mass Mw of 150 g/mol are added at ambient temperature and stirred for 30 minutes.

[0121] The amount of unetherified OH groups in the reaction product of N,N-dimethyl urea and glyoxal was above 95 mol %.

Example 3

Formulation According to the Invention Comprising PEG 200

[0122] 115.8 parts of N,N-dimethyl urea are dissolved in 47.8 parts of water. 1.8 parts of phosphoric acid (85 mass % in water) and 2.9 parts of sodium hydroxide (25 mass % in water) are added to adjust a pH of 6.0.

[0123] To this mixture, 167.5 parts of glyoxal (40% by weight in water) are added under cooling to keep the temperature below 35 C. After completion of the addition, the mixture is stirred at a temperature of 50 C. for four hours.

[0124] To this mixture, 73.8 parts of water and 90.4 parts of polyethyleneoxide with an average molar mass Mw of 200 g/mol are added at ambient temperature and stirred for 30 minutes.

[0125] The amount of unetherified OH groups in the reaction product of N,N-dimethyl urea and glyoxal was above 95 mol %.

Example 4 (Comparative Example)

[0126] 121.3 parts of N,N-dimethyl urea were dissolved in 50 parts of water. 1.9 parts of phosphoric acid (85 mass % in water) and 3 parts of sodium hydroxide (25 mass % in water) were added to adjust a pH of 6.0.

[0127] To this mixture, 175.4 parts of glyoxal (40% by weight in water) were added under cooling to keep the temperature below 35 C. After completion of the addition, the mixture was stirred at a temperature of 50 C. for four hours. The mixture was then diluted with 73.8 parts of water.

[0128] No alcohol was added.

Example 5 (Comparative Example)

[0129] 820 parts of a 40% by weight solution of N,N-dimethyl 4,5-dihydroxyethyleneurea in water and 180 parts of polyethylene oxide with an average molecular mass Mw of 200 g/mol are placed in a pressure vessel. The solution obtained was heated to 120 C. for 30 minutes.

[0130] The amount of etherified OH groups in the reaction product of N,N-dimethyl urea and glyoxal was 30 mol %.

Application Examples A1 to A15

[0131] A textile material (column c) was padded in a conventional manner with a liquor comprising:

[0132] 1 g/l of Polyethyleneoxide mono-2-propyl-1-heptyl ether, CAS Number: 160875-66-1

[0133] 20 g/l magnesium chloride hexahydrate

[0134] 20g/l of a 30% by weight polyethylene wax emulsion

[0135] 30g/l of a 10% by weight emulsion of polysiloxane comprising aminoalkyl groups emulsion

[0136] Formulations obtained according to examples 1 to 5 (column a) were used telquel and were comprised in said liquor in amounts given in table 1(column b)

[0137] The so obtained textile material was squeezed to a wet pick-up of 70%, dried at 90 to 110 C. to 6-8% residual moisture and heated to 170 C. for 45 seconds.

[0138] The textile, formulations and concentrations used as well as the properties of the textile obtained are given in table 1.

[0139] a: Crosslinker used, the number indicates the respective example

[0140] b: Amount of the formulation obtained in the respective examples 1 to 5 used in the liquor

[0141] c: textile material used

[0142] The finished fabric had the following properties:

[0143] f: DP rating (AATCC 124)

[0144] g: Tear strength (ISO 13937-1)

[0145] h: Tensile strength (ISO 13934-1)

[0146] i: whiteness (Berger) on bleached fabric, measured on Spectraflash 500

[0147] j: Abrasion ASTM D 4966-98, (9 Kpa)

[0148] k: Formaldehyde content of the textile obtained in ppm(AATCC 112)

TABLE-US-00001 TABLE 1 Application experiments A1 to A15 and properties of the finished textiles obtained. No. a b c f g h i j k A1 1 400 g/l bleached 100% 3.5 31% 52% 5.5 33% <16 cotton poplin A2 2 400 g/L bleached 100% 3.5 36% 57% 5.1 40% <16 cotton poplin A3 3 400 g/L bleached 100% 3.5 34% 54% 4.7 45% <16 cotton poplin A5 3 400 g/L viscose 3.5 32% 272% <16 A6 3 440 g/L viscose 3.5 31% 249% <16 A7 3 350 g/L cotton twill, 3.5 25% 31% 11% <16 80s/2 * 80s/2, 130 * 90 blue A8 3 350 g/L cotton twill, 3.5 57% 35% 31% <16 80s/2 * 80s/2, 130 * 90 red A9 3 200 g/L 65% Cotton 3.5 1% 8% <16 35% Polyester blend A10 3 300 g/L 65% Cotton 3.5 11% 11% <16 35% Polyester blend A11 3 300 g/L 100% cotton 3.5 39% 35% <16 60/1 A12 3 300 g/L 100% cotton 3.5 28% 32% <16 50/1 A14 4 400 g/L bleached 100% 3 55% 39% 5.3 50% <16 cotton poplin A15 5 400 g/L bleached 100% 3 5.4 <16 cotton poplin