POLYURETHANE UREA DISPERSIONS AT LEAST PARTIALLY ORIGINATED FROM RENEWABLE SOURCES AND THEIR PRODUCTION AND USES

Abstract

The present invention relates to aqueous polyurethane urea dispersions based on polyester polyols, which dispersions result in low emissions and are used as coating compositions.

Claims

1. An aqueous polyurethane urea dispersion containing polyurethane urea polymers composed of at least the following components: a) from 5 to 40 wt.-% of at least one aliphatic or aromatic polyisocyanate having a functionality ≥2; b) from 40 to 90 wt.-% of at least one polyester polyol having a functionality ≥2 and a number average molecular weight of from 400 to 8000 g/mol, composed of succinic acid and at least one dihydroxy compound having a carbon skeleton containing from 2 to 12 carbon atoms; c) from 0.1 to 5 wt.-% of at least one isocyanate-reactive compound having a functionality ≥2 which contains potentially ionic groups; d) from 0.1 to 17 wt.-% of at least one polyamine having a number average molecular weight of from 32 to 400 g/mol and a functionality of from 1 to 3; e) optionally from 0 to 15 wt.-% of at least one non-ionic, isocyanate-reactive hydrophilising agent; f) optionally from 0 to 7.0 wt.-% of at least one polyhydroxy compound having a number average molecular weight <400 g/mol and a functionality of from 2 to 4; and g) optionally from 0 to 8.0 wt.-% of at least one neutralising agent for neutralising the potentially ionic groups of component c), wherein a sum of components a) to g) is 100 wt.-%, and wherein at least 50 wt.-% of the components utilized to compose the polyurethane urea polymers originate from renewable sources.

2. The aqueous polyurethane urea dispersion according to claim 1, wherein component b) comprises a reaction product of succinic acid with at least one dihydroxy compound having a carbon skeleton containing from 2 to 12 carbon atoms, wherein the succinic acid is originated from a renewable source.

3. The aqueous polyurethane urea dispersion according to claim 1, wherein the dihydroxy compound comprises 1,4-butandiol or 1,3-propandiol or both, which are originated from renewable sources.

4. The aqueous polyurethane urea dispersion according to claim 1, wherein the polyurethane urea polymers are composed of from 45 to 85 wt.-% of at least one polyester polyol having a functionality ≥2 and a number average molecular weight of from 400 to 8000 g/mol, The at least one polyester polyol being composed of succinic acid and at least two different dihydroxy compounds individually having carbon skeletons containing from 2 to 12 carbon atoms.

5. The aqueous polyurethane urea dispersion according to claim 1, wherein the polyurethane urea polymers are composed of from 7.5 to 35 wt.-% of at least one aromatic or aliphatic polyisocyanate.

6. The aqueous polyurethane urea dispersion according to claim 1, wherein the polyurethane urea polymers are composed of from 0.5 to 4.5 wt.-% of at least one isocyanate-reactive compound having a functionality ≥2 which contains potentially ionic groups.

7. The aqueous polyurethane urea dispersion according to claim 1, wherein the polyurethane urea polymers are composed of from 0.25 to 15.0 wt.-% of at least one polyamine having a number average molecular weight of from 32 to 400 g/mol and a functionality of from 1 to 3.

8. The aqueous polyurethane urea dispersion according to claim 1, wherein the polyester polyol has a glass transition temperature in a range from −80° C. to 0° C., as determined by DSC measurement according to DIN 65467 at a heating rate of 20 K/minute.

9. A method of producing a cosmetic composition, comprising preparing a cosmetic composition comprising the polyurethane urea dispersion according to claim 1 in an amount of 0.1 to 90 wt.-%, based on a total weight of the cosmetic composition for increasing a carbon fraction from renewable sources of the cosmetic composition.

10. The method of claim 9, wherein the cosmetic composition is selected from the group consisting of a hair cosmetic, a nail polish, a skin cosmetic, a sun protection cosmetic, and a color cosmetic, wherein the cosmetic composition provides water resistance.

11. A process of preparing a polyurethane urea dispersion based on renewable sources, comprising: I. reacting at least the following components: a) from 7.5 to 40 wt.-% of at least one aliphatic or aromatic polyisocyanate having a functionality ≥2, b) from 45 to 85 wt.-% of at least one polyester polyol having a functionality ≥2 and a number-average molecular weight of from 400 to 8000 g/mol, composed of succinic acid and at least two different dihydroxy compounds having a carbon skeleton containing from 2 to 12 carbon atoms, c) from 0.4 to 4.5 wt.-% of at least one isocyanate-reactive compound having a functionality ≥2 which contains potentially ionic groups, d) from 0.25 to 15 wt.-% of at least one polyamine having a molar mass of from 32 to 400 g/mol and a functionality of from 1 to 3, e) optionally from 0 to 15 wt.-% of at least one non-ionic, isocyanate-reactive hydrophilising agent, f) optionally from 0 to 7.0 wt.-% of at least one polyhydroxy compound having a number average molecular weight of <400 g/mol and a functionality of from 2 to 4, and g) optionally from 0 to 8.0 wt.-% of at least one neutralising agent for neutralising the potentially ionic groups of component c), wherein a sum of components a) to g) is 100 wt.-%, and wherein at least 50 wt.-% of the components utilized to compose the polyurethane urea polymers originate from renewable sources.

12. The process according to claim 11, wherein ≥80 wt.-% of the succinic acid of component b) is originated from renewable sources.

13. The process according to claim 11, wherein ≥50 wt.-% of at least one of the two different hydroxyl compounds of component b) is originated from renewable sources.

14. The process according to claim 13, wherein the hydroxyl compounds comprise 1,4-butandiol or 1,3-propandiol or both, which are individually originated from renewable sources.

15. A method for shaping hairstyles, stabilizing hair styles, styling nails or treating skin in which an aqueous polyurethane urea dispersion according to claim 1 is applied to hair, nails or skin.

Description

EXAMPLES

[0191] In the following section examples of different applications and properties of an inventive polyurethane (PU) is explained and the results are illustrated in the following figures:

[0192] FIG. 1 Results of bending experiments of 5 different polymers in form of a diagram

[0193] FIG. 2 Results of bending experiments of 2 different polymers with 3 different concentrations in form of a diagram

[0194] FIG. 3 Results of curl retention experiments of 5 different polymer compositions in form of a diagram

EXAMPLE 1: BENDING OF INVENTIVE POLYURETHANE (PU) COMPARED TO SYNTHETIC STYLING POLYMERS

[0195] In a first example the bending behavior of Caucasian hair was tested by the application of 5 different polymers, incorporating the inventive PU.

[0196] Preparation of the Hair Tresses:

[0197] Caucasian virgin hair was shampooed once, carefully rinsed. 1 g of an aqueous polymer solution (2% active) was applied per g of dry hair, corresponding to the integers A, B, C, D and E of FIG. 1. The solutions were applied homogeneously on wet hair by combing. The hair was then dried at room temperature and conditioned over night at constant air humidity level (55% Relative humidity).

[0198] The hold is measured using a Dia-StronMTT175 apparatus in 3 point bending test configuration. The measurements parameters are set as follows:

[0199] Contact Force: 10

[0200] Cycles: 1

[0201] Maximum Force: 2000

[0202] Rate: 10 mm/min

[0203] The values in FIG. 1 are average values of measurement of the maximal bending force (mN) of 5 hair strands. The maximum bending force is the value where the hair breaks in part, meaning that this value is the maximum the hair can hold, why it is called HOLD.

[0204] Legend of the x-axis of FIG. 1 represents the different polymers as follows:

[0205] A: Polyurethane according to the invention (polyurethane-93)

[0206] B: polyvinylpyrolidone (INCI:PVP)

[0207] C: INCI: VP/methacrylamide/VinylImidazole

[0208] D: VP/VA Copolymer

[0209] E: Acrylate Copolymer

EXAMPLE 2: BENDING AGAINST A SYNTHETIC POLYURETHANE

[0210] In example 2 the aim was to show whether the PUs according to the invention show a different behavior as Pus of the prior art with comparable ingredients.

[0211] For this the same hair preparation and test method as in example 1 was performed, except this time the polymer solution contained either 2 wt.-%, 3 wt.-% or 5 wt.-% active of two different polyurethanes, as follow:

[0212] A: polyurethane-93, PU-93 (inventive)

[0213] F: polyurethane-35, PU-35

[0214] Polyurethane-35 is a polyurethane for hair gel having strong hold.

[0215] The results of this bending example are shown in FIG. 2. It can be seen that the Maximum Bending Force of the inventive PU in the concentration of 2 and 3 wt.-% are higher than for PU-35 and the values of the maximum bending Force of the two PUs in the concentration of 5 wt.-% are nearly the same.

EXAMPLE 3: HUMIDITY CURL RETENTION OF NATURAL FORMULA VERSUS FORMULA CONTAINING THE POLYURETHANE OF THE INVENTION

[0216] Preparation of hair: 0.5 g of the formulation to be tested on 1 g hair, applied on wet hair, hair are rolled around a curled and dried at room temperature overnight under controlled humidity. Obtained hair curls are then placed in a humidity chamber at 90% humidity and 30° C. for 3 hours. The length of the curls are measured with a linear.

[0217] Formulations as shown in FIG. 3, in the order of the legend of FIG. 3: from Company: Alverde Naturkosmetik™ with the product name Styling Gel (Bio-Lotusblüte), from Company: Logona™ Naturkosmetik with the product name Styling Haargel (Bambus starker Halt (Bio)), from Company: Logona™ Naturkosmetika with the product name STARKER HALT HAARSPRAY (BIO-HOPFEN), from Company L'ORÉAL® with the product name STUDIO LINE SPURENLOS FX Styling Gel 8 (24 h Ultra starker Halt). These products are commercially available products. The last formulation in the legend of FIG. 2 is Hair Gel Baycusan® eco which comprises the inventive polyurethane in form of PU-93 in an amount of 2 wt.-%. The results in FIG. 3 show that the inventive PU has the highest curl retention affect together with the Alverde Gel which does not comprise any components which are originated from renewable sources, especially no polyurethane urea which components are originated from renewable sources at least partially.