Water dispersible formulations

Abstract

The present invention relates to water dispersible formulations of 3-nitrooxypropanol and derivatives thereof as well as to the production of such formulations.

Claims

1. A water dispersible powderous formulation comprising: (i) at least 0.1 weight-% (wt-%), based on the total weight of the powderous formulation, of a compound of formula (I): ##STR00002## wherein n is an integer from 1 to 15, R.sup.1 is H, C.sub.1-C.sub.6alkyl, phenyl, —OH, —NH.sub.2, —CN, —COOH, —O(C═O)R.sup.8, —NHC(═O)R.sup.8, SO.sub.2NHR.sup.8 or —ONO.sub.2, and R.sup.8 is C.sub.1-C.sub.6alkyl, phenyl or pyridyl, with the proviso that when n is >3 the hydrocarbon chain may be interrupted by —O or NH, (ii) 0 to 40 wt-%, based on the total weight of the powderous formulation, of an edible oil, and (iii) at least 25 wt-%, based on the total weight of the powderous formulation, of precipitated silica.

2. The water dispersible powderous formulation according to claim 1 further comprising: (iv) 0 to 10 wt-%, based on the total weight of the powderous formulation, of water and/or an additive.

3. The water dispersible powderous formulation according to claim 2, wherein the additive comprises at least one thickener selected from the group consisting of gums and cellulose derivatives.

4. The water dispersible powderous formulation according to claim 3, wherein the at least one thickener is selected from the group consisting of xanthan gum, karaya gum and ethylcellulose.

5. The water dispersible powderous formulation according to claim 1 consisting of: (i) 2 to 20 wt-%, based on the total weight of the powderous formulation, of the compound of formula (I), (ii) 10 wt-% to 45 wt-%, based on the total weight of the powderous formulation, of the edible oil, (iii) at least 35 wt-%, based on the total weight of the powderous formulation, of the precipitated silica, and (iv) 0 to 10 wt-%, based on the total weight of the powderous formulation, of water and/or an additive.

6. The water dispersible powderous formulation according to claim 1, wherein n is an integer between 3 and 9 and R.sup.1 is OH, COOH or —ONO.sub.2.

7. The water dispersible powderous formulation according to claim 1, wherein the compound of formula (I) is selected from the group consisting of 3 nitrooxypropanol, 9 nitrooxynonanol, 5 nitrooxy pentanoic acid, 6 nitrooxy hexanoic acid, bis(2 hydroxyethyl)amine dinitrate, 1,4-bis-nitrooxybutane and 1,5-bis-nitrooxypentane.

8. The water dispersible powderous formulation according to claim 1, wherein the edible oil is selected from the group consisting of propyleneglycol, corn oil, rapeseed oil, sunflower oil, middle chain triglyceride, glycerol and mixtures thereof.

9. The water dispersible powderous formulation according to claim 1, wherein the edible oil is propyleneglycol.

10. The water dispersible powderous formulation according to claim 1 consisting of: (i) 2 to 15 wt-%, based on the total weight of the powderous formulation, of 3-nitrooxypropanol, (ii) 20 to 40 wt-%, based on the total weight of the powderous formulation, of propyleneglycol, (iii) at least 38 wt-%, based on the total weight of the powderous formulation, of the precipitated silica, and (iv) 0 to 7 wt-%, based on the total weight of the powderous formulation, of water.

11. The water dispersible powderous formulation according to claim 1, wherein the particle size D(v, 0.5) of the precipitated silica is in a range of 200 μm to 400 μm.

12. The water dispersible powderous formulation according to claim 1, wherein the powderous formulation contains an additional coating.

13. The water dispersible powderous formulation according to claim 12, wherein the coating is selected from the group consisting of glycerine monostearate, carnauba wax, candelilla wax, sugarcane wax, palmitic acid, stearic acid hydrogenated cottonseed oil, hydrogenated palm oil, hydrogenated rapeseed oil and mixtures thereof.

14. The water dispersible powderous formulation according to claim 1, wherein R.sup.8 is 2-pyridyl.

15. An aqueous dispersion which comprises water and the powderous formulation according to claim 1 dispersed in the water.

16. A feed product comprising the aqueous dispersion according to claim 15.

17. A feed product comprising the powderous formulation according to claim 1.

Description

EXAMPLES

Example 1 Preparation of the Powderous Silica Formulations

(1) To 100 g of 20 wt.-% 3-nitrooxypropanol solution in propyleneglycol in a 500 ml Schott bottle 0.2 g Amaranth (to facilitate the visual evaluation) is added under agitation.

(2) Afterwards 5 g of the 3-nitrooxypropanol-Amaranth solution prepared as outlined above was added under gentle agitation to 5 g of the respective silica as outlined in table 1, which was placed on a beaker at RT (±20° C.). After 5 minutes agitation, the adsorption is completed and a free flowing powder is obtained. The powderous formulations are then allowed to stay at RT for another hour before use.

Example 2: Dispersability Study in Water

(3) To 20 g of distilled water placed on a 25 mL beaker (surface area: 774 mm.sup.2) ½ spoon of the respective powderous silica formulation as outlined in example was added. Afterwards, the surface covered by the silica particles was determined by placing a grid (0.5 cm*0.5 cm) at the bottom of the beaker.

(4) As can be retrieved from table 1, the powderous silica formulation 1-4 led to a more homogeneous surface coverage of the respective silica particles compared to the fumed silica particles.

(5) TABLE-US-00001 TABLE 1 Silica formulation Surface coverage # Tradename Silica type [mm.sup.2] 1 Inv Newsil C50 Precipitated 250 2 Inv Sipernat 2200 Precipitated 300 3 Inv Ibersil D-250 Precipitated 250 4 Inv Tixosil 68 Precipitated 225 1 Ref Aeroperl 300 Pharma (Evonik) Fumed 125 2 Ref Aeroperl 300/30 (Evonik) Fumed 112.5

Example 2: Dispersability Study in a Glucose Syrup Mixture

(6) To imitate the behaviour of the powderous formulation according to the present invention in a viscous medium such as molasses, a common feed additive, the distribution of a powderous formulation according to the present invention in two glucose syrup mixture having different viscosities was investigated. The viscosities were determined using a Brookfield DV-II Pro equipped with a spindle 2. The rpm applied were selected to get a minimum torque value of 10% after immersion of the spindle in 120 mL of the glucose syrup mixture placed in a 150 mL beaker.

(7) Glucose syrup mixture I: to 100 g of distilled water placed in a 250 mL beaker 100 g glucose syrup (type 4280 supplied by Roquette) is added under agitation to obtain a glucose syrup mixture having a viscosity of 31.3 mPas at 50 rpm and 24.2° C. (torque: 41.8%).

(8) Glucose syrup mixture II: to 131.25 g of distilled water placed in a 250 mL beaker 43.75 g glucose syrup (type 4280 supplied by Roquette) was added under agitation to obtain a glucose syrup mixture having a viscosity of 156 mPas at 4 rpm and 26.3° C. (torque 16.7%).

(9) To 45 g of the above described glucose syrup mixtures 0.5 g of a powderous formulation prepared as outline in example 1 was added. As can be retrieved from table 2 and 3, only the powderous formulation according to the present invention lead to a homogeneous distribution of the silica particles in the glucose syrup mixture, whereas the fumed silica particles significantly aggregated, respectively resulted in the formation of lumps.

(10) TABLE-US-00002 TABLE 2 Distribution in glucose syrup mixture I Visual evaluation Silica formulation (Distribution in glucose # Tradename Silica type syrup mixture I) 5 Inv Newsil C50 Precipitated Homogeneous 3 Ref Aeroperl 300 Fumed Aggregation, lump formation Pharma 4 Ref Aeroperl 300/30 Fumed Aggregation, lump formation

(11) TABLE-US-00003 TABLE 3 Distribution in glucose syrup mixture II Visual evaluation Silica formulation (Distribution in glucose # Tradename Silica type syrup mixture II) 6 Inv Newsil C50 Precipitated Homogeneous 5 Ref Aeroperl 300 Fumed Aggregation, lump formation Pharma 6 Ref Aeroperl 300/30 Fumed Aggregation, lump formation