COMPOSITIONS WITH IMPROVED UREASE-INHIBITING EFFECT COMPRISING (THIO)PHOSPHORIC ACID TRIAMIDE AND FURTHER COMPOUNDS
20190084898 ยท 2019-03-21
Inventors
- Karl-Heinrich Schneider (Kleinkarlbach, DE)
- Claudia Klodwig (Hessheim, DE)
- Gregor Pasda (Neustadt, DE)
- Alexander Wissemeier (Speyer, DE)
- Daniella Lohe (Limburgerhof, DE)
- Achim REDDIG (Lambrecht, DE)
- Christian Carlos MIYAGAWA (Schriesheim, DE)
- Wolfram Zerulla (Maikammer, DE)
- Steffen Tschirschwitz (Mannheim, DE)
- Ralf-Thomas Rahn (Mannheim, DE)
- Ansgar Gereon Altenhoff (Heidelberg, DE)
- Stephan H?FFER (Ludwigshafen, DE)
Cpc classification
C05G3/90
CHEMISTRY; METALLURGY
C05G5/30
CHEMISTRY; METALLURGY
C05C9/00
CHEMISTRY; METALLURGY
C09D5/00
CHEMISTRY; METALLURGY
C09K15/30
CHEMISTRY; METALLURGY
International classification
C05G3/00
CHEMISTRY; METALLURGY
C05C9/00
CHEMISTRY; METALLURGY
C09D5/00
CHEMISTRY; METALLURGY
C09K15/30
CHEMISTRY; METALLURGY
Abstract
An composition comprising: (A) a mixture comprising at least one (thio)phosphoric acid triamide according to the general formula (I)
R.sup.1R.sup.2NP(X)(NH.sub.2).sub.2, wherein X is oxygen or sulfur; R.sup.1 is a C.sub.1 to C.sub.20 alkyl, C.sub.3 to C.sub.20 cycloalkyl, C.sub.6 to C.sub.20 aryl, or dialkylaminocarbonyl group; R.sup.2 is H, or R.sup.1 and R.sup.2 together with the nitrogen atom linking them define a 5- or 6-membered saturated or unsaturated heterocyclic radical, which optionally comprises 1 or 2 further heteroatoms selected from the group consisting of nitrogen, oxygen, and sulfur, and (C) at least one amine selected from the group consisting of (C1) a polymeric polyamine, and (C2) an amine containing not more than one amino group and at least three alkoxy- or hydroxy-substituted C.sub.2 to C.sub.12 alkyl groups R.sup.21, wherein at least one of the groups R.sup.21 is different to the other groups R.sup.21, and (C3) an amine containing not more than one amino group and at least two alkoxy- or hydroxy-substituted C.sub.2 to C.sub.12 alkyl groups R.sup.22, wherein at least one of the groups R.sup.22 bears the alkoxy or hydroxy substituent at a secondary or tertiary carbon atom and wherein at least one of the groups R.sup.22 is different to the other group(s) R.sup.22, and (C4) an amine containing at least one saturated or unsaturated C.sub.8 to C.sub.40 alkyl group R.sup.23, and (C5) a saturated or unsaturated heterocyclic amine which contains at least one oxygen atom as ring atom and which does not contain a further alkoxy group.
Claims
1-34. (canceled)
35. A composition comprising: (A) a mixture comprising at least one (thio)phosphoric acid triamide according to the general formula (I)
R.sup.1R.sup.2NP(X)(NH.sub.2).sub.2, wherein X is oxygen or sulfur; R.sup.1 is a C.sub.1 to C.sub.20 alkyl, C.sub.3 to C.sub.20 cycloalkyl, C.sub.6 to C.sub.20 aryl, or dialkylaminocarbonyl group; R.sup.2 is H, or R.sup.1 and R.sup.2 together with the nitrogen atom linking them define a 5- or 6-membered saturated or unsaturated heterocyclic radical, which optionally comprises 1 or 2 further heteroatoms selected from the group consisting of nitrogen, oxygen, and sulfur, and (D) at least one amide according to the general formula (III)
R.sup.31CONR.sup.32R.sup.33 wherein R.sup.31CO is an acyl radical having 1 to 22 carbon atoms; R.sup.32 is H or alkyl, and R.sup.33 is H or alkyl, or R.sup.32 and R.sup.33 together with the nitrogen atom linking them define a 5- or 6-membered saturated or unsaturated heterocyclic radical, which optionally comprises 1 or 2 further heteroatoms selected from the group consisting of nitrogen, oxygen, and sulfur.
36. The composition according to claim 35, wherein the mixture (A) comprises N-n-butylthiophosphoric acid triamide (NBPT) and/or N-n-propylthiophosphoric acid triamide (NPPT).
37. The composition according to claim 35, wherein in the general formula (III) of (D) R.sup.32 is H or C.sub.1 to C.sub.4 alkyl, and R.sup.33 is H or C.sub.1 to C.sub.4 alkyl.
38. The composition according to claim 35, wherein in the general formula (III) of (D) R.sup.31CO is a hydroxysubstituted acyl radical having 1 to 22 carbon atoms.
39. The composition according to claim 35, wherein (D) is a N,N-dialkyl amide based on lactic acid, citric acid, tartaric acid, ricinoleic acid, 12-hydroxy stearic acid, or their mixtures.
40. The composition according to claim 35, wherein (D) is a lactic acid N,N-dimethylamide.
41. The composition according to claim 35, wherein in the general formula (III) of (D) R.sup.31CO does not contain a hydroxy group.
42. The composition according to claim 35, wherein (D) is selected from the group consisting of N,N-dimethyloctanamide, N,N-dimethylnonanamide, and N,N-dimethyldecanamide.
43. The composition according to claim 35, wherein in the general formula (III) of (D) R.sup.31CO is an acyl radical having 1 to 3 carbon atoms.
44. The composition according to claim 35, wherein in the general formula (III) of (D) R.sup.32 and R.sup.33 together with the nitrogen atom linking them define a 5- or 6-membered saturated or unsaturated heterocyclic radical which optionally comprises 1 or 2 further heteroatoms selected from the group consisting of nitrogen, oxygen, and sulfur.
45. The composition according to claim 35, wherein in the general formula (III) of (D) R.sup.32 is an acyloxy substituted alkyl group.
46. The composition according to claim 35, wherein in the general formula (III) of (D) R.sup.31CO is an acyl radical having 1 to 4 carbon atoms, R.sup.32 is an acyloxy substituted alkyl group and R.sup.33 is C.sub.1 to C.sub.4 alkyl.
47. The composition according to claim 35, further comprising (B) an aromatic alcohol according to the general formula (II)
R.sup.11C(R.sup.12)(R.sup.13)OH, wherein is aryl or alkylaryl; R.sup.12 is H or alkyl; R.sup.13 is H or alkyl.
48. The composition according to claim 35, further comprising (C) at least one amine selected from the group consisting of (C1) a polymeric polyamine, and (C2) an amine containing not more than one amino group and at least three alkoxy- or hydroxy-substituted C.sub.2 to C.sub.12 alkyl groups R.sup.21, wherein at least one of the groups R.sup.21 is different to the other groups R.sup.21, and (C3) an amine containing not more than one amino group and at least two alkoxy- or hydroxy-substituted C.sub.2 to C.sub.12 alkyl groups R.sup.22, wherein at least one of the groups R.sup.22 bears the alkoxy or hydroxy substituent at a secondary or tertiary carbon atom and wherein at least one of the groups R.sup.22 is different to the other group(s) R.sup.22, and (C4) an amine containing at least one saturated or unsaturated C.sub.8 to C.sub.40 alkyl group R.sup.23, and (C5) a saturated or unsaturated heterocyclic amine which contains at least one oxygen atom as ring atom and which does not contain a further alkoxy group.
49. The composition according to claim 35, wherein (C1) is a polyethylene imine.
50. The composition according to claim 35, further comprising (E) an alcohol comprising at least two hydroxy groups which are not dissociable in the aqueous medium.
51. The composition according to claim 35, further comprising (E) propane-1,2-diol (alpha-propylene glycol).
Description
PREPARATION OF THE FORMULATIONS
Preparation of the Formulation
[0326] According to the ratios and components as specified in Table 2, all components were mixed, and the resulting mixture was stirred until complete dissolution of the solid and analyzed for the content of NBPT, NPPT, NxPT (by HPLC), viscosity, dissolution (2%) in water and pH. For example, in case of Ex. #310092, the technical mixture LT (25% pure NxPT) was mixed with 50.08% benzyl alcohole and 10% LFG, 10% DML and 0.25% colo. The mixture was stirred until complete dissolution of the solid and analyzed for NxPT content (by HPLC), viscosity, dissolution (2%) in water and pH.
Formulation Storage Stability
[0327] The mixture of each example (e.g. Ex. #310092) was stored in closed bottles for 14 days at 54? C. (referred to as heat stability test in the following) and then analyzed for the content of NxPT. The mixture of each example (e.g. Ex. #310092) was also stored in closed bottles for 14 days at 5? C. (referred to as cold stability test in the following) and then analyzed for the content of NxPT. The storage stability in % was calculated as difference between the content in the heat stability test and the content in the cold stability test.
Coating of Urea
Example 1.1
[0328] 500 g granulated urea was charged to a rotating drum (Type Hege 11) and 2 g of the formulation of each example (e.g. Ex. #310092) was sprayed on the urea using a rotating disc. The homogeneous coated urea was discharged after 1 min and analyzed for the content of NBPT, NPPT, NxPT (by HPLC).
Stability on Urea
[0329] The coated urea sample of 300 g was stored in a petri dish for 4 weeks at 50% humidity in a climate chamber. For analysis the sample was homogenized and analyzed for the content of NBPT, NPPT, NxPT (by HPLC)
[0330] The content of NxPT measured by HPLC measurement is always the sum of the both components NBPT and NBPT.
[0331] Viscosity was measured at the undiluted formulation with a cone-plate rheometer AR 2000ex (TA Instruments) at shear rate of 100s.sup.?1 and 20? C.
[0332] The pH value was measured at 2% concentration in CIPAC water D.
[0333] All examples of the inventions are liquid, clear compositions which are either colourless or yellow.
TABLE-US-00002 TABLE 2 Examples of the compositions of the invention and of comparative compositions, and data on their viscosity, pH value, storage stability and stability after coated on urea Inv. Inv. Inv. Inv. Inv. Inv. Inv. Inv. part 1 of 11 Ex# 310007 310008 310010 310011 310012 310013 310014 310015 (A) 29.67% LT 29.67% LT 29.67% LT 29.67% LT 29.67% LT 29.67% LT 29.67% LT 29.67% LT PG ad100 ad100 ad100 ad100 ad100 ad100 ad100 ad100 BZ 20% (C)i 20% LES (C)ii (D) 20% DMI 20% HCM 20% SEA 20% DML 20% MPA 20% MPF other colo. visc. 39 37 47 50 49 51 44 100 pH 8.2 8.1 8.4 7.5 8.1 8.2 8.2 9.6 NB/c 18.95% 19.20% 19.08% 18.81% 18.89% 19.05% 18.68% 19.01% NP/c 5.82% 5.92% 5.85% 5.84% 5.75% 5.83% 5.72% 5.82% Nx/c 24.77% 25.12% 24.93% 24.65% 24.64% 24.88% 24.40% 24.83% NB/h 18.32% 18.86% 18.63% 18.57% 18.65% 18.68% 18.08% 18.51% NP/h 5.77% 5.92% 5.85% 5.91% 5.81% 5.84% 5.63% 5.77% Nx/h 24.09% 24.78% 24.48% 24.48% 24.46% 24.52% 23.71% 24.28% stabi. 97.25% 98.67% 98.20% 99.29% 99.27% 98.58% 97.14% 97.80% Coat. conc. NB/a NP/a Nx/a NB/b NP/b Nx/b dev. part 2 of 11 Ex# 310016 310017 310021 310024 310025 310026 310027 310028 (A) 29.67% LT 29.67% LT 29.67% LT 29.67% LT 29.67% LT 29.67% LT 29.67% LT 29.67% LT PG ad100 ad100 ad100 ad100 ad100 ad100 ad100 ad100 BZ (C)i 20% LFG 20% LGA 20% NMM 10% LES 10% LFG 10% LGA 10% TEA 10% NMM (C)ii (D) 10% SEA 10% SEA 10% SEA 10% SEA 10% SEA other colo. visc. 423 598 39 46 167 173 71 46 pH 10.7 10.6 9.4 9.3 10.3 10.2 9.2 9.1 NB/c 18.99% 19.06% 18.93% 18.85% 18.72% 18.71% 18.84% 18.73% NP/c 5.83% 5.86% 5.79% 5.97% 5.90% 5.92% 6.13% 6.04% Nx/c 24.82% 24.92% 24.72% 24.82% 24.62% 24.63% 24.97% 24.77% NB/h 18.50% 18.25% 18.80% 18.58% 18.59% 18.80% 18.27% 18.73% NP/h 5.78% 5.70% 6.06% 5.89% 5.87% 5.94% 5.92% 5.96% Nx/h 24.28% 23.95% 24.86% 24.47% 24.46% 24.74% 24.19% 24.69% stabi. 97.81% 96.10% 100.54% 98.59% 99.36% 100.45% 96.88% 99.70% Coat. conc. NB/a NP/a Nx/a NB/b NP/b Nx/b dev. part 3 of 11 Ex# 310029 310031 310032 310034 310035 310036 310037 310039 (A) 29.67% LT 29.67% LT 29.67% LT 29.67% LT 29.67% LT 29.67% LT 29.67% LT 29.67% LT PG ad100 ad100 ad100 ad100 ad100 ad100 ad100 ad100 BZ (C)i 10% LES 10% LGA 10% TEA 10% LES 10% LES 10% LES 10% LES 10% LGA (C)ii 10% LFG 10% LGA 10% NMM (D) 10% DML 10% DML 10% DML 10% DML 10% DML 10% DML 10% HCM 10% HCM other colo. visc. 67 161 71 179 211 55 60 167 pH 9.4 10.4 9.3 10.5 10.4 9.4 9.4 10.4 NB/c 18.79% 19.06% 19.03% 18.51% 18.71% 18.98% 18.96% 18.84% NP/c 5.80% 5.90% 5.88% 5.73% 5.76% 6.08% 5.88% 5.83% Nx/c 24.59% 24.96% 24.91% 24.24% 24.47% 25.06% 24.84% 24.67% NB/h 18.87% 18.98% 18.71% 18.62% 18.74% 18.98% 18.93% 18.79% NP/h 5.83% 5.86% 5.80% 5.76% 5.79% 6.03% 5.87% 5.82% Nx/h 24.70% 24.84% 24.51% 24.38% 24.53% 25.01% 24.80% 24.61% stabi. 100.46% 99.52% 98.37% 100.60% 100.22% 99.80% 99.83% 99.73% Coat. conc. NB/a NP/a Nx/a NB/b NP/b Nx/b dev. part 4 of 11 Ex# 310040 310041 310044 310045 310046 310047 310048 310049 (A) 29.67% LT 29.67% LT 29.67% LT 29.67% LT 29.67% LT 29.67% LT 29.67% LT 29.67% LT PG ad100 ad100 ad100 ad100 ad100 ad100 ad100 ad100 BZ (C)i 10% TEA 10% NMM 1% LFG 3% LFG 10% LFG (C)ii (D) 10% HCM 10% HCM 20% HCM 20% SEA 20% DML 20% DML 20% DML 20% DML other colo. 0.25% 0.25% 0.25% 0.25% 0.25% 0.25% visc. 72 46 53 53 51 58 71 144 pH 9.4 9.3 8.8 7.9 8.5 9.6 10.1 10.5 NB/c 18.83% 18.64% 18.48% 18.77% 18.70% 18.61% 18.62% 18.62% NP/c 5.78% 6.10% 5.79% 5.90% 5.80% 5.81% 5.81% 5.78% Nx/c 24.61% 24.74% 24.27% 24.67% 24.50% 24.42% 24.43% 24.40% NB/h 18.54% 18.78% 18.50% 18.46% 18.67% 18.75% 18.67% 18.67% NP/h 5.75% 5.95% 5.79% 5.82% 5.78% 5.83% 5.82% 5.80% Nx/h 24.29% 24.73% 24.29% 24.28% 24.45% 24.58% 24.49% 24.47% stabi. 98.70% 100.00% 100.08% 98.43% 99.80% 100.65% 100.26% 100.30% Coat. conc. 0.10% 0.09% 0.10% 0.10% 0.10% 0.10% NB/a 0.057% 0.060% 0.064% 0.063% 0.065% 0.067% NP/a 0.017% 0.019% 0.020% 0.019% 0.020% 0.021% Nx/a 0.074% 0.079% 0.084% 0.082% 0.085% 0.088% NB/b 0.004% 0.008% 0.010% 0.011% 0.024% 0.054% NP/b 0.002% 0.003% 0.004% 0.004% 0.008% 0.017% Nx/b 0.006% 0.011% 0.014% 0.015% 0.032% 0.071% dev. ?91.89% ?86.08% ?83.33% ?81.71% ?62.35% ?19.32% part 5 of 11 Ex# 310050 310051 310052 310053 310059 310060 310061 310062 (A) 29.67% LT 29.67% LT 29.67% LT 29.67% LT 29.67% LT 29.67% LT 29.67% LT 29.67% LT PG ad100 ad100 ad100 ad100 50.33% 55.33% 50.33% 50.33% BZ (C)i 1% NMM 3% NMM 10% NMM 20% NMM 10% LES 5% LES 5% NMM 5% TEA (C)ii 5% LES 5% LES (D) 20% DML 20% DML 20% DML 20% DML 10% DML 10% DML 10% DML 10% DML other colo. 0.25% 0.25% 0.25% 0.25% 0.25% 0.25% 0.25% 0.25% visc. 55 51 48 43 73 66 62 76 pH 8.7 8.9 9.2 9.3 9.4 9.2 9.3 9.4 NB/c 19.13% 18.87% 18.59% 20.40% 19.00% 19.10% 19.05% 18.95% NP/c 5.93% 5.88% 5.86% 6.42% 6.01% 6.04% 6.04% 5.93% Nx/c 25.06% 24.75% 24.45% 26.82% 25.01% 25.14% 25.09% 24.88% NB/h 19.05% 19.00% 19.26% 21.64% 19.17% 19.10% 19.30% 18.94% NP/h 5.92% 5.88% 5.93% 6.90% 6.02% 5.99% 6.04% 5.93% Nx/h 24.97% 24.88% 25.19% 28.54% 25.19% 25.09% 25.34% 24.87% stabi. 99.64% 100.53% 103.05% 106.40% 100.74% 99.81% 101.02% 99.98% Coat. conc. 0.10% 0.10% 0.09% 0.10% 0.10% 0.09% 0.10% 0.10% NB/a 0.067% 0.062% 0.061% 0.048% 0.068% 0.065% 0.065% 0.066% NP/a 0.021% 0.019% 0.019% 0.015% 0.021% 0.020% 0.020% 0.020% Nx/a 0.088% 0.081% 0.080% 0.063% 0.089% 0.085% 0.085% 0.086% NB/b 0.011% 0.009% 0.009% 0.010% 0.012% 0.011% 0.008% 0.037% NP/b 0.004% 0.003% 0.003% 0.003% 0.002% 0.002% 0.001% 0.007% Nx/b 0.015% 0.012% 0.012% 0.013% 0.014% 0.013% 0.009% 0.044% dev. ?82.95% ?85.19% ?85.00% ?79.37% ?84.27% ?84.71% ?89.41% ?48.84% part 6 of 11 Ex# 310063 310064 310065 310066 310077 310078 310079 310080 (A) 29.67% LT 29.67% LT 29.67% LT 29.67% LT 29.67% LT 29.67% LT 29.67% LT 29.67% LT PG 50.33% 50.33% 53.33% 48.33% 60.08% 55.08% 50.08% 60.08% BZ (C)i 5% LES 5% LES 2% LFG 2% LFG 10% LFG 15% LFG 20% LFG 8% LFG (C)ii 5% LES 5% LES 2% LES (D) 10% DML 10% DML 10% DML 10% DML other 5% BDA 5% MDA colo. 0.25% 0.25% 0.25% 0.25% 0.25% 0.25% 0.25% 0.25% visc. 69 71 83 72 175 286 486 153 pH 9.8 9.7 10.0 9.9 10.5 10.6 10.7 10.4 NB/c 18.86% 18.78% 18.84% 18.97% 19.12% 19.18% 19.15% 19.15% N P/c 5.96% 5.93% 5.96% 6.03% 6.17% 6.19% 6.19% 6.22% Nx/c 24.82% 24.71% 24.80% 25.00% 25.29% 25.37% 25.34% 25.37% NB/h 18.83% 18.93% 18.79% 19.16% 19.02% 19.13% 18.99% 18.98% N P/h 5.92% 5.96% 5.91% 6.01% 6.07% 6.07% 6.06% 5.98% Nx/h 24.75% 24.89% 24.70% 25.17% 25.09% 25.20% 25.05% 24.96% stabi. 99.70% 100.72% 99.61% 100.66% 99.24% 99.33% 98.84% 98.38% Coat. conc. 0.10% 0.10% 0.10% 0.10% 0.08% 0.08% 0.08% 0.08% Target Target Target Target N B/a 0.063% 0.068% 0.068% 0.067% 0.056% 0.058% 0.058% 0.054% NP/a 0.019% 0.021% 0.021% 0.021% 0.018% 0.019% 0.019% 0.018% Nx/a 0.082% 0.089% 0.089% 0.088% 0.074% 0.077% 0.077% 0.072% NB/b 0.038% 0.040% 0.017% 0.017% 0.048% 0.053% 0.048% 0.041% NP/b 0.008% 0.008% 0.003% 0.003% 0.014% 0.016% 0.014% 0.011% Nx/b 0.046% 0.048% 0.020% 0.020% 0.062% 0.069% 0.062% 0.052% dev. ?43.90% ?46.07% ?77.53% ?77.27% ?16.22% ?10.39% ?19.48% ?27.78% part 7 of 11 Ex# 310081 310082 310083 310084 310086 310087 310073 310088 (A) 29.67% LT 29.67% LT 29.67% LT 29.67% LT 29.67% LT 29.67% LT 29.67% LT 29.67% LT PG 50.08% 50.08% 50.08% 50.08% 49.08% 47.08% BZ 70.33% 60.08% (C)i 10% LFG 10% LFG 8% LFG 8% LFG 8% LFG 8% LFG 10% LFG (C)ii 2% LES 2% LES 2% LES 2% LES (D) 10% DML 10% HCM 10% DML 10% HCM 10% DML 10% DML other 1% TPA 3% TPA colo. 0.25% 0.25% 0.25% 0.25% 0.25% 0.25% 0.25% visc. 152 156 127 127 129 140 11 34 pH 10.5 10.5 10.4 10.4 10.4 10.4 8.5 10.6 NB/c 19.11% 19.23% 19.45% 19.66% 19.22% 18.91% 19.21% 19.17% NP/c 6.16% 6.23% 6.24% 6.33% 6.16% 6.07% 6.23% 6.19% Nx/c 25.27% 25.46% 25.69% 25.99% 25.38% 24.98% 25.44% 25.36% NB/h 19.03% 19.11% 19.34% 19.26% 19.48% 19.57% 18.28% 19.00% NP/h 5.96% 6.01% 6.08% 6.06% 6.10% 5.97% 5.93% 6.13% Nx/h 24.99% 25.12% 25.42% 25.32% 25.58% 25.54% 24.21% 25.13% stabi. 98.90% 98.66% 98.94% 97.44% 100.78% 102.24% ?4.85% ?0.91% Coat. conc. 0.08% 0.08% 0.08% 0.08% 0.08% 0.08% 0.08% Target Target Target Target Target Target Target NB/a 0.057% 0.055% 0.057% 0.053% 0.056% 0.057% 0.060% NP/a 0.019% 0.018% 0.018% 0.017% 0.018% 0.019% 0.019% Nx/a 0.076% 0.073% 0.075% 0.070% 0.074% 0.076% 0.079% NB/b 0.040% 0.044% 0.042% 0.045% 0.040% 0.038% 0.049% NP/b 0.011% 0.012% 0.011% 0.013% 0.011% 0.010% 0.014% Nx/b 0.051% 0.056% 0.053% 0.058% 0.051% 0.048% 0.063% dev. ?32.9% ?23.3% ?29.3% ?17.1% ?31.1% ?36.8% ?20.25% part 8 of 11 Ex# 310089 310090 310091 310092 310093 310094 310095 310096 (A) 29.67% LT 29.67% LT 29.67% LT 29.67% LT 29.67% LT 29.67% LT 29.67% LT 29.67% LT PG BZ 55.08% 50.08% 60.08% 50.08% 50.08% 50.08% 50.08% 55.08% (C)i 15% LFG 20% LFG 8% LFG 10% LFG 10% LFG 8% LFG 8% LFG (C)ii 2% LES 2% LES 2% LES (D) 10% DML 10% HCM 10% DML 10% HCM other 15% LPN colo. 0.25% 0.25% 0.25% 0.25% 0.25% 0.25% 0.25% 0.25% visc. 70 121 32 42 40 34 34 35 pH 10.6 10.7 10.5 10.5 10.5 10.4 10.5 11.4 NB/c 19.33% 19.08% 19.25% 19.11% 19.00% 19.12% 19.68% 17.77% NP/c 6.23% 6.15% 6.20% 6.17% 6.16% 6.14% 6.33% 5.73% Nx/c 25.56% 25.23% 25.45% 25.28% 25.16% 25.26% 26.01% 23.50% NB/h 18.95% 19.07% 19.02% 18.97% 18.86% 19.08% 19.34% 15.60% N P/h 6.15% 6.18% 6.14% 6.07% 6.08% 6.14% 6.24% 4.92% Nx/h 25.10% 25.25% 25.16% 25.04% 24.94% 25.22% 25.58% 20.52% stabi. ?1.82% 0.09% ?1.15% ?0.97% ?0.89% ?0.15% ?1.65% ?12.68% Coat. conc. 0.08% 0.08% 0.08% 0.08% 0.08% 0.08% 0.08% 0.08% Target Target Target Target Target Target Target Target NB/a 0.061% 0.058% 0.061% 0.057% 0.059% 0.062% 0.065% 0.059% NP/a 0.019% 0.018% 0.019% 0.018% 0.018% 0.019% 0.020% 0.019% Nx/a 0.080% 0.076% 0.080% 0.075% 0.077% 0.081% 0.085% 0.078% NB/b 0.052% 0.051% 0.046% 0.049% 0.050% 0.051% 0.048% 0.050% NP/b 0.016% 0.016% 0.013% 0.014% 0.015% 0.015% 0.014% 0.015% Nx/b 0.068% 0.067% 0.059% 0.063% 0.065% 0.066% 0.062% 0.065% dev. ?15.00% ?11.84% ?26.25% ?16.00% ?15.58% ?18.52% ?27.06% ?16.67% part 9 of 11 Ex# 310104 310105 310106 310108 310109 310110 310111 (A) 29.67% LT 29.67% LT 25% NBPT 29.34% LL 29.34% LL 29.34% LL 29.34% LL PG BZ 50.08% 40.08% 54.75% 50.41% 40.41% 60.41% 60.41% (C)i 20% LFG 30% LFG 20% LFG 20% LFG 30% LFG 10% DEI 10% HBI (C)ii (D) other colo. 0.25% 0.25% 0.25% 0.25% 0.25% 0.25% 0.25% visc. 132 345 94 115 314 18 18 pH 10.5 10.6 10.7 12.3 9.1 8.7 9.1 NB/c 18.56% 18.62% 25.17% 19.79% 19.72% 19.32% 19.78% NP/c 5.82% 5.89% 0.00% 6.19% 6.19% 6.06% 6.12% Nx/c 24.38% 24.51% 25.17% 25.98% 25.91% 25.38% 25.90% NB/h 18.70% 19.01% 25.59% 19.90% 19.90% 19.41% 19.40% NP/h 5.95% 5.94% 0.00% 6.21% 6.18% 6.16% 5.88% Nx/h 24.65% 24.95% 25.59% 26.11% 26.08% 25.57% 25.28% stabi. 1.11% 1.80% 1.67% 0.50% 0.66% 0.75% ?2.39% Coat. conc. 0.08% 0.08% 0.08% 0.08% 0.08% 0.08% 0.08% Target Target Target Target Target Target Target NB/a 0.058% 0.057% 0.077% 0.060% 0.059% 0.063% 0.065% NP/a 0.019% 0.019% 0.000% 0.019% 0.019% 0.019% 0.020% Nx/a 0.077% 0.076% 0.077% 0.079% 0.078% 0.082% 0.085% NB/b NP/b Nx/b dev. part 10 of 11 Ex# 310112 310113 310114 310115 310116 310117 310118 310119 (A) 29.34% LL 29.34% LL 29.34% LL 29.34% LL 29.34% LL 29.34% LL 29.34% LL 29.34% LL PG 60.41% 60.41% BZ 60.41% 60.41% 40.41% 40.41% 50.41% 50.41% (C)i 10% E15 10% E25 30% E15 30% E25 20% DEI 10% HBI 10% DEI 10% HBI (C)ii (D) other colo. 0.25% 0.25% 0.25% 0.25% 0.25% 0.25% 0.25% 0.25% visc. 17 20 42 63 30 31 78 80 pH 8.9 9.3 9.1 9.1 9.0 9.1 8.9 9.1 NB/c 19.66% 19.85% 19.65% 19.73% 19.69% 19.83% 19.67% 19.83% NP/c 6.16% 6.20% 6.16% 6.20% 6.98% 6.04% 6.09% 6.14% Nx/c 25.82% 26.05% 25.81% 25.93% 26.67% 25.87% 25.76% 25.97% NB/h 19.50% 19.65% 19.55% 19.68% 19.53% 19.61% 19.32% 19.76% NP/h 6.40% 6.39% 6.00% 6.11% 6.70% 5.94% 6.05% 6.20% Nx/h 25.90% 26.04% 25.55% 25.79% 26.23% 25.55% 25.37% 25.96% stabi. 0.31% ?0.04% ?1.01% ?0.54% ?1.65% ?1.24% ?1.51% ?0.04% Coat. conc. 0.08% 0.08% 0.08% 0.08% 0.08% 0.08% 0.08% 0.08% Target Target Target Target Target Target Target Target NB/a 0.064% 0.062% 0.060% 0.059% 0.059% 0.058% 0.056% 0.064% NP/a 0.020% 0.019% 0.019% 0.018% 0.018% 0.018% 0.017% 0.020% Nx/a 0.084% 0.081% 0.079% 0.077% 0.077% 0.076% 0.073% 0.084% NB/b NP/b Nx/b dev. NMP (at least in amounts as applied in Ex# 310043) is toxicologically objectionable. part 11 of 11 Ex# 310120 310121 310122 310123 310022 310043 310085 (A) 29.34% LL 29.34% LL 29.34% LL 29.34% LL 29.67% LT 29.67% LT 29.67% LT PG 60.41% 60.41% 40.41% 40.41% ad100 ad100 55.08% BZ (C)i 10% E15 10% E25 30% E15 30% E25 (C)ii (D) other 20% LPN 20% NMP 15% LPN colo. 0.25% 0.25% 0.25% 0.25% 0.25% 0.25% visc. 75 81 114 140 181 36 141 pH 9.1 9.3 9.3 9.3 11.2 8.5 11.3 NB/c 20.05% 19.70% 20.04% 19.70% 18.39% 18.68% 18.12% NP/c 6.25% 6.14% 6.25% 6.13% 5.71% 5.86% 5.83% Nx/c 26.30% 25.84% 26.29% 25.83% 24.10% 24.54% 23.95% NB/h 20.07% 19.77% 19.82% 19.39% 15.67% 18.52% 16.38% NP/h 6.28% 6.18% 6.18% 6.09% 4.91% 5.81% 5.21% Nx/h 26.35% 25.95% 26.00% 25.48% 20.58% 24.33% 21.59% stabi. 0.19% 0.43% ?1.10% ?1.36% 85.41% 99.16% 90.11% Coat. conc. 0.08% 0.08% 0.08% 0.08% 0.10% 0.08% Target Target Target Target Target NB/a 0.063% 0.062% 0.062% 0.062% 0.064% 0.053% NP/a 0.020% 0.019% 0.019% 0.019% 0.019% 0.016% Nx/a 0.083% 0.081% 0.081% 0.081% 0.083% 0.069% NB/b 0.005% 0.039% NP/b 0.002% 0.010% Nx/b 0.007% 0.049% dev. ?91.57% ?29.0%
[0334] Further specific embodiments of the invention are described in the following:
[0335] 1. An composition comprising: [0336] (A) a mixture comprising at least one (thio)phosphoric acid triamide according to the general formula (I)
R.sup.1R.sup.2NP(X)(NH.sub.2).sub.2, [0337] wherein [0338] X is oxygen or sulfur; [0339] R.sup.1 is a C.sub.1 to C.sub.20 alkyl, C.sub.3 to C.sub.20 cycloalkyl, C.sub.6 to C.sub.20 aryl, or dialkylaminocarbonyl group; [0340] R.sup.2 is H, or [0341] R.sup.1 and R.sup.2 together with the nitrogen atom linking them define a 5- or 6-membered saturated or unsaturated heterocyclic radical, which optionally comprises 1 or 2 further heteroatoms selected from the group consisting of nitrogen, oxygen, and sulfur, [0342] and [0343] (B) an aromatic alcohol according to the general formula (II)
R.sup.11C(R.sup.12)(R.sup.13)OH , [0344] in an amount of more than 10 wt. % based on the total weight of the composition, [0345] wherein [0346] R11 is aryl or alkylaryl; [0347] R.sup.12 is H or alkyl; [0348] R.sup.13 is H or alkyl.
[0349] 2. The composition according to embodiment 1, wherein in the general formula (I) of (A) X is sulfur.
[0350] 3. The composition according to embodiment 1 or 2, wherein in the general formula (I) of (A) R.sup.1 is C.sub.1-C.sub.20 alkyl and R.sup.2 is H.
[0351] 4. The composition according to anyone of the embodiments 1 to 3, wherein the mixture (A) comprises N-n-butylthiophosphoric acid triamide (NBPT) and/or N-n-propylthiophosphoric acid triamide (NPPT).
[0352] 5. The composition according to embodiment 1, wherein the mixture (A) comprises at least two different (thio)phosphoric acid triamides having structures of the general formula (I) and wherein said at least two different (thio)phosphoric acid triamides differ in at least one of radicals R.sup.1 or R.sup.2.
[0353] 6. The composition according to embodiment 5, wherein one of said at least two different (thio)phosphoric acid triamides is N-n-butylthiophosphoric acid triamide.
[0354] 7. The composition according to anyone of the embodiments 1 to 6, wherein in the general formula (II) of (B) R.sup.12 and R.sup.13 is H.
[0355] 8. The composition according to anyone of the embodiments 1 to 7, wherein in the general formula (II) of (B) R.sup.11 is aryl.
[0356] 9. The composition according to anyone of the embodiments 1 to 8, wherein in the general formula (II) of (B) R.sup.11 is phenyl.
[0357] 10. The composition according to anyone of the embodiments 1 to 9, wherein (B) is benzyl alcohol.
[0358] 11. The composition according to embodiment 1, wherein [0359] the mixture (A) comprises N-n-butylthiophosphoric acid triamide (NBPT) and/or N-n-propylthiophosphoric acid triamide (NPPT) and [0360] (B) is benzyl alcohol.
[0361] 12. The composition according to anyone of the embodiments 1 to 11, further comprising (C) at least one amine selected from the group consisting of [0362] (C1) a polymeric polyamine, and [0363] (C2) an amine containing not more than one amino group and at least three alkoxy- or hydroxy-substituted C.sub.2 to C.sub.12 alkyl groups R.sup.21, wherein at least one of the groups R.sup.21 is different to the other groups R.sup.21, and [0364] (C3) an amine containing not more than one amino group and at least two alkoxy- or hydroxy-substituted C.sub.2 to C.sub.12 alkyl groups R.sup.22, wherein at least one of the groups R.sup.22 bears the alkoxy or hydroxy substituent at a secondary or tertiary carbon atom and wherein at least one of the groups R.sup.22 is different to the other group(s) R.sup.22, and [0365] (C4) an amine containing at least one saturated or unsaturated C.sub.8 to C.sub.40 alkyl group R.sup.23, and [0366] (C5) a saturated or unsaturated heterocyclic amine which contains at least one oxygen atom as ring atom and which does not contain a further alkoxy group.
[0367] 13. The composition according to anyone of the embodiments 1 to 12, further comprising (C) an amine which is [0368] (C1) a polymeric polyamine.
[0369] 14. The composition according to anyone of the embodiments 1 to 12, wherein (C1) is a polyalkylene imine.
[0370] 15. The composition according to anyone of the embodiments 1 to 12, wherein (C1) is a polyethylene imine.
[0371] 16. The composition according to anyone of the embodiments 1 to 12, further comprising (C) an amine which is [0372] (C2) an amine containing not more than one amino group and at least three alkoxy- or hydroxy-substituted C.sub.2 to C.sub.12 alkyl groups, wherein at least one of the groups R.sup.21 is different to the other groups R.sup.21.
[0373] 17. The composition according to anyone of the embodiments 1 to 12, further comprising (C2) an amine containing not more than one amino group and at least three hydroxy-substituted C.sub.2 to C.sub.3 alkyl groups which are covalently bound to the amino group.
[0374] 18. The composition according to anyone of the embodiments 1 to 12, further comprising (C2) an amine selected from the group consisting of Bis(hydroxyethyl)-isopropanolamine (DEIPA), and 1,1-((2-Hydroxyethyl)imino)dipropan-2-ol.
[0375] 19. The composition according to anyone of the embodiments 1 to 12, further comprising (C) an amine which is [0376] (C3) an amine containing not more than one amino group and at least two alkoxy- or hydroxy-substituted C.sub.2 to C.sub.12 alkyl groups, wherein at least one of said alkyl groups bears the alkoxy or hydroxy substituent at a secondary or tertiary carbon atom and wherein at least one of the groups R.sup.22 is different to the other group(s) R.sup.22.
[0377] 20. The composition according to anyone of the embodiments 1 to 12, further comprising (C3) an amine selected from the group consisting of 1-((2-hydroxyethyl)amino)propan-2-ol, and N-Methyl-N-hydroxyethyl-isopropanolamine.
[0378] 21. The composition according to anyone of the embodiments 1 to 12, further comprising (C) an amine which is [0379] (C4) an amine containing at least one saturated or unsaturated C.sub.8 to C.sub.40 alkyl group R.sup.23.
[0380] 22. The composition according to anyone of the embodiments 1 to 12, further comprising (C4) an amine containing at least one saturated or unsaturated C.sub.8 to C.sub.19 alkyl group R.sup.23.
[0381] 23. The composition according to anyone of the embodiments 1 to 12, further comprising (C4) an amine selected from the group consisting of ethoxylated (2) cocoalkylamine, ethoxylated (5) cocoalkylamine, ethoxylated (15) cocoalkylamine, ethoxylated (2) oleylamine, lauryl-dimethylamine, oleyl-dimethylamine, and 2-propylheptylamine ethoxylate (5 EO), 2-propylheptylamine ethoxylate (10 EO), and 2-propylheptylamine ethoxylate (20 EO).
[0382] 24. The composition according to anyone of the embodiments 1 to 12, further comprising (C) an amine which is [0383] (C5) a saturated or unsaturated heterocyclic amine which contain at least one oxygen atom as ring atom and which do not contain a further alkoxy group.
[0384] 25. The composition according to anyone of the embodiments 1 to 12, further comprising (C5) an amine which is N-methyl morpholine.
[0385] 26. The composition according to anyone of the embodiments 1 to 25, further comprising (D) at least one amide according to the general formula (III)
R.sup.31CONR.sup.32R.sup.33 [0386] wherein [0387] R.sup.31CO is an acyl radical having 1 to 22 carbon atoms; [0388] R.sup.32 is H or alkyl, and [0389] R.sup.33 is H or alkyl, or [0390] R.sup.32 and R.sup.33 together with the nitrogen atom linking them define a 5- or 6-membered saturated or unsaturated heterocyclic radical, which optionally comprises 1 or 2 further heteroatoms selected from the group consisting of nitrogen, oxygen, and sulfur.
[0391] 27. The composition according to anyone of the embodiments 1 to 26, wherein in the general formula (III) of (D) R.sup.32 is H or C.sub.1 to C.sub.4 alkyl, and R.sup.33 is H or C.sub.1 to C.sub.4 alkyl.
[0392] 28. The composition according to anyone of the embodiments 1 to 27, wherein in the general formula (III) of (D) R.sup.31CO is a hydroxysubstituted acyl radical having 1 to 22 carbon atoms.
[0393] 29. The composition according to anyone of the embodiments 1 to 28, wherein (D) is a N,N-dialkyl amide based on lactic acid, citric acid, tartaric acid, ricinoleic acid, 12-hydroxy stearic acid, or their mixtures.
[0394] 30. The composition according to anyone of the embodiments 1 to 29, wherein (D) is a lactic acid N,N-dimethylamide.
[0395] 31. The composition according to anyone of the embodiments 1 to 27, wherein in the general formula (III) of (D) R.sup.31CO does not contain a hydroxy group.
[0396] 32. The composition according to anyone of the embodiments 1 to 27 and 31, wherein in the general formula (III) of (D) R.sup.31CO is an acyl radical having 6 to 12 carbon atoms.
[0397] 33. The composition according to anyone of the embodiments 1 to 27 and 31 to 32, wherein (D) is selected from the group consisting of N,N-dimethyloctanamide, N,N-dimethylnonanamide, and N,N-dimethyldecanamide.
[0398] 34. The composition according to anyone of the embodiments 1 to 27 and 31, wherein in the general formula (III) of (D) R.sup.31CO is an acyl radical having 1 to 3 carbon atoms.
[0399] 35. The composition according to anyone of the embodiments 1 to 26, wherein in the general formula (III) of (D) R.sup.32 and R.sup.33 together with the nitrogen atom linking them define a 5- or 6-membered saturated or unsaturated heterocyclic radical which optionally comprises 1 or 2 further heteroatoms selected from the group consisting of nitrogen, oxygen, and sulfur.
[0400] 36. The composition according to anyone of the embodiments 1 to 26 and 35, wherein in the general formula (III) of (D) R.sup.32 and R.sup.33 together with the nitrogen atom linking them define a 6-membered saturated heterocyclic radical which comprises one further oxygen heteroatom.
[0401] 37. The composition according to anyone of the embodiments 1 to 26 and 35 to 36, wherein (D) is N-acetylmorpholine or N-formylmorpholine.
[0402] 38. The composition according to anyone of the embodiments 1 to 26 and 35, wherein in the general formula (III) of (D) R.sup.32 and R.sup.33 together with the nitrogen atom linking them define a 5-membered saturated heterocyclic radical which comprises one further nitrogen heteroatom.
[0403] 39. The composition according to anyone of the embodiments 1 to 26, 35, and 38, wherein (D) is 1,3-dimethyl-2-imidazolidinone.
[0404] 40. The composition according to anyone of the embodiments 1 to 27, wherein in the general formula (III) of (D) R.sup.32 is an acyloxy substituted alkyl group.
[0405] 41. The composition according to anyone of the embodiments 1 to 27, wherein in the general formula (III) of (D) R.sup.31CO is an acyl radical having 1 to 4 carbon atoms, R.sup.32 is an acyloxy substituted alkyl group and R.sup.33 is C.sub.1 to C.sub.4 alkyl.
[0406] 42. The composition according to anyone of the embodiments 1 to 27, wherein (D) is N-[2-(acetyloxy)ethyl]-N-methyl acetamide.
[0407] 43. The composition according to anyone of the embodiments 1 to 42, further comprising (E) an alcohol comprising at least two hydroxy groups which are not dissociable in the aqueous medium.
[0408] 44. The composition according to anyone of the embodiments 1 to 42, further comprising (E) propane-1,2-diol (alpha-propylene glycol).
[0409] 45. The composition according to anyone of the embodiments 1 to 44, further comprising a compound (K) selected from the group consisting of [0410] (K1) an amine selected from the group consisting of methyldiethanolamine, tetrahydroxypropylethylenediamine, trimethylaminoethylethanolamine, N,N,N1,N1-tetramethyl-1,6-hexanediamine, N,N,N-tris(dimethylaminopropyl)hexahydrotriazine, and 2,2-dimorpholinyldiethyl ether, [0411] (K2) an amine containing not more than one amino group and at least three alkoxy- or hydroxy-substituted C.sub.2 to C.sub.12 alkyl groups R.sup.41, wherein all groups R.sup.41 within said amine are identical, and [0412] (K3) an amine containing not more than one amino group and at least two alkoxy- or hydroxy-substituted C.sub.2 to C.sub.12 alkyl groups R.sup.42, wherein at least one of the groups R.sup.42 bears the alkoxy or hydroxy substituent at a secondary or tertiary carbon atom and wherein all groups R.sup.42 with said amine are identical.
[0413] 46. The composition according to anyone of the embodiments 1 to 45, further comprising (F) a nitrogen-containing fertilizer.
[0414] 47. The composition according to anyone of the embodiments 1 to 45, further comprising (F1) a urea-containing fertilizer comprising at least one component selected from the group consisting of urea, urea ammonium nitrate (UAN), isobutylidene diurea (IBDU), crotonylidene diurea (CDU) and urea formaldehyde (UF), urea-acetaldehyde, and urea-glyoxal condensates.
[0415] 48. The composition according to anyone of the embodiments 1 to 45, further comprising (F) a nitrogen-containing fertilizer which comprises urea.
[0416] 49. Process for treating the soil comprising: [0417] applying the composition according to anyone of the embodiments 1 to 48 into the soil infurrow and/or as side-dress and/or as broadcast.
[0418] 50. Process according to embodiment 49 comprising: [0419] applying the composition by spraying it onto the soil.
[0420] 51. Process according to embodiment 49, wherein the composition iseither at the same time or with a time differenceapplied together with at least one nitrogen-containing fertilizer (F) into the soil in-furrow and/or as side-dress and/or as broadcast.
[0421] 52. Use of the composition according to anyone of the embodiments 1 to 45 as additive or coating material for nitrogen-containing fertilizers (F).
[0422] 101. An composition comprising:
[0423] (A) a mixture comprising at least one (thio)phosphoric acid triamide according to the general formula (I)
R.sup.1R.sup.2NP(X)(NH.sub.2).sub.2, [0424] wherein [0425] X is oxygen or sulfur; [0426] R.sup.1 is a C.sub.1 to C.sub.20 alkyl, C.sub.3 to C.sub.20 cycloalkyl, C.sub.6 to C.sub.20 aryl, or dialkylaminocarbonyl group; [0427] R.sup.2 is H, or [0428] R.sup.1 and R.sup.2 together with the nitrogen atom linking them define a 5- or 6-membered saturated or unsaturated heterocyclic radical, which optionally comprises 1 or 2 further heteroatoms selected from the group consisting of nitrogen, oxygen, and sulfur, [0429] and
[0430] (C) at least one amine selected from the group consisting of [0431] (C1) a polymeric polyamine, and [0432] (C2) an amine containing not more than one amino group and at least three alkoxy- or hydroxy-substituted C.sub.2 to C.sub.12 alkyl groups R.sup.21, wherein at least one of the groups R.sup.21 is different to the other groups R.sup.21, and [0433] (C3) an amine containing not more than one amino group and at least two alkoxy- or hydroxy-substituted C.sub.2 to C.sub.12 alkyl groups R.sup.22, wherein at least one of the groups R.sup.22 bears the alkoxy or hydroxy substituent at a secondary or tertiary carbon atom and wherein at least one of the groups R.sup.22 is different to the other group(s) R.sup.22, and [0434] (C4) an amine containing at least one saturated or unsaturated C.sub.8 to C.sub.40 alkyl group R.sup.23, and [0435] (C5) a saturated or unsaturated heterocyclic amine which contains at least one oxygen atom as ring atom and which does not contain a further alkoxy group.
[0436] 102. The composition according to embodiment 101, wherein in the general formula (I) of (A) X is sulfur.
[0437] 103. The composition according to embodiment 101 or 102, wherein in the general formula (I) of (A) R.sup.1 is C.sub.1-C.sub.20 alkyl and R.sup.2 is H.
[0438] 104. The composition according to anyone of the embodiments 101 to 103, wherein the mixture (A) comprises N-n-butylthiophosphoric acid triamide (NBPT) and/or N-n-propylthiophosphoric acid triamide (NPPT).
[0439] 105. The composition according to embodiment 101, wherein the mixture (A) comprises at least two different (thio)phosphoric acid triamides having structures of the general formula (I) and wherein said at least two different (thio)phosphoric acid triamides differ in at least one of radicals R.sup.1 or R.sup.2.
[0440] 106. The composition according to embodiment 105, wherein one of said at least two different (thio)phosphoric acid triamides is N-n-butylthiophosphoric acid triamide.
[0441] 107. The composition according to anyone of the embodiments 101 to 106, wherein (C) is [0442] (C1) a polymeric polyamine.
[0443] 108. The composition according to anyone of the embodiments 101 to 106, wherein (C) is (C1) which is a polyalkylene imine.
[0444] 109. The composition according to anyone of the embodiments 101 to 106, wherein (C) is (C1) which is a polyethylene imine.
[0445] 110. The composition according to anyone of the embodiments 101 to 106, wherein (C) is [0446] (C2) an amine containing not more than one amino group and at least three alkoxy- or hydroxy-substituted C.sub.2 to C.sub.12 alkyl groups R.sup.21, wherein at least one of the groups R.sup.21 is different to the other groups R.sup.21.
[0447] 111. The composition according to anyone of the embodiments 101 to 106, wherein (C) is (C2) an amine containing not more than one amino group and at least three hydroxy-substituted C.sub.2 to C.sub.3 alkyl groups which are covalently bound to the amino group.
[0448] 112. The composition according to anyone of the embodiments 101 to 106, wherein (C) is (C2) an amine selected from the group consisting of Bis(hydroxyethyl)-isopropanolamine (DEIPA), and 1,1-((2-Hydroxyethyl)imino)dipropan-2-ol.
[0449] 113. The composition according to anyone of the embodiments 101 to 106, wherein (C) is [0450] (C3) an amine containing not more than one amino group and at least two alkoxy- or hydroxy-substituted C.sub.2 to C.sub.12 alkyl groups R.sup.22, wherein at least one of said alkyl groups bears the alkoxy or hydroxy substituent at a secondary or tertiary carbon atom and wherein at least one of the groups R.sup.22 is different to the other group(s) R22.sub..
[0451] 114. The composition according to anyone of the embodiments 101 to 106, wherein (C) is (C3) an amine selected from the group consisting of 1-((2-hydroxyethyl)amino)propan-2-ol, and N-Methyl-N-hydroxyethyl-isopropanolamine.
[0452] 115. The composition according to anyone of the embodiments 101 to 106, wherein (C) is (C) an amine which is [0453] (C4) an amine containing at least one saturated or unsaturated C.sub.8 to C.sub.40 alkyl group R.sup.23.
[0454] 116. The composition according to anyone of the embodiments 101 to 106, wherein (C) is (C4) an amine containing at least one saturated or unsaturated C.sub.8 to C.sub.19 alkyl group R.sup.23.
[0455] 117. The composition according to anyone of the embodiments 101 to 106, wherein (C) is (C4) an amine selected from the group consisting of ethoxylated (2) cocoalkylamine, ethoxylated (5) cocoalkylamine, ethoxylated (15) cocoalkylamine, ethoxylated (2) oleylamine, lauryl-dimethylamine, oleyl-dimethylamine, and 2-propylheptylamine ethoxylate (5 EO), 2-propylheptylamine ethoxylate (10 EO), and 2-propylheptylamine ethoxylate (20 EO).
[0456] 118. The composition according to anyone of the embodiments 101 to 106, wherein (C) is [0457] (C5) a saturated or unsaturated heterocyclic amine which contain at least one oxygen atom as ring atom and which do not contain a further alkoxy group.
[0458] 119. The composition according to anyone of the embodiments 101 to 106, wherein (C) is (C5) an amine which is N-methyl morpholine.
[0459] 120. The composition according to embodiment 101, wherein [0460] the mixture (A) comprises N-n-butylthiophosphoric acid triamide (NBPT) and/or N-n-propylthiophosphoric acid triamide (NPPT) and [0461] (C) is (C1) a polymeric polyamine which is polyethyleneimine.
[0462] 121. The composition according to anyone of the embodiments 101 to 120, further comprising [0463] (B) an aromatic alcohol according to the general formula (II)
R.sup.11C(R.sup.12)(R.sup.13)OH, [0464] wherein [0465] R.sup.11 is aryl or alkylaryl; [0466] R.sup.12 is H or alkyl; [0467] R.sup.13 is H or alkyl.
[0468] 122. The composition according to anyone of the embodiments 101 to 121, further comprising (B), wherein in the general formula (II) of (B) R.sup.12 and R.sup.13 is H.
[0469] 123. The composition according to anyone of the embodiments 101 to 122, further comprising (B), wherein in the general formula (II) of (B) R.sup.11 is aryl.
[0470] 124. The composition according to anyone of the embodiments 101 to 123, further comprising (B), wherein in the general formula (II) of (B) R.sup.11 is phenyl.
[0471] 125. The composition according to anyone of the embodiments 101 to 124, further comprising (B), wherein (B) is benzyl alcohol.
[0472] 126. The composition according to anyone of the embodiments 101 to 125, further comprising [0473] (D) at least one amide according to the general formula (III)
R.sup.31CONR.sup.32R.sup.33 [0474] wherein [0475] R.sup.31CO is an acyl radical having 1 to 22 carbon atoms; [0476] R.sup.32 is H or alkyl, and [0477] R.sup.33 is H or alkyl, or [0478] R.sup.32 and R.sup.33 together with the nitrogen atom linking them define a 5- or 6-membered saturated or unsaturated heterocyclic radical, which optionally comprises 1 or 2 further heteroatoms selected from the group consisting of nitrogen, oxygen, and sulfur.
[0479] 127. The composition according to anyone of the embodiments 101 to 126, wherein in the general formula (III) of (D) R.sup.32 is H or C.sub.1 to C.sub.4 alkyl, and R.sup.33 is H or C.sub.1 to C.sub.4 alkyl.
[0480] 128. The composition according to anyone of the embodiments 101 to 127, wherein in the general formula (III) of (D) R.sup.31CO is a hydroxysubstituted acyl radical having 1 to 22 carbon atoms.
[0481] 129. The composition according to anyone of the embodiments 101 to 128, wherein (D) is a N,N-dialkyl amide based on lactic acid, citric acid, tartaric acid, ricinoleic acid, 12-hydroxy stearic acid, or their mixtures.
[0482] 130. The composition according to anyone of the embodiments 101 to 129, wherein (D) is a lactic acid N,N-dimethylamide.
[0483] 131. The composition according to anyone of the embodiments 101 to 127, wherein in the general formula (III) of (D) R.sup.31CO does not contain a hydroxy group.
[0484] 132. The composition according to anyone of the embodiments 101 to 127 and 131, wherein in the general formula (III) of (D) R.sup.31CO is an acyl radical having 6 to 12 carbon atoms.
[0485] 133. The composition according to anyone of the embodiments 101 to 127 and 131 to 132, wherein (D) is selected from the group consisting of N,N-dimethyloctanamide, N,N-dimethylnonanamide, and N,N-dimethyldecanamide.
[0486] 134. The composition according to anyone of the embodiments 101 to 127 and 131, wherein in the general formula (III) of (D) R.sup.31CO is an acyl radical having 1 to 3 carbon atoms.
[0487] 135. The composition according to anyone of the embodiments 101 to 126, wherein in the general formula (III) of (D) R.sup.32 and R.sup.33 together with the nitrogen atom linking them define a 5- or 6-membered saturated or unsaturated heterocyclic radical which optionally comprises 1 or 2 further heteroatoms selected from the group consisting of nitrogen, oxygen, and sulfur.
[0488] 136. The composition according to anyone of the embodiments 101 to 126 and 135, wherein in the general formula (III) of (D) R.sup.32 and R.sup.33 together with the nitrogen atom linking them define a 6-membered saturated heterocyclic radical which comprises one further oxygen heteroatom.
[0489] 137. The composition according to anyone of the embodiments 101 to 126 and 135 to 136, wherein (D) is N-acetylmorpholine or N-formylmorpholine.
[0490] 138. The composition according to anyone of the embodiments 101 to 126 and 135, wherein in the general formula (III) of (D) R.sup.32 and R.sup.33 together with the nitrogen atom linking them define a 5-membered saturated heterocyclic radical which comprises one further nitrogen heteroatom.
[0491] 139. The composition according to anyone of the embodiments 101 to 126, 135, and 138, wherein (D) is 1,3-dimethyl-2-imidazolidinone.
[0492] 140. The composition according to anyone of the embodiments 101 to 127, wherein in the general formula (III) of (D) R.sup.32 is an acyloxy substituted alkyl group.
[0493] 141. The composition according to anyone of the embodiments 101 to 127, wherein in the general formula (III) of (D) R.sup.31CO is an acyl radical having 1 to 4 carbon atoms, R.sup.32 is an acyloxy substituted alkyl group and R.sup.33 is C.sub.1 to C.sub.4 alkyl.
[0494] 142. The composition according to anyone of the embodiments 101 to 127, wherein (D) is N-[2-(acetyloxy)ethyl]-N-methyl acetamide.
[0495] 143. The composition according to anyone of the embodiments 101 to 142, further comprising (E) an alcohol comprising at least two hydroxy groups which are not dissociable in the aqueous medium.
[0496] 144. The composition according to anyone of the embodiments 101 to 142, further comprising (E) propane-1,2-diol (alpha-propylene glycol).
[0497] 145. The composition according to anyone of the embodiments 101 to 144, further comprising a compound (K) selected from the group consisting of [0498] (K1) an amine selected from the group consisting of methyldiethanolamine, tetrahydroxypropylethylenediamine, trimethylaminoethylethanolamine, N,N,N,N-tetramethyl-1,6-hexanediamine, N,N,N-tris(dimethylaminopropyl)hexahydrotriazine, and 2,2-dimorpholinyldiethyl ether, [0499] (K2) an amine containing not more than one amino group and at least three alkoxy- or hydroxy-substituted C.sub.2 to C.sub.12 alkyl groups R.sup.41, wherein all groups R.sup.41 within said amine are identical, and [0500] (K3) an amine containing not more than one amino group and at least two alkoxy- or hydroxy-substituted C.sub.2 to C.sub.12 alkyl groups R.sup.42, wherein at least one of the groups R.sup.42 bears the alkoxy or hydroxy substituent at a secondary or tertiary carbon atom and wherein all groups R.sup.42 with said amine are identical.
[0501] 146. The composition according to anyone of the embodiments 101 to 145, further comprising (F) a nitrogen-containing fertilizer.
[0502] 147. The composition according to anyone of the embodiments 101 to 145, further comprising (F1) a urea-containing fertilizer comprising at least one component selected from the group consisting of urea, urea ammonium nitrate (UAN), isobutylidene diurea (IBDU), crotonylidene diurea (CDU) and urea formaldehyde (UF), urea-acetaldehyde, and urea-glyoxal condensates.
[0503] 148. The composition according to anyone of the embodiments 101 to 145, further comprising (F) a nitrogen-containing fertilizer which comprises urea.
[0504] 149. Process for treating the soil comprising: [0505] applying the composition according to anyone of the embodiments 101 to 148 into the soil in-furrow and/or as side-dress and/or as broadcast.
[0506] 150. Process according to embodiment 149 comprising: [0507] applying the composition by spraying it onto the soil. 151. Process according to embodiment 149, wherein the composition iseither at the same time or with a time differenceapplied together with at least one nitrogen-containing fertilizer (F) into the soil in-furrow and/or as side-dress and/or as broadcast.
[0508] 152. Use of the composition according to anyone of the embodiments 101 to 145 as additive or coating material for nitrogen-containing fertilizers (F).
[0509] 201. An composition comprising: [0510] (A) a mixture comprising at least one (thio)phosphoric acid triamide according to the general formula (I)
R.sup.1R.sup.2NP(X)(NH.sup.2).sup.2, [0511] wherein [0512] X is oxygen or sulfur; [0513] R.sup.1 is a C.sub.1 to C.sub.20 alkyl, C.sub.3 to C.sub.20 cycloalkyl, C.sub.6 to C.sub.20 aryl, or dialkylaminocarbonyl group; [0514] R.sup.2 is H, or [0515] R.sup.1 and R.sup.2 together with the nitrogen atom linking them define a 5- or 6-membered saturated or unsaturated heterocyclic radical, which optionally comprises 1 or 2 further heteroatoms selected from the group consisting of nitrogen, oxygen, and sulfur, [0516] and [0517] (D) at least one amide according to the general formula (III)
R.sup.31CONR.sup.32R.sup.33 [0518] wherein [0519] R.sup.31CO is an acyl radical having 1 to 22 carbon atoms; [0520] R.sup.32 is H or alkyl, and [0521] R.sup.33 is H or alkyl, or [0522] R.sup.32 and R.sup.33 together with the nitrogen atom linking them define a 5- or 6-membered saturated or unsaturated heterocyclic radical, which optionally comprises 1 or 2 further heteroatoms selected from the group consisting of nitrogen, oxygen, and sulfur.
[0523] 202. The composition according to embodiment 201, wherein in the general formula (I) of (A) X is sulfur.
[0524] 203. The composition according to embodiment 201 or 202, wherein in the general formula (I) of (A) R.sup.1 is C.sub.1-C.sub.20 alkyl and R.sup.2 is H.
[0525] 204. The composition according to anyone of the embodiments 201 to 203, wherein the mixture (A) comprises N-n-butylthiophosphoric acid triamide (NBPT) and/or N-n-propylthiophosphoric acid triamide (NPPT).
[0526] 205. The composition according to embodiment 201, wherein the mixture (A) comprises at least two different (thio)phosphoric acid triamides having structures of the general formula (I) and wherein said at least two different (thio)phosphoric acid triamides differ in at least one of radicals R.sup.1 or R.sup.2.
[0527] 206. The composition according to embodiment 205, wherein one of said at least two different (thio)phosphoric acid triamides is N-n-butylthiophosphoric acid triamide.
[0528] 207. The composition according to anyone of the embodiments 201 to 206, wherein in the general formula (III) of (D) R.sup.32 is H or C.sub.1 to C.sub.4 alkyl, and R.sup.33 is H or C.sub.1 to C.sub.4 alkyl.
[0529] 208. The composition according to anyone of the embodiments 201 to 207, wherein in the general formula (III) of (D) R.sup.31CO is a hydroxysubstituted acyl radical having 1 to 22 carbon atoms.
[0530] 209. The composition according to anyone of the embodiments 201 to 208, wherein (D) is a N,N-dialkyl amide based on lactic acid, citric acid, tartaric acid, ricinoleic acid, 12-hydroxy stearic acid, or their mixtures.
[0531] 210. The composition according to anyone of the embodiments 201 to 209, wherein (D) is a lactic acid N,N-dimethylamide.
[0532] 211. The composition according to anyone of the embodiments 201 to 207, wherein in the general formula (III) of (D) R.sup.31CO does not contain a hydroxy group.
[0533] 212. The composition according to anyone of the embodiments 201 to 207 and 211, wherein in the general formula (III) of (D) R.sup.31CO is an acyl radical having 6 to 12 carbon atoms.
[0534] 213. The composition according to anyone of the embodiments 201 to 207 and 211 to 212, wherein (D) is selected from the group consisting of N,N-dimethyloctanamide, N,N-dimethylnonanamide, and N,N-dimethyldecanamide.
[0535] 214. The composition according to anyone of the embodiments 201 to 207 and 211, wherein in the general formula (III) of (D) R.sup.31CO is an acyl radical having 1 to 3 carbon atoms.
[0536] 215. The composition according to anyone of the embodiments 201 to 206, wherein in the general formula (III) of (D) R.sup.32 and R.sup.33 together with the nitrogen atom linking them define a 5- or 6-membered saturated or unsaturated heterocyclic radical which optionally comprises 1 or 2 further heteroatoms selected from the group consisting of nitrogen, oxygen, and sulfur.
[0537] 216. The composition according to anyone of the embodiments 201 to 206 and 215, wherein in the general formula (III) of (D) R.sup.32 and R.sup.33 together with the nitrogen atom linking them define a 6-membered saturated heterocyclic radical which comprises one further oxygen heteroatom.
[0538] 217. The composition according to anyone of the embodiments 201 to 206 and 215 to 216, wherein (D) is N-acetylmorpholine or N-formylmorpholine.
[0539] 218. The composition according to anyone of the embodiments 201 to 206 and 215, wherein in the general formula (III) of (D) R.sup.32 and R.sup.33 together with the nitrogen atom linking them define a 5-membered saturated heterocyclic radical which comprises one further nitrogen heteroatom.
[0540] 219. The composition according to anyone of the embodiments 201 to 206, 215, and 218, wherein (D) is 1,3-dimethyl-2-imidazolidinone.
[0541] 220. The composition according to anyone of the embodiments 201 to 207, wherein in the general formula (III) of (D) R.sup.32 is an acyloxy substituted alkyl group.
[0542] 221. The composition according to anyone of the embodiments 201 to 207, wherein in the general formula (III) of (D) R.sup.31CO is an acyl radical having 1 to 4 carbon atoms, R.sup.32 is an acyloxy substituted alkyl group and R.sup.33 is C.sub.1 to C.sub.4 alkyl.
[0543] 222. The composition according to anyone of the embodiments 201 to 207, wherein (D) is N-[2-(acetyloxy)ethyl]-N-methyl acetamide.
[0544] 223. The composition according to embodiment 201, wherein [0545] the mixture (A) comprises N-n-butylthiophosphoric acid triamide (NBPT) and/or N-n-propylthiophosphoric acid triamide (NPPT) and [0546] (D) is an N,N-dialkyl amide based on lactic acid, citric acid, tartaric acid, ricinoleic acid, 12-hydroxy stearic acid, or their mixtures.
[0547] 224. The composition according to anyone of the embodiments 201 to 223, further comprising (B) an aromatic alcohol according to the general formula (II)
R.sup.11C(R.sup.12)(R.sup.13)OH, [0548] wherein [0549] R.sup.11 is aryl or alkylaryl; [0550] R.sup.12 is H or alkyl; [0551] R.sup.13 is H or alkyl.
[0552] 225. The composition according to embodiment 224, wherein in the general formula (II) of (B) R.sup.12 and R.sup.13 is H.
[0553] 226. The composition according to anyone of the embodiments 224 to 225, wherein in the general formula (II) of (B) R.sup.11 is aryl.
[0554] 227. The composition according to anyone of the embodiments 224 to 226, wherein in the general formula (II) of (B) R.sup.11 is phenyl.
[0555] 228. The composition according to anyone of the embodiments 201 to 227, further comprising (B), wherein (B) is benzyl alcohol.
[0556] 229. The composition according to anyone of the embodiments 201 to 228, further comprising (C) at least one amine selected from the group consisting of [0557] (C1) a polymeric polyamine, and [0558] (C2) an amine containing not more than one amino group and at least three alkoxy- or hydroxy-substituted C.sub.2 to C.sub.12 alkyl groups R.sup.21, wherein at least one of the groups R.sup.21 is different to the other groups R.sup.21, and [0559] (C3) an amine containing not more than one amino group and at least two alkoxy- or hydroxy-substituted C.sub.2 to C.sub.12 alkyl groups R.sup.22, wherein at least one of the groups R.sup.22 bears the alkoxy or hydroxy substituent at a secondary or tertiary carbon atom and wherein at least one of the groups R.sup.22 is different to the other group(s) R.sup.22, and [0560] (C4) an amine containing at least one saturated or unsaturated C.sub.8 to C.sub.40 alkyl group R.sup.23, and [0561] (C5) a saturated or unsaturated heterocyclic amine which contains at least one oxygen atom as ring atom and which does not contain a further alkoxy group.
[0562] 230. The composition according to anyone of the embodiments 201 to 229, further comprising (C) an amine which is [0563] (C1) a polymeric polyamine.
[0564] 231. The composition according to anyone of the embodiments 201 to 229, wherein (C1) is a polyalkylene imine.
[0565] 232. The composition according to anyone of the embodiments 201 to 229, wherein (C1) is a polyethylene imine.
[0566] 233. The composition according to anyone of the embodiments 201 to 229, further comprising (C) an amine which is [0567] (C2) an amine containing not more than one amino group and at least three alkoxy- or hydroxy-substituted C.sub.2 to C.sub.12 alkyl groups, wherein at least one of the groups R.sup.21 is different to the other groups R.sup.21.
[0568] 234. The composition according to anyone of the embodiments 201 to 229, further comprising (C2) an amine containing not more than one amino group and at least three hydroxy-substituted C.sub.2 to C.sub.3 alkyl groups which are covalently bound to the amino group.
[0569] 235. The composition according to anyone of the embodiments 201 to 229, further comprising (C2) an amine selected from the group consisting of Bis(hydroxyethyl)-isopropanolamine (DEIPA), and 1,1-((2-Hydroxyethyl)imino)dipropan-2-ol.
[0570] 236. The composition according to anyone of the embodiments 201 to 229, further comprising (C) an amine which is [0571] (C3) an amine containing not more than one amino group and at least two alkoxy- or hydroxy-substituted C.sub.2 to C.sub.12 alkyl groups, wherein at least one of said alkyl groups bears the alkoxy or hydroxy substituent at a secondary or tertiary carbon atom and wherein at least one of the groups R.sup.22 is different to the other group(s) R.sup.22.
[0572] 237. The composition according to anyone of the embodiments 201 to 229, further comprising (C3) an amine selected from the group consisting of 1-((2-hydroxyethyl)amino)propan-2-ol, and N-Methyl-N-hydroxyethyl-isopropanolamine.
[0573] 238. The composition according to anyone of the embodiments 201 to 229, further comprising (C) an amine which is [0574] (C4) an amine containing at least one saturated or unsaturated C.sub.8 to C.sub.40 alkyl group R.sup.23.
[0575] 239. The composition according to anyone of the embodiments 201 to 229, further comprising (C4) an amine containing at least one saturated or unsaturated C.sub.8 to C.sub.19 alkyl group R.sup.23.
[0576] 240. The composition according to anyone of the embodiments 201 to 229, further comprising (C4) an amine selected from the group consisting of ethoxylated (2) cocoalkylamine, ethoxylated (5) cocoalkylamine, ethoxylated (15) cocoalkylamine, ethoxylated (2) oleylamine, lauryl-dimethylamine, oleyl-dimethylamine, and 2-propylheptylamine ethoxylate (5 EO), 2-propylheptylamine ethoxylate (10 EO), and 2-propylheptylamine ethoxylate (20 EO).
[0577] 241. The composition according to anyone of the embodiments 201 to 229, further comprising (C) an amine which is [0578] (C5) a saturated or unsaturated heterocyclic amine which contain at least one oxygen atom as ring atom and which do not contain a further alkoxy group.
[0579] 242. The composition according to anyone of the embodiments 201 to 229, further comprising (C5) an amine which is N-methyl morpholine.
[0580] 243. The composition according to anyone of the embodiments 201 to 242, further comprising (E) an alcohol comprising at least two hydroxy groups which are not dissociable in the aqueous medium.
[0581] 244. The composition according to anyone of the embodiments 201 to 242, further comprising (E) propane-1,2-diol (alpha-propylene glycol).
[0582] 245. The composition according to anyone of the embodiments 201 to 244, further comprising a compound (K) selected from the group consisting of [0583] (K1) an amine selected from the group consisting of methyldiethanolamine, tetrahydroxypropylethylenediamine, trimethylaminoethylethanolamine, N,N,N,N-tetramethyl-1,6-hexanediamine, N,N,N-tris(dimethylaminopropyl)hexahydrotriazine, and 2,2-dimorpholinyldiethyl ether, [0584] (K2) an amine containing not more than one amino group and at least three alkoxy- or hydroxy-substituted C.sub.2 to C.sub.12 alkyl groups R.sup.41, wherein all groups R.sup.41 within said amine are identical, and [0585] (K3) an amine containing not more than one amino group and at least two alkoxy- or hydroxy-substituted C.sub.2 to C.sub.12 alkyl groups R.sup.42, wherein at least one of the groups R.sup.42 bears the alkoxy or hydroxy substituent at a secondary or tertiary carbon atom and wherein all groups R.sup.42 with said amine are identical.
[0586] 246. The composition according to anyone of the embodiments 201 to 245, further comprising (F) a nitrogen-containing fertilizer.
[0587] 247. The composition according to anyone of the embodiments 201 to 245, further comprising (F1) a urea-containing fertilizer comprising at least one component selected from the group consisting of urea, urea ammonium nitrate (UAN), isobutylidene diurea (IBDU), crotonylidene diurea (CDU) and urea formaldehyde (UF), urea-acetaldehyde, and urea-glyoxal condensates. 248. The composition according to anyone of the embodiments 201 to 245, further comprising (F) a nitrogen-containing fertilizer which comprises urea.
[0588] 249. Process for treating the soil comprising: [0589] applying the composition according to anyone of the embodiments 201 to 248 into the soil in-furrow and/or as side-dress and/or as broadcast.
[0590] 250. Process according to embodiment 249 comprising: [0591] applying the composition by spraying it onto the soil.
[0592] 251. Process according to embodiment 249, wherein the composition iseither at the same time or with a time differenceapplied together with at least one nitrogen-containing fertilizer (F) into the soil in-furrow and/or as side-dress and/or as broadcast.
[0593] 252. Use of the composition according to anyone of the embodiments 201 to 245 as additive or coating material for nitrogen-containing fertilizers (F).