Additive containing N-(N-butyl)thiophosphoric triamide for urea-based fertilizer
US-9512045-B2 · Dec 6, 2016 · US
US10150712B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-10150712-B2 |
| Application number | US-201414902181-A |
| Country | US |
| Kind code | B2 |
| Filing date | Jun 27, 2014 |
| Priority date | Jul 4, 2013 |
| Publication date | Dec 11, 2018 |
| Grant date | Dec 11, 2018 |
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An composition comprising: (A) a mixture comprising at least one (thio)phosphoric acid triamide according to the general formula (I) R 1 R 2 N—P(X)(NH 2 ) 2 , wherein X is oxygen or sulfur; R 1 is a C 1 to C 20 alkyl, C 3 to C 20 cycloalkyl, C 6 to C 20 aryl, or dialkylaminocarbonyl group; R 2 is H, or R 1 and R 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 2 to C 12 alkyl groups R 21 , wherein at least one of the groups R 21 is different to the other groups R 21 , and (C3) an amine containing not more than one amino group and at least two alkoxy- or hydroxy-substituted C 2 to C 12 alkyl groups R 22 , wherein at least one of the groups R 22 bears the alkoxy or hydroxy substituent at a secondary or tertiary carbon atom and wherein at least one of the groups R 22 is different to the other group(s) R 22 , and (C4) an amine containing at least one saturated or unsaturated C 8 to C 40 alkyl group R 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.
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The invention claimed is: 1. A composition comprising: (A) A mixture comprising at least one (thio)phosphoric acid triamide according to the general formula (I) R 1 R 2 NP(X)(NH 2 ) 2 , wherein X is oxygen or sulfur; R 1 is a C 1 to C 20 alkyl, C 3 to C 20 cycloalkyl, C 6 to C 20 aryl, or dialkylaminocarbonyl group; R 2 is H, or R 1 and R 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 2 to C 12 alkyl groups R 21 , wherein at least one of the groups R 21 is different to the other groups R 21 , and (C3) an amine containing not more than one amino group and at least two alkoxy- or hydroxy-substituted C 2 to C 12 alkyl groups R 22 , wherein at least one of the groups R 22 bears the alkoxy or hydroxy substituent at a secondary or tertiary carbon atom and wherein at least one of the groups R 22 is different to the other group(s) R 22 , and (C4) an amine containing at least one saturated or unsaturated C 8 to C 40 alkyl group R 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. 2. The composition according to claim 1 , wherein the mixture (A) comprises N-n-butylthiophosphoric acid triamide (NBPT) or N-n-propylthiophosphoric acid triamide (NPPT). 3. The composition according to claim 1 , wherein the at least one amine is a polymeric polyamine. 4. The composition according to claim 1 , wherein the at least one amine is a polyalkylene imine. 5. The composition according to claim 1 , wherein the at least one amine is a polyethylene imine. 6. The composition according to claim 1 , wherein the at least one amine is an amine containing not more than one amino group and at least three alkoxy- or hydroxy-substituted C 2 to C 12 alkyl groups R 21 , wherein at least one of the groups R 21 is different to the other groups R 21 . 7. The composition according to claim 1 , wherein the at least one amine is selected from the group consisting of bis(hydroxyethyl)-isopropanolamine (DEIPA), and 1,1′-((2-hydroxyethyl)imino)dipropan-2-ol. 8. The composition according to claim 1 , wherein the at least one amine is an amine containing not more than one amino group and at least two alkoxy- or hydroxy-substituted C 2 to C 12 alkyl groups R 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 22 is different to the other group(s) R 22 . 9. The composition according to claim 1 , wherein the at least one amine is selected from the group consisting of 1-((2-hydroxyethyl)amino)propan-2-ol, and N-Methyl-N-hydroxyethyl-isopropanolamine. 10. The composition according to claim 1 , wherein the at least one amine is an amine containing at least one saturated or unsaturated C 8 to C 40 alkyl group R 23 . 11. The composition according to claim 1 , wherein the at least one amine is 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). 12. The composition according to claim 1 , further comprising (D) at least one amide according to the general formula (III) R 31 CONR 32 R 33 wherein R 31 CO is an acyl radical having 1 to 22 carbon atoms; R 32 is H or alkyl, and R 33 is H or alkyl, or R 32 and R 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. 13. The composition according to claim 1 , wherein at least one amide is a N,N-dialkyl amide based on lactic acid, citric acid, tartaric acid, ricinoleic acid, 12-hydroxy stearic acid, or their mixtures. 14. The composition according to claim 1 , further comprising (E) an alcohol comprising at least two hydroxy groups which are not dissociable in the aqueous medium. 15. The composition according to claim 1 , further comprising (E) propane-1,2-diol (alpha-propylene glycol). 16. A composition comprising: (A) a mixture comprising at least one (thio)phosphoric acid triamide according to the general formula (I) R 1 R 2 N—P(X)(NH 2 ) 2 , wherein X is oxygen or sulfur; R 1 is a C 1 to C 20 alkyl, C 3 to C 20 cycloalkyl, C 6 to C 20 aryl, or dialkylaminocarbonyl group; R 2 is H, or R 1 and R 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 31 CO—NR 32 R 33 wherein R 31 CO is an acyl radical having 1 to 22 carbon atoms; R 32 is H or alkyl, and R 33 is H or alkyl, or R 32 and R 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. 17. The composition according to claim 16 , wherein the mixture (A) comprises N-n-butylthiophosphoric acid triamide (NBPT) and/or N-n-propylthiophosphoric acid triamide (NPPT). 18. The composition according to claim 16 , wherein, in the general formula (III) of (D), R 31 CO is a hydroxysubstituted acyl radical having 1 to 22 carbon atoms. 19. The composition according to claim 16 , 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. 20. The composition according to claim 16 , wherein (D) is a lactic acid N,N-dimethylamide.
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