NZ715778B2

NZ715778B2 - Compositions with improved urease-inhibiting effect comprising (thio)phosphoric acid triamide and further compounds

Info

Publication number: NZ715778B2
Application number: NZ715778A
Authority: NZ
Inventors: Ansgar Gereon Altenhoff; Stephan Huffer; Claudia Klodwig; Daniella Lohe; Christian Carlos Miyagawa; Gregor Pasda; Ralfthomas Rahn; Achim Reddig; Karlheinrich Schneider; Steffen Tschirschwitz; Ralf Thomas Rahn; Karl Heinrich Schneider
Original assignee: Basf Se
Priority date: 2013-07-04
Filing date: 2014-06-27
Publication date: 2021-02-02

Abstract

composition comprising: (A) a mixture comprising at least one (thio)phosphoric acid triamide according to the general formula (I) R1R2 N-P(X)(NH2 )2 wherein X is oxygen or sulfur; R1 is a C1 to C20 alkyl, C3 to C20 cycloalkyl, C6 to C20 aryl, or dialkylaminocarbonyl group; R2 is H, or R1 and R2 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 C2 to C12 alkyl groups R21, wherein at least one of the groups R21 is different to the other groups R21, and (C3) an amine containing not more than one amino group and at least two alkoxy-or hydroxy-substituted C2 to C12 alkyl groups R22, wherein at least one of the groups R22 bears the alkoxy or hydroxy substituent at a secondary or tertiary carbon atom and wherein at least one of the groups R22 is different to the other group(s) R22,and (C4) an amine containing at least one saturated or unsaturated C8 to C40 alkyl group R23, 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. ogether 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 C2 to C12 alkyl groups R21, wherein at least one of the groups R21 is different to the other groups R21, and (C3) an amine containing not more than one amino group and at least two alkoxy-or hydroxy-substituted C2 to C12 alkyl groups R22, wherein at least one of the groups R22 bears the alkoxy or hydroxy substituent at a secondary or tertiary carbon atom and wherein at least one of the groups R22 is different to the other group(s) R22,and (C4) an amine containing at least one saturated or unsaturated C8 to C40 alkyl group R23, 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.

Description

PF 75722 ‘ Compositions with improved urease—inhibiting effect comprising (thio)phosphoric acid triamide and further compounds Description Field of the Invention This ion essentially relates to compositions with improved urease-inhibiting effect com— prising (thio)phosphoric acid triamide and further compounds and the use of such compositions 1O as additive or coating material for nitrogen—containing fertilizers.

Description of the PriorArt Wortdwide, the predominant and further-increasing amount of the nitrogen used for fertilizing is ed in the form of urea or urea—containing fertilizers. Urea itself, however, is a form of ni— trogen which is ed very little if at all, being hydrolyzed relatively rapidly by the enzyme urease, which is present ubiquitously in the soil, to form ammonia and carbon e. In this process, in certain circumstances, gaseous ammonia is emitted to the atmosphere, and is then no longer available in the soil for the plants, thereby lowering the efﬁciency of fertilization. lt is known that the degree of utilization of the nitrogen when using urea-containing fertilizers can be improved by ing urea-containing fertilizers er with nces which are able to inhibit or decrease the enzymatic cleavage of urea (for a general review, see Kiss, 8.

Simihaian, M. (2002) Improving Efficiency of Urea Fertilizers by Inhibition of Soil Urease Activity, lSBN —0493—1, Kluwer Academic Publishers, Dordrecht, The Nethertands). Among the most potent known urease inhibitors are N—alkylthiophosphoric acid triamides and N- alkylphosphon‘c acid triamides, which are described in EP 0 119 487, for e.

Additionally, mixtures of N-alkylthiophosphoric acid triamides such as N—(n-butyl)thiophosphoric acid tn’amide (NBPT) and N—(n—propyl)thiophosphoric acid triamide (NPPT) can be used. The es and their preparation are described in US 2010/218575 A1, for example.

These urease inhibitors are described in US. Pat. No. 4,530,714, for example. In order for this class of compound to be able to act as a urease inhibitor, there must ﬁrst be a conversion to the ponding oxo form. That form reacts subsequently with the urease, causing its inhibition. it is advisable to apply the urease inhibitors together with the urea onto or into the soil, since this ensures that the inhibitor comes into contact, er with the fertilizer, with the soil. The urease inhibitor may be incorporated in the urea by, for example, dissolving it into the melt prior 40 to urea granulation or prilling. A process of this kind is described in US. Pat. No. 5,352,265, for e. A r option is to apply the urease inhibitor to the urea granules or prills, in the form of a solution, for example.

PF 75722 Corresponding processes for ation, and suitable solvents, are described in US 2010/218575 A1, for example. Other suitable additives, for example amines selected from me- thyldiethanolamine, tetrahydroxypropylethylenediamine, trimethylaminoethylethanolamine, ,N'-tetramethyl-1,6—hexanediamine, N,N',N"—tris(dimethylaminopropyl)hexahydrotriazine, and 2,2'-dimorpholinyldiethyl ether, are described in US 2011/0154874 A1.

The storage life of the urease inhibitor is limited. The higher the temperature, the shorter the storage life. If, for example, urea is stored under al conditions, a major part of the urease inhibitor has undergone decomposition, generally, after about four weeks of storage. if the ure— ase inhibitor is introduced into the urea melt, the decomposition is less. For the commercializa— tion of the urea stabilized with the urease inhibitor, however, it is often vital to apply the urease inhibitor to urea and to store the treated izer until the time of its spreading to the soil.

Objects of the invention One of the objects of the present invention was to e a composition ning (thio)phosphoric acid triamide which (i) enhances the stability of the (thio)phosphoric acid triamide(s), and/or (ii) has a relatively long storage life, particularly before being applied to or coated on ni- trogen—containing fertilizers, and/or (iii) es the stability of the (thio)phosphoric acid triamide particularty when applied to or coated on nitrogen-containing izers such as urea, andi’or (iv) protects the (thio)phosphoric acid triamide applied to or coated on nitrogen- containing fertilizers such as urea from decomposition or loss, and/or (v) is toxicologically unobjectionable, and/or (vi) does not adversely affect the urease-inhibiting effect andIor activity of the (thio)phosphoric acid de, and/or (vii) can be easily and safely packaged, orted and shipped, even in large — ties, (viii) can be easily and safely handled and applied for soil treatment, even in large quanti- ties.

Summary of the invention Accordingly, a composition (Q1) was found which comprises: (A) a mixture comprising at least one (thio)phosphoric acid triamide according to the general formula (l) R1 RZN—P(X)(NH2)2 wherein 40 X is oxygen or sulfur; R1 is a Or to C20 alkyl, C3 to C20 cycloalkyl, 05 to 020 aryl, or dialkylaminocarbonyl group; R2 is H, or PF 75722 R1 and R2 er with the nitrogen atom linking them define a 5- or 6—membered satu- rated or unsaturated heterocyclic radical, which optionally comprises 1 or 2 further heteroatoms selected from the group consisting of nitrogen, oxygen, and sulfur, (B) an aromatic alcohol according to the general formula (ll) .

R“—C(R12)(R13)—OH , in an amount of more than 10 wt.% (wt.% stands for “percent by weight") based on the to— tal weight of the composition (Qt), wherein R11 is aryl or alkylaryl; R12 is H or alkyl; R13 is H or alkyl.

Accordingly, a further composition (Q2) was found which comprises: (A) a mixture comprising at least one (thio)phosphoric acid triamide ing to the general formula (I) R1 RzN—P(X)(NH2)2 wherein X is oxygen or sulfur; R1 is a C1 to 020 alkyl, C3 to 020 cycloalkyl, 05 to C20 aryl, or dialkylaminocarbonyl group; R2 is H, or R1 and R2 together with the nitrogen atom linking them define a 5— or 6—membered satu— rated or unsaturated heterocyclic radical, which optionally comprises 1 or 2 further heteroatoms ed from the group ting of nitrogen, oxygen, and sulfur, (C) at least one amine ed from the group consisting of (C1) a polymeric polyamine, and (CZ) an amine containing not more than one amino group and at least three - or hydroxy-substituted C2 to 012 alkyl groups R21, wherein at least one of the groups R21 is different to the other groups R21, and (C3) an amine containing not more than one amino group and at least two — or hy— droxy—substituted C2 to 012 alkyl groups R22, wherein at least one of the groups R22 bears the alkoxy or hydroxy substituent at a secondary or tertiary carbon atom and wherein at least one of the groups R22 is different to the other group(s) R22, and (C4) an amine containing at least one saturated or unsaturated Cs to C40 alkyl group R23, 40 (C5) a saturated or rated heterocyclic amine which contains at least one oxygen atom as ring atom and which does not n a further alkoxy group.

Accordingly, yet a further composition (Q3) was found which comprises: PF 75722 (A) a e comprising at least one (thio)phosphoric acid triamide according to the general a (I) R1R2N—P(X)(NH2)2 , X is oxygen or sulfur; R1 is a 01 to Czo alkyl, 03 to 020 cycloaikyl, Ce to C20 aryl, or dialkylaminocarbonyl group; R2 is H, or R1 and R2 together with the nitrogen atom linking them define a 5- or 6—membered satu- rated or unsaturated heterocyciic radical, which optionally comprises 1 or 2 further heteroatoms selected from the group consisting of nitrogen, oxygen, and , (D) at least one amide according to the general formula (iii) R81CO_N R32R33 wherein R3100 is an acyl radical having 1 to 22 carbon atoms, R32 is hydrogen or alkyi, and R33 is hydrogen or alkyi, or R32 and R33 together with the nitrogen atom linking them deﬁne a 5- or 6—membered saturated or rated heterocyciic radical, which optionally comprises 1 or 2 further heteroatoms selected from the group consisting of nitrogen, oxygen, and sulfur. in addition, a s for treating the soil comprising applying the compositions of the invention into the soil row and/or as side dress and/or as broadcast was found.

Moreover, the use of the itions of the invention as additive or coating material for nitro— gen—containing fertilizers has been found.

Preferred embodiments are explained in the claims and the speciﬁcation. It is understood that combinations of preferred embodiments are within the scope of the present invention.

The term “at least one” is to be understood as 1, 2, 3 or more. A mixture comprising at least one amine refers for example to a mixture comprising 1, 2, 3 or more amines.

The term “soil" is to be understood as a natural body comprised of living (e.g. microorganisms (such as bacteria and fungi), animals and plants) and ving matter (e.g. minerals and or— ganic matter (e.g. organic compounds in varying degrees of osition), liquid, and gases) 40 that occurs on the land surface, and is characterized by soil horizons that are distinguishable from the initial material as a result of various physical, al, biological, and anthropogenic processes. From an agricultural point of view, soils are predominantly regarded as the anchor and primary nutrient base for plants (plant habitat).

PF 75722 The term “fertilizer” is to be understood as chemical compounds applied to promote plant and fruit growth. Fertilizers are typically applied either through the soil (for uptake by plant roots) or by foliar feeding (for uptake through ). The term “fertilizer” can be subdivided into two major categories: a) organic fertilizers sed of decayed plant/animal matter) and b) inor- ganic izers (composed of chemicals and minerals). Organic fertilizers include , slur- ry, worm castings, peat, seaweed, sewage, and guano. Green manure crops are also regularty grown to add nutrients (especially nitrogen) to the soil. Manufactured organic fertilizers include compost, blood meal, bone meal and seaweed extracts. Further examples are enzymatically digested proteins, ﬁsh meal, and feather meat. The decomposing crop residue from prior years is another source of fertility. In addition, naturally occurring minerals such as mine rock phos— phate, sulfate of potash and limestone are also considered inorganic fertilizers. Inorganic ferti- lizers are usually manufactured through chemical processes (such as the Haber—Bosch pro— cess), also using naturally occurring deposits, while chemically altering them (e.g. concentrated triple superphosphate). lly occurring inorganic fertilizers include Chilean sodium nitrate, mine rock phosphate, and limestone.

“Manure" is organic matter used as organic fertilizer in agriculture. Depending on its structure, manure can be divided into liquid manure, semi—liquid manure, stable or solid manure and straw manure. Depending on its origin, manure can be divided into manure derived from animais or plants. Common forms of animal manure e feces, urine, farm slurry (liquid ) or farmyard manure (FYM) whereas FYM also contains a certain amount of plant material (typically straw), which may have been used as bedding for animals. Animals from which manure can be used comprise horses, cattle, pigs, sheep, chickens, turkeys, rabbits, and guano from seabirds and bats. The application rates of animal manure when used as fertilizer highly depends on the origin (type of animals). Plant manures may derive from any kind of plant whereas the plant may also be grown itly for the purpose of plowing them in (eg. leguminous plants), thus im— proving the structure and ity of the soil. Furthermore, plant matter used as manure may in— clude the contents of the mmens of slaughtered ruminants, spent hops (left over from brewing beer) or seaweed.

The compositions of the invention are referred to as the compositions (Q1), (02), and (Q3) in the following. The ition (Q1) comprises (A) and (B) - latter in an amount of more than tOwt.% based on the total weight of (Q1) - and ally further components as described be— low. The ition (02) comprises (A) and (C) and optionally further components as de— d below. The composition (QB) comprises (A) and (D) and optionally further components as bed below. ing to the invention, the compositions (Q1), (Q2), and (Q3) comprises —— as one of their essential components — (A) a mixture comprising at least one (thio)phosphon‘c acid triamide according to the l a (1) R1R2N—P(X)(NH2)2 , PF 75722 wherein X is oxygen or sulfur; R1 is a 01 to 020 alkyl, 03 to 020 cycloalkyl, 06 to 020 aryl, or dialkylaminocarbonyl group; R2 is H, or R1 and R2 er with the nitrogen atom linking them define a 5— or 6—membered satu— rated or unsaturated heterocyclic radical, which optionally comprises 1 or 2 further heteroatoms selected from the group consisting of nitrogen, oxygen, and .

X in the general formula (I) of (A) is preferably sulfur.

R1 in the general formula (l) of (A) is preferably Ci—Cgo-alkyl, more preferably 01—Cio—alkyl, most preferably 02—07 alkyl, for example 03—04 alkyl.

Examples of alkyl groups are , ethyl, propyl, isopropyl, butyl, isobutyl, sec—butyl, tert— butyl, pentyl, isopentyl, neopentyl, tert-pentyl, hexyl, 2—methylpentyl, heptyl, octyi, 2—ethylhexyl, isooctyl, nonyl, yl, decyl and isodecyl. Examples of cycloalkyl groups are cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl and cyclooctyl, examples of aryl groups are phenyl or naph- thyl. Examples of heterocyclic radicals R1R2N— are piperazinyl, morpholinyl, pyrrolyl, pyrazolyl, triazolyl, oxazolyl, thiazolyl or imidazolyl groups.

According to one embodiment, (A) comprises tylthiophosphoric acid triamide (NBPT) and/or N—n—propylthiophosphoric acid triamide , preferably NBPT and NPPT.

According to another embodiment, (A) comprises at least two different (thio)phosphoric acid triamides having structures of the general formula (1) and wherein said at least two different (thio)phosphoric acid triamides differ in at least one of radicals R1 or R2, and preferably, one of said at least two different (thio)phosphoric acid triamides is N—n-butylthiophosphoric acid tri— amide (NBPT), and more preferably, the other of said at ieast two different (thio)phosphoric acid triamides is selected from the group consisting of N—cyclohexy|—, N—pentyl-, N—isobutyl- and N-n— propylphosphoric acid triamide and hosphoric acid triamide. Especially preferred are mix— tures (A) which comprise NBPT in amounts of from 40 to 95 wt.%, most preferably from 60 to 85% wt.%, particularly preferably from 72 to 80 wt.%, in each case based on the total weight of (A).

Generally, the e (A) can be contained in varying amounts in the composition (Q1), (Q2), or (QB). Preferably, the amount of (A) is not more than 85 wt.% (wt.% stands for “percent by ”), more preferably not more than 60 wt.%, most ably not more than 45 wt.%, most 40 particularly preferably not more than 35 wt.%, particularly not more than 30 wt.%, for example not more than 27 wt.%, based on the total weight of the ition (Q1), (Q2), or (Q3). Prefer- ably, the amount of (A) is at least 1 wt.%, more preferably at least 4 wt.%, most preferably at PF 75722 least 10 wt.%, most particularly preferably at least 15 wt.%, ularly at least 20 wt.%, for ex- ample at least 23 wt.%, based on the total weight of the composition (Qt), (Q2), or (Q3). ing to the invention, the composition (Q1) comprises — as one of its essential compo- nents — (B) an aromatic alcohol according to the general formula (II) R11—C(R12)(R13)—OH , in an amount of more than 10 wt.% based on the total weight of the composition (Q1), wherein R11 is aryl or alkylaryl; R12 is H or alkyl; R13 is H or alkyl.

The compositions (Q2) and (Q3) can further optionally comprise (B) an aromatic alcohol according to the general formula (ll) R“—C(R12)(R13)—OH ’ wherein R11 is aryl or alkylaryl; R12 is H or alkyl; R13 is H or alkyl.

The aromatic alcohol (B) is preferably used as solvent in the composition (Q1). If present, the aromatic alcohol (B) is preferably used as solvent in the compositions (02), or (Q3).

According to one embodiment, R12 in the general formula (II) of (B) is C1—C4o alkyl, preferably C1 to Czo alkyl, more preferably 01 to Cm alkyl, most preferably C1 to (35 alkyl. ing to another ment, R13 in the general formula (ll) of (B) is C1-C4o alkyl, preferably 01 to Czo alkyl, more preferably Ct to C10 alkyl, most preferably C1 to Cs alkyl.

According to another embodiment, R12 in the general formula (II) of (B) is H. According to an— other embodiment, R13 in the general a (II) of (B) is H. According to another embodiment, R13 in the general formula (II) of (B) is H.

According to one embodiment, R11 in the l formula (ll) of (B) is aryl. According to another ment, R“ in the general formula (ll) of (B) is phenyl, naphthyl, pyridyl, or pyrrolyl, pyra- zolyl, tn'azolyl, oxazolyl, thiazolyl or imidazolyl. ing to r embodiment, R11 in the l formula (ll) of (B) is phenyl.

According to one embodiment, (B) is benzyl alcohol.

Generally, the aromatic alcohol (B) can be contained in any amounts greater than 10 wt.% in the composition (01) based on the total weight of the composition (Q’l). Preferably, the amount of (B) is not more than 99 wt.% (wt.% stands for “percent by weight”), more preferably not more PF 75722 than 93 wt.%, most preferably not more than 87 wt.%, most ularly preferably not more than 80 wt.%, particularly not more than 75 wt.%, for example not more than 70 wt.%, based on the total weight of the ition (Q1). Preferably, the amount of (B) is at least 13 wt.%, more preferably at least 20 wt.%, most preferably at least 35 wt.%, most particularly ably at least 45 wt.%, particularly at least 55 wt.%, for example at least 60 wt.%, based on the total weight of the composition (Q1 ).

According to another ment, the amount of (B) is preferably not more than 78 wt.%, more preferably not more than 67 wt.%, most preferably not more than 61 wt.%, most particularly 1O preferably not more than 56 wt.%, particularly not more than 53 wt.%, for example not more than 50 wt.%, based on the total weight of the composition (Q1). Preferably, the amount of (B) is at least 16 wt.%, more preferably at least 21 wt.%, most preferably at least 26 wt.%, most particularly preferably at least 30 wt.%, particularty at least 37 wt.%, for example at least 40 wt.%, based on the total weight of the composition (Q1). if present, the aromatic l (B) can generally be contained in varying amounts in the com- on (Q2) or (Q3). lf present, the amount of (B) is preferably not more than 95 wt.% (wt.% stands for “percent by weight”), more preferably not more than 80 wt.%, most preferably not more than 70 wt.%, most particularly preferably not more than 60 wt.%, particularty not more than 55 wt.%, for example not more than 50 wt.%, based on the total weight of the composition (Q2) or (Q3). If present, the amount of (B) is preferably at least 6 wt.%, more preferably at least 13 wt.%, most preferably at least 21 wt.%, most particularly preferably at least 30 wt.%, particu— larly at least 35 wt.%, for example at least 40 wt.%, based on the total weight of the ition (Q2), or (Q3).

According to the invention, the composition (Q2) comprises — as one of its essential compo— nents — and the compositions (Q1) and (Q3) can further comprise — as one of its optional com— ponents — (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 C2 to 012 alkyl groups R“, wherein at least one of the groups R21 is different to the other groups R”, and (C3) an amine containing not more than one amino group and at least two alkoxy- or hy— droxy—substituted C2 to 012 alkyl groups R22, n at least one of the groups R22 bears the alkoxy or hydroxy substituent at a secondary or ry carbon atom and wherein at least one of the groups R22 is different to the other group(s) R22, and (C4) an amine containing at least one saturated or unsaturated Ca to C40 alkyl group R23, 40 (C5) a saturated or unsaturated heterocyclic amine which ns at least one oxygen atom as ring atom and which does not contain a further alkoxy group.

PF 75722 Generally, the amine(s) (C) can be contained in varying amounts in the composition (Q2). Pref- erably, the amount of (C) is not more than 90 wt.% (wt.% stands for “percent by weight”), more ably not more than 65 wt.%, most ably not more than 48 wt.%, most particularly preferably not more than 37 wt.%, particularly not more than 30 wt.%, for example not more than 24 wt.%, based on the total weight of the composition (Q2). Preferably, the amount of (C) is at least 1 wt.%, more preferably at least 3 wt.%, most preferably at least 6 wt.%, most particu— larly ably at least 9 wt.%, particularly at least 14 wt.%, for example at least 18 wt.%, based on the total weight of the composition (Q2). 1O If present, the s) (C) can lly be contained in varying amounts in the composition (Q1) or (Q3). If present, the amount of (C) is preferably not more than 90 wt.% (wt.% stands for "percent by weight”), more preferably not more than 65 wt.%, most preferably not more than 48 wt.%, most particularly preferably not more than 37 wt.%, particularly not more than 30 wt.%, for example not more than 24 wt.%, based on the total weight of the composition (Q1) or (Q3). If present, the amount of (C) is preferably at least 1 wt.%, more preferably at least 3 wt.%, most ably at least 6 wt.%, most particularly preferably at least 9 wt.%, particularly at least 14 wt.%, for example at least 18 wt.%, based on the total weight of the composition (Q1) or (Q3).

According to one embodiment, (C) is (C1) a polymeric polyamine. lly, (C1) can be any polymeric polyamine, and is preferably a polyalkyleneimine or poly- vinylamine, more preferably a polyalkyleneimine, most preferably a polyethyleneimine, polypro- pyleneimine, or polybutyleneimine, particularly a polyethyleneimine.

According to one embodiment, (C1) is preferably any polymeric polyamine sing ethylene- imine (—CHZCH2NH-—~) as monomeric units, including homopolymers and any copolymers of ethyleneimine, and is preferably a homopolymer of ethyleneimine. Copolymers can be alternat— ing, periodic, statistical or block copolymers.

Generally, (C1) can be of any polymer ure, for example a linear polymer, a ring polymer, a cross—linked polymer, a ed polymer, a star polymer, a comb polymer, a brush polymer, a dendronized polymer, or a dendrimer etc. According to one embodiment, (C1) is an essentially linear polymer, and is preferably a linear polymer.

Polyethyleneimines which may be used are polyethyleneimine homopolymers which may be present in slinked or crosslinked form. The polyethyleneimine homopolymers can be pre— pared by known processes, as described, for example, in Rompps (Chemie Lexikon, 8th edition, 1992, pages 3532—3533), or in Ullmanns Enzyklopadie der Technischen Chemie, 4th 40 edition, 1974, vol. 8, pages 212-213. and the literature stated there. They have a molecular weight in the range from about 200 to 1 000 000 g/mol. Corresponding commercial ts are for e ble under the name Lupasol® from BASF SE.

PF 75722 According to one embodiment of the invention, the polyethyleneimine (C1) is preferably a poly- ethylenimine having a degree of branching in the range of from 0.1 to 095 (also referred to as y branched polyethyleneimine”), and more preferably a polyethylenimine having a degree of branching in the range of from 0.25 to 0.90, more preferably a polyethylenimine having a de- gree of branching in the range of from 0.30 to 0.80, und most preferably a polyethylenimine hav- ing a degree of branching in the range of 0.50 to 0.80.

Highly branched polyethyleneimines are terized by its high degree of branching, which can be determined for example via 13C—NMR oscopy, preferably in D20, and is deﬁned as follows: Degree of branching = D +T/D+T+L D (dendritic) equals the percentage of tertiary amino groups, L (linear) equals the percentage of ary amino groups, and T nal) equals the percentage of primary amino groups.

Generally, the polymeric polyamine (C1) can have different weight average molecular s.

The weight average molecular weight of (C1) is ably at least 200, more preferably at least 400, most ably at least 550, particularly at least 650, for example at least 750. The weight average molecular weight of (C1) is preferably not more than 10,000, more preferably not more than 4,000, most preferably not more than 1,900, particularly not more than 1,500, for example not more than 1,350. The weight average molecular weight can be determined by standard gel permeation chromatography (GPC) known to the person skilled in the art.

According to another embodiment, (C) is (02) an amine containing not more than one amino group and at least three alkoxy— or hy— droxy—substituted C2 to 012 alkyl groups R21, wherein at least one of the groups R21 is dif- ferent to the other groups R21.

A number of groups R21 within (CZ) is at least 3, preferably 3 to 5, more preferably 3 to 4, and most preferably 3.

The number of carbon atoms in each group R21 within (C2) is 2 to 12, preferably 2 to 9, more preferably 2 to 7, most preferably 2 to 5, particularfy preferably 2 to 4, particularly 2 to 3, for ex- ample 3, wherein said number of carbon atoms does not include carbon atoms in any alkoxy groups or any other substituents of R21.

The groups R21 within (02) are alkoxy— or hydroxy—substituted, preferably hydroxy—substituted.

For one amine (C2), among the at least three groups R21, at least one of the groups R21 is different to the other groups R”, ably one of the groups R21 is different to the other groups 40 R21.

PF 75722 Preferably at least one of the groups R21, more preferably at least two of the groups R21, most preferably at least three of the groups R21, particularly all groups R21 is or are covalently bound to the amino group of the amine (C2). ing to another preferred embodiment, (C2) - is an amine ning not more than one amino group and at least three hydroxy—substituted C2 to Ca — or preferably C2 to 05 — alkyl groups R21, wherein at least one of the groups R21 is different to the other groups R21, - is preferably an amine containing not more than one amino group and at least three hydroxy— substituted C2 to C3 alkyl groups R21, wherein at least one of the groups R21 is ent to the other groups R21, - is more preferably an amine containing not more than one amino group and three hydroxy— substituted C2 to Cs alkyl groups R21 which are covalently bound to the amino group, wherein one of the groups R21 is different to the other groups R21, and - is for example an amine selected from the group consisting of Bis(hydroxyethyl)— isopropanolamine (DElPA), and 1,1’—((2—Hydroxyethyl)imino)dipropanol.

According to r red embodiment, (CZ) is an amine N(R21)3 n R21 is a an alkoxy— or hydroxy-substituted — preferably a hydroxyl—substituted — C2 to 012 — pref— 2O erably a C2 to C7, more preferably a C2 to C3 —— alkyl group and wherein one of the groups R21 is ent to the other group R21. ing to another preferred embodiment, (C2) is an amine N(R21)3 wherein R21 is a an alkoxy— or hydroxy—substituted — preferably a hydroxyl—substituted — C2 to 012 — pref— erably a C2 to C7, more preferably a C2 to 03 — alkyl group and wherein one of the groups R21 is different to the other group R21 and wherein at least one of the groups R21 bears the alkoxy or hydroxy substituent at a secondary or tertiary carbon atom.

According to another embodiment, (C) is (C3) an amine containing not more than one amino group and at least two alkoxy— or hydroxy— substituted C2 to C12 alkyl groups R22, wherein at least one of the groups R22 bears the alkoxy or hydroxy substituent at a secondary or tertiary carbon atom and wherein at least one of the groups R22 is different to the other s) R22.

A number of groups R22 within (C3) is at least 2, preferably 2 to 5, more preferably 2 to 4, and most preferably 2 to 3, for example 2.

The number of carbon atoms in each group R22 within (C3) is 2 to 12, preferably 2 to 9, more preferably 2 to 7, most preferably 2 to 5, particularly preferably 2 to 4, particularty 2 to 3, for ex- 40 ample 3, wherein said number of carbon atoms does not include carbon atoms in any alkoxy groups or any other substituents of R22.

The groups R22 within (C3) are alkoxy— or hydroxy—substituted, preferably hydroxy—substituted.

PF 75722 For one amine (CB), among the at least two groups R22, at least one of the groups R22 is differ- ent to the other group(s) R22, preferably one of the groups R22 is different to the other group(s) R22.

Preferably at least one of the groups R22, more ably at least two of the groups R22, most preferably all groups R22 is or are covalently bound to the amino group of the amine (CB).

Preferably at least one of the groups R22, more preferably one of the groups R22 bears the alkoxy or hydroxy substituent at a secondary or ry carbon atom, particularly at a secondary carbon atom.

According to another preferred embodiment, (C3) — is an amine containing not more than one amino group and at least two y—substituted C2 to 07 alkyl groups R22, wherein at least one of the groups R22 bears the hydroxy substitu— ent at a secondary or ry carbon atom and n at least one of the groups R22 is dif— ferent to the other group(s) R22, - is more preferably an amine containing not more than one amino group and at least two hy~ droxy-substituted 02 to C4 alkyl groups R22, wherein at least one of the groups R22 bears the hydroxy substituent at a secondary carbon atom and wherein at least one of the groups R22 is different to the other group(s) R22, - is most preferably an amine containing not more than one amino group and two hydroxy- substituted 02 to 03 alkyl groups R22 which are covalently bound to the amino group of the amine (C3), wherein at least one of the groups R22 bears the hydroxy substituent at a sec— ondary carbon atom and wherein one of the groups R22 is different to the other group R22, - is for example an amine selected from the group ting of hydroxyethyl)amino)— propan—2—ol, and N—MethyI—N—hydroxyethyl-lsopropanolamine.

According to another preferred embodiment, (C3) is an amine R24N(R22)2 n R24 is H or a C1 to C12— preferably a C1 to C7, more preferably a 01 to C3 ~ alkyl group and R22 is an alkoxy— or hydroxy—substituted - preferably a hydroxyl—substituted — Cg to 012 — prefer— ably a C2 to C7, more preferably a C2 to 03 -— alkyl group and wherein at least one of the groups R22 bears the hydroxy substituent at a secondary carbon atom and wherein one of the groups R22 is different to the other group R22.

According to another embodiment, (C) is (C4) an amine containing at least one saturated or unsaturated Ca to C40 alkyl group R23.

The number of carbon atoms in each group R23 within (C4) is 8 to 40, preferably 8 to 32, more preferably 8 to 24, most preferably 8 to 19, particularly preferably 8 to 16.

The group R23 within (C4) is saturated or rated, preferably unsaturated.

PF 75722 According to another preferred embodiment, (C4) ns at least one alkoxy or hydroxy group, more preferably at least one alkoxy and at least one hydroxy groups, most preferably at least two alkoxy and at least one yl group, particularly at least four alkoxy and at least one hy— droxyl group.

For example, (C4) is an amine selected from the group consisting of: ethoxylated (2) cocoalkyl- amine, ethoxylated (5) cocoalkylamine, ethoxylated (15) cocoalkylamine, ethoxylated (2) oleylamine, lauryl~dimethylamine, oleyl-dimethylamine, and 2-propylheptylamine ethoxylate (5 EO), 2—pr0pylheptylamine ethoxylate (10 E0), and 2—propylheptylamine ethoxylate (20 E0).

According to another embodiment, (C) is (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.

The term “heterocyclic amine” stands for a heterocyclic compound in which at least one ring atom of the heterocyclic ring is a nitrogen atom.

The heterocyclic amine (05) is saturated or unsaturated, preferably saturated.

The cyclic amine (C5) contains preferably a 5—, 6— or 7-membered cyclic ring, more preferably a 5- or 6-membered n‘ng, most preferably a 6—membered ring.

The heterocyclic amine (05) contains at least one, more ably 1 to 3, most preferably 1 to 2, particularty one oxygen atom(s) as ring ) of the heterocyclic ring.

The heterocyclic amine (C5) is preferably a morpholine or morphollne derivative, more a- bly N—alkyl morpholine. most preferably N—methyl, l, N—propyl, or N—butyl morpholine, for e N—methyl morpholine.

According to the invention, the composition (Q3) comprises ~ as one of its essential compo— nents - and the compositions (Q1) and (Q2) can further comprise — as one of its optional com— ponents - (D) at least one amide according to the general formula (III) R31CO~N R32R33 wherein R3100 is an acyl radical having 1 to 22 carbon atoms; R32 is H or alkyl, and R33 is H or alkyl, or R32 and R33 together with the en atom g them deﬁne a 5— or 6—membered 40 saturated or unsaturated heterocyclic radical, which optionally comprises 1 or 2 further heteroatoms selected from the group consisting of nitrogen, oxygen, and sulfur.

PF 75722 lly, the amide(s) (D) can be contained in varying amounts in the composition (Q3). Preferably , the amount of (D) is not more than 90 wt.% (wt.% stands for “percent by weight”), more ably not more than 65 wt.%, most preferably not more than 45 wt.%, most particularly preferably not more than 30 wt.%, particularly not more than 22 wt.%, for example not more than 16 wt.%, based on the total weight of the composition (Q3). Preferably, the amount of (D) is at least 1 wt.%, more preferably at least 3 wt.%, most preferably at least 6 wt.%, most particu- larty preferably at least 9 wt.%, particularly at least 12 wt.%, for example at least 15 wt.%, based on the total weight of the composition (Q3). 1O lf t, the amide (D) can generally be contained in varying amounts in the composition (Q1) or (Q2). If present, the amount of (D) is preferably not more than 90 wt.% (wt.% stands for “per- cent by weight"), more preferably not more than 65 wt.%, most preferably not more than 45 wt.%, most particularly preferably not more than 30 wt.%, particularly not more than 22 wt.%, for example not more than 16 wt.%, based on the total weight of the composition (Q1) or (Q2). If present, the amount of (D) is preferably at least 1 wt.%, more preferably at least 3 wt.%, most preferably at least 6 wt.%, most particularly preferably at least 9 wt.%, particularly at least 12 wt.%, for example at least 15 wt.%, based on the total weight of the composition (Q1) or (Q2). ln the general formula (III) of (D) R32 is H or alkyl, preferably H or C1 to C40 alkyl, more prefera— bly H or C1 to C20 alkyl, most preferably H or C1 to C10 alkyl, particularly preferably H or C1 to C4 alkyl, most particularly preferably C1 to C4 alkyl, particularty C1 to C2 alkyl, for example methyl.

In the l formula (III) of (D) R38 is H or alkyl, preferably H or C1 to C40 alkyl, more prefera- bly H or C1 to C20 alkyl, most preferably H or C1 to C10 alkyl, ularly preferably H or C1 to C4 alkyl, most ularty preferably C1 to C4 alkyl, particularty C1 to C2 alkyl, for e methyl.

According to one preferred embodiment, in the general formula (lll) of (D) R32 is H or C1 to C4 alkyl, and R33 is H or C1 to C4 alkyl, more preferably, R32 is C1 to C4 alkyl, and R33 is C1 to C4 alkyl, most preferably, R32 is C1 to 02 alkyl, and R33 is C1 to C2 alkyl.

According to one preferred embodiment , in the general formula (ill) of (D) R31CO is a hydroxysubstituted acyl radical having 1 to 22 carbon atoms, and more preferably, R31CO is a ysubstituted acyl radical having 1 to 22 carbon atoms, and R32 is alkyl, and R33 is alkyl, and most preferably, R31CO is a hydroxysubstituted acyl l having 1 to 7 carbon atoms, and R32 is C1 to C4 alkyl, and R33 is C1 to C4 alkyl.

According to another preferred embodiment, the amide (D) is a N,N—dialkyl amide based on lac— tic acid, citric acid, tartaric acid, ricinoleic acid, 12—hydroxy stearic acid, or their mixtures, - ably a N,N-dialkyl amide based on lactic acid, citric acid, tartaric acid, or their mixtures, most 40 preferably a N,N—dimethyl amide based on lactic acid, citric acid, tartaric acid, particularty a lac- tic acid N,N—dimethylamide.

PF 75722 ing to another preferred embodiment , in the general formula (III) of (D) R3100 is an acyl radical having 6 to 12 carbon atoms, more preferably, R31CO is an acyl radical having 8 to 10 carbon atoms.

According to another preferred embodiment, in the general formula (III) of (D) R31CO does not contain a hydroxy group, and more preferably, R3100 does not contain a hydroxy group and is an acyl radical having 6 to 12 carbon atoms, and most preferably, R3100 does not contain a y group and is an acyl radical having 8 to 10 carbon atoms. For example, the amide (D) is selected from the group consisting of N,N—dimethyloctanamide, N,N-dimethylnonanamide, and N,N—dimethyldecanamide.

According to another preferred embodiment (D3PE), in the general a (lll) of (D) R31CO is an acyl radical having 1 to 3 carbon atoms, more preferably, R31CO is an acyl radical having 1 to 2 carbon atoms.

According to another preferred embodiment, in the general formula (III) of (D) R32 and R33 to— gether 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 more preferably, R32 and R33 together with the nitrogen atom linking them define a 6—membered saturated or unsaturated heterocyclic radi- cal which optionally comprises one further heteroatom selected from the group consisting of nitrogen, , and sulfur, most preferably R32 and R33 er with the nitrogen atom linking them define a 6—membered saturated heterocyclic radical which comprises one further oxygen heteroatom, particularly R32 and R33 together with the nitrogen atom linking them deﬁne a mor— pholinyl radical. For example, the amide (D) is N—acetylmorpholine or ylmorpholine.

According to another red embodiment (D4PE), in the general formula (III) of (D) R32 and R33 together with the nitrogen atom linking them deﬁne a 5—membered saturated or unsaturated cyclic radical which optionally comprises 1 or 2 further heteroatoms selected from the group consisting of nitrogen, oxygen, and sulfur, and more preferably, R32 and R33 together with the nitrogen atom linking them deﬁne a ered saturated heterocyclic radical which op- tionally ses one further en heteroatoms, most preferably R32 and R33 together with the en atom linking them define a 5-membered saturated heterocyclic radical which com— prises one further en heteroatom which is covalently bound to the carbon atom of the car- bonyl group of R3100, particularly R32 and R33 together with the nitrogen atom linking them de— fine a imidazolidinonyl l. For example, the amide (D) is 1,3—Dimethyl—2-imidazolidinone (also referred to as dimethylethylenurea).

According to another preferred embodiment (D5PE), in the general formula (III) of (D) R32 is an 40 y substituted alkyl group, more preferably, R3100 is an acyl radical having 1 to 4 carbon atoms, and R32 is an acyloxy substituted alkyl group, most preferably, R3100 is an acyl radical having 1 to 4 carbon atoms, R32 is an acyloxy substituted alkyl group and R33 is 01 to C4 alkyl.

For example, the amide (D) is acetyloxy)ethyl]—N—methyl acetamide.

PF 75722 The composition (Q1), (02), or (Q3) can further optionally comprise (E) an alcohol comprising at least two hydroxy groups which are not dissociable in the aqueous medium. The l (E) is different from the components (A), (B), (C) and (D).

“Not dissociable” means that the pKa value (logarithmic measure of the acid dissociation con- stant) for the reaction alcohol (D) -) deprotonated l (D) + H of the hydroxy group in the neutral aqueous phase is more than 9.9, more preferably more than 11, most preferably more than 12, particularly preferably more than 13, for example more than 14 as measured in ized water at 25°C and atmospheric pressure. For example, propane— 1,2diol (alpha—propylene glycol) has a pKa value of 14.9 as measured in de-ionized water at °C and atmospheric pressure. lf present, the alcohol (E) is preferably used as t in the compositions (Q1), (Q2), or (Q3). ably, the alcohol (E) is a diol, triol, tetraol, pentaol, hexaol, heptaol, octaol, nonaol, decaol, or a polyol. More ably, (E) is a diol, triol, tetraol, pentaol, or . Most preferably, (E) is a diol. Particularly most preferably, (E) is ethanediol (ethylene glycol), propanediol (propylene glycol), or diol ene glycol). Particularly, (E) is propanediol (propylene glycol). For example, (E) is propane—1,2-diol (alpha—propylene glycol).

The alcohol (E) is preferably an l having 2 to 50 carbon atoms, more preferably an alco— hol having 2 to 20 carbon atoms, most preferably an alcohol having 2 to 11 carbon atoms, par- ticularly preferably an alcohol having 2 to 7 carbon atoms, in particular an alcohol having 2 to 4 carbon atoms, for example an l having 3 carbon atoms.

If present, the alcohol (E) can be contained in varying amounts in the composition (Q1), (Q2), or (Q3). If present, the amount of (E) is preferably not more than 99 wt.% (wt.% stands for “percent by weight”), more preferably not more than 93 wt.%, most preferably not more than 87 wt.%, most particularly preferably not more than 80 wt.%, particularly not more than 75 wt.%, for ex— ample not more than 70 wt.%, based on the total weight of the composition (Q1), (02), or (Q3).

If present, the amount of (E) is at least 13 wt.%, more ably at least 20 wt.%, most prefera- bly at least 35 wt.%, most particularly preferably at least 45 wt.%, particularly at least 55 wt.%, for example at least 60 wt.%, based on the total weight of the composition (Q1), (Q2), or (Q3).

According to another embodiment, the amount of (E) is preferably not more than 78 wt.%, more preferably not more than 67 wt.%, most preferably not more than 61 wt.%, most ulariy preferably not more than 56 wt.%, particularly not more than 53 wt.%, for example not more than 50 wt.%, based on the total weight of the composition (Q1), (Q2), or (Q3). Preferably, the amount of (E) is at least 16 wt.%, more preferably at least 21 wt.%, most preferably at least 26 40 wt.%, most particularty preferably at least 30 wt.%, particularly at least 37 wt.%, for example at least 40 wt.%, based on the total weight of the composition (Q1), (Q2), or (Q3).

The composition (Q1), (Q2), or (Q3) can r optionally comprise PF 75722 (F) a nitrogen-containing fertilizer. The nitrogen—containing fertilizer (F) is different from the components (A), (B), (C) and (D).

The en-containing fertilizer (F) preferably comprises manure, ammonium sulfate, ammoni- um nitrate, um chloride, cyanamide, dicyandiamide (DCD), calcium nitrate, or urea- containing fertilizer (F1), more preferably comprises urea—containing fertilizer (F1), most prefer- ably comprises urea, for example is urea.

The urea—containing izer (F1) is deﬁned as a fertilizer comprising at least one component 1O selected from the group consisting of urea, urea ammonium nitrate (UAN), isobutylidene diurea (lBDU), crotonylidene diurea (CDU) and urea formaldehyde (UF), cetaldehyde, and urea— glyoxal condensates. ln customary commercial fertilizer quality, the urea has a purity of at least 90%, and may for example be in crystalline, granulated, compacted, prilled or ground form. lf present, the fertilizer (F) can be contained in varying amounts in the composition (Q1), (Q2), or (Q3). If present, the amount of (F) is preferably not more than 99.99 wt.% (wt.% stands for “percent by weight”), more ably not more than 99.9 wt.%, most preferably not more than 99.5 wt.%, most particularly preferably not more than 99 wt.%, particularly not more than 98 wt.%, for example not more than 97 wt.%, based on the total weight of the composition (Q1), (02), or (Q3). if present, the amount of (F) is preferably at least 96 wt.%, more preferably at least 93 wt.%, most preferably at least 90 wt.%, most particularly preferably at least 82 wt.%, particularly at least 70 wt.%, for example at least 50 wt.%, based on the total weight of the com— position (Q1), (Q2), or (Q3).

The properties of the composition (Q1), (Q2), or (Q3) — such as stability, storage life, or ity when applied to or coated on nitrogen—containing fertilizers (F) such as urea — may depend on the pH of the corresponding composition. In general, the composition (Q1), (QZ), or (Q3) can have any pH value. The pH value of the composition (Q1), (Q2), or (Q3) is preferably not more than 14, more ably not more than 13, most preferably not more than 12, ularly pref- erably not more than 11.6, particularly most preferably not more than 11.3, particularly not more than 11, for example not more than 10.7. The pH value of the composition (Q1), (Q2), or (QB) is preferably at least 6, more preferably at least 7, most preferably at least 7.5, particularly prefer— ably at least 8.0, particularly most preferably at least 8.2, particularly at least 8.5, for example at least 8.7. The pH value of the composition (Q1), (Q2), or (Q3) is preferably in the range of from 6 to 14, more preferably from 7 to 13, most preferably from 7.5 to 12, particularly ably from 8 to 11.6, particularly most preferably from 8.2 to 11.3, particularly from 8.5 to 11, for ex- ample from 8.7 to 10.7.

The composition (Qt), (02), or (Q3) can further optionally n at least one pH adjusting agent (G). The pH ing agent (G) is different from the components (A), (B), (C) and (D). In general, the pH adjusting agent (G) is a compound which is added to the composition (Q1), PF 75722 (Q2), or (Q3) to have its pH value adjusted to the required value. Preferably, the composition (Q1), (Q2), or (Q3) contains at least one pH adjusting agent (G). Preferred pH adjusting agents are inorganic acids, carboxylic acids, amine bases, alkali ides, um hydroxides, including tetraalkylammonium hydroxides. Particularly, the pH adjusting agent (G) is nitric acid, sulfuric acid, ammonia, sodium hydroxide, or potassium hydroxide. For example, the pH adjust- ing agent (G) is potassium hydroxide.

If present, the pH adjusting agent (G) can be contained in g amounts in the composition (Q1), (Q2), or (Q3). if present, the amount of (G) is ably not more than 10 wt.%, more preferably not more than 2 wt.%, most preferably not more than 0.5 wt.%, particularly not more than 0.1 wt.%, for example not more than 0.05 wt.%, based on the total weight of the corre— sponding composition (Q1), (02), or (QB). If present, the amount of (G) is preferably at least 0.0005 wt.%, more preferably at least 0.005 wt.%, most preferably at least 0.025 wt.%, particu- lady at least 0.1 wt.%, for example at least 0.4 wt.%, based on the total weight of the corre» sponding composition (Q1), (Q2), or (Q3).

The composition (Q1), (Q2), or (QB) can further optionally contain the compound (K) selected from the group consisting of 2O (K1) an amine selected from the group consisting of methyldiethanolamine, tetrahydroxypro— pylethylenediamine, trimethylaminoethylethanolamine, ,N'—tetramethyl—1 ,6— diamine, N,N',N"—tris(dimethylaminopropyl)hexahydrotriazine, and 2,2‘- dimorpholinyldiethyl ether, (K2) an amine containing not more than one amino group and at least three alkoxy— or hydroxy— substituted (32 to 012 alkyl groups R”, wherein all groups R41 within said amine are identi- cal, and (K3) an amine containing not more than one amino group and at least two alkoxy— or hydroxy— substituted 02 to Cu alkyl groups R42, wherein at least one of the groups R42 bears the alkoxy or hydroxy substituent at a ary or tertiary carbon atom and wherein all groups R42 with said amine are identical.

(K2) or (K3) are preferably triethanolamine, tripropanolamine, diisopropanolamine, tn'isopropanolamine , diethanolamine, methyldiethanolamine, or dipropanolamine.

If present, the compound (K) can generally be contained in g amounts in the composition (Q1), (02), or (Q3). lf present, the amount of (K) is preferably not more than 40 wt.% (wt.% stands for “percent by weight”), more preferably not more than 30 wt.%, most preferably not more than 25 wt.%, most particulariy preferably not more than 20 wt.%, particularly not more than 18 wt.%, for example not more than 15 wt.%, based on the total weight of the composition 40 (Q1), (Q2), or (Q3)). If present, the amount of (K) is ably at least 1 wt.%, more preferably at least 3 wt.%, most preferably at least 5 wt.%, most particularly preferably at least 8 wt.%, particularly at least 11 wt.%, for example at least 14 wt.%, based on the total weight of the com— position (Q1), (02), or (QB).

PF 75722 The composition (01), (02), or (QB) can further optionally contain components (H) which are selected from the group consisting of auxiliaries, solvents, solid carriers, surfactants, adjuvants, thickeners, bactericides, anti—freezing agents, anti—foaming agents, colorants, tackiﬁers, binders, preservatives, antioxidants, and odorants. The component (H) is different from the components (A), (B), (C) and (D).

Suitable auxiliaries are solvents, liquid carriers, solid carriers or fillers, surfactants, dispersants, emulsiﬁers, wetters, adjuvants, solubilizers, penetration enhancers, protective colloids, adhe— sion agents, thickeners, humectants, repellents, tants, feeding stimulants, ibilizers, bactericides, anti—freezing agents, anti~foaming agents, colorants, iers and binders.

Suitable solvents and liquid carriers are water and c solvents, such as mineral oil frac— tions of medium to high boiling point, e.g. ne, diesel oil; oils of vegetable or animal ; aliphatic, cyclic and aromatic hydrocarbons, e. g. e, parafﬁn, ydronaphthalene, al— kylated naphthalenes; alcohols, e.g. ethanol, propanol, butanol, cyclohexanol; glycols; DMSO; ketones, e.g. cyclohexanone; esters, e.g. lactates, ates, fatty acid esters, gamma— lactone; fatty acids; phosphonates; amines; amides, e.g. N—methylpyrrolidone, fatty acid dimethylamides; and mixtures thereof.

Suitable solid carriers or fillers are mineral earths, e.g. silicates, silica gels, talc, kaolins, lime— stone, lime, chalk, clays, dolomite, diatomaceous earth, bentonite, m sulfate, magnesium sulfate, magnesium oxide; polysaccharides, e.g. cellulose, starch; fertilizers, e.g. ammonium sulfate, ammonium phosphate, ammonium nitrate, ureas; products of vegetable origin, e.g. ce— real meal, tree bark meal, wood meal, nutshell meal, and mixtures thereof.

Suitable surfactants are surface—active compounds, such as anionic, ic, nonionic and am- photen'c surfactants, block polymers, polyelectrolytes, and mixtures f. Such surfactants can be used as er, dispersant, solubilizer, wetter, penetration enhancer, protective col— loid, or nt. Examples of surfactants are listed in McCutcheon’s, Vol.1: Emulsiﬁers & De— tergents, McCutcheon’s Directories, Glen Rock, USA, 2008 (lntemational Ed. or North American Ed). le anionic surfactants are alkali, alkaline earth or ammonium salts of sulfonates, sulfates, phosphates, carboxylates, and mixtures thereof. Examples of sulfonates are alkylarylsulfonates, diphenylsulfonates, alpha—olefin sulfonates, lignine sulfonates, sulfonates of fatty acids and oils, sulfonates of ethoxylated alkylphenols, sulfonates of alkoxylated enols, sulfonates of con— densed alenes, sulfonates of dodecyl— and tridecylbenzenes, sulfonates of naphthalenes and alkylnaphthalenes, sulfosuccinates or sulfosuccinamates. Examples of sulfates are sulfates of fatty acids and oils, of ethoxylated alkylphenols, of alcohols, of lated alcohols, or of 40 fatty acid esters. Examples of phosphates are phosphate esters. es of carboxylates are alkyl carboxylates, and carboxylated alcohol or alkylphenol ethoxylates.

PF 75722 le nonionic surfactants are alkoxylates, ituted fatty acid amides, amine oxides, esters, sugar—based tants, polymeric tants, and mixtures f. Examples of alkoxylates are compounds such as alcohols, alkylphenols, amines, amides, arylphenols, fatty acids or fatty acid esters which have been lated with 1 to 50 equivalents. Ethylene oxide and/or propylene oxide may be ed for the alkoxylation, preferably ethylene oxide. Exam- ples of N—subsititued fatty acid amides are fatty acid glucamides or fatty acid alkanolamides.

Examples of esters are fatty acid , ol esters or ycerides. Examples of sugar— based tants are sorbitans, ethoxylated sorbitans, sucrose and glucose esters or al— kylpolyglucosides. Examples of polymeric surfactants are home— or copolymers of vinylpyrroli— done, vinylalcohols, or vinylacetate.

Suitable cationic surfactants are quaternary surfactants, for example quaternary ammonium compounds with one or two hydrophobic groups, or salts of long-chain primary amines. Suitable amphoteric surfactants are alkylbetains and imidazolines. Suitable block polymers are block polymers of the A—B or A—B—A type comprising blocks of polyethylene oxide and polypropylene oxide, or of the A—B-C type comprising alkanol, polyethylene oxide and polypropylene oxide.

Suitable polyelectrolytes are polyacids or polybases. Examples of polyacids are alkali salts of polyacrylic acid or polyacid comb polymers. Examples of polybases are polyvinylamines or polyethyleneamines.

Suitable adjuvants are nds, which have a neglectable or even no pesticidal activity themselves, and which improve the biological performance of the compound I on the target.

Examples are surfactants, mineral or vegetable oils, and other auxilan‘es. Further examples are listed by Knowles, Adjuvants and additives, Agrow Reports D8256, T&F Informa UK, 2006, chapter 5.

Suitable thickeners are ccharides (e.g. xanthan gum, ymethylcellulose), anorganic clays (organically modiﬁed or unmodiﬁed), rboxylates, and silicates.

Suitable bactericides are bronopol and isothiazolinone derivatives such as alkylisothiazolinones and benzisothiazolinones.

Suitable anti-freezing agents are ethylene , propylene glycol, urea and in.

Suitable anti—foaming agents are silicones, long chain alcohols, and salts of fatty acids.

Suitable colorants (e.g. in red, blue, or green) are pigments of low water solubility and water- soluble dyes. Examples are - inorganic colorants, such as iron oxide, titan oxide, iron hexacyanoferrate, 40 - metal-complex dyes such as chromium—complex dyes, for example Orasol Yellow 141, - organic colorants such as alizarin-, azo— and phthalocyanine colorants.

Preferred colorants are metal-complex dyes, more preferably chromium—complex dyes, for ex— ample Orasol Yellow 141.

PF 75722 Suitable tackiﬁers or binders are polyvinylpyrrolidones, polyvinylacetates, polyvinyl alcohols, polyacrylates, biological or synthetic waxes, and cellulose .

Suitable preservatives include e.g. sodium benzoate, benzoic acid, sorbic acid, and derivatives thereof.

Suitable antioxidants include sulﬁtes, ic acid, tocopherol, tocopherol acetate, tocotrienol, melatonin, carotene, beta-carotene, ubiquinol, and derivatives thereof. Tocophercol acetate is preferred as idant.

Suitable odorants include perfume materials which are for example mentioned in US 7 182 537, including allo—ocimene, Allyl cyciohexanepropionate, Allyl oate, trans-Anethole, Benzyl butyrate, Camphene, Cadinene, Carvacrol, cis—3—Hexenyl tiglate, ellol, Citronellyl acetate, ellyl nitrile, Citronellyl propionate, Cyclohexylethyl acetate, Decyl de (Capralde— hyde), Dihydromyrcenol, Dihydromyrcenyl acetate, 3,7—DimethyIoctanol, Diphenyloxide, Fen~ chyl Acetate (1,3,3-Trimethylnorbomanyl acetate), Geranyl acetate, Geranyl formate, Gera- nyl nitrile, cis—3-Hexenyl isobutyrate, Hexyl Neopentanoate, Hexyl tiglate, alpha-lonone, Ethyl Vanillin L80, lsoeugenol, Methyl cinnamate, Methyl dihydrojasmonate, Methyl beta—naphthyl ketone, y ethyl isobutyrate, Vanillin L28, lsobornyl acetate, lsobutyl benzoate, lsononyl acetate, lsononyl alcohol (3,5,5—Trimethyl—1—hexanol), lsopulegyl acetate, Lauraldehyde, d- ne, Linalyl acetate, (-)—L-Menthyl acetate, Methyl Chavicol (Estragole), Methyl n—nonyl acetaldehyde, methyl octyl acetaldehyde, beta—Myrcene, Neryl acetate, Nonyl acetate, Non- aldehyde, p-Cymene, alpha—Pinene, beta—Pinene, alpha—Terpinene, gamma—Terpinene, alpha- yl acetate, Tetrahydrolinalool, Tetrahydromyrcenol, 2-Undecenal, Verdox (o-t— Butylcyclohexyi acetate), Vertenex (4—tert,Buty|cyclohexyl acetate). Citronellyl nitn'le is preferred as odorant.

According to one embodiment, individual components of the compositions (Q1), (Q2), or (Q3) such as parts of a kit or parts of a binary or ternary mixture may be mixed by the user himself in a spray tank and further auxiliaries may be added, if riate. if t, the component (H) can be ned in g s in the composition (Q1), (Q2), or (QB). If present, the amount of (H) is preferably not more than 10 wt.%, more preferably not more than 4 wt.%, most preferably not more than 2 wt.%, particularly not more than 1 wt.%, for example not more than 0.5 wt.%, based on the total weight of the corresponding ition (Q1), (Q2), or (Q3). if present, the amount of (H) is preferably at least 0.0005 wt.%, more pref- erably at least 0.005 wt.%, most preferably at least 0.025 wt.%, particularly at least 0.1 wt.%, for example at least 0.4 wt.%, based on the total weight of the ponding composition (Q1), (Q2), or (Q3). 40 With respect to the composition (Q1), (Q2), or (Q3), the weight ratio of the mixture (A) to the aromatic alcohol (B) — in case of (Q2) or (Q3) only as far as (B) is present — is preferably be- tween 50:1 and 1:50, more preferably n 10:1 and 1:10, most preferably between 5:1 and PF 75722 1:5, particularly preferably between 3:1 and 1:3, particulariy most preferably between 2:1 and 1:2, particulariy between 1:1 and 1:2, for example between 1:15 to 1:1.8.

With respect to the composition (Q1), (Q2), or (Q3), the weight ratio of the mixture (A) to the amine (C) — in case of (Q1) or (Q3) only as far as (C) is present — is preferably between 100:1 and 1:20, more preferably between 40:1 and 1:8, most preferably between 30:1 and 1:6, par— ticularly preferably between 20:1 and 1:5, particularly most preferably between 10:1 and 1:2, particularly between 5:1 and 121.2, for example between 2:1 to 1:1. 1O With respect to the composition (Q1), (Q2), or (Q3), the weight ratio of the mixture (A) to the amide (D) — in case of (Q1) or (Q2) only as far as (D) is present — is preferably between 50:1 and 1:50, more preferably between 10:1 and 1:10, most preferably between 5:1 and 1:5, par— ticularly ably between 3:1 and 1:3, particularly most preferably n 25:1 and 1:2, particularly between 2:1 and 1:1, for example between 1.8:1 to 1.2:1. ing to the invention, a process for treating the soil comprising ng the compositions (Q1), (Q2), or (Q3) into the soil row and/or as side-dress and/or as broadcast was found.

Preferably, said process comprises: applying the compositions (Q1), (Q2), or (Q3) by spraying it onto the soil. More preferably, said process are conducted in a way n the compositions (Q1), (Q2), or (Q3) are — either at the same time (i.e. simultaneously) or with a time ence (i.e. separately) — applied together with at least one nitrogen-containing izer (F) into the soil in—furrow and/or as side-dress and/or as ast.

According to the invention, the compositions (Q1), (Q2), or (Q3) can be used as additive or as coating material for nitrogen—containing fertilizers (F), particularly for ontaining fertilizer (F1), for e for urea. According to one preferred embodiment, the compositions (Q1), (Q2), or (Q3) are used as coating material for nitrogen—containing fertilizers (F), ularly for urea—containing fertilizer (F1), for example for urea. The nitrogen-containing fertilizer (F) cam be in crystalline, granulated, compacted, prilled or ground form, and is preferably in granulated from.

The compositions (Q1), (Q2), or (Q3) can be applied to or on nitrogen—containing izers (F) by either mixing the (Q1), (Q2), or (Q3), in either liquid or solid form, with the nitrogen—containing fertilizer (F), or incorporating them into (F) by granulation, compacting or prilling, by addition to a corresponding fertilizer mixture or to a mash or melt. ably, the compositions (Q1), (Q2), or (Q3) are applied to the surface of ng granules, compacts or prills of the nitrogen—containing fertilizer (F) — particulariy of the urea-containing fertilizer (F1) — by means of spraying, powder application or impregnating, for example. This can also be done using further auxiliaries such as 40 adhesive promoters or encasing materials. Examples of apparatuses suitable for performing such application include plates, drums, mixers or ed-bed apparatus, although application may also take place on conveyor belts or their discharge points or by means of pneumatic con— veyors for solids. A concluding treatment with anticaking agents and/or antidust agents is like— PF 75722 wise possible. The compositions (Q1), (Q2), or (Q3) are used in the context of fertilization with nitrogen—containing fertilizer (F), particularly with urea—containing fertilizer (F1). Application takes place preferably to an agriculturally or horticulturally exploited plot.

In parallel with the improvement of the utilization of nitrogen in the urea-containing, mineral and organic fertilizers, the use of the compositions (Q1), (02), or (Q3) has the effect that there is an Increase — in some cases considerably — in the yields or production of s of crop plants.

The compositions (Q1), (Q2), or (Q3) may be added to c fertilizers, such as liquid manure, for e, during the actual storage of such fertilizers, in order thus to prevent nitrogen nutri— 1O ent losses, by virtue of deceierated conversion of the individual forms of en into gaseous nitrogen compounds, which are ore volatile, and in order as a result, at the same time, to contribute to a lowering of the ammonia load in animal stables. in this context it is immaterial whether the itions (Q1), (02), (QB) are incorporated, by melting, for example, into the nitrogen—containing fertilizer (F), or else are applied to the fertilizer surface or applied separately from the spreading of the fertilizer, in the form, for example, of a nsion) concentrate, a solution or a formulation.

For the below examples and the below tables, the following abbreviations have been used: % = t by weight (wt. %) adiOO = the percent by weight of this component is 100% minus the sum of the weight percent- ages (in percent by weight) of all other components comprised in the composition BDA = Butyldiethanolamine 32 = benzyl alcohol (C)i = amine component (C) (C)ii = additional amine component (C) Coat. = coated on urea (all the data in the rows below the “coated row” are experimental data after the composition has been coated on urea) colo. = colorant Orasol Yellow 141 conc. = concentration (e.g. amount) of NxPT in percent by weight based on the total weight of the urea fertilizer on which the composition was coated Comp. = ative example DEl = Bis(hydroxyethyl)-isopropanolamine (DElPA) dev. = deviation, as an indicator for the stability after coated on urea, calculated as difference between the NxPT content in the heat stability test and the content in the cold stability test — both after coated on urea —, indicated as t DMl = 1,3-Dimethyl-2—imidazolidinone (Dimethylethylenurea) DML = Dimethyllactamide 40 E15 = ethoxylated (5) cocoalkylamine E25 = lated (15) kylamine Ex# = Example no.

F.ex. = formulation example PF 75722 HBI = 1-((2-hydroxyethyl)amino)propan—2-ol (Hydroxyethyl—bis—isopropanolamin) Inv. = Example of the invention LES = 2-propylheptylamine ethoxylate (10 E0) LFG = polyethyleneimine with a weight average molecular weight of 800 g/mol as measured by GPC (dry substance, at pH 4.5) LGA = polyethyleneimine with a weight e molecular weight of 1300 g/mol as measured by GPC (dry substance, at pH 4.5) LL = cal mixture (with a 85.20% concentration of NxPT) ning 23.8% NPPT and 76.2% NBPT LPN = N,N',N"—tn’s(dimethylaminopropyl)hexahydrotriazine LT = technical mixture (with a 84.27% concentration of NxPT based on the total amount of the technical mixture) containing 23.7% NPPT and 76.3% NBPT, based on the total amount of NxPT within the technical mixture HCM = Mixture of N,N—Dimethyloctanamide (SO—65%) and N,N—Dimethyldecanamide (37 —50%) MDA = Methyldiethanolamine MPA = n—Acetyl-morpholine MPF = n—FormyI-morpholine NB/c = Content (percent by weight) of NBPT in cold stability test (2 weeks at 5°C) NP/c = Content (percent by weight) of NPPT in cold stability test (2 weeks at 5°C) 2O Nx/c = Content (Percent by weight) of NxPT in cold ity test (2 weeks at 5°C) NB/h = Content (Percent by weight) of NBPT in heat stability test (2 weeks at 54°C) NP/h = Content nt by weight) of NPPT in heat stability test (2 weeks at 54°C) Nx/h = Content nt by weight) of NxPT in heat stability test (2 weeks at 54°C) NB/a = t (Percent by weight) of NBPT in cold stability test (2 weeks at 5°C) after coated on urea NP/a = Content (Percent by weight) of NPPT in cold stability test (2 weeks at 5°C) after coated on urea Nx/a = t (Percent by weight) of NxPT in cold stability test (2 weeks at 5°C) after coated on urea NB/b = Percent by weight of NBPT in heat stability test (4 weeks at 40°C and 50% air humidity) after coated on urea NP/b = Percent by weight of NPPT in heat stability test (4 weeks at 40°C and 50% air humidity) after coated on urea Nx/b = t by weight of NxPT in heat stability test (4 weeks at 40°C and 50% air humidity) after coated on urea NxPT = Mixture (A) comprising NBPT and NPPT (the content of NxPT is the sum of the content of NBPT and NPPT) NyPT = Mixture (A) comprising NBPT and/or NPPT NMM = N~methyl—morpholine 40 NMP = N-methyl-pyrrolidinone PEl = polyethyleneimine PG = propylene glycol pH = pH value measured at 2% concentration PF 75722 SEA = is N—[2—(acetyloxy)ethyl]~N—methyl acetamide stabi. = storage stability of NxPT, calculated as difference between the NxPT content in the heat stability test and the content in the cold ity test, indicated as percent TEA = triethanolamine TPA = tocopherol acetate visc. = viscosity in mPas The following compositions as listed in Table 1 are preferred embodiments of the present inven— tion.

For the red embodiments PE1 to PE161, the following abbreviations are used in addition to the abbreviations listed above: (C1) is a ric polyamine; (C2) is an amine containing not more than one amino group and at least three alkoxy— or hydroxy—substituted C2 to C12 alkyl groups R21, wherein at least one of the groups R21 is different to the other groups R21; (C3) is an amine ning not more than one amino group and at least two alkoxy- or hydroxy- substituted 02 to C12 alkyl groups R22, wherein at least one of the groups R22 bears the alkoxy or hydroxy substituent at a secondary or tertiary carbon atom and wherein at least one of the groups R22 is different to the other s) R22; (C4) is an amine containing at least one saturated or unsaturated C8 to C40 alkyl group R23, and (C5) is 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.

(D1) is an amide according to the general formula (III) R31CO_N R32R33 wherein R3100 is a hydroxysubstituted acyl radical having 1 to 22 carbon atoms; R32 is H or C1 to C4 alkyl, and R33 is H or C1 to C4 alkyl.

(D2) is an amide according to the general a (lll) R31CO—N R32R33 wherein R31CO is a is an acyl radical having 1 to 22 carbon atoms which do not n a hydroxyl group; R32 is H or C1 to C4 alkyl, and R33 is H or C1 to C4 alkyl.

(D3) is an amide according to the general formula (III) R31CO—NR32R33 wherein 40 R31CO is an acyl radical having 1 to 22 carbon atoms; R32 and R33 er with the nitrogen atom linking them deﬁne a 6-membered saturated heterocyclic radical which comprises one further oxygen heteroatom.

PF 75722 (D4) is an amide according to the general formula (lll) R31 CO_N R32R33 wherein R3100 is an acyl l having 1 to 22 carbon atoms; R32 and R33 together with the nitrogen atom linking them deﬁne a ered satu— rated heterocyclic radical which comprises one further nitrogen heteroa- tom.

(D5) is an amide according to the general formula (lll R3100—N R32R33 1O wherein R3100 is an acyl radical having 1 to 22 carbon atoms; R32 is an acyloxy substituted alkyl group, and R33 is H or alkyl.

Table 1 ------ >10%BZ --_—-_ ---_--- _---—_-_- _--_-_-_ ----__--- _--_-_-- _---_--- ------—--- _--—--- 12 _--_—- 13 —-_-___- -_—__--— -()—----- _-—---- E-I----"'NyPT «25 __- ——_-_——_— _mT-—m__———:IH-IE-I- 21 NyPT PEI SEA _-—--”—— NyPT 8EA PF 75722 _--— _-_---_- -_---_-_ ---_----- ---—--- --__-_-— _--__--_ -——mm——_ _--_—--_- —--m__-_— _--_--_-- -——m-_-_- -_--__--- _-NyPTrum-FE NyPT HCM NyPT (132) (:2A) = ---_——--- _—-——--_— —-—--__— —_--——-—- --_---——- —--——_--- --—--——-_ U"_-——— -----———- -—-_-—-- -M__-- __ LES PEI _ _- -- (c1) (02) _- _->10%BZ ------ -— DM' _- E--_---PG---<>D4 _- -—--____ -----—--- -_-—--- -—-_--- ----_--- EI—_------ --——--_-- PF 75722 m--—--- E----_-_- _---_-_-_ —m——-_ _---_--__ _--___--- —_--_-—-_ _---_--_ ---_--—- -—--—---— -_---_-— ---—--- E_------ __----—- —---__-- _-—LES DML PG - -——<04) <01) PG - ---—-__ nun-”__— --—-—— EE-__-m--- E__-_-_-- _-_----- _--_---- ------_— ___----- --__-__-- mun—__— -----_- m—---—-—- W"__---- _---__--_ -_--—--- ---___-__ _----—-- _—---—-- --—-—-__ ----—-- _----_--- PF 75722 ---—-__-- __-_-—-- ——-—--—— ————-———— ———--—— —-—-—_-- —-——-——-- ——_-————— -——-——-- 2mm ---—_— -——--——_ ———--——- -———--——- 210%82 --—-—- NyPT 210%32 (D3) ——-—-—— —-—--——-- -—_-_---- —-—--———— ———--—-—— —-—-———-— —-—-—---— _———-_——— —-—-_-_-— ———-—--- ——-—-—-— —_—-——--— -——--—__— ““--—-- ——_--_—-- ———-——-—- ——-—-—-- ————_-——— --—-————— _——-———_— —-—-_-——- -_—-—-—-— —-—--——-— PF 75722 ——-—-—--— —-—-——-—- ————-———— ———-—-——— —-—-———-— -—--—-—- —-—-—__-— -_-—_—-_ 155 —5111. --— ----—--_ 155 15.5 -511 —-— (c4) —<51> -- 167 NyPT 210%BZ PEI LES 5151152 11511 —- (51> <51) 1521 - 145 —— <52) _ 515 -_ 525 -— 1151 EUEE 'U 8£3 'U .3 (J1 "U Eb? ‘U O83 'U The advantages of the ion are that the enhancement of the stability of the (thio)phosphoric acid triamide(s) — particularly when applied to or coated on nitrogenbontaining fertilizers such as urea — and a relatively long storage life — particulariy before being applied to or coated on nitrogen-containing fertilizers — was achieved with the compositions (Ql), (02), (QB). Moreover, the compositions (Q1), (02), (OS) do not adversely affect the —inhibiting effect and/or activity of the (thio)phosphon‘c acid triamide. Last, but not least, the compositions (Qt), (Q2), (Q3) can be easily and safely packaged, transported and shipped, even in large PF 75722 quantities, and can be easily and safely handled and applied for soil treatment, even in large quantities The examples which follow illustrate the invention without restricting it.

Preparation of the formulations Preparation of the formulation 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 ed for the 1O 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% solo. The mixture was stirred until complete dissolution of the solid and analyzed for NxPT content (by HPLC), viscosity, dis— on (2%) in water and pH.

Formulation storage stability 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. 0092) was also stored in closed bottles for 14 days at 5°C (referred to as cold stability test in the ing) 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 1.1 500 g ated urea was charged to a rotating drum (Type Hege 11) and 2g of the formulation of each example (e.g. Ex.#310092) was d on the urea using a rotating disc. The homo— s coated urea was rged after 1 min and analyzed for the content of NBPT, NPPT, NxPT (by HPLC).

Stability on urea 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) The content of NxPT measured by HPLC measurement is always the sum of the both compo— nents NBPT and NBPT.

Viscosity was measured at the undiluted formulation with a cone-plate rheometer AR 2000ex 40 (TA ments) at shear rate of 1003-1 and 20°C.

The pH value was measured at 2% concentration in CIPAC water D.

PF 75722 All examples of the inventions are , clear compositions which are either colourless or yel~ low.

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 Table 2 — part 1 of 11 - ---—-- 2967% 29.67% 29.67% 29.67%'2:29.67% 29.67% 29.67% 29.67% AA) LT LT -ad100 ad100 -LT-ad100F' ad100 ad100 ad100 ”(3 -- 20%LES A -- v 20%DMI 20%HCM 20%SEA 20%DML 20%MPA 20%MPF ----—- --__---- --- ---— -==-—--==COHC. --------- l-I ---- -------_- --------- PF 75722 Table 2 — part 2 of 11 --------— 29.67% 29.67% 29.67% 29.67% 29.67% 29.67% 29.67% 29.67% LT LT LT LT LT LT LT -----—--- mC..---—----- .---110%SEA 10%SEA 10%SEA 10%SEA 10%SEA -—------— ------—-- pH 10.7 10.6 9.4 9.3 10.3 10.2 9.2 9.1 -====--=-COHC.

----—-—-— -—------- III-I...-NP/b --------- --------- PF 75722 Table 2 - pan 3 of 11 29.67% 29.67% 29.67% 29.67% 29.67% 29.67% 29.67% 29.67% (A) LT LT LT LT LT LT LT LT ----_---- %DML 10%DML10%DML 10%HCM 10%HCM --O — -— '0 10.4 NB/c 19.03% 18.98% 18.96% 18.84% .88% 6.08% 5.88% 5.83% 24.91% 25.05% 24.84% 24.67% 18.71% 18.98% 18.93% 18.79% .82% Nx/h 24.51% 25.01% 24.80% 24.61% 98.87% 99.80% 99.83% 99.73% PF 75722 Table 2 — part 4 of 11 -—---—-- 29.67% 29.67% 29.67% 29.67% 29.67% 29.67% 29.67% 29.67% (A) LT LT LT LT LT LT LT LT -—-—-_- 3%LFG 10%LFG AA0if" -- -U) ---20%HCM20%DML 20%DML 20%DML 20%DML -— - 'EIgo O 0.25% 0.25% 0.25% g O --72 46 53 53 51 58 .—\ 144 21: 10.1 10.5 00/c 16.48% 16.70% 18.61% 18.62% 18.62% ZZZ 00'U[C 5.79% 5.60% 5.81% 5.81% 5.78% x/c 24.27% 24.50% 24.42% 24.43% 24.40% m 16.50% 16.67% 18.75% 18.67% 18.67% NP/h 5.79% 5.78% 5 83% 5.82% 5.80% Nx/h 24.29% 24.45% 24.58% 24.49% 24.47% stabi. 100.06% 99.60% 100.65% % 100.30% 0oat. - Q—ZZZZZZggiygéygz'C‘O'O'mmmp 0.10% 0.09% 0.10% 0.10% 0.10% 0.10% 0.057% 0.060% 0.064% 0.063% 0.065% 0.067% 0.017% 0.020% 0.019% 0.020% 0.021% 0.074% 0.064% 0.062% 0.065% 0.066% 0.004% 0.010% 0.011% 0.024% 0.054% 0.002% 0.004% 0.004% 0.006% 0.017% 0.006% 0.014% 0.015% 0.032% 0.071% -91.89% —83.33% —81.71% —62.35% 49.32% PF 75722 Table 2 — pan 5 of 11 --—--— 29.67% 29.67% 29.67% 29.67% 29.67% 29.67% 29.67% 29.67% (A) LT LT LT LT LT LT LT LT PG ad100 ad100 50.33% -50.33% -— - — - (0)1 -10%NMM 20%NMM 10%LES -5%NMM . 10% 10% 10% 10% (D) 20%DML 20%DML 20%DML 20%DML DML DML DML DML 0.25% -0.25% 55 51 48 43 73 66 62 76 9.13% 18.87% 18.59% 20.40% 19.00% -19.05% .9 6.01% 6.04% 6.04% 5. .01% 25.14% 25.09% 24.88% NB/h 21.64% 19.17% 19.10% 19.30% 18.94% NP/h 6.90% 6.02% 6.04% Nx/h 28.54% 25.19% -25.34% stabi.106.40% 100.74% 101.02% --- - -0.10% 0.09% 0.10% 0.10% 0.09% 0.10% 0.062% 0.061% 0.048% 0.068% 0.065% 0.065% NP/a 0.015% 0.021% 0.020% Nx/a 0.063% 0.089% -0.085% .0.004%NB/b 0.011% 0.009% 0.009% 0.010% 0.012% 0.011% 0.008% 0.037% 0.003% 0.002% 0.002% 0.001% 0.007% 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% PF 75722 Table 2 — part 6 of 11 -—---—- .LT2967% 2967% 29.67% 2967% 2967% 29.67% 29.67% 2967% -—---_- I...-10% 10% 10% 10% -----— visc 69 -175 486 153 m19.12% 19.18% 19.15% 19.15% 6.17% 6.19% 6.19% 622% .29% 25.37% 2534% 25.37% 19.02% 19.13% 1899% 18.98% -24.75% 24.89% 24.70% 25.17% 25.09% 25.20% 2505% 24.96% % 100.72% 99.61% 100.66% 99.24% 99.33% 98.84% 98.38% 0.08% 0.08% 0.08% 0.08% cone. 0.10% 0.10% 0.10% . Target Target Target Target 0.067% 0.056% 0.058% 0.058% 0.054% PF 75722 Table 2 — part 7 of 11 -——----- 29.67% 29.67% 29.67% 29.67% 29.67% 29.67% 29.67% 29.67% (A) LT LT LT LT LT LT LT LT ---—--—- US$90“D)300m"1| 0.25% ---—-—--- III-I..-0.08% 0.08% 0.08% 0.08% 0.08% 0.08% 0.08% -—---—-— 0000 0.070% 0.074% -- NB/b 0.040% 0.044% 0.042% 0.045% 0.040% 0.038% -—-0.013% 0.011% 0.010% .0.049%0.014% --—---- PF 75722 Table 2 -— part 8 of 11 ------- 29.67% 29.67% 29.67% 29.67% 29.67% 29.67% 29.67% 29.67% --—------ 8. -—-——-— cw -- ----——-- ---- 0.08% 0.08% 0.08% 0.08% 0.08% 0.08% 0.08% cone. Target Target Target Target Target Target Target -0.061% 0.058% 0.061% 0.057% 0.059% 0.062% 0.065% 0.059% -o.o19% 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% '0.016%NB/b 0.052% 0.051% 0.046% 0.049% 0.050% 0.051% 0.048% 0.050% 0.016% 0.013% 0.014% 0.015% 0.015% 0.014% PF 75722 Table 2 ~ part 9 of 11 29,67% 29,67% 25% 29.34% 29.34% 29.34% 29.34% A LT LT NBPT LL LL LL LL —U -- --—- 0AA5529 (D= 1 -- . 0 25% 0 25% 0.25% 5mo 9. 314 18 ._\ GD "o I 9 1 8 7 9.1 NB/c 25.17% 19.72% 19.32% 19.78% NP/c 0.00% 6.19% 6.06% 6.12% mi/hc 25.17% 25.91% 25.38% 25.90% .59% 19.90% 19.41% 19.40% :7 0.00% 6.18% 6 16% 5.88% Z52h 25.59% 26.08% 25.57% 25.28% mb'.-— 1.67% 0.66% 0 75% —2.39% Om p—o--- - 0.08% 0.08% 0.08% 0.08% 0.08% 0.08% 0.08% cone. Target Target Target Target Target Target Target i03\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% PF 75722 Table 2-part 10 of 11 29.34% 29.34% 29.34% 29.34% 29.34% 29.34% 29.34% 29.34% ----—-—-- -60.41% 60.41% 40.41% 40.41% 50.41% 50.41% A(3)1 10%E15 10%E25 30%E15 30%E25 20%DEI 10%HBl 10%DEI 10%HBl OOAA9.599 (D= 1" - - - - - 0.25% 0.25% 0.25% 0.25% 0 25% 0 25% 0.25% Swo 42 63 3 1 78 'C I was 91 91 E-CD .A 5° —1 NB/c 19.85% 19.65% 19.73% -19.83% 19.67% 19.83% 2222 ”U"U\/c 6.20% 6.16% 6.20% -6.04% 6.09% 6.14% x/c 26.05% 25.81% 25.93% -25.87% 25.76% 25.97% U]/h19.65% 19.55% 19.68% 19.53% 19.61% 19.32% 19.76% h 6 89% 600% 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% —165% —1.24% —1 .51% ~0.04% 0 08% 0.08% 0.08% 0.08% 0.08% 0.08% 0.08% 0.08% cone. Target Target Target Target Target Target Target NB/a 0.062% 0.060% 0.059% 0.058% 0.056% 0.064% iiP/a 0.020% 0.019% 0.019% 0.018% 0.018% 0.018% 0.017% 0.020% ia 0.084% 0.081% 0.079% 0.077% 0.077% 0.076% 0.073% 0.084% ZZ 130: \\ C'O‘ Z2iU <0.< NMP (at least in amounts as applied in Ex# 310043) is toxicologically objectionable.

PF 75722 —part11of11 ------ 29.34% 29.34% 29.34% 29.34% 29.67% 29.67% 29.67% (A) LL LL LL LL LT LT LT --—-—--- ----—--- -------— ---—-- -Coat.------- I.....0.08% 0.08% 0.08% 0.08% 0.08% .-----..

---—---— ---—--- W.....NB/b 0.005% 0.039% ----——- -------- PF 75722 Further specific embodiments of the invention are described in the following: 1. An composition comprising: (A) a mixture comprising at least one (thio)phosphoric acid triamide according to the gen- eral formula (I) R1R2N—P(X)(NH2)2 , wherein X is oxygen or ; R1 is a 01 to 020 alkyl, 03 to 020 cycloalkyl, Cs to 020 aryl, or dialkylaminocar— bonyl group; R2 is H, or R1 and R2 together with the nitrogen atom linking them deﬁne a 5~ or 6—membered saturated or unsaturated cyclic radical, which optionally comprises 1 or 2 further atoms selected from the group ting of en, oxygen, and sulfur, (B) an aromatic alcohol according to the general formula (ll) R11~C(R12)(R13)_OH , in an amount of more than 10 wt.% based on the total weight of the composition, wherein R11 is aryl or ryl; R12 is H or alkyl; R13 is H or alkyl.

The composition according to embodiment 1, wherein in the general formula (I) of (A) X is The composition according to embodiment 1 or 2, wherein in the general formula (I) of (A) R1 is 01—020 alkyl and R2 is H.

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 (N PPT).

The composition according to embodiment 1, wherein the mixture (A) ses at least two different (thio)phosphoric acid triamides having structures of the general formula (l) and wherein said at least two different phosphoric acid triamides differ in at least one of radicals R1 or R2 The composition according to embodiment 5, wherein one of said at least two different (thio)phosphoric acid triamides is N-n—butylthiophosphoric acid triamide.

PF 75722 The composition according to anyone of the embodiments 1 to 6, wherein in the general formula (ll) of (B) R12 and R13 is H.

The composition according to anyone of the ments 1 to 7, wherein in the general formula (II) of (B) R11 is aryl.

The composition according to anyone of the embodiments 1 to 8, wherein in the general formula (II) of (B) R11 is phenyl. 1O 10. The ition according to anyone of the embodiments 1 to 9, wherein (B) is benzyl alcohol. 11. The composition according to embodiment 1, wherein the mixture (A) comprises N-n—butylthiophosphoric acid triamide (NBPT) and/or N~n~ propylthiophosphoric acid triamide (NPPT) and (B) is benzyl alcohol. 12. The composition according to anyone of the embodiments 1 to 11, r 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 C2 to 012 alkyl groups R21, wherein at least one of the groups R21 is different to the other groups R21, and (C3) an amine containing not more than one amino group and at least two alkoxy- or hydroxy-substituted 02 to C12 alkyl groups R22, wherein at least one of the groups R22 bears the alkoxy or hydroxy substituent at a secondary or tertiary car— bon atom and wherein at least one of the groups R22 is different to the other group(s) R22, and (C4) an amine containing at least one saturated or unsaturated Ca to C40 alkyl group R23, and (C5) a saturated or unsaturated heterocyclic amine which ns at least one ox- ygen atom as ring atom and which does not contain a r alkoxy group. 13. The composition according to anyone of the embodiments 1 to 12, r sing (C) an amine which is (C1) a polymeric polyamine. 14. The composition according to anyone of the embodiments 1 to 12, wherein (C1) is a poly- alkylene imine.

. The composition according to anyone of the embodiments 1 to 12, n (C1) is a poly- ethylene imine.

PF 75722 16. The composition according to anyone of the embodiments 1 to 12, further comprising (C) an amine which is (C2) an amine containing not more than one amino group and at least three alkoxy— or hydroxy-substituted C2 to Cu alkyl groups, wherein at least one of the groups R21 is different to the other groups R21. 17. The composition ing to anyone of the ments 1 to 12, further comprising (C2) an amine containing not more than one amino group and at least three hydroxy— substituted Cg to C3 alkyl groups which are covalently bound to the amino group. 18. The composition according to anyone of the embodiments 1 to 12, further comprising (C2) an amine selected from the group consisting of droxyethyl)-isopropanolamine (DEIPA), and 1,1’—((2-Hydroxyethyl)imino)dipropan—2-ol. 19. The composition according to anyone of the embodiments 1 to 12, r comprising (C) an amine which is (C3) an amine containing not more than one amino group and at least two alkoxy- or hydroxy-substituted C2 to C12 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 R22 is different to the other group(s) R22.

. 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 yl—N—hydroxyethyl—isopropanolamine. 21. The ition according to anyone of the embodiments 1 to 12, further comprising (C) an amine which is (C4) an amine containing at least one saturated or unsaturated C8 to C40 alkyl group R23. 22. The composition according to anyone of the embodiments 1 to 12, further comprising (C4) an amine containing at least one saturated or unsaturated Ca to C19 alkyl group R23. 23. The composition according to anyone of the embodiments 1 to 12, r comprising (C4) an amine selected from the group consisting of ethoxylated (2) cocoalkylamine, ethoxylated (5) cocoalkylamine, ethoxylated (15) cocoalkylamine, lated (2) - mine, -dimethylamine, oleyldimethylamine, and 2—propylheptylamine ethoxylate (5 EO), 2-propylheptylamine ethoxylate (10 E0), and 2-propylheptylamine ethoxylate (20 40 E0). 24. The composition according to anyone of the embodiments 1 to 12, further comprising (C) an amine which is PF 75722 (C5) a saturated or unsaturated cyclic amine which contain at least one oxy— gen atom as ring atom and which do not contain a further alkoxy group.

. The composition according to anyone of the embodiments 1 to 12, further comprising (C5) an amine which is N—methyl morpholine. 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) R3100—N R32R33 R3100 is an acyl radical having 1 to 22 carbon atoms; R32 is H or alkyl, and R33 is H or alkyl, or R32 and R33 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. 27. The composition according to anyone of the embodiments 1 to 26, wherein in the general a (III) of (D) R32 is H or 01 to C4 alkyl, and R33 is H or 01 to C4 alkyl. 28. The composition according to anyone of the embodiments 1 to 27, wherein in the l formula (III) of (D) R31CO is a hydroxysubstituted acyl radical having 1 to 22 carbon atoms. 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 stea— ric acid, or their mixtures.

. The composition ing to anyone of the embodiments 1 to 29, n (D) is a lactic acid N,N—dimethylamide. 31. The composition according to anyone of the embodiments 1 to 27, wherein in the general formula (III) of (D) R3100 does not contain a hydroxy group. 32. The composition according to anyone of the ments 1 to 27 and 31, wherein in the general formula (III) of (D) R31CO is an acyl radical having 6 to 12 carbon atoms. 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. 34. The composition ing to anyone of the embodiments 1 to 27 and 31, wherein in the general a (III) of (D) R3100 is an acyl radical having 1 to 3 carbon atoms.

PF 75722 . The composition according to anyone of the embodiments 1 to 26, wherein in the general formula (Ill) of (D) R32 and R33 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, , and sulfur. 36. The composition according to anyone of the embodiments 1 to 26 and 35, wherein in the general formula (III) of (D) R32 and R33 together with the en atom linking them deﬁne a 6—membered saturated heterocyclic radical which comprises one further oxygen heteroa— tom. 37. The composition according to anyone of the embodiments 1 to 26 and 35 to 36, wherein (D) is ylmorpholine or N—formylmorpholine. 38. The composition according to anyone of the embodiments 1 to 26 and 35, wherein in the l formula (lll) of (D) R32 and R33 together with the nitrogen atom linking them deﬁne a 5—membered saturated heterocyclic radical which comprises one further nitrogen het— eroatom. 39. The composition according to anyone of the embodiments 1 to 26, 35, and 38, wherein (D) 2O is 1,341imethyl—2-imidazolidinone. 40. The composition according to anyone of the ments 1 to 27, wherein in the general formula (III) of (D) R32 is an acyloxy substituted alkyl group. 41. The composition according to anyone of the embodiments 1 to 27, n in the general formula (III) of (D) R3100 is an acyl l having 1 to 4 carbon atoms, R32 is an acyloxy substituted alkyl group and R33 is Ct to C4 alkyl. 42. The composition according to anyone of the embodiments 1 to 27, wherein (D) is N—[2— (acetyloxy)ethyl]—Nemethyl acetamide. 43. The composition according to anyone of the embodiments 1 to 42, further sing (E) an alcohol comprising at least two hydroxy groups which are not iable in the aqueous medium. 44. The composition according to anyone of the embodiments 1 to 42, r comprising (E) propane—1,2-diol (alpha—propylene glycol). 45. The composition according to anyone of the embodiments 1 to 44, further comprising a 40 compound (K) selected from the group consisting of PF 75722 (K1) an amine selected from the group consisting of methyldiethanolamine, tetrahydroxy— ethylenediamine, hylaminoethylethanolamine, N,N,N‘,N'-tetramethyl~1,6- hexanediamine, N,N',N"—tris(dimethy|aminopropyl)hexahydrotriazine, and 2,2'— dimorpholinyldiethyl ether, (K2) an amine containing not more than one amino group and at least three alkoxy- or y-substituted Cg to C12 alkyl groups R“, n all groups R41 within said amine are identical, and (K3) an amine containing not more than one amino group and at least two alkoxy- or hy— droxy—substituted Cg to C12 alkyl groups R42, wherein at least one of the groups R42 bears the alkoxy or hydroxy substituent at a ary or tertiary carbon atom and wherein all groups R42 with said amine are identical. 46. The composition according to anyone of the embodiments 1 to 45, further comprising (F) a nitrogen—containing fertilizer. 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), cro— tonylidene diurea (CDU) and urea formaldehyde (UF), urea—acetaldehyde, and urea- glyoxal condensates. 48. The composition according to anyone of the ments 1 to 45, further comprising (F) a nitrogen-containing fertilizer which comprises urea. 49. Process for treating the soil comprising: applying the ition according to anyone of the embodiments 1 to 48 into the soil in— furrow andior as side—dress and/or as broadcast. 50. Process according to embodiment 49 comprising: applying the composition by spraying it onto the soil. 51. Process according to embodiment 49, wherein the composition is —~ either at the same time or with a time difference — applied together with at least one nitrogen-containing ferti— lizer (F) into the soil in—turrow and/or as side—dress and/or as broadcast. 52. Use of the composition according to anyone of the embodiments 1 to 45 as additive or coating material for en—containing fertilizers (F).

PF 75722 101. An composition comprising: (A) a mixture comprising at least one (thio)phosphoric acid triamide according to the gen— eral formula (I) P(X)(NH2)2 , X is oxygen or sulfur; R1 is a C1 to C20 alkyl, 03 to C20 cycloalkyl, C5 to C20 aryl, or dialkylaminocare bonyl group; R2 is H, or R1 and R2 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, , and sulfur, and (C) at least one amine selected from the group consisting of (C1) a polymeric polyamine, and (02) an amine containing not more than one amino group and at least three alkoxy- or hydroxy—substituted C2 to Cu alkyl groups R21, wherein at least one of the groups R21 is different to the other groups R21, and (C3) an amine containing not more than one amino group and at least two alkoxy— or hydroxy—substituted C2 to 012 alkyl groups R22, wherein at least one of the groups R22 bears the alkoxy or hydroxy tuent at a secondary or tertiary carbon atom and wherein at least one of the groups R22 is different to the other s) R22, and (C4) an amine containing at least one ted or unsaturated Cs to C40 alkyl group R23, and (C5) a saturated or unsaturated heterocyclic amine which contains at least one oxy— gen atom as n'ng atom and which does not n a further alkoxy group. 102. The ition according to embodiment 101, wherein in the general formula (I) of (A) X is sulfur. 103. The composition according to embodiment 101 or 102, wherein in the general formula (l) of (A) R1 is C1-C20 alkyl and R2 is H. 104. The composition ing to anyone of the embodiments 101 to 103, wherein the mix— ture (A) comprises N-n—butylthiophosphoric acid triamide (NBPT) andIor N—n- propylthiophosphon‘c acid triamide (NPPT). 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 PF 75722 (l) and wherein said at least two different (thio)phosphoric acid triamides differ in at least one of radicals R1 or R2. 106 . The composition according to embodiment 105, n one of said at least two different (thio)phosphoric acid triamides is N—n-butylthiophosphortc acid triamide. 107 , The composition according to anyone of the embodiments 101 to 106, wherein (C) is (C1) a ric poiyamine. 108 . The composition according to anyone of the embodiments 101 to 106, wherein (C) is (C1) which is a polyalkylene imine. 109 . The composition according to anyone of the embodiments 101 to 106, wherein (C) is (C1) which is a polyethylene imine. 110 . The ition 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 alkoxy— or hydroxy—substituted Cz to C12 alkyl groups R”, wherein at least one of the groups R21 is different to the other groups R21. 111 . The composition according to anyone of the embodiments 101 to 106, wherein (C) is (C2) an amine ning not more than one amino group and at least three y- substituted C2 to C3 alkyl groups which are covalently bound to the amino group. 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 (DElPA), and 1,1 ’—((2—Hydroxyethyl)imino)dipropan—2-oi. 113 . The composition according to anyone of the embodiments 101 to 106, wherein (C) is (C3) an amine containing not more than one amino group and at least two alkoxy— or hydroxy—substituted Cg to C12 alkyl groups R22, 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 R22 is different to the other group(s) R22. 114. The composition ing to anyone of the embodiments 101 to 106, wherein (C) is (C3) an amine selected from the group ting of 1—((2-hydroxyethyl)amino)propan—2— ol, and N—MethyI—N-hydroxyethyI—isopropanolamine. 40 115 . The composition according to anyone of the embodiments 101 to 106, wherein (C) is (C) an amine which is (C4) an amine containing at least one saturated or unsaturated Cs to C40 alkyl group R23.

PF 75722 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 Cg to C19 alkyl group R23. 117. The composition according to anyone of the ments 101 to 106, wherein (C) is (C4) an amine selected from the group consisting of ethoxyiated (2) cocoalkylamine, ethoxylated (5) cocoalkylamine, ethoxyiated (15) kylamine, ethoxyiated (2) - mine, lauryl—dimethylamine, oleyl—dimethylamine, and 2—propylheptylamine ethoxyiate (5 EO), 2—propylheptylamine ethoxyiate (10 E0), and 2-propylheptylamine ethoxyiate (20 1O E0). 118. The composition according to anyone of the embodiments 101 to 106, wherein (C) is (C5) a ted or unsaturated heterocyclic amine which contain at least one oxy- gen atom as n'ng atom and which do not contain a r alkoxy group. 119. The composition ing to anyone of the embodiments 101 to 106, wherein (C) is (C5) an amine which is N—methyl morpholine. 120. The composition according to embodiment 101, wherein the mixture (A) comprises N-n—butylthiophosphoric acid triamide (NBPT) and/or N—n— propylthiophosphoric acid triamide (NPPT) and (C) is (C1) a polymeric polyamine which is polyethyleneimine. 121. The ition according to anyone of the embodiments 101 to 120, further comprising (B) an aromatic alcohol according to the general formula (II) R”-C(R12)(R13)—OH , wherein R11 is aryl or alkylaryl; R12 is H or alkyl; R13 is H or alkyl. 122. The composition ing to anyone of the embodiments 101 to 121, further comprising (B), wherein in the general formula (ll) of (B) R12 and R13 is H. 123. The composition according to anyone of the embodiments 101 to 122, r comprising (B), wherein in the general formula (ll) of (B) R11 is aryl. 124. The composition according to anyone of the embodiments 101 to 123, further 40 comprising (B), wherein in the general formula (ll) of (B) R11 is phenyl.

PF 75722 125. The composition according to anyone of the embodiments 101 to 124, further comprising (B), wherein (B) is benzyl l. 126. The ition according to anyone of the embodiments 101 to 125, further comprising (D) at least one amide according to the general formula (III) R31CO—N R32R33 wherein R3100 is an acyl radical having 1 to 22 carbon atoms; R32 is H or alkyl, and R33 is H or alkyl, or R32 and R33 together with the en 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. 127. The composition according to anyone of the embodiments 101 to 126, wherein in the general formula (III) of (D) R32 is H or 01 to C4 alkyl, and R33 is H or C1 to C4 alkyl. 128. The composition according to anyone of the embodiments 101 to 127, wherein in the general formula (III) of (D) R3100 is a hydroxysubstituted acyl radical having 1 to 22 carbon atoms. 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. 130. The ition according to anyone of the embodiments 101 to 129, wherein (D) is a lactic acid N,N—dimethylamide. 131. The composition ing to anyone of the embodiments 101 to 127, n in the general formula (III) of (D) R3100 does not contain a hydroxy group. 132. The composition according to anyone of the ments 101 to 127 and 131, wherein in the l formula (Ill) of (D) R31CO is an acyl radical having 6 to 12 carbon atoms. 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. 134. The composition ing to anyone of the embodiments 101 to 127 and 131, wherein in the general formula (III) of (D) R3100 is an acyl radical having 1 to 3 carbon atoms.

PF 75722 135 . The composition according to anyone of the embodiments 101 to 126, wherein in the general formula (lll) of (D) R32 and R33 together with the en atom linking them deﬁne a 5- or 6-membered saturated or unsaturated heterocyclic radical which optionally com- prises 1 or 2 further heteroatoms selected from the group ting of nitrogen, oxygen, and sulfur. 136. The composition according to anyone of the embodiments 101 to 126 and 135, wherein in the general a (ill) of (D) R32 and R33 together with the nitrogen atom linking them de- 1O ﬁne a 6—membered saturated heterocyclic radical which comprises one further oxygen heteroatom. 137. The composition according to anyone of the embodiments 101 to 126 and 135 to 136, wherein (D) is N—acetylmorpholine or N—formylmorpholine. 138. The composition according to anyone of the embodiments 101 to 126 and 135, wherein in the general formula (lll) of (D) R32 and R33 together with the nitrogen atom linking them de— ﬁne a 5-membered saturated heterocyclic radical which comprises one further nitrogen heteroatom. 139. The composition according to anyone of the embodiments 101 to 126, 135, and 138, wherein (D) is 1,3-dimethylimidazolidinone. 140. The composition accordingto anyone of the embodiments 101 to 127, wherein in the general formula (lll) of (D) R32 is an acyloxy substituted alkyl group. 141. The composition according to anyone of the ments 101 to 127, wherein in the general formula (lll) of (D) R3100 is an acyl radical having 1 to 4 carbon atoms, R32 is an acyloxy tuted alkyl group and R33 is 01 to C4 alkyl. 142. The composition according to anyone of the ments 101 to 127, wherein (D) is N—[2— loxy)ethyl]-N—methyl acetamide. 143. The composition according to anyone of the embodiments 101 to 142, further sing (E) an alcohol comprising at least two hydroxy groups which are not dissociable in the aqueous medium. 144. The composition according to anyone of the embodiments 101 to 142, further comprising (E) propane-1,2-diol (alpha-propylene glycol). 145. The ition according to anyone of the ments 101 to 144, further comprising a compound (K) selected from the group consisting of PF 75722 (K1) an amine selected from the group consisting of methyldiethanolamine, tetrahydroxy- propylethylenediamine, trimethylaminoethylethanolamine, N,N,N',N'—tetramethyl—1 ,6- hexanediamine, N,N',N"-tris(dimethylaminopropyl)hexahydrotriazine, and 2,2'— dimorpholinyldiethyl ether, (K2) an amine containing not more than one amino group and at least three alkoxy— or hydroxy—substituted 02 to C312 alkyl groups R41, wherein all groups R41 within said amine are cal, and (K3) an amine containing not more than one amino group and at least two alkoxy— or hy— droxy-substituted C2 to C12 alkyl groups R42, wherein at least one of the groups R42 bears the alkoxy or hydroxy substituent at a secondary or tertiary carbon atom and n all groups R42 with said amine are identical. 146. The composition according to anyone of the embodiments 101 to 145, further comprising (F) a nitrogen-containing fertilizer. 147. The composition ing 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), cro— tonylidene diurea (CDU) and urea formaldehyde (UF), cetaldehyde, and urea— glyoxal condensates. 148. The composition according to anyone of the embodiments 101 to 145, further comprising (F) a nitrogen-containing fertilizer which comprises urea. 149. Process for treating the soil comprising: ng 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. 150. Process according to embodiment 149 comprising: applying the composition by spraying it onto the soil. 151. s according to embodiment 149, wherein the composition is - either at the same time or with a time difference — applied together with at least one nitrogen-containing ferti~ lizer (F) into the soil in-furrow and/or as side—dress and/or as ast. 152. Use of the ition according to anyone of the ments 101 to 145 as additive or coating material for nitrogen—containing izers (F). 40 201. An composition comprising: (A) a mixture comprising at least one (thio)phosphoric acid triamide according to the gen— eral formula (l) PF 75722 P(X)(NH2)2 , wherein X is oxygen or sulfur; R1 is a C1 to 020 alkyl, C3 to C20 lkyl, C6 to C20 aryl, or dialkylaminocar— bonyl group; R2 is H, or R1 and R2 together with the nitrogen atom linking them deﬁne a 5— or 6—membered saturated or rated heterocyclic radical, which optionally comprises 1 or 2 further heteroatoms selected from the group consisting of nitrogen, oxygen, and , (D) at least one amide according to the l formula (lll) R31CO_N R32R33 wherein R3100 is an acyl radical having 1 to 22 carbon atoms; R32 is H or alkyl, and R33 is H or alkyl, or R32 and R33 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. 202. The composition according to embodiment 201, wherein in the general formula (I) of (A) X is . 203. The composition according to embodiment 201 or 202, wherein in the general formula (I) of (A) R1 is Ct-Czo alkyl and R2 is H. 204. The composition according to anyone of the embodiments 201 to 203, wherein the mix— ture (A) comprises N—n—butylthiophosphonc acid triamide (N BPT) and/or N-n— propylthiophosphon‘c acid triamide (N PPT). 205. The ition according to embodiment 201, wherein the mixture (A) comprises at least two different phosphoric acid triamides having structures of the general formula (l) and wherein said at least two different (thio)phosphoric acid triamides differ in at least one of radicals R1 or R2. 206. The composition according to embodiment 205, wherein one of said at least two different (thio)phosphoric acid triamides is N—n-butylthiophosphonc acid triamide. 207. The composition according to anyone of the ments 201 to 206, wherein in the general formula (III) of (D) R32 is H or C1 to C4 alkyl, and R33 is H or C21 to C4 alkyl.

PF 75722 208. The composition according to anyone of the embodiments 201 to 207, wherein in the general formula (III) of (D) R3100 is a hydroxysubstituted acyl l having 1 to 22 car— bon atoms. 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 stearfc acid, or their mixtures. 210. The composition according to anyone of the embodiments 201 to 209, wherein (D) is a lactic acid N,N—dimethylamide. 211. The composition according to anyone of the ments 201 to 207, wherein in the general formula (lll) of (D) R31CO does not contain a hydroxy group. 212. The ition according to anyone of the embodiments 201 to 207 and 211, wherein in the general formula (ill) of (D) R3100 is an acyl radical having 6 to 12 carbon atoms. 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— ylnonanamide, and N,N-dimethyldecanamide. 214. The composition according to anyone of the embodiments 201 to 207 and 211, wherein in the general formula (III) of (D) R3100 is an acyl l having 1 to 3 carbon atoms. 215. The composition according to anyone of the embodiments 201 to 206, wherein in the general formula (ill) of (D) R32 and R33 together with the en atom g them deﬁne a 5- or 6—membered saturated or unsaturated heterocyclic radical which optionally com- prises 1 or 2 further heteroatoms selected from the group consisting of nitrogen, oxygen, and sulfur. 216. The composition ing to anyone of the embodiments 201 to 206 and 215, wherein in the general formula (Ill) of (D) R32 and R33 together with the nitrogen atom linking them de- ﬁne a 6—membered saturated cyclic radical which comprises one further oxygen heteroatom. 217. The ition according to anyone of the embodiments 201 to 206 and 215 to 216, wherein (D) is N—acetylmorpholine or N-formylmorpholine. 218. The composition according to anyone of the embodiments 201 to 206 and 215, wherein in 40 the general formula (III) of (D) R32 and R33 together with the nitrogen atom linking them de- ﬁne a 5—membered saturated heterocyclic radical which comprises one further nitrogen heteroatom.

PF 75722 219. The composition according to anyone of the embodiments 201 to 206, 215, and 218, wherein (D) is 1,3—dimethyl—2—imidazolidinone. 220. The composition according to anyone of the embodiments 201 to 207, wherein in the general formula (III) of (D) R32 is an acyloxy substituted alkyl group. 221. The ition according to anyone of the embodiments 201 to 207, wherein in the l formula (ill) of (D) R3100 is an acyl radical having 1 to 4 carbon atoms, R32 is an acyloxy substituted alkyl group and R33 is C1 to C4 alkyl. 222. The composition according to anyone of the embodiments 201 to 207, wherein (D) is N—{2— (acetyloxy)ethyl]~N~methyl acetamide. 223. The composition according to embodiment 201, wherein the mixture (A) comprises N-n—butylthiophosphortc acid triamide (N BPT) andior N—n- propylthiophosphon'c acid triamide (NPPT) and (D) is an N,N-dialkyl amide based on lactic acid, citric acid, tartaric acid, ricinoleic acid, 12— hydroxy c acid, or their mixtures. 224. The ition according to anyone of the embodiments 201 to 223, further comprising (B) an aromatic alcohol according to the general formula (ll) R“—C(R12)(R13)—OH ’ wherein R11 is aryl or alkylaryl; R12 is H or alkyl; R13 is H or alkyl. 225. The composition according to embodiment 224, wherein in the general formula (II) of (B) R12 and R13 is H. 226. The composition according to anyone of the embodiments 224 to 225, wherein in the general formula (II) of (B) R11 is aryl. 227. The composition according to anyone of the embodiments 224 to 226, wherein in the general a (II) of (B) R11 is phenyl. 228. The composition according to anyone of the embodiments 201 to 227, r comprising (B), wherein (B) is benzyl l. 229. The composition according to anyone of the embodiments 201 to 228, r comprising (C) at least one amine selected from the group consisting of PF 75722 (C1) a ric polyamine, and (C2) an amine containing not more than one amino group and at least three alkoxy— or hydroxy-substituted C2 to C12 alkyl groups R21, wherein at least one of the groups R21 is different to the other groups R21, and (C3) an amine containing not more than one amino group and at least two alkoxy- or hydroxy—substituted C2 to C12 alkyl groups R22, wherein at least one of the groups R22 bears the alkoxy or hydroxy substituent at a secondary or tertiary car— bon atom and wherein at least one of the groups R22 is different to the other group(s) R22, and (C4) an amine ning at least one saturated or unsaturated 03 to C40 alkyl group R23, and (C5) a saturated or unsaturated heterocyciic amine which ns at least one ox— ygen atom as n'ng atom and which does not contain a further alkoxy group. 230. The composition according to anyone of the embodiments 201 to 229, further comprising (C) an amine which is (C1) a polymeric poiyamine. 231. The composition according to anyone of the embodiments 201 to 229, wherein (C1) is a polyalkylene imine. 232. The composition according to anyone of the embodiments 201 to 229, n (C1) is a polyethylene imine. 233. The composition according to anyone of the embodiments 201 to 229, further comprising (C) an amine which is (C2) an amine containing not more than one amino group and at least three alkoxy— or hydroxy—substituted Cg to C12 alkyl groups, n at least one of the groups R21 is different to the other groups R21. 234. The composition ing 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 02 to C3 alkyl groups which are covalently bound to the amino group. 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. 236. The composition according to anyone of the embodiments 201 to 229, further comprising 40 (C) an amine which is (C3) an amine ning not more than one amino group and at least two alkoxy— or hydroxy—substituted 02 to 012 alkyl groups, wherein at least one of said alkyl groups bears the alkoxy or hydroxy substituent at a secondary or tertiary carbon PF 75722 atom and wherein at least one of the groups R22 is different to the other group(s) R22. 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 ol, and N—Methyl—N—hydroxyethyl—isopropanolamine. 238. The composition according to anyone of the embodiments 201 to 229, r comprising (C) an amine which is (C4) an amine containing at least one saturated or unsaturated C8 to C40 alkyl group R23. 239. The ition according to anyone of the embodiments 201 to 229, further comprising (C4) an amine containing at least one saturated or unsaturated C8 to C19 alkyl group R23. 240. The composition according to anyone of the embodiments 201 to 229, further comprising (C4) an amine ed from the group ting of ethoxylated (2) cocoalkylamine, ethoxylated (5) cocoaikylamine, ethoxylated (15) cocoaikylamine, ethoxylated (2) oleyla— mine, lauryi-dimethylamine, oleyl—dimethylamine, and 2—propylheptylamine ethoxylate (5 E0), ylheptylamine late (10 E0), and 2—propylheptylamine ethoxylate (20 E0). 241. The composition according to anyone of the ments 201 to 229, further comprising (C) an amine which is (05) a saturated or unsaturated heterocyclic amine which contain at least one oxy- gen atom as ring atom and which do not n a further alkoxy group. 242. The composition according to anyone of the embodiments 201 to 229, further comprising (C5) an amine which is N—methyl morpholine. 243. The composition ing 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. 244. The composition ing to anyone of the embodiments 201 to 242, further comprising (E) propane—1,2-diol (alpha—propylene glycol). 245. The composition according to anyone of the embodiments 201 to 244, further comprising a compound (K) selected from the group consisting of 40 (K1) an amine selected from the group consisting of methyldiethanolamine, tetrahydroxy- propylethylenediamine, trimethylaminoethylethanolamine, N,N,N',N'-tetramethyl-1,6- hexanediamine, N,N',N"—tn's(dimethylaminopropyl)hexahydrotriazine, and 2,2“— dimorpholinyldiethyl ether, PF 75722 (K2) an amine containing not more than one amino group and at least three alkoxy— or hydroxy-substituted Cg to Cu alkyl groups R41, n all groups R41 within said amine are identical, and (K3) an amine containing not more than one amino group and at least two alkoxy— or hy- droxy-substituted 02 to 012 alkyl groups R42, wherein at least one of the groups R42 bears the alkoxy or hydroxy substituent at a ary or tertiary carbon atom and wherein all groups R42 with said amine are identical. 246. The composition according to anyone of the embodiments 201 to 245, further comprising (F) a nitrogen-containing fertilizer. 247. The composition according to anyone of the embodiments 201 to 245, r sing (Fl) a urea—containing fertilizer comprising at least one component ed from the group consisting of urea, urea ammonium nitrate (UAN), lsobutylidene diurea (lBDU), cro— tonylidene diurea (CDU) and urea formaldehyde (UF), urea—acetaldehyde, and urea- glyoxal condensates. 248. The composition according to anyone of the embodiments 201 to 245, r comprising (F) a nitrogen-containing fertilizer which comprises urea. 249. Process for treating the soil comprising: 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. 250. Process according to embodiment 249 comprising: applying the composition by spraying it onto the soil. 251. Process according to embodiment 249, wherein the composition is — either at the same time or with a time difference — applied together with at least one nitrogen—containing ferti— lizer (F) into the soil in—furrow and/or as side—dress and/or as broadcast. 252. Use of the composition according to anyone of the embodiments 201 to 245 as ve or coating material for nitrogen~containing fertilizers (F).

Claims

Claims 1.

1. A composition comprising: 5 (A) a mixture comprising at least one phosphoric acid triamide according to the general formula (I) R1R2N–P(X)(NH 2)2 , wherein X is oxygen or sulfur; 10 R1 is a C1 to C20 alkyl, C3 to C20 cycloalkyl, C6 to C20 aryl, or dialkylaminocarbonyl group; R2 is H, or R1 and R2 together with the en atom linking them define a 5- or 6-membered saturated or unsaturated heterocyclic l, which optionally ses 15 1 or 2 further heteroatoms selected from the group consisting of nitrogen, oxygen, and sulfur, (C) at least one amine selected from the group consisting of (C1) a ric polyamine, and 20 (C2) an amine containing not more than one amino group and at least three alkoxy- or hydroxy-substituted C2 to C12 alkyl groups R21 , wherein at least one of the groups R21 is different to the other groups R21 , and (C3) an amine containing not more than one amino group and at least two alkoxy- or hydroxy-substituted C2 to C12 alkyl groups R22 , wherein at least one of the 25 groups R22 bears the alkoxy or hydroxy substituent at a secondary or tertiary carbon atom and n at least one of the groups R22 is different to the other group(s) R22 , and (C4) an amine containing at least one saturated or unsaturated C8 to C40 alkyl group R23 , and 30 (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-nbutylthiophosphoric acid triamide (NBPT) and/or N-n-propylthiophosphoric acid triamide 35 (NPPT).

3. The composition according to claim 1 or 2, wherein (C) is (C1) a polymeric polyamine.

4. The composition according to claim 1 or 2, wherein (C) is (C1) which is a kylene imine.

5 5. The composition according to claim 1 or 2, wherein (C) is (C1) which is a polyethylene imine.

6. The composition according to claim 1 or 2, wherein (C) is (C2) an amine containing not more than one amino group and at least three alkoxy- 10 or hydroxy-substituted C2 to C12 alkyl groups R21 , wherein at least one of the groups R21 is different to the other groups R21 .

7. The composition according to claim 1 or 2, n (C) is (C2) an amine selected from the group consisting of Bis(hydroxyethyl)-isopropanolamine 15 (DEIPA), and 1,1’-((2-Hydroxyethyl)imino)dipropanol.

8. The composition according to claim 1 or 2, wherein (C) is (C3) an amine containing not more than one amino group and at least two alkoxyor hydroxy-substituted C2 to C12 alkyl groups R22 , wherein at least one of said alkyl 20 groups bears the alkoxy or hydroxy substituent at a secondary or tertiary carbon atom and wherein at least one of the groups R22 is ent to the other s) R22 .

9. The composition according to claim 1 or 2, wherein (C) is (C3) an amine selected from the group consisting of 1-((2-hydroxyethyl)amino)propanol, 25 and N-Methyl-N-hydroxyethyl-isopropanolamine.

10. The composition according to claim 1 or 2, wherein (C) is (C) an amine which is (C4) an amine containing at least one ted or unsaturated C8 to C40 alkyl 30 group R23 .

11. The composition according to claim 1 or 2, wherein (C) is (C4) an amine selected from the group consisting of ethoxylated (2) cocoalkylamine, ethoxylated (5) cocoalkylamine, lated (15) cocoalkylamine, lated (2) oleyla- 35 mine, 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 or 2, further comprising (D) at least one amide according to the general formula (III) R31CO–NR 32R33 wherein 5 R31CO is an acyl l having 1 to 22 carbon atoms; R32 is H or alkyl, and R33 is H or alkyl, or R32 and R33 together with the nitrogen atom linking them define a 5- or 6-membered saturated or unsaturated heterocyclic radical, which optionally comprises 10 1 or 2 r heteroatoms selected from the group consisting of nitrogen, oxygen, and sulfur.

13. The composition according to claim 1 or 2, 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.

14. The composition ing to claim 1 or 2, further comprising (E) an l comprising at least two hydroxy groups which are not dissociable in the s medium. 20

15. The ition according to claim 1 or 2, further comprising (E) propane-1,2-diol (alpha-propylene glycol).

16. A composition comprising: 25 (A) a mixture comprising at least one (thio)phosphoric acid triamide according to the general formula (I) R1R2N–P(X)(NH 2)2 , X is oxygen or sulfur; 30 R1 is a C1 to C20 alkyl, C3 to C20 cycloalkyl, C6 to C20 aryl, or dialkylaminocarbonyl group; R2 is H, or R1 and R2 together with the nitrogen atom linking them define a 5- or 6-membered saturated or unsaturated heterocyclic radical, which optionally comprises 35 1 or 2 further heteroatoms selected from the group consisting of nitrogen, oxygen, and sulfur, (D) at least one amide according to the general formula (III) R31CO–NR32R33 wherein R31CO is an acyl radical having 1 to 22 carbon atoms; R32 is H or alkyl, and 5 R33 is H or alkyl, or R32 and R33 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 e (A) comprises N-nbutylthiophosphoric acid triamide (NBPT) and/or N-n-propylthiophosphoric acid triamide (NPPT). 15

18. The composition according to claim 16 or 17, wherein in the general formula (III) of (D) R31CO is a ysubstituted acyl radical having 1 to 22 carbon atoms.

19. The composition according to claim 16 or 17, n (D) is a alkyl 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 or 17, wherein (D) is a lactic acid N,N- ylamide.

21. The composition according to claim 1 or 16, substantially as herein described with refer- 25 ence to any one of the Examples thereof.