# US 2019/0169081 A1 · Compositions and Methods for Coating of Nitrification Inhibitors with a Solution Containing a High Concentration of Urease Inhibitors

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- Number: US 2019/0169081 A1
- Document ID: US20190169081A1
- Status: Published application
- Kind: A1
- Application number: 15/898,126
- Filed: 2018-02-15
- Published: 2019-06-06
- Earliest claimed: 2017-12-01
- Assignees: World Source Enterprises, LLC
- Inventors: Gary David McKnight; Randall Linwood Rayborn; Charles J Barber; Wei Xu
- Web page: https://patentgrep.com/patent/US20190169081A1

## CPC

- C05C 1/02: Granulation (apparatus B01J2/00); Pelletisation; Stabilisation; Colouring
- A01N 63/20: Bacteria; Substances produced thereby or obtained therefrom
- A01N 63/30: Microbial fungi; Substances produced thereby or obtained therefrom
- A01N 63/40: Viruses, e.g. bacteriophages
- C05C 9/005: {Post-treatment}
- C05F 11/08: Organic fertilisers containing added bacterial cultures, mycelia or the like
- C05G 3/90: for affecting the nitrification of ammonium compounds or urea in the soil
- C05G 5/30: Layered or coated, e.g. dust-preventing coatings
- Y02P 60/21: Dinitrogen oxide [N2O], e.g. using aquaponics, hydroponics or efficiency measures
- C05C: NITROGENOUS FERTILISERS
- A01N: PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF (preservation of food or foodstuff A23); BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES (preparations for medical, dental or toiletry purposes which kill or prevent the growth or proliferation of unwanted organisms A61K); PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- C05F: ORGANIC FERTILISERS NOT COVERED BY SUBCLASSES C05B, C05C, e.g. FERTILISERS FROM WASTE OR REFUSE
- C05G: MIXTURES OF FERTILISERS COVERED INDIVIDUALLY BY DIFFERENT SUBCLASSES OF CLASS C05; MIXTURES OF ONE OR MORE FERTILISERS WITH MATERIALS NOT HAVING A SPECIFIC FERTILISING ACTIVITY, e.g. PESTICIDES, SOIL-CONDITIONERS, WETTING AGENTS (organic fertilisers containing added bacterial cultures, mycelia, or the like C05F11/08; organic fertilisers containing plant vitamins or hormones C05F11/10); FERTILISERS CHARACTERISED BY THEIR FORM
- Y02P: CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS

## Abstract

The present invention relates to increasing and/or maintaining nitrogen content in soil by administration of granular or powdered nitrification inhibitors coated with urease inhibitors. In one embodiment, urease inhibitors are dispersed in an improved organo liquid delivery system at concentration levels of 50-90%. In another embodiment, urease inhibitors were applied in a non-aqueous, organo liquid delivery system coating solid nitrification inhibitors utilizing simple blending equipment at temperatures of 20°-70° C. Another embodiment discloses a dry, flowable additive containing a nitrification inhibitor coated with a urease inhibitor which can be administered directly to the soil, to a dry natural and/or a manmade fertilizer or to a liquid fertilizer which provides for the reduction of nitrogen loss from the soil.

## Claims

### Claim 1

1) An additive that imparts to liquid or solid manmade fertilizer, manure, waste or compost an increased longevity of plant available nitrogen in the soil wherein said additive is a dry, flowable composition comprising one or more solid nitrification inhibitors coated with a liquid formulation comprised of one or more urease inhibitors that have been solubilized within a non-aqueous organo solvent delivery system (NOSDS) wherein the NOSDS is comprised of one or more solvents selected from the group consisting of aprotic organo solvents and protic organo solvents wherein the aprotic organo solvents are one or more members selected from the group consisting of:
a) dimethyl sulfoxide,
b) one or more sulfoxide(s) selected from the group consisting of dialkyl, diaryl, or alkylaryl sulfoxide(s) selected from the formula structure:
R9S(O)xR10
wherein
i) R9 and R10 are each independently a C1-C6 alkylene group, an aryl group or C1-C3 alkylenearyl group,
ii) or R9 and R10 together with the sulfur to which they are attached form a 4 to 8 membered ring wherein R9 and R10 together are a C1-C6 alkylene group which optionally contains one or more atoms selected from the group consisting of O, S, Se, Te, N, and P in the ring,
iii) and x is 1 or 2,
c) one or more alkylene carbonates selected from the group consisting of ethylene carbonate, propylene carbonate, and butylene carbonate,
d) one or more polyols capped with acetate or formate wherein the polyols are selected from the group consisting of ethylene glycol, 1,3 propylene glycol, 1,2 propylene glycol, butylene glycol, trimethylol propane, trimethylol ethane, pentaerythritol, sorbitol and sorbitan, glucose, fructose, galactose and glycerin,
e) one or more alkylene glycol alkyl ethers acetates selected from the group consisting of dipropylene glycol methyl ether acetate, tripropylene glycol methyl ether acetate, and tripropylene glycol butyl ether acetate,
f) one or more diesters selected from the group consisting of dimethylsuccinate, dimethyl adipate, diethyl glutarate, and dimethyl glutarate,
g) one or more alkyl pryrrolidones selected from the group consisting of 1-Methyl-2-pyrrolidone and cyclohexylpyrrolidone,
h) one or more members selected from the group consisting of dimethylacetamide, dimethylformamide, dimethyl-2-imidazolidinone, isophorone, hexamethylphosphoramide, 1,2-dimethyloxyethane, 2-methoxyethyl ether and limonene,
i) one or more trialkyl phosphates selected from the group consisting of triethyl phosphate and tributyl phosphate,
wherein said protic solvents are one or more members selected from the group consisting of:
a. one or more alcohols selected from the group consisting of C1-C10 alkanols,
b. one or more polyols selected from the group consisting of trimethylol propane, trimethylol ethane, pentaerythritol, sorbitol and sorbitan, glucose, fructose, galactose, and glycerin,
c. one or more polyalkylene glycols selected from the group consisting of poly(C1-C10 alkylene) glycols,
d. isopropylidene glycerol,
e. one or more alkylene glycol alkyl ethers of formula:
wherein
i) R1 is one or more members selected from the group consisting of CH3, C2H5, C3H7 and C4H9,
ii) R2 is one or more members selected from the group consisting of H and the formula:
wherein
(1) R4 is one or more members selected from the group consisting of H and CH3,
(2) and f is an integer between 1 and 15,
iii) wherein R3 is one or more members selected from the group consisting of H and CH3,
f. one or more alkyl lactates selected from the group consisting of ethyl, propyl and butyl lactate,
g. one or more alkanolamines selected from the group consisting of alkanolamines of formula:
wherein
iv) R5 is one or more members selected from the group consisting of C2H4OR8 and C3H6OH,
v) R6 is: H, C2H4OR8 and C3H6OH,
vi) R7 is one or more members selected from the group consisting of H, C2H4OR8 and C3H6OH,
wherein
R8 is (C2H4O)gH, (1)
wherein g is an integer between 1-10,
and h) glycerol carbonate,
wherein said dry, flowable additive's composition weight percent comprises 80-99% nitrification inhibitor, 18-0.5% urease inhibitor and 10-0.2% NOSDS, wherein said NOSDS composition comprises a weight percent range for protic to aprotic solvents of 0%:100% to 100%:0%, wherein the additive composition comprises less than 5% water, wherein said liquid composition is comprised of urease inhibitors that are in solution in the NOSDS and wherein the NOSDS further comprises the following criteria
j) is environmentally safe,
k) has flashpoints above 145° F.,
l) is inherently rated safe for contact with humans and animals,
m) forms a liquid solution at 20-70° C. of urease inhibitors comprising a composition with a % weight ratio of NOSDS of 50-10% and urease inhibitors at 50-90% for coating the surfaces of nitrification inhibitors with urease inhibitors,
n) provides an even and effective coating of urease inhibitor to the surfaces of nitrification inhibitors granules and powders while not causing clumping of the granules or powder.
o) assists the coated nitrification inhibitor granules and powders to easily dissolve in water or aqueous fertilizers resulting in a clear and stable solution ready for application to plants and/or soil.

### Claim 2 (depends on 1)

2) The additive of claim 1, wherein the composition comprises one or more nitrification inhibitor(s) selected from the group consisting of 2-chloro-6-trichloromethyl)pyridine, 4-amino-1,2,4-6-triazole-HCl, 2,4-diamino-6-trichloromethyltriazine CL-1580, dicyandiamide (DCD), thiourea, 1-mercapto-1,2,4-triazole, ammonium thiosulfate, dimethylpyrazole organic and inorganic salts, and 2-amino-4-chloro-6-methylpyrimidine.

### Claim 3 (depends on 1)

3) The additive of claim 1, wherein the composition comprises the nitrification inhibitor dicyandiamide.

### Claim 4 (depends on 1)

4) The additive of claim 1 wherein the composition comprises one or more urease inhibitors selected from the group consisting of
a) one or more alkyl phosphoric amides of formula:
wherein:
i) R18 is one or more members selected from the group consisting of CH3, C2H5, C3H7, C4H9, C5H11, C6H13, C6H5, C7H7, OX4, OCH3, OC2H5, OC3H7, OC4H9, OC5H11, OC6H13, and HNR21 wherein
(1) R21 is one or more members selected from the group consisting of H, CH3, C2H5, C3H7, C4H9, C5H11 and C6H13
(2) X4 is one or more members selected from the group consisting of
(a) H, Na, Li and K,
(b) NH4
(c) one or more organoamines selected from the group consisting of mono C1-6 amine, di C1-6 amine, tri C1-6 amine, mono ethanol amine, diethanol amine, triethanol amine, monoisopropanol amine, diisopropanol amine, triisopropanol amine, ethylene diamine, diethylene triamine, triethylene tetraamine, and tetraethylene pentamine.
ii) R19 is one or more members selected from the group consisting of H, CH3, C2H5, C3H7, C4H9, C5H11 and C6H13,
iii) R20 is one or more members selected from the group consisting of H, CH3, C2H5, C3H7, C4H9, C5H11 and C6H13
iv) Z3 is one or more members selected from the group consisting of oxygen and sulfur,
b) one or more (aminomethylene)phosphinic acids and their salts of formula:
wherein:
i) R11 is one or more members selected from the group consisting of H, CH3, C2H5, C3H7, C4H9, C5H11, C6H13, C7H15 and C8H17,
ii) R12 is one or more members selected from the group consisting of H, CH3, C2H5, C3H7, C4H9, C5H11 and C6H13,
iii) R13 is one or more members selected from the group consisting of H, O—X3, CH3, C2H5, C3H7, C4H9, C5H11, C6H13, C7H15, C8H17, OCH3, OC2H5, OC3H7, OC4H9, OC5H11, OC6H13, OC7H15 and OC8H17
wherein
(1) X3 is one or more members selected from the group consisting of:
(a) H, Na, Li and K,
(b) NH4
(c) one or more organoamines selected from the group consisting of mono C1-6 amine, di C1-6 amine, tri C1-6 amine, mono ethanol amine, diethanol amine, triethanol amine, monoisopropanol amine, diisopropanol amine, triisopropanol amine, ethylene diamine, diethylene triamine, triethylene tetraamine, and tetraethylene pentamine.
(2) X1 is one or more members selected from the group consisting of
(a) H, Na, Li and K,
(b) NH4
(c) one or more organoamines selected from the group consisting of mono C1-6 amine, di C1-6 amine, tri C1-6 amine, mono ethanol amine, diethanol amine, triethanol amine, monoisopropanol amine, diisopropanol amine, triisopropanol amine, ethylene diamine, diethylene triamine, triethylene tetraamine, and tetraethylene pentamine.
iv) Z1 is one or more members selected from the group consisting of oxygen and sulfur,
c) and one or more bis-(aminomethylene)phosphinic acids and their salts of formula:
wherein:
i) R14 is one or more members selected from the group consisting of H, CH3, C2H5, C3H7, C4H9, C5H11, C6H13, C7H15 and C8H17
ii) R15 is one or more members selected from the group consisting of H, CH3, C2H5, C3H7, C4H9, C5H11 and C6H13
iii) R16 is one or more members selected from the group consisting of H, CH3, C2H5, C3H7, C4H9, C5H11, C6H13, C7H15 and C8H17
iv) R17 is one or more members selected from the group consisting of H, CH3, C2H5, C3H7, C4H9, C5H11 and C6H13
v) X2 is one or more members selected from the group consisting of
(1) H, Na, Li and K,
(2) NH4
(3) one or more organoamines selected from the group consisting of mono C1-6 amine, di C1-6 amine, tri C1-6 amine, mono ethanol amine, diethanol amine, triethanol amine, monoisopropanol amine, diisopropanol amine, triisopropanol amine, ethylene diamine, diethylene triamine, triethylene tetraamine, and tetraethylene pentamine.
vi) Z2 is one or more members selected from the group consisting of oxygen and sulfur.

### Claim 5 (depends on 4)

5) The additive of claim 4, wherein X1, X2, X3, and X4 further independently comprise one or more cations selected from the group consisting of Mg, Ca, Fe, Zn, Mn, Cu, Co, Mo and Ni.

### Claim 6 (depends on 1)

6) The additive of claim 1, wherein the composition comprises one or more urease inhibitors selected from the group consisting of N-(n-butyl) thiophosphoric triamide and (hexylaminomethylene)phosphinic acid or (aminomethylene)phosphinic acid (C8H20N2O2P) and/or its salts wherein said salts are derived from a reaction of a neutralizing agent with a phosphinic acid and wherein said neutralizing agent is comprised of a) one or more metal cations wherein said metal cations are derived from one or more members selected from the group consisting of i) elemental metals ii) metal oxides iii) metal hydroxides, iv) metal alkylates and v) metal carbonates wherein the one or more metal cations are selected from the group consisting of Na, K, Mg, Ca, Fe, Zn, Mn, Cu, Co, Mo and Ni.

### Claim 7 (depends on 1)

7) The additive of claim 1, wherein the composition further comprises surfactants, buffers, fragrance/odor masking agents, colorants, micro-nutrients, dispersed nitrification inhibitors and/or flow modifiers.

### Claim 8 (depends on 1)

8) The additive of claim 1, wherein the composition further comprises one or more biologics selected from the group consisting of:
i. Bacillus biologics, ii) Azospirillum biologics, iii) Azobacter biologics iv) Gluconacetobacter biologics, v) Phosphobacteria, vi) Cyanobacteria, vii) Herbaspirillum, viii) Burkholderia, ix) Pseudomonas, x) Gluconacetobacter, xi) Enterobacter, xii) Klebsiella, xiii) Burkholderia, xiv) Bradyrhizobium species, xv) Bradyrhizobium japonicum, xvi) Rhizobium meliloti, xvii) Laccaria bicolor, xviii) Glomus imraradices timanita, xix) Actinomyces, xx) Penicillium, xxi) Mesorhizobium cicero, xxii) one or more insecticidal or insect repellent microbial species and strains selected from a group consisting of:
Telenomus podisi, Baculovirus anticarsia; Trichogramma pretiosum, Trichogramma gallai, Chromobacterium subtsugae, Trichoderma fertile, Beauveria bassiana, Beauveria bassiana, Beauveria bassiana, Paecilomyces, Trichoderma harzianum, Verticillium lecanii, lsarfofumosarosea Lecanicillium muscarium, Streptomyces microflavus, and Muscodor albus,
xxiii) one or more nematodal microbial species and strains selected from the group consisting of:
Myrothecium verrucaria, Pasteuria species, Pasteuria Metarhizium species, and Flavobacteriwn species,
xxiv) Reynoutria sachalinensis,
xxv) one or more antifungal, antimicrobial and/or plant growth promoting microbial species and strains selected from a group consisting of:
Gliocladium species, Pseudomonas species, Pseudomonasfluorescens VP5, Pseudomonas diazotrophicus, Enterobacter cloacae, Trichodema species, Trichoderma virens, Trichoderma atroviride strains, Coniothyrium minitans, Gliocladium species, Gliacladium virens, Gliacladium roseum, and Trichodemw harzianum species,
xxvi) Spore forming species of bacteria;
xxvii) Spore forming species of fungi;
xxviii) Mycorrhizal organisms including: Laccaria bicolor, Glomus intraradices, and Amanita species;
xxix) Actinomyces species and strains thereof selected from the group consisting of: Streptomyces lydicus, Streptomyces griseoviridis, Streptomyces griseoviridis, and Streptomyces microflavus
xxx) Bacillus species and strains thereo selected from the group consisting of: Bacillus itchenifomis, Bacillus megaterium, Bacillus pumilus, Bacillus amyloliquefaciens, Bacillus licheniformis, Bacillus oleronius, Bacillus megaterium, Bacillus mojavensis, Bacillus pumilus, Bacillus subtilis, Bacillus
circulans, Bacillus globisporus, Bacillus firmus, Bacillus thuringiensis, Bacillus cereus, Bacillus amyloliquefaciens, Bacillus fimms strain I-1582 (Votivo and Nortica; Bayer), Bacillus licheniformis. Bacillus lichenformis, Bacillus pumilus, Bacillus subtilis strains, Bacillus subtilis, Bacillus amyloliquefaciens Bacillus pumilus, Bacillus thuringiensis galleriae, Bacillus thuringiensis susp kurstaki, Bacillus cereus, Bacillus subtilis, Bacillus thuringiensis, Bacillus sphaericus, Bacillus megaterium, and B. vallismortis,
xxxi) species of Plant Growth Promoting Rhizobacteda (PGPRs) and strains thereof selected from the group consisting of:
(1) one or more Gluconacetabacter species selected from the group consisting of: Gluconacetobacter diazotrophicus a,k.a, Acetobacter diazatrophicus,
(2) one or more Spirillum species selected from the group consisting of: Spirillmn lipoferum,
(3) one or more Azospirillum species selected from the group consisting of: Herbaspirillwn seropedicae,
(4) one or more Azoarcus species,
(5) one or more Azotobacter species selected from the group consisting of:
Burkholderia, Burkhalderia sp., Paenibacillusp olymyxa,
xxxii) N-fixing bacterial species and strains thereof selected from the group consisting of
(1) one or more Rhizobium species,
(2) one or more Bradyrhizobium species selected from the group consisting of: Bradyrhizobium japonicum, and Rhizobium meliloti
xxxiii) Microbial species and strains thereof that are known to improve nutrient use efficiency selected from the group consisting of:
(1) one or more Penicillium species selected from the group consisting of: Penicillium bilaii, Penicillium bilaji, and Mesorhizobium cicero,
xxxiv) Bacterial species and strains thereof from the group termed Pink-Pigmented Facultative Methylotrophs and Methylobacterium species.

### Claim 9 (depends on 1)

9) The additive of claim 1, wherein the composition comprises: a) 0.1-10 weight % said dry, flowable additive and b) 90-99.1 weight % of one or more members selected from the group consisting of i) water, ii) solid manmade fertilizers, iii) manure, iv) waste and v) compost.

### Claim 10 (depends on 1)

10) A method of preparing the additive in claim 1 comprising: a) suspending or making a solution of urease inhibitor(s) in a NOSDS at temperatures of 20-70° C. wherein the urease inhibitor is in the % weight range of about 50 to 90%; b) in a separated vessel, placing powder or granular nitrification inhibitor(s) under agitation at 20-70° C.; c) slowly adding the slurry or solution of the urease inhibitor(s) from “a)” to powder or granules of nitrification inhibitor(s) and mixing until the urease inhibitor(s) in NOSDS has uniformly coated the nitrification inhibitor(s) wherein the composition weight percent comprises 80-99% nitrification inhibitor(s), 18-0.5% urease inhibitor(s) and 10-0.2% NOSDS and d) optionally adding a flow modifier to improve handling properties, and wherein the additive is a dry, flowable solid.

### Claim 11

11) An additive that imparts to liquid or solid manmade fertilizer, manure, waste or compost an increased longevity of plant available nitrogen in the soil wherein the additive is a dry, flowable composition comprising one or more solid nitrification inhibitor(s) coated with a liquid formulation comprised of one or more urease inhibitor(s) that have been solubilized within a non-aqueous organo solvent delivery system (NOSDS) wherein the NOSDS is comprised of one or more aprotic solvent(s) wherein said aprotic solvent(s) comprise one or more members selected from of the group consisting of:
a) dimethyl sulfoxide
b) one or more sulfoxide(s) selected from of the groups consisting of dialkyl, diaryl, and alkylaryl sulfoxide(s) selected from the formula structure:
R9S(O)xR10 (1)
ii) wherein
iii) R9 and R19 are each independently a C1-C6 alkylene group, an aryl group, and C1-C3 alkylenearyl group
iv) or R9 and R19 with the sulfur to which they are attached form a 4 to 8 membered ring wherein R9 and R10 together are a C1-C6 alkylene group which optionally contains one or more atoms selected from the group consisting of O, S, Se, Te, N, and P in the ring
v) and x is 1 or 2,
wherein said dry, flowable composition weight percent comprises 80-99% nitrification inhibitor, 18-0.5% urease inhibitor, and 10-0.2% aprotic solvents, wherein the additive composition comprises less than 5% water and wherein the NOSDS further comprises the following criteria:
c) is environmentally safe;
d) has flashpoints above 145° F.;
e) is inherently rated safe for contact with humans and animals;
f) forms a liquid solution at 20-70° C. of urease inhibitors comprising a % weight ratio of NOSDS of 50-10% to 50-90% of urease inhibitors for coating the surfaces of nitrification inhibitors with urease inhibitors,
g) provides an even and effective coating of urease inhibitor to the surfaces of nitrification inhibitor granules and powders while not causing clumping of the granules or powder,
h) assists the coated nitrification inhibitor granules and powders to easily dissolve in water or aqueous fertilizers resulting in a clear and stable solution ready for application to plants and soil.

### Claim 12 (depends on 11)

12) The additive of claim 11 wherein the composition comprises one or more nitrification inhibitor(s) selected from the group consisting of 2-chloro-6-trichloromethyl)pyridine, 4-amino-1,2,4-6-triazole-HCl, 2,4-diamino-6-trichloromethyltriazine CL-1580, dicyandiamide (DCD), thiourea, 1-mercapto-1,2,4-triazole, ammonium thiosulfate, dimethylpyrazole organic and inorganic salts and 2-amino-4-chloro-6-methylpyrimidine.

### Claim 13 (depends on 12)

13) The additive of claim 12 wherein the composition comprises the nitrification inhibitor dicyandiamide.

### Claim 14 (depends on 12)

14) The additive of claim 12 wherein the composition comprises one or more urease inhibitors selected from the group consisting of:
a) one or more alkyl phosphoric amides of formula:
wherein:
i) R18 is one or more members selected from the group consisting of CH3, C2H5, C3H7, C4H9, C5H11, C6H13, C6H5, C7H7, OX4, OCH3, OC2H5, OC3H7, OC4H9, OC5H11, OC6H13 and HNR21
wherein
(1) R21 is one or more members selected from the group consisting of H, CH3, C2H5, C3H7, C4H9, C5H11 and C6H13
(2) X4 is one or more members selected from the group consisting of:
(a) H, Na, Li and K,
(b) NH4
(c) one or more organoamines selected from the group consisting of mono C1-6 amine, di C1-6 amine, tri C1-6 amine, mono ethanol amine, diethanol amine, triethanol amine, monoisopropanol amine, diisopropanol amine, triisopropanol amine, ethylene diamine, diethylene triamine, triethylene tetraamine, and tetraethylene pentamine.
ii) R19 is one or more members selected from the group consisting of H, CH3, C2H5, C3H7, C4H9, C5H11 and C6H13,
iii) R20 is one or more members selected from the group consisting of H, CH3, C2H5, C3H7, C4H9, C5H11 and C6H13
iv) Z3 is one or more members selected from the group consisting of oxygen and sulfur,
b) one or more (aminomethylene)phosphinic acids and their salts of formula:
wherein:
i) R11 is one or more members selected from the group consisting of H, CH3, C2H5, C3H7, C4H9, C5H11, C6H13, C7H15 and C8H17,
ii) R12 is one or more members selected from the group consisting of H, CH3, C2H5, C3H7, C4H9, C5H11, and C6H13,
iii) R13 is one or more members selected from the group consisting of H, O—X3, CH3, C2H5, C3H7, C4H9, C5H11, C6H13, C7H15, C8H17, OCH3, OC2H5, OC3H7, OC4H9, OC5H11, OC6H13, OC7H15 and OC8H17
(1) wherein X3 is one or more members selected from the group consisting of:
(a) H, Na, Li and K,
(b) NH4
(c) one or more organoamines selected from the group consisting of mono C1-6 amine, di C1-6 amine, tri C1-6 amine, mono ethanol amine, diethanol amine, triethanol amine, monoisopropanol amine, diisopropanol amine, triisopropanol amine, ethylene diamine, diethylene triamine, triethylene tetraamine and tetraethylene pentamine,
iv) X1 is one or more members selected from the groups consisting of:
(1) H, Na, Li and K,
(2) NH4
(3) one or more organoamines selected from the group consisting of mono C1-6 amine, di C1-6 amine, tri C1-6 amine, mono ethanol amine, diethanol amine, triethanol amine, monoisopropanol amine, diisopropanol amine, triisopropanol amine, ethylene diamine, diethylene triamine, triethylene tetraamine and tetraethylene pentamine,
v) Z1 is one or more members selected from the group consisting of oxygen and sulfur,
c) and one or more bis-(aminomethylene)phosphinic acids and their salts of formula:
wherein:
i) R14 is one or more members selected from the group consisting of H, CH3, C2H5, C3H7, C4H9, C5H11, C6H13, C7H15 and C8H17
ii) R15 is one or more members selected from the group consisting of H, CH3, C2H5, C3H7, C4H9, C5H11 and C6H13
iii) R16 is one or more members selected from the group consisting of H, CH3, C2H5, C3H7, C4H9, C5H11, C6H13, C7H15 and C8H17
iv) R17 is one or more members selected from the group consisting of H, CH3, C2H5, C3H7, C4H9, C5H11 and C6H13
v) X2 is one or more members selected from the group consisting of:
(1) H, Na, Li and K,
(2) NH4
(3) one or more organoamines selected from the group consisting of mono C1-6 amine, di C1-6 amine, tri C1-6 amine, mono ethanol amine, diethanol amine, triethanol amine, monoisopropanol amine, diisopropanol amine, triisopropanol amine, ethylene diamine, diethylene triamine, triethylene tetraamine and tetraethylene pentamine,
vi) Z2 is one or more members selected from the group consisting of oxygen and sulfur.

### Claim 15 (depends on 14)

15) The additive of claim 14, wherein X1, X2, X3, and X4 further independently comprise one or more cations selected from the group consisting of Mg, Ca, Fe, Zn, Mn, Cu, Co, Mo and Ni.

### Claim 16 (depends on 12)

16) The additive of claim 12, wherein the composition comprises one or more urease inhibitors selected from the group consisting of N-(n-butyl) thiophosphoric triamide (hexylaminomethylene)phosphinic acid and (aminomethylene) phosphinic acid (C8H20N2O2P) and/or its salts wherein said salts are derived from a reaction of a neutralizing agent with the phosphinic acid and wherein said neutralizing agent is comprised of a) one or more metal cations wherein the metal cations are derived from one or more members selected from the group consisting of i) elemental metals ii) metal oxides iii) metal hydroxides, iv) metal alkylates and v) metal carbonates wherein the one or more metal cations are selected from the group consisting of Na, K, Mg, Ca, Fe, Zn, Mn, Cu, Co, Mo and Ni.

### Claim 17 (depends on 12)

17) The additive of claim 12, wherein the composition comprises N-(n-butyl) thiophosphoric triamide, dicyandiamide, and DMSO such that said dry, flowable additive composition weight percent comprises 80-99% dicyandiamide, 18-0.5% N-(n-butyl) thiophosphoric triamide and 10-0.2% DMSO.

### Claim 18 (depends on 16)

18) The additive of claim 16, wherein the composition further comprises surfactants, buffers, fragrance/odor masking agents, colorants, micro-nutrients, dispersed nitrification inhibitors and/or flow modifiers.

### Claim 19 (depends on 12)

19) The additive of claim 12, wherein the composition comprises: a) 0.1-10 weight % of said dry, flowable additive and b) 90-99.1 weight % of one or more members selected from the group consisting of i) water, ii) solid manmade fertilizers, iii) manure, iv) waste and v) compost.

### Claim 20 (depends on 12)

20) A method of preparing the additive in claim 12 comprising: a. suspending or making a solution of urease inhibitor(s) in a NOSDS at temperatures 20-70° C. wherein the urease inhibitor is in the range of about 50 to 90%; b. in a separated vessel, placing powder or granular nitrification inhibitor(s) under agitation at 20-70° C.; c. slowly adding the slurry or solution of the urease inhibitor(s) from “a” to solid powder or granule of nitrification inhibitor(s) and mixing until the urease inhibitor(s) in NOSDS have uniformly coated the nitrification inhibitor(s) wherein a composition weight percent comprises 80-99% nitrification inhibitor(s), 18-0.5% urease inhibitor(s) and 10-0.2% NOSDS, and d. optionally adding a flow modifier to improve handling properties, and wherein the additive is a dry, flowable solid.