US 12,448,339 B2
Nitrification inhibitors to improve fertilizer efficiency
Gary David McKnight, High Point, NC (US); and Randall Linwood Rayborn, Burlington, NC (US)
Assigned to SOILGENIC TECHNOLOGIES, LLC, High Point, NC (US)
Filed by SOILGENIC TECHNOLOGIES, LLC, High Point, NC (US)
Filed on Dec. 2, 2021, as Appl. No. 17/540,754.
Application 17/540,754 is a continuation in part of application No. 15/967,575, filed on Apr. 30, 2018, granted, now 11,198,652.
Application 15/967,575 is a continuation in part of application No. 15/854,319, filed on Dec. 26, 2017, granted, now 10,273,194.
Application 15/854,319 is a continuation in part of application No. 15/641,264, filed on Jul. 4, 2017, abandoned.
Claims priority of provisional application 62/358,116, filed on Jul. 4, 2016.
Prior Publication US 2022/0089507 A1, Mar. 24, 2022
This patent is subject to a terminal disclaimer.
Int. Cl. C05G 3/90 (2020.01); C05F 11/08 (2006.01); C05G 3/60 (2020.01); C05G 5/23 (2020.01)
CPC C05G 3/90 (2020.02) [C05F 11/08 (2013.01); C05G 3/60 (2020.02); C05G 5/23 (2020.02)] 18 Claims
OG exemplary drawing
 
1. A method of making a liquid composition, wherein said liquid composition comprises:
a) one or more biodegradable polymers and/or oligomers; and
b) a non-aqueous polar, aprotic organic liquid, (NAPAOL), wherein said NAPAOL is a reaction medium for the formation of said one or more biodegradable polymers and/or oligomers, wherein said one or more biodegradable polymers and/or oligomers are a product of a reaction of one or more aldehydes with one or more nitrification inhibitors, wherein a structure of said one or more nitrification inhibitors comprise i) one or more cyano functionalities and ii) one or more aldehyde reactive functionalities, wherein said one or more aldehyde reactive functionalities are selected from the group consisting of a) one or more primary amines, b) one or more secondary amines, c) one or more amides, d) one or more thiols, e) one or more hydroxyls, and f) one or more phenols, wherein the NAPAOL comprises one or more members selected from the group consisting of:
i) dimethyl sulfoxide (DMSO);
ii) one or more sulfoxides having the formula:
R9S(O)xR10
wherein R9 and R10 are each independently a C1-6 alkylene group, an aryl group, or C1-3 alkylenearyl group 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 C1-6 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 and x equals 1 or 2:
iii) one or more alkylene carbonates selected from the group consisting of (1) ethylene carbonate, (2) propylene carbonate, and (3) butylene carbonate;
iv) 1-Methyl-2-pyrrolidone;
v) one or more organo phosphorous liquids comprising hexamethylphosphoramide;
vi) one or more trialkylphosphates having a structure:

OG Complex Work Unit Chemistry
wherein:
R22 is an alkyl radical-C1H3 to —C6H13,
R23 is an alkyl radical-C1H3 to —C6H13, and
R24 is an alkyl radical-C1H3 to —C6H133,
vii) 2-methoxyethyl ether; and
viii) cyclohexylpyrrolidone, and
wherein the reaction medium does not comprise water and
wherein water generated by the reaction is removed from the reaction medium.