CA1089664A - Fertilizer compound of the ureaform type and a method for the production thereof - Google Patents
Fertilizer compound of the ureaform type and a method for the production thereofInfo
- Publication number
- CA1089664A CA1089664A CA249,231A CA249231A CA1089664A CA 1089664 A CA1089664 A CA 1089664A CA 249231 A CA249231 A CA 249231A CA 1089664 A CA1089664 A CA 1089664A
- Authority
- CA
- Canada
- Prior art keywords
- nitrogen
- ureaform
- urea
- formaldehyde
- compound
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 229920001807 Urea-formaldehyde Polymers 0.000 title claims abstract description 80
- 150000001875 compounds Chemical class 0.000 title claims abstract description 46
- 238000000034 method Methods 0.000 title claims abstract description 29
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 8
- 239000003337 fertilizer Substances 0.000 title abstract description 17
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims abstract description 130
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 67
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims abstract description 64
- 229910001868 water Inorganic materials 0.000 claims abstract description 58
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 55
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims abstract description 36
- 239000004202 carbamide Substances 0.000 claims abstract description 36
- 238000006243 chemical reaction Methods 0.000 claims abstract description 12
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 10
- 238000009833 condensation Methods 0.000 claims abstract description 8
- 230000005494 condensation Effects 0.000 claims abstract description 8
- 239000003153 chemical reaction reagent Substances 0.000 claims abstract description 4
- 230000008569 process Effects 0.000 claims description 17
- 230000015572 biosynthetic process Effects 0.000 claims description 3
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 claims description 3
- DSKJXGYAJJHDOE-UHFFFAOYSA-N methylideneurea Chemical compound NC(=O)N=C DSKJXGYAJJHDOE-UHFFFAOYSA-N 0.000 claims description 3
- 238000004458 analytical method Methods 0.000 claims description 2
- 230000008901 benefit Effects 0.000 abstract description 4
- 229910000402 monopotassium phosphate Inorganic materials 0.000 abstract description 2
- 239000007836 KH2PO4 Substances 0.000 abstract 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 abstract 1
- 229910052500 inorganic mineral Inorganic materials 0.000 abstract 1
- 239000011707 mineral Substances 0.000 abstract 1
- 235000011007 phosphoric acid Nutrition 0.000 abstract 1
- 229960005419 nitrogen Drugs 0.000 description 49
- 235000013877 carbamide Nutrition 0.000 description 30
- 239000000047 product Substances 0.000 description 17
- 239000000203 mixture Substances 0.000 description 15
- 239000000243 solution Substances 0.000 description 14
- 239000000706 filtrate Substances 0.000 description 10
- 239000000463 material Substances 0.000 description 8
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 7
- 230000000694 effects Effects 0.000 description 7
- ODGAOXROABLFNM-UHFFFAOYSA-N polynoxylin Chemical compound O=C.NC(N)=O ODGAOXROABLFNM-UHFFFAOYSA-N 0.000 description 7
- 239000012467 final product Substances 0.000 description 6
- 239000000376 reactant Substances 0.000 description 5
- 241000196324 Embryophyta Species 0.000 description 4
- YKLXJVRAOOKPPV-UHFFFAOYSA-N 1,3-bis[[(carbamoylamino)methylcarbamoylamino]methyl]urea Chemical compound NC(=O)NCNC(=O)NCNC(=O)NCNC(=O)NCNC(N)=O YKLXJVRAOOKPPV-UHFFFAOYSA-N 0.000 description 3
- 238000013270 controlled release Methods 0.000 description 3
- MCWXGJITAZMZEV-UHFFFAOYSA-N dimethoate Chemical compound CNC(=O)CSP(=S)(OC)OC MCWXGJITAZMZEV-UHFFFAOYSA-N 0.000 description 3
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 239000002689 soil Substances 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- PAWQVTBBRAZDMG-UHFFFAOYSA-N 2-(3-bromo-2-fluorophenyl)acetic acid Chemical compound OC(=O)CC1=CC=CC(Br)=C1F PAWQVTBBRAZDMG-UHFFFAOYSA-N 0.000 description 2
- OKNSZPQWMKXIEO-UHFFFAOYSA-N Dimethylenetriurea Chemical compound NC(=O)NCNC(=O)NCNC(N)=O OKNSZPQWMKXIEO-UHFFFAOYSA-N 0.000 description 2
- 241000209082 Lolium Species 0.000 description 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical class OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 2
- VGGLHLAESQEWCR-UHFFFAOYSA-N N-(hydroxymethyl)urea Chemical compound NC(=O)NCO VGGLHLAESQEWCR-UHFFFAOYSA-N 0.000 description 2
- NORSOBXRJTUXCY-UHFFFAOYSA-N Trimethylenetetraurea Chemical compound NC(=O)NCNC(=O)NCNC(=O)NCNC(N)=O NORSOBXRJTUXCY-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 230000009418 agronomic effect Effects 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- KQVLODRFGIKJHZ-UHFFFAOYSA-N methylenediurea Chemical compound NC(=O)NCNC(N)=O KQVLODRFGIKJHZ-UHFFFAOYSA-N 0.000 description 2
- 239000012452 mother liquor Substances 0.000 description 2
- WTEVQBCEXWBHNA-YFHOEESVSA-N neral Chemical compound CC(C)=CCC\C(C)=C/C=O WTEVQBCEXWBHNA-YFHOEESVSA-N 0.000 description 2
- 239000000618 nitrogen fertilizer Substances 0.000 description 2
- 230000004044 response Effects 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- XMKLTEGSALONPH-UHFFFAOYSA-N 1,2,4,5-tetrazinane-3,6-dione Chemical compound O=C1NNC(=O)NN1 XMKLTEGSALONPH-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- WTEVQBCEXWBHNA-UHFFFAOYSA-N Citral Natural products CC(C)=CCCC(C)=CC=O WTEVQBCEXWBHNA-UHFFFAOYSA-N 0.000 description 1
- 241000518994 Conta Species 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- 229910002651 NO3 Inorganic materials 0.000 description 1
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000012670 alkaline solution Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000033558 biomineral tissue development Effects 0.000 description 1
- YYRMJZQKEFZXMX-UHFFFAOYSA-N calcium;phosphoric acid Chemical compound [Ca+2].OP(O)(O)=O.OP(O)(O)=O YYRMJZQKEFZXMX-UHFFFAOYSA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- WTEVQBCEXWBHNA-JXMROGBWSA-N citral A Natural products CC(C)=CCC\C(C)=C\C=O WTEVQBCEXWBHNA-JXMROGBWSA-N 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 230000006378 damage Effects 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 239000008098 formaldehyde solution Substances 0.000 description 1
- 239000000727 fraction Substances 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 231100001231 less toxic Toxicity 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen(.) Chemical compound [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 238000010979 pH adjustment Methods 0.000 description 1
- RGSFGYAAUTVSQA-UHFFFAOYSA-N pentamethylene Natural products C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 1
- 125000004817 pentamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- -1 polymethylene Polymers 0.000 description 1
- 229940072033 potash Drugs 0.000 description 1
- 235000015320 potassium carbonate Nutrition 0.000 description 1
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 210000004767 rumen Anatomy 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 229910021653 sulphate ion Inorganic materials 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
- SYOKIDBDQMKNDQ-XWTIBIIYSA-N vildagliptin Chemical compound C1C(O)(C2)CC(C3)CC1CC32NCC(=O)N1CCC[C@H]1C#N SYOKIDBDQMKNDQ-XWTIBIIYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C05—FERTILISERS; MANUFACTURE THEREOF
- C05C—NITROGENOUS FERTILISERS
- C05C9/00—Fertilisers containing urea or urea compounds
- C05C9/02—Fertilisers containing urea or urea compounds containing urea-formaldehyde condensates
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Fertilizers (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IL47144A IL47144A (en) | 1975-04-22 | 1975-04-22 | Fertilizer compound the ureaform type and a method for the production thereof |
| IL47144 | 1975-04-22 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1089664A true CA1089664A (en) | 1980-11-18 |
Family
ID=11048192
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA249,231A Expired CA1089664A (en) | 1975-04-22 | 1976-03-30 | Fertilizer compound of the ureaform type and a method for the production thereof |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US4089899A (oth) |
| CA (1) | CA1089664A (oth) |
| DE (1) | DE2536545A1 (oth) |
| FR (1) | FR2308606A1 (oth) |
| GB (1) | GB1483994A (oth) |
| IL (1) | IL47144A (oth) |
| NL (1) | NL7603419A (oth) |
Families Citing this family (27)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IT1121801B (it) * | 1978-06-19 | 1986-04-23 | Ashland Oil Inc | Fertilizzanti liquidi di metilen-uree |
| US4378238A (en) * | 1981-07-30 | 1983-03-29 | The O.M. Scott & Sons Company | Controlled release particulate fertilizer composition |
| EP0071128B2 (de) * | 1981-07-30 | 1995-08-16 | O.M.Scott + Sons Company | Granuliertes Düngemittel mit gesteuerter Wirkstofffreigabe |
| IT1152197B (it) * | 1982-05-27 | 1986-12-31 | Montedison Spa | Procedimento per la preparazione di fertilizzanti a lenta cessione di azoto |
| US4483877A (en) * | 1983-01-25 | 1984-11-20 | Hawkeye Chemical Company | Method of producing silage |
| US4526606A (en) * | 1983-05-05 | 1985-07-02 | Georgia-Pacific Resins, Inc. | Urea-formaldehyde liquid fertilizer suspension |
| US4954154A (en) * | 1986-03-26 | 1990-09-04 | The O. M. Scott & Sons Company | Controlled release fertilizer gel composition and process for its production |
| US5266097A (en) * | 1992-12-31 | 1993-11-30 | The Vigoro Corporation | Aminoureaformaldehyde fertilizer method and composition |
| US5453924A (en) * | 1994-05-16 | 1995-09-26 | Ag-Chem Equipment Company, Inc. | Mobile control system responsive to land area maps |
| FI98365C (fi) * | 1995-07-28 | 1997-06-10 | Kemira Agro Oy | Menetelmä lannoitteen valmistamiseksi |
| US5698003A (en) * | 1995-12-19 | 1997-12-16 | Imc-Agrico Company | Formulation for fertilizer additive concentrate |
| DE19613794C2 (de) * | 1996-04-04 | 1998-07-23 | Agra Duenger Gmbh | Nährstoffsubstrat für Mikroorganismen bei der biologischen Bodensanierung |
| US6048378A (en) * | 1998-08-13 | 2000-04-11 | Lesco, Inc. | Highly available particulate controlled release nitrogen fertilizer |
| US6254655B1 (en) | 1999-03-18 | 2001-07-03 | Oms Investments, Inc. | Processes for preparing granular composite fertilizer compositions and products produced thereby |
| ITMI20011831A1 (it) * | 2001-08-30 | 2003-03-02 | Sadepan Chimica S R L | Procedimento per la produzione di fertilizzanti azoiati e complessi, anche con microelementi, in forma granulare sferica ad elevata omogenei |
| US6900162B2 (en) * | 2002-03-26 | 2005-05-31 | Georgia-Pacific Resins, Inc. | Slow release nitrogen coating |
| MXPA06006937A (es) * | 2003-12-18 | 2006-09-04 | Georgia Pacific Resins | Fertilizador granular que contiene nitrogeno de liberacion prolongada. |
| WO2005107454A2 (en) * | 2004-04-30 | 2005-11-17 | Nft Industries, Llc | Controlled release fertilizers employing ureaform compounds and processes for making same |
| WO2007024753A2 (en) * | 2005-08-18 | 2007-03-01 | Regal Chemical Company | Slow-release fertilizer and method of making and using same |
| KR101282440B1 (ko) * | 2005-10-14 | 2013-07-04 | 아처 다니엘 미드랜드 캄파니 | 비료 조성물 및 사용 방법 |
| US7862642B2 (en) * | 2006-12-14 | 2011-01-04 | Georgia-Pacific Chemicals Llc | Extended-release urea-based granular fertilizer |
| US20080269053A1 (en) * | 2007-04-26 | 2008-10-30 | Less John F | Amino Acid Compositions and Methods of Using as Fertilizer |
| CN102372656B (zh) * | 2010-08-26 | 2014-08-20 | 中国石油化工股份有限公司 | 一种碳酰六胺化合物及其制备方法 |
| CA2881711A1 (en) | 2012-08-15 | 2014-02-20 | Koch Agronomic Services, Llc | Liquid compositions containing urease inhibitors and aryl alkyl alcohols |
| WO2014028767A1 (en) | 2012-08-15 | 2014-02-20 | Koch Agronomic Services, Llc | Liquid compositions containing urease inhibitors and glycol alkyl ethers |
| WO2018197991A1 (en) * | 2017-04-24 | 2018-11-01 | Sabic Global Technologies B.V. | Urea condensation compositions and methods of making the same |
| EP3826981B1 (en) | 2018-07-23 | 2026-02-18 | Sabic Agri-Nutrients Company | Spherical urea-aldehyde condensate fertilizers |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2415705A (en) * | 1942-03-14 | 1947-02-11 | Solvay Process Co | Process for producing fertilizers containing insoluble nitrogen |
| US2502996A (en) * | 1944-06-20 | 1950-04-04 | Cynthia Ann Rohner | Fertilizers and methods for their production |
| US2592809A (en) * | 1949-01-27 | 1952-04-15 | Du Pont | Preparation of nitrogenous fertilizer compositions |
| US2644806A (en) * | 1950-09-14 | 1953-07-07 | Allied Chem & Dye Corp | Process for preparing a fertilizer containing water-insoluble nitrogen |
| US2766283A (en) * | 1951-09-12 | 1956-10-09 | Du Pont | Preparation of fertilizer compositions |
| US2830036A (en) * | 1955-06-06 | 1958-04-08 | Nitro Form Agricultural Chemic | Production of fertilizer compositions |
| US2916371A (en) * | 1956-10-26 | 1959-12-08 | James M O'donnell | Temperature control process for making urea formaldehyde fertilizer compositions |
| US3150955A (en) * | 1961-11-03 | 1964-09-29 | Allied Chem | Process for producing a free-flowing multi-layer ureaform coated fertilizer |
| US3231363A (en) * | 1963-04-08 | 1966-01-25 | O M Scott And Sons Co | Process for making foamed ureaformaldehyde fertilizer |
| GB1099643A (en) * | 1964-05-27 | 1968-01-17 | Mitsubishi Chem Ind | Preparation of alkylidene diureas |
| US3333940A (en) * | 1966-05-13 | 1967-08-01 | Grace W R & Co | Process comprising impregnation of exfoliated vermiculite with urea-formaldehyde, and product thereof |
| DE1917569A1 (de) * | 1969-04-05 | 1971-03-25 | Neba Chemie Ag | Verfahren zur Herstellung von Harnstoff-Formaldehyd-Kondensationsprodukten |
| US3759687A (en) * | 1971-04-30 | 1973-09-18 | A Nobell | Method for manufacture of ureaformaldehyde fertilizer |
| US3970625A (en) * | 1973-03-14 | 1976-07-20 | Allied Chemical Corporation | Production of urea-formaldehyde concentrates |
-
1975
- 1975-04-22 IL IL47144A patent/IL47144A/xx unknown
- 1975-08-16 DE DE19752536545 patent/DE2536545A1/de not_active Withdrawn
-
1976
- 1976-03-26 US US05/670,683 patent/US4089899A/en not_active Expired - Lifetime
- 1976-03-30 CA CA249,231A patent/CA1089664A/en not_active Expired
- 1976-03-31 GB GB12933/76A patent/GB1483994A/en not_active Expired
- 1976-04-01 NL NL7603419A patent/NL7603419A/xx not_active Application Discontinuation
- 1976-04-21 FR FR7611740A patent/FR2308606A1/fr active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| FR2308606A1 (fr) | 1976-11-19 |
| GB1483994A (en) | 1977-08-24 |
| US4089899A (en) | 1978-05-16 |
| NL7603419A (nl) | 1976-10-26 |
| FR2308606B3 (oth) | 1979-01-12 |
| IL47144A (en) | 1978-06-15 |
| IL47144A0 (en) | 1975-08-31 |
| DE2536545A1 (de) | 1976-11-04 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |