WO2009050169A2 - Verfahren zur herstellung von melamin - Google Patents
Verfahren zur herstellung von melamin Download PDFInfo
- Publication number
- WO2009050169A2 WO2009050169A2 PCT/EP2008/063804 EP2008063804W WO2009050169A2 WO 2009050169 A2 WO2009050169 A2 WO 2009050169A2 EP 2008063804 W EP2008063804 W EP 2008063804W WO 2009050169 A2 WO2009050169 A2 WO 2009050169A2
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- melamine
- gas
- urea
- reactor
- range
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
- C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
- C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D251/26—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hetero atoms directly attached to ring carbon atoms
- C07D251/40—Nitrogen atoms
- C07D251/54—Three nitrogen atoms
- C07D251/56—Preparation of melamine
- C07D251/60—Preparation of melamine from urea or from carbon dioxide and ammonia
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
- C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
- C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D251/26—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hetero atoms directly attached to ring carbon atoms
- C07D251/40—Nitrogen atoms
- C07D251/54—Three nitrogen atoms
- C07D251/62—Purification of melamine
Definitions
- the invention relates to an improved process for the preparation of melamine (2,4,6-triamino-1, 3,5-triazine) by thermal reaction of urea in the presence of a catalyst.
- Melamine is used for the preparation of melamine resins by reaction with carbonyl-containing compounds.
- the resins are used inter alia as plastics and in paints and varnishes.
- the high-pressure process is usually carried out at pressures of more than about 80 bar (abs.) And temperatures above 370 0 C, wherein the melamine synthesis takes place in a non-catalytic manner in a melt.
- the low-pressure process is generally carried out at pressures of about 1 bar (abs.) To about 10 bar (abs.) And temperatures of 370 to 430 0 C in a heterogeneous catalysis.
- the reaction in the catalytic low-pressure process takes place in two steps.
- urea decomposes into ammonia and isocyanic acid, which in the second, exothermic step trimerizes to melamine with liberation of carbon dioxide.
- the overall reaction (first plus second step) is endothermic.
- urea melt is decomposed at 350 0 C and 3.5 bar (abs.)
- Isocyanic acid at 450 0 C and atmospheric pressure, is then catalytically MEI in a fixed bed reactor reacted amine.
- the catalyst is generally an alumina catalyst.
- the gaseous melamine-containing reaction gas is quenched with water to remove the melamine from the reactor gas, and the aqueous melamine suspension is further worked up relatively finely in solid / liquid separation stages.
- the DSM Stamicarbon process is a one-step process that is carried out at about 7 bar (abs.).
- the catalysts used are aluminum silicates or zeolite-containing catalysts which are used in a fluidized bed.
- the fluidizing gas is pure ammonia, which is recovered from the workup stage.
- the gaseous MeI- amine containing reaction gas is cooled with water and the melamine so removed from the reactor gas.
- the aqueous melamine suspension is further worked up relatively expensively in FesWllüssigtrenntracn.
- Gas stream is transported to a cyclone and separated there from the gas.
- the gas which may contain other impurities in addition to ammonia and carbon dioxide, is then fed to a so-called urea scrubber in which it is then freed at about 135 0 C of the impurities and cooled.
- Part of the gas is then fed to the reactor as gas for the fluidized bed ("fluidizing gas") and thus re-enters the circuit, another part of the gas is fed into the crystallizer for cooling and a last part of the gas leaves the circuit exhaust.
- the high-pressure processes of melamine synthesis have relatively low single-strand capacities of about 30,000 t / year.
- the single-strand capacity is the maximum amount of melamine that can be obtained per year from a reaction and processing unit.
- BASF's low-pressure process still has a relatively low single-strand capacity of approx. 40,000 t / year.
- the method of DSM at slightly higher pressures probably has a larger single-strand capacity of about 80,000 t / year. Disadvantage of this method is but, especially in terms of apparatus and energy, complicated separation of the melamine by quenching with water (wet work-up).
- ammeiin, ammelide or cyanuric acid (formal replacement of one, two or three -Nhb groups of melamine, also mentioned in Ullmann's Encyclopedia of Industrial Chemistry, 5th Edition 1990, Vol. A 16, pages 171 to 185) through -OH). It is not clear whether these products are made up of smaller molecules under the conditions prevailing in the melamine process and / or produced by (partial) hydrolysis of ready-formed melamine.
- the object of the invention is to provide a more economically attractive process for the production of melamine from urea, without the product properties, for example morphology and purity, of the melamine deteriorating.
- the process gas of melamine synthesis consisting of ammonia and CO 2 in a mass ratio of about 1: 1, is formed in the melamine synthesis from urea.
- the gas is usually compressed by about 0.5 to 2 bar and then heated to 370 0 C to 430 0 C before it is fed into the fluidized bed reactor as fluidizing gas.
- This gas stream comes from the urea scrubber and, in a preferred embodiment of the invention, directly from the gas loop after the melamine separation, as described in more detail below.
- the reaction urea to melamine can be carried out in one or more reactors connected in series.
- the reaction is carried out in one reactor or in two reactors connected in series.
- the catalyst may be present in the form of a fluidized bed in both the first and second reactor, but preferably the catalyst is in the form of a fixed bed in the second reactor.
- Two reactors connected in series also speak of main reactor and secondary reactor.
- the melamine production is carried out in a reactor.
- the melamine production is carried out in a reactor in a fluidized bed.
- the hot fluidizing gas consisting of ammonia and carbon dioxide in a mass ratio of about 1: 1 is fed to the catalyst-filled reactor and fluidizes the solid.
- the catalyst used in the fluidized bed reactor is a conventional catalyst for the catalytic melamine synthesis based on inorganic Lewis acids, preferably Lewis acidic metal oxides, such as aluminum oxides or silicon-aluminum oxides.
- a urea melt is sprayed into the reactor together with ammonia as a sputtering gas.
- the reactor temperature is in the range of 370 0 C to 430 0 C, preferably in the range of 390 0 C to 420 0 C
- the reactor pressure is in the range of 4 bar (abs.) To 10 bar (abs.) Preferably in the range of bar (abs.) up to 8 bar (abs.).
- the reaction gas leaves the reactor via a built-cyclone separator, which separates entrained fines on catalyst and recycled to the fluidized bed.
- the process gas consists of melamine, by-products, unreacted isocyanic acid and ammonia and carbon dioxide.
- the conversion of urea to melamine is in the range of 70% to 97% by weight, based on urea; Preferably, the conversion of urea to melamine in the range of 80 wt .-% to 97 wt .-%, based on urea, in particular is the Conversion of urea to melamine in the range of 90 wt .-% to 97 wt .-%, based on urea.
- the 370 0 C to 430 0 C hot reaction gas from the melamine reactor or optionally post-reactor flows through a gas cooler, the melamine-containing reaction gas to a temperature in the range of 320 0 C to 380 0 C, preferably in the range of 330 0 C to 370 0 C cools down.
- a gas cooler determines the temperature in the gas cooler.
- the temperature in the gas cooler determined according to current knowledge, the melamine content in the melamine and the melamine content in the by-product catalyst dust.
- the total amount of further gaseous secondary components (based on melamine) in the reaction gas is surprisingly not higher than in the hitherto conventional process.
- the reaction gas is then fed into the hot gas filter.
- the catalyst dust not retained by the cyclones in the fluidized-bed reactor and the by-products desublimated in the gas cooler are separated off.
- the gas emerging from the hot gas filter usually has a temperature in the range from 320 ° C. to 380 ° C. and, in addition to melamine, generally contains only traces of high-boiling by-products, such as melam, Meiern and, furthermore, unreacted isocyanic acid.
- the catalyst dust is discharged from the filter, usually via a pressure lock, and disposed of.
- Gas coolers and hot gas filters can be redundant and operated in A-B circuit.
- the reaction gas coming from the hot gas filter is in the crystallizer at a pressure in the range of 4 bar (abs.) To 7 bar (abs.), Preferably in the range of 5 bar (abs.) To 6 bar (abs.)
- With the urea scrubber to a temperature in the range of 130 0 C to 150 0 C, preferably 135 0 C to 150 0 C cooled and washed gas (so-called "cooling gas.”
- the crystal morphology of melamine is that of current commercial products.
- the SEM measurement is known per se.
- the melamine can be treated as follows. The melamine powder is scattered onto a conductive carbon adhesive pad and sputtered with 2.5 nm platinum to increase conductivity and then the surface imaged in the SEM. The acceleration voltage is 3 kV, the images are taken with the secondary electron detector at a tilt angle of 13 degrees.
- the particle size distribution corresponds to the usual standard.
- the particle size distribution of the melamine can be determined by laser diffraction (method according to ISO 13320).
- the melamine powder is dry-dispersed at a dispersion pressure of 2 bar and analyzed, for example, in a Mastersizer S analyzer (Messrs. MaIvern) with the following measuring parameters: gas velocity 157 m / s; Scattering model 3 $$ A (Fraunhofer); Focal length 300 mm; Beam length 10.00 mm.
- the desublimated melamine is generally pneumatically conveyed in cyclones, deposited there, discharged and further promoted for bottling.
- the emerging from the melamine cyclone reaction gas (“cycle gas”) has a temperature in the range of 200 0 C to 250 0 C, preferably 210 0 C to 230 0 C and contains ammonia and carbon dioxide nor residues of melamine dust, isocyanic acid, and other byproducts.
- the amount of isocyanic acid is in the range of 0.1 vol .-% 0 to 2.0 vol .-% o, preferably 0.1 vol .-% o to 1, 0 vol .-% o.
- this hot cycle gas preferably a gas amount in the range of 5% to 50%, more preferably in the range of 10% to 20%, each based on the total amount of gas from the cyclone - after melamine separation, without passage through the urea scrubber, fed again as a fluidizing gas in the melamine synthesis reactor ("warm fluidizing gas").
- This warm fluidizing gas can be diverted at any point of the cycle gas path after the melamine separation and before the cycle gas scrubbing in the urea scrubber.
- the warm fluidizing gas in the flow direction directly after the cooling gas blower which usually promotes the cycle gas to the urea scrubber, diverted and conveyed into the melamine synthesis reactor.
- the hot fluidizing gas is preferably branched off in the flow direction upstream of the cooling gas blower, which usually conveys the cycle gas to the urea scrubber, and conveyed into the melamine synthesis reactor.
- the cycle gas residue ie the amount of the circulating gas after the melamine separation which was not diverted according to the invention, is usually conveyed to the urea scrubber via a cooling gas blower. There, the cycle gas residue is finally cooled in a operated with urea circulation scrubber to a temperature in the range of 130 0 C to 150 0 C, preferably 135 0 C to 140 0 C.
- the cooled circulating gas residue leaving the urea scrubber is then, after customary purification, for example separation of urea droplets in urea separation cyclones, partly recycled as cooling gas into the crystallizer and partly removed as waste gas of the overall process.
- the method according to the invention is distinguished, inter alia, by the following advantages:
- the operation in the higher pressure range according to the invention allows a significant reduction of the specific apparatus volumes and thus allows the construction of a single-line plant for capacities of usually at least 60,000 t / a.
- the operating volume flows and thus the specific energy consumption (energy consumption per tonne of melamine) of the fluidizing gas and refrigerant gas compressor drop while the pressure losses in the system remain constant.
- the cycle gas quantity which is currently passed over the cooling gas blower, the urea scrubber and the urea separation cyclones, reduced by a substantial amount.
- the urea circulation through the urea scrubber is reduced to the same extent, so that in addition to the aforementioned apparatus, the urea pump (s) and urea heat exchanger can be smaller.
- the reduction of investment costs and the savings in electricity consumption (cooling gas blower and urea pump (s)) as well as the natural gas consumption of salt heating represent the advantages of the modified gas path.
- the melamine obtainable by the process according to the invention is distinguished by high purity and can be further processed directly.
- the purity of the melamine achieved by the method according to the invention is less than 15 NTU (Nephelometry Turbidity Unit).
- the turbidity measurement of a melamine sample can be carried out, for example, in a HACH turbidimeter as follows. 14 g melamine; 20.4 ml of 30% formalin and 2 ml of distilled water are introduced. The sample is heated electrically (hotplate or heating hood) and boiled for exactly 30 seconds. Then the sample is cooled in a thermostat set at 35 0 C in exactly 3 minutes with occasional stirring to about 50 0 C, filled into a round cuvette and measured in the turbidimeter.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Phenolic Resins Or Amino Resins (AREA)
- Catalysts (AREA)
- Treating Waste Gases (AREA)
Abstract
Description
Claims
Priority Applications (13)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
UAA201005864A UA103755C2 (ru) | 2007-10-15 | 2008-10-14 | Способ получения меламина |
AU2008313759A AU2008313759B2 (en) | 2007-10-15 | 2008-10-14 | Method for the production of melamine |
JP2010529355A JP5721435B2 (ja) | 2007-10-15 | 2008-10-14 | メラミンの製造方法 |
CN2008801116953A CN101827829B (zh) | 2007-10-15 | 2008-10-14 | 制备三聚氰胺的方法 |
US12/738,049 US9598379B2 (en) | 2007-10-15 | 2008-10-14 | Process for preparing melamine |
BRPI0818422-4A BRPI0818422A2 (pt) | 2007-10-15 | 2008-10-14 | Processo para a preparação de melamina. |
CA2701977A CA2701977C (en) | 2007-10-15 | 2008-10-14 | Process for preparing melamine |
EA201000476A EA201000476A1 (ru) | 2007-10-15 | 2008-10-14 | Способ получения меламина |
EP08838802.0A EP2212302B1 (de) | 2007-10-15 | 2008-10-14 | Verfahren zur herstellung von melamin |
EG2010040589A EG26253A (en) | 2007-10-15 | 2010-04-12 | Melamine preparation process |
TN2010000159A TN2010000159A1 (fr) | 2007-10-15 | 2010-04-13 | Procede de preparation de melamine |
MA32767A MA31829B1 (fr) | 2007-10-15 | 2010-04-14 | Procédé de production de mélamine |
ZA2010/03378A ZA201003378B (en) | 2007-10-15 | 2010-05-13 | Method for the production of melamine |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP07118498A EP2050740A1 (de) | 2007-10-15 | 2007-10-15 | Verfahren zur Herstellung von Melamin |
EP07118498.0 | 2007-10-15 |
Publications (2)
Publication Number | Publication Date |
---|---|
WO2009050169A2 true WO2009050169A2 (de) | 2009-04-23 |
WO2009050169A3 WO2009050169A3 (de) | 2009-07-16 |
Family
ID=39201606
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP2008/063804 WO2009050169A2 (de) | 2007-10-15 | 2008-10-14 | Verfahren zur herstellung von melamin |
Country Status (19)
Country | Link |
---|---|
US (1) | US9598379B2 (de) |
EP (2) | EP2050740A1 (de) |
JP (1) | JP5721435B2 (de) |
KR (1) | KR101563021B1 (de) |
CN (1) | CN101827829B (de) |
AR (1) | AR068868A1 (de) |
AU (1) | AU2008313759B2 (de) |
BR (1) | BRPI0818422A2 (de) |
CA (1) | CA2701977C (de) |
CL (1) | CL2008003049A1 (de) |
EA (1) | EA201000476A1 (de) |
EG (1) | EG26253A (de) |
MA (1) | MA31829B1 (de) |
MY (1) | MY152284A (de) |
PL (1) | PL2212302T3 (de) |
TN (1) | TN2010000159A1 (de) |
UA (1) | UA103755C2 (de) |
WO (1) | WO2009050169A2 (de) |
ZA (1) | ZA201003378B (de) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE102009052420C5 (de) * | 2009-11-10 | 2014-05-22 | Lurgi Gmbh | Verfahren zur kontinuierlichen Herstellung von Melamin |
US9114371B2 (en) | 2011-04-28 | 2015-08-25 | Beijing Edgein Technology Co., Ltd. | System and process for melamine production by gas-phase quenching method of energy efficient and cost saving type |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2012142084A1 (en) | 2011-04-11 | 2012-10-18 | ADA-ES, Inc. | Fluidized bed method and system for gas component capture |
CA2884778C (en) | 2012-09-20 | 2019-06-11 | ADA-ES, Inc. | Method and system to reclaim functional sites on a sorbent contaminated by heat stable salts |
CN110028460A (zh) * | 2018-01-12 | 2019-07-19 | 郗运柱 | 一种三聚氰胺的生产系统及其生产工艺 |
KR102293767B1 (ko) * | 2019-11-26 | 2021-08-26 | 한국과학기술연구원 | 금속 단일원자 촉매의 제조방법 |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2060929A1 (de) * | 1969-12-11 | 1971-06-16 | Stamicarbon | Verfahren zur Abtrennung von Melamin aus einer heissen Synthesemischung,die Melamindampf enthaelt |
EP0018695A1 (de) * | 1979-05-03 | 1980-11-12 | Stamicarbon B.V. | Verfahren zur Herstellung von Melamin |
DE3302833A1 (de) * | 1983-01-28 | 1984-08-02 | Basf Ag, 6700 Ludwigshafen | Verfahren zur herstellung von melamin |
WO2004065371A1 (de) * | 2003-01-17 | 2004-08-05 | Basf Aktiengesellschaft | Zweistufiger reaktor für die melaminsynthese |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
NL6919152A (de) * | 1969-12-20 | 1971-06-22 |
-
2007
- 2007-10-15 EP EP07118498A patent/EP2050740A1/de not_active Ceased
-
2008
- 2008-10-14 UA UAA201005864A patent/UA103755C2/ru unknown
- 2008-10-14 CA CA2701977A patent/CA2701977C/en active Active
- 2008-10-14 EP EP08838802.0A patent/EP2212302B1/de active Active
- 2008-10-14 EA EA201000476A patent/EA201000476A1/ru unknown
- 2008-10-14 CN CN2008801116953A patent/CN101827829B/zh active Active
- 2008-10-14 AR ARP080104480A patent/AR068868A1/es unknown
- 2008-10-14 AU AU2008313759A patent/AU2008313759B2/en not_active Ceased
- 2008-10-14 PL PL08838802.0T patent/PL2212302T3/pl unknown
- 2008-10-14 US US12/738,049 patent/US9598379B2/en active Active
- 2008-10-14 KR KR1020107010298A patent/KR101563021B1/ko active IP Right Grant
- 2008-10-14 WO PCT/EP2008/063804 patent/WO2009050169A2/de active Application Filing
- 2008-10-14 MY MYPI20101583 patent/MY152284A/en unknown
- 2008-10-14 BR BRPI0818422-4A patent/BRPI0818422A2/pt not_active Application Discontinuation
- 2008-10-14 JP JP2010529355A patent/JP5721435B2/ja active Active
- 2008-10-15 CL CL2008003049A patent/CL2008003049A1/es unknown
-
2010
- 2010-04-12 EG EG2010040589A patent/EG26253A/en active
- 2010-04-13 TN TN2010000159A patent/TN2010000159A1/fr unknown
- 2010-04-14 MA MA32767A patent/MA31829B1/fr unknown
- 2010-05-13 ZA ZA2010/03378A patent/ZA201003378B/en unknown
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2060929A1 (de) * | 1969-12-11 | 1971-06-16 | Stamicarbon | Verfahren zur Abtrennung von Melamin aus einer heissen Synthesemischung,die Melamindampf enthaelt |
EP0018695A1 (de) * | 1979-05-03 | 1980-11-12 | Stamicarbon B.V. | Verfahren zur Herstellung von Melamin |
DE3302833A1 (de) * | 1983-01-28 | 1984-08-02 | Basf Ag, 6700 Ludwigshafen | Verfahren zur herstellung von melamin |
WO2004065371A1 (de) * | 2003-01-17 | 2004-08-05 | Basf Aktiengesellschaft | Zweistufiger reaktor für die melaminsynthese |
Non-Patent Citations (1)
Title |
---|
RIPPERGER, W.: "THE WORLD MELAMINE INDUSTRY" NITROGEN, BRITISH SULPHUR CO, LONDON, GB, Nr. 228, 1. Juli 1997 (1997-07-01), Seiten 43-51, XP000693900 ISSN: 0029-0777 * |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE102009052420C5 (de) * | 2009-11-10 | 2014-05-22 | Lurgi Gmbh | Verfahren zur kontinuierlichen Herstellung von Melamin |
US9114371B2 (en) | 2011-04-28 | 2015-08-25 | Beijing Edgein Technology Co., Ltd. | System and process for melamine production by gas-phase quenching method of energy efficient and cost saving type |
Also Published As
Publication number | Publication date |
---|---|
EP2212302A2 (de) | 2010-08-04 |
MA31829B1 (fr) | 2010-11-01 |
US9598379B2 (en) | 2017-03-21 |
AR068868A1 (es) | 2009-12-09 |
ZA201003378B (en) | 2011-07-27 |
CL2008003049A1 (es) | 2010-06-11 |
EP2212302B1 (de) | 2016-04-27 |
WO2009050169A3 (de) | 2009-07-16 |
CA2701977A1 (en) | 2009-04-23 |
CA2701977C (en) | 2016-05-17 |
EA201000476A1 (ru) | 2010-10-29 |
AU2008313759B2 (en) | 2013-01-24 |
AU2008313759A1 (en) | 2009-04-23 |
US20100222582A1 (en) | 2010-09-02 |
KR20100091968A (ko) | 2010-08-19 |
CN101827829B (zh) | 2012-07-25 |
TN2010000159A1 (fr) | 2011-11-11 |
CN101827829A (zh) | 2010-09-08 |
EG26253A (en) | 2013-06-02 |
JP5721435B2 (ja) | 2015-05-20 |
KR101563021B1 (ko) | 2015-10-23 |
UA103755C2 (ru) | 2013-11-25 |
BRPI0818422A2 (pt) | 2015-04-22 |
MY152284A (en) | 2014-09-15 |
JP2011500622A (ja) | 2011-01-06 |
EP2050740A1 (de) | 2009-04-22 |
PL2212302T3 (pl) | 2016-11-30 |
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