BE586299A - - Google Patents
Info
- Publication number
- BE586299A BE586299A BE586299DA BE586299A BE 586299 A BE586299 A BE 586299A BE 586299D A BE586299D A BE 586299DA BE 586299 A BE586299 A BE 586299A
- Authority
- BE
- Belgium
- Prior art keywords
- urea
- reaction
- alcohol
- temperature
- excess
- Prior art date
Links
- XSQUKJJJFZCRTK-UHFFFAOYSA-N urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 56
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 33
- 239000004202 carbamide Substances 0.000 claims description 28
- 238000006243 chemical reaction Methods 0.000 claims description 21
- 239000000203 mixture Substances 0.000 claims description 16
- 238000000034 method Methods 0.000 claims description 12
- 150000002148 esters Chemical class 0.000 claims description 11
- 238000002360 preparation method Methods 0.000 claims description 11
- XLOMVQKBTHCTTD-UHFFFAOYSA-N zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 claims description 11
- GRYLNZFGIOXLOG-UHFFFAOYSA-N nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 claims description 9
- DVARTQFDIMZBAA-UHFFFAOYSA-O Ammonium nitrate Chemical compound [NH4+].[O-][N+]([O-])=O DVARTQFDIMZBAA-UHFFFAOYSA-O 0.000 claims description 6
- 239000002904 solvent Substances 0.000 claims description 6
- 239000011787 zinc oxide Substances 0.000 claims description 6
- 238000010438 heat treatment Methods 0.000 claims description 5
- 125000001931 aliphatic group Chemical group 0.000 claims description 3
- 241000132092 Aster Species 0.000 claims description 2
- 239000007795 chemical reaction product Substances 0.000 claims description 2
- 239000007788 liquid Substances 0.000 claims description 2
- 241000287523 Ara Species 0.000 claims 1
- 230000001476 alcoholic Effects 0.000 claims 1
- 239000012043 crude product Substances 0.000 claims 1
- 238000007669 thermal treatment Methods 0.000 claims 1
- 238000011144 upstream manufacturing Methods 0.000 claims 1
- 235000019441 ethanol Nutrition 0.000 description 33
- 229920001098 polystyrene-block-poly(ethylene/propylene) Polymers 0.000 description 14
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 8
- YXFVVABEGXRONW-UHFFFAOYSA-N toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 8
- NHNBFGGVMKEFGY-UHFFFAOYSA-N nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 6
- AYTGUZPQPXGYFS-UHFFFAOYSA-N Urea nitrate Chemical compound NC(N)=O.O[N+]([O-])=O AYTGUZPQPXGYFS-UHFFFAOYSA-N 0.000 description 5
- 238000004821 distillation Methods 0.000 description 5
- 230000035484 reaction time Effects 0.000 description 5
- JOYRKODLDBILNP-UHFFFAOYSA-N urethane group Chemical group NC(=O)OCC JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 5
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 4
- 150000001298 alcohols Chemical class 0.000 description 4
- 238000009835 boiling Methods 0.000 description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
- 238000003860 storage Methods 0.000 description 4
- -1 urea nitrate Chemical compound 0.000 description 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 3
- KXDHJXZQYSOELW-UHFFFAOYSA-M carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- BDERNNFJNOPAEC-UHFFFAOYSA-N propanol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 3
- 239000012258 stirred mixture Substances 0.000 description 3
- HCHKCACWOHOZIP-UHFFFAOYSA-N zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 3
- 229910052725 zinc Inorganic materials 0.000 description 3
- 239000011701 zinc Substances 0.000 description 3
- HEZNVIYQEUHLNI-UHFFFAOYSA-N Ethiofencarb Chemical compound CCSCC1=CC=CC=C1OC(=O)NC HEZNVIYQEUHLNI-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 230000000875 corresponding Effects 0.000 description 2
- 239000000706 filtrate Substances 0.000 description 2
- 239000012530 fluid Substances 0.000 description 2
- 238000005755 formation reaction Methods 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N n-butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 239000003507 refrigerant Substances 0.000 description 2
- 239000002689 soil Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- 241000490229 Eucephalus Species 0.000 description 1
- 240000005716 Garcinia dulcis Species 0.000 description 1
- 241000294754 Macroptilium atropurpureum Species 0.000 description 1
- ZZHGIUCYKGFIPV-UHFFFAOYSA-M N-butylcarbamate Chemical compound CCCCNC([O-])=O ZZHGIUCYKGFIPV-UHFFFAOYSA-M 0.000 description 1
- 241000124015 Salix viminalis Species 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- DVARTQFDIMZBAA-UHFFFAOYSA-N azane;nitrate Chemical compound N.[O-][N+]([O-])=O DVARTQFDIMZBAA-UHFFFAOYSA-N 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- KXDHJXZQYSOELW-UHFFFAOYSA-N carbamate Chemical compound NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- CQDGTJPVBWZJAZ-UHFFFAOYSA-M ethyl carbonate Chemical compound CCOC([O-])=O CQDGTJPVBWZJAZ-UHFFFAOYSA-M 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 229910001385 heavy metal Inorganic materials 0.000 description 1
- KFZMGEQAYNKOFK-UHFFFAOYSA-N iso-propanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 1
- 238000011068 load Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 239000012454 non-polar solvent Substances 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- OVPLZYJGTGDFNB-UHFFFAOYSA-N propan-2-yl carbamate Chemical compound CC(C)OC(N)=O OVPLZYJGTGDFNB-UHFFFAOYSA-N 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000003303 reheating Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 238000007711 solidification Methods 0.000 description 1
- 150000003673 urethanes Chemical class 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Publications (1)
Publication Number | Publication Date |
---|---|
BE586299A true BE586299A (de) |
Family
ID=191590
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
BE586299D BE586299A (de) |
Country Status (1)
Country | Link |
---|---|
BE (1) | BE586299A (de) |
-
0
- BE BE586299D patent/BE586299A/fr unknown
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US5770765A (en) | Process for the production of high-purity isophthalic acid | |
US5705682A (en) | Process for producing highly pure terephthalic acid | |
CN101048362B (zh) | 从氧化剂排出物流中除去杂质的方法 | |
FR2473903A1 (fr) | Procede de recuperation de catalyseurs | |
JP2012232996A (ja) | (メタ)アクリル酸の製造方法 | |
JP5368673B2 (ja) | (メタ)アクリル酸の製造方法 | |
KR20070059972A (ko) | 아크릴산의 제조방법 | |
FR2589467A1 (fr) | Procedes pour la coproduction d'une monoamine aromatique et d'une diamine aromatique directement a partir de benzene ou d'un derive du benzene, et installation pour leur mise en oeuvre | |
JP3659507B2 (ja) | アクリル酸の精製方法 | |
WO2018216699A1 (ja) | (メタ)アクリル酸の製造方法 | |
EP1814842A1 (de) | Verfahren zur herstellung von (meth)acrylsäureestern oder -anhydriden | |
BE586299A (de) | ||
JPH0789916A (ja) | N−ビニルカルボン酸アミドの精製方法 | |
TWI535696B (zh) | 製備甲基丙烯酸及甲基丙烯酸酯的方法 | |
US5081303A (en) | Co-production of an aromatic monoamine and an aromatic diamine directly from benzene or a benzene derivative through controlled nitration and reduction | |
CN108191704A (zh) | 一种合成乙酰肼的方法 | |
JPH0584318B2 (de) | ||
CN115364504B (zh) | 一种乙醛乙醚的分离系统和方法 | |
CN112851505B (zh) | 一种丙烯酸甲酯连续气相加氢制丙酸甲酯工艺 | |
CN114591178B (zh) | 一种oda生产工艺及生产系统 | |
FR2769911A1 (fr) | Procede pour preparer des derives de 5-perfluoroalkyluracile | |
JP4651175B2 (ja) | メタクリル酸の精製方法およびメタクリル酸メチルの製造方法 | |
CH346867A (fr) | Procédé de préparation d'un acide mono- ou polycarboxylique aromatique | |
BE582742A (de) | ||
JP2755099B2 (ja) | ナフタレンジカルボン酸の製造法 |