CN1907963A - Method of preparing hydroxyl acetonitrile in industrial scale from acrylonitrile apparatus by-product formonitrile - Google Patents
Method of preparing hydroxyl acetonitrile in industrial scale from acrylonitrile apparatus by-product formonitrile Download PDFInfo
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- CN1907963A CN1907963A CN 200610048135 CN200610048135A CN1907963A CN 1907963 A CN1907963 A CN 1907963A CN 200610048135 CN200610048135 CN 200610048135 CN 200610048135 A CN200610048135 A CN 200610048135A CN 1907963 A CN1907963 A CN 1907963A
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- LELOWRISYMNNSU-UHFFFAOYSA-N hydrogen cyanide Chemical compound N#C LELOWRISYMNNSU-UHFFFAOYSA-N 0.000 title claims abstract description 95
- LTYRAPJYLUPLCI-UHFFFAOYSA-N glycolonitrile Chemical compound OCC#N LTYRAPJYLUPLCI-UHFFFAOYSA-N 0.000 title claims abstract description 41
- 238000000034 method Methods 0.000 title claims abstract description 24
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 title claims abstract description 22
- 239000006227 byproduct Substances 0.000 title abstract 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims abstract description 123
- 238000003756 stirring Methods 0.000 claims abstract description 13
- 239000002994 raw material Substances 0.000 claims abstract description 5
- XLJMAIOERFSOGZ-UHFFFAOYSA-N cyanic acid Chemical compound OC#N XLJMAIOERFSOGZ-UHFFFAOYSA-N 0.000 claims description 40
- 238000006243 chemical reaction Methods 0.000 claims description 31
- 239000001257 hydrogen Substances 0.000 claims description 20
- 229910052739 hydrogen Inorganic materials 0.000 claims description 20
- 238000009434 installation Methods 0.000 claims description 19
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 claims description 15
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 claims description 15
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 12
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 claims description 10
- AOSFMYBATFLTAQ-UHFFFAOYSA-N 1-amino-3-(benzimidazol-1-yl)propan-2-ol Chemical compound C1=CC=C2N(CC(O)CN)C=NC2=C1 AOSFMYBATFLTAQ-UHFFFAOYSA-N 0.000 claims description 9
- PQUCIEFHOVEZAU-UHFFFAOYSA-N Diammonium sulfite Chemical compound [NH4+].[NH4+].[O-]S([O-])=O PQUCIEFHOVEZAU-UHFFFAOYSA-N 0.000 claims description 8
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 8
- 238000007259 addition reaction Methods 0.000 claims description 7
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 6
- 239000002253 acid Substances 0.000 claims description 6
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 6
- 239000011707 mineral Substances 0.000 claims description 6
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 claims description 3
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 3
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 claims description 3
- 229910017604 nitric acid Inorganic materials 0.000 claims description 3
- 230000035484 reaction time Effects 0.000 claims description 3
- 239000000203 mixture Substances 0.000 claims description 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 6
- 239000003054 catalyst Substances 0.000 abstract description 19
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 abstract description 6
- 238000004519 manufacturing process Methods 0.000 abstract description 5
- 239000002699 waste material Substances 0.000 abstract description 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 abstract 3
- 239000000047 product Substances 0.000 abstract 2
- COHYTHOBJLSHDF-BUHFOSPRSA-N indigo dye Chemical compound N\1C2=CC=CC=C2C(=O)C/1=C1/C(=O)C2=CC=CC=C2N1 COHYTHOBJLSHDF-BUHFOSPRSA-N 0.000 abstract 1
- COHYTHOBJLSHDF-UHFFFAOYSA-N indigo powder Natural products N1C2=CC=CC=C2C(=O)C1=C1C(=O)C2=CC=CC=C2N1 COHYTHOBJLSHDF-UHFFFAOYSA-N 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- CUONGYYJJVDODC-UHFFFAOYSA-N malononitrile Chemical compound N#CCC#N CUONGYYJJVDODC-UHFFFAOYSA-N 0.000 abstract 1
- 150000007522 mineralic acids Chemical class 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 238000003786 synthesis reaction Methods 0.000 abstract 1
- JMANVNJQNLATNU-UHFFFAOYSA-N glycolonitrile Natural products N#CC#N JMANVNJQNLATNU-UHFFFAOYSA-N 0.000 description 22
- 150000002431 hydrogen Chemical class 0.000 description 13
- 239000000243 solution Substances 0.000 description 13
- 230000000536 complexating effect Effects 0.000 description 10
- 239000001117 sulphuric acid Substances 0.000 description 4
- 235000011149 sulphuric acid Nutrition 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- JJNZXLAFIPKXIG-UHFFFAOYSA-N 2-Chlorobenzylidenemalononitrile Chemical compound ClC1=CC=CC=C1C=C(C#N)C#N JJNZXLAFIPKXIG-UHFFFAOYSA-N 0.000 description 2
- 239000004471 Glycine Substances 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- UACBNZPFDCJLEY-UHFFFAOYSA-N 2-hydroxyacetonitrile Chemical compound OCC#N.OCC#N UACBNZPFDCJLEY-UHFFFAOYSA-N 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- 239000000642 acaricide Substances 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 238000004176 ammonification Methods 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- -1 bisulfite amine Chemical class 0.000 description 1
- 239000000498 cooling water Substances 0.000 description 1
- 125000004093 cyano group Chemical group *C#N 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 239000012847 fine chemical Substances 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 238000009413 insulation Methods 0.000 description 1
- 239000011229 interlayer Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000007747 plating Methods 0.000 description 1
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
This invention involves an industrial scale preparation method for hydroxyacetonitrile by using acrylonitrile production byproduct hydrocyanic acid through a synthesis reaction with acetonitrile at the presence of catalyst. The method is characterized by (1) taking acrylonitrile production byproduct hydrocyanic acid as the raw material with content of 95% or above, (2) controlling a molar ratio of hydrocyanic acid : formaldehyde : catalyst at 1 : 1.0~1.5 : 0.001~ 0.015, (3) adding catalyst in formaldehyde while stirring, adding hydrocyanic acid at 0-20DEG C, and reacting at 0~40DEG C for 1~6 h, and (4) adjusting pH of 6 or below with inorganic acid to obtain hydroxyacetonitrile. The invention has the advantages of low cost, product content of 50% or above, simplified aftertreatment, no wastes discharge, and product with formaldehyde and hydrocyanic acid content less than 0.05%. Hydroxyacetonitrile can be used as the intermediates of glycin, malononitrile, and indigo dye to solve transport inconvenience of hydrocyanic acid and geographical limitation of production.
Description
Technical field
The invention belongs to the comprehensive utilization of acrylonitrile installation coproduct hydrogen cyanic acid, be specifically related to a kind of method of utilizing acrylonitrile installation coproduct hydrogen cyanic acid technical scale to prepare hydroxyacetonitrile.
Background technology
Hydroxyacetonitrile (2-Hydroxyacetonitrile) also claim glycolonitrile (Glycolonitrile; Glycolic nitrile); Or cyano group methyl alcohol (Cyanomethanol); Molecular formula HOCH
2CN, relative molecular weight 57.05.
Hydroxyacetonitrile is widely used in industries such as medicine, plating, ore dressing, tensio-active agent as a kind of fine chemical product, can be used as the intermediate of producing glycine, propane dinitrile, bipseudoindoxyl dye.After ammonification, also can be used as effective miticide.
Prior art system is a raw material with prussic acid and formaldehyde, be equipped with hydroxyacetonitrile through the methylolation legal system, the alkali metal hydroxide of general employing 0.2%～0.5% is made catalyzer, adopt the dropping mode to carry out the charging reaction, the amount of alkaline catalysts, the speed that drips prussic acid and speed of response all have strict restriction.
Do not see so far the report that utilizes acrylonitrile installation coproduct hydrogen cyanic acid technical scale to prepare hydroxyacetonitrile is arranged.
Summary of the invention
Purpose of the present invention is to gather materials on the spot, and utilizes acrylonitrile installation coproduct hydrogen cyanic acid to prepare hydroxyacetonitrile.
The present invention implements by following technical solution:
Develop a kind of method of utilizing acrylonitrile installation coproduct hydrogen cyanic acid technical scale to prepare hydroxyacetonitrile, prussic acid and formaldehyde carry out addition reaction and obtain the hydroxyacetonitrile product in the presence of catalyzer, it is characterized in that:
(1) utilize acrylonitrile installation coproduct hydrogen cyanic acid as starting raw material, content 〉=95%;
(2) the reaction mass mol ratio is: prussic acid: formaldehyde: catalyzer=1: 1.0～1.5: 0.001～0.015;
(3) reaction conditions is: stir down, add catalyzer in the formaldehyde, 0～20 ℃ adds prussic acid, again in 0～40 ℃, and addition reaction 1～6h;
(4) reaction is adjusted to solution PH≤6 with mineral acid after finishing, and promptly obtains the hydroxyl acetonitrile aqueous solution product.
The above-mentioned acrylonitrile installation coproduct hydrogen cyanic acid technical scale of utilizing prepares the method for hydroxyacetonitrile, it is characterized in that described catalyzer is single sodium bisulfite, S-WAT, ammonium sulphite or ammonium bisulfite, or its mixture;
The above-mentioned acrylonitrile installation coproduct hydrogen cyanic acid technical scale of utilizing prepares the method for hydroxyacetonitrile, and temperature is 0～40 ℃ when it is characterized in that addition reaction, reaction times 1～6h; 10～40 ℃ of temperature during addition reaction preferably, reaction times 1～6h;
The above-mentioned acrylonitrile installation coproduct hydrogen cyanic acid technical scale of utilizing prepares the method for hydroxyacetonitrile, it is characterized in that reaction finishes the back and is adjusted to solution PH 2～5 with mineral acid.
The above-mentioned acrylonitrile installation coproduct hydrogen cyanic acid technical scale of utilizing prepares the method for hydroxyacetonitrile, it is characterized in that described mineral acid is sulfuric acid, hydrochloric acid, nitric acid or phosphoric acid.
Advantage of the present invention is:
1. fully utilized acrylonitrile installation waste gas-hydrogen cyanic acid, production cost is lower, product content 〉=50%, and technology is simple and direct, and aftertreatment is simplified, and does not have three waste discharge.
2. utilize hydroxyacetonitrile to can be used as the intermediate of producing glycine, propane dinitrile, bipseudoindoxyl dye, solved because prussic acid is not easy to transportation, and influenced the region limitation of these products productions.
3. the present invention can be controlled at lower level (below 0.05%) with the content of free formaldehyde and prussic acid in the product.
Embodiment
The present invention is further elaborated below in conjunction with embodiment.
Embodiment 1
Proportioning: prussic acid: formaldehyde: S-WAT=1: 1.0: 0.015
Raw material: produce in formaldehyde (GB9009-1998) Shandong, content 〉=37.0%, acidity (in formic acid)≤0.04%;
Acrylonitrile installation coproduct hydrogen cyanic acid, the content of this use are 99.5%;
Catalyzer is worked as real estate, the industrial goods specification.
Consumption:
Formaldehyde 1783.06kg (content 37.2%, pure 663.30kg is equivalent to 22.11kmol)
Prussic acid 600kg (content 99.5%, pure 597kg is equivalent to 22.11kmol)
S-WAT 42.21kg, (content 99%, pure 41.79kg is equivalent to 0.33kmol)
Operation: formaldehyde elder generation is added in the retort, add the catalyzer S-WAT under stirring, interior 10 ℃ of interlayer frozen cooling water management jar begins to drip prussic acid, and controlled temperature is at 10～15 ℃.After adding,, after reaction finishes, extract reaction solution free hydrocyanic acid of sample analysis and formaldehyde content, all should be less than 0.05%, as reaction end at 10～20 ℃ of insulation reaction 1h.Then, drip the about 6kg of industrial sulphuric acid in jar, surveying PH is 4.Obtain the solution of 2426.07kg product altogether.It is 51.90% pure 1259.13kg that complexing survey cyanogen method records hydroxyacetonitrile content, is equivalent to 22.09kmol, yield 99.91%, and PH 4.0.Meet the requirements of the customers.
Quality product requires: hydroxyacetonitrile content ≮ 40～50%, PH2～5, free formaldehyde≤0.05%, free hydrogen cyanic acid≤0.05%.
* anhydrous hydroxyacetonitrile instability is so routine is made 40～50% aqueous solution.
Embodiment 2
Proportioning: prussic acid: formaldehyde: sodium bisulfite=1: 1.5: 0.001
Consumption: formaldehyde 2425.88kg (content 37.1%, pure 900kg is equivalent to 30.00kmol)
Prussic acid 542.71kg (content 99.5%, pure 540kg is equivalent to 20.00kmol)
Sodium bisulfite 2.10kg, (content 99%, pure 2.08kg is equivalent to 0.02kmol)
Operation: formaldehyde and sodium bisulfite stir evenly, and 10～20 ℃ add prussic acid, finishes, and 30～40 ℃, reaction 4h, reaction is finished, and it is 3 that technical hydrochloric acid is transferred PH, obtains the solution of 2845.5kg product altogether.It is 40.0% pure 1138.2kg that complexing survey cyanogen method records hydroxyacetonitrile content, is equivalent to 19.97kmol, yield 99.85%, and PH 3.All the other are with embodiment 1.
Embodiment 3
Proportioning: prussic acid: formaldehyde: bisulfite amine=1: 1.2: 0.005
Consumption: formaldehyde 1920kg (content 37.5%, pure 720kg is equivalent to 24.00kmol)
Prussic acid 542.71kg (content 99.5%, pure 540kg is equivalent to 20.00kmol)
Ammonium bisulfite 10.05kg, (content 98.5%, pure 9.9kg is equivalent to 0.1kmol)
Operation: formaldehyde and sodium bisulfite stir evenly, and 0～10 ℃ adds prussic acid, finishes, and 0～15 ℃, reaction 6h, reaction is finished, and it is 4.5 that industrial nitric acid is transferred PH, obtains the solution of 2444.75kg product altogether.It is 46.57% pure 1138.52kg that complexing survey cyanogen method records hydroxyacetonitrile content, is equivalent to 19.974kmol, yield 99.87%, and PH 4.5.All the other are with embodiment 1.
Embodiment 4
Proportioning: prussic acid: formaldehyde: ammonium sulphite=1: 1.1: 0.002
Consumption: formaldehyde 1760kg (content 37.5%, pure 660kg is equivalent to 22.0kmol)
Prussic acid 542.71kg (content 99.5%, pure 540kg is equivalent to 20.0kmol)
Ammonium sulphite 5.41kg, (content 99%, pure 5.36kg is equivalent to 0.04kmol)
Operation: formaldehyde and sodium bisulfite stir evenly, and 0～10 ℃ adds prussic acid, finishes, and 15～25 ℃, reaction 2h, reaction is finished, and it is 4 that industrial phosphoric acid is transferred PH, obtains the solution of 2264.kg product altogether.It is 50.26% pure 1137.89kg that complexing survey cyanogen method records hydroxyacetonitrile content, is equivalent to 19.963kmol, yield 99.82%, and PH 2.All the other are with embodiment 1.
Embodiment 5
Proportioning: prussic acid: formaldehyde: mixed catalyst=1: 1.3: 0.003
Consumption: formaldehyde 2080kg (content 37.5%, pure 780kg is equivalent to 26.0kmol)
Prussic acid 542.71kg (content 99.5%, pure 540kg is equivalent to 20.00kmol)
Mixed catalyst is equivalent to 0.06kmol, wherein, and sodium bisulfite and S-WAT half and half;
Sodium bisulfite 3.17kg, (content 98.5%, pure 3.12kg is equivalent to 0.03kmol)
S-WAT 3.82kg, (content 99%, pure 3.78kg is equivalent to 0.03kmol)
Operation: formaldehyde and mixed catalyst stir evenly, and 0～10 ℃ adds prussic acid, finishes, and 15～25 ℃, reaction 4h, reaction is finished, and it is 4.5 that industrial sulphuric acid is transferred PH, obtains the solution of 2580.17kg product altogether.It is 44.13% pure 1138.63kg that complexing survey cyanogen method records hydroxyacetonitrile content, is equivalent to 19.98kmol, yield 99.88%, and PH 4.5.All the other are with embodiment 1.
Embodiment 6
Proportioning: prussic acid: formaldehyde: mixed catalyst=1: 1.4: 0.006
Consumption: formaldehyde 2252kg (content 37.3%, pure 840kg is equivalent to 28.0kmol)
Prussic acid 542.71kg (content 99.5%, pure 540kg is equivalent to 20.0kmol)
Mixed catalyst is equivalent to 0.12kmol, wherein, and ammonium bisulfite and ammonium sulphite half and half;
Ammonium bisulfite 6.06kg, (content 98%, pure 5.94kg is equivalent to 0.06kmol)
Ammonium sulphite 8.12kg, (content 99%, pure 8.04kg is equivalent to 0.06kmol)
Operation: formaldehyde and mixed catalyst stir evenly, and 5～15 ℃ add prussic acid, finishes, and 0～15 ℃, reaction 6h, reaction is finished, and it is 3 that technical hydrochloric acid is transferred PH, obtains the solution of 2747.6kg product altogether.It is 41.47% pure 1139.43kg that complexing survey cyanogen method records hydroxyacetonitrile content, is equivalent to 19.99kmol, yield 99.95%, and PH 3.All the other are with embodiment 1.
Embodiment 7
Proportioning: prussic acid: formaldehyde: mixed catalyst=1: 1.5: 0.008
Consumption: formaldehyde 2400kg (content 37.5%, pure 900kg is equivalent to 30.0kmol)
Prussic acid 542.71kg (content 99.5%, pure 540kg is equivalent to 20.0kmol)
Mixed catalyst is equivalent to 0.16kmol, and wherein, ammonium bisulfite accounts for 80%, and S-WAT accounts for 20%;
Ammonium bisulfite 12.93kg, (content 98%, pure 12.67kg is equivalent to 0.128kmol)
S-WAT 4.07kg, (content 99%, pure 4.03kg is equivalent to 0.032kmol)
Operation: formaldehyde and mixed catalyst stir evenly, and 0～10 ℃ adds prussic acid, finishes, and 25～35 ℃, reaction 3.5h, reaction is finished, and it is 4.5 that industrial sulphuric acid is transferred PH, obtains the solution of 2842.16kg product altogether.It is 40.01% pure 1137.15kg that complexing survey cyanogen method records hydroxyacetonitrile content, is equivalent to 19.95kmol, yield 99.75%, and PH 4.5.All the other are with embodiment 1.
Embodiment 8
Proportioning: prussic acid: formaldehyde: mixed catalyst=1: 1.0: 0.01
Consumption: formaldehyde 1617.25kg (content 37.1%, pure 600kg is equivalent to 20.0kmol)
Prussic acid 542.71kg (content 99.5%, pure 540kg is equivalent to 20.0kmol)
Mixed catalyst is equivalent to 0.2kmol, and wherein, ammonium bisulfite accounts for 60%, and sodium bisulfite accounts for 40%;
Ammonium bisulfite 12.12kg, (content 98%, pure 11.88kg is equivalent to 0.12kmol)
Sodium bisulfite 8.40kg, (content 99%, pure 8.32kg is equivalent to 0.08kmol)
Operation: formaldehyde and mixed catalyst stir evenly, and 5～15 ℃ add prussic acid, finishes, and 30～40 ℃, reaction 4h, reaction is finished, and it is 3 that technical hydrochloric acid is transferred PH, obtains the solution of 2110kg product altogether.It is 53.84% pure 1136.02kg that complexing survey cyanogen method records hydroxyacetonitrile content, is equivalent to 19.93kmol, yield 99.65%, and PH 2.5.All the other are with embodiment 1.
Embodiment 9
Proportioning: prussic acid: formaldehyde: mixed catalyst=1: 1.1: 0.013
Consumption: formaldehyde 1760kg (content 37.5%, pure 660kg is equivalent to 22.0kmol)
Prussic acid 542.71kg (content 99.5%, pure 540kg is equivalent to 20.0kmol)
Mixed catalyst is equivalent to 0.26kmol, and wherein, ammonium sulphite accounts for 90%, and S-WAT accounts for 10%;
Ammonium sulphite 32kg, (content 98%, pure 31.36kg is equivalent to 0.234kmol)
Sodium bisulfite 3.3kg, (content 99%, pure 3.28kg is equivalent to 0.026kmol)
Operation: formaldehyde and mixed catalyst stir evenly, and 5～10 ℃ add prussic acid, finishes, and 30～35 ℃, reaction 3h, reaction is finished, and it is 4.5 that industrial sulphuric acid is transferred PH, obtains the solution of 2270.22kg product altogether.It is 50.1% pure 1137.38kg that complexing survey cyanogen method records hydroxyacetonitrile content, is equivalent to 19.95kmol, yield 99.77%, and PH 4.5.All the other are with embodiment 1.
Embodiment 10
Proportioning: prussic acid: formaldehyde: sodium bisulfite=1: 1.05: 0.0015
Consumption: formaldehyde 1698.11kg (content 37.1%, pure 630kg is equivalent to 21.0kmol)
Prussic acid 542.71kg (content 99.5%, pure 540kg is equivalent to 20.0kmol)
Sodium bisulfite 3.15kg, (content 99%, pure 3.12kg is equivalent to 0.03kmol)
Operation: formaldehyde and sodium bisulfite stir evenly, and 10～20 ℃ add prussic acid, finish, 35～40 ℃, reaction 4h, reaction is finished, and it is 3 that technical hydrochloric acid is transferred PH, obtain 2104.67kg altogether, it is 51.61% that complexing survey cyanogen method records hydroxyacetonitrile content, and pure 1137.83kg is equivalent to 19.96kmol, yield 99.81%, PH 5.All the other are with embodiment 1.
Claims (5)
1. method of utilizing acrylonitrile installation coproduct hydrogen cyanic acid technical scale to prepare hydroxyacetonitrile, prussic acid and formaldehyde are carried out addition reaction and are obtained the hydroxyacetonitrile product in the presence of catalyzer, it is characterized in that:
(1) utilize acrylonitrile installation coproduct hydrogen cyanic acid to make starting raw material;
(2) the reaction mass mol ratio is: prussic acid: formaldehyde: catalyzer=1: 1.0～1.5: 0.001～0.015;
(3) reaction conditions is: stir down, add catalyzer in the formaldehyde, 0～20 ℃ adds prussic acid, again in 0～40 ℃, and addition reaction 1～6h;
(4) reaction is adjusted to solution PH≤6 with mineral acid after finishing, and promptly obtains the hydroxyacetonitrile product.
2. according to the described method of utilizing acrylonitrile installation coproduct hydrogen cyanic acid technical scale to prepare hydroxyacetonitrile of claim 1, it is characterized in that described catalyzer is single sodium bisulfite, S-WAT, ammonium sulphite or ammonium bisulfite, or its mixture.
3. according to the described method of utilizing acrylonitrile installation coproduct hydrogen cyanic acid technical scale to prepare hydroxyacetonitrile of claim 1, temperature is 10～40 ℃ when it is characterized in that addition reaction, reaction times 1～6h.
4. according to the described method of utilizing acrylonitrile installation coproduct hydrogen cyanic acid technical scale to prepare hydroxyacetonitrile of claim 1, it is characterized in that reaction finishes the back and is adjusted to solution PH 2～5 with mineral acid.
5. according to the described method of utilizing acrylonitrile installation coproduct hydrogen cyanic acid technical scale to prepare hydroxyacetonitrile of claim 1, it is characterized in that described mineral acid is sulfuric acid, hydrochloric acid, nitric acid or phosphoric acid.
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| CNB2006100481350A CN100467445C (en) | 2006-08-09 | 2006-08-09 | Method of preparing hydroxyl acetonitrile in industrial scale from acrylonitrile apparatus by-product formonitrile |
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| CNB2006100481350A CN100467445C (en) | 2006-08-09 | 2006-08-09 | Method of preparing hydroxyl acetonitrile in industrial scale from acrylonitrile apparatus by-product formonitrile |
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| CN100467445C CN100467445C (en) | 2009-03-11 |
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| CN102502708A (en) * | 2011-10-21 | 2012-06-20 | 重庆紫光化工股份有限公司 | Preparation method for preparing alkali metal or alkali earth metal cyanide with high purity and high yield |
| CN105461592A (en) * | 2016-01-04 | 2016-04-06 | 浙江钱江生物化学股份有限公司 | Preparation and pre-use treatment method for glycolonitrile with cyanide-containing tail gas as raw material |
| CN106631889A (en) * | 2016-12-16 | 2017-05-10 | 阳泉煤业（集团）有限责任公司 | Separation and purification method of hydroxyacetonitrile |
| CN108794346A (en) * | 2017-05-05 | 2018-11-13 | 抚顺顺特化工有限公司 | The industrial production process of hydroxyacetonitrile |
| CN115611754A (en) * | 2022-10-25 | 2023-01-17 | 安徽泰格生物科技有限公司 | Preparation method of sodium sarcosinate |
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Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102502708A (en) * | 2011-10-21 | 2012-06-20 | 重庆紫光化工股份有限公司 | Preparation method for preparing alkali metal or alkali earth metal cyanide with high purity and high yield |
| CN105461592A (en) * | 2016-01-04 | 2016-04-06 | 浙江钱江生物化学股份有限公司 | Preparation and pre-use treatment method for glycolonitrile with cyanide-containing tail gas as raw material |
| CN106631889A (en) * | 2016-12-16 | 2017-05-10 | 阳泉煤业（集团）有限责任公司 | Separation and purification method of hydroxyacetonitrile |
| CN106631889B (en) * | 2016-12-16 | 2018-08-21 | 阳泉煤业（集团）有限责任公司 | A kind of process for separation and purification of hydroxyacetonitrile |
| CN108794346A (en) * | 2017-05-05 | 2018-11-13 | 抚顺顺特化工有限公司 | The industrial production process of hydroxyacetonitrile |
| CN115611754A (en) * | 2022-10-25 | 2023-01-17 | 安徽泰格生物科技有限公司 | Preparation method of sodium sarcosinate |
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