CN109110736A - A method of it reducing sodium azide solution and decomposes - Google Patents
A method of it reducing sodium azide solution and decomposes Download PDFInfo
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- CN109110736A CN109110736A CN201810959624.4A CN201810959624A CN109110736A CN 109110736 A CN109110736 A CN 109110736A CN 201810959624 A CN201810959624 A CN 201810959624A CN 109110736 A CN109110736 A CN 109110736A
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- Prior art keywords
- sodium azide
- solution
- nitrite
- passed
- isopropyl
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- 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.)
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- PXIPVTKHYLBLMZ-UHFFFAOYSA-N Sodium azide Chemical compound [Na+].[N-]=[N+]=[N-] PXIPVTKHYLBLMZ-UHFFFAOYSA-N 0.000 title claims abstract description 150
- 238000000034 method Methods 0.000 title claims abstract description 19
- SKRDXYBATCVEMS-UHFFFAOYSA-N isopropyl nitrite Chemical compound CC(C)ON=O SKRDXYBATCVEMS-UHFFFAOYSA-N 0.000 claims abstract description 16
- 238000006243 chemical reaction Methods 0.000 claims description 9
- 239000007788 liquid Substances 0.000 claims description 7
- 229910052708 sodium Inorganic materials 0.000 claims description 6
- 239000011734 sodium Substances 0.000 claims description 6
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 5
- 230000035484 reaction time Effects 0.000 claims description 3
- TZRXHJWUDPFEEY-UHFFFAOYSA-N Pentaerythritol Tetranitrate Chemical compound [O-][N+](=O)OCC(CO[N+]([O-])=O)(CO[N+]([O-])=O)CO[N+]([O-])=O TZRXHJWUDPFEEY-UHFFFAOYSA-N 0.000 claims description 2
- 150000002148 esters Chemical class 0.000 claims 1
- QQZWEECEMNQSTG-UHFFFAOYSA-N Ethyl nitrite Chemical compound CCON=O QQZWEECEMNQSTG-UHFFFAOYSA-N 0.000 abstract description 30
- 238000000354 decomposition reaction Methods 0.000 abstract description 6
- 238000002360 preparation method Methods 0.000 abstract description 3
- 238000010189 synthetic method Methods 0.000 abstract 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- ZLXPLDLEBORRPT-UHFFFAOYSA-M [NH4+].[Fe+].[O-]S([O-])(=O)=O Chemical compound [NH4+].[Fe+].[O-]S([O-])(=O)=O ZLXPLDLEBORRPT-UHFFFAOYSA-M 0.000 description 8
- IVRMZWNICZWHMI-UHFFFAOYSA-N azide group Chemical group [N-]=[N+]=[N-] IVRMZWNICZWHMI-UHFFFAOYSA-N 0.000 description 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 4
- CHVYWISGAZDJOG-UHFFFAOYSA-N disodium;diazide Chemical compound [Na+].[Na+].[N-]=[N+]=[N-].[N-]=[N+]=[N-] CHVYWISGAZDJOG-UHFFFAOYSA-N 0.000 description 4
- GAPFWGOSHOCNBM-UHFFFAOYSA-N isopropyl nitrate Chemical compound CC(C)O[N+]([O-])=O GAPFWGOSHOCNBM-UHFFFAOYSA-N 0.000 description 4
- NWZSZGALRFJKBT-KNIFDHDWSA-N (2s)-2,6-diaminohexanoic acid;(2s)-2-hydroxybutanedioic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O.NCCCC[C@H](N)C(O)=O NWZSZGALRFJKBT-KNIFDHDWSA-N 0.000 description 3
- IKDUDTNKRLTJSI-UHFFFAOYSA-N hydrazine monohydrate Substances O.NN IKDUDTNKRLTJSI-UHFFFAOYSA-N 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- -1 Sodium nitride Chemical class 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 235000019441 ethanol Nutrition 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 239000002083 C09CA01 - Losartan Substances 0.000 description 1
- 239000004072 C09CA03 - Valsartan Substances 0.000 description 1
- 229930186147 Cephalosporin Natural products 0.000 description 1
- 206010020772 Hypertension Diseases 0.000 description 1
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 150000001540 azides Chemical class 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000003115 biocidal effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- MLYYVTUWGNIJIB-BXKDBHETSA-N cefazolin Chemical compound S1C(C)=NN=C1SCC1=C(C(O)=O)N2C(=O)[C@@H](NC(=O)CN3N=NN=C3)[C@H]2SC1 MLYYVTUWGNIJIB-BXKDBHETSA-N 0.000 description 1
- 229960001139 cefazolin Drugs 0.000 description 1
- GCFBRXLSHGKWDP-XCGNWRKASA-N cefoperazone Chemical compound O=C1C(=O)N(CC)CCN1C(=O)N[C@H](C=1C=CC(O)=CC=1)C(=O)N[C@@H]1C(=O)N2C(C(O)=O)=C(CSC=3N(N=NN=3)C)CS[C@@H]21 GCFBRXLSHGKWDP-XCGNWRKASA-N 0.000 description 1
- 229960004682 cefoperazone Drugs 0.000 description 1
- 229940124587 cephalosporin Drugs 0.000 description 1
- 150000001780 cephalosporins Chemical class 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 230000001186 cumulative effect Effects 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 239000012847 fine chemical Substances 0.000 description 1
- NDEMNVPZDAFUKN-UHFFFAOYSA-N guanidine;nitric acid Chemical compound NC(N)=N.O[N+]([O-])=O.O[N+]([O-])=O NDEMNVPZDAFUKN-UHFFFAOYSA-N 0.000 description 1
- JUINSXZKUKVTMD-UHFFFAOYSA-N hydrogen azide Chemical compound N=[N+]=[N-] JUINSXZKUKVTMD-UHFFFAOYSA-N 0.000 description 1
- 229960004773 losartan Drugs 0.000 description 1
- KJJZZJSZUJXYEA-UHFFFAOYSA-N losartan Chemical compound CCCCC1=NC(Cl)=C(CO)N1CC1=CC=C(C=2C(=CC=CC=2)C=2[N]N=NN=2)C=C1 KJJZZJSZUJXYEA-UHFFFAOYSA-N 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000012452 mother liquor Substances 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 231100000004 severe toxicity Toxicity 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 230000009967 tasteless effect Effects 0.000 description 1
- 229960004699 valsartan Drugs 0.000 description 1
- SJSNUMAYCRRIOM-QFIPXVFZSA-N valsartan Chemical compound C1=CC(CN(C(=O)CCCC)[C@@H](C(C)C)C(O)=O)=CC=C1C1=CC=CC=C1C1=NN=N[N]1 SJSNUMAYCRRIOM-QFIPXVFZSA-N 0.000 description 1
- 238000004065 wastewater treatment Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B21/00—Nitrogen; Compounds thereof
- C01B21/08—Hydrazoic acid; Azides; Halogen azides
Abstract
The invention discloses a kind of methods that reduction sodium azide solution decomposes, and Isopropyl Nitrite is passed through in sodium azide solution, and 0~30 DEG C is reacted 1~4 hour, wherein the molar ratio of Isopropyl Nitrite and sodium azide is 1:1.The present invention effectively reduces the decomposition of sodium azide solution by being passed through Isopropyl Nitrite, research for sodium azide synthetic method and the decomposition of sodium azide during the preparation process is effectively avoided to have important theory significance and practice guiding action.Experimental study by contrast, Isopropyl Nitrite also have the function of preferably reducing sodium azide resolution ratio compared with nitrous ether (ethyl nitrite).
Description
Technical field
The present invention relates to a kind of methods that reduction sodium azide solution decomposes.Belong to chemosynthesis technical field.
Background technique
Sodium azide, English name are a kind of colourless, tasteless hexagonals, when being heated to 410 DEG C sodium azide
Resolve into metallic sodium and ammonia.When it is decomposed in air, which is exothermic reaction, and reaction solution can be decomposed further.It is folded
Sodium nitride is widely used in the fields such as medicine, pesticide, automobile, military affairs as a kind of important fine chemical product.In China,
Sodium azide is mainly used for synthesizing cephazoline, cefoperazone, Losartan, Valsartan etc., is cephalosporin analog antibiotic and Sha Tan class
The important intermediate of drug for hypertension.Rapid development with auto manufacturing in China, sodium azide is as automotive safety
Airbag inflating agent, dosage cumulative year after year.Sodium azide can also be used in the preparation of hydrazoic acid, nitrine lead and high pure sodium etc., be applied to
Organic synthesis and military aspect, country's sodium azide demand is in up-trend year by year at present.
The main method of production sodium azide has sodium method, hydrazine hydrate method, urea method and guanidine nitrate method at present.Wherein hydrazine hydrate
Method prepares that sodium azide is most widely used, mostly uses nitrous ether (ethyl nitrite) gas to be passed through the ethyl alcohol containing hydrazine hydrate and sodium hydroxide molten
The synthesis technology reacted in liquid produces sodium azide, exists and makees solvent using a large amount of ethyl alcohol, risk is big, environmental protection pressure
Greatly；Reaction time is long, and gas liquid reaction control difficulty is big, and nitrous ether (ethyl nitrite) utilization rate is low；With part Azide in reaction process
The decomposition of sodium；Sodium azide containing a small amount of severe toxicity in reaction mother liquor, the key technology difficulties such as wastewater treatment capacity is big.
Summary of the invention
The purpose of the present invention is to overcome above-mentioned the deficiencies in the prior art, provide it is a kind of reduction sodium azide solution decompose
Method.
To achieve the above object, the present invention adopts the following technical solutions:
A method of it reducing sodium azide solution and decomposes, Isopropyl Nitrite is passed through in sodium azide solution, one
Determine to react a period of time at temperature, wherein the molar ratio of Isopropyl Nitrite and sodium azide is 1:1.
The mass concentration of the sodium azide solution is 40-60%.
Preferably, reaction temperature is 0~30 DEG C.
Preferably, the reaction time is 1~4h.
Beneficial effects of the present invention:
The present invention effectively reduces the decomposition of sodium azide solution by being passed through Isopropyl Nitrite, and sodium azide is closed
At method research and effectively avoid the decomposition of sodium azide during the preparation process that there is important theory significance and actually refer to
Lead effect.Experimental study by contrast, for Isopropyl Nitrite compared with nitrous ether (ethyl nitrite), also having preferably reduces sodium azide point
The effect of solution rate.
Specific embodiment
Below with reference to embodiment, the present invention will be further elaborated, it should explanation, following the description merely to
It explains the present invention, its content is not defined.
The reaction equation of nitrous ether (ethyl nitrite) or Isopropyl Nitrite and sodium azide is as follows:
EtONO+NaN3→NaOH+EtOH+N2↑
iPrONO+NaN3→NaOH+iPrOH+N2↑。
Embodiment 1:
89g (1mol) Isopropyl Nitrite is passed into the sodium azide solution that mass concentration is 50%, sodium azide
Sodium azide content is M in solution1(65g, 1mol) is examined after reacting 1h at 0 DEG C by iron ammonium sulfate oxidimetry
Survey Azide Group Content M2', calculate the resolution ratio X of sodium azide2(X2=(M1-M2′)/M1)。
It detected, calculated, lead to the resolution ratio X of the sodium azide of isopropyl nitrate2It is 0.4%.
Embodiment 2:
89g (1mol) Isopropyl Nitrite is passed into the sodium azide solution that mass concentration is 40%, sodium azide
Sodium azide content is M in solution1(65g, 1mol) passes through iron ammonium sulfate oxidimetry after reacting 1h at 10 DEG C
Detect Azide Group Content M2', calculate the resolution ratio X of sodium azide2(X2=(M1-M2′)/M1)。
It detected, calculated, lead to the resolution ratio X of the sodium azide of isopropyl nitrate2It is 0.5%.
Embodiment 3:
89g (1mol) Isopropyl Nitrite is passed into the sodium azide solution that mass concentration is 60%, sodium azide
Sodium azide content is M in solution1(65g, 1mol) passes through iron ammonium sulfate oxidimetry after reacting 2h at 10 DEG C
Detect Azide Group Content M2', calculate the resolution ratio X of sodium azide2(X2=(M1-M2′)/M1)。
It detected, calculated, lead to the resolution ratio X of the sodium azide of isopropyl nitrate2It is 0.6%.
Embodiment 4:
89g (1mol) Isopropyl Nitrite is passed into the sodium azide solution that mass concentration is 45%, sodium azide
Sodium azide content is M in solution1(65g, 1mol) passes through iron ammonium sulfate oxidimetry after reacting 4h at 30 DEG C
Detect Azide Group Content M2', calculate the resolution ratio X of sodium azide2(X2=(M1-M2′)/M1)。
It detected, calculated, lead to the resolution ratio X of the sodium azide of isopropyl nitrate2It is 0.5%.
Comparative example 1:
75g (1mol) nitrous ether (ethyl nitrite) is passed into the sodium azide solution that mass concentration is 50%, sodium azide is molten
Sodium azide content is M in liquid1(65g, 1mol) is detected after reacting 1h at 0 DEG C by iron ammonium sulfate oxidimetry
Azide Group Content M2, calculate the resolution ratio X of sodium azide1(X1=(M1-M2)/M1)。
It detected, calculated, lead to the resolution ratio X of the sodium azide of nitrous ether (ethyl nitrite)1It is 8%.
Comparative example 2:
75g (1mol) nitrous ether (ethyl nitrite) is passed into the sodium azide solution that mass concentration is 60%, sodium azide is molten
Sodium azide content is M in liquid1(65g, 1mol) is examined after reacting 1h at 10 DEG C by iron ammonium sulfate oxidimetry
Azide Group Content is surveyed, the resolution ratio X of sodium azide is calculated1(X1=(M1-M2)/M1)。
It detected, calculated, lead to the resolution ratio X of the sodium azide of nitrous ether (ethyl nitrite)1It is 10%.
Comparative example 3:
75g (1mol) nitrous ether (ethyl nitrite) is passed into the sodium azide solution that mass concentration is 40%, sodium azide is molten
Sodium azide content is M in liquid1(65g, 1mol) is examined after reacting 2h at 10 DEG C by iron ammonium sulfate oxidimetry
Azide Group Content is surveyed, the resolution ratio X of sodium azide is calculated1(X1=(M1-M2)/M1)。
It detected, calculated, lead to the resolution ratio X of the sodium azide of nitrous ether (ethyl nitrite)1It is 11%.
Comparative example 4:
75g (1mol) nitrous ether (ethyl nitrite) is passed into the sodium azide solution that mass concentration is 45%, sodium azide is molten
Sodium azide content is M in liquid1(65g, 1mol) is examined after reacting 4h at 30 DEG C by iron ammonium sulfate oxidimetry
Azide Group Content is surveyed, the resolution ratio X of sodium azide is calculated1(X1=(M1-M2)/M1)。
It detected, calculated, lead to the resolution ratio X of the sodium azide of nitrous ether (ethyl nitrite)1It is 12%.
Nitrous acid ester is to sodium azide resolution ratio data comparison in each embodiment of table 1.
It can be seen from Table 1 that the resolution ratio for being passed through the sodium azide solution of Isopropyl Nitrite is remote under similarity condition
Less than the resolution ratio for the sodium azide solution for being passed through nitrous ether (ethyl nitrite), thus illustrate Isopropyl Nitrite relative to nitrous ether (ethyl nitrite)
For, the decomposition of sodium azide can be effectively reduced.
Above-mentioned, although specific embodiments of the present invention have been described, not to the limit of the scope of the present invention
System, based on the technical solutions of the present invention, those skilled in the art do not need to make the creative labor can make it is each
Kind modification or deformation are still within protection scope of the present invention.
Claims (5)
1. a kind of method for reducing sodium azide solution and decomposing, which is characterized in that it is molten that Isopropyl Nitrite is passed through sodium azide
In liquid, reaction at a certain temperature is for a period of time.
2. a kind of method for reducing sodium azide solution and decomposing according to claim 1, which is characterized in that nitrous acid isopropyl
The molar ratio of ester and sodium azide is 1:1.
3. a kind of method for reducing sodium azide solution and decomposing according to claim 1, which is characterized in that the nitrine
The mass concentration for changing sodium solution is 40~60%.
4. a kind of method for reducing sodium azide solution and decomposing according to claim 1, which is characterized in that preferred reaction
Temperature is 0~30 DEG C.
5. a kind of method for reducing sodium azide solution and decomposing according to claim 1, which is characterized in that preferred reaction
Time is 1~4h.
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201810959624.4A CN109110736A (en) | 2018-08-16 | 2018-08-16 | A method of it reducing sodium azide solution and decomposes |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201810959624.4A CN109110736A (en) | 2018-08-16 | 2018-08-16 | A method of it reducing sodium azide solution and decomposes |
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|---|---|
| CN109110736A true CN109110736A (en) | 2019-01-01 |
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Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103553004A (en) * | 2013-09-28 | 2014-02-05 | 青岛雪洁助剂有限公司 | Method for continuous preparation of sodium azide |
| CN103864035A (en) * | 2014-03-19 | 2014-06-18 | 中国兵器工业第二一三研究所 | Trinitride and synthesis method thereof, and application thereof as heat-resisting initiating explosive |
| CN104407071A (en) * | 2014-11-26 | 2015-03-11 | 山东省化工研究院 | Ion chromatography detection method for negative ions in sodium azide solid product or sodium azide mother liquor |
| CN105129752A (en) * | 2015-07-27 | 2015-12-09 | 安徽省郎溪县联科实业有限公司 | Synthesis method of sodium azide |
-
2018
- 2018-08-16 CN CN201810959624.4A patent/CN109110736A/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103553004A (en) * | 2013-09-28 | 2014-02-05 | 青岛雪洁助剂有限公司 | Method for continuous preparation of sodium azide |
| CN103864035A (en) * | 2014-03-19 | 2014-06-18 | 中国兵器工业第二一三研究所 | Trinitride and synthesis method thereof, and application thereof as heat-resisting initiating explosive |
| CN104407071A (en) * | 2014-11-26 | 2015-03-11 | 山东省化工研究院 | Ion chromatography detection method for negative ions in sodium azide solid product or sodium azide mother liquor |
| CN105129752A (en) * | 2015-07-27 | 2015-12-09 | 安徽省郎溪县联科实业有限公司 | Synthesis method of sodium azide |
Non-Patent Citations (2)
| Title |
|---|
| 中化化工标准化所 等: "《危险化学品标准汇编 无机化工卷》", 31 August 2004, 中国标准出版社 * |
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