CN107677765A - A kind of method for deriving Production by Catalytic Combustion Process measure hydroxylamine salt organic residue based on TOC - Google Patents
A kind of method for deriving Production by Catalytic Combustion Process measure hydroxylamine salt organic residue based on TOC Download PDFInfo
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- CN107677765A CN107677765A CN201711044494.3A CN201711044494A CN107677765A CN 107677765 A CN107677765 A CN 107677765A CN 201711044494 A CN201711044494 A CN 201711044494A CN 107677765 A CN107677765 A CN 107677765A
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- oxime
- organic residue
- hydroxylamine
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- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N31/00—Investigating or analysing non-biological materials by the use of the chemical methods specified in the subgroup; Apparatus specially adapted for such methods
- G01N31/12—Investigating or analysing non-biological materials by the use of the chemical methods specified in the subgroup; Apparatus specially adapted for such methods using combustion
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- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N31/00—Investigating or analysing non-biological materials by the use of the chemical methods specified in the subgroup; Apparatus specially adapted for such methods
- G01N31/10—Investigating or analysing non-biological materials by the use of the chemical methods specified in the subgroup; Apparatus specially adapted for such methods using catalysis
Abstract
The invention belongs to a kind of method for deriving Production by Catalytic Combustion Process measure hydroxylamine salt organic residue based on TOC.It is characterized in that after being handled using characteristic reagent sample, particular instrument method is recycled, detects organic residue content, by subtracting the Residual organic solvent of derivative reagent, the final content for calculating determinand organic residue.The present invention be directed to the solid, liquid hydroxyl amines salt, oxime hydrochloride that oxime hydrolyzes to obtain, sample is first subjected to derivation process, recycles TOC analyzers, detects organic residue content, by subtracting the Residual organic solvent of derivative reagent, the final content for calculating determinand organic residue.The perfect attributional analysis of hydroxylamine salt, prevents the too high influence quality of organic residue.
Description
Technical field
The invention belongs to fine chemistry industry to analyze testing field, more particularly to a kind of to derive Production by Catalytic Combustion Process measure based on TOC
The method of hydroxylamine salt organic residue.
Background technology
Hydroxylamine salt is widely used chemical products.HAS and phosphatic hydroxylamine are mainly with producing caprolactam, agriculture
Medicine etc.;Hydroxylamine hydrochloride is mainly used as the raw material of the compound probabilities such as medicine, spices, dyestuff.The production process of hydroxylamine salt mainly includes
Synthesize, concentrate, filtering, crystallizing the link such as (or recrystallization), dry.Hydroxylamine salt is melted into most organic solvents, thus product
Middle generally existing organic residue.The composition of organic residue is probably that the one or more in raw material, solvent, recrystallization liquid are mixed with
Machine thing.Hydroxylamine salt release acid, can influence product quality with oximation reaction occurs containing carbon-based compound.By taking hydroxylamine hydrochloride as an example,
In pharmaceutical intermediates such as synthesizing hydroxyamine-O- sulfonic acid, the hydrochloride of carboxylic formic acid azanol half, salicylaldehyde derivatives, hydroxysuccinimides
When, if too high organic residue be present, downstream quality is had and had a strong impact on.
There are HG/T 3736-2013 disclosed in the execution specification country of hydroxylamine salt at present《Technical hydrochloric acid azanol》、GB/
T6685-2007《Chemical reagent hydroxylamine chloride》、HG 3-968-76《Chemical reagent HAS》、HGB3201-1960《Sulfuric acid
Azanol》These four standards.The inside has related generally to azanol salt content, moisture, ignition residue, sulfate, ammonium, iron, arsenic, a huge sum of money
Belong to the analysis method of these indexs.Without reference to the detection of organic residue in hydroxylamine salt.The hydroxylamine salt analysis skill that subsequent research goes out
Art, such as《Indirect spectrophotometric methods determine hydroxylamine hydrochloride》、《Murexide-iron spectrophotometer method measure hydroxylamine hydrochloride》It is to utilize hydroxyl
The reproducibility or hydroxylamine salt of amine salt and the chemical reaction of reagent are analyzed content.Patent of invention《Hydrazine nitrate, HAN
Assay method》Disclose it is a kind of using infrared light in specific wavelength and special time lower integral, reference is done to nitre with water or air
Sour hydrazine, HAN are measured.Document《One kind determines cyclohexanone oxime and HAS in cyclohexanone oxime hydrolysis simultaneously and contained
The method of amount》It is referred to and uses high performance liquid chromatography and oxidimetry, deducts the height of theoretical cyclohexanone oxime consumption
The amount difference of potassium manganate obtains the content of HAS, and this method has certain limitation, and the too low error of concentration is big, to not ultraviolet
The organic matter of absorption is invalid.And it is only applicable to cyclohexanone oxime.Patent《A kind of meteorological derivative chromatography quickly determines hydroxylamine hydrochloride
Content》Primarily directed to the residual of raw material hydroxylamine hydrochloride in Risperidone and its intermediate.
Therefore, the analysis method of hydroxylamine salt has a titration at present, indirect spectrophotometric methods, based on redox principle,
For the main content of hydroxylamine salt, for hydroxylamine salt organic residue also without analysis method for reference.
The content of the invention
The present invention is directed to the defects of above-mentioned, proposes that one kind derives Production by Catalytic Combustion Process based on TOC and determines hydroxylamine salt organic residue
Method, can accurately analyze the organic residue of hydroxylamine salt, calculate specific content of organics, prevent that hydroxylamine salt is too high because of organic residue
And quality is influenceed, make the analysis of hydroxylamine salt become perfect, contribute to product quality to be lifted.
For this, the present invention adopts the following technical scheme that, one kind is organic residual based on TOC derivative Production by Catalytic Combustion Process measure hydroxylamine salts
The method stayed, it is characterised in that after being handled using characteristic reagent sample, recycle particular instrument method, detect organic residual
Content is stayed, by subtracting the Residual organic solvent of derivative reagent, the final content for calculating determinand organic residue.It is specific use with
What lower technical scheme was realized:
Firstth, instrument condition, TOC analyzers.
Sample determines:Solid sample is made into the solution of 0.5~4 grams per milliliter with high purity water, fluid sample then takes 1~2
Gram, 10ML characteristic reagents are added, after progress fully shaking shakes up, it is to be measured that high purity water is diluted to 50~100 milliliters of placement volumetric flasks.
Using TOC analyzers, 1~3 appropriate standard curve, analysis are selected.Result is obtained to be computed drawing specific organic substance residues
Amount.ML=TOC × r × 100%.In formula:ML is specific organic substance residues percentage amounts, and %, r are TOC and organic matter molal weight
With carbon containing molal weight ratio;Described testing sample can be the solid, liquid hydroxyl amines salt, oxime hydrochloride that oxime hydrolyzes to obtain.
Oxime therein includes, acetaldoxime, acetoxime, diacetylmonoxime, cyclohexanone oxime, benzaldoxime, methyl isobutyl ketoxime, methyl propyl ketone
The oximes such as oxime, methyl isoamyl ketoxime, 2 pentanone oxime, diphenyl-ketoxime, citronellal oxime, para hydroxybenzene ketoxime.Described TC marks
Directrix curve is prepared quantitatively to lead potassium hydrogen phthalate or quantifying organic matter to be measured.Described IC curves are quantitative sodium acid carbonate and carbon
Sour sodium is prepared.Described standard curve includes IC standard curves and TC standard curves;Standard curve Cmin is more than or equal to 0 milli
G/l, Cmax be less than or equal to 4000 mg/litres;Can simultaneous selection be less than or equal to the curve in 3 different sections.Including 0
~200 mg/litres, 0~500 mg/litre, 0~1000 mg/litre, 0~2000,0~4000 mg/litre isoconcentration scopes
One or less than or equal to three curves.Described characteristic reagent be acetone, butanone, ethanol, methanol it is therein any one, feature
The concentration of reagent is 5000mg/L.
3rd, controlled analysis:After taking 10ml characteristic reagent, progress fully shaking to shake up, 50 are settled to high purity water
~100 milliliters of volumetric flasks are to be measured.Using TOC analyzers, 1~3 appropriate standard curve, analysis are selected.Result is obtained through meter
Calculation draws control group Residual organic solvent.
The present invention be directed to the solid, liquid hydroxyl amines salt, oxime hydrochloride that oxime hydrolyzes to obtain, and first carries out sample to derive place
Reason, TOC analyzers are recycled, detect organic residue content, by subtracting the Residual organic solvent of derivative reagent, finally calculate to be measured
The content of thing organic residue.The perfect attributional analysis of hydroxylamine salt, prevents the too high influence quality of organic residue.
Compared with existing analytical technology, the present invention has following remarkable advantage:
1. creatively proposing the analysis method of organic residue in hydroxylamine salt, the analysis of perfect current national standard, rower refers to
Mark.Analysis to hydroxylamine salt is more comprehensive, is advantageous to quality-improving, can avoid because in itinerant doctor's medicine under the influence of too high organic residue
The purity of mesosome.
2. the method is easy to operate, safety and environmental protection, the error for reducing manual analysis is automatically analyzed using instrument, without adding
Enter other reagents, make analysis more environmentally-friendly, be a kind of convenient effective organic residue assay method.
3. pair sample carries out reagent derivation process so that measurement range expands, and measurement result is more accurate credible, greatly
Improve the accuracy and sensitivity for remaining the detection of low content organic substance residues in water.
Embodiment
With reference to specific embodiment, the present invention is expanded on further:
Embodiment 1
0.5g solid hydroxylamine hydrochlorides (AR) are weighed, 10ml ethanol derivative reagents is added, 50ml is diluted to high purity water, it is fixed
Hold.Using TOC analyzers, it is each one of 0-200 mg/litre standard curves to select TC and IC concentration ranges, and analysis result is
The TOC for adding the solid hydroxylamine hydrochloride of ethanol derivative reagent is 1730 mg/litres.
Embodiment 2
0.5g solid hydroxylamine hydrochlorides (AR) are weighed, while add 1g acetoximes (AR), add 10ml ethanol derivative reagents, are used
High purity water is diluted to 50ml, constant volume.Using TOC analyzers, it is 0-200 mg/litres standard song to select TC and IC concentration ranges
Each one of line, analysis result are that solid hydroxylamine hydrochloride adds the TOC of acetoxime and derivative reagent to be 11530 mg/litres.Subtract hydrochloric acid
The acetone oxime content of the organic residue of azanol derivative reagent, i.e. solid hydroxylamine hydrochloride is 9800 mg/litres, brings formula ML=into
TOC × r × 100%.(in formula:ML is specific organic substance residues percentage amounts, %, r be TOC with organic matter molal weight with it is carbon containing
Molal weight ratio) r takes 2.03, ML is obtained as 1.9894%, error rate 0.53%.Coincidence loss allowed band.
Embodiment 3
0.5g solid hydroxylamine hydrochlorides (AR) are weighed, while add 1g diacetylmonoximes (AR), add 10ml ethanol derivative reagents, are used
High purity water is diluted to 50ml, constant volume.Using TOC analyzers, it is 0-200 mg/litres standard song to select TC and IC concentration ranges
Each one of line, analysis result are that solid hydroxylamine hydrochloride adds the TOC of diacetylmonoxime and derivative reagent to be 12765.8 mg/litres.Subtract salt
The butanone oxime content of the organic residue of sour azanol derivative reagent, i.e. solid hydroxylamine hydrochloride is 11035.8 mg/litres, brings formula into
ML=TOC × r × 100%.(in formula:ML is specific organic substance residues percentage amounts, %, r be TOC with organic matter molal weight with
Carbon containing molal weight ratio) r takes 1.815, ML is obtained as 2.003%, error rate 0.15%.Coincidence loss allowed band.
Embodiment 4
0.5g solid hydroxylamine hydrochlorides (AR) are weighed, while add 1g methyl isobutyl ketoximes (AR), 10ml ethanol is added and spreads out
Raw reagent, 50ml, constant volume are diluted to high purity water.Using TOC analyzers, select TC and IC concentration ranges be 0-200 milligrams/
Each analysis result of raising of indices directrix curve is that the TOC of solid hydroxylamine hydrochloride methylate isobutyl ketoxime and derivative reagent is
14213.12 mg/litre.Subtract the methyl isobutyl ketoxime of the organic residue of hydroxylamine hydrochloride derivative reagent, i.e. solid hydroxylamine hydrochloride
Content is 12483.12 mg/litres, brings formula ML=TOC × r × 100% into.(in formula:ML is specific organic substance residues percentage
Amount, %, r are TOC and organic matter molal weight and carbon containing molal weight ratio) r takes 1.5996, ML is obtained as 1.9968%, error
Rate is 0.16%.Coincidence loss allowed band.
Embodiment 5
0.5g solid hydroxylamine hydrochlorides (AR) are weighed, while add 1g 2 pentanones oxime (AR), 10ml ethanol is added and derives examination
Agent, 50ml, constant volume are diluted to high purity water.Using TOC analyzers, analysis result is that solid hydroxylamine hydrochloride adds 2 pentanone oxime and spread out
The TOC of raw reagent is 13530.65 mg/litres.Subtract the organic residue of hydroxylamine hydrochloride derivative reagent, i.e. solid hydroxylamine hydrochloride
2 pentanone oxime content is 11800.65 mg/litres, brings formula ML=TOC × r × 100% into.(in formula:ML is specific organic matter
Percentage amounts being remained, %, r are TOC and organic matter molal weight and carbon containing molal weight ratio) r takes 1.6855, and obtaining ML is
1.9890%, error rate 0.55%.Coincidence loss allowed band.
Embodiment 6
0.5g solid hydroxylamine hydrochlorides (AR) are weighed, while add 1g acetone (AR), add 10ml methanol derivative reagent, are used
High purity water is diluted to 50ml, constant volume.Using TOC analyzers, it is 0-200 mg/litres standard song to select TC and IC concentration ranges
Each one of line, analysis result are that solid hydroxylamine hydrochloride adds the TOC of acetone and derivative reagent to be 14005.26 mg/litres.Subtract salt
The organic residue of sour azanol derivative reagent, the i.e. content of acetone of solid hydroxylamine hydrochloride are 12275.26 mg/litres, bring formula ML into
=TOC × r × 100%.(in formula:ML is specific organic substance residues percentage amounts, and %, r are for TOC with organic matter molal weight with containing
Carbon molal weight ratio) r takes 1.613, ML is obtained as 1.98%, error rate 1%.Coincidence loss allowed band.
Embodiment 7
0.5g solid hydroxylamine hydrochlorides (AR) are weighed, while add 1g butanone (AR), add 10ml methanol derivative reagent, are used
High purity water is diluted to 50ml, constant volume.Using TOC analyzers, it is 0-200 mg/litres standard song to select TC and IC concentration ranges
Each one of line, analysis result are that solid hydroxylamine hydrochloride adds the TOC of butanone and derivative reagent to be 15176.04 mg/litres.Subtract salt
The butanone content of the organic residue of sour azanol derivative reagent, i.e. solid hydroxylamine hydrochloride is 13446.04 mg/litres, brings formula ML into
=TOC × r × 100%.(in formula:ML is specific organic substance residues percentage amounts, and %, r are for TOC with organic matter molal weight with containing
Carbon molal weight ratio) r takes 1.5023, ML is obtained as 2.02%, error rate 1%.Coincidence loss allowed band.
Embodiment 8
0.5g solid hydroxylamine hydrochlorides (AR) are weighed, while add 1g ethanol (AR), add 10ml methanol derivative reagent, are used
High purity water is diluted to 50ml, constant volume.Using TOC analyzers, it is 0-200 mg/litres standard song to select TC and IC concentration ranges
Each one of line, analysis result are that solid hydroxylamine hydrochloride adds the TOC of ethanol and derivative reagent to be 12211.35 mg/litres.Subtract salt
The organic residue of sour azanol derivative reagent, the i.e. ethanol content of solid hydroxylamine hydrochloride are 10481.35 mg/litres, bring formula ML into
=TOC × r × 100%.(in formula:ML is specific organic substance residues percentage amounts, and %, r are for TOC with organic matter molal weight with containing
Carbon molal weight ratio) r takes 1.9196, ML is obtained as 2.012%, error rate 0.6%.Coincidence loss allowed band.
Embodiment 9
0.5g solid hydroxylamine hydrochlorides (AR) are weighed, while add 1g methyl iso-butyl ketone (MIBK) AR), the methanol for adding 10ml derives
Reagent, 50ml, constant volume are diluted to high purity water.Using TOC analyzers, it is 0-200 mg/litres to select TC and IC concentration ranges
Each one of standard curve, analysis result are that the TOC of solid hydroxylamine hydrochloride methylate isobutyl ketone and derivative reagent is 15979.87
Mg/litre.The organic residue of hydroxylamine hydrochloride derivative reagent is subtracted, i.e. the methyl iso-butyl ketone (MIBK) content of solid hydroxylamine hydrochloride is
14249.87 mg/litres, bring formula ML=TOC × r × 100% into.(in formula:ML is specific organic substance residues percentage amounts, %, r
For TOC and organic matter molal weight and carbon containing molal weight ratio) r takes 1.3911, obtains ML as 1.9823%, and error rate is
0.885%.Coincidence loss allowed band.
Embodiment 10
0.5g solid sulphuric acids azanol (AR) is weighed, 10ml acetone derivative reagents is added, 50ml is diluted to high purity water, it is fixed
Hold.Using TOC analyzers, it is each one of 0-200 mg/litre standard curves to select TC and IC concentration ranges, and analysis result is
The TOC for adding the solid hydroxylamine hydrochloride that acetone derives alcohol reagent is 1806 mg/litres.
Embodiment 11
0.5g solid sulphuric acids azanol (AR) is weighed, while adds 1g acetoximes (AR), adds 10ml acetone derivative reagents, is used
High purity water is diluted to 50ml, constant volume.The use of TOC analyzers analysis result is that solid sulphuric acid azanol adds acetoxime and derivative reagent
TOC is 11618.80 mg/litres.The organic residue that hydroxylamine hydrochloride carries is removed, i.e. the acetone oxime content of solid hydroxylamine hydrochloride is
9812.80 mg/litres, bring formula ML=TOC × r × 100% into.(in formula:ML is specific organic substance residues percentage amounts, %, r
For TOC and organic matter molal weight and carbon containing molal weight ratio) r takes 2.03, obtains ML as 1.9920%, and error rate is
0.38%.Coincidence loss allowed band.
Embodiment 12
0.5g solid sulphuric acids azanol (AR) is weighed, while adds 1g diacetylmonoximes (AR), adds 10ml acetone derivative reagents, is used
High purity water is diluted to 50ml, constant volume.The use of TOC analyzers analysis result is that solid sulphuric acid azanol adds diacetylmonoxime and derivative reagent
TOC is 12753.65 mg/litres.The organic residue that HAS carries is removed, i.e. the butanone oxime content of solid sulphuric acid azanol is
10947.65 mg/litres, bring formula ML=TOC × r × 100% into.(in formula:ML is specific organic substance residues percentage amounts, %, r
For TOC and organic matter molal weight and carbon containing molal weight ratio) r takes 1.815, obtains ML as 1.9870%, and error rate is
0.65%.Coincidence loss allowed band.
Embodiment 13
0g, 0.25g, 0.5g, 0.75g, 1g, 1.25g are weighed, diacetylmonoxime, is diluted to 50ml, constant volume with high purity water respectively.
Using TOC analyzers, selection is drawn standard curve, sequentially input
18.6mg/l, 2755mg/l, 5510, mg/l, 8265mg/l, 11020mg/l, 13775mg/l are dense as standard point
Degree, do 0-15000mg/lTC curve of the diacetylmonoxime for demarcation.Application curves, the sample of embodiment 1 and embodiment 3 is divided
Analysis.TOC through analyzing embodiment 1 be 2403mg/l, the TOC13442.6MG/L. comparative examples 1 and embodiment 3 of embodiment 3
Result, error is 0.125%, 0.051% respectively.Coincidence loss allowed band.
It should be understood that these embodiments are only illustrative of the invention and is not intended to limit the scope of the invention.The understanding of this external cause,
After the content of the invention lectured has been read, those skilled in the art can make various changes or modifications to the present invention, these
The equivalent form of value is equally rained the application appended claims limited range.
Claims (6)
- A kind of 1. method for deriving Production by Catalytic Combustion Process measure hydroxylamine salt organic residue based on TOC, it is characterised in that it is main include with Lower step:Firstth, TOC detection analysis instruments are prepared;Secondth, sample determines:Solid sample is made into the solution of 0.5~4 grams per milliliter with high purity water, fluid sample then takes 1~2 Gram, 10ML characteristic reagents are added, are carried out after fully shaking shakes up, high purity water is diluted to 50~100 milliliters, and to place volumetric flasks to be measured, Using TOC analyzers, 1~3 appropriate standard curve is selected, analysis, result is obtained and is computed drawing specific organic substance residues Measure, ML=TOC × r × 100%, in formula:ML is specific organic substance residues percentage amounts, and r is the specific organic matter molal weight of unit With carbon containing molal weight ratio;3rd, controlled analysis:After taking 10ml characteristic reagent, progress fully shaking to shake up, 50~100 are settled to high purity water Milliliter volumetric flask is to be measured, using TOC analyzers, selects 1~3 appropriate standard curve, analysis, obtains result and be computed drawing Control group Residual organic solvent;Hydroxylamine content calculation formula is as follows:Hydroxylamine content %=(ML-ML0) * 100%, ML in above-mentioned formula:The organic substance residues percentage of testing sample, unit %, ML0:The organic substance residues ratio of control group, unit %.
- 2. the method as described in claim 1, it is characterised in that testing sample be oxime hydrolyze to obtain solid, liquid hydroxyl amines salt, The solid or liquid salt that oxime hydrochloride, azanol oximate obtain.
- 3. the method as described in claim 1, it is characterised in that during system of selection, it is bent that described standard curve includes IC standards Line and TC standard curves;Standard curve Cmin is more than or equal to 0 mg/litre, Cmax is less than or equal to 40000 mg/litres; Can simultaneous selection be less than or equal to the curve in 3 different sections, including 0~200 mg/litre, 0~500 mg/litre, 0~1000 milli G/l, the concentration range of 0~2000,0~40000 mg/litres.
- 4. detection method as claimed in claim 2, it is characterised in that described oxime includes acetaldoxime, acetoxime, diacetylmonoxime, ring Hexanone oxime, benzaldoxime, methyl isobutyl ketoxime, methyl-propyl ketoxime, methyl isoamyl ketoxime, 2 pentanone oxime, benzophenone Oxime, citronellal oxime, para hydroxybenzene ketoxime.
- 5. method as claimed in claim 3, it is characterised in that described TC standard curves are quantitative Potassium Hydrogen Phthalate Or quantitative organic matter to be measured is prepared, described IC standard curves are that quantitative sodium acid carbonate is prepared with sodium carbonate.
- 6. according to the method for claim 1, it is characterised in that:Characteristic reagent in the step (2) and step (3) is third Ketone, butanone, ethanol, methanol it is therein any one, the concentration of characteristic reagent is 5000mg/L.
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