CN101819187B - Method for chromatographic determination of crude furfuryl alcohol composition - Google Patents
Method for chromatographic determination of crude furfuryl alcohol composition Download PDFInfo
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- CN101819187B CN101819187B CN 200910066055 CN200910066055A CN101819187B CN 101819187 B CN101819187 B CN 101819187B CN 200910066055 CN200910066055 CN 200910066055 CN 200910066055 A CN200910066055 A CN 200910066055A CN 101819187 B CN101819187 B CN 101819187B
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- furfuryl alcohol
- crude furfuryl
- temperature
- alcohol composition
- crude
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- XPFVYQJUAUNWIW-UHFFFAOYSA-N furfuryl alcohol Chemical compound OCC1=CC=CO1 XPFVYQJUAUNWIW-UHFFFAOYSA-N 0.000 title claims abstract description 169
- 238000000034 method Methods 0.000 title claims abstract description 30
- 239000000203 mixture Substances 0.000 title claims abstract description 26
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims abstract description 24
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 12
- 239000007789 gas Substances 0.000 claims abstract description 9
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 8
- 239000001257 hydrogen Substances 0.000 claims abstract description 8
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 8
- 239000012159 carrier gas Substances 0.000 claims abstract description 6
- 238000004817 gas chromatography Methods 0.000 claims abstract description 6
- 238000004587 chromatography analysis Methods 0.000 claims abstract description 5
- 239000004677 Nylon Substances 0.000 claims description 4
- 229920001778 nylon Polymers 0.000 claims description 4
- 239000012074 organic phase Substances 0.000 claims description 4
- 239000012528 membrane Substances 0.000 claims description 2
- 238000001914 filtration Methods 0.000 abstract description 4
- 230000008901 benefit Effects 0.000 abstract description 3
- 238000001514 detection method Methods 0.000 abstract description 3
- 239000000706 filtrate Substances 0.000 abstract description 2
- HYBBIBNJHNGZAN-UHFFFAOYSA-N furfural Chemical compound O=CC1=CC=CO1 HYBBIBNJHNGZAN-UHFFFAOYSA-N 0.000 description 20
- VQKFNUFAXTZWDK-UHFFFAOYSA-N 2-Methylfuran Chemical compound CC1=CC=CO1 VQKFNUFAXTZWDK-UHFFFAOYSA-N 0.000 description 14
- 239000000047 product Substances 0.000 description 11
- 238000004519 manufacturing process Methods 0.000 description 6
- 238000004458 analytical method Methods 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- 238000003556 assay Methods 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 238000013459 approach Methods 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000012530 fluid Substances 0.000 description 2
- 238000010606 normalization Methods 0.000 description 2
- 238000011084 recovery Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N Furan Chemical compound C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 230000001143 conditioned effect Effects 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000012847 fine chemical Substances 0.000 description 1
- 239000005337 ground glass Substances 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000005374 membrane filtration Methods 0.000 description 1
- 238000012544 monitoring process Methods 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 238000002203 pretreatment Methods 0.000 description 1
- 238000011002 quantification Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 238000005070 sampling Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
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Abstract
The invention belongs to the technical field of chromatographic analysis and particularly relates to a method for the chromatographic determination of crude furfuryl alcohol composition. The method comprises: filtering a sample of crude furfuryl alcohol; and performing gas chromatography of sampled filtrate, wherein the gas chromatography is performed in an FID detector, nitrogen is used as a carrier gas, the hydrogen flow rate is 30 to 50ml/min, the air flow rate is 90 to 120ml/min, the split ratio is 2-5:1, nitrogen is used as a make-up gas, the flow rate of the make-up gas is 16 to 30ml/min, the temperature of a sampler is 190 to 220 DEG C, the temperature of a detector is 190 to 220 DEG C, and the column temperature is 120 to 150 DEG C. In the invention, a complete method for analyzing the crude furfuryl alcohol is established to determine the content of the components of the crude furfuryl alcohol quickly and accurately. The method is simple, quick in detection, low in cost and wide in application range and can create great economic benefits.
Description
(1) technical field
The invention belongs to technical field of chromatographic analysis, particularly a kind of method for chromatographic determination of crude furfuryl alcohol composition.
(2) background technology
Furfuryl alcohol is a kind of important fine chemical material, is mainly used in to produce furfuryl alcohol resin, furane resin etc., and furfuryl alcohol mainly is in the presence of catalyzer, to carry out suitability for industrialized production through furfural and hydrogen.The productive unit of this method is divided into batching, reaction, rectifying, 4 unit of finished product warehouse-in, and classical flow process is: with furfural and catalyst mix, carry out preheating; Mix with hydrogen after the preheating, get in tubular reactor or the agitated reactor and react, reaction generates crude furfuryl alcohol; Crude furfuryl alcohol is cooled off through refrigeratory; Filter catalyst separation, thick then alcohol filtrating is produced the finished product furfuryl alcohol through rectification working process again.The all basically manufacturers of assay of finished product furfuryl alcohol all can carry out at present.But in actual production; Because factor such as furfural raw materials quality, catalyst quality, inlet amount and temperature of reaction, the pressure etc. of influence reaction change at any time; Must the content of principal product furfuryl alcohol in the thick alcohol of result of reaction be exerted an influence; For understanding reaction effect, control and conditioned reaction carry out under top condition, monitor necessary to composition, the content of crude furfuryl alcohol; But on the one hand because all less concern of in the industry crude furfuryl alcohol composition being measured of meaning; On the other hand because machinery in the crude furfuryl alcohol, chemical impurity is too many; Can not directly advance chromatographic column and carry out stratographic analysis; Therefore adopt chemical method to measure though also have, can only make at present two kinds of compositions and time long, error is bigger, can not effectively instruct production.Therefore set up a kind of quick, convenient, assay method of crude furfuryl alcohol composition accurately, instruct and with reference to just seeming very necessary and urgent for industrial product process procedure control provides.
(3) summary of the invention
The object of the present invention is to provide a kind of quick, convenient, method for chromatographic determination of composition, content in the crude furfuryl alcohol accurately,, make controlling of production process in optimum condition for the monitoring of the daily production process condition that facilitates.
The technical scheme that the present invention adopts is following:
A kind of method for chromatographic determination of crude furfuryl alcohol composition filters the crude furfuryl alcohol sample earlier, gets the filtrating sample introduction then and carries out gas chromatographic analysis, and said gas chromatography adopts fid detector, chromatographic column specification 30m*0.32mm, and carrier gas is a nitrogen, flow velocity 50ml/min; Hydrogen flow rate is 30-50ml/min, air 90-120ml/min, split ratio 2-5: 1; Tail blows and is nitrogen, flow velocity 16-30ml/min; The injector temperature is 190-220 ℃, and detector temperature is 190-220 ℃, column temperature 120-150 ℃.
The temperature of said injector is 195-205 ℃.
The temperature of said detecting device is 195-205 ℃.
Said column temperature is 130-140 ℃.
Sample size is 0.1-0.2 μ L.
The described crude furfuryl alcohol sample is filtered adopted organic phase nylon pin type filtrator.
The aperture of filter membrane is 0.15 μ m-0.30 μ m in the said pin type filtrator.
Concrete, when from the furfuryl alcohol reactor, getting the crude furfuryl alcohol sample, should adopt airtight container, like containers such as ground glass stoppered bottle with cover; Syringe may is used organic membrane filtration after extracting 5-10ml again, and the filtrating that obtains is clarified basically; Note, should be fast with filtrating inject gas chromatograph sample introduction.
The present invention has set up the analytical approach of the perfect crude furfuryl alcohol of a cover; Some characteristics to crude furfuryl alcohol itself; Adopt the chromatographic condition different, and take final realization of rational filter type to composition in the crude furfuryl alcohol mainly to be but to be not limited only to the accurate mensuration of 2-methylfuran, furfural, furfuryl alcohol and content thereof before the air inlet phase chromatogram, adopt area normalization method with the finished product furfuryl alcohol; Qualitative through retention time, through peak area quantification; The method for building up of typical curve can be set up by those skilled in the art under the chromatographic condition that the inventive method is given according to conventional methods, and part is not detailed in the additive method, can carry out with reference to the assay method of finished product furfuryl alcohol.The inventive method can confirm fast and accurately in the thick alcohol each composition with and the quality percentage composition; Thereby parameters such as the temperature of reaction of synthetic furfuryl alcohol, pressure, flow are adjusted according to analysis result; Reaction is accurately controlled to furfuryl alcohol; Make reactive system reach the optimum response effect, improved product yield and product quality.The detection of method is limited to 0.0152-99.7860%.
The present invention takes quick sample introduction and sampling jar to add a cover can reduce the low component volatilization of boiling point; Improve temperature and can analyze the boiling point higher composition; Can satisfy the requirement of chromatogram sample introduction through the filtration of pre-treatment; Described chromatographiccondition can accurately analyze each composition in the liquid, and the time is shorter, and general needs 10 minutes.
The present invention has following advantage with respect to prior art:
The present invention has set up the analytical approach of the perfect crude furfuryl alcohol of a cover, can confirm each composition and content in the crude furfuryl alcohol fast and accurately, in time instructs the adjusting of production run to control; Method is simple, detection is quick, and cost is lower, and is applied widely, has good economic benefits.
(4) description of drawings
Fig. 1 is the gas chromatogram of No. 1 sample filtered fluid under embodiment 1 condition;
Fig. 2 is the gas chromatograms of No. 4 sample filtered fluids under embodiment 2 conditions;
Fig. 3 is the gas chromatogram of finished product furfuryl alcohol under embodiment 1 condition.
(5) embodiment:
Below with specific embodiment technical scheme of the present invention is described, but protection scope of the present invention is not limited thereto:
The method for chromatographic determination of crude furfuryl alcohol, step is following:
A, from the furfuryl alcohol reactor, extract a part of crude furfuryl alcohol with airtight container;
B, from airtight container, take out a part of crude furfuryl alcohol with syringe, filter with organic phase nylon pin type filtrator, described organic phase nylon pin type filter specification is 13mm*0.22 μ m;
C, will leach than the analysis of the quick injection gas chromatography injector of clear filtrate sample introduction, GC conditions is following: said gas chromatography adopts fid detector, chromatographic column specification 30m*0.32mm*0.25 μ m, carrier gas is a nitrogen, flow velocity 50ml/min; Hydrogen flow rate is 35ml/min, air 110ml/min, split ratio 3: 1; Tail blows and is nitrogen, flow velocity 25ml/min; The injector temperature is 200 ℃, and detector temperature is 200 ℃, 130 ℃ of column temperatures, sample size 0.1 μ L.
Adopt the area normalization standard measure, the quality percentage composition of principal ingredient is following:
| 2-methylfuran (%) | Furfural (%) | Furfuryl alcohol (%) | |
| No. 1 sample | 0.1611 | 0.1786 | 98.2040 |
| No. 2 samples | 0.1083 | 0.3123 | 97.9010 |
| No. 3 samples | 0.9924 | 0.2737 | 97.6482 |
Embodiment 2
In the GC conditions, carrier gas is a nitrogen, flow velocity 50ml/min; Hydrogen flow rate is 50ml/min, air 120ml/min, split ratio 4: 1; Tail blows and is nitrogen, flow velocity 30ml/min; The injector temperature is 190 ℃, and detector temperature is 190 ℃, 140 ℃ of column temperatures, sample size 0.15 μ L.
Other are with embodiment 1.
It measures the result:
| 2-methylfuran (%) | Furfural (%) | Furfuryl alcohol (%) | |
| No. 4 samples | 1.0642 | 0.2693 | 97.4986 |
| No. 5 samples | 1.0917 | 0.5741 | 96.7840 |
The chromatogram of sample 4 is seen Fig. 2.
Embodiment 3
In the GC conditions, carrier gas is a nitrogen, flow velocity 50ml/min; Hydrogen flow rate is 40ml/min, air 90ml/min, split ratio 5: 1; Tail blows and is nitrogen, flow velocity 20ml/min; The injector temperature is 200 ℃, and detector temperature is 200 ℃, 130 ℃ of column temperatures, sample size 0.2 μ L.Other are tested with embodiment 1 precision
Get 5 parts of No. 1 samples, under the condition of embodiment 1, carry out filtration treatment and mensuration, RSD% is 2.1%.Take by weighing 1 part of No. 1 sample, under the condition of embodiment 1, carry out filtration treatment and continuous sample introduction and measure for 5 times, RSD% is 0.2%.
Recovery experiment
A copy of it (sample 1) adds parallel analysis of sample that 5 gram furfuryl alcohols (pure content is 98.9%) and another part (sample 2) do not process in two part of 100 gram sample; The sample 2 that does not add furfuryl alcohol is measured as a result, and the content of 2-methylfuran, furfural, furfuryl alcohol is respectively 0.013%, 0.6%, 98.12%; Sample 1 content of 2-methylfuran, furfural, furfuryl alcohol as a result is respectively 0.01%, 0.58%, 97.9%, and the recovery is 95%.Contrast test
With finished product furfuryl alcohol sample introduction, the content of known wherein 2-methylfuran, furfural, furfuryl alcohol is respectively 0.01%, 0.53%, 98.51%, under the embodiment of the invention 1 condition, carries out gas chromatographic analysis, and its chromatogram is seen accompanying drawing 3; The content that records 2-methylfuran, furfural, furfuryl alcohol is respectively 0.008%, 0.55%, 98.49%.
Claims (7)
1. the method for chromatographic determination of a crude furfuryl alcohol composition is characterized in that, earlier the crude furfuryl alcohol sample is filtered; Get the filtrating sample introduction then and carry out gas chromatographic analysis, said gas chromatography adopts fid detector, chromatographic column specification 30m*0.32mm; Carrier gas is a nitrogen, flow velocity 50ml/min; Hydrogen flow rate is 30-50ml/min, air 90-120ml/min, split ratio 2-5: 1; Tail blows and is nitrogen, flow velocity 16-30ml/min; The injector temperature is 190-220 ℃, and detector temperature is 190-220 ℃, column temperature 120-150 ℃.
2. the method for chromatographic determination of crude furfuryl alcohol composition as claimed in claim 1 is characterized in that, the temperature of said injector is 195-205 ℃.
3. the method for chromatographic determination of crude furfuryl alcohol composition as claimed in claim 1 is characterized in that, the temperature of said detecting device is 195-205 ℃.
4. the method for chromatographic determination of crude furfuryl alcohol composition as claimed in claim 1 is characterized in that, said column temperature is 130-140 ℃.
5. the method for chromatographic determination of crude furfuryl alcohol composition as claimed in claim 1 is characterized in that, sample size is 0.1-0.2 μ L.
6. like the method for chromatographic determination of one of claim 1-5 described crude furfuryl alcohol composition, it is characterized in that the described crude furfuryl alcohol sample is filtered adopted organic phase nylon pin type filtrator.
7. the method for chromatographic determination of crude furfuryl alcohol composition as claimed in claim 6 is characterized in that, the aperture of filter membrane is 0.15 μ m-0.30 μ m in the said pin type filtrator.
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| CN 200910066055 CN101819187B (en) | 2009-09-03 | 2009-09-03 | Method for chromatographic determination of crude furfuryl alcohol composition |
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| CN104597180B (en) * | 2013-10-31 | 2018-04-24 | 中国石油化工股份有限公司 | A kind of analysis method of Aromatics Extractive Project tapped oil and middle furfural content measure of raffinating oil |
| CN104142372B (en) * | 2014-07-17 | 2015-11-25 | 中国石油化工股份有限公司 | The detection method of furfuryl alcohol content in a kind of furol biological hydrogenation reaction solution |
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Non-Patent Citations (3)
| Title |
|---|
| 孙冬杰.溶剂解吸气相色谱法测定糠醇的实际应用.《中国卫生检验杂志》.2007,第17卷(第9期),1706-1707. * |
| 郭惠.气相色谱法分析糠醇含量研究.《重庆师专学报》.1994,(第2期),29-31. * |
| 黎翠林等.糠醇的气相色谱分析.《山西化工》.1986,(第3期),4、7. * |
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