CN105548401B - A method of measurement hexafluoropropene and hexafluoropropylene oxide relative amount - Google Patents
A method of measurement hexafluoropropene and hexafluoropropylene oxide relative amount Download PDFInfo
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- CN105548401B CN105548401B CN201511034875.4A CN201511034875A CN105548401B CN 105548401 B CN105548401 B CN 105548401B CN 201511034875 A CN201511034875 A CN 201511034875A CN 105548401 B CN105548401 B CN 105548401B
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- hexafluoropropene
- hexafluoropropylene oxide
- relative amount
- hexafluoropropylene
- measurement
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- PGFXOWRDDHCDTE-UHFFFAOYSA-N hexafluoropropylene oxide Chemical compound FC(F)(F)C1(F)OC1(F)F PGFXOWRDDHCDTE-UHFFFAOYSA-N 0.000 title claims abstract description 81
- HCDGVLDPFQMKDK-UHFFFAOYSA-N hexafluoropropylene Chemical compound FC(F)=C(F)C(F)(F)F HCDGVLDPFQMKDK-UHFFFAOYSA-N 0.000 title claims abstract description 78
- 238000000034 method Methods 0.000 title claims abstract description 25
- 238000005259 measurement Methods 0.000 title claims abstract description 22
- 238000004458 analytical method Methods 0.000 claims abstract description 4
- 238000002835 absorbance Methods 0.000 claims description 26
- 238000002329 infrared spectrum Methods 0.000 claims description 9
- 229910052751 metal Inorganic materials 0.000 claims description 8
- 239000002184 metal Substances 0.000 claims description 8
- 238000004566 IR spectroscopy Methods 0.000 claims description 4
- 238000010521 absorption reaction Methods 0.000 claims description 4
- NHEOWFLLFDKMDU-UHFFFAOYSA-N C1C(C)O1.[F] Chemical compound C1C(C)O1.[F] NHEOWFLLFDKMDU-UHFFFAOYSA-N 0.000 claims description 3
- IXMNJTITSKGNFR-UHFFFAOYSA-N 1,1,2,3,3,3-hexafluoroprop-1-ene;2,2,3-trifluoro-3-(trifluoromethyl)oxirane Chemical compound FC(F)=C(F)C(F)(F)F.FC(F)(F)C1(F)OC1(F)F IXMNJTITSKGNFR-UHFFFAOYSA-N 0.000 claims 1
- VJGCZWVJDRIHNC-UHFFFAOYSA-N 1-fluoroprop-1-ene Chemical compound CC=CF VJGCZWVJDRIHNC-UHFFFAOYSA-N 0.000 claims 1
- 239000000126 substance Substances 0.000 abstract description 4
- QGHDLJAZIIFENW-UHFFFAOYSA-N 4-[1,1,1,3,3,3-hexafluoro-2-(4-hydroxy-3-prop-2-enylphenyl)propan-2-yl]-2-prop-2-enylphenol Chemical group C1=C(CC=C)C(O)=CC=C1C(C(F)(F)F)(C(F)(F)F)C1=CC=C(O)C(CC=C)=C1 QGHDLJAZIIFENW-UHFFFAOYSA-N 0.000 description 10
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 7
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 7
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 6
- 229910052753 mercury Inorganic materials 0.000 description 6
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 3
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000001514 detection method Methods 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- 239000001294 propane Substances 0.000 description 2
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical class C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000012459 cleaning agent Substances 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 229920002313 fluoropolymer Polymers 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 239000010687 lubricating oil Substances 0.000 description 1
- VIKNJXKGJWUCNN-XGXHKTLJSA-N norethisterone Chemical compound O=C1CC[C@@H]2[C@H]3CC[C@](C)([C@](CC4)(O)C#C)[C@@H]4[C@@H]3CCC2=C1 VIKNJXKGJWUCNN-XGXHKTLJSA-N 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000008439 repair process Effects 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
Classifications
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- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N30/00—Investigating or analysing materials by separation into components using adsorption, absorption or similar phenomena or using ion-exchange, e.g. chromatography or field flow fractionation
- G01N30/02—Column chromatography
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N21/00—Investigating or analysing materials by the use of optical means, i.e. using sub-millimetre waves, infrared, visible or ultraviolet light
- G01N21/17—Systems in which incident light is modified in accordance with the properties of the material investigated
- G01N21/25—Colour; Spectral properties, i.e. comparison of effect of material on the light at two or more different wavelengths or wavelength bands
- G01N21/31—Investigating relative effect of material at wavelengths characteristic of specific elements or molecules, e.g. atomic absorption spectrometry
- G01N21/35—Investigating relative effect of material at wavelengths characteristic of specific elements or molecules, e.g. atomic absorption spectrometry using infrared light
- G01N21/3504—Investigating relative effect of material at wavelengths characteristic of specific elements or molecules, e.g. atomic absorption spectrometry using infrared light for analysing gases, e.g. multi-gas analysis
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N30/00—Investigating or analysing materials by separation into components using adsorption, absorption or similar phenomena or using ion-exchange, e.g. chromatography or field flow fractionation
- G01N30/02—Column chromatography
- G01N2030/022—Column chromatography characterised by the kind of separation mechanism
- G01N2030/025—Gas chromatography
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- Physics & Mathematics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Analytical Chemistry (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- General Physics & Mathematics (AREA)
- Immunology (AREA)
- Pathology (AREA)
- Investigating Or Analysing Materials By Optical Means (AREA)
Abstract
A method of measurement hexafluoropropene and hexafluoropropylene oxide relative amount, it is related to a kind of measuring method, and in particular to a method of measurement hexafluoropropene and hexafluoropropylene oxide relative amount.The present invention analyzes the lower problem of structural fidelity to solve existing hexafluoropropene and hexafluoropropylene oxide relative amount measuring method higher cost.Step of the invention are as follows: Step 1: the measurement of standard items purity;Step 2: establishing standard curve;Step 3: sample analysis detects;Step 4: result calculates.The invention belongs to chemical fields.
Description
Technical field
The present invention relates to a kind of measuring methods, and in particular to a kind of measurement hexafluoropropene and hexafluoropropylene oxide relative amount
Method, belong to chemical field.
Background technique
Hexafluoropropylene oxide (HFPO), also known as perfluoro propene oxid have height since it contains trifluoromethyl structure
Chemical activity, be a kind of important fluoro-containing intermediate, can be used for synthesizing perfluorinated ion exchange resin, fluoroplastics, fluorubber, contain
The important fluorochemicals such as fluorinated surfactant, fluorine-containing lubricating oil, advanced cleaning agent, in aerospace, electronics, medicine and other fields
It is widely used.In the prior art, hexafluoropropylene oxide is substantially prepared for raw material with hexafluoropropene (HFP), due to
The boiling point of both substances separates band very close to (- 29.4 DEG C of hexafluoropropene, -27.0 DEG C of hexafluoropropylene oxide), thus to the later period
Carry out very big technical problem.Therefore, the relative amount for rapidly and accurately measuring hexafluoropropene and hexafluoropropylene oxide, to hexafluoro ring
The evaluation and control of the synthesis condition of Ethylene Oxide are of great significance.
Summary of the invention
The present invention analyzes to solve existing hexafluoropropene and hexafluoropropylene oxide relative amount measuring method higher cost
The lower problem of structural fidelity, and then propose a kind of method for measuring hexafluoropropene and hexafluoropropylene oxide relative amount.
The technical solution adopted by the present invention to solve the above problem is as follows: the specific steps of the present invention are as follows:
A method of measurement hexafluoropropene and hexafluoropropylene oxide relative amount, a kind of measurement hexafluoropropene and six
The method of fluorine propylene oxide relative amount is achieved by the steps of:
Step 1: the measurement of standard items purity: the gas Chromatographic Determination of hexafluoropropene and hexafluoropropylene oxide standard items;
Step 2: establishing standard curve: a certain amount of hexafluoropropene or hexafluoropropylene oxide gas are passed through metal vacuum
Line is transferred in infrared-gas pond, reads its absorbance at selected wave number with infrared spectroscopy, wherein hexafluoropropene is selected
Wave number is 1795 centimetres-1, the selected wave number of hexafluoropropylene oxide is 1550 centimetres-1, gained absorbance value and corresponding hexafluoropropene
Or a standard curve can be obtained between the content of hexafluoropropylene oxide;
Step 3: sample analysis detects: accurately shifting a certain amount of hexafluoropropene and Hexafluoropropylene by metal vacuum line
The mixed gas of propane measures its infrared spectrum and reads the absorbance at the wave number selected by step 2;
Step 4: result calculates: the surveyed absorbance value of step 3 is compareed with the established standard curve of step 2, it can
The content of hexafluoropropene or hexafluoropropylene oxide in sample is obtained, and then the phase of hexafluoropropene with hexafluoropropylene oxide is calculated
To content.
The beneficial effects of the present invention are: the 1, present invention has many advantages, such as easy to operate, experimental cost is lower;2, this hair
Bright detection sample used volume is less;3, operation of the present invention is easy, is easily mastered;4, detection process of the present invention only needs infrared spectroscopy
The simple instrument such as instrument, at low cost, the time is short, easy to spread.
Detailed description of the invention
Fig. 1 is the gas infrared spectrum of hexafluoropropene standard sample, and Fig. 2 is that the gas of hexafluoropropylene oxide standard sample is red
Outer spectrogram, Fig. 3 are the standard relationship curve synoptic diagrams between absorbance value and the pressure of hexafluoropropene standard sample, and Fig. 4 is to inhale
Standard relationship curve synoptic diagram between shading value and the pressure of hexafluoropropylene oxide standard sample, Fig. 5 are hexafluoropropene and six
The gas infrared spectrum of the mixed gas of fluorine propylene oxide.
Specific embodiment
Specific embodiment 1: illustrating present embodiment, a kind of measurement hexafluoro described in present embodiment in conjunction with Fig. 1 to Fig. 5
The method of propylene and hexafluoropropylene oxide relative amount is achieved by the steps of:
Step 1: the measurement of standard items purity: the gas Chromatographic Determination of hexafluoropropene and hexafluoropropylene oxide standard items;
Step 2: establishing standard curve: a certain amount of hexafluoropropene or hexafluoropropylene oxide gas are passed through metal vacuum
Line is transferred in infrared-gas pond, reads its absorbance at selected wave number with infrared spectroscopy, wherein hexafluoropropene is selected
Wave number is 1795 centimetres-1, the selected wave number of hexafluoropropylene oxide is 1550 centimetres-1, gained absorbance value and corresponding hexafluoropropene
Or a standard curve can be obtained between the content of hexafluoropropylene oxide;
Step 3: sample analysis detects: accurately shifting a certain amount of hexafluoropropene and Hexafluoropropylene by metal vacuum line
The mixed gas of propane measures its infrared spectrum and reads the absorbance at the wave number selected by step 2;
Step 4: result calculates: the surveyed absorbance value of step 3 is compareed with the established standard curve of step 2, it can
The content of hexafluoropropene or hexafluoropropylene oxide in sample is obtained, and then the phase of hexafluoropropene with hexafluoropropylene oxide is calculated
To content.
Specific embodiment 2: illustrating present embodiment, a kind of measurement hexafluoro described in present embodiment in conjunction with Fig. 1 to Fig. 5
The standard of hexafluoropropene and hexafluoropropylene oxide used in the step of method of propylene and hexafluoropropylene oxide relative amount two
The purity of product is all larger than 99%.Other compositions and connection relationship are same as the specific embodiment one.
Specific embodiment 3: illustrating present embodiment, a kind of measurement hexafluoro described in present embodiment in conjunction with Fig. 1 to Fig. 5
Hexafluoropropene, hexafluoropropylene oxide and hexafluoro in the step of method of propylene and hexafluoropropylene oxide relative amount two and step 3
Absorption values of the content of the mixed gas of propylene and hexafluoropropylene oxide at selected wave number are no more than 2 and are in spike.Its
It is formed and connection relationship is same as the specific embodiment one.
Specific embodiment 4: illustrating present embodiment, a kind of measurement hexafluoro described in present embodiment in conjunction with Fig. 1 to Fig. 5
Hexafluoropropene, hexafluoropropylene oxide and hexafluoro in the step of method of propylene and hexafluoropropylene oxide relative amount two and step 3
Absorption values of the content of the mixed gas of propylene and hexafluoropropylene oxide at selected wave number are not less than 0.05.Other compositions
And connection relationship is same as the specific embodiment one.
Specific embodiment 5: illustrating present embodiment, a kind of measurement hexafluoro described in present embodiment in conjunction with Fig. 1 to Fig. 5
In the step of method of propylene and hexafluoropropylene oxide relative amount three in the mixed gas of hexafluoropropene and hexafluoropropylene oxide
The relative scale of hexafluoropropene and hexafluoropropylene oxide should be in the section of 1.4:98.6 to 96.9:3.1.Other compositions and connection are closed
It is same as the specific embodiment one.
Embodiment one:
Hexafluoropropene and hexafluoro in mixed gas after the reaction directly obtained during measurement synthesis hexafluoropropylene oxide
The content of propylene oxide
Step 1: the measurement of standard items purity: using gas Chromatographic Determination hexafluoropropene and hexafluoropropylene oxide standard items
Purity;
Step 2: establishing standard curve: respectively will not same amount (or pressure) hexafluoropropene (or hexafluoropropylene oxide) mark
Quasi- product are transferred in infrared-gas sample cell by metal vacuum line, obtain hexafluoropropene (or hexafluoropropylene oxide) standard items
Infrared spectrum;According to 1795 centimetres-1The absorbance value at place and the pressure of hexafluoropropene establish standard curve, and standard curve is such as
Shown in Fig. 3;According to 1550 centimetres-1The absorbance value at place and the pressure of hexafluoropropylene oxide establish standard curve, and standard is bent
Line is as shown in Figure 4.
Step 3: sample measures: accurately shifting the hexafluoropropene and hexafluoro of a certain amount of (or pressure) by metal vacuum line
The mixed gas (mixed gas after the reaction directly obtained during synthesis hexafluoropropylene oxide) of propylene oxide, measures it
Infrared spectrum is simultaneously read at 1795 centimetres-1Locate and 1550 centimetres-1The infrared spectrum of the absorbance value at place, sample is as shown in Figure 5.
Step 4: result calculates: the surveyed absorbance value of step 3 is compareed with the established standard curve of step 2, it can
The content of hexafluoropropene and hexafluoropropylene oxide in sample is obtained, and then phase of the hexafluoropropene with hexafluoropropylene oxide is calculated
To content.
Step 5: measurement result is as follows: Fig. 5 is the infrared spectrum for measuring sample, it can be seen from the figure that institute's sample exists
1795 centimetres-1The absorbance value for locating (hexafluoropropene) is 1.295, at 1550 centimetres-1Locate the absorbance value of (hexafluoropropylene oxide)
It is 0.861, is calculated using pressure-absorbance standard curve of hexafluoropropene and hexafluoropropylene oxide shown in Fig. 2 and Fig. 3
The content of hexafluoropropene is 17.48 millimetress of mercury out, and the content of hexafluoropropylene oxide is 14.07 millimetress of mercury, is further calculated
Show that the relative scale of hexafluoropropene and hexafluoropropylene oxide is 55.4:44.6 in the mixed gas.
Embodiment two:
Measure the content of hexafluoropropene and hexafluoropropylene oxide mixed gas
Specific steps are same as Example 1.Measurement result is as follows: institute's sample is at 1795 centimetres-1Locate (hexafluoropropene)
Absorbance value is 0.050, at 1550 centimetres-1The absorbance value for locating (hexafluoropropylene oxide) is 1.861, utilizes institute in Fig. 2 and Fig. 3
The content that the hexafluoropropene of display and pressure-absorbance standard curve of hexafluoropropylene oxide calculate hexafluoropropene is 0.42 milli
Meter mercury column(unit of pressure), the content of hexafluoropropylene oxide are 30.41 millimetress of mercury, further calculate obtain in the mixed gas hexafluoropropene with
The relative scale of hexafluoropropylene oxide is 1.4:98.6.
Embodiment three:
Measure the content of hexafluoropropene and hexafluoropropylene oxide mixed gas
Specific steps are same as Example 1.Measurement result is as follows: institute's sample is at 1795 centimetres-1Locate (hexafluoropropene)
Absorbance value is 1.895, at 1550 centimetres-1The absorbance value for locating (hexafluoropropylene oxide) is 0.050, utilizes institute in Fig. 2 and Fig. 3
The content that the hexafluoropropene of display and pressure-absorbance standard curve of hexafluoropropylene oxide calculate hexafluoropropene is 25.70
The content of millimetres of mercury, hexafluoropropylene oxide is 0.82 millimetres of mercury, further calculates and obtains hexafluoropropene in the mixed gas
Relative scale with hexafluoropropylene oxide is 96.9:3.1.
The foregoing is only a preferred embodiment of the present invention, is not intended to restrict the invention, for the skill of this field
For art personnel, the invention may be variously modified and varied.All within the spirits and principles of the present invention, made any to repair
Change, equivalent replacement, improvement etc., is all included in the scope of protection of the present invention.
Claims (5)
1. a kind of method for measuring hexafluoropropene and hexafluoropropylene oxide relative amount, it is characterised in that: a kind of measurement six
Fluoropropene and the method for hexafluoropropylene oxide relative amount are achieved by the steps of:
Step 1: the measurement of standard items purity: the gas Chromatographic Determination of hexafluoropropene and hexafluoropropylene oxide standard items;
Step 2: establishing standard curve: a certain amount of hexafluoropropene or hexafluoropropylene oxide gas are turned by metal vacuum line
It moves on in infrared-gas pond, reads its absorbance at selected wave number with infrared spectroscopy, wherein the selected wave number of hexafluoropropene
It is 1795 centimetres-1, the selected wave number of hexafluoropropylene oxide is 1550 centimetres-1, gained absorbance value and corresponding hexafluoropropene or six
A standard curve can be obtained between the content of fluorine propylene oxide;
Step 3: sample analysis detects: accurately shifting a certain amount of hexafluoropropene and hexafluoropropylene oxide by metal vacuum line
Mixed gas, measure its infrared spectrum and read the wave number selected by step 2 at absorbance;
Step 4: result calculates: the surveyed absorbance value of step 3 being compareed with the established standard curve of step 2, can be obtained
The content of hexafluoropropene or hexafluoropropylene oxide in sample, and then the opposite of hexafluoropropene and hexafluoropropylene oxide is calculated and contains
Amount.
2. a kind of method for measuring hexafluoropropene and hexafluoropropylene oxide relative amount, feature exist according to claim 1
In: the purity of hexafluoropropene used in step 2 and the standard items of hexafluoropropylene oxide is all larger than 99%.
3. a kind of method for measuring hexafluoropropene and hexafluoropropylene oxide relative amount, feature exist according to claim 1
In: the mixed gas of hexafluoropropene, hexafluoropropylene oxide and hexafluoropropene and hexafluoropropylene oxide in step 2 and step 3
Absorption values of the content at selected wave number are no more than 2 and are in spike.
4. a kind of method for measuring hexafluoropropene and hexafluoropropylene oxide relative amount, feature exist according to claim 1
In: the mixed gas of hexafluoropropene, hexafluoropropylene oxide and hexafluoropropene and hexafluoropropylene oxide in step 2 and step 3
Absorption values of the content at selected wave number are not less than 0.05.
5. a kind of method for measuring hexafluoropropene and hexafluoropropylene oxide relative amount, feature exist according to claim 1
In: in step 3 in the mixed gas of hexafluoropropene and hexafluoropropylene oxide hexafluoropropene and hexafluoropropylene oxide relative scale
It should be in the section of 1.4:98.6 to 96.9:3.1.
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CN102140057A (en) * | 2010-01-28 | 2011-08-03 | 中国中化股份有限公司 | Method for preparing hexafluoroacetone |
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Oxidation of Hexafluoropropylene with Oxygen to Hexafluoropropylene Oxide;Wroblewska, Agnieszka; Milchert, Eugeniusz; Meissner, Egbert;《ORGANIC PROCESS RESEARCH & DEVELOPMENT》;20090708;第14卷(第11期);272-277 |
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