CN114813603B - Method for rapidly characterizing halogenation reaction conversion rate of phenolic hydroxyl compound without standard substance - Google Patents
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- 238000000034 method Methods 0.000 title claims abstract description 29
- -1 phenolic hydroxyl compound Chemical class 0.000 title claims abstract description 29
- 238000005658 halogenation reaction Methods 0.000 title claims abstract description 13
- 208000012839 conversion disease Diseases 0.000 title claims abstract description 11
- 239000000126 substance Substances 0.000 title claims abstract description 11
- 238000006243 chemical reaction Methods 0.000 claims abstract description 34
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims abstract description 22
- 230000002378 acidificating effect Effects 0.000 claims abstract description 17
- 238000003786 synthesis reaction Methods 0.000 claims abstract description 9
- 239000012046 mixed solvent Substances 0.000 claims description 36
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical group [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 27
- 238000002835 absorbance Methods 0.000 claims description 15
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 9
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 6
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 6
- 239000012295 chemical reaction liquid Substances 0.000 claims description 6
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 claims description 5
- 235000011114 ammonium hydroxide Nutrition 0.000 claims description 5
- BHZOKUMUHVTPBX-UHFFFAOYSA-M sodium acetic acid acetate Chemical group [Na+].CC(O)=O.CC([O-])=O BHZOKUMUHVTPBX-UHFFFAOYSA-M 0.000 claims description 5
- 239000008367 deionised water Substances 0.000 claims description 4
- 229910021641 deionized water Inorganic materials 0.000 claims description 4
- 238000007789 sealing Methods 0.000 claims description 3
- UGDAWAQEKLURQI-UHFFFAOYSA-N 2-(2-hydroxyethoxy)ethanol;hydrate Chemical compound O.OCCOCCO UGDAWAQEKLURQI-UHFFFAOYSA-N 0.000 claims description 2
- SBZXBUIDTXKZTM-UHFFFAOYSA-N diglyme Chemical compound COCCOCCOC SBZXBUIDTXKZTM-UHFFFAOYSA-N 0.000 claims description 2
- 239000000243 solution Substances 0.000 abstract description 23
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract description 17
- 238000010521 absorption reaction Methods 0.000 abstract description 15
- 239000012670 alkaline solution Substances 0.000 abstract description 8
- 239000003929 acidic solution Substances 0.000 abstract description 7
- 239000001257 hydrogen Substances 0.000 abstract description 6
- 229910052739 hydrogen Inorganic materials 0.000 abstract description 6
- 239000001301 oxygen Substances 0.000 abstract description 4
- 229910052760 oxygen Inorganic materials 0.000 abstract description 4
- 229940031826 phenolate Drugs 0.000 abstract description 4
- 239000003513 alkali Substances 0.000 abstract description 2
- 230000008859 change Effects 0.000 abstract description 2
- 238000006073 displacement reaction Methods 0.000 abstract description 2
- 238000006386 neutralization reaction Methods 0.000 abstract description 2
- 239000005416 organic matter Substances 0.000 abstract description 2
- 239000002904 solvent Substances 0.000 description 9
- 238000001514 detection method Methods 0.000 description 7
- 125000000217 alkyl group Chemical group 0.000 description 6
- 239000003002 pH adjusting agent Substances 0.000 description 4
- 239000004593 Epoxy Substances 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- COCCIDGDLPJWJP-UHFFFAOYSA-N 4-bromo-1,2-dihexoxybenzene Chemical compound CCCCCCOC1=CC=C(Br)C=C1OCCCCCC COCCIDGDLPJWJP-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 238000004090 dissolution Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 150000002896 organic halogen compounds Chemical class 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- 238000002211 ultraviolet spectrum Methods 0.000 description 2
- 238000005303 weighing Methods 0.000 description 2
- RNHDAKUGFHSZEV-UHFFFAOYSA-N 1,4-dioxane;hydrate Chemical compound O.C1COCCO1 RNHDAKUGFHSZEV-UHFFFAOYSA-N 0.000 description 1
- TWTFETDTUZVJND-UHFFFAOYSA-N 1-iodo-3-(2-methoxyethoxy)benzene Chemical compound COCCOC1=CC=CC(I)=C1 TWTFETDTUZVJND-UHFFFAOYSA-N 0.000 description 1
- 206010067125 Liver injury Diseases 0.000 description 1
- 208000012902 Nervous system disease Diseases 0.000 description 1
- 208000025966 Neurological disease Diseases 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 208000007502 anemia Diseases 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 230000000711 cancerogenic effect Effects 0.000 description 1
- 238000013375 chromatographic separation Methods 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 238000011097 chromatography purification Methods 0.000 description 1
- 239000012468 concentrated sample Substances 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 208000002173 dizziness Diseases 0.000 description 1
- 230000035622 drinking Effects 0.000 description 1
- 239000003651 drinking water Substances 0.000 description 1
- 235000020188 drinking water Nutrition 0.000 description 1
- IDGUHHHQCWSQLU-UHFFFAOYSA-N ethanol;hydrate Chemical compound O.CCO IDGUHHHQCWSQLU-UHFFFAOYSA-N 0.000 description 1
- 238000001917 fluorescence detection Methods 0.000 description 1
- 230000026030 halogenation Effects 0.000 description 1
- 230000003907 kidney function Effects 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 210000004877 mucosa Anatomy 0.000 description 1
- 210000005036 nerve Anatomy 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 230000035699 permeability Effects 0.000 description 1
- 238000003969 polarography Methods 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 238000002798 spectrophotometry method Methods 0.000 description 1
- 210000001519 tissue Anatomy 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 238000000870 ultraviolet spectroscopy Methods 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
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- 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
- G01N21/33—Investigating relative effect of material at wavelengths characteristic of specific elements or molecules, e.g. atomic absorption spectrometry using ultraviolet light
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- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N1/00—Sampling; Preparing specimens for investigation
- G01N1/28—Preparing specimens for investigation including physical details of (bio-)chemical methods covered elsewhere, e.g. G01N33/50, C12Q
- G01N1/38—Diluting, dispersing or mixing samples
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Abstract
The invention provides a method for rapidly characterizing the halogenation reaction conversion rate of phenolic hydroxyl compounds without a standard substance. When the phenolic hydroxyl-containing organic matter is in the solution, the phenolic hydroxyl groups can ionize a part of hydrogen ions, and the alkaline solution is added to enable hydroxyl groups in the alkali to react with the ionized hydrogen ions for neutralization, and meanwhile, the phenolic hydroxyl groups are continuously ionized to generate hydrogen ions, and all the phenolic hydroxyl groups are converted into phenolic oxygen ions; conversely, adding an acidic solution to a solution of phenolate ions will reconvert the phenolate ions to phenolic hydroxyl groups. The phenolic oxygen ions in the alkaline solution can be converted into a quinoid structure, the ultraviolet absorption peak of the quinoid structure has obvious displacement phenomenon compared with the absorption peak of the phenolic hydroxyl under the acidic condition, the ultraviolet absorption values at 280nm and 300nm under the alkaline solution and the acidic solution condition are respectively measured, and the change percentage of the phenolic hydroxyl is calculated according to the test improved Goldschmid formula, so that the reaction degree of the phenolic hydroxyl organic synthesis is rapidly determined.
Description
Technical Field
The invention belongs to the technical field of organic synthesis, and particularly relates to a method for rapidly characterizing the halogenation reaction conversion rate of phenolic hydroxyl compounds without a standard substance.
Background
In recent years, the occurrence of deterioration of quality of drinking water caused by pollution of water resources has occurred, wherein the pollution is caused by phenolic organic matters. Phenol has strong corrosion to skin and mucosa, has high permeability, and can penetrate deep into internal tissue to inhibit central nerve or damage liver and kidney functions. Phenol has strong toxicity and cancerogenic action, and long-term drinking of water polluted by phenol can cause dizziness, anemia and various neurological diseases, and promote cancerization.
At present, methods for rapid, accurate and on-site detection of phenolic substances in reaction waste streams and other various components (such as aqueous or organic phases) are relatively lacking. The methods for detecting the content of the phenolic substances include chromatography, photochemical analysis, polarography, spectrophotometry and the like, wherein the detection methods have basic formula methods, and the detection methods need to be measured under the condition of having standard samples and standard curves, and only a certain fixed substance can be expressed, so that certain limitations exist. And the method is not expanded to the field of organic synthesis reaction, and a method for expressing the reaction degree cannot be developed. In particular, a method for determining the extent of the reaction of the halogenated organic compounds of the phenolic hydroxyl groups by means of a differential ultraviolet spectrum has not been reported.
Disclosure of Invention
In order to solve the technical problems, the invention provides a method for rapidly characterizing the halogenation reaction conversion rate of phenolic hydroxyl compounds without a standard. The invention adopts a differential ultraviolet spectrometry method for detecting the reaction degree of the substances containing the phenolic hydroxyl groups, and has the advantages of simplicity, rapidness and good sensitivity. The method can avoid the step of preparing the standard curve, thereby greatly saving the detection time, and the detection time of the common fluorescence detection method needs about one day.
The invention aims to provide a method for rapidly characterizing the halogenation reaction conversion rate of phenolic hydroxyl compounds without a standard substance, which comprises the following steps:
s1: taking a reaction liquid to be detected, and fixing the volume to a 250mL volumetric flask by deionized water; the reaction liquid to be detected is derived from the halogenated organic synthesis reaction of the phenolic hydroxyl compound; the amount of the reaction liquid is determined according to the content of phenolic hydroxyl groups;
s2: taking the constant volume solution obtained in the step S1, dividing the constant volume solution into two parts, and respectively using an acidic mixed solvent and an alkaline mixed solvent to constant volume to 50mL to obtain a constant volume solution with pH=5.0 and a constant volume solution with pH=11.0;
s3: measuring the absorbance of the constant volume solution with pH=5.0 obtained in the step S2 at 280nm by taking the mixed solvent as a reference; taking the constant volume solution with the pH value of=5.0 obtained in the step S2 as a reference, and measuring the absorbance of the constant volume solution with the pH value of=11.0 in the step S2 at 280nm and 300 nm;
s4: the reaction conversion was calculated as follows:
wherein Abs 280-is absorbance at 280nm of a constant volume solution at ph=5.0 with the mixed solvent as reference;
absi 280-absorbance at 280nm of a constant volume solution at pH=11.0 with a constant volume solution at pH=5.0 as reference;
absi 300-absorbance at 300nm of a constant volume solution with pH=5.0 as reference, pH=11.0;
wherein: b (B) Not yet -a pre-reaction phenolic hydroxyl content;
B sealing device -phenolic hydroxyl content after reaction;
in S2, the volume ratio of the mixed solvent is 1:1:3, ethyl acetate, diethylene glycol dimethyl ether and water;
s2, the acidic mixed solvent is the mixed solvent further comprising an acidic pH value regulator, wherein the acidic pH value regulator is selected from sodium acetate-acetic acid, hydrochloric acid or sulfuric acid;
the alkaline mixed solvent is the mixed solvent further comprising an alkaline pH value regulator, wherein the alkaline pH value regulator is selected from sodium hydroxide or ammonia water;
the solvent requirement of the differential ultraviolet spectrum measurement used in the invention is as follows: (1) has a sufficiently large solubility for NaOH; (2) Has proper (slightly soluble) solubility to the model; (3) The differential absorption peak to be measured does not interfere, namely the absorption is not obviously changed near the absorption peak and the absorption value is not large.
Further, in step S2, the pH of the acidic mixed solvent is 4.0-5.5. Preferably, the pH of the acidic mixed solvent is 5.0.
Further, in step S2, the pH of the alkaline mixed solvent is 10.5-11.5. Preferably, the pH of the alkaline mixed solvent is 11.
Further, in step S2, the pH adjuster of the acidic mixed solvent is selected from sodium acetate-acetic acid, hydrochloric acid or sulfuric acid. Preferably, the pH adjuster of the acidic mixed solvent is selected from sodium acetate-acetic acid.
In step S2, the pH adjuster of the alkaline mixed solvent is selected from sodium hydroxide or ammonia water. Preferably, the pH adjuster of the alkaline mixed solvent is selected from ammonia water.
Further, the halogenation of the phenolic hydroxyl compound comprises
And the like, wherein R is selected from long-chain alkyl, branched-chain alkyl, epoxy, aromatic and other groups without active groups.
The invention provides a method for rapidly determining the reaction degree of halogenated organic compounds of phenolic hydroxyl groups by an ultraviolet method. When the phenolic hydroxyl-containing organic matter is in the solution, the phenolic hydroxyl groups can ionize a part of hydrogen ions, and the alkaline solution is added to enable hydroxyl groups in the alkali to react with the ionized hydrogen ions for neutralization, and meanwhile, the phenolic hydroxyl groups are continuously ionized to generate hydrogen ions, and all the phenolic hydroxyl groups are converted into phenolic oxygen ions; conversely, adding an acidic solution to a solution of phenolate ions will reconvert the phenolate ions to phenolic hydroxyl groups (see FIG. 1). The phenolic oxygen ions in the alkaline solution can be converted into a quinoid structure, the ultraviolet absorption peak of the quinoid structure has obvious displacement phenomenon compared with the absorption peak of the phenolic hydroxyl under the acidic condition, the ultraviolet absorption values at 280nm and 300nm under the alkaline solution and the acidic solution condition are respectively measured, and the reaction percentage of the phenolic hydroxyl is calculated according to the Goldschmid formula improved by the test, so that the reaction degree of the phenolic hydroxyl organic synthesis can be rapidly determined under the condition of lacking a standard substance. Meanwhile, the invention also explores the dissolution conditions of different solvents on phenolic hydroxyl organic matters and NaOH and the difference of ultraviolet absorption peaks, thereby selecting the optimal solvent.
Compared with the prior art, the technical scheme of the invention has the following advantages:
1) No standard or standard curve for detection is required.
2) The reaction degree detection of the halogenated organic synthesis of the phenolic hydroxyl groups can be fast, simple and convenient.
3) Different solvents were investigated and the best solvent was selected.
4) The method is expanded to the field of organic synthesis reaction.
Drawings
In order that the invention may be more readily understood, a more particular description of the invention will be rendered by reference to specific embodiments thereof which are illustrated in the appended drawings, in which,
FIG. 1 is a schematic diagram of the mechanism of the invention for measuring the halogenation reaction conversion rate of phenolic hydroxyl compounds by using a modified ultraviolet method.
FIG. 2 is a reaction scheme of reactions 1 and 2 in example 4 of the present invention.
FIG. 3 is a reaction scheme of reactions 3 and 4 in example 4 of the present invention.
Detailed Description
The present invention will be further described with reference to the accompanying drawings and specific examples, which are not intended to be limiting, so that those skilled in the art will better understand the invention and practice it.
Example 1:
1) 0.1g of the reaction solution was weighed to the nearest 0.0001g, dissolved in deionized water in a beaker, and fixed to a volume of 250mL volumetric flask.
2) An equal amount of the fixed volume solution was taken, and ethyl acetate-diethylene glycol dimethyl ether-water (2: 2: 6) Ternary mixed solvent and ethyl acetate-diglyme-water at ph=12.0 (2: 2: 6) The ternary mixed solvent is fixed to 50mL to obtain a fixed volume solution with pH=5.0 and a fixed volume solution with pH=11.0.
3) Ethyl acetate-diglyme-water (2: 2: 6) And (3) taking the ternary mixed solvent as a reference, measuring the absorbance of the constant volume solution with pH=5.0 at 280nm, taking the constant volume solution with acidic pH=5.0 as the reference, and measuring the absorbance of the constant volume solution with alkaline pH=11.0 at 280nm and 300 nm.
The reaction conversion was calculated as follows:
wherein: abs 280-absorbance of acidic solution at 280nm with ethyl acetate-diethylene glycol dimethyl ether-water (2:2:6) ternary mixed solvent as reference;
absi 280-absorbance at 280nm of alkaline solution with acidic solution as reference;
absi 300-absorbance at 300nm of alkaline solution with acidic solution as reference.
Wherein: b (B) Not yet -a pre-reaction phenolic hydroxyl content;
B sealing device -phenolic hydroxyl content after reaction.
Example 2:
in order to investigate the dissolution of different types of solvents for phenolic hydroxyl organics (where phenolic hydroxyl organics are selected from 4-bromo-1, 2 bis (hexyloxy) benzene and 1-iodo-3- (2-methoxyethoxy) benzene) and NaOH, solubility tests were performed and the results are shown in table 1:
as can be seen from the results in Table 1, the ideal solvent is only a ternary mixed solvent of ethyl acetate-diethylene glycol dimethyl ether-water (2:2:6), and the solvent has good solubility to NaOH and phenolic hydroxyl organic matters, and has small absorption value at 250nm and little change. The other solvents are not suitable for use because of the disadvantages. The dioxane-water (9:1) mixed solvent has strong absorption at 250 nm; 95% ethanol has insufficient solubility for NaOH and has stronger absorption at 250 nm; ethanol-water (1:1 and 1:2) has no strong absorption at 250nm, but insufficient solubility for NaOH; water is not sufficiently soluble in the relatively high molecular weight 4-bromo-1, 2-bis (hexyloxy) benzene.
Example 3:
the reactant is (1)
②/>
1) Weighing four absolute dry samples (1) 0.1g, accurate to 0.0001g, respectively dissolving in deionized water in a beaker, and respectively fixing the volume into four 250mL volumetric flasks;
2) Weighing absolute dry samples (2) (0.1 g,0.3g,0.6g and 0.9 g) respectively, adding into the four volumetric flasks in 1) respectively, and fully dissolving;
3) The results were determined and calculated as in example 1, and the experimental results are shown in table 2:
as can be seen from Table 2, the improved ultraviolet method provided by the invention has higher consistency between the molecular percentage of phenolic hydroxyl groups and the theoretical calculated value, and the numerical error is less than 2.5%, which indicates that the improved ultraviolet method provided by the invention has higher accuracy in measuring the molecular content of phenolic hydroxyl groups.
Example 4:
reaction equation (1) for reaction 1, reaction 2 (see fig. 2):
Reaction equation (2) for reactions 3, 4 (see fig. 3):
1) 1.0mmol of the reactants in the reaction equations (1) and (2) are respectively weighed and reacted according to the corresponding reaction equations;
2-i) measuring and calculating the result of the reaction solution after the reaction according to the method in example 1;
2-ii) simultaneously, taking another part of the reaction liquid, carrying out chromatographic separation, purification and concentration, and measuring and calculating the result of the concentrated sample again according to the method in the example 1;
3) Comparing the two results to calculate an error value. The experimental results are shown in Table 3.
As can be seen from Table 3, the difference between the actual yield and the modified ultraviolet yield is compared with the standard value, the modified ultraviolet yield is very close to the standard value, the error is lower than about 2%, and the actual yield after chromatographic concentration is very low, mainly due to purification loss. The improved ultraviolet method provided by the invention has better accuracy in detecting the reaction degree of the phenolic hydroxyl halogenated organic synthesis.
It is apparent that the above examples are given by way of illustration only and are not limiting of the embodiments. Other variations and modifications of the present invention will be apparent to those of ordinary skill in the art in light of the foregoing description. It is not necessary here nor is it exhaustive of all embodiments. And obvious variations or modifications thereof are contemplated as falling within the scope of the present invention.
Claims (5)
1. The method for rapidly characterizing the halogenation reaction conversion rate of the phenolic hydroxyl compound without a standard substance is characterized by comprising the following steps of:
s1: taking a reaction liquid to be detected, and fixing the volume to a 250mL volumetric flask by deionized water; the reaction liquid to be detected is derived from the halogenated organic synthesis reaction of the phenolic hydroxyl compound;
s2: taking two parts of constant volume solutions obtained in the step S1, and respectively using an acidic mixed solvent and an alkaline mixed solvent to constant volume to 50mL to obtain a constant volume solution with pH value of 5.0 and a constant volume solution with pH value of 11.0;
s3: measuring the absorbance of the constant volume solution with pH=5.0 obtained in the step S2 at 280nm by taking the mixed solvent as a reference; taking the constant volume solution with the pH value of=5.0 obtained in the step S2 as a reference, and measuring the absorbance of the constant volume solution with the pH value of=11.0 in the step S2 at 280nm and 300nm respectively;
s4: the reaction conversion was calculated as follows:
wherein Abs 280-is absorbance at 280nm of a constant volume solution at ph=5.0 with the mixed solvent as reference;
absi 280-absorbance at 280nm of a constant volume solution at pH=11.0 with a constant volume solution at pH=5.0 as reference;
absi 300-absorbance at 300nm of a constant volume solution with pH=5.0 as reference, pH=11.0;
wherein: b (B) Not yet -a pre-reaction phenolic hydroxyl content;
B sealing device Post-reaction phenolic OHA base content;
in S2, the volume ratio of the mixed solvent is 1:1:3, ethyl acetate, diethylene glycol dimethyl ether and water;
s2, the acidic mixed solvent is the mixed solvent further comprising an acidic pH value regulator, wherein the acidic pH value regulator is selected from sodium acetate-acetic acid, hydrochloric acid or sulfuric acid;
the alkaline mixed solvent is the mixed solvent further comprising an alkaline pH value regulator, and the alkaline pH value regulator is selected from sodium hydroxide or ammonia water.
2. The method for rapidly characterizing a conversion rate of a halogenation reaction of a phenolic hydroxyl compound without a standard according to claim 1, wherein the pH value of the acidic mixed solvent is 5.0.
3. The method for rapidly characterizing a conversion rate of a halogenation reaction of a phenolic hydroxyl compound without a standard according to claim 1, wherein the basic mixed solvent has a pH value of 11.
4. The method for rapidly characterizing the conversion rate of a halogenation reaction of a phenolic hydroxyl compound without a standard according to claim 1, wherein the pH adjustor of the acidic mixed solvent is selected from sodium acetate-acetic acid.
5. The method for rapidly characterizing a conversion rate of a halogenation reaction of a phenolic hydroxyl compound without a standard according to claim 1, wherein the pH adjustor of the alkaline mixed solvent is selected from ammonia water.
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