CN110156570A - The method for preventing and treating phenol xanthochromia - Google Patents
The method for preventing and treating phenol xanthochromia Download PDFInfo
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- CN110156570A CN110156570A CN201910617883.3A CN201910617883A CN110156570A CN 110156570 A CN110156570 A CN 110156570A CN 201910617883 A CN201910617883 A CN 201910617883A CN 110156570 A CN110156570 A CN 110156570A
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- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
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Abstract
The present invention relates to a kind of methods for preventing and treating phenol xanthochromia to be mixed the citric acid with phenol using citric acid.The method of phenol xanthochromia is prevented and treated the following steps are included: phenol heating melting is formed liquefied carbolic acid, citric acid is added toward liquefied carbolic acid, is uniformly mixed, obtains mixed solution.According to test and documents and materials, it is because the part phenol being exposed in air is oxidized by oxygen into 1,4-benzoquinone that phenol, which turns yellow, solid 1,4-benzoquinone is in golden yellow, and it is presented when yellow or bigger concentration being presented when liquid isabelline, phenol flavescence, which can be effectively suppressed, using citric acid in the present invention makes phenol keep colorless and transparent state, or the phenol to have turned yellow is subjected to reduction and restores original colorless and transparent state, and does not influence the quality of phenol.
Description
Technical field
The present invention relates to oxidation of phenol technical field is prevented, more particularly to the method for prevention and treatment phenol xanthochromia.
Background technique
Phenol is a kind of colourless acicular crystal with special odor, and 40~42 DEG C of fusing point, be the certain resins of production, sterilization
Agent, preservative and drug (such as aspirin) important source material.In storage sector, phenol is dissolved frequently by heating and thermal insulation
At fluid storage in stainless steel storage tank, storage tank has heat insulation function, and phenol is made to be constantly in liquid condition.When client has demand
When, then the tank car for having heating and heat preserving function is transferred to from storage tank, it transfers out in time.
Phenol during storage, due to being transferred through piping, storage tank storage, tank car transport etc. processes, there is various
Factor, transparent phenol, which can become band, a yellow, has seriously affected the quality of product, increases additional cost, or even lead
Cause customer churn.Therefore, it is necessary to take measures on customs clearance, storage process and the phenol for transferring process are prevented and treated, xanthochromia is prevented,
Meanwhile if xanthochromia has occurred in phenol in storage tank, need that method is taken to make it return stable pellucidity and do not influence benzene
Phenol quality.
Summary of the invention
Based on this, it is necessary in view of the above-mentioned problems, providing a kind of method for preventing and treating phenol xanthochromia, phenol can be effectively prevented
The problem of oxidation transformation, and the phenol to have turned yellow can be restored to the quality of colorless and transparent state without influencing phenol.
A method of prevention and treatment phenol xanthochromia is mixed citric acid with phenol using citric acid.
The method of above-mentioned prevention and treatment phenol xanthochromia, according to test and documents and materials, phenol flavescence is because being exposed in air
Part phenol be oxidized by oxygen into 1,4-benzoquinone, solid 1,4-benzoquinone is in golden yellow, and when yellow or bigger concentration being presented when liquid
Present isabelline, phenol flavescence, which can be effectively suppressed, using citric acid in the present invention makes phenol keep colorless and transparent state, or will
The phenol to have turned yellow carries out reduction and restores original colorless and transparent state, and does not influence the quality of phenol.
In one of the embodiments, prevent and treat phenol xanthochromia method the following steps are included:
Phenol heating melting is formed into liquefied carbolic acid, citric acid is added toward liquefied carbolic acid, is uniformly mixed, it is molten to obtain mixing
Liquid.
The temperature of liquefied carbolic acid and mixed solution is 45 DEG C~65 DEG C in one of the embodiments,.
The temperature of liquefied carbolic acid and mixed solution is 48 DEG C~62 DEG C in one of the embodiments,.
Concentration of the citric acid in mixed solution is 20PPM~100PPM in one of the embodiments,.
Concentration of the citric acid in mixed solution is 20PPM~80PPM in one of the embodiments,.
Citric acid is Citric Acid Mono or anhydrous citric acid in one of the embodiments,.
The method of citric acid is added in one of the embodiments, are as follows: take operative liquid phenol, citric acid is put into the portion
Divide liquefied carbolic acid, be completely dissolved, obtains citric acid just solution, then remaining liquefied carbolic acid, mixing is added in solution at the beginning of citric acid
Uniformly, mixed solution is obtained.
Just the temperature difference of solution and remaining liquefied carbolic acid is 0~5 DEG C to citric acid in one of the embodiments,.
Oxalic acid and/or ascorbic acid are also used in one of the embodiments, by citric acid and oxalic acid and/or Vitamin C
Phenol is added in acid, is uniformly mixed.
The mass ratio of citric acid and oxalic acid is 5~10:1~2 in one of the embodiments,.
The mass ratio of citric acid and ascorbic acid is 7~15:1~2 in one of the embodiments,.
The mass ratio of citric acid, oxalic acid and ascorbic acid is 10~20:1~2:1~2 in one of the embodiments,.
Detailed description of the invention
Fig. 1 is the gas chromatographic analysis figure that citric acid is dissolved in ethyl alcohol；
Fig. 2 is that the mixed solution of embodiment 1 places the gas chromatographic analysis figure after 87h；
Fig. 3 is that the mixed solution of embodiment 7 places the gas chromatographic analysis figure after 87h.
Specific embodiment
It to facilitate the understanding of the present invention, below will be to invention is more fully described.But the present invention can be to be permitted
Mostly different form is realized, however it is not limited to embodiment described herein.On the contrary, purpose of providing these embodiments is makes
It is more thorough and comprehensive to the understanding of the disclosure.
Unless otherwise defined, all technical and scientific terms used herein and belong to technical field of the invention
The normally understood meaning of technical staff is identical.Term as used herein in the specification of the present invention is intended merely to description tool
The purpose of the embodiment of body, it is not intended that in the limitation present invention.
According to documents and materials and test, it is because the part phenol being exposed in air is oxidized by oxygen in pairs that phenol, which turns yellow,
Yellow is presented or when bigger concentration presents isabelline in golden yellow in benzoquinones, solid 1,4-benzoquinone when liquid, the present invention provides one
The method of kind prevention and treatment phenol xanthochromia is mixed citric acid with phenol using citric acid.Citric acid is strong acid, and there are three carboxyls for tool
With a hydroxyl, after dissolving in phenol, the acidity of citric acid inhibits the H on phenolic hydroxy free, reduces reduction activation, and
Since the activity of citric acid is stronger, oxygen elder generation and citric acid reactions reduce the amount of oxygen contacted with phenol, are not easy phenol
It is oxidized, effectively inhibits phenol flavescence that phenol is made to keep colorless and transparent state.If phenol has been oxidized flavescence and has generated benzene
Quinone, after citric acid is added, benzoquinones can be reduced to transparent substance by citric acid, then the phenol to have turned yellow restores original colourless
Bright state, and the substance of benzoquinones reduction generation does not influence the quality of phenol.
In one embodiment, prevent and treat phenol xanthochromia method the following steps are included:
Phenol heating melting is formed into liquefied carbolic acid, citric acid is added toward liquefied carbolic acid, is uniformly mixed, it is molten to obtain mixing
Liquid.
The method that citric acid is added can be with are as follows: is put into lemon granulates in liquid phenol according to ratio, then stirring is equal
It is even.Or in a preferred embodiment, the method for citric acid is added are as follows: operative liquid phenol is taken, it should by citric acid investment
Operative liquid phenol, is completely dissolved, and obtains citric acid just solution, then remaining liquefied carbolic acid is added in solution at the beginning of citric acid, mixes
It closes uniformly, obtains mixed solution.It can absorb heat during lemon acid dissolution, if temperature reduces excessively, may result in precipitation benzene
Phenol crystal influences mixed effect, and then influences the effect of whole prevention and treatment phenol xanthochromia, first dissolves citric acid with liquefied carbolic acid,
The case where being easier to control the variation and dissolution of temperature.After citric acid is completely dissolved, then solution at the beginning of citric acid is mixed into remaining
Under liquefied carbolic acid, it is easier to mix.
In one embodiment, just the temperature difference of solution and remaining liquefied carbolic acid is 0~5 DEG C to citric acid, reduces temperature difference
Influence of the bring to liquefied carbolic acid and mixture homogeneity.
In one embodiment, the temperature of liquefied carbolic acid and mixed solution is 45 DEG C~65 DEG C, unfavorable when temperature is lower than 45 DEG C
Liquid condition is kept in phenol；When greater than 65 DEG C, the anti-oxidation function of citric acid is weaker, or even when being greater than 80 DEG C, citric acid
The effect to turn yellow almost without prevention and treatment phenol.More preferably, the temperature of liquefied carbolic acid and mixed solution is 48 DEG C~62 DEG C.It is more excellent
The temperature of ground, liquefied carbolic acid and mixed solution is 48 DEG C~58 DEG C.
In one embodiment, concentration of the citric acid in mixed solution is 20PPM~100PPM, when citric acid is molten in mixing
When the concentration of liquid is greater than 20PPM, citric acid may cannot keep prolonged prevention and treatment yellowing Effect, be unfavorable for the long-term storage of phenol
It deposits；When the concentration of citric acid is greater than 100PPM, citric acid will appear superfluous situation, it is not easy to remove, and lead to material
Cost improves.More preferably, concentration of the citric acid in mixed solution is 20PPM~80PPM.More preferably, citric acid is molten in mixing
Concentration in liquid is 30PPM~60PPM.
In one embodiment, citric acid is Citric Acid Mono or anhydrous citric acid, from industrial manufacturing process, a water lemon
The impurity contained in lemon acid and anhydrous citric acid product will not influence the effect of citric acid prevention and treatment phenol xanthochromia.
In one embodiment, the method for phenol xanthochromia is prevented and treated in addition to using citric acid, also uses oxalic acid and/or Vitamin C
According to the method and step of above-mentioned prevention and treatment phenol xanthochromia phenol is added in citric acid and oxalic acid and/or ascorbic acid by acid, and mixing is equal
It is even, obtain mixed solution.I.e. citric acid can make with oxalic acid or with ascorbic acid or with oxalic acid and ascorbic acid cooperation
With.Oxalic acid can promote the anti-oxidant of citric acid, and oxalic acid itself has inoxidizability as the oxidation resistant synergist of citric acid,
With dual antioxidant effect, especially after phenol xanthochromia, citric acid and oxalic acid is added, the phenol of flavescence can be with Quick-return original
Carry out colorless and transparent state.Similarly, ascorbic acid can also be used as the oxidation resistant synergist of citric acid, ascorbic acid be with
The polyhydroxy-acid of strong reducing property can quickly restore the phenol being oxidized, and the H of Pyrogentisinic Acid+Separation has certain inhibiting effect,
Make phenol is oxidized active reduction.Due to the strong reducing property of ascorbic acid, it can quickly be aoxidized and citric acid is used cooperatively
When, under acidic environment existing for citric acid, the stability that ascorbic acid can be maintained for a long time, and it is raw after Ascorbic Acid Oxidation
At the ancient happy saccharic acid of diketone do not influence the quality of phenol.
When citric acid and oxalic acid are used cooperatively, more preferably, the mass ratio of citric acid and oxalic acid is 5~10:1~2；Citric acid
When being used cooperatively with ascorbic acid, more preferably, the mass ratio of citric acid and ascorbic acid is 7~15:1~2；Citric acid, oxalic acid
When being used cooperatively with ascorbic acid, more preferably, the mass ratio of citric acid, oxalic acid and ascorbic acid is 10~20:1~2:1~2；
Prevention and treatment and the effect for improving phenol xanthochromia are preferable, and citric acid, oxalic acid or ascorbic acid did not had multiresidue.
The following are specific embodiments to illustrate.
Embodiment 1
The present embodiment prevents and treats the phenol of non-xanthochromia using citric acid, to inhibit oxidation of phenol to turn yellow.
Citric acid is Citric Acid Mono (Shantou reaches Hao fine chemicals Co., Ltd).
The present embodiment prevention and treatment phenol xanthochromia method the following steps are included:
Phenol heating melting is formed into liquefied carbolic acid, the temperature of liquefied carbolic acid is 50 DEG C, operative liquid phenol is taken, by lemon
Acid puts into the operative liquid phenol, is completely dissolved, and obtains citric acid just solution, the temperature of the first solution of citric acid is 48 DEG C, then will
Just remaining liquefied carbolic acid is added in solution to citric acid, is uniformly mixed, and obtains mixed solution, and the temperature of mixed solution is kept for 50 DEG C,
Concentration of the citric acid in mixed solution is 45PPM.
Embodiment 2
The present embodiment prevents and treats the phenol of non-xanthochromia using citric acid, to inhibit oxidation of phenol to turn yellow.
Citric acid is anhydrous citric acid (purification processing Co., Ltd, Qingdao Japan).
The present embodiment prevention and treatment phenol xanthochromia method the following steps are included:
Phenol heating melting is formed into liquefied carbolic acid, the temperature of liquefied carbolic acid rises to 52 DEG C；Operative liquid phenol is taken, by lemon
Lemon acid puts into the operative liquid phenol, is completely dissolved, and obtains citric acid just solution, the temperature of the first solution of citric acid is 50 DEG C；Again
Remaining liquefied carbolic acid is added in solution at the beginning of citric acid, is uniformly mixed, mixed solution is obtained, the temperature of mixed solution keeps 55
DEG C, concentration of the citric acid in mixed solution is 25PPM.
Embodiment 3
The present embodiment prevents and treats the phenol of non-xanthochromia using citric acid, to inhibit oxidation of phenol to turn yellow.
Citric acid is anhydrous citric acid (purification processing Co., Ltd, Qingdao Japan).
The present embodiment prevention and treatment phenol xanthochromia method the following steps are included:
Phenol heating melting is formed into liquefied carbolic acid, the temperature of liquefied carbolic acid rises to 48 DEG C；Operative liquid phenol is taken, by lemon
Lemon acid puts into the operative liquid phenol, is completely dissolved, and obtains citric acid just solution, and the temperature of the first solution of citric acid rises 50 DEG C；Again
Remaining liquefied carbolic acid is added in solution at the beginning of citric acid, is uniformly mixed, mixed solution is obtained, the temperature of mixed solution keeps 52
DEG C, concentration of the citric acid in mixed solution is 60PPM.
Embodiment 4
The present embodiment prevents and treats the phenol of non-xanthochromia using citric acid and oxalic acid, to inhibit oxidation of phenol to turn yellow.
Citric acid is Citric Acid Mono.
The present embodiment prevention and treatment phenol xanthochromia method the following steps are included:
Phenol heating melting is formed into liquefied carbolic acid, the temperature of liquefied carbolic acid rises to 62 DEG C；Operative liquid phenol is taken, by lemon
Lemon acid and oxalic acid put into the operative liquid phenol, are completely dissolved, and obtain citric acid just solution, the temperature of the first solution of citric acid is 60
℃；Remaining liquefied carbolic acid is added in solution at the beginning of citric acid again, is uniformly mixed, mixed solution is obtained, the temperature of mixed solution is protected
62 DEG C are held, concentration of the citric acid in mixed solution is 60PPM, and concentration of the oxalic acid in mixed solution is 10PPM.
Embodiment 5
The present embodiment prevents and treats the phenol of non-xanthochromia using citric acid and ascorbic acid, to inhibit oxidation of phenol to turn yellow.
Citric acid is anhydrous citric acid.
The present embodiment prevention and treatment phenol xanthochromia method the following steps are included:
Phenol heating melting is formed into liquefied carbolic acid, the temperature of liquefied carbolic acid rises to 60 DEG C；Operative liquid phenol is taken, by lemon
Lemon acid and ascorbic acid put into the operative liquid phenol, are completely dissolved, and obtain citric acid just solution, the temperature of the first solution of citric acid
It is heated to 60 DEG C；Remaining liquefied carbolic acid is added in solution at the beginning of citric acid again, is uniformly mixed, mixed solution, mixed solution are obtained
Temperature kept for 60 DEG C, concentration of the citric acid in mixed solution is 75PPM, and concentration of the ascorbic acid in mixed solution is
15PPM。
Embodiment 6
The present embodiment improves the phenol of xanthochromia using citric acid and oxalic acid, and phenol restores colorless and transparent state.
Citric acid is Citric Acid Mono.
The present embodiment prevention and treatment phenol xanthochromia method the following steps are included:
Phenol heating melting is formed into liquefied carbolic acid, the temperature of liquefied carbolic acid rises to 60 DEG C；Operative liquid phenol is taken, by lemon
Lemon acid and oxalic acid put into the operative liquid phenol, are completely dissolved, and obtain citric acid just solution, the temperature of the first solution of citric acid is 58
℃；Remaining liquefied carbolic acid is added in solution at the beginning of citric acid again, is uniformly mixed, mixed solution is obtained, the temperature of mixed solution is protected
62 DEG C are held, concentration of the citric acid in mixed solution is 55PPM, and concentration of the oxalic acid in mixed solution is 10PPM.
Embodiment 7
The present embodiment improves the phenol of xanthochromia using citric acid and oxalic acid, and phenol restores colorless and transparent state.
Citric acid is anhydrous citric acid.
The present embodiment prevention and treatment phenol xanthochromia method the following steps are included:
Phenol heating melting is formed into liquefied carbolic acid, the temperature of liquefied carbolic acid rises to 54 DEG C；Operative liquid phenol is taken, by lemon
Lemon acid and oxalic acid put into the operative liquid phenol, are completely dissolved, and obtain citric acid just solution, the temperature of the first solution of citric acid is 50
℃；Remaining liquefied carbolic acid is added in solution at the beginning of citric acid again, is uniformly mixed, mixed solution is obtained, the temperature of mixed solution is protected
54 DEG C are held, concentration of the citric acid in mixed solution is 90PPM, and concentration of the oxalic acid in mixed solution is 9PPM.
Embodiment 8
The present embodiment improves the phenol of xanthochromia using citric acid and ascorbic acid, and phenol restores colorless and transparent state.
Citric acid is anhydrous citric acid.
The present embodiment prevention and treatment phenol xanthochromia method the following steps are included:
Phenol heating melting is formed into liquefied carbolic acid, the temperature of liquefied carbolic acid rises to 54 DEG C；Operative liquid phenol is taken, by lemon
Lemon acid and ascorbic acid put into the operative liquid phenol, are completely dissolved, and obtain citric acid just solution, the temperature of the first solution of citric acid
It is 50 DEG C；Remaining liquefied carbolic acid is added in solution at the beginning of citric acid again, is uniformly mixed, mixed solution, the temperature of mixed solution are obtained
Degree is kept for 54 DEG C, and concentration of the citric acid in mixed solution is 100PPM, and concentration of the ascorbic acid in mixed solution is
10PPM。
Embodiment 9
The present embodiment improves the phenol of xanthochromia using citric acid and oxalic acid, ascorbic acid, and phenol restores colorless and transparent
State.
Citric acid is Citric Acid Mono.
The present embodiment prevention and treatment phenol xanthochromia method the following steps are included:
Phenol heating melting is formed into liquefied carbolic acid, the temperature of liquefied carbolic acid rises to 56 DEG C；Operative liquid phenol is taken, by lemon
Lemon acid and oxalic acid, ascorbic acid put into the operative liquid phenol, are completely dissolved, and obtain citric acid just solution, the first solution of citric acid
Temperature be 55 DEG C；Remaining liquefied carbolic acid is added in solution at the beginning of citric acid again, is uniformly mixed, mixed solution is obtained, is mixed molten
The temperature of liquid is kept for 56 DEG C, and concentration of the citric acid in mixed solution is 60PPM, and concentration of the oxalic acid in mixed solution is
6PPM, concentration of the ascorbic acid in mixed solution are 15PPM.
Temperature is kept to place the mixed solution of embodiment 1 to 9, the liquid before citric acid or citric acid and oxalic acid is added
State phenol is blank control, and the blank control not yet xanthochromia observes each solution and placing 12h, the face for 24 hours, after 45h, 62h, 87h
Color change, as a result such as table 1.
Table 1
Citric acid is dissolved in ethyl alcohol, after ethyl alcohol and citric acid gasification, ethyl alcohol brings citric acid into chromatography as carrier gas
Column carries out the calibration of gas-chromatography appearance, as a result as shown in Figure 1.
The analysis result table of Fig. 1
The embodiment after placed 87h 1 and the mixed solution of implementation 9 is taken to carry out gas chromatographic analysis, analysis result point
Not not as shown in Figures 2 and 3.
The analysis result table of Fig. 2
The analysis result table of Fig. 3
By table 1 and above-mentioned gas chromatographic analysis result it is found that the method for the prevention and treatment phenol xanthochromia of embodiment 1 to 5 can have
Effect inhibits oxidation of phenol to turn yellow, and phenol can keep very high purity.Embodiment 6 to 9 is effectively improved the phenol to have turned yellow, wherein
As shown in Fig. 3 and its analysis result table, the phenol citric acid after the improvement of embodiment 7 has a little surplus, also has a little impurity,
But the amount of these impurity is all seldom, and does not affect the quality of phenol.
Each technical characteristic of embodiment described above can be combined arbitrarily, for simplicity of description, not to above-mentioned reality
It applies all possible combination of each technical characteristic in example to be all described, as long as however, the combination of these technical characteristics is not deposited
In contradiction, all should be considered as described in this specification.
One embodiment of the present invention above described embodiment only expresses, the description thereof is more specific and detailed, but simultaneously
It cannot therefore be construed as limiting the scope of the patent.It should be pointed out that coming for those of ordinary skill in the art
It says, without departing from the inventive concept of the premise, various modifications and improvements can be made, these belong to protection of the invention
Range.Therefore, the scope of protection of the patent of the invention shall be subject to the appended claims.
Claims (10)
1. a kind of method for preventing and treating phenol xanthochromia, which is characterized in that use citric acid, the citric acid is mixed with phenol.
2. the method for prevention and treatment phenol xanthochromia according to claim 1, which is characterized in that the method for the prevention and treatment phenol xanthochromia
The following steps are included:
Phenol heating melting is formed into liquefied carbolic acid, citric acid is added toward liquefied carbolic acid, is uniformly mixed, obtains mixed solution.
3. the method for prevention and treatment phenol xanthochromia according to claim 2, which is characterized in that the liquefied carbolic acid and mixed solution
Temperature be 45 DEG C~65 DEG C.
4. the method for prevention and treatment phenol xanthochromia according to claim 3, which is characterized in that the liquefied carbolic acid and mixed solution
Temperature be 48 DEG C~62 DEG C.
5. the method for prevention and treatment phenol xanthochromia according to claim 2, which is characterized in that the citric acid is molten in the mixing
Concentration in liquid is 20PPM~100PPM.
6. the method for prevention and treatment phenol xanthochromia according to claim 5, which is characterized in that the citric acid is molten in the mixing
Concentration in liquid is 20PPM~80PPM.
7. the method for prevention and treatment phenol xanthochromia according to any one of claims 1 to 6, which is characterized in that the citric acid is
Citric Acid Mono or anhydrous citric acid.
8. the method for prevention and treatment phenol xanthochromia according to claim 2, which is characterized in that the method that citric acid is added
Are as follows: operative liquid phenol is taken, citric acid is put into the operative liquid phenol, is completely dissolved, obtains citric acid just solution, then by lemon
Just remaining liquefied carbolic acid is added in solution to lemon acid, is uniformly mixed, obtains mixed solution.
9. the method for prevention and treatment phenol xanthochromia according to claim 9, which is characterized in that the first solution of the citric acid and remainder
Liquefied carbolic acid temperature difference be 0~5 DEG C.
10. the method for prevention and treatment phenol xanthochromia according to claim 1, which is characterized in that also use oxalic acid and/or Vitamin C
Citric acid and oxalic acid and/or ascorbic acid are added phenol, are uniformly mixed by acid；The mass ratio of citric acid and oxalic acid is 5~10:1
~2；Alternatively, the mass ratio of citric acid and ascorbic acid is 7~15:1~2；Alternatively, the matter of citric acid, oxalic acid and ascorbic acid
Amount is than being 10~20:1~2:1~2.
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| CN112079691A (en) * | 2020-09-17 | 2020-12-15 | 吉化集团油脂化工有限公司 | Method for improving quality of phenol product |
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