CN111250038A - Method for separating and purifying hexafluoropropylene dimer and adsorbent used by same - Google Patents
Method for separating and purifying hexafluoropropylene dimer and adsorbent used by same Download PDFInfo
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- CN111250038A CN111250038A CN202010156048.7A CN202010156048A CN111250038A CN 111250038 A CN111250038 A CN 111250038A CN 202010156048 A CN202010156048 A CN 202010156048A CN 111250038 A CN111250038 A CN 111250038A
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- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/02—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising inorganic material
- B01J20/06—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising inorganic material comprising oxides or hydroxides of metals not provided for in group B01J20/04
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- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/02—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising inorganic material
- B01J20/04—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising inorganic material comprising compounds of alkali metals, alkaline earth metals or magnesium
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- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
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- B01J20/10—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising inorganic material comprising silica or silicate
- B01J20/103—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising inorganic material comprising silica or silicate comprising silica
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- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/02—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising inorganic material
- B01J20/10—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising inorganic material comprising silica or silicate
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- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/38—Separation; Purification; Stabilisation; Use of additives
- C07C17/389—Separation; Purification; Stabilisation; Use of additives by adsorption on solids
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Abstract
The invention discloses an adsorbent and a method for separating and purifying hexafluoropropylene dimer by using the adsorbent, wherein the adsorbent is prepared by mixing the following components in parts by mass: 80-85 parts of a solvent; modified high-temperature clay: 10-15 parts; magnesium oxide: 1-5 parts; silica gel: 1-5 parts of modified alumina, wherein the modified alumina is obtained by modifying alumina with nickel acetate, and the modified high-temperature clay is obtained by modifying high-temperature clay with nickel acetate. The adsorbent has the advantages of cheap and easily-obtained raw materials, simple preparation process, safe operation and low cost, can be regenerated and reused, is a green and sustainable separation and purification technology, and is suitable for large scale. The invention has good separation and purification effect.
Description
Technical Field
The invention relates to a method for separating and purifying hexafluoropropylene dimer and an adsorbent used by the same, belonging to the technical field of compound purification.
Background
The hexafluoropropylene dimer is prepared from hexafluoropropylene through telomerization. Hexafluoropropylene is the pyrolysis product of monochlorodifluoromethane, can be produced industrially in large scale, has stable property, and can be conveniently transported and stored for a long time. The preparation of the dimer by polymerization of hexafluoropropylene has mild conditions and is easy for industrial production. The hexafluoropropylene dimer is a compound having a perfluorosix-carbon and one double bond structure. It has three isomers, one pair of cis-trans isomers, D1, stable property and low toxicity, and can be directly used as solvent, cleaning agent and foaming agent; a dimer with a branched structure is D2, has certain toxicity, but has large double bond activity, and can be used for various chemical reactions to prepare various fluorine-containing derivatives. The fluorine-containing derivatives can be used as medicine, pesticide intermediates, fluorine surfactants, water-resistant and oil-resistant auxiliaries, solvents, inert liquids and the like.
Hexafluoropropylene dimers and trimers are very useful chemicals for the preparation of many fluorosurfactants. The surfactant prepared from hexafluoropropylene dimer has the characteristic of high branching, and is different from the characteristic of common surfactants. The fluorine-containing surfactant prepared by utilizing hexafluoropropylene dimer can be used alone or together with other surfactants, so that the fluorine-containing surfactant can play a great role in the industrial fields of petroleum, textile, plastics, coating, detergent, leather, pigment and the like. Due to the characteristics of hexafluoropropylene dimer, the separation and purification of high purity hexafluoropropylene dimer monomer has wide application in industrial production.
The processes for producing hexafluoropropylene dimers can be broadly divided into gas phase processes and liquid phase processes:
gas phase method: the hexafluoropropylene dimerization gas phase method process is a solvent-free polymerization process. The catalyst is usually packed in a tubular reactor, and the hexafluoropropylene gas is passed through the catalyst layer to carry out continuous reaction. The reaction temperature needs to be above 250 ℃ to ensure that the materials in the system are in a gaseous state. The post-treatment of the reaction is to condense the reaction gas and directly carry out rectification. The catalyst used in the gas phase polymerization process is alkali metal fluoride, and CsF or KF adsorbed on activated carbon or nickel oxide is mainly used as the catalyst, or activated carbon is directly used as the catalyst, and hexafluoropropylene gas is prepared in a tubular reactor filled with activated carbon granules at the temperature of 410-420 ℃.
Liquid phase method: the hexafluoropropylene dimerization liquid phase method process is that catalyst and additive are dissolved in non-proton polar solvent, then hexafluoropropylene is introduced for reaction, and the reaction process can be intermittent reaction or continuous reaction. Because the reaction product is insoluble in the solvent, the separation is easy after the reaction is finished, but the product phase contains a small amount of solvent and catalyst, the solvent and catalyst need to be washed before rectification, the post-treatment is troublesome, and the solvent and catalyst removed by washing are difficult to recover. The catalyst used is also mainly fluoride, but the selection range is wide, and metal fluoride, metal hydrogen fluoride, organic amine fluoride, quaternary ammonium salt, quaternary phosphonium salt, aromatic chromium complex, cyanide, cyanate and thiocyanate, etc. can be used, or crown ether with high price can be used as a cocatalyst. Both gas phase and liquid phase processes are long. The gas phase method has high automation degree, convenient post-treatment and suitability for large-scale production, but has lower conversion per pass and larger equipment investment. The liquid phase method has higher one-time conversion rate and yield, has better selectivity by adjusting process parameters, has lower requirements on reaction control than the gas phase method and equipment, but has higher requirements on reaction conditions of raw materials, catalysts, solvents and the like, needs to react under closed anhydrous conditions, and has more troublesome post-treatment. In conclusion, in the above synthesis processes, it is difficult to effectively separate and purify the hexafluoropropylene dimer single structure compounds D1 and D2.
Disclosure of Invention
The technical problem to be solved by the invention is to provide a method for separating and purifying hexafluoropropylene dimer and an adsorbent used by the method, which can effectively remove hexafluoropropylene trimer and improve the content of hexafluoropropylene dimer D2.
In order to solve the technical problems, the invention firstly discloses an adsorbent which is prepared by mixing the following components in parts by mass,
modified alumina: 80-85 parts of a solvent;
modified high-temperature clay: 10-15 parts;
magnesium oxide: 1-5 parts;
silica gel: 1 to 5 parts by weight of a stabilizer,
the modified alumina is obtained by modifying alumina with nickel acetate,
the modified high-temperature clay is obtained by modifying high-temperature clay with nickel acetate.
Further, the modified alumina is prepared by the following method:
sieving aluminum oxide powder, sieving to obtain 50-100 mesh particles, washing with distilled water to remove impurities, adding nickel acetate ethanol solution, mixing, drying to remove ethanol, roasting at 550-750 deg.C for 1-10 hr, cooling under dry nitrogen protection,
the mass usage of the nickel acetate is 5-20% of the mass usage of the aluminum oxide.
Further, the modified high-temperature clay is prepared by the following method:
sieving high-temperature clay particles of 50-100 meshes, washing with distilled water, adding a nickel acetate ethanol solution, mixing, drying to remove ethanol, drying at constant temperature of 100-120 ℃ to constant weight, cooling in dry nitrogen,
the mass usage of the nickel acetate is 1-5% of the mass usage of the high-temperature clay.
In the preparation process of the modified alumina and the modified high-temperature clay, the drying temperature during ethanol removal cannot be too high to prevent combustion, and the temperature is generally suitable to be 50-60 ℃, so that the ethanol can be prevented from being combusted, and the ethanol can be volatilized as soon as possible.
Further, washing the magnesium oxide and the silica gel with distilled water to remove impurities, drying at a constant temperature of 100-120 ℃ to constant weight, and cooling in dry nitrogen.
The invention also discloses a method for separating and purifying hexafluoropropylene dipolymer by adopting the adsorbent, which comprises the steps of passing the gas to be treated through a tubular purification separator to obtain the separated and purified hexafluoropropylene dipolymer,
the tubular purification separator is filled with the adsorbent,
the air inlet pressure of the tubular purification separator is 1-5 kg/cm2Absolute pressure and air inlet temperature of 20-80 ℃.
Further, the tubular purification separator is a stainless steel coil with an inner diameter of 100-200 mm and a length of 1-10 m.
In the hexafluoropropylene dimer production plant, the product was rectified to contain about 5.8% hexafluoropropylene dimer D1 and 1% hexafluoropropylene trimer in addition to the main hexafluoropropylene dimer D2 product. After the treatment by the method, the hexafluoropropylene dimer has the D2 of more than or equal to 99.9 percent and the D1 of less than or equal to 0.1 percent, has no hexafluoropropylene tripolymer, and has good separation and purification effects. In addition, the adsorbent has the advantages of cheap and easily-obtained raw materials, simple preparation process, safe operation and low cost, can be regenerated and reused, is a green and sustainable separation and purification technology, and is suitable for large scale.
Detailed Description
The present invention will be described more specifically with reference to examples. The practice of the present invention is not limited to the following examples, and any modification or variation of the present invention is within the scope of the present invention.
Preparation of modified alumina
Example 1
Sieving an alumina powder adsorbent, sieving 100 kg of 50-mesh particles, washing with distilled water to remove impurities, adding an ethanol solution containing 5 kg of nickel acetate, fully mixing with the alumina powder, drying at 50 ℃ to remove ethanol, roasting at 550 ℃ for 10 hours, and cooling under the protection of dry nitrogen to obtain modified alumina for later use.
Example 2
Sieving the alumina powder adsorbent, sieving 100 kg of 100-mesh particles, washing with distilled water to remove impurities, adding 20 kg of ethanol solution containing nickel acetate, mixing with alumina, drying at 60 deg.C to remove ethanol, roasting at 600 deg.C for 5 hr, and cooling under the protection of dry nitrogen to obtain modified alumina.
Example 3
Sieving an alumina powder adsorbent, sieving 100 kg of 80-mesh particles, washing with distilled water to remove impurities, adding an ethanol solution with the nickel acetate content of 10 kg, fully mixing with alumina, drying at 60 ℃ to remove ethanol, roasting at 750 ℃ for 2 hours, and cooling under the protection of dry nitrogen to obtain modified alumina for later use.
Preparation of modified alumina
Example 4
10 kg of high-temperature clay particles with 50 meshes are screened, washed by distilled water, added with 0.1 kg of ethanol solution containing nickel acetate, fully mixed, dried at 50 ℃ to remove ethanol, dried at 100 ℃ to constant weight, and cooled in dry nitrogen to obtain the modified high-temperature clay for later use.
Example 5
10 kg of high-temperature clay particles with 100 meshes are sieved, washed by distilled water, added with 0.5 kg of ethanol solution containing nickel acetate, fully mixed, dried at 55 ℃ to remove ethanol, dried at 120 ℃ to constant weight, and cooled in dry nitrogen to obtain the modified high-temperature clay for later use.
Example 6
10 kg of high-temperature clay particles with the size of 80 meshes are sieved, washed by distilled water, added with 0.3 kg of ethanol solution containing nickel acetate, fully mixed, dried at the temperature of 60 ℃ to remove ethanol, dried at the constant temperature of 110 ℃ to constant weight, and cooled in dry nitrogen to obtain the modified high-temperature clay for later use.
Example 7
Washing 12 kg of magnesium oxide and 10 kg of silica gel with distilled water to remove impurities, drying at constant temperature of 120 ℃ to constant weight, and cooling in dry nitrogen for later use.
Separation of tris, hexafluoropropene dimer D1, D2 and hexafluoropropene trimer
Example 8
80 kg of modified alumina, 15 kg of modified high-temperature clay, 3 kg of magnesium oxide and 3 kg of silica gel are fully mixed and then are put into a tubular separator.
The product rectified in the hexafluoropropylene dipolymer production workshop is treated at the inlet air temperature of 80 ℃ and the inlet air pressure of 1/cm2The absolute pressure was connected to a tube purification separator. The purity of hexafluoropropylene dimer D2 obtained by separation is more than or equal to 99.9 percent, the purity of D1 is less than or equal to 0.1 percent, and hexafluoropropylene trimer is not generated.
Example 9
85 kg of modified alumina, 10 kg of modified high-temperature clay, 5 kg of magnesium oxide and 1 kg of silica gel are fully mixed and then are loaded into a tubular separator.
The product of the rectification treatment in the hexafluoropropylene dipolymer production workshop is treated at the inlet temperature of 20 ℃ and the inlet pressure of 5/cm2The absolute pressure was connected to a tube purification separator. The purity of hexafluoropropylene dimer D2 obtained by separation is more than or equal to 99.9 percent, the purity of D1 is less than or equal to 0.1 percent, and hexafluoropropylene trimer is not generated.
Example 10
85 kg of modified alumina, 12 kg of modified high-temperature clay, 3 kg of magnesium oxide and 2 kg of silica gel are fully mixed and then are loaded into a tubular separator.
The product of the rectification treatment in the hexafluoropropylene dipolymer production workshop is treated at the inlet temperature of 50 ℃ and the inlet pressure of 3/cm2The absolute pressure was connected to a tube purification separator. The purity of hexafluoropropylene dimer D2 obtained by separation is more than or equal to 99.9 percent, the purity of D1 is less than or equal to 0.1 percent, and hexafluoropropylene trimer is not generated.
Claims (6)
1. An adsorbent, characterized by: the adsorbent is prepared by mixing the following components in parts by mass,
modified alumina: 80-85 parts of a solvent;
modified high-temperature clay: 10-15 parts;
magnesium oxide: 1-5 parts;
silica gel: 1 to 5 parts by weight of a stabilizer,
the modified alumina is obtained by modifying alumina with nickel acetate,
the modified high-temperature clay is obtained by modifying high-temperature clay with nickel acetate.
2. The adsorbent of claim 1, wherein: the modified alumina is prepared by the following method:
sieving aluminum oxide powder, sieving to obtain 50-100 mesh particles, washing with distilled water to remove impurities, adding nickel acetate ethanol solution, mixing, drying to remove ethanol, roasting at 550-750 deg.C for 1-10 hr, cooling under dry nitrogen protection,
the mass usage of the nickel acetate is 5-20% of the mass usage of the aluminum oxide.
3. The adsorbent of claim 1, wherein: the modified high-temperature clay is prepared by the following method:
sieving high-temperature clay particles of 50-100 meshes, washing with distilled water, adding a nickel acetate ethanol solution, mixing, drying to remove ethanol, drying at constant temperature of 100-120 ℃ to constant weight, cooling in dry nitrogen,
the mass usage of the nickel acetate is 1-5% of the mass usage of the high-temperature clay.
4. The adsorbent of claim 1, wherein: washing the magnesium oxide and the silica gel with distilled water to remove impurities, drying at constant temperature of 100-120 ℃ to constant weight, and cooling in dry nitrogen.
5. A method for separating and purifying hexafluoropropylene dimer by using the adsorbent of any one of claims 1-4, wherein: passing the gas to be treated through a tubular purification separator to obtain separated and purified hexafluoropropylene dimer,
the tubular purification separator is filled with the adsorbent,
the air inlet pressure of the tubular purification separator is 1-5 kg/cm2And the air inlet temperature is 20-80 ℃.
6. The method for separating and purifying a hexafluoropropylene dimer according to claim 5, wherein: the tubular purification separator is a stainless steel coil with an inner diameter of 100-200 mm and a length of 1-10 m.
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2020
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| CN110280206A (en) * | 2019-08-05 | 2019-09-27 | 大连中鼎化学有限公司 | A kind of multi-functional adsorbent and preparation method thereof, application |
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