CN103880588A - Method for preparing perfluoroalkyl iodine through catalytic distillation telomerization - Google Patents
Method for preparing perfluoroalkyl iodine through catalytic distillation telomerization Download PDFInfo
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- CN103880588A CN103880588A CN201410067621.1A CN201410067621A CN103880588A CN 103880588 A CN103880588 A CN 103880588A CN 201410067621 A CN201410067621 A CN 201410067621A CN 103880588 A CN103880588 A CN 103880588A
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Abstract
The invention discloses a method for preparing perfluoroalkyl iodine through catalytic distillation telomerization. A catalytic distillation tower adopted for preparation consists of a rectifying section, a reaction section, a stripping section and a tower vessel which are sequentially connected from a tower top to a tower bottom, and the reaction section is filled with a phosphor bronze gauze packing which serves as a catalyst; the preparation method comprises the following steps: (a) respectively continuously adding pentafluoroethyl iodide and tetrafluoroethylene from the rectifying section and the stripping section into the catalytic distillation tower for reaction at the reaction temperature of 70-100DEG C under the reaction pressure of 0.5-1.4MPa, wherein the mole ratio of pentafluoroethyl iodide to tetrafluoroethylene is 1:(2-10); and (b) continuously guiding a reaction product of the tower vessel out, to obtain the perfluoroalkyl iodine product. The method has the advantages of being simple in production equipment, easily controllable for technology parameters, good in operation safety, high in reaction efficiency, easy for product separation.
Description
Technical field
The present invention relates to the preparation method of fluorine-containing fine chemicals intermediate, particularly a kind of catalytic distillation telomerizes the method for preparing perfluoroalkyl iodides.
Background technology
Perfluoroalkyl iodides is the key intermediate of producing fluorine-containing fine chemicals.Conventionally with C
2f
5i is end group thing, and TFE (tetrafluoroethylene) is for telomerizing monomer, telomerization under initiator or High Temperature High Pressure or metal species catalyzer exist and obtaining.All there is production in main fluorine chemical production firm in the world, and the deep processing fluorine surfactant that is the various trades mark, is widely used in chemistry, machinery, weaving and paper industry, and printing ink paint industry and fire-fighting domain.In recent years, each company has compared with quantum jump at aspects such as initiator improvement, type of reactor improvement, the control of telomer molecular weight distribution and yield raisings, has released new technology of preparing separately, has promoted the progress of perfluoroalkyl iodides synthetic technology.
Catalytic distillation technology carries out in catalytic distillation tower, carries out owing to having realized reaction and rectifying when, make material reaction all the time forward carry out, the transformation efficiency of material almost reaches 100%, has significantly reduced cost and has improved efficiency.The successful Application of catalytic distillation technology on methyl tertiary butyl ether (MTBE) device is especially for solid foundation has been established in the deep processing of C4.
China Patent Publication No. CN1535258A, open day on October 6th, 2004, denomination of invention: the method for continuous production of perfluoroalkyl iodide telomer, this application case discloses a kind of continuous production by general formula R
f(CF
2cF
2)
nthe method of the full-fluorine alkyl iodide that I represents, wherein R
ffor C
1-
6perfluoroalkyl, the integer that n is 1～4, described method comprises provides full-fluorine alkyl iodide as by general formula R continuously
fthe telogen that I represents, wherein R
fdefinition as above, is added in tubular reactor tetrafluoroethylene as taxogen, and described reactor charge has the metal catalyst that comprises powdery spherical metal or sintering metal; And be that 60 DEG C～160 DEG C and pressure are to carry out telomerization under 0.1～5MPa (gauge pressure) in temperature.Weak point is to discharge in the product of reactor and contain a large amount of catalyzer with liquid state, need carry out liquid-solid separation, and catalyzer can not recycle, and cost is high, and tubular reactor easily causes the accumulation of reaction heat, makes telomerization control difficulty.
US Patent No. 5571193 is taking the metal fluoride of strong oxidizing property as catalyzer, rhythmic reaction mode is prepared perfluoroalkyl iodides, initiator used has CrF3, CrF4, CrF5, Co Fa, M nFa, CeF4, XeF4, KCo F4, NaCoF4, VF5 etc., 20～180 DEG C of temperature of reaction, reaction pressure is self-generating pressure at this temperature.Reaction product is produced tensio-active agent and oil-proofing agent effectively.Weak point is this handicraft product carbochain wider distribution.
US Patent No. 59292927 unites two into one reaction preparation with rectifying separation, adopt rectification process technique continuous production perfluoroalkyl iodides.This method can avoid product carbon number distribution wide, or prepares a certain intermediate product that can further react with raw material.Its technique is: perfluoro ethyl iodide (C
2f
5i) 738g adds packing type rectifying column reactor distilling period, and heating direct to charging opening temperature reaches 75 DEG C, pressure 6kg/cm (G); Adding concentration from tower top is the perfluoro ethyl iodide solution of 2% diisopropyl peroxydicarbonate, and rectifying column middle part adds TFE gas, and flow is respectively 25.75g/h, 25g/h, finishes reinforced after 30min.Weak point is that this technique has hydrogeneous by product to generate, and is difficult for purifying.
What above patent and known technology adopted telomerizes technique, all has weak point: or adopt tubular reactor, reaction efficiency is low, and operation easier is large; Or employing tank reactor, telomerization is restive, and product carbon number distribution is wide; Or adopting peroxide initiator simultaneously, hydrogeneous by-products content is large; Or use copper powder catalyst particle little, and can cause the shortcomings such as bed resistance is large, have influence on the normal operation of full scale plant.
Summary of the invention
The present invention is directed to the deficiencies in the prior art part, provide a kind of production unit simple, processing parameter is easily controlled, good operation safety, and reaction efficiency is high, and the segregative catalytic distillation of product telomerizes the method for preparing perfluoroalkyl iodides.
In order to solve the problems of the technologies described above, the technical solution used in the present invention is: a kind of catalytic distillation telomerizes the method for preparing perfluoroalkyl iodides, the preparation of employing catalytic distillation tower, described catalytic distillation tower is made up of the rectifying section connecting successively, conversion zone, stripping section and tower reactor at the bottom of from tower top to tower, described conversion zone is filled with the phosphor bronze wire corrugated wire gauze packing as catalyzer, and described preparation method comprises the following steps:
(a) add continuously catalytic distillation tower to react from rectifying section and stripping section PFEI and tetrafluoroethylene respectively simultaneously, the mol ratio of described PFEI and tetrafluoroethylene is 1: 2～10, reaction pressure is 0.5～1.4MPa, and temperature of reaction is 70～100 DEG C;
(b) tower reactor reaction product is drawn continuously and obtained perfluoroalkyl iodides product.
Described conversion zone is preferably divided into 1～5 section.
Described phosphor bronze wire corrugated wire gauze packing by mass percentage content composition is preferably: tin 2～8%, and phosphorus 0.1～0.4%, lead 0.05～0.1%, all the other are copper.
The specific surface area of described phosphor bronze wire corrugated wire gauze packing is preferably 125-500m
2/ m
3.
Described PFEI and the mol ratio of tetrafluoroethylene be preferably 1: 3～and 5, reaction pressure is preferably 0.5～0.8MPa, and temperature of reaction is preferably 80～95 DEG C.
The present invention adopts the production equipment of catalytic distillation tower as telomerization, with PFEI (C
2f
5i) and tetrafluoroethylene as raw material, carry out continuous catalyst distillation reaction, the conversion zone of catalytic distillation tower filling phosphor bronze wire corrugated wire gauze packing, this filler uses as copper-based catalysts.Contain the low boiler cut of tetrafluoroethylene by overhead extraction.Product perfluoroalkyl iodides is discharged continuously by tower reactor, obtains perfluoroalkyl iodides crude product, and perfluoroalkyl iodides crude product, after the conventional refining step in follow-up this area is as rectifying, can obtain more highly purified perfluoroalkyl iodides product.Phosphor bronze wire corrugated wire gauze packing in the present invention can adopt commercially available prod, as the phosphor bronze wire corrugated wire gauze packing product of star chemical industry equipment filler company limited of Pingxiang City China production.
Compared with prior art, the present invention has the following advantages:
1, reaction efficiency is high, product is easily separated, use regular phosphor bronze wire corrugated wire gauze packing good as catalyst activity, reaction efficiency is high, avoided the generation of the hydrogeneous by product bringing because of use peroxide initiator, product is easily separated, and uses regular phosphor bronze wire corrugated wire gauze packing as catalyzer, easily installing/dismounting, has avoided the powdered catalysts such as copper powder to cause bed resistance greatly and the shortcoming of solid-liquid separation difficulty;
2, product composition distributes, and has avoided product carbon number distribution wide, and C4～C8 product content is more than 97%;
3, production unit is simple, and processing parameter is easily controlled, and good operation safety adopts the device of catalytic distillation tower as continuous production perfluoroalkyl iodides, and facility investment is low, and throughput is large, is suitable for large-scale industrialization and produces.
Brief description of the drawings
Fig. 1 is process flow sheet of the present invention.
In figure, rectifying section 1, conversion zone 2, stripping section 3 and tower reactor 4
Embodiment
In the present invention, adopt catalytic distillation tower to prepare perfluoroalkyl iodides, catalytic distillation tower is made up of the rectifying section 1 connecting successively, conversion zone 2, stripping section 3 and tower reactor 4 at the bottom of from tower top to tower, and conversion zone 1 is filled with the phosphor bronze wire corrugated wire gauze packing as catalyzer.
The technological process of production is: PFEI is added to catalytic distillation tower continuously from rectifying section 1, gas phase tetrafluoroethylene adds catalytic distillation tower continuously from stripping section 3, low boiler cut containing tetrafluoroethylene concentrates to tower top by conversion zone 2 and rectifying section 1, by overhead extraction.Product perfluoroalkyl iodides concentrates at the bottom of tower, is discharged continuously by tower reactor 4, obtains perfluoroalkyl iodides crude product, and perfluoroalkyl iodides crude product, after the conventional purification operations in follow-up this area is as rectifying, can obtain more highly purified perfluoroalkyl iodides product.
By the following examples the present invention is carried out to more specific description, but the present invention is not limited to described embodiment.
Embodiment 1
Catalytic distillation tower internal diameter is φ 1000mm, and conversion zone 2 is divided into three sections, every section of filling phosphor bronze wire corrugated wire gauze packing duckweed
star chemical industry equipment filler company limited of China of city of townshipproduce model 125, specific surface area 125m
2/ m
3, content consists of by mass percentage: tin 2%, phosphorus 0.4%, plumbous 0.08%, all the other are copper) and 2m is high, C
2f
5i adds continuously from conversion zone 2 upper rectifying section 1, and gas phase tetrafluoroethylene adds continuously from the stripping section 3 of conversion zone 2 bottoms.Reaction conditions is: C
2f
5i and tetrafluoroethylene mol ratio are 1: 5; Reaction pressure 1.0MPa; Conversion zone temperature 70 C, contains the low boiler cut of tetrafluoroethylene by overhead extraction, and perfluoroalkyl iodides crude product is discharged continuously by tower reactor 4.Sampling analysis, reaction result is in table 1.
Embodiment 2
Catalytic distillation tower internal diameter is φ 1000mm, and conversion zone 2 is divided into five sections, every section of filling phosphor bronze wire corrugated wire gauze packing duckweed
star chemical industry equipment filler company limited of China of city of townshipproduce model 250, specific surface area 250m
2/ m
3, content consists of by mass percentage: tin 3%, phosphorus 0.3%, plumbous 0.05%, all the other are copper) and 1m is high, C
2f
5i adds continuously from conversion zone 2 upper rectifying section 1, and gas phase tetrafluoroethylene adds continuously from the stripping section 3 of conversion zone 2 bottoms.Reaction conditions is: C
2f
5i and tetrafluoroethylene mol ratio are 1: 3; Reaction pressure 0.8MPa; 80 DEG C of conversion zone temperature, contain the low boiler cut of tetrafluoroethylene by overhead extraction, and perfluoroalkyl iodides crude product is discharged continuously by tower reactor 4.Sampling analysis, reaction result is in table 1.
Embodiment 3
Catalytic distillation tower internal diameter is φ 1000mm, and conversion zone 2 is divided into one section, every section of filling phosphor bronze wire corrugated wire gauze packing duckweed
star chemical industry equipment filler company limited of China of city of townshipproduce model 500, specific surface area 500m
2/ m
3, content consists of by mass percentage: tin 4%, phosphorus 0.2%, plumbous 0.1%, all the other are copper) and 5m is high, C
2f
5i adds continuously from conversion zone 2 upper rectifying section 1, and gas phase tetrafluoroethylene adds continuously from the stripping section 3 of conversion zone 2 bottoms.Reaction conditions is: C
2f
5i and tetrafluoroethylene mol ratio are 1: 7; Reaction pressure 0.6MPa; 85 DEG C of conversion zone temperature, contain the low boiler cut of tetrafluoroethylene by overhead extraction, and perfluoroalkyl iodides crude product is discharged continuously by tower reactor 4.Sampling analysis, reaction result is in table 1.
Embodiment 4
Catalytic distillation tower internal diameter is φ 1000mm, and conversion zone 2 is divided into two sections, every section of filling phosphor bronze wire corrugated wire gauze packing duckweed
star chemical industry equipment filler company limited of China of city of townshipproduce model 325, specific surface area 325m
2/ m
3, content consists of by mass percentage: tin 5%, phosphorus 0.2%, plumbous 0.1%, all the other are copper) and 2.5m is high, C
2f
5i adds continuously from conversion zone 2 upper rectifying section 1, and gas phase tetrafluoroethylene adds continuously from the stripping section 3 of conversion zone 2 bottoms.Reaction conditions is: C
2f
5i and tetrafluoroethylene mol ratio are 1: 4; Reaction pressure 0.5MPa; 90 DEG C of conversion zone temperature, contain the low boiler cut of tetrafluoroethylene by overhead extraction, and perfluoroalkyl iodides crude product is discharged continuously by tower reactor 4.Sampling analysis, reaction result is in table 1.
Embodiment 5
Catalytic distillation tower internal diameter is φ 1000mm, and conversion zone 2 is divided into four sections, every section of filling phosphor bronze wire corrugated wire gauze packing duckweed
star chemical industry equipment filler company limited of China of city of townshipproduce model 125, specific surface area 125m
2/ m
3, content consists of by mass percentage: tin 6%, phosphorus 0.1%, plumbous 0.1%, all the other are copper) and 1.2m is high, C
2f
5i adds continuously from conversion zone 2 upper rectifying section 1, and gas phase tetrafluoroethylene adds continuously from the stripping section 3 of conversion zone 2 bottoms.Reaction conditions is: C
2f
5i and tetrafluoroethylene mol ratio are 1: 8; Reaction pressure 0.7MPa; 95 DEG C of conversion zone temperature, contain the low boiler cut of tetrafluoroethylene by overhead extraction, and perfluoroalkyl iodides crude product is discharged continuously by tower reactor 4.Sampling analysis, reaction result is in table 1.
Embodiment 6
Catalytic distillation tower internal diameter is φ 1000mm, and conversion zone 2 is divided into one section, every section of filling phosphor bronze wire corrugated wire gauze packing duckweed
star chemical industry equipment filler company limited of China of city of townshipproduce model 125, specific surface area 125m
2/ m
3, content consists of by mass percentage: tin 8%, phosphorus 0.1%, plumbous 0.1%, all the other are copper) and 4m is high, C
2f
5i adds continuously from conversion zone 2 upper rectifying section 1, and gas phase tetrafluoroethylene adds continuously from the stripping section 3 of conversion zone 2 bottoms.Reaction conditions is: C
2f
5i and tetrafluoroethylene mol ratio are 1: 10; Reaction pressure 1.2MPa; 100 DEG C of conversion zone temperature, contain the low boiler cut of tetrafluoroethylene by overhead extraction, and perfluoroalkyl iodides crude product is discharged continuously by tower reactor 4.Sampling analysis, reaction result is in table 1.
Table 1 embodiment 1～6 reaction result
Claims (5)
1. a catalytic distillation telomerizes the method for preparing perfluoroalkyl iodides, the preparation of employing catalytic distillation tower, described catalytic distillation tower is made up of the rectifying section connecting successively, conversion zone, stripping section and tower reactor at the bottom of from tower top to tower, described conversion zone is filled with the phosphor bronze wire corrugated wire gauze packing as catalyzer, it is characterized in that described preparation method comprises the following steps:
(a) add continuously catalytic distillation tower to react from rectifying section and stripping section PFEI and tetrafluoroethylene respectively simultaneously, the mol ratio of described PFEI and tetrafluoroethylene is 1: 2～10, reaction pressure is 0.5～1.4MPa, and temperature of reaction is 70～100 DEG C;
(b) tower reactor reaction product is drawn continuously and obtained perfluoroalkyl iodides product.
2. catalytic distillation according to claim 1 telomerizes the method for preparing perfluoroalkyl iodides, it is characterized in that described conversion zone is divided into 1～5 section.
3. catalytic distillation according to claim 1 telomerizes the method for preparing perfluoroalkyl iodides, and the phosphor bronze wire corrugated wire gauze packing described in it is characterized in that by mass percentage content consists of: tin 2～8%, and phosphorus 0.1～0.4%, lead 0.05～0.1%, all the other are copper.
4. catalytic distillation according to claim 1 telomerizes the method for preparing perfluoroalkyl iodides, it is characterized in that the specific surface area of described phosphor bronze wire corrugated wire gauze packing is 125-500m
2/ m
3.
5. catalytic distillation according to claim 1 telomerizes the method for preparing perfluoroalkyl iodides, it is characterized in that described PFEI and the mol ratio of tetrafluoroethylene are 1: 3～5, and reaction pressure is 0.5～0.8MPa, and temperature of reaction is 80～95 DEG C.
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107759442A (en) * | 2016-08-18 | 2018-03-06 | 山东东岳高分子材料有限公司 | A kind of synthetic method of medium chain perfluoroalkyl iodide telomer |
| CN112898117A (en) * | 2021-01-27 | 2021-06-04 | 济南齐氟新材料技术有限公司 | Preparation method of perfluoroalkyl iodide |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1535258A (en) * | 2001-04-17 | 2004-10-06 | ͬ�Ϳ�ҵ��ʽ���� | Method for continuous production of perfluoroalkyl iodide telomer |
| CN101306977A (en) * | 2008-05-23 | 2008-11-19 | 巨化集团公司 | Process for preparing perfluoroalkyl group by telomerization |
| CN103524294A (en) * | 2013-09-18 | 2014-01-22 | 巨化集团技术中心 | Continuous synthesis method of low-carbon-chain perfluoroalkyl iodide |
-
2014
- 2014-02-26 CN CN201410067621.1A patent/CN103880588B/en active Active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1535258A (en) * | 2001-04-17 | 2004-10-06 | ͬ�Ϳ�ҵ��ʽ���� | Method for continuous production of perfluoroalkyl iodide telomer |
| CN101306977A (en) * | 2008-05-23 | 2008-11-19 | 巨化集团公司 | Process for preparing perfluoroalkyl group by telomerization |
| CN103524294A (en) * | 2013-09-18 | 2014-01-22 | 巨化集团技术中心 | Continuous synthesis method of low-carbon-chain perfluoroalkyl iodide |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107759442A (en) * | 2016-08-18 | 2018-03-06 | 山东东岳高分子材料有限公司 | A kind of synthetic method of medium chain perfluoroalkyl iodide telomer |
| CN112898117A (en) * | 2021-01-27 | 2021-06-04 | 济南齐氟新材料技术有限公司 | Preparation method of perfluoroalkyl iodide |
| CN112898117B (en) * | 2021-01-27 | 2023-10-10 | 济南齐氟新材料技术有限公司 | Preparation method of perfluoroalkyl iodide |
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