CN115746180A - Production method of fluorine-containing polymer with high transparency - Google Patents
Production method of fluorine-containing polymer with high transparency Download PDFInfo
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- CN115746180A CN115746180A CN202211483345.8A CN202211483345A CN115746180A CN 115746180 A CN115746180 A CN 115746180A CN 202211483345 A CN202211483345 A CN 202211483345A CN 115746180 A CN115746180 A CN 115746180A
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- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 title claims abstract description 36
- 239000011737 fluorine Substances 0.000 title claims abstract description 36
- 229910052731 fluorine Inorganic materials 0.000 title claims abstract description 36
- 229920000642 polymer Polymers 0.000 title claims abstract description 32
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 13
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 claims abstract description 64
- 229910000040 hydrogen fluoride Inorganic materials 0.000 claims abstract description 64
- 238000000034 method Methods 0.000 claims abstract description 34
- 239000000178 monomer Substances 0.000 claims abstract description 32
- 229920001973 fluoroelastomer Polymers 0.000 claims abstract description 28
- 238000006243 chemical reaction Methods 0.000 claims abstract description 22
- 239000007788 liquid Substances 0.000 claims abstract description 15
- 239000003054 catalyst Substances 0.000 claims abstract description 14
- 238000010525 oxidative degradation reaction Methods 0.000 claims abstract description 14
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 12
- 230000003213 activating effect Effects 0.000 claims abstract description 10
- 125000000524 functional group Chemical group 0.000 claims abstract description 10
- 238000007334 copolymerization reaction Methods 0.000 claims abstract description 8
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 7
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 7
- 239000001257 hydrogen Substances 0.000 claims abstract description 7
- 239000003960 organic solvent Substances 0.000 claims abstract description 7
- 238000010438 heat treatment Methods 0.000 claims abstract description 5
- 229920002313 fluoropolymer Polymers 0.000 claims description 27
- 239000004811 fluoropolymer Substances 0.000 claims description 27
- GSYNTTDHMKSMFY-UHFFFAOYSA-N chloro(pentafluoro)-$l^{6}-sulfane Chemical compound FS(F)(F)(F)(F)Cl GSYNTTDHMKSMFY-UHFFFAOYSA-N 0.000 claims description 12
- 125000001165 hydrophobic group Chemical group 0.000 claims description 12
- 238000001291 vacuum drying Methods 0.000 claims description 12
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 9
- 230000035484 reaction time Effects 0.000 claims description 9
- BZLVMXJERCGZMT-UHFFFAOYSA-N Methyl tert-butyl ether Chemical compound COC(C)(C)C BZLVMXJERCGZMT-UHFFFAOYSA-N 0.000 claims description 6
- 229910052723 transition metal Inorganic materials 0.000 claims description 6
- 150000003624 transition metals Chemical class 0.000 claims description 6
- 239000011248 coating agent Substances 0.000 claims description 5
- 238000000576 coating method Methods 0.000 claims description 5
- 238000006116 polymerization reaction Methods 0.000 claims description 5
- 230000003197 catalytic effect Effects 0.000 claims description 4
- 238000001035 drying Methods 0.000 claims description 4
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N iron oxide Inorganic materials [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 claims description 4
- 239000000463 material Substances 0.000 claims description 4
- WGLPBDUCMAPZCE-UHFFFAOYSA-N Trioxochromium Chemical compound O=[Cr](=O)=O WGLPBDUCMAPZCE-UHFFFAOYSA-N 0.000 claims description 3
- 239000000853 adhesive Substances 0.000 claims description 3
- 230000001070 adhesive effect Effects 0.000 claims description 3
- USFRYJRPHFMVBZ-UHFFFAOYSA-M benzyl(triphenyl)phosphanium;chloride Chemical group [Cl-].C=1C=CC=CC=1[P+](C=1C=CC=CC=1)(C=1C=CC=CC=1)CC1=CC=CC=C1 USFRYJRPHFMVBZ-UHFFFAOYSA-M 0.000 claims description 3
- 229910000423 chromium oxide Inorganic materials 0.000 claims description 3
- 239000003822 epoxy resin Substances 0.000 claims description 3
- 229920000647 polyepoxide Polymers 0.000 claims description 3
- 230000005855 radiation Effects 0.000 claims description 3
- 238000003756 stirring Methods 0.000 claims description 3
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 claims description 2
- NDLPOXTZKUMGOV-UHFFFAOYSA-N oxo(oxoferriooxy)iron hydrate Chemical compound O.O=[Fe]O[Fe]=O NDLPOXTZKUMGOV-UHFFFAOYSA-N 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 abstract description 5
- 238000010094 polymer processing Methods 0.000 abstract 1
- 239000000243 solution Substances 0.000 description 7
- 239000012190 activator Substances 0.000 description 2
- 238000007605 air drying Methods 0.000 description 2
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 229920001971 elastomer Polymers 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 208000005156 Dehydration Diseases 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 238000007306 functionalization reaction Methods 0.000 description 1
- 239000011344 liquid material Substances 0.000 description 1
- 239000008204 material by function Substances 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02W—CLIMATE CHANGE MITIGATION TECHNOLOGIES RELATED TO WASTEWATER TREATMENT OR WASTE MANAGEMENT
- Y02W30/00—Technologies for solid waste management
- Y02W30/50—Reuse, recycling or recovery technologies
- Y02W30/62—Plastics recycling; Rubber recycling
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- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
The invention discloses a method for producing a high-transparency fluorine-containing polymer, which relates to the technical field of fluorine-containing polymer processing and comprises the following production steps: s1, one-step oxidative degradation treatment, namely dissolving fluororubber in an organic solvent, and simultaneously carrying out HF (hydrogen fluoride) removal to generate double bonds and a curing reaction for preparing liquid fluororubber; wherein, secondary operation treatment is needed for HF removal, the solution A and the catalyst B are added during primary HF removal, the secondary HF removal is carried out under heating, and the activating agent C is added while hydrogen is introduced; s2, copolymerizing functional group monomers; the technology is that a one-step oxidative degradation method and a functional group monomer copolymerization method are combined, the one-step oxidative degradation method is improved, so that the two-time HF removing treatment can be completed, the total time consumption of the two-time HF removing treatment is lower than the time consumption of the traditional single HF removing treatment due to the temperature increase and the addition of an activating agent C, and the preparation efficiency of the fluorine-containing polymer is improved to a certain extent.
Description
Technical Field
The invention relates to the technical field of fluoropolymer processing, in particular to a production method of a high-transparency fluoropolymer.
Background
Fluoropolymers have been widely used in various fields and industries due to their excellent properties, and low molecular weight fluoropolymers, which have not only the main properties of high molecular weight fluoropolymers but also their unique advantages and application values in processing characteristics and physical properties, are used as special novel functional materials, generally including low molecular weight fluororesins and liquid fluororubbers; among them, the low molecular weight fluorine-containing resin is an important branch of the fluorine-containing polymer, and because it has the characteristics of unique chemical resistance, high and low temperature resistance, lower friction coefficient and the like, with the technological progress and the continuous expansion of the application field, the requirement of the special application field can not be met at present, and the liquid fluorine rubber as another member in the low molecular weight fluorine-containing polymer family is gradually replacing the low molecular weight fluorine-containing resin, and becomes an emerging research field which is concerned.
The method is characterized in that the HF-removing process of the fluororubber determines the performance and molecular weight of the degraded liquid fluororubber and even the functionalization of the telechelic liquid fluororubber, the traditional time consumption is at least two hours when the HF-removing treatment is carried out in the one-step oxidative degradation method, so that the efficiency of the traditional production process is reduced, in addition, the method can also be used for preparing the fluororubber by a polymerization method, and the single functional product prepared by the polymerization method and the oxidative degradation method can not meet the existing requirements.
Disclosure of Invention
The main object of the present invention is to provide a process for producing a fluoropolymer having high transparency, which can effectively solve the problems of the background art.
The invention discloses a method for producing a fluorine-containing polymer with high transparency, which comprises the following specific production steps:
s1, one-step oxidative degradation treatment, namely dissolving fluororubber in an organic solvent, and simultaneously carrying out HF (hydrogen fluoride) removal to generate double bonds and a curing reaction for preparing liquid fluororubber; wherein, secondary operation treatment is needed for HF removal, the solution A and the catalyst B are added during primary HF removal, the secondary HF removal is carried out under heating, and the activating agent C is added while hydrogen is introduced;
s2, carrying out copolymerization treatment on a functional group monomer, and introducing a hydrophobic group monomer into the liquid fluororubber to prepare the fluoropolymer with the hydrophobic group; wherein, the polymerization reaction is carried out when hydrophobic group monomers are introduced, so that the fluorine-containing polymer is enriched on the surface of the groups, and the high-transparency fluorine-containing polymer coating material is obtained.
Preferably, in S1, the specific steps of dissolving the fluororubber in the organic solvent are as follows:
dissolving fluororubber in methyl tert-butyl ether to prepare fluororubber organic solution with the concentration of 5-10%, and then carrying out related treatment of HF removal.
In the primary HF removal in the HF removal treatment, the solution A is an inorganic alkaline water solution, the catalyst B is a benzyltriphenylphosphonium chloride catalyst, and an HF removal reaction is carried out in a two-phase system at the temperature of 5-85 ℃;
in the secondary HF removal in the HF removal treatment, the activator C is a catalytic agent of transition metal, the transition metal is any one of aluminum oxide, ferric oxide and chromium oxide, and hydrogen is intermittently injected into the reaction vessel at the temperature of 85-325 ℃.
The reaction time of the primary HF removal is 30-50 min, and the reaction time of the secondary HF removal is 10-20 min; specifically, a one-step oxidative degradation method and a functional group monomer copolymerization method are combined, wherein the one-step oxidative degradation method is improved to complete twice HF removal treatment, and the total time consumption of the twice HF removal treatment is lower than that of the traditional single HF removal treatment due to the temperature increase and the operation of adding an activating agent C, so that the preparation efficiency of the fluorine-containing polymer is improved to a certain extent.
Preferably, in the S1, the double bond is generated by HF removal, and a curing reaction is required to be performed, and the curing reaction is specifically performed by:
purifying the liquid fluororubber prepared after the reaction by using hexane, then drying the liquid fluororubber in vacuum, using the product as an adhesive, and carrying out curing reaction with a monomer with an active group under the radiation condition; when the vacuum drying treatment is carried out, the temperature in the container needs to be kept between 40 ℃ and 50 ℃ when the vacuum drying treatment is carried out, and the time for carrying out the vacuum drying treatment is 2 hours; the monomer with the active group is epoxy resin.
Preferably, in S2, the specific steps of preparing the fluoropolymer having a hydrophobic group are:
firstly, preparing monomer sulfur chloropentafluoride containing an SF5 group;
then, reacting the monomer sulfur chloropentafluoride as a comonomer with a fluorine-containing polymer containing unsaturated double bonds;
finally, a fluoropolymer film with-SF 5 groups enriched on the surface is prepared.
Wherein, a stirrer is needed when the monomer sulfur chloropentafluoride reacts with the fluorine-containing polymer with unsaturated double bonds, and the rotation speed of a stirring rod in the stirrer is 200 r/min-300 r/min; the reaction time is 5-10 min when the monomer sulfur chloropentafluoride reacts with the fluorine-containing polymer with unsaturated double bonds.
Compared with the prior art, the invention has the following beneficial effects:
the method combines a one-step oxidative degradation method with a functional group monomer copolymerization method, wherein the one-step oxidative degradation method is improved to complete twice HF removal treatment, and the total time consumption of the twice HF removal treatment is lower than that of the traditional single HF removal treatment due to the temperature increase and the operation of adding an active agent C, so that the preparation efficiency of the fluorine-containing polymer is improved to a certain extent;
the functional group monomer copolymerization method meets the requirements of different fields on low molecular weight fluorine-containing polymers, and meanwhile, the whole is finally designed to form a film-shaped structure, so that the integral transparency is obviously improved, and compared with the traditional air drying treatment, the vacuum drying treatment is obviously improved in drying effect.
Drawings
FIG. 1 is a schematic flow chart of the overall production process of the present invention.
Detailed Description
An embodiment of a method for producing a fluoropolymer having high transparency according to the present invention is further described below with reference to FIG. 1. The method for producing a fluoropolymer having high transparency according to the present invention is not limited to the description of the following examples.
Example 1:
this example shows the specific steps of S1 in a process for producing a fluoropolymer having high transparency, as shown in fig. 1, a one-step oxidative degradation treatment of dissolving a fluororubber in an organic solvent, removing HF to generate double bonds and carrying out a curing reaction simultaneously for preparing a liquid fluororubber; wherein, secondary operation treatment is needed for HF removal, the solution A and the catalyst B are added during primary HF removal, the secondary HF removal is carried out under heating, and the activating agent C is added while hydrogen is introduced; the reaction time for the primary HF removal is 35min, and the reaction time for the secondary HF removal is 15min.
In some examples, the specific steps of dissolving the fluororubber in the organic solvent are:
the fluororubber is dissolved in methyl tert-butyl ether to prepare 8% fluororubber organic solution, and then related treatment of HF removal is carried out.
In the primary HF removal in the HF removal treatment, the solution A is an inorganic alkaline aqueous solution, the catalyst B is a benzyltriphenylphosphonium chloride catalyst, and the HF removal reaction is carried out in a 85 ℃ two-phase system.
In the secondary HF removal in the HF removal treatment, the activator C is a catalytic agent of a transition metal, and the transition metal is any one of alumina, iron oxide, and chromium oxide, and may be specifically selected as required, for example: the reaction vessel can be filled with alumina intermittently at 325 deg.C, or continuously with hydrogen at the bottom, and in the case of liquid material, the generated bubbles can be primarily stirred during crushing.
Specifically, the double bonds generated by HF removal are required to be subjected to a curing reaction, and the curing reaction is specifically carried out as follows: purifying the liquid fluororubber prepared after the reaction by using hexane, then carrying out vacuum drying, wherein the vacuum environment can be carried out in a cover body, extracting the air in the cover body by using a vacuum generator, and carrying out curing reaction with a monomer with an active group by using the product as an adhesive under the radiation condition; when vacuum drying treatment is carried out, the temperature in the container is required to be kept between 40 ℃ and 50 ℃ when the vacuum drying treatment is carried out, the time for carrying out the vacuum drying is 2 hours, and the specific time consumption can be freely adjusted according to the situation; the monomer with active group is epoxy resin.
By adopting the technical scheme:
the one-step oxidative degradation method is combined with the functional group monomer copolymerization method, wherein the one-step oxidative degradation method is improved, so that the two-time HF removal treatment can be completed, the total time consumption of the two-time HF removal treatment is lower than the time consumption of the traditional single HF removal treatment due to the temperature increase and the operation of adding the activating agent C, and the preparation efficiency of the fluorine-containing polymer is improved to a certain extent.
As can be seen from the above contents of example 1 and the background art, the total time consumption of the two times of HF removal treatment is 50min, while the time consumption for normal HF removal treatment is 2h, and the time consumption in example 1 is much less than the time consumption for the conventional HF removal treatment;
during twice HF removal, the temperature of the first HF removal treatment is kept at 100 ℃, the temperature of the second HF removal treatment is over 300 ℃, the temperature is greatly improved, and the characteristics of an activating agent C are utilized, so that the polymer which is catalyzed and completed originally is subjected to secondary heating and activating treatment, the dehydration treatment can be realized, and the catalyst B is combined with the catalyst B to realize the catalytic treatment of the raw material.
Example 2:
on the basis of example 1, this example shows a specific step of S2 in a production method of a fluorine-containing polymer having high transparency, as shown in fig. 1, S2, a functional group monomer are copolymerized, and a fluorine-containing polymer having a hydrophobic group is prepared by introducing a hydrophobic group monomer into a liquid fluorine rubber;
wherein, the polymerization reaction is carried out when hydrophobic group monomers are introduced, so that the fluorine-containing polymer is enriched on the surface of the groups to obtain the high-transparency fluorine-containing polymer coating material, the thickness of the fluorine-containing polymer coating at the position is 1 mm-2 mm, and the high-transparency fluorine-containing polymer coating material can be seen according to the actually manufactured product;
specifically, the preparation of the fluorine-containing polymer with the hydrophobic group comprises the following specific steps:
first, a catalyst containing-SF 5 The monomeric sulfur chloropentafluoride of group;
then, reacting the monomer sulfur chloropentafluoride as a comonomer with a fluorine-containing polymer containing unsaturated double bonds;
finally, the surface enriched SF is prepared 5 Fluoropolymer films of the group.
Wherein, a stirrer is needed when the monomer sulfur chloropentafluoride reacts with the fluorine-containing polymer with unsaturated double bonds, and the rotation speed of a stirring rod in the stirrer is 300r/min; the reaction time when reacting the monomer sulfur chloropentafluoride with the unsaturated double-bonded fluoropolymer is 10min.
By adopting the technical scheme:
the functional group monomer copolymerization method meets the requirements of different fields on low molecular weight fluorine-containing polymers, and meanwhile, the whole is finally designed to form a film-shaped structure, so that the integral transparency is obviously improved, and compared with the traditional air drying treatment, the vacuum drying treatment is obviously improved in drying effect.
The foregoing shows and describes the general principles and broad features of the present invention and advantages thereof. It will be understood by those skilled in the art that the present invention is not limited to the embodiments described above, which are described in the specification and illustrated only to illustrate the principle of the present invention, but that various changes and modifications may be made therein without departing from the spirit and scope of the present invention, which fall within the scope of the invention as claimed. The scope of the invention is defined by the appended claims and equivalents thereof.
Claims (10)
1. A process for producing a fluoropolymer having high transparency, characterized in that: comprises the following specific production steps:
s1, one-step oxidative degradation treatment, namely dissolving fluororubber in an organic solvent, and simultaneously carrying out HF (hydrogen fluoride) removal to generate double bonds and a curing reaction for preparing liquid fluororubber;
wherein, secondary operation treatment is needed for HF removal, the solution A and the catalyst B are added during primary HF removal, the secondary HF removal is carried out under heating, and the activating agent C is added while hydrogen is introduced;
s2, carrying out copolymerization treatment on a functional group monomer, and introducing a hydrophobic group monomer into the liquid fluororubber to prepare the fluoropolymer with the hydrophobic group;
wherein, the polymerization reaction is carried out when hydrophobic group monomers are introduced, so that the fluorine-containing polymer is enriched on the surface of the groups, and the high-transparency fluorine-containing polymer coating material is obtained.
2. The process for producing a fluoropolymer having high transparency according to claim 1, wherein: in the S1, the specific steps of dissolving the fluororubber in the organic solvent are as follows:
dissolving fluororubber in methyl tert-butyl ether to prepare fluororubber organic solution with the concentration of 5-10%, and then carrying out related treatment of HF removal.
3. The process for producing a fluoropolymer having high transparency according to claim 1, wherein: in the primary HF removal in the HF removal treatment, the solution A is an inorganic alkaline water solution, the catalyst B is a benzyltriphenylphosphonium chloride catalyst, and an HF removal reaction is carried out in a two-phase system at the temperature of 5-85 ℃;
in the secondary HF removal in the HF removal treatment, the activating agent C is a catalytic agent of transition metal, the transition metal is any one of aluminum oxide, ferric oxide and chromium oxide, and hydrogen is intermittently injected into the reaction vessel at the temperature of 85-325 ℃.
4. The process for producing a fluoropolymer having high transparency according to claim 1, wherein: the reaction time of the primary HF removal is 30-50 min, and the reaction time of the secondary HF removal is 10-20 min.
5. The process for producing a fluoropolymer having high transparency according to claim 1, wherein: in the S1, a curing reaction is required to be carried out while double bonds are generated by HF removal, and the curing reaction is specifically carried out by the following steps:
and purifying the liquid fluororubber prepared after the reaction by using hexane, then drying in vacuum, using the product as an adhesive, and carrying out curing reaction with a monomer with an active group under the radiation condition.
6. The process for producing a fluoropolymer having high transparency according to claim 5, wherein: in the vacuum drying treatment, it is necessary to maintain the temperature in the container at 40 to 50 ℃ during the vacuum drying treatment, and the time required for the vacuum drying treatment is 2 hours.
7. The process for producing a fluoropolymer having high transparency according to claim 5, wherein: the monomer with the active group is epoxy resin.
8. A process for producing a fluoropolymer having high transparency according to claim 1, characterized in that: in S2, the specific steps of preparing the fluoropolymer having a hydrophobic group are:
first, a catalyst containing-SF 5 The monomeric sulfur chloropentafluoride of group;
then, reacting the monomer sulfur chloropentafluoride serving as a comonomer with a fluorine-containing polymer containing unsaturated double bonds;
finally, the surface enriched SF is prepared 5 Fluoropolymer films of the group.
9. The process for producing a fluoropolymer having high transparency according to claim 8, wherein: when the monomer sulfur chloropentafluoride reacts with the fluorine-containing polymer with unsaturated double bonds, a stirrer is needed, and the rotation speed of a stirring rod in the stirrer is 200 r/min-300 r/min.
10. The process for producing a fluoropolymer having high transparency according to claim 8, wherein: the reaction time is 5-10 min when the monomer sulfur chloropentafluoride reacts with the fluorine-containing polymer with unsaturated double bonds.
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Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4742126A (en) * | 1985-03-06 | 1988-05-03 | Ausimont S.P.A. | Process for preparing unsaturated fluoroelastomers |
| US5733981A (en) * | 1996-08-26 | 1998-03-31 | Minnesota Mining And Manufacturing Company | Aqueous dehydrofluorination method |
| CN109759056A (en) * | 2019-02-13 | 2019-05-17 | 中国石油化工股份有限公司 | A kind of hydrogenation catalyst preparation method and method of hydrotreating for C5/C9 copolymerized petroleum resin |
| CN112279944A (en) * | 2020-10-10 | 2021-01-29 | 沈阳化工大学 | Preparation method of high-performance carboxyl-terminated low-molecular-weight fluorine-containing polymer |
-
2022
- 2022-11-24 CN CN202211483345.8A patent/CN115746180B/en active Active
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4742126A (en) * | 1985-03-06 | 1988-05-03 | Ausimont S.P.A. | Process for preparing unsaturated fluoroelastomers |
| US5733981A (en) * | 1996-08-26 | 1998-03-31 | Minnesota Mining And Manufacturing Company | Aqueous dehydrofluorination method |
| CN109759056A (en) * | 2019-02-13 | 2019-05-17 | 中国石油化工股份有限公司 | A kind of hydrogenation catalyst preparation method and method of hydrotreating for C5/C9 copolymerized petroleum resin |
| CN112279944A (en) * | 2020-10-10 | 2021-01-29 | 沈阳化工大学 | Preparation method of high-performance carboxyl-terminated low-molecular-weight fluorine-containing polymer |
Non-Patent Citations (2)
| Title |
|---|
| 刘武灿等: "催化加氢技术在氟化工中的应用", 《有机氟工业》, no. 3, pages 23 - 31 * |
| 李东翰等: "低分子量含氟聚合物的制备、官能化及特性", 《化学进展》, vol. 28, no. 5, pages 673 - 685 * |
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