CN115304530A - High-density fluorine-containing plasticizer and preparation method thereof - Google Patents
High-density fluorine-containing plasticizer and preparation method thereof Download PDFInfo
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- 239000004014 plasticizer Substances 0.000 title claims abstract description 51
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 title claims abstract description 37
- 229910052731 fluorine Inorganic materials 0.000 title claims abstract description 37
- 239000011737 fluorine Substances 0.000 title claims abstract description 37
- 238000002360 preparation method Methods 0.000 title claims abstract description 22
- 238000006243 chemical reaction Methods 0.000 claims description 15
- 238000003756 stirring Methods 0.000 claims description 11
- 239000000126 substance Substances 0.000 claims description 11
- 239000012043 crude product Substances 0.000 claims description 9
- 238000000034 method Methods 0.000 claims description 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 8
- 239000003054 catalyst Substances 0.000 claims description 6
- 239000007788 liquid Substances 0.000 claims description 6
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 claims description 6
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 claims description 6
- 239000012434 nucleophilic reagent Substances 0.000 claims description 5
- 239000003377 acid catalyst Substances 0.000 claims description 4
- 230000003472 neutralizing effect Effects 0.000 claims description 3
- 230000001588 bifunctional effect Effects 0.000 claims description 2
- 150000007524 organic acids Chemical class 0.000 claims description 2
- 125000003158 alcohol group Chemical group 0.000 claims 2
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 229920005989 resin Polymers 0.000 abstract description 15
- 239000011347 resin Substances 0.000 abstract description 15
- 230000000694 effects Effects 0.000 abstract description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
- 238000009835 boiling Methods 0.000 description 4
- 238000006386 neutralization reaction Methods 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- 238000000926 separation method Methods 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 238000011161 development Methods 0.000 description 3
- 229920003023 plastic Polymers 0.000 description 3
- 239000004033 plastic Substances 0.000 description 3
- 229920000915 polyvinyl chloride Polymers 0.000 description 3
- 239000004800 polyvinyl chloride Substances 0.000 description 3
- PLFFHJWXOGYWPR-HEDMGYOXSA-N (4r)-4-[(3r,3as,5ar,5br,7as,11as,11br,13ar,13bs)-5a,5b,8,8,11a,13b-hexamethyl-1,2,3,3a,4,5,6,7,7a,9,10,11,11b,12,13,13a-hexadecahydrocyclopenta[a]chrysen-3-yl]pentan-1-ol Chemical compound C([C@]1(C)[C@H]2CC[C@H]34)CCC(C)(C)[C@@H]1CC[C@@]2(C)[C@]4(C)CC[C@@H]1[C@]3(C)CC[C@@H]1[C@@H](CCCO)C PLFFHJWXOGYWPR-HEDMGYOXSA-N 0.000 description 2
- YIHRGKXNJGKSOT-UHFFFAOYSA-N 1,1,2,2,3,3-hexafluorobutan-1-ol Chemical compound CC(F)(F)C(F)(F)C(O)(F)F YIHRGKXNJGKSOT-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 description 2
- KBPLFHHGFOOTCA-UHFFFAOYSA-N caprylic alcohol Natural products CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 2
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 2
- 229920001971 elastomer Polymers 0.000 description 2
- 230000009477 glass transition Effects 0.000 description 2
- 229920002521 macromolecule Polymers 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- CCUWGJDGLACFQT-UHFFFAOYSA-N 2,2,3,3,4,4-hexafluoropentanedioic acid Chemical compound OC(=O)C(F)(F)C(F)(F)C(F)(F)C(O)=O CCUWGJDGLACFQT-UHFFFAOYSA-N 0.000 description 1
- KJOOJFLEZNWPIN-UHFFFAOYSA-N 2,2-difluoropropanedioyl difluoride Chemical compound FC(=O)C(F)(F)C(F)=O KJOOJFLEZNWPIN-UHFFFAOYSA-N 0.000 description 1
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 description 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
- RHQDFWAXVIIEBN-UHFFFAOYSA-N Trifluoroethanol Chemical compound OCC(F)(F)F RHQDFWAXVIIEBN-UHFFFAOYSA-N 0.000 description 1
- CQIQWIMXCPTQPJ-UHFFFAOYSA-N [3-(trifluoromethyl)phenyl]methanethiol Chemical compound FC(F)(F)C1=CC=CC(CS)=C1 CQIQWIMXCPTQPJ-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- FYXKZNLBZKRYSS-UHFFFAOYSA-N benzene-1,2-dicarbonyl chloride Chemical compound ClC(=O)C1=CC=CC=C1C(Cl)=O FYXKZNLBZKRYSS-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 230000007123 defense Effects 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 239000000806 elastomer Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 238000011031 large-scale manufacturing process Methods 0.000 description 1
- 239000002649 leather substitute Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- 229920006113 non-polar polymer Polymers 0.000 description 1
- 239000012038 nucleophile Substances 0.000 description 1
- 229920006112 polar polymer Polymers 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- SXYFKXOFMCIXQW-UHFFFAOYSA-N propanedioyl dichloride Chemical compound ClC(=O)CC(Cl)=O SXYFKXOFMCIXQW-UHFFFAOYSA-N 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 230000003313 weakening effect Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C327/00—Thiocarboxylic acids
- C07C327/20—Esters of monothiocarboxylic acids
- C07C327/26—Esters of monothiocarboxylic acids having carbon atoms of esterified thiocarboxyl groups bound to carbon atoms of six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/62—Halogen-containing esters
- C07C69/63—Halogen-containing esters of saturated acids
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/10—Esters; Ether-esters
- C08K5/11—Esters; Ether-esters of acyclic polycarboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
- C08K5/38—Thiocarbonic acids; Derivatives thereof, e.g. xanthates ; i.e. compounds containing -X-C(=X)- groups, X being oxygen or sulfur, at least one X being sulfur
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
The invention provides a high-density fluorine-containing plasticizer and a preparation method thereof, and the structure is as follows: M-Q-W, wherein M is C n F m H a X, n = 1-10, m = 0-22, a = 0-22, X is one or more of-O, -I or-S, Q is C b F d H c Y e B = 1-10, d = 0-20, C = 1-22, e = 1-2, Y is one or more of-COO, -COOOC-or-COCl, W is C x F y H z X，x＝1～10,y = 0-22, z = 0-22, X is one or more of-O, -I or-S. The high-density fluorine-containing plasticizer and the preparation method thereof provided by the invention have the advantages that the preparation method is simple, the dosage of the plasticizer can be reduced on the premise of reducing the viscosity of resin, particularly fluorine-containing resin, the effect of improving the overall density of the resin is achieved, and the obtained high-density fluorine-containing plasticizer has wide application prospects.
Description
Technical Field
The invention relates to the technical field of plasticizers, in particular to a high-density fluorine-containing plasticizer and a preparation method thereof.
Background
Plasticizing technology has been used since long in the primitive society, and plasticizers have also originated in the original human invention. Plasticizers are also the largest variety of additives in the modern plastics industry and play a decisive role in promoting the development of industry, in particular the polyvinyl chloride industry. At present, various novel plastics have penetrated into various fields of industry and agriculture, transportation, traffic, medicine, food, clothing, construction, national defense and the like. The modern plasticizer industry has been developed into a large-scale production chemical industry of various varieties based on petrochemical industry and taking phthalic acid as a core. In short, all substances added to polymer systems to increase the plasticity of the polymer system may be called plasticizers, which are generally solvent-like substances added to plastic resins or elastomers to improve their processing lines and to increase plasticity, flexibility, stretchability or expandability. For example, 30-50% dibutyl phthalate is often added during the formation of polyvinyl chloride. This makes it possible, on the one hand, to reduce the flow temperature thereof in order to allow processing at lower temperatures, and, on the other hand, to increase the elasticity considerably, since these substances remain in the article and make the molecular chains more mobile than before plasticization, with a glass transition temperature ranging from 80 ℃ to below room temperature. Thereby improving the cold resistance, impact resistance and other properties of the finished piece, and enabling the polyvinyl chloride to support soft films, rubber tubes, artificial leather and other products.
The nonpolar plasticizer is dissolved in the nonpolar polymer to increase the distance between the polymer chains, thereby weakening the acting force between the polymer chains. Thus, the chain segment which cannot move in the body originally moves, so that the glass transition temperature is reduced, and the high elastic state appears at a lower temperature; in the polar polymer, plasticizer molecules enter between macromolecular chains, and polar groups of the plasticizer molecules interact with polar groups of the macromolecules, so that physical crosslinking points among the macromolecules are destroyed, and chain segment motion is realized.
On one hand, because of the low density of the common plasticizer, the improvement of the density of a resin system is not contributed, and on the other hand, along with the development of the fluorine-containing resin, the fluorine-containing material is gradually and widely applied in daily life and industrial production, however, because of the large polarity and small surface energy of fluorine atoms, the plasticizing effect of the common plasticizer is poor, so that the development of the high-density fluorine-containing plasticizer has great application value.
Disclosure of Invention
The invention aims to disclose a high-density fluorine-containing plasticizer, which has a simple preparation method, can reduce the dosage of the plasticizer on the premise of reducing the viscosity of resin, particularly fluorine-containing resin, and simultaneously achieves the effect of improving the overall density of the resin, and the obtained high-density fluorine-containing plasticizer has wide application prospect.
In order to achieve the above object, the present invention provides a high-density fluorine-containing plasticizer having the following structure: M-Q-W, wherein,
m is C n F m H a X, n = 1-10,m = 0-22, a = 0-22, X is one or more of-O, -I or-S,
q is C b F d H c Y e B =1 to 10, d =0 to 20, c =1 to 22, e =1 to 2, Y is one or more of-COO, -COOOC-or-COCl,
w is C x F y H z X, X = 1-10, y = 0-22, z = 0-22, X is one or more of-O, -I or-S.
The second purpose of the invention is to disclose a preparation method of the high-density fluorine-containing plasticizer, which is simple, can reduce the dosage of the plasticizer on the premise of reducing the viscosity of resin, particularly fluorine-containing resin, and simultaneously achieves the effect of improving the overall density of the resin, and the obtained high-density fluorine-containing plasticizer has wide application prospect.
In order to achieve the purpose, the invention provides a preparation method of a high-density fluorine-containing plasticizer, which comprises the following steps:
the method comprises the following steps: adding a bifunctional nucleophilic reagent and organic unit alcohol into a reaction kettle, raising the temperature to 50-150 ℃, and stirring for 1-2 hours until the solution in the reaction kettle becomes clear and transparent;
step two: then adding the elementary alcohol, and stirring for 0-30 minutes;
step three: slowly dripping a catalyst, and raising the temperature to 80-200 ℃;
step four: and (3) decompressing and dewatering to obtain a crude product, neutralizing, separating liquid, and extracting low-boiling-point substances to obtain the high-density fluorine-containing plasticizer.
In some embodiments, the parts by weight of each component are: 50 portions of difunctional nucleophilic reagent, 50 to 70 portions of organic monohydric alcohol, 50 to 100 portions of monohydric alcohol and 0.1 to 20 portions of catalyst.
In some embodiments, the difunctional nucleophile is C b F d H c Y e B =1 to 10, d =0 to 20, c =1 to 22, e =1 to 2, y is one or more of-COO, -COOOC-, or-COCl.
In some embodiments, the organic monol is of structure C n F m H a X, n = 1-10,m = 0-22, a = 0-22, X is one or more of-O, -I or-S.
In some embodiments, the monol structure is C x F y H z X, X = 1-10, y = 0-22, z = 0-22, X is one or more of-O, -I or-S.
In some embodiments, the catalyst is an acid catalyst.
In some embodiments, the acid catalyst is one or more of an organic acid, p-toluenesulfonic acid, or thionyl chloride.
Compared with the prior art, the invention has the beneficial effects that: the high-density fluorine-containing plasticizer and the preparation method thereof provided by the invention have the advantages that the preparation method is simple, the dosage of the plasticizer can be reduced on the premise of reducing the viscosity of resin, particularly fluorine-containing resin, the effect of improving the overall density of the resin is achieved, and the obtained high-density fluorine-containing plasticizer has wide application prospect.
Detailed Description
The present invention is described in detail below with reference to various embodiments, but it should be understood that these embodiments are not intended to limit the present invention, and those skilled in the art should be able to make modifications and substitutions on the functions, methods, or structures of these embodiments without departing from the scope of the present invention.
Example one
The embodiment discloses a high-density fluorine-containing plasticizer and a preparation method thereof, and the preparation method specifically comprises the following steps:
adding a proper amount of 50 parts of phthaloyl chloride and 60 parts of 1H,2H and 2H-perfluorosunflower mercaptan into a reaction kettle connected with a water separator, raising the temperature to 80 ℃, stirring for 2 hours, adding 100 parts of 3- (trifluoromethyl) benzyl mercaptan, stirring for 30 minutes, slowly adding 20 parts of p-toluenesulfonic acid, raising the temperature to 100 ℃, keeping the pressure in the reaction kettle to be less than or equal to-0.06 Pa until no water flows out, obtaining a crude product, and using NaHCO to separate the crude product into the reaction kettle 3 After neutralization to neutrality, liquid separation is carried out, and low-boiling-point substances are extracted to obtain the high-density fluorine-containing plasticizer, wherein the structural formula is as follows:
example two
The embodiment discloses a high-density fluorine-containing plasticizer and a preparation method thereof, and the preparation method specifically comprises the following steps:
adding a proper amount of 50 parts of hexafluoroglutaric acid and 50 parts of n-amyl alcohol into a reaction kettle connected with a water separator, raising the temperature to 90 ℃, stirring for 1 hour, adding 80 parts of 1H,2H and 2H-perfluorohexan-1-ol, stirring for 20 minutes, slowly adding 10 parts of concentrated sulfuric acid, raising the temperature to 150 ℃, keeping the pressure in the reaction kettle to be less than or equal to-0.06 Pa until no water flows out to obtain a crude product, and adding Na 2 CO 3 After neutralization to neutrality, liquid separation is carried out, and low-boiling-point substances are extracted to obtain the high-density fluorine-containing plasticizer, wherein the structural formula is as follows:
EXAMPLE III
The embodiment discloses a high-density fluorine-containing plasticizer and a preparation method thereof, and the preparation method specifically comprises the following steps:
adding a proper amount of 50 parts of 2,3, 4-hexafluoroglutaric anhydride and 70 parts of hexafluorobutanol into a reaction kettle connected with a water separator, raising the temperature to 100 ℃, stirring for 1.5 hours, adding 100 parts of hexafluorobutanol, slowly adding 15 parts of concentrated hydrochloric acid, raising the temperature to 130 ℃, keeping the pressure in the reaction kettle less than or equal to-0.06 Pa until no water flows out to obtain a crude product, and adding Na 2 CO 3 After neutralization to neutrality, liquid separation is carried out, and low-boiling-point substances are extracted to obtain the high-density fluorine-containing plasticizer, wherein the structural formula is as follows:
example four
The embodiment discloses a high-density fluorine-containing plasticizer and a preparation method thereof, and the preparation method specifically comprises the following steps:
adding a proper amount of 50 parts of malonyl chloride and 60 parts of methanol into a reaction kettle connected with a water separator, raising the temperature to 50 ℃, stirring for 2 hours, adding 100 parts of 2, 2-trifluoroethanol, slowly adding 10 parts of thionyl chloride, raising the temperature to 80 ℃, keeping the pressure in the reaction kettle to be less than or equal to-0.06 Pa until no water flows out to obtain a crude product, and adding Na 2 CO 3 After neutralization to neutrality, liquid separation is carried out, and a low-boiling-point substance is extracted to obtain the high-density fluorine-containing plasticizer, wherein the structural formula is as follows:
EXAMPLE five
The embodiment discloses a high-density fluorine-containing plasticizer and a preparation method thereof, and the preparation method specifically comprises the following steps:
adding a proper amount of 50 parts of difluoromalonyl difluoride and 70 parts of n-octanol into a reaction kettle connected with a water separator, raising the temperature to 150 ℃, stirring for 2 hours, adding 100 parts of 1H,2H and 2H-perfluorooctanol, slowly adding 15 parts of concentrated nitric acid, raising the temperature to 200 ℃, keeping the pressure in the reaction kettle to be less than or equal to-0.06 Pa until no water flows out to obtain a crude product, neutralizing the crude product with NaOH to be neutral, separating the solution, and extracting a low-boiling substance to obtain the high-density fluorine-containing plasticizer, wherein the structural formula is as follows:
the high density fluorinated plasticizers obtained in examples one-five were compared with the conventional plasticizers in the following table:
density test standard: GB/T15223-1994, density is more than or equal to 1.2g/cm 3 (ii) a Boiling point test standard: GB/T616-2006, the boiling point is more than or equal to 200 ℃.
As can be seen from the above table, the density of the high-density fluorine-containing plasticizer prepared in the first to fifth examples is greatly increased compared with that of the common plasticizer, and the boiling points are all more than or equal to 200 ℃.
The above-listed detailed description is merely a detailed description of possible embodiments of the present invention, and it is not intended to limit the scope of the invention, and equivalent embodiments or modifications made without departing from the technical spirit of the present invention are intended to be included within the scope of the present invention.
Furthermore, it should be understood that although the present description refers to embodiments, not every embodiment may contain only a single embodiment, and such description is for clarity only, and those skilled in the art should integrate the description, and the embodiments may be combined as appropriate to form other embodiments understood by those skilled in the art.
Claims (8)
1. The high-density fluorine-containing plasticizer is characterized by having the following structure: M-Q-W, wherein,
m is C n F m H a X, n = 1-10,m = 0-22, a = 0-22, X is one or more of-O, -I or-S,
q is C b F d H c Y e B = 1-10, d = 0-20, c = 1-22, e = 1-2, Y is one or more of-COO, -COOOC-or-COCl,
w is C x F y H z X, X = 1-10, y = 0-22, z = 0-22, X is one or more of-O, -I or-S.
2. The preparation method of the high-density fluorine-containing plasticizer is characterized by comprising the following steps:
the method comprises the following steps: adding a bifunctional nucleophilic reagent and organic unit alcohol into a reaction kettle, raising the temperature to 50-150 ℃, and stirring for 1-2 hours until the solution in the reaction kettle becomes clear and transparent;
step two: adding the unit alcohol, and stirring for 0-30 minutes;
step three: slowly dripping a catalyst, and raising the temperature to 80-200 ℃;
step four: and (3) decompressing and dewatering to obtain a crude product, neutralizing, separating liquid, and extracting low-boiling-point substances to obtain the high-density fluorine-containing plasticizer.
3. The method for preparing the high-density fluorine-containing plasticizer according to claim 2, wherein the weight parts of each component are respectively as follows: 50 parts of difunctional nucleophilic reagent, 50-70 parts of organic monohydric alcohol, 50-100 parts of monohydric alcohol and 0.1-20 parts of catalyst.
4. The method of claim 2, wherein said difunctional nucleophilic reagent is selected from the group consisting ofThe agent structure is C b F d H c Y e B =1 to 10, d =0 to 20, c =1 to 22, e =1 to 2, y is one or more of-COO, -COOOC-, or-COCl.
5. The method for preparing a high-density fluorinated plasticizer according to claim 2, wherein said organic unit alcohol structure is C n F m H a X, n = 1-10, m = 0-22, a = 0-22, X is one or more of-O, -I or-S.
6. The method for preparing a high-density fluorinated plasticizer according to claim 2, wherein said unitary alcohol structure is C x F y H z X, X = 1-10, y = 0-22, z = 0-22, X is one or more of-O, -I or-S.
7. The method of preparing a high density fluorinated plasticizer according to claim 2, wherein said catalyst is an acid catalyst.
8. The method of claim 7, wherein the acid catalyst is one or more of organic acid, p-toluenesulfonic acid, or thionyl chloride.
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|---|---|---|---|---|
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| US5631393A (en) * | 1994-05-04 | 1997-05-20 | Hoechst Aktiengesellschaft | Palladium catalysts containing sulfonated bisphosphines as ligands, process for their preparation and their use in carbonylation reactions |
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|---|---|---|---|---|
| JPS6345238A (en) * | 1986-04-03 | 1988-02-26 | Sony Corp | Dicarboxylic acid ester derivative and lubricant containing same |
| US5631393A (en) * | 1994-05-04 | 1997-05-20 | Hoechst Aktiengesellschaft | Palladium catalysts containing sulfonated bisphosphines as ligands, process for their preparation and their use in carbonylation reactions |
| CN107722349A (en) * | 2017-09-30 | 2018-02-23 | 黄山市强力化工有限公司 | A kind of synthesis ester plasticiser of highly plasticized, low extraction performance and preparation method thereof |
Non-Patent Citations (3)
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