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Novel fluorine phenyl-containing silicone oil and method of producing the same

A technology of phenyl silicone oil and fluorophenyl silicone, which is applied in the field of novel fluorine-containing phenyl silicone oil and its preparation, can solve the problems of poisoning, environmental pollution, bioaccumulative environmental hazards and the like, and achieves good heat resistance and easy preparation process. , the effect of promoting the application

Inactive Publication Date: 2009-04-08
SUZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] Among fluorosilicone oils, long-chain fluoroalkyl silicone oils are the most researched ones, but they have a series of problems such as bioaccumulation and environmental hazards, such as perfluorooctanesulfonyl compounds (molecular formula is C8F17S03Y, where Y=OH, Metal salts, halides, amides, etc., code-named PFOS) have strong persistent pollution and toxicity to the environment. The Organic Pollutants Review Committee of the United Nations Environment Program has determined that perfluorooctanesulfonyl compounds (PFOS) meet the requirements of persistent organic pollution The European Parliament has issued the official decree 2006 / 122 / EC restricting PFOS

Method used

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  • Novel fluorine phenyl-containing silicone oil and method of producing the same
  • Novel fluorine phenyl-containing silicone oil and method of producing the same
  • Novel fluorine phenyl-containing silicone oil and method of producing the same

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] In a 500mL three-neck flask equipped with a reflux condenser, a thermometer and a constant pressure dropping funnel, add 7.2g of magnesium chips and a certain amount of tetrahydrofuran (THF), and introduce N 2 , using a magnetic stirrer to stir, and heating the system to 30°C with a water bath, slowly added 58.6g of 3,5-bis(trifluoromethyl)bromobenzene, and continued to react for 1.5 hours to obtain the Grignard reagent after the addition was complete.

[0027] Equip a 1000mL three-neck flask with the same equipment as above, add 110.4g of methyltrimethoxysilane and THF, and then slowly add the prepared Grignard reagent after cooling, and continue the reaction for 2 hours after the dropwise addition. Suction filtration after the reaction was completed, the filtrate was rectified to obtain a colorless transparent liquid which was the product 3,5-bis(trifluoromethyl)phenylmethyldimethoxysilane, 31.8g of the product, 50% yield, 98.7% purity %. 1 H NMR (CDCl 3 -d 1 ): δ0...

Embodiment 2

[0029] Add water and hydrochloric acid to a three-necked flask, stir and heat to 55°C, then add 8.7 g of 3,5-bis(trifluoromethyl)phenylmethyldimethoxysilane monomer and dimethyldimethoxy The mixture of 62.4 g of silane monomers was stirred for 2.5 hours after the addition, separated, washed with water, and dried to obtain 35.6 g of hydrolyzed products.

[0030] Add the above hydrolyzate and 4.1g hexamethyldisiloxane (MM) into a single-necked flask, add 2.5g concentrated sulfuric acid to balance, stir at room temperature for 48 hours, separate the acid layer, wash the organic layer with water, dry, remove the solvent and low The distillate obtained 21.7 g of 3,5-bis(trifluoromethyl)phenyl silicone oil, and the total synthesis yield was 43.4%.

Embodiment 3

[0032] According to the processing condition of embodiment 2, by 3,5-bis (trifluoromethyl) phenylmethyl dimethoxysilane monomer 15.6g and dimethyl dimethoxy silane monomer 52.8g mixture, add Stirring was continued for 2.5 hours, the layers were separated, washed with water, and dried to obtain 37.0 g of hydrolyzate.

[0033] Add the above hydrolyzate and 4.1gMM into a single-necked flask, add 2.5g of concentrated sulfuric acid to balance, stir at room temperature for 48h, separate the acid layer, wash the organic layer with water, dry, and remove the solvent and low fraction to obtain 3,5-bis(trifluoro Methyl) phenyl silicone oil 22.0g, the total synthetic yield is 44.0%.

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Abstract

The invention discloses novel fluoride phenyl silicone oil and a preparation method thereof, pertaining to the technical field of chemical synthesis and special-typed high molecular material. The silicone oil takes 3, 5-difluoride substituent-1-halogeno benzene and methyl-trimethoxy silicane as raw materials and prepares fluoride organoxilicon monomer 3, 5-difluoride substituent phenyl-methyl-dimethoxy-silicane monomer through grignard reaction and substitution reaction. Hydrolysis and equilibrium polymerization are imposed on the fluoride organoxilicon monomer synthesized and dimethyl-dimethoxy silicane together to prepare 3, 5-di (trifluoromethyl) phenyl silicone oil. The novel fluoride phenyl silicone oil product has good heat resistance, is supposed to be applied as heat conducting oil, hydraulic oil, surface treatment materials and the like, and has advantages of easy access to raw materials, easy realization of preparation technology and facilitation for promotion and application.

Description

technical field [0001] The invention relates to a novel fluorine-containing phenyl silicone oil and a preparation method thereof. The product can be used as heat conduction oil, hydraulic oil, etc., and belongs to the technical fields of chemical synthesis and special polymer materials. Background technique [0002] Fluorosilicone polymer materials combine the advantages of organic silicon and organic fluoropolymers, and complement each other's shortcomings, and have become a new hotspot in the field of polymer material research. Among them, fluorosilicone oil is widely used in textile and leather finishing, floor polishing, paint and paint additives, defoamers and aviation hydraulic pressure due to its low surface energy, excellent solvent resistance, thermal stability, weather resistance and wear resistance. Oil and other fields have a wide range of applications. [0003] Among fluorosilicone oils, long-chain fluoroalkyl silicone oils are the most researched ones, but the...

Claims

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Application Information

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IPC IPC(8): C08G77/24C08G77/06C10M107/50C09K5/10
Inventor 李战雄王昌尧
Owner SUZHOU UNIV
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