Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Sulfur-containing long-heterochain perfluoroalkyl acrylate and preparation method thereof

A technology of perfluoroalkyl alkenoate and perfluoroalkyl acrylate, which is applied in the field of polymer monomers and fine chemicals synthesis, can solve the problem that short carbon chain perfluoroalkyl does not have rigidity and crystallinity, and cannot provide Repellent function and other issues, to achieve excellent liquid repellency, easy preparation, and overcome the effects of non-degradation

Active Publication Date: 2016-10-12
SUZHOU UNIV
View PDF4 Cites 1 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Scientists of fluorine-containing materials have found that short carbon chain perfluoroalkyl groups are not rigid and crystalline, and cannot provide ideal anti-repellent functions due to surface reconstruction when in contact with liquids

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Sulfur-containing long-heterochain perfluoroalkyl acrylate and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0041] In this example, 1H, 1H, 2H, 2H-7-thia-perfluoroundecyl methacrylate is synthesized, and the specific steps are as follows:

[0042] 1. Telomerization reaction

[0043] Add 46.9g of nonafluorobutyltetrafluorosulfur bromide, 0.40g of di-tert-butyl peroxide, 0.4g of calcium carbonate and 48g of 1,3-bis(trifluoromethyl)benzene into the reaction kettle, seal it, and pump After vacuuming, fill in nitrogen to replace the air in the reactor, and then vacuumize and replace. A total of 4 replacements were performed.

[0044]After raising the temperature to 45°C, feed tetrafluoroethylene into the reactor to keep warm and stir for reaction. The stirring rate is controlled to be 55 rpm, the feeding speed of tetrafluoroethylene is 12g / hour, and the pressure is 0.48MPa. Stop after 2 hours. Tetrafluoroethylene was introduced, and the reaction was continued for 2 hours. After cooling, the reaction mixture was distilled off under reduced pressure to remove 1,3-bis(trifluoromethyl)ben...

Embodiment 2

[0054] In this example, 1H, 1H, 2H, 2H-7-thia-perfluoroundecyl acrylate is synthesized, and the specific steps are as follows:

[0055] 1. Telomerization reaction

[0056] Add 40g of nonafluorobutyl tetrafluorosulfur chloride, 0.1g of dibenzoyl peroxide, 0.15g of calcium carbonate and 15g of trifluorotoluene solvent into the reaction kettle in turn, seal it, and after vacuuming, fill the reaction kettle with nitrogen replacement The air in the chamber is then vacuumed and replaced. A total of 5 replacements were performed.

[0057] After raising the temperature to 50°C, feed tetrafluoroethylene into the reactor to keep warm and stir for reaction. The stirring rate is controlled to be 55 rpm, the feeding speed of tetrafluoroethylene is 10g / hour, and the pressure is 0.45MPa. Stop after 2 hours. Tetrafluoroethylene was introduced, and the reaction was continued for 3 hours. After cooling, the reaction mixture was distilled off under reduced pressure to remove benzotrifluoride....

Embodiment 3

[0065] In this example, 1H, 1H, 2H, 2H-7-thia-perfluoroundecyl acrylate is synthesized, and the specific steps are as follows:

[0066] 1. Telomerization reaction

[0067] Add 36.3g of nonafluorobutyl tetrafluorosulfur chloride, 0.36g of di-tert-butyl peroxide, 0.4g of calcium carbonate and 45g of trifluorotoluene solvent into the reaction kettle in turn, seal it, vacuumize it, and fill it with nitrogen for replacement reaction The air in the kettle was evacuated and replaced. A total of 5 replacements were performed.

[0068] After raising the temperature to 50°C, feed tetrafluoroethylene into the reactor to keep warm and stir for reaction. The stirring rate is controlled to be 55 rpm, the feeding speed of tetrafluoroethylene is 11g / hour, and the pressure is 0.45MPa. Stop after 2 hours. Tetrafluoroethylene was introduced, and the reaction was continued for 2 hours. After cooling, the reaction mixture was distilled off under reduced pressure to remove benzotrifluoride. The ...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention discloses sulfur-containing long-heterochain perfluoroalkyl acrylate and a preparation method thereof. Nonafluorobutyl halogenated sulfur tetrafluoride serves as an end-capping reagent, and after tetrafluoroethylene is subjected to telomerization, 1H,1H,2H,2H-7-perfluoroundecanoic sulfide-1-halogen is prepared from obtained 5-perfluor nonyl sulfide-1-halogen and ethylene gas through single-electron addition reaction; the product and silver olefine acid have esterification reaction to obtain 1H,1H,2H,2H-perfluoroundecanoic acrylate sulfide. The prepared sulfur-containing long-heterochain perfluoroalkyl acrylate contains carbon-carbon double bonds for easy free radical polymerization, and can be used for preparing fluorine-containing polymer and copolymer. Long-heterochain perfluoroalkyl has crystallinity, so that when the prepared fluorine-containing polymer makes contact with liquid, no surface reconstruction phenomenon exists, and excellent liquid repellency. Meanwhile, perfluoroalkyl long heterochain has carbon-sulfur heterodesmic structures, is easy to degrade, does not have accumulative toxicity and does not belong to the sulfur-containing chemical inhibition range.

Description

technical field [0001] The invention relates to a sulfur-containing long heterochain perfluoroalkyl acrylate and a preparation method thereof, in particular to a sulfur-containing long heterochain perfluoroalkyl acrylate, a sulfur-containing long heterochain perfluoroalkyl methacrylic acid The ester and the preparation method thereof belong to the technical field of polymer monomer and fine chemical synthesis. Background technique [0002] Fluoroalkyl side chains of fluoropolymers are functional groups that provide low surface energy and water and oil repellency. These functional groups are densely arranged on the surface of the polymer to form a surface that is difficult for liquids to wet. The surface energy of fluoropolymers is determined by the pendant fluoroalkyl groups and has nothing to do with the main chain of the polymer molecule. Therefore, which fluorine-containing side group is used determines the surface properties of the fluorine-containing material. [0003...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
IPC IPC(8): C07C381/00C07C319/20C07C323/12
CPCC07C319/20C07C323/12C07C381/00
Inventor 李战雄刘安琪
Owner SUZHOU UNIV
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com