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Block copolymer with terminals of epoxy group and fluorine-containing group respectively and preparation and application thereof

A technology of block copolymers and groups, applied in the field of block copolymers and their preparation, can solve the problems of unsatisfactory stability and poor compatibility of modified materials, achieve improved functions, high thermal stability, and expand the scope of application Effect

Active Publication Date: 2013-12-04
GUANGZHOU CHEM CO LTD CHINESE ACADEMY OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] Although the fluorine-containing block copolymer has excellent performance and wide application, it has poor compatibility with many materials, so the fluorine-containing block copolymer often dissolves from the material, which makes the stability of the modified material very unsatisfactory

Method used

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  • Block copolymer with terminals of epoxy group and fluorine-containing group respectively and preparation and application thereof
  • Block copolymer with terminals of epoxy group and fluorine-containing group respectively and preparation and application thereof
  • Block copolymer with terminals of epoxy group and fluorine-containing group respectively and preparation and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0045] (1) Preparation of non-fluorinated styrene macromolecular initiator: 100g styrene monomer, 40g epichlorohydrin, 0.01g2, 2'-bipyridine and 0.5g butanone were added to the tank with high-speed stirrer, thermometer and In a three-necked flask with a condenser tube, mix evenly, freeze in an ice-salt bath, vacuumize and blow nitrogen 3 times, heat up to 95°C under the protection of nitrogen, add 0.8g of cuprous bromide, continue to pass nitrogen, and react for 1.5h. The product was precipitated by cold diethyl ether, dried in vacuum at room temperature to constant weight, and the styrene segment was obtained, and its molecular weight was 410 g / mol as measured by GPC.

[0046] (2) Preparation of block copolymers whose ends are respectively epoxy and fluorine-containing groups: 100g of trifluoroethyl methacrylate monomer, 55g of the above-prepared styrene segments, 0.5g of pentamethyldiethylene triethylene Mix amine and 100g toluene evenly, freeze in an ice-salt bath, vacuumiz...

Embodiment 2

[0050] (1) Preparation of non-fluorine acrylate macromolecular initiator: 100g hydroxyethyl methacrylate monomer, 6g epichlorohydrin, 50g pentamethyldiethylenetriamine, 100g toluene are added to a high-speed stirrer, In a three-necked flask with a thermometer and a condenser tube, mix evenly, freeze in an ice-salt bath, vacuumize and blow nitrogen 3 times, heat up to 120°C under nitrogen protection, add 0.01g of cuprous bromide, continue to pass nitrogen, and react for 25 hours , the product was precipitated by cold diethyl ether, and dried in vacuum at room temperature to constant weight to obtain a hydroxyethyl methacrylate segment. Its molecular weight measured by GPC is 1780g / mol.

[0051] (2) Preparation of block copolymers whose ends are respectively epoxy and fluorine-containing groups: 100g of dodecafluoroheptyl methacrylate monomer, 100g of the hydroxyethyl methacrylate segment prepared above, 0.01g of 2 , 2′-bipyridine, 0.5g 1,4-dioxane, mixed evenly, frozen in an i...

Embodiment 3

[0055] (1) Preparation of non-fluoroacrylate macroinitiator: 100g isobutyl methacrylate monomer, 0.3g epichlorohydrin, 5g 2,2'-bipyridine and 50g 1,4-dioxane Put the ring into a three-necked flask equipped with a high-speed stirrer, a thermometer, and a condenser, mix well, freeze in an ice-salt bath, vacuumize and blow nitrogen for 3 times, heat up to 60°C under nitrogen protection, and add 100g of ferrous chloride , continue to flow nitrogen, react for 3h, the product is precipitated by cold diethyl ether, and dried in vacuum at room temperature to constant weight to obtain isobutyl methacrylate segment. GPC measures its molecular weight to be 35640g / mol.

[0056] (2) Preparation of block copolymers whose ends are respectively epoxy and fluorine-containing groups: 100g of trifluoroethyl acrylate monomer, 90g of the above-prepared isobutyl methacrylate segment, 50g of 2,2'- Mix bipyridine and 100g toluene evenly, freeze in an ice-salt bath, vacuumize and blow nitrogen 3 time...

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Abstract

The invention relates to a block copolymer with terminals of epoxy group and fluorine-containing group respectively and preparation and application of the block copolymer. In the presence of epichlorohydrin initiator, metal catalyst and a complexing agent, non-fluorine monomer and fluorine-containing acrylate monomer are initiated in turn to polymerize to obtain the block copolymer with terminals of epoxy group and fluorine-containing group respectively. The introduction of epoxy group improves the compatibility of the fluorine-containing block copolymer provided by the invention in modification material and the adhesion on the surface of the material greatly. The structure of the block copolymer is shown in the following description, wherein m and n are nature number of 3 to 250 respectively; R1 is H or -CH3; R2 is H or -CH3; X is shown in the description; R3 is alkyl with carbon chain length of C1 to C25; Rf is polyfluoroalkyl group with carbon chain length of C1 to C25.

Description

technical field [0001] The invention belongs to the field of organic materials, and in particular relates to a block copolymer whose terminals are respectively epoxy and fluorine-containing groups, a preparation method and application thereof. Background technique [0002] The electronegativity of fluorine is large (3.98), the van der Waals radius (0.135) is small, and the F-C bond is stable. Due to the introduction of fluorine, fluorine-containing polymers often form a helical structure in which F atoms surround the C-C main chain, so that they have surface energy. Low, difficult to be infiltrated by liquid or solid, small surface friction coefficient, that is, "three high and two hydrophobic" characteristics (high surface activity, high thermal stability, high chemical inertness, hydrophobicity and oil repellency). Due to the unique properties of fluoropolymers, they are often added to certain materials to modify the materials, thereby improving the related surface and fri...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08F293/00C08G59/20C07D303/40
Inventor 刘伟区孙越
Owner GUANGZHOU CHEM CO LTD CHINESE ACADEMY OF SCI