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Fluorine-containing alternating copolymer macromonomer and synthesis method thereof

A technology of alternating copolymers and macromolecular monomers, which is applied in the preparation of sulfides, organic chemistry, and dehalogenation. It can solve the problems of insufficient controllability of the polymerization structure and single monomer structure, and achieve good application prospects. Effect

Active Publication Date: 2019-08-23
SUZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, at present, the side chains of fluoropolymers are all constructed by general-purpose fluorine-containing (meth)acrylic acid esters, and the optional monomer structure is single, which means that the obtained polymerization structure is not rich enough in controllability.

Method used

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  • Fluorine-containing alternating copolymer macromonomer and synthesis method thereof
  • Fluorine-containing alternating copolymer macromonomer and synthesis method thereof
  • Fluorine-containing alternating copolymer macromonomer and synthesis method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0049] Embodiment 1 fluorine-containing alternating copolymer (AB) n Synthesis

[0050] Dodecafluoro-1,6-diiodohexane (C 6 f 12 I 2 ), sodium ascorbate (AsAc-Na), tripyridine ruthenium dichloride (Ru(bpy) 3 Cl 2 ), methanol (1mL), 1,4-dioxane (3mL), 1,7-octadiene (C 8 h 14 ) are added to 5mL ampoules sequentially in proportion, wherein, [C 6 f 12 I 2 ] 0 :[C 8 h 14 ] 0 :[Ru(bpy) 3 Cl 2 ] 0 :[AsAc-Na] 0 =1:1:0.02:0.5 (molar ratio), based on 0.5 mmol of dodecafluoro-1,6-diiodohexane. After adding a stirring bar, it was operated through three times of freezing-vacuumizing-introducing argon, and the tube was sealed with a flame. Put the ampoule bottle under the irradiation of blue light LED, and stir at room temperature. At this time, the solution is bright red. After a predetermined reaction time, take it out, and the solution is dark brown. Add 1-2 mL of tetrahydrofuran to dilute, precipitate in a large amount of methanol in a disposable plastic cup, wrap it i...

Embodiment 2

[0053] Example 2 (AB) n restoration of

[0054] Using tributyltin hydride as a reducing agent and azobisisobutyronitrile (AIBN) as a catalyst, the fluorine-containing alternating copolymer (AB) obtained by reduction n , the reaction scheme and concrete steps are as follows:

[0055]

[0056] The fluorine-containing alternating copolymer (AB) that embodiment 1 prepares n (1eq.), azobisisobutyronitrile (30eq.), toluene (6.0mL), tributyltin hydride (10eq.) were weighed and added to a 10mL ampoule according to the proportion, and after adding a stirring bar, freeze it three times- Vacuum pumping - operate with argon gas, and seal the tube with flame. Place the ampoule in an oil bath at 90°C, stir, and take it out after a predetermined reaction time. After breaking the tube, add 1-2mL tetrahydrofuran to dilute, precipitate in a large amount of methanol, wrap it in plastic wrap and put it in the refrigerator to stand overnight, filter under reduced pressure to obtain a white ...

Embodiment 3

[0059] The synthesis of embodiment 3 fluorine-containing alternating copolymer macromonomers

[0060] (1) Addition with mercaptoethanol:

[0061] Using 1,1'-azo(cyanocyclohexane)(ABCN) as a catalyst to initiate reduction of fluorine-containing alternating copolymers (AB) n The addition of β-mercaptoethanol to obtain a fluorinated alternating polyolefin with a hydroxyl group (-OH) at the end of the polymer, and then use the terminal hydroxyl group to react with methacryloyl chloride to finally prepare a fluorine-containing alternating copolymer macromolecular unit body. The reaction scheme and steps are as follows:

[0062]

[0063] The reduced fluorine-containing alternating copolymer (1eq.), ABCN (3eq.), toluene (4.0mL), and β-mercaptoethanol (20eq.) prepared in Example 2 were weighed sequentially in proportion to the 5mL ampoule, After adding a stirring bar, it was operated through three times of freezing-vacuumizing-introducing argon, and the tube was sealed with a fl...

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Abstract

The invention relates to a fluorine-containing alternating copolymer macromonomer and a synthesis method thereof. The method comprises the following steps: carrying out a reduction reaction on a fluorine-containing alternating copolymer in an organic solvent under the action of a reducing agent and a first catalyst at 60-100 DEG C to obtain a reduction product after the completion of the reaction,and reacting the reduction product with a mercapto monohydric alcohol in an organic solvent under the action of a second catalyst at 60-100 DEG C to obtain a hydroxy-terminated fluorine-containing alternating copolymer after the completion of the reacting; and reacting the hydroxy-terminated fluorine-containing alternating copolymer with an acrylic monomer or an acryloyl chloride monomer at 0-30DEG C under the action of a third catalyst to obtain the fluorine-containing alternating copolymer macromonomer after completion of the reacting. The fluorine-containing alternating copolymer macromonomer is obtained for the first time by a subsequent polymer modification process of the fluorine-containing alternating copolymer.

Description

technical field [0001] The invention relates to the field of organic synthesis, in particular to a fluorine-containing alternating copolymer macromonomer and a synthesis method thereof. Background technique [0002] Macromonomers are referred to as macromonomers for short. Compared with general linear polymers, they have polymerizable end groups. Macromonomers can be copolymerized with general monomers to obtain graft copolymers. The branch chain molecular weight of this type of graft copolymers is uniform and the length is irregular. The branch density of branched copolymers can be controlled by changing the amount of macromonomer added. Macromonomers can also be used to prepare block copolymers or to prepare branched polymers with high graft densities. Copolymers synthesized with macromonomers are very regular in structure, so the importance of methods for synthesizing regular copolymers with macromonomers is self-evident. [0003] At present, there are many methods for...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C319/16C07C323/12
CPCC07C319/16C07C323/12C07C17/23C07C21/18C08F4/7006C08F8/26C08F8/04C08F4/80C08F2/46C08F2810/30C08F8/34C08F8/00C08F214/182C08F2/06C08F2/44C08F4/04C08F4/34C08F220/18C08F259/08
Inventor 程振平成健楠王金英涂凯朱秀林
Owner SUZHOU UNIV
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