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Fluorine-containing waterborne polyurethane material with waterproof, oil-proof and anti-fouling properties

A water-based polyurethane and anti-fouling technology, applied in anti-fouling/underwater coatings, polyurea/polyurethane coatings, biocide-containing paints, etc., can solve the problems of easy gel effect, increased synthesis process difficulty, and poor reaction controllability And other issues

Active Publication Date: 2020-07-17
SICHUAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, due to the polymerization reaction, the number of hydroxyl groups in each molecular chain in the product is not easy to control. When the average functionality of the hydroxyl groups in the block polymer is greater than 2, the reaction with the polyurethane prepolymer is prone to gel effect, so that the reaction is easy. The controllability is very poor, which increases the difficulty of the synthesis process

Method used

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  • Fluorine-containing waterborne polyurethane material with waterproof, oil-proof and anti-fouling properties
  • Fluorine-containing waterborne polyurethane material with waterproof, oil-proof and anti-fouling properties
  • Fluorine-containing waterborne polyurethane material with waterproof, oil-proof and anti-fouling properties

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] Example 1: The specific process of the reaction for the preparation of dihydroxyl fluorocarbon chain monomers is as follows: 2.16 g of 3-mercapto 1,2-propanediol, 4.0 g of methacrylic acid 2,2,3,3,4, 4,5,5,6,6,7,7-Dodecafluoroheptyl ester and 0.9 g catalyst triethylamine and 40 mL THF at 35 o C. React for 4 h under nitrogen protection and magnetic stirring. After the reaction was completed, the mixed solution was rotary evaporated to remove most of the solvent, and then the concentrated reaction product was precipitated in water twice for 4 hours each time. After the supernatant was poured off, it was vacuum-dried for 4 hours to obtain the bishydroxyfluorocarbon chain extension Agent monomer A.

[0030] Weigh 20 g polytetrahydrofuran ether (M n =2000) into a 250 mL three-neck flask, 110 o C vacuum dehydration and drying for 2 h, the temperature dropped to 80 o C, after adding 19.980 g of isophorone diisocyanate and 150 mL of tetrahydrofuran solvent, stir mechanicall...

Embodiment 2

[0031] Example 2: The specific process of the reaction for the preparation of dihydroxyfluorocarbon chain monomers is as follows: add 2.44 g of 4-mercapto 1,2-butanediol and 7.92 g of 2-(perfluorooctyl) ethyl methacrylic acid to a three-necked flask Esters and 1.8 g catalyst triethylamine, 40 mL tetrahydrofuran, at 35 o C. React for 4 h under nitrogen protection and magnetic stirring. After the reaction was completed, the mixed solution was rotary evaporated to remove most of the solvent, and then the concentrated reaction product was precipitated in water twice, 4 hours each time, after the supernatant was poured off, it was vacuum-dried for 4 hours to obtain a bishydroxyfluorocarbon chain extended Agent monomer B.

[0032] Weigh 20 g polycarbonate diol (M n =2000) into a 250 mL three-neck flask, 110 o C vacuum dehydration and drying for 2 h, the temperature dropped to 80 o C, after adding 19.99 g of toluene diisocyanate and 150 mL of tetrahydrofuran solvent, mechanical s...

Embodiment 3

[0033] Example 3: The specific process of the reaction for the preparation of dihydroxyl fluorocarbon chain monomers is as follows: add 2.16 g of 3-mercapto 1,2-propanediol, 6.48 g of methacrylic acid 3,3,4,4,5,5, 6,6,7,7,8,8,8-Tridecafluorooctyl ester and 1.8 g catalyst triethylamine, 40 mL tetrahydrofuran, at 35 o C. React for 4 h under nitrogen protection and magnetic stirring. After the reaction was completed, most of the solvent was removed by rotary evaporation of the mixed solution, and the concentrated reaction product was precipitated in water twice, 4 h each time, and the supernatant was poured off, and then vacuum-dried for 4 h to obtain the bishydroxyfluorocarbon chain extended Chain agent monomer C.

[0034] Weigh 20 g polycaprolactone diol (M n =2000) into a 250 mL three-neck flask, 110 o C vacuum dehydration and drying for 2 h, the temperature dropped to 80 o C, after adding 7.92 g of 1,4-cyclohexane diisocyanate and 150 mL of tetrahydrofuran solvent, mechan...

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Abstract

The invention discloses a fluorine-containing waterborne polyurethane material with waterproof, oil-proof and anti-fouling properties. The preparation method comprises the following steps: firstly, synthesizing a dihydroxy fluorocarbon chain monomer through sulfydryl-vinyl Michael addition reaction; carrying out addition polymerization reaction with a diisocyanate-terminated polyurethane prepolymer to introduce the prepolymer into polyurethane, and respectively carrying out chain extension reaction and neutralization reaction to obtain the fluorine-containing waterborne polyurethane material with the waterproof, oil-proof and anti-fouling properties. The fluorine-containing waterborne polyurethane material has a wide application prospect in the fields of biomedicine, leather finishing agents and the like.

Description

technical field [0001] The invention relates to the research field of waterproof, oil-proof and anti-fouling materials and the field of development of polyurethane biomedical materials and leather finishing agents, in particular to a fluorine-containing water-based polyurethane material with waterproof, oil-proof and anti-fouling properties. Background technique [0002] Polyurethane (polyurethane, PU) is a general term for polymer materials with repeating urethane (-NHCOO-) characteristic groups. The full name is polyurethane, which is generally composed of polyglycol (polyether, polyester) It is formed by the reaction of polyisocyanate and small molecule chain extender (diamine, diol). It is a block copolymer in which soft segments and hard segments are alternately formed. The soft segment is composed of polyglycol, and the hard segment is composed of polyisocyanate and chain extender. Due to the thermodynamic incompatibility between the soft segment and the hard segment, ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G18/66C08G18/12C08G18/34C08G18/32C08G18/42C08G18/48C09D5/16C09D175/06C09D175/08
CPCC08G18/12C08G18/6692C08G18/4854C08G18/348C08G18/387C08G18/6659C08G18/4277C09D175/08C09D175/06C09D5/1662C08G18/3206
Inventor 林炜吴尖辉肖远航郭梦芸
Owner SICHUAN UNIV
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