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High water resistance, toluene resistance limonene-based polyurethane and preparation method thereof

A technology of limonene and water resistance, applied in polyurea/polyurethane coatings, coatings, etc., can solve the problems of less research on polymer materials, and achieve the effects of simple preparation methods, good mechanical properties, and mild reaction conditions

Active Publication Date: 2019-06-07
JIANGXI SCI & TECH NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

There are many studies in the fields of food, spices and medicine, but less research in polymer materials

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] 1) Take 5g of limonene, 4.37g of 3-mercapto-1,2-propanediol and 0.05g of 2-hydroxyl-2-methyl-1-phenyl-1-propanone and 10g of dichloromethane in a round bottom flask , magnetic stirring, and then placed in 1.8mW / Cm 2 The crude product was obtained by reacting at room temperature for 8 h under ultraviolet light irradiation. The crude product was purified by a silica gel column, and the eluent was ethyl acetate / petroleum ether at a volume ratio of 1:1 to obtain limonene-based unsaturated alcohol (yield 85%).

[0029] 2) Add 1 g of the limonene-based unsaturated alcohol prepared in step 1) to 2 g of pentaerythritol tetrakis (3-mercaptopropionate), then add 3 g of dichloromethane and 0.06 g of 2-hydroxy-2-methyl-1 -Phenyl-1-propanone, magnetically stirred, and placed at 1.8mW / Cm 2 React at room temperature for 8 hours under ultraviolet light irradiation, remove the solvent to obtain a limonene-based branched polyol with an average number of hydroxyl groups and mercapto gro...

Embodiment 2

[0033] 1) same as step 1) in embodiment 1;

[0034] 2) Add 1 g of the limonene-based unsaturated alcohol prepared in step 1) to 1 g of pentaerythritol tetrakis (3-mercaptopropionate), then add 2 g of dichloromethane and 0.02 g of 2-hydroxy-2-methyl-1 -Phenyl-1-propanone, magnetically stirred, and placed at 1.8mW / Cm 2 React at room temperature for 12 hours under ultraviolet light irradiation, and remove the solvent to obtain a limonene-based branched polyol with an average number of hydroxyl groups and mercapto groups of 4 and 2, respectively.

[0035] 3) Preparation of limonene-based polyurethane:

[0036] Dissolve 2g of limonene-based branched polyol and 2.23g of HDI biuret in tetrahydrofuran, then add 0.01g of stannous octoate and mix evenly, pour it into a tetrafluoroethylene plate mold, place it in a vacuum oven at 50°C and bake for 3h .

Embodiment 3

[0038] 1) same as step 1) in embodiment 1;

[0039] 2) Add 1 g of the limonene-based unsaturated alcohol prepared in step 1) to 0.67 g of pentaerythritol tetrakis (3-mercaptopropionate), then add 1.5 g of dichloromethane and 0.03 g of benzoin dimethyl ether, stir magnetically, and then Placed at 1.8mW / Cm 2 React at room temperature for 18 hours under ultraviolet light irradiation, and remove the solvent to obtain a limonene-based branched polyol with an average number of hydroxyl groups and mercapto groups of 6 and 1, respectively.

[0040] 3) Preparation of limonene-based polyurethane

[0041] Dissolve 1.67g of limonene-based branched polyols and 0.83g of toluene diisocyanate in acetone, then add 0.02g of dibutyltin dilaurate and mix evenly, inject them into tetrafluoroethylene plate molds, and place them in a vacuum oven at 80°C for drying Bake for 4 hours.

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Abstract

The invention discloses a limonene-based polyurethane with high water resistance and toluene resistance, which comprises the following components in parts by weight: polyisocyanate: 21.2-46.3 parts; limonene-based branched polyol: 53.3-77.9 parts; organotin catalyst: 0.3 parts ~1 part; organic solvent: 25~60 parts. Dissolving limonene-based branched polyol and polyisocyanate in an organic solvent, adding an organotin catalyst, mixing evenly, and vacuum drying at 30-150° C. for 2-6 hours to obtain the product. The present invention utilizes the activity difference between the double bond in the limonene ring and the double bond outside the ring to prepare limonene-based branched polyols with different functionalities through a two-step mercapto-ene addition reaction, and then react with polyisocyanate to convert the limonene structure A large amount of alicyclic six-membered rings are introduced into the main chain of polyurethane, and the resulting polyurethane has good mechanical properties and water and solvent resistance. The preparation method of the invention is simple and the reaction conditions are mild.

Description

technical field [0001] The invention relates to a preparation method of polyurethane, in particular to a limonene-based polyurethane with high water resistance and toluene resistance and a preparation method thereof. Background technique [0002] Polyurethane is a widely used polymer material, which is mainly prepared by addition polymerization of polyol prepolymer and polyisocyanate. By changing the type and composition of raw materials, the shape and performance of the product can be greatly changed. It can be used as a coating, adhesive Adhesives, fibers and biomedical materials are widely used in many industrial fields. Most of the existing raw materials for the preparation of polyurethane are petrochemical products. With the increasing environmental protection requirements and the continuous enhancement of human environmental protection concepts, renewable resources are developed and utilized in the polyurethane industry; exploration of green synthesis technology and pr...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G18/32C09D175/04
CPCC08G18/3876C09D175/04
Inventor 付长清申亮郭浩
Owner JIANGXI SCI & TECH NORMAL UNIV
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