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Preparation method and application of diphenolic acid based nonisocyanate polyurethane

A non-isocyanate, bisphenolic acid isopropyl alcohol ester technology, applied in the preparation of bisphenolic acid-based non-isocyanate polyurethane, the application field of preparing bisphenolic acid-based non-isocyanate polyurethane composite coating, can solve high toxicity and high pollution , Polyurethane does not meet the requirements of green development, etc., to achieve high regularity, strength, and excellent mechanical properties

Active Publication Date: 2018-03-30
ZHEJIANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Traditional polyurethane is usually obtained by the reaction of polyisocyanate and polyol, and isocyanate is a highly toxic and highly polluting chemical substance, and phosgene, the raw material of isocyanate, is more toxic. Therefore, the preparation of polyurethane by this method does not meet the requirements of today's society. Green Development Requirements

Method used

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  • Preparation method and application of diphenolic acid based nonisocyanate polyurethane
  • Preparation method and application of diphenolic acid based nonisocyanate polyurethane
  • Preparation method and application of diphenolic acid based nonisocyanate polyurethane

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0079] The preparation of step 1 bisphenolic acid isopropyl alcohol ester

[0080] Add 50g of bisphenolic acid, 400mL of isopropanol, and 1ml of concentrated sulfuric acid into a 1L single-necked flask, stir and raise the temperature to reflux (~95°C). After 24 hours of reaction, most of the solvent is removed by rotary evaporation. The crude product was dissolved in 250 mL of ethyl acetate, washed twice with 10%wt sodium bicarbonate solution, and then washed with deionized water until the pH of the aqueous layer was 7. After removing excess moisture in the organic layer with anhydrous magnesium sulfate, the ethyl acetate was removed by rotary evaporation and the product was dried in a vacuum oven to obtain 49.80 g of light yellow solid isopropanol bisphenolate. (Yield: 87%)

[0081] The preparation of step 2 bisphenolic acid isopropyl alcohol ester diglycidyl ether

[0082] Add 25g isopropanol bisphenolate, 121g epichlorohydrin (15eqiuv.), 115mL isopropanol in a 1L three-ne...

Embodiment 2

[0090] Step 1~3

[0091] The method shown in Example 1 was prepared to obtain bisphenolic acid isopropanol bicyclic carbonate (BisCC). Preparation of step 4 bisphenolic acid-based hydroxyl polyurethane (PHU-EDA)

[0092] Add 5.28g of bisphenolic acid-based bicyclic carbonate, 0.60g of ethylenediamine and 10mL of solvent N-pyrrolidone into a 20mL round-bottomed flask, stir and heat up to 80°C. After reacting for 8 hours, the solvent was removed in vacuo to obtain a tan hydroxyl polyurethane solid with a molecular weight of about 4500.

[0093] step 5

[0094] Mix 0.5g of bisphenolic acid-based hydroxyl polyurethane (PHU-EDA) and 0.33g of E51 epoxy resin (NH- to epoxy group equivalent ratio 1:1), dissolve in 1mL of acetone, and ultrasonically disperse for one minute. The solution was coated on the surface of an aluminum sheet (20mm×30mm×1mm). After the acetone is evaporated to form a paint film, the aluminum sheet is put into an oven for stepwise heating and curing (60°C for...

Embodiment 3

[0097] Step 1~3

[0098] The method shown in Example 1 was prepared to obtain bisphenolic acid isopropanol bicyclic carbonate (BisCC). The preparation of step 4 bisphenolic acid-based hydroxyl polyurethane (PHU-IPDA)

[0099] Add 5.28g of bisphenolic acid-based bicyclic carbonate, 1.70g of isophoronediamine and 10mL of solvent N-pyrrolidone into a 20mL round bottom flask, stir and heat up to 80°C. After reacting for 8 hours, the solvent was removed in vacuo to obtain a tan hydroxyl polyurethane solid with a molecular weight of about 4600.

[0100] step 5

[0101] Mix 0.5g of bisphenolic acid-based hydroxyl polyurethane (PHU-IPDA) and 0.28g of E51 epoxy resin (NH- to epoxy group equivalent ratio 1:1), dissolve in 1mL of acetone, and ultrasonically disperse for one minute. The solution was coated on the surface of an aluminum sheet (20mm×30mm×1mm). After the acetone is evaporated to form a paint film, the aluminum sheet is put into an oven for stepwise heating and curing (60...

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Abstract

The invention discloses a preparation method of diphenolic acid based nonisocyanate polyurethane. The method includes: adopting diphenolic acid as the raw material to synthesize diphenolic acid isopropyl alcohol ester diglycidyl ether, then carrying out reaction with carbon dioxide to obtain diphenolic acid based bicyclic carbonate, and finally carrying out reaction with polyamine to obtain the diphenolic acid based nonisocyanate polyurethane. The invention provides the novel diphenolic acid based nonisocyanate polyurethane and the preparation method thereof, enriches the variety of nonisocyanate polyurethane, and further gives application of the product in preparation of coatings.

Description

technical field [0001] The invention relates to the field of preparation of non-isocyanate polyurethane, in particular to a preparation method of bisphenolic acid-based non-isocyanate polyurethane and its application in preparing bisphenolic acid-based non-isocyanate polyurethane composite coating. Background technique [0002] Polyurethane (PU) is widely used in foam plastics, elastomers, coatings, adhesives and other fields due to its excellent mechanical properties. Traditional polyurethane is usually obtained by the reaction of polyisocyanate and polyol, and isocyanate is a highly toxic and highly polluting chemical substance, and phosgene, the raw material of isocyanate, is more toxic. Therefore, the preparation of polyurethane by this method does not meet the requirements of today's society. Green development requirements. [0003] The traditional polyurethane synthesis method obviously has great defects, so non-isocyanate polyurethane (NIPU) came into being. NIPU (n...

Claims

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Application Information

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IPC IPC(8): C08G71/04C09D175/04C09D163/00
Inventor 范宏马中柱田保政金大钺
Owner ZHEJIANG UNIV
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