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In-situ preparation of polyaspartic ester mixture

A polyaspartic ester, on-site preparation technology, applied in the preparation of organic compounds, cyanide reaction preparation, organic chemistry, etc., can solve the problems of long waiting time, difficult demand, hindering preparation and storage, etc.

Inactive Publication Date: 2002-08-07
BAYER CORP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Removal of excess maleate or fumarate, as suggested in U.S. Patents 5,236,741 and 5,623,045, is also a time-consuming step
[0007] The problem of long waiting times cannot be solved by pre-preparing a large number of mixtures, because it is very difficult to predict customer demand for this mixture
In addition, expensive storage and storage costs prevent the preparation and storage of large quantities of mixtures
It is also inconvenient for the customer to have to wait several months for an order for the polyaspartic mixture

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] The round bottom flask was equipped with a stirrer, thermocouple, addition funnel and nitrogen inlet. 75.6 grams (0.720 equivalents) of bis-p-aminocyclohexylmethane (PACM) was charged to the flask, and 348.7 grams (2.024 equivalents) of diethyl maleate were added to the flask via an addition funnel over 1 hour. Due to the exotherm of the reaction, the temperature of the reaction mixture rose to 60°C, after which the temperature was maintained at 60°C for 5 hours. The number of unsaturations was 35.7 mg maleic acid / g resin, which indicated that 100% of the PACM had been converted to aspartate. 75.6 grams (1.304 equivalents) of 1,6-hexanediamine were added to the reaction over 45 minutes and the reaction was heated to 60°C for 4 hours, when the number of unsaturations was 1.05, indicating that the reaction was 97% complete. After one week the unsaturation number was 0, indicating that the reaction was 100% complete.

[0024] To determine the extent of the reaction, the ...

Embodiment 2

[0033] The procedure of Example 1 was repeated as follows. The round bottom flask was equipped with a stirrer, thermocouple, addition funnel and nitrogen inlet. 50.0 grams (0.476 equivalents) of bis-p-aminocyclohexylmethane (PACM) was charged into the flask, and 230.1 grams (1.338 equivalents) of diethyl maleate were added to the flask through the addition funnel within 1-1.5 hours, due to The reaction was exothermic and the temperature of the reaction mixture rose to 40°C where it was maintained for 4-4.5 hours. The number of unsaturations was 36.0 mg maleic acid / g resin, which indicated that 99.5% of the PACM had been converted to aspartate.

[0034] 50.0 grams (0.862 equivalents) of 2-methyl-1,5-pentanediamine (available from DuPont under the trade name Dytek A) were added to the reaction over 45 minutes. The reaction was heated to 45°C for 4-4.5 hours. When the number of unsaturations was 4.87, the reaction was 87% complete. The unsaturation number was zero after one w...

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PUM

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Abstract

A method for making a polyaspartic ester mixture in-situ comprising the sequential steps of (a) reacting a cyclic amine with an excess amount of an ester of fumaric or maleic acid to form a mixture containing first polyaspartic ester component and excess unreacted ester of fumaric or maleic acid, and (b) adding an acyclic amine to the mixture resulting from step (a) and reacting the acyclic amine with the excess ester of fumaric or maleic acid to form a second polyaspartic ester component.

Description

field of invention [0001] The present invention relates to a process for the preparation of polyaspartic acid esters. Background of the invention [0002] Two-component coating compositions comprising a polyisocyanate component and an isocyanate-reactive component (polyhydroxyl component) are known. These compositions are suitable for producing high-quality coatings which can exhibit rigidity, elasticity, corrosion and solvent resistance and, especially, weatherability. Polyaspartic esters have been used as the isocyanate-reactive component in such two-component compositions. Polyaspartic esters may be used alone with polyisocyanates, or possibly in combination with polyols or polyamines. Furthermore, polyaspartic esters can also be used together with blocked polyamines such as ketimines, aldimines or oxizolidine. [0003] Methods for preparing polyaspartic esters are known. For example, it is known that during the Michael addition reaction of fumarate or maleate with pr...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G69/10C07C227/08C07C229/24C08G73/10
CPCC07C2101/14C07C227/08C07C2601/14C07C229/24C08G69/10
Inventor R·R·雷斯勒
Owner BAYER CORP
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