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Hydroxyalky amide compound and preparation method thereof

A technology of hydroxyalkylamides and compounds, which is applied in the field of hydroxyalkylamides and their preparations, can solve the problems of reduced acid and alkali resistance, poor surface compactness, too thick polymer coating, etc., and achieves reduced release, system uniform effect

Inactive Publication Date: 2010-05-26
EAST CHINA UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, as a curing agent, hydroxyalkylamides have the characteristics of releasing small molecular compounds during the curing process. Therefore, using such compounds as a curing agent will cause the polymer coating to be too thick, and problems such as pinholes will easily appear on the coating surface. The heat resistance of the product is still poor, especially when applied to high-gloss flat powder coatings, the surface density is poor and lacks decoration, so hydroxyalkyl compounds are mainly used in powder coatings that do not require a flat appearance such as sand grains and hammer grains
[0003] Chinese Patent Publication No. CN1281478 relates to a linear or branched polymer containing an ester group and at least one amide group on the main chain, it has a hydroxyalkylamide end group, and its weight average molecular weight is greater than or equal to 800g / mol; this type of new material It can be directly used in the composition of thermosetting powder tree paint; practice shows that the curing performance of this new material is significantly improved, but the acid and alkali resistance is reduced, especially when used in metal solid coatings, it is very important for metal anti-corrosion performance bad
[0004] The patent CN1351008 of Ames Chemical Company provides a series of production and application technologies of hydroxyalkylamide compounds; the patent provides a series of hydroxyalkylamide compounds, which provide a technology for adjusting the composition formula of polymer curing agents basis; however, this series of patented products still fails to solve the problem of small molecule release during the curing process from the perspective of molecular structure

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] Bis(epoxypropyl)-bis(hydroxyethyl)adipamide

[0027] 0.77kg ethyl adipate and 0.92kg ethanolamine are refluxed in 1.03kg ethanol, until after gas chromatography detects ethanolamine content reaches specified index, rectification reclaims two (hydroxyethyl) adipamide; 0.44kg two (hydroxyethyl) ) adipamide was dissolved in 1.85kg dimethylformamide, and epichlorohydrin was slowly added dropwise at 60°C. After the dropwise addition was completed, the temperature was raised to reflux for 2 hours; the temperature was lowered to normal temperature, and the product was mixed with 20% NaOH, distilled Solvent and water; the white residue is refined with ethanol, and sodium chloride can be removed to obtain the target product with a content greater than 99%.

Embodiment 2

[0029] Tetrakis(epoxypropyl)adipamide

[0030] 6.73kg of ethyl adipate is directly mixed with 9.85kg of liquid ammonia at low temperature until the content of ethyl adipate reaches the specified target as detected by gas chromatography, and rectification recovers adipamide; 0.37kg of adipamide and 3.37kg of cyclic Mix oxychloropropane with 6.15kg of petroleum ether at low temperature, raise the temperature of the system to reflux temperature after 2 hours, and keep it warm for 4 hours; cool down to normal temperature, wash the product with 3% NaOH, and distill the solvent and water under reduced pressure; The product is refined with ethanol, and sodium chloride can be removed to obtain the target product with a content greater than 99%.

Embodiment 3

[0032] Bis(epoxypropyl)-bis(hydroxymethyl)adipamide

[0033] 6.73kg of ethyl adipate is directly mixed with 9.85kg of liquid ammonia at low temperature until the content of ethyl adipate reaches the specified target by gas chromatography, and rectification recovers adipamide; 2.44kg of adipamide is directly added to 1.2kg of In 37% formaldehyde solution, slowly add 5% NaOH, after the reaction finishes, rectification under reduced pressure obtains two (methylol) adipamide; 0.22kg two (hydroxymethyl) adipamide and 0.43kg epichlorohydrin Mix in 6.15kg of petroleum ether at low temperature, raise the system temperature to reflux temperature after 3 hours, and keep it warm for 4 hours; cool down to normal temperature, wash the product with 3% NaOH, distill the solvent and water under reduced pressure; use ethanol for the residue Refining and removing sodium chloride can obtain the target product with a content greater than 99%.

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PUM

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Abstract

The invention relates to a hydroxyalky amide compound and a preparation method thereof. The hydroxyalky amide compound is widely applied in the fields of daily chemical products, surfactants and coatings, and particularly is used as an initiator of a polyester powder coating. The hydroxyalky amide compound has the advantages of strong reactivity, stable storage performance and the like, and is an acknowledged non-toxic and environmentally-friendly product. However, when used as coating curing agent, the conventional hydroxyalky amide has a problem that small-molecular compounds are released during curing, pinholes are easy to be formed on the coating surface, and the like. By adopting a molecule redesign technique to synthesize a new-type compound, the hydroxyalky amide compound of the invention solves the technical problem from the angle of micromolecule structure.

Description

【Technical field】 [0001] The invention relates to the technical field of fine chemicals, in particular to a hydroxyalkylamide compound and a preparation method thereof. 【Background technique】 [0002] Hydroxyalkylamide compounds are recognized as low-toxic and environmentally friendly compounds, widely used in the fields of daily chemicals, surfactants and coatings, especially as initiators for polyester powder coatings, with strong reactivity, suitable for low-temperature curing, storage Stable performance and other advantages. However, as a curing agent, hydroxyalkylamides have the characteristics of releasing small molecular compounds during the curing process. Therefore, using such compounds as a curing agent will cause the polymer coating to be too thick, and problems such as pinholes will easily appear on the coating surface. The heat resistance of the product is still poor, especially when it is applied to high-gloss flat powder coatings, the surface density is poor ...

Claims

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Application Information

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IPC IPC(8): C07D303/36C07D303/48C07D301/00C07D301/12C07D301/02C09D167/00C09D5/03
Inventor 刘够生陈晓洲
Owner EAST CHINA UNIV OF SCI & TECH