Mono (hydroxyalkyl) urea and holoside cross-linked system

A technology of hydroxyalkyl and polysaccharides, which is applied in the field of polysaccharide cross-linking systems, and can solve problems such as slow curing

Inactive Publication Date: 2002-04-10
AKZO NOBEL NV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, these alternative crosslinkers have significant disadvantages, including low or slow cure, which requires end-use modifications...

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] Add 61 g of monoethanolamine and 60 g of urea into a 1 L flask equipped with a heating jacket, a thermometer and a stirrer, and react at 115° C. for 3 hours. The evolved ammonia was removed using a nitrogen purge. The progress of the reaction was monitored by amine titration. A clear, hygroscopic liquid comprising a mixture of (2-hydroxyethyl)urea and 2-oxazolidinone is obtained which can be used as a crosslinker without purification.

[0031] In a similar manner, additional alkanolamines can be reacted with urea in equimolar amounts to obtain mono(hydroxyalkyl)urea crosslinkers, including without limitation 3-aminopropanol, 4-aminobutanol, 2-amino 1-butanol, 2-amino-2-methyl-1-propanol.

Embodiment 2

[0033] 61 g of monoethanolamine in 100 g of water were neutralized with concentrated hydrochloric acid. 81 g of potassium cyanate were added and the mixture was heated to 90°C for 2 hours. After cooling to room temperature, potassium chloride was precipitated by adding 200 ml of ethanol. Salts were filtered off, water and ethanol were removed by rotary evaporation to obtain the final product. The product is a hygroscopic liquid containing (2-hydroxyethyl)urea, which can be used as a crosslinking agent without purification. The product can be similarly obtained using other acids such as sulfuric acid to neutralize the amine, and using other cyanates such as sodium cyanate.

Embodiment 3

[0035] Using the method of Example 1, the reaction can be efficiently carried out by using reflux water as a means of removing precipitated ammonia. Add 61 g of monoethanolamine, 18 g of water and 60 g of urea into a 1 L flask equipped with a heating jacket, a thermometer and a stirrer, and react at 115° C. for 3 hours. Procedure for Determining the Extent of Crosslinking by Measuring Tensile Strength The following procedure was used for measuring the tensile strength of formulations comprising mono(hydroxyalkyl)ureas and polysaccharides. 1. 75 parts by weight of polyacrylic acid having a Mw of 60,000; 32 parts by weight of mono(2-hydroxyethyl)urea (MHEU); 25 parts by weight of OSA-modified, 54 water-flowing pullulan; and catalyst if present Combined, based on equivalent weight of solids. The ingredients were mixed for 5 minutes at room temperature to form the binder formulation. 2. The binder formulation was coated onto Whatman GF / B glass fiber filter paper by dip / squeeze s...

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PUM

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Abstract

A composition containing a poly-functional molecule; a polysaccharide having a molecular weight of at least 10,000; and mono(hydroxyalkyl)urea and/or 2-oxazolidone crosslinking agents is disclosed. The poly-functional molecule contains at least two functional groups selected from the group consisting of carboxyl, anhydride and amine. The composition is useful as a crosslinking system.

Description

field of invention [0001] The present invention relates to crosslinking systems comprising mono(hydroxyalkyl)ureas and polysaccharides in combination with multifunctional polymers. Background technique [0002] Synthetic polymers are used for many purposes. In many applications, these synthetic polymers are crosslinked to achieve desired handling properties. For more than sixty years, a large class of industrially important thermoset polymers has employed formaldehyde-based crosslinkers. Such formaldehyde-based crosslinkers provide an efficient and cost-effective means for curing many materials. Examples of formaldehyde-based crosslinkers include melamine-formaldehyde, urea-formaldehyde, phenol-formaldehyde and acrylamide-formaldehyde adducts. With increasing concerns over toxicity and the environment, research has been conducted on alternatives to formaldehyde-based crosslinkers. However, these alternative crosslinkers have significant disadv...

Claims

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Application Information

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IPC IPC(8): C08L101/02C08K5/00C08K5/21C08K5/353C08L1/00C08L3/00C08L5/00
CPCC08K5/353C08K5/0025C08K5/21
Inventor S·P·李老S·P·保尔斯
Owner AKZO NOBEL NV
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