Process for the preparation of dispersions of cross-linking agents in water

A technology of cross-linking agent and dispersion liquid, applied in textile, coating, fabric and other directions, can solve problems such as difficulty in dispersion of intermediates, and achieve the effect of high cross-linking density

Active Publication Date: 2009-02-25
STAKHL INT BV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Therefore, it is difficult to...

Method used

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  • Process for the preparation of dispersions of cross-linking agents in water
  • Process for the preparation of dispersions of cross-linking agents in water
  • Process for the preparation of dispersions of cross-linking agents in water

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1-13

[0040] Examples 1-13 : Preparation of an aqueous dispersion of polycarbodiimide based on dicyclohexylmethane-4,4'-diisocyanate and octadecyl isocyanate.

[0041] Under nitrogen, a mixture of dicyclohexylmethane-4,4'-diisocyanate (hereinafter denoted as HMDI) and octadecyl isocyanate (hereinafter denoted as ODIC) shown in Table A and 2 g of 1- Methylphosphene-1-oxide was heated to 140°C while stirring, and the heating was continued until the isocyanate content in Table A was obtained. The mixture was then cooled to 90-100°C. The reaction time was 8 hours. Compounds adding hydroxyl functionality as indicated in Table A, total equimolar to isocyanate functionality. Dibutyltin lauryl was added as a catalyst in an amount of 0.01% by weight and reacted further at 90-100° C. until the isocyanate signal disappeared in the infrared spectrum, which took about 3 hours. In the case of Example 11, dimethylethanolamine was added after a reaction time of 1 hour. The mixture was cooled t...

Embodiment 14-16

[0044] Examples 14-16: Comparative Example: Preparation of an aqueous dispersion of polycarbodiimide based on dicyclohexylmethane-4,4'-diisocyanate.

[0045] As shown in Table B, dicyclohexyl-4,4'-diisocyanate-based and capped with PEG-350 (polyethoxyethanol with an average molecular weight of 350) was prepared according to the method described in WO 2005 / 003204. Dispersion of polycarbodiimide. These polycarbodiimides do not contain additional hydrophobic groups. The polyethoxylates used in these comparative examples were of lower molecular weight than those used in Examples 1-13 in case the final product would contain too much hydrophilic material.

[0046] When comparing the viscosities in Examples 14, 15 and 16 with those in Examples 1, 2 and 3 and Examples 5 and 6, it appears that the implementation of The viscosities in Examples 1, 2 and 3 and Examples 5 and 6 are much lower than those in Examples 14, 15 and 16.

Embodiment 17-29

[0047] Examples 17-29: Aqueous dispersions of polycarbodiimide were prepared based on HMDI.

[0048] The procedure of Examples 1-13 was repeated except that 0.01 M disodium phosphate buffer was used instead of water. The samples were subjected to a stability test at 50°C. Check the amount of carbodiimide every two weeks. The product is stable at 50°C for at least 8 weeks.

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Abstract

A process for the preparation of stable aqueous polycarbodiimide dispersions to be used as cross-linking agents, in which initially an isocyanate functional polycarbodiimide is prepared from a polyisocyanate and a mono-or polyisocyanate which contains a hydrophobic group. Thereafter the polycarbodiimide chain is capped and/or extended by reaction of the isocyanate functions or a part thereof with a hydrophilic amine- or hydroxy functional compound and of the remaining isocyanate functions with an amine- or hydroxy functional compound which contains hydrophobic groups, after which the obtained product is dispersed in water and the pH is adjusted to 9-14. The hydrophobic groups are hydrocarbons with 4-25 carbon atoms, fluorinated hydrocarbons, silicone functional hydrocarbons or polysilicones . Further, the invention relates to a coating mixture in which the polycarbodiimide dispersion is used as cross-linking agent and to the cured material obtained with the coating mixture.

Description

Background technique [0001] Polycarbodiimides are well known crosslinkers for aqueous polymers containing carboxylic acid functional groups. [0002] A review of the development of the preparation and application of polycarbodiimides is described in WO2005 / 003204. [0003] This related patent application describes the development of aqueous dispersions of polycarbodiimide which are stabilized at high pH values ​​by the addition of bases or buffers. [0004] However, when using this method, the average number of carbodiimide functional groups in the polymer molecule is limited, because when the polycarbodiimide chains are additionally elongated by increasing the reaction time of the first preparation stage, the viscosity of the reaction mixture is significantly Increase. Thus, mixing the intermediate isocyanate-functional polycarbodiimides will be difficult, as will mixing the subsequently formed hydrophilic-functional intermediates. Therefore, it is difficult to disperse th...

Claims

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Application Information

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IPC IPC(8): C08G18/20C08G18/28C07C267/00
CPCC08G18/2825C08G18/2885C09D175/04C08G18/758C08G18/71Y10T442/2189C08G18/025C08G18/706C08G18/289C08G18/283C07C267/00C08G18/02C08G18/28
Inventor L·C·J·黑塞尔曼斯A·J·德克森
Owner STAKHL INT BV
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