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Biuret compounds, their preparation and use and intermediates for their preparation

A compound, biuret technology, applied in the field of biuret compound and its preparation, use and intermediates in the preparation

Active Publication Date: 2006-10-18
BYK CHEM GMBH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, these products still have the disadvantage that they are only obtainable in stable solutions in the presence of highly polar solvents such as N-methylpyrrolidone, for example by means of alkali metal salts

Method used

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  • Biuret compounds, their preparation and use and intermediates for their preparation
  • Biuret compounds, their preparation and use and intermediates for their preparation
  • Biuret compounds, their preparation and use and intermediates for their preparation

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0053] At room temperature, 79.6 g (0.2 mol) of hexamethylene diisocyanate uretdione (Desmodur N3400 from Bayer) and 300 g (0.4 mol) methoxypolyethylene glycol 750, these initial charges were heated to 80°C. The reaction was allowed to proceed to such an extent that isocyanate was no longer detected. The reaction mixture was then cooled to 50 °C.

[0054] Preparation of component B of the present invention:

Embodiment 2

[0056] At room temperature, 168 g (0.3 mol) of dimer acid, 46.4 g (0.4 mol) of hexamethylenediamine, and 92 g of Shellsol were continuously charged to a 1-liter three-necked flask equipped with a stirrer, reflux condenser, and thermometer. A (high boiling aromatic hydrocarbon solvent, Shell), and these initial charges were heated slowly to 160°C. The water released slowly during the reaction was separated azeotropically by a water separator. When the acid value is less than 3, the reaction ends. The reaction mixture was subsequently cooled to 50°C.

[0057] The preparation of the biuret adduct of the present invention:

Embodiment 3

[0059]At room temperature, 103.6 g (0.1 mol) of the reaction product from Example 1 and 153.1 g (0.05 mol) of the reaction product from Example 2 were continuously charged to a 1-liter three-necked flask with a stirrer, a reflux condenser and a thermometer. reaction product, the mixture was heated to 80°C. The reaction mixture was stirred for an additional 3 hours until the amine number was less than 3. The product was then diluted to 50% solids with isobutanol.

[0060] Example

uretdione

Amine / Alcohol Component

4

Hexamethylene diisocyanate uretdione

oleyl alcohol

5

Hexamethylene diisocyanate uretdione

Oleylamine

6

Hexamethylene diisocyanate uretdione

Jeffamine M600

7

Hexamethylene diisocyanate uretdione

Methoxypolyethylene glycol M350

8

Hexamethylene diisocyanate uretdione

Methoxypolyethylene glycol M500

9

Hexamethylene diisocyanate uretdione

Jeffamine M2070 ...

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PUM

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Abstract

Biuret compounds (I) are new. Biuret compounds (I) of formula (R 2>-Y 1>-OCNH-R 1>-N-((CO-NH-R 3>-[Z-R 4>-Z-R 5>] a-NH)-CO-N-(R 2>-Y 1>-OCHN-R 1>)-(CONH-R 1>-NHCO-Y 1>-R 2>))-CONH-R 1>-NHCO-Y 1>-R 2>) are new. R 1>, R 3>-R 5>2-18C-alkyl, cycloalkyl, aryl or aralkyl; Y 1>O and / or NH; R 2>4-22C-alkyl, 3-18C-alkenyl, cycloalkyl, aralkyl, C mH 2m+1(O-C nH 2n) x-(O-CH(C 6H 5)-CH 2) u, C mH 2m+1(OOC-C vH 2v) x or X-C 6H 4-(O-C nH 2n) x-(O-CH(C 6H 5)-CH 2) u; m : 1-22; n : 2-4; x, u : 0-15; v : 4-5; X : 1-12C-alkyl or (C 6H 5) 1-4; Z : COO, NHCO, NHCOO and / or NHCONH; and a : 1-20. Independent claims are included for: (1) a method for the preparation of (I); and (2) the urethane- and / or uretdione (A) containing urea.

Description

technical field [0001] The present invention relates to a biuret compound and its preparation method and use. The present invention also relates to urethane- and / or urea-containing uretdiones, which are useful intermediates for the preparation of the biuret compounds of the present invention. [0002] The biuret compounds according to the invention are suitable as thixotropic agents for coating systems such as solvent-borne coatings, solvent-free coatings, water-based coatings, PVC (polyvinyl chloride) plastisols, epoxy-based coatings and Coatings based on unsaturated polyester resins. Background technique [0003] To control the rheology of liquid coating systems, silica, hydrogenated castor oil or organically modified bentonite clays are commonly used as described in US Patent Nos. 4,208,218, 4,410,364, 4,412,018. In addition, polyamide waxes are widely used. Especially in the field of polyamides and polyesteramides there are numerous patents such as DE 69523221, EP 052...

Claims

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Application Information

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IPC IPC(8): C07C275/04C09D5/04C09D7/43C09D7/45C09D163/00C09D175/04
CPCC07C275/62C07D229/00C08G18/2825C08G18/283C08G18/2865C08G18/3228C08G18/324C08G18/5024C08G18/798C08K5/21C09D5/04C09D7/43C08G18/48C08G18/70C08G18/08
Inventor 卡尔汉兹·哈班尼斯特尔史蒂芬·毛斯摩乌尔里希·奥瑟丹妮拉·贝特克
Owner BYK CHEM GMBH
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