Formaldehyde-free, oh-functional, carbonyl- and ring-hydrogenated ketone-aldehyde resins based on alkyl aryl ketones and formaldehyde and a process for preparing them

An alkyl aryl ketone, hydroxyl functional technology, applied in the field of ketone-aldehyde resin and its preparation, can solve the problem of low fraction of crystallizable compounds, and achieve the effects of excellent light stability, thermal stability and low color.

Inactive Publication Date: 2007-12-12
GOLDSCHMIDT CHEM CORP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Crystallizable compound fraction must be as low as possible

Method used

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  • Formaldehyde-free, oh-functional, carbonyl- and ring-hydrogenated ketone-aldehyde resins based on alkyl aryl ketones and formaldehyde and a process for preparing them
  • Formaldehyde-free, oh-functional, carbonyl- and ring-hydrogenated ketone-aldehyde resins based on alkyl aryl ketones and formaldehyde and a process for preparing them
  • Formaldehyde-free, oh-functional, carbonyl- and ring-hydrogenated ketone-aldehyde resins based on alkyl aryl ketones and formaldehyde and a process for preparing them

Examples

Experimental program
Comparison scheme
Effect test

Embodiment

[0173] Non-invention, comparative example

[0174] The document which best describes the prior art is DE 33 34 631 A1.

[0175] The acetophenone / formaldehyde resin used here was obtained according to Example 2 of DE 892 975 .

Embodiment A

[0176] Example A: Repetition of Example 2 of DE 892 975

[0177] 1200 g of acetophenone were mixed with 240 g of a 50 wt % strength aqueous potassium hydroxide solution and 400 g of methanol, and subsequently, over a period of 2 h with vigorous stirring, 1000 g of a 30 wt % strength formaldehyde solution. During this addition, the temperature increased to 90°C. This temperature was maintained for 10 h. The batch was acidified with sulfuric acid, and the resulting condensation product was washed with hot water, melted, and dried under reduced pressure.

[0178] 1260 g of yellow resin were thus obtained. The resin is transparent and brittle with a melting point of 67°C. The Gabon color value is 3.8 (50% by weight in ethyl acetate). It is soluble, for example, in acetates such as butyl acetate and ethyl acetate, and in aromatic hydrocarbons such as toluene and xylene. It is insoluble in ethanol. The formaldehyde content is 255ppm.

Embodiment B

[0179] Example B: Repetition of Example 3 of DE 33 34 631 A1

[0180]The resin from Example A was dissolved in isobutanol by heating at a concentration of 30% by weight. The hydrogenation reaction was carried out in a continuously operating fixed-bed reactor filled with 400 mL of an industrially used nickel catalyst (Engelhard Ni 5126T1 / 8). This catalyst, according to Engelhard, is identical to the catalyst "Harshaw Ni5124" used in DE 33 34 631 . At 300 bar and 180° C., 250 mL / h of the reaction mixture was sent through the reactor from top to bottom (trickle mode). The pressure is maintained constant by a supplemental supply of hydrogen.

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Abstract

The invention relates to formaldehyde-free, OH-functional, carbonyl- and ring-hydrogenated ketone-aldehyde resins based on alkyl aryl ketones and formaldehyde which have a low proportion of compounds capable of crystallization, a low viscosity, a very low colour number, a wide solubility and a very high heat and light stability and also a process for preparing them.

Description

technical field [0001] The present invention relates to formaldehyde-free, hydroxy-functional, carbonyl- and Ring-hydrogenated ketone-aldehyde resins and methods for their preparation. Background technique [0002] It is well known that ketones or mixtures of ketones and aldehydes can be reacted in the presence of basic catalysts or acids to form resinous products. For example, a mixture of cyclohexanone and methylcyclohexanone can be used to prepare the resin (Ullmann, vol. 12, p. 551). The reaction of ketones with aldehydes usually leads to hard resins, which are often used in the coatings industry. [0003] At present, most of the industrially important ketone-aldehyde resins are prepared from formaldehyde. [0004] Ketone-formaldehyde resins have been known since a long time. Preparation methods are described, for example, in DE 33 24 287, US 2,540,885, US 2,540,886, DE 11 55 909, DD 12 433, DE 13 00 256 and DE 12 56 898. [0005] Its preparation generally involves ...

Claims

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Application Information

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IPC IPC(8): C08G6/02
CPCC08G6/02
Inventor P·格洛克纳C·勒特曼M·埃沃德A·温宁
Owner GOLDSCHMIDT CHEM CORP
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