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Dual-carbodiimide class and preparation as well as anti-hydrolysis application thereof

A biscarbodiimide and carbodiimide technology, applied in the field of biscarbodiimide compounds and their preparation, can solve problems such as difficult metering units

Inactive Publication Date: 2009-09-23
CHIZHOU WANWEI CHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, the anti-hydrolysis stabilizers widely used in industry include Stabaxol 1, Stabaxol P 200 of German Bayer subsidiary Rhine Chemical Company, Stabilizer 7000 of German Raschig GmbH, etc., and their chemical composition is monocarbodiimide or carbodiimide Oligomers of amines; the disadvantage of these carbodiimides is that they are viscous liquids or waxy solids with a low melting point, making them difficult to handle in the usual metering units used to handle powdered and granular solids during production

Method used

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  • Dual-carbodiimide class and preparation as well as anti-hydrolysis application thereof
  • Dual-carbodiimide class and preparation as well as anti-hydrolysis application thereof
  • Dual-carbodiimide class and preparation as well as anti-hydrolysis application thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0024] 3.66 kilograms of 4,4-methylene bis(2,6-diisopropylaniline) and 4.38 kilograms of 2,6-diisopropylphenyl isothiocyanate were added to the reactor, followed by injection of 40 liters Ethylene dichloride was dissolved by mechanical stirring, then the temperature was raised to 80°C for addition reaction, and the heat preservation reaction was completely converted to the dithiourea intermediate in 8 hours; directly added 8 kilograms of 20%wt sodium hydroxide solution to the suspension, and Under stirring, add dropwise 44.7 kilograms of 10%wt sodium hypochlorite aqueous solution in 2 hours, after dripping, continue stirring reaction at room temperature for 12 hours, finish reaction; Suction filtration obtains by-product sulfur; Atmospheric distillation reclaims dichloroethane to obtain the crude product, the crude product is recrystallized with 50 liters of methanol, and after drying, 6.26 kg of white crystal biscarbodiimide compounds (I-1) are obtained, and the high-resolutio...

Embodiment 2

[0026] 3.1 kilograms of 4,4-methylenebis(2,6-diethylaniline) and 4.38 kilograms of 2,6-diisopropylphenyl isothiocyanate were added to the reactor, followed by injection of 45 liters of diethylaniline Ethyl chloride was dissolved by mechanical stirring, and then the temperature was raised to 70°C for addition reaction, and the heat preservation reaction was completely converted into the dithiourea intermediate for 2 hours; 10 kg of 20%wt sodium hydroxide solution was directly added to the suspension, and stirred at room temperature 59.6 kilograms of 10%wt sodium hypochlorite aqueous solution was added dropwise in 1 hour, and after dripping, the stirring reaction at room temperature was continued for 7 hours, and the reaction was terminated; the by-product sulfur was obtained by suction filtration; Obtain crude product after pressure distillation reclaims ethylene dichloride, crude product recrystallizes with 45 liters of methanol, obtains 5.92 kilograms of white crystal biscarbo...

Embodiment 3

[0028] 3.1 kilograms of 4,4-methylene bis(2,6-diethylaniline) and 4.94 kilograms of 2,6-di-tert-butylphenyl isothiocyanate were added to the reactor, followed by injection of 45 liters of diethylaniline Ethyl chloride, mechanically stirred and dissolved, carried out addition reaction at 20°C, and the insulation reaction was completely converted to dithiourea intermediate for 8 hours; directly added 9 kilograms of 20%wt sodium hydroxide solution to the suspension, and stirred at room temperature, Add 58 kilograms of 10% wt sodium hypochlorite solution dropwise within 2 hours, continue to stir the reaction at room temperature for 12 hours after the drop is completed, and end the reaction; suction filtration obtains the by-product sulfur; After recovering dichloroethane, the crude product was obtained. The crude product was recrystallized with 45 liters of methanol, and after drying, 5.9 kilograms of white crystal biscarbodiimide compounds (I-3) were obtained. High-resolution mass...

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Abstract

The invention discloses a dual-carbodiimide class compound and preparation as well as anti-hydrolysis application thereof. The invention relates to a dual-carbodiimide class compound and a preparation method thereof in a general formula (I), wherein R1, R2, R3, R4 and R5 are defined as in claim 1. The dual-carbodiimide class compound can be used as an anti-hydrolysis stabilizing agent to be added to polyurethane and polyester elastomers so as to prevent the hydrolytic degradation aging of the polyurethane and polyester elastomers with ester structures.

Description

technical field [0001] The invention relates to biscarbodiimide compounds and a preparation method thereof, which can be used as anti-hydrolysis stabilizers added to polyurethane and polyester elastomers. Background technique [0002] Organic carbodiimides are useful as stabilizers against the hydrolytic degradation of polyurethanes containing ester groups. Carbodiimides can generally be prepared by customary known methods, for example by allowing catalysts to act on monoisocyanates or polyisocyanates, removing carbon dioxide. Such carbodiimides, their preparation and their use as stabilizers against hydrolysis based on polyesters are described, for example, in DE-A 4318979, DE-4442724 and EP-A460481. When polyester polyurethane rubber is used in a humid environment, especially in hot water, a hydrolysis stabilizer must be added. At present, the anti-hydrolysis stabilizers widely used in industry include Stabaxol 1, Stabaxol P 200 of German Bayer subsidiary Rhine Chemical ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C267/00C07C249/02C08K5/29
Inventor 李伟军林旭锋
Owner CHIZHOU WANWEI CHEM
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