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Bi-dihydroxy ethylene urea, derivatives, preparation method and application thereof

A bis-dihydroxyethylene urea and bis-dihydroxyethylene technology, which is applied in the field of synthesis and purification of bis-dihydroxyethylene urea and its various derivatives, can solve problems such as human injury, environmental pollution, and restrictions on the use of cross-linking agents

Active Publication Date: 2010-09-01
GUANGDONG YINYANG ENVIRONMENT FRIENDLY NEW MATERIALS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

It is one of the most widely used cross-linking agents at present, the most representative ones are CYTEE and Monsanto series brand products, but this type of cross-linking agent is mostly synthesized with formaldehyde as raw material. When the polymer undergoes a chemical reaction, it will emit low-molecular-weight formaldehyde harmful gas, which will cause environmental pollution or harm to the human body.
In recent years, under the pressure of environmental protection, the use of such crosslinking agents has been greatly restricted

Method used

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  • Bi-dihydroxy ethylene urea, derivatives, preparation method and application thereof
  • Bi-dihydroxy ethylene urea, derivatives, preparation method and application thereof
  • Bi-dihydroxy ethylene urea, derivatives, preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] Synthesis of Dihydroxyethylene Urea

[0024] With 60g urea, 290g40% glyoxal (the molar ratio of glyoxal and urea is 2: 1), 1.5gNaOH is sequentially added in the reaction three-necked flask respectively, starts the reaction stirrer, fills the air in the reaction three-necked flask with nitrogen replacement, Under the protection of nitrogen, raise the temperature to 60±2°C, react for 2 hours, then raise the temperature to 80-90°C, and react for 4 hours to prepare an aqueous solution of bisdihydroxyethylene urea with a solid content of 50%. Add 50 g of sulfonic acid type polystyrene ion exchange resin to 50% bisdihydroxyethylene urea aqueous solution, stir for 1 hr, then filter the ion exchange resin with filter paper to remove a small amount of NaOH in the product. Obtain a pure bis-dihydroxyethylene urea aqueous solution, and finally use a vacuum rotary evaporator at 90±2°C to remove the solvent water in the product, and then obtain a light yellow transparent liquid bis-...

Embodiment 2

[0026] Synthesis of bisdihydroxyethylene urea derivative I (chemical formula (2))

[0027] Add 15g urea in the 50% double dihydroxyethylene urea aqueous solution 350g that contains Naoh catalyst that embodiment 1 prepares, in N 2 Under protection, raise the temperature to 90±2°C, stir and react for 4 hours to obtain a 52.3% derivative I aqueous solution, add 50 g of sulfonic acid polystyrene ion exchange resin to the product aqueous solution, stir at room temperature for 1 hour, and remove NaOH in the solution , use filter paper to filter out the ion exchange resin to obtain a pure aqueous solution of derivative I, and use a vacuum rotary evaporator to remove the solvent water in the product under the condition of 90±2°C to obtain a light yellow transparent viscous liquid derivative 1, the product yield is more than 98%.

Embodiment 3

[0029] Synthesis of Bisdihydroxyethylene Urea Derivative II (Chemical Formula (3))

[0030] Add melamine 21g in the 50% double dihydroxyethylene urea aqueous solution 350g that contains NaOH that embodiment 1 prepares, in N 2 Under protection, heat up to 90±2°C, stir and react for 4 hours to obtain a 53.3% derivative II aqueous solution, add 50 g of sulfonic acid styrene ion exchange resin to this aqueous solution, stir at room temperature for 1 hour, remove NaOH in the solution, and then Use filter paper to filter out the ion exchange resin to obtain a pure aqueous solution of derivative II. Use a vacuum rotary evaporator at 90±2°C to remove the solvent water in the product to obtain a yellow, transparent, viscous liquid derivative II, the product yield is above 97%.

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Abstract

The invention discloses a bi-dihydroxy ethylene urea, a plurality of derivatives thereof, a preparation method and an application thereof. The molecular structure of the compound comprises a plurality of hyperactive hydroxies which can perform dehydration and condensation cross-linking reaction with a plurality of polymers containing active hydrogen therein, thereby replacing traditional urea / formaldehyde resin, melamine / formaldehyde resin, dicyandiamide / formaldehyde resin, bird dropping amine / formaldehyde resin and the like containing nitrogen hydroxymethyl or nitrogen hydroxymethyl ether active functional groups therein. The bi-dihydroxy ethylene urea can be widely used as thermosetting crosslinking agent of various polymer resin coatings (such as acrylate resin, alkyd resin, polyurethane resin, phenolic resin and the like) containing active hydrogen, and used as anti-wrinkle finishing agent and waterproof finishing agent of cotton, flax, silk and other natural textile fibers. In the cross-linking curing use process, the invention only releases water rather than any harmful micromolecular compounds such as formaldehyde, methanol and the like, thus the invention belongs to a new environment-friendly species of chemical cross-linking agent.

Description

technical field [0001] The present invention relates to a novel organic compound and its various derivatives molecular structure and synthesis method, more specifically, the present invention relates to the synthesis and purification method of bisdihydroxyethylene urea and its various derivatives, Background technique [0002] Molecular structure contains multiple N-CH 2 OH (nitrogen hydroxymethyl) or N-CH 2 Urea / formaldehyde resins with -OR (nitrogen hydroxymethyl ether) active groups, melamine / formaldehyde resins, dicyandiamide / formaldehyde resins, guanamine / formaldehyde resins, etc. are inexpensive and have excellent curing and cross-linking effects. Widely used as crosslinking agent for thermosetting acrylic resin, alkyd resin, polyurethane resin, phenolic resin, epoxy resin coating and anti-wrinkle and water-resistant treatment agent for cotton, hemp, silk and other natural fabric fibers. It is one of the most widely used cross-linking agents at present, the most repr...

Claims

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Application Information

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IPC IPC(8): C07D487/08C07D519/00D06M13/432C09D7/12
Inventor 赵志辉刘涛
Owner GUANGDONG YINYANG ENVIRONMENT FRIENDLY NEW MATERIALS CO LTD
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