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Method for preparing anti-freezing type 1,3-dihydroxy methyl-5,5-dimethylheine DMDMH

A technology of dimethylhydantoin and dimethylol, which is applied in the field of preparation of daily chemical additives, can solve problems such as strong odor, high free formaldehyde, and strong irritation, and achieves simple and convenient preparation process, simple reaction process, and free The effect of low aldehyde content

Active Publication Date: 2019-03-22
SHAANXI RES DESIGN INST OF PETROLEUM CHEM IND
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] However, the traditional DMDMH has the disadvantages of high free formaldehyde, strong odor, strong irritation, and crystallization in autumn and winter in the north or winter in the south, which brings great inconvenience to storage and application.
Although it is possible to change the ratio of formaldehyde to hydantoin to control free formaldehyde and to control the freezing point of the product, the large amount of hydantoin required increases the cost of the product by nearly 25-35% compared with conventional products, which is not economically feasible

Method used

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  • Method for preparing anti-freezing type 1,3-dihydroxy methyl-5,5-dimethylheine DMDMH
  • Method for preparing anti-freezing type 1,3-dihydroxy methyl-5,5-dimethylheine DMDMH
  • Method for preparing anti-freezing type 1,3-dihydroxy methyl-5,5-dimethylheine DMDMH

Examples

Experimental program
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Effect test

Embodiment 1

[0026] Embodiment 1 (example of the present invention)

[0027] A 2L three-neck round bottom flask is equipped with a stirrer and a temperature regulator. Put 600g of formaldehyde into the flask, and adjust the pH to 7.4 with aqueous sodium hydroxide solution. 500g of hydantoin was added to the flask, and a violent exotherm was observed, the temperature rose, and most of the hydantoin was dissolved. The pH was adjusted to 8.3 with aqueous sodium hydroxide solution and the reaction mixture was stirred at 55°C for a further 1 hour. 175 g of water were added, then cooled to room temperature. Add 10.5g NH 4 Cl, stir well. Adjust the pH to 7.0.

[0028] The above product is the antifreeze type 1,3 dimethylol-5,5 dimethylhydantoin DMDMH.

Embodiment 2

[0029] Embodiment 2 (comparison of embodiment 1, does not add NH 4 Cl)

[0030] A 2L three-neck round bottom flask is equipped with a stirrer and a temperature regulator. Put 600g of formaldehyde into the flask, and adjust the pH to 7.2 with aqueous sodium hydroxide solution. 500g of hydantoin was added to the flask, and a violent exotherm was observed, the temperature rose, and most of the hydantoin was dissolved. The pH was adjusted to 8.1 with aqueous sodium hydroxide solution and the reaction mixture was stirred at 55°C for a further 1 hour. 175 g of water were added, then cooled to room temperature. Adjust the pH to 6.9.

[0031] The antimicrobial effect of embodiment 1 and embodiment 2 product is as shown in table 1. Embodiment 1 (the product of the present invention) is equivalent to the antimicrobial ability of embodiment 2 products.

[0032] Table 1, the minimum inhibitory concentration MIC value of embodiment 1 and embodiment 2 products.

[0033]

[0034] T...

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Abstract

The invention discloses a method for preparing anti-freezing type 1,3-dihydroxy methyl-5,5-dimethylheine DMDMH. The method comprises the following steps: stirring formaldehyde with hydantoin and waterto react for 1-2 hours at 50-65 DEG C, wherein the pH value of the reaction system is 7-9; cooling to the room temperature, and finally adding NH4Cl. The product prepared by using the method is simple in synthesis route, simple and easy in raw material obtaining, small in amount of free aldehyde and small in smell, and application tests show that the crystallization temperature of the product is15-20 DEG C lower than that of 1,3-dihydroxy methyl-5,5-dimethylheine which is prepared by using a conventional method, and the problems of storage and use of DMDMH at a low temperature are effectively solved.

Description

technical field [0001] The invention belongs to the technical field of preparation of daily chemical additives, and in particular relates to a preparation method of antifreeze-type 1,3-dimethylol-5,5-dimethylhydantoin DMDMH. Background technique [0002] DMDMH, also known as DMDM ​​hydantoin, full name 1,3 dimethylol-5,5 dimethyl hydantoin, antiseptic and fungicide (hydantoin), English abbreviation DMDMH, molecular formula C7H12N2O4. Physical and chemical properties: Colorless transparent liquid with a slight aldehyde smell. It crystallizes when the ambient temperature is lower than 15°C. It is a formaldehyde release product, soluble in water and alcohol, and has good heat resistance. [0003] DMDMH is a broad-spectrum, high-efficiency antibacterial preservative. It can resist Gram-positive bacteria, Gram-negative bacteria, molds, yeasts, etc. by releasing formaldehyde. It has good compatibility with various emulsifiers and surfactants. It remains stable when used in a wide...

Claims

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Application Information

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IPC IPC(8): C07D233/72
CPCC07D233/72
Inventor 屈文婷李程碑杨淑玮曹琳
Owner SHAANXI RES DESIGN INST OF PETROLEUM CHEM IND
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