Method for improving aziridine cross-linking agent stability

An aziridine crosslinking agent and stability technology, applied in the field of polymer chemistry, can solve problems such as strong volatility, strong odor, difficult transportation and storage, etc., and achieve improved wear fastness, simple post-processing, and improved stability sexual effect

Active Publication Date: 2013-06-12
中国中化股份有限公司 +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

But the method for deliberately remaining 2-methylethyleneimine has the following disadvantages: (1) the residual 2-methylethyleneimine has a relatively low boiling point, is highly volatile, and has a very large smell, which is unbearable for users; (2) residual The 2-methylethyleneimine contained in it is highly toxic, causing harm to users and the surrounding environment; (3) Although most of the residual 2-methylethyleneimine can be removed by ring-opening polymerization during use, but It cannot be removed completely, resulting in excessive residues of 2-methylethyleneimine in downstream products, affecting product quality
For example, when the domestic aziridine cross-linking agent is used in leather finishing agents, the leather produced emits a strong amine smell; when testing the leather, it was found that the residue of 2-methylethyleneimine was as high as 36ppm, which is unacceptable to users
However, if methods such as vacuum distillation are used to remove 2-methylethyleneimine and reduce its residual content (such as below 15ppm) in the process of preparing the aziridine crosslinking agent, the storage life of the aziridine crosslinking agent will be greatly improved. Shorten, curing in less than 1 month at room temperature, or curing in less than 10 hours at 100°C, which brings difficulties to transportation and storage, so it has no industrial value
How to solve this difficult problem, there is no report in the prior art

Method used

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  • Method for improving aziridine cross-linking agent stability
  • Method for improving aziridine cross-linking agent stability
  • Method for improving aziridine cross-linking agent stability

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034] 1) Preparation of aziridine crosslinker

[0035] In a 1000ml four-neck flask equipped with a stirring, high-efficiency reflux condenser, thermometer, and dropping funnel, add 180 grams (3.15 moles) of 2-methylethyleneimine at room temperature under nitrogen protection, and add 297 grams dropwise with stirring (1 mol) Trimethylolpropane triacrylate (TMPTA), drip in about 30 minutes. After the addition, the temperature was raised to 40-80°C to react for 8 hours. After the completion of the reaction, vacuum distillation is performed for 6 hours, the temperature is 40-80°C, the vacuum degree is 0.1-50mmHg, and the remaining 2-methylethyleneimine is evaporated.

[0036] The product is cooled to room temperature to obtain a pure aziridine crosslinking agent of formula (1), a colorless and clear liquid, weighing 466 grams, with a purity of 99%, and a yield of about 99.5% (calculated as trimethylolpropane triacrylate) ). Gas chromatography analysis showed that the residual amount...

Embodiment 2

[0047] 1) Preparation of aziridine crosslinker

[0048] In a 1000ml four-necked flask equipped with a stirring, high-efficiency reflux condenser, thermometer, and dropping funnel, add 297 grams (1 mole) of trimethylolpropane triacrylate (TMPTA) at room temperature and under nitrogen protection, and drop with stirring. Add 189 grams (3.3 moles) of 2-methylethyleneimine, and the dripping takes about 1 hour. After the addition, the temperature was raised to 40-80°C to react for 6 hours. After the completion of the reaction, vacuum distillation is performed for 6 hours, the temperature is 40-80°C, the vacuum degree is 0.1-50mmHg, and the remaining 2-methylethyleneimine is evaporated.

[0049] The product is cooled to room temperature to obtain a pure aziridine crosslinking agent of formula (1), a colorless, clear and viscous liquid, weighing 464 grams, with a purity of 99%, and a yield of about 99% (based on trimethylolpropane triacrylic acid) Esters). Gas chromatographic analysis s...

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Abstract

The invention belongs to the field of polymer chemistry, and discloses a method for improving aziridine cross-linking agent stability, wherein at least one micromolecular amine stabilizing agent is added into an aziridine cross-linking agent to greatly increase the storage stability of the aziridine cross-linking agent. The adding amount of the stabilizing agent is 0.01%-10% (w / w) of the weight of the aziridine cross-linking agent. The modified cross-linking agent has the advantages of room temperature crosslinking, improved wear resistant fastness, simple post-treatment, and the like, can beused for corsslinking of polyurethane emulsions and polyacrylate emulsions, and is widely applicable to fields of leather finishing agents, waterborne coatings, textile coating printing paste, adhesives, and the like.

Description

Technical field [0001] The invention belongs to the field of polymer chemistry and relates to a method for improving the stability of aziridine cross-linking agent. More specifically, the present invention relates to a method for improving the stability of aziridine cross-linking agents using small molecule amine stabilizers. Background technique [0002] The structure of the aziridine cross-linking agent of the present invention is shown in the general formula (1): [0003] [0004] The aziridine cross-linking agent shown in formula (1) is a trifunctional low-temperature cross-linking agent and is widely used in leather finishing agents, water-based coatings, textile coatings, printing pastes, adhesives and other fields. The cross-linking agent is a colorless or yellow liquid at room temperature. It is easy to store and transport. It has the advantages of room temperature cross-linking, improving the abrasion fastness of leather or fabric, and simple post-processing. ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08K5/16C08K5/17C08K5/3412C08L75/04C08L33/04C09D7/12D06P1/642D06P1/645C09J11/06
Inventor 魏峰刘冬雪吴玉春李建华
Owner 中国中化股份有限公司
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