Method for improving aziridine cross-linking agent stability

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. ...

Examples

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...

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. ...

Examples

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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