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A kind of synthetic method of acrylamide reactive diluent

A reactive diluent, acrylamide technology, which is applied in the preparation of carboxylic acid amides, chemical instruments and methods, preparation of organic compounds, etc., can solve the problems of unsuitability for industrial production applications, high corrosiveness of hydrogen chloride, and complicated post-processing of products, etc. To achieve the effect of stable and easy separation of products, less corrosiveness, and easy control of reaction conditions

Active Publication Date: 2016-06-08
CHANGZHOU XIAOGUO INFORMATION SERVICES
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0009] Although the product yield obtained by this synthetic method is relatively high, due to the use of acryloyl chloride as a raw material, the hydrogen chloride generated by the reaction is highly corrosive to equipment and needs to be treated. The post-treatment of the product is more complicated and the production cost is also higher. Suitable for industrial production applications

Method used

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  • A kind of synthetic method of acrylamide reactive diluent
  • A kind of synthetic method of acrylamide reactive diluent
  • A kind of synthetic method of acrylamide reactive diluent

Examples

Experimental program
Comparison scheme
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Embodiment 1

[0046] The preparation of embodiment 1 acryloyl morpholine

[0047] Add 5.58g (0.043mol) of acetylmorpholine, 3.50g (0.043mol) of formaldehyde solution, and 0.35g (0.0086mol) of catalyst NaOH into a 100mL four-neck flask, keep the temperature at 85°C~90°C, and react for 15~20 hours. The crude product of acryloylmorpholine was obtained. After the reaction, add 30ml of cyclohexane for azeotropic dehydration, and finally add 0.012g of p-hydroxyanisole (0.0001mol), and distill under reduced pressure to obtain 4.95g of acryloylmorpholine with a yield of 81.2% and a purity of 98.1%.

Embodiment 2

[0048] The preparation of embodiment 2 acryloylmorpholine

[0049] Add 4.62g (0.036mol) of acetylmorpholine, 11.62g (0.140mol) of formaldehyde solution, and 1.44g (0.036mol) of catalyst NaOH into a 100mL four-neck flask, keep the temperature at 85°C~90°C, and react for 15~20 hours. The crude product of acryloylmorpholine was obtained. After the reaction, add 30ml of cyclohexane for azeotropic dehydration, remove NaOH by filtration, and finally add 0.012g of p-hydroxyanisole (0.0001mol), and distill under reduced pressure to obtain 4.32g of acryloylmorpholine with a yield of 85.5%. The purity is 98.3%.

Embodiment 3

[0050] Embodiment 3N, the preparation of N-diethylacrylamide

[0051] Add 5.68g (0.049mol) of N,N-diethylacetamide, 4.00g (0.049mol) of formaldehyde solution, and 0.39g (0.098mol) of catalyst NaOH into a 100mL four-necked flask. Keep the temperature at 85°C~90°C. After 15-20 hours, the crude product of N,N-diethylacrylamide was obtained. After the reaction, add 30ml of cyclohexane for azeotropic dehydration, remove NaOH by filtration, and finally add 0.012g of p-hydroxyanisole (0.0001mol), and distill under reduced pressure to obtain 5.20g of N,N-diethylacrylamide. The rate is 82.9%, and the purity is 98.0%.

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Abstract

The invention relates to a synthesis method of an acrylamide type reactive diluent and belongs to the field of organic synthesis. The synthesis method is performed according to the following steps: adding an amide type compound, a formaldehyde solution (or introducing formaldehyde gas) and a catalyst, maintaining the temperature at 80-90 DEG C under stirring conditions and reacting for 15-20h so as to obtain a crude product of the acrylamide type reactive diluent. After the end of reaction, an organic solvent is added for azeotropic dehydration, the catalyst is removed by filtering, a proper amount of polymerization inhibitor is finally added and reduced pressure distillation is performed so as to obtain a product of the acrylamide type reactive diluent. The synthesis method disclosed by the invention can overcome numerous shortcomings of the prior art and realize high yield and simple steps, wherein the yield is about 80% and the purity is more than 98%.

Description

technical field [0001] The invention belongs to the field of organic synthesis, and relates to a method for synthesizing an acrylamide reactive diluent. Background technique [0002] Reactive diluent is one of the key components of UV curable materials and is used in large amounts. Research and practical application show that, compared with other acrylate reactive diluents, the carbon-carbon double bonds in acrylamide reactive diluents have good polymerization, high reactivity, easy homopolymerization or copolymerization reaction, and UV curing The material has a wide range of application prospects, such as photoresist, 3D printing materials, light-shielding bodies, decorative materials, drug release materials, purifiers and food additives, etc., which can significantly improve the photosensitive performance and product quality of such products. [0003] [0004] -N(R 1 R 2 ) for various secondary amine compounds [0005] Formula 1 chemical structure of acrylamide rea...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D295/185C07C233/09C07C231/12
CPCC07C231/12C07D295/185C07C233/09
Inventor 宋国强罗九艳曹引梅张文楠姚昶旭
Owner CHANGZHOU XIAOGUO INFORMATION SERVICES