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N-acrylyl amino acid polymerizable emulsifier and preparation method thereof

A technology of acryloyl amino acid and polymeric emulsifier, which is applied in the preparation of carboxylic acid amide, chemical instruments and methods, and the preparation of organic compounds, etc. It can solve the problems of high raw material prices, high product prices, poor emulsification and dispersion performance, etc., and achieve The effect of high-efficiency polymerization performance, excellent emulsification performance, and excellent polymerization stability

Active Publication Date: 2015-02-25
CNOOC TIANJIN CHEM RES & DESIGN INST +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

These polymerizable surfactants are mainly used in the emulsion polymerization of various monomers, but they are not satisfactory in practical applications. One of the reasons is that the high price of raw materials or the low production rate lead to expensive products and are difficult to apply; The second is that its emulsifying and dispersing properties are not as good as traditional surfactants; the third reason is that its polymerization activity is average, and it can only be copolymerized with monomers with high activity, and it is not suitable for monomers with low activity.

Method used

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  • N-acrylyl amino acid polymerizable emulsifier and preparation method thereof
  • N-acrylyl amino acid polymerizable emulsifier and preparation method thereof
  • N-acrylyl amino acid polymerizable emulsifier and preparation method thereof

Examples

Experimental program
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Embodiment 1

[0027] A includes the following steps:

[0028] 1) Synthesis of Acryloyl Chloride

[0029] Add 72g (1.0mol) of acrylic acid into a three-necked flask equipped with a spherical reflux condenser, a thermometer, and a stirrer, add an appropriate amount of hydroquinone as a polymerization inhibitor, heat to 45°C, and pour into the reaction via a constant pressure dropping funnel. Slowly add 176.4 g (about 1.5 mol) of thionyl chloride dropwise into the system, and use sodium hydroxide solution to absorb the HCl and SO released during the reaction. 2 Gas, after the dropwise addition, continue to react for 0.5-1h, collect the fraction at 80°C-110°C under a vacuum of 0.099Mpa, the transparent liquid is the product, put it in a brown reagent bottle and store it in a low-temperature sealed refrigerator.

[0030] 2) Synthesis of N-acryloyl amino acid: 2-acrylamidopropionic acid

[0031] Stir and dissolve 8.91g (0.1mol) of alanine and 0.1mol of sodium hydroxide in 50% (v / v) of 100ml of ...

Embodiment 2

[0036] Include the following steps:

[0037] 1) Synthesis of Acryloyl Chloride

[0038] Add 72g (1.0mol) of acrylic acid into a three-necked flask equipped with a spherical reflux condenser, a thermometer, and a stirrer, add an appropriate amount of hydroquinone as a polymerization inhibitor, heat to 45°C, and pour into the reaction via a constant pressure dropping funnel. Slowly add 200 g (about 1.7 mol) of thionyl chloride dropwise into the system, and use sodium hydroxide solution to absorb the HCl and SO released during the reaction. 2 Gas, after the dropwise addition, continue to react for 0.5-1h, collect the fraction at 80°C-110°C under a vacuum of 0.099Mpa, the transparent liquid is the product, put it in a brown reagent bottle and store it in a low-temperature sealed refrigerator.

[0039] 2) Synthesis of N-acryloyl amino acid: 2-acrylamido-3-phenylpropionic acid

[0040] Stir and dissolve 16.52g (0.1mol) of phenylalanine and 0.1mol of sodium hydroxide in 50% (v / v) 1...

Embodiment 3

[0045] Include the following steps:

[0046] 1) Synthesis of Acryloyl Chloride

[0047] Add 72g (1.0mol) of acrylic acid into a three-necked flask equipped with a spherical reflux condenser, a thermometer, and a stirrer, add an appropriate amount of hydroquinone as a polymerization inhibitor, heat to 45°C, and pour into the reaction via a constant pressure dropping funnel. Slowly add 236 g (about 2.0 mol) of thionyl chloride dropwise into the system, and use sodium hydroxide solution to absorb the HCl and SO released during the reaction. 2 Gas, after the dropwise addition, continue to react for 0.5-1h, collect the fraction at 80°C-110°C under a vacuum of 0.099Mpa, the transparent liquid is the product, put it in a brown reagent bottle and store it in a low-temperature sealed refrigerator.

[0048] 2) Synthesis of N-acryloyl amino acid: 2-acrylamido-3-methylpentanoic acid

[0049] Stir and dissolve 13.12g (0.1mol) of leucine and 0.1mol of sodium hydroxide in 50% (v / v) 100ml o...

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Abstract

The invention relates to an N-acrylyl amino acid polymerizable emulsifier and a preparation method thereof. The N-acrylyl amino acid polymerizable emulsifier is characterized in that the N-acrylyl amino acid polymerizable emulsifier is shown in the formula I. The preparation method comprises the following steps: (1) synthesizing acryloyl chloride; (2) synthesizing N-acrylyl amino acid; and (3) synthesizing the polymerizable emulsifier. The prepared N-acrylyl amino acid polymerizable emulsifier belongs to a high-efficiency reactive type surface active agent, has a good emulsifying property and good polymerization stability, and can be used for emulsion polymerization, inverse emulsion polymerization, microemulsion polymerization and reversed-phase microemulsion polymerization.

Description

Technical field: [0001] The invention belongs to the field of polymerizable emulsifiers in organic compound surfactants and the preparation thereof, and relates to an N-acryloyl amino acid type polymerizable emulsifier and a preparation method thereof. Background technique: [0002] (Micro) emulsion polymerization is a specific polymerization method, is to use water as the continuous phase, polymerized monomers are dissolved in non-polar solvents, and then dispersed in the water phase by means of the emulsification of surfactants to form oil-in-water ( O / W) type (micro)emulsion for polymerization. The inverse (micro) emulsion uses a non-polar solvent as the continuous phase, the polymerized monomer is dissolved in water, and then dispersed in the oil phase by means of the emulsification of the surfactant to form a water-in-oil (W / O) type (micro)emulsions for polymerization. In both polymerization methods, emulsifiers are key components, since they ensure the process of (mi...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01F17/42B01F17/22C07C233/49C07C231/12C08G65/00C09K23/42C09K23/22
Inventor 徐俊英滕厚开滕大勇牛心惠
Owner CNOOC TIANJIN CHEM RES & DESIGN INST
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