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N 2 hydroxyethyl acrylamide

Manufactured by Tokyo Chemical Industry
Sourced in Japan

N-(2-hydroxyethyl)acrylamide is a chemical compound used as a monomer in the production of various polymers. It is a white, crystalline solid that is soluble in water and other polar solvents. The compound contains an acrylamide functional group and a hydroxyethyl group, which gives it unique properties that can be utilized in various industrial and research applications.

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2 protocols using n 2 hydroxyethyl acrylamide

1

Synthesis of Methacryloyloxyethyl Acrylamide

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Example 3

<Synthesis of Methacryloyloxyethyl Acrylamide (A1-3)>

N-(2-hydroxyethyl)acrylamide (available from Tokyo Chemical Industry Co., Ltd.) (13.0 g, 113 mmol) was added in dehydrated dichloromethane (70 mL). After a flask was internally purged with an argon gas, triethyl amine (17.2 g, 170 mmol) was added. After the resultant mixture was cooled to about −10 degrees C., methacrylic acid chloride (14.6 g, 140 mmol) was slowly dropped to adjust the temperature in the system to from −10 degrees C. through −5 degrees C., followed by stirring at room temperature for 2 hours. A precipitate was removed by filtration, the filtrate was washed with water, a saturated sodium bicarbonate aqueous solution, and a saturated sodium chloride aqueous solution, followed by drying with sodium sulfate and concentration at a reduced pressure, to obtain a brown oily matter.

The obtained oily matter was refined by column chromatography (WAKOGEL C300, 500 g), to obtain a colorless oily matter (13.0 g) (at a yield of about 66%).

In the manner described above, methacryloyloxyethyl acrylamide (A1-3) was synthesized.

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2

Synthesis and Characterization of Acrylate Monomers

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Gal and 2,6-lutidine were purchased from Nacalai Tesque, INC. (Kyoto, Japan). DMT-MM, p NP-Gal, and N -(2-hydroxyethyl)acrylamide ( 1a ) were purchased from Tokyo Chemical Industry Co., Ltd. (Tokyo, Japan). N -(2-Hydroxyethyl)methacrylamide ( 1b ), 2-hydroxyethyl acrylate ( 1c ), and 2-hydroxyethyl methacrylate ( 1d ) were purchased from Combi-Blocks Inc. (San Diego, USA), Nacalai Tesque, INC. and FUJIFILM Wako Pure Chemical Corporation (Osaka, Japan), respectively. 1a and 1b were used after purification by activated alumina column. 1c and 1d were used after purification by washing using hexane and then through activated alumina column according to a literature. 33) The radical initiator VA-044 was purchased from FUJIFILM Wako Pure Chemical Corporation. β-galactosidase from Aspergillus oryzae , FITC-labelled PNA from Arachis hypogaea , and FITC-labelled BSA were purchased from Sigma-Aldrich Co. LLC. (St. Louis, USA). All other reagents were commercially available and used without further purification.
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