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Polymers & Resins

2-(acetoacetoxy)ethyl methacrylate

CAS: 21282-97-3

Overview

2-(Acetoacetoxy)ethyl methacrylate (CAS 21282-97-3 ), commercially known as AAEM and supplied under trade names such as Eastman AAEM and LONZAMON AAEMA, is a functional monomer that introduces reactive acetoacetate groups into polymer backbones.

These pendant groups enable post-polymerization crosslinking, metal chelation, and adhesion promotion across a broad range of coating and adhesive systems. In waterborne coatings, AAEM is incorporated into acrylic latex polymers.

This enables ambient-temperature crosslinking with polyamines or dihydrazides, improving hardness, chemical resistance, and block resistance in architectural and industrial finishes. Adhesive formulators use it to enhance substrate adhesion.

It also improves cohesive strength in pressure-sensitive and structural adhesive systems. In UV-curable formulations, the acetoacetate functionality participates in Michael addition reactions, allowing dual-cure systems that reduce shrinkage.

These systems improve film flexibility while printing inks and packaging coatings benefit from its ability to improve ink adhesion to difficult substrates, including plastics and treated films. AAEM is supplied as a clear to pale yellow liquid.

It is available in technical and industrial grades, with inhibited versions standard for storage stability during transport and handling. Bulk, drum, and intermediate bulk container packaging options are typical for industrial supply.

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Physical Properties

Melting Point<25 °C
Boiling Point100 °C/0.8 mmHg (lit.)
Density1.122 g/mL at 25 °C(lit.)
Flash Point>230 °F
AppearanceClear liquid.
ColorLight yellow to Yellow to Orange
Formclear liquid
Water Solubility18.5g/L at 25℃
Vapor Pressure0.24Pa at 25℃
Refractive Indexn 20/D 1.456
Log P0.9 at 25℃

Safety & Handling

Warning GHS07 GHS06 Hazard Statements H302 Harmful if swallowed H311 Toxic in contact with skin H315 Causes skin irritation H317 May cause an allergic skin reaction H319 Causes serious eye irritation H335 May cause respiratory irritation Precautionary Statements P261 Avoid breathing dust/fume/gas/mist/vapours/spray. P262 Do not get in eyes, on skin, or on clothing. P264 Wash … thoroughly after handling. P270 Do not eat, drink or smoke when using this product. P271 Use only outdoors or in a well-ventilated area. P272 Contaminated work clothing should not be allowed out of the workplace. P280 Wear protective gloves/protective clothing/eye protection/face protection. P316 Get emergency medical help immediately. P319 Get medical advice/attention if you feel unwell. P321 Specific treatment (see … on this label). P330 Rinse mouth. P405 Store locked up. P501 Dispose of contents/container in accordance with local regulations. P264+P265 Wash … thoroughly after handling. P301+P317 Get emergency medical help. P302+P352 IF ON SKIN: Wash with plenty of water. P304+P340 IF INHALED: Remove person to fresh air and keep comfortable for breathing. P332+P317 Get emergency medical help. P333+P317 Get emergency medical help. P337+P317 If eye irritation persists: Get medical advice/attention. Get emergency medical help. P361+P364 Take off immediately all contaminated clothing and wash it before reuse. P362+P364 Take off contaminated clothing and wash it before reuse. P403+P233 Store in a well-ventilated place. Keep container tightly closed. P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.

Trade & Regulatory

HS Code29189990
UN Number2810
ADR Class6.1
Packing GroupIII
Storage Class10 - Combustible liquids
WGK (Germany)3

Other Names

2-(Methacryloyloxy)ethyl acetoacetate | Eastman AAEM | LONZAMON AAEMA | 6L3EW3HZF2 | 2-((2-Methyl-1-oxoallyl)oxy)ethyl acetoacetate | Butanoic acid3-oxo-2-[(2-methyl-1-oxo-2-propen-1-yl)oxy]ethyl ester | Acetoacetic acid2-hydroxyethyl ester methacrylate | AAEM

Related Products

Chemical Properties

CAS Number
21282-97-3
EC Number
244-311-1
Mol. Weight
214.21
HS Code
29189990

Industries

Documentation