7659-36-1

Basic information

• Product Name: 2-aminoethylmethacrylate
• Synonyms: 2-aminoethylmethacrylate;2-Methylpropenoic acid 2-aminoethyl ester;2-Propenoic acid, 2-methyl-, 2-aminoethyl ester;Aem;2-aminoethyl 2-methylprop-2-enoate
• CAS NO: 7659-36-1
• Molecular Formula: C₆H₁₁NO₂
• Molecular Weight: 129.157
• Mol File: 7659-36-1.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 192.1°Cat760mmHg
• Flash Point: 63.5°C
• Appearance: /
• Density: 0.996g/cm³
• PKA: 7.52±0.10(Predicted)
• CAS DataBase Reference: 2-aminoethylmethacrylate(CAS DataBase Reference)
• NIST Chemistry Reference: 2-aminoethylmethacrylate(7659-36-1)
• EPA Substance Registry System: 2-aminoethylmethacrylate(7659-36-1)

Safety Data

• Hazardous Substances Data: 7659-36-1(Hazardous Substances Data)

Usage

Uses

Used in Polymer Production:
2-Aminoethylmethacrylate is used as a monomer in the production of polymers for its ability to form co-polymers with other monomers, enhancing the properties of the resulting polymers.
Used in Organic Synthesis:
It serves as a reagent in organic synthesis, contributing to the creation of various functional materials due to its reactive groups.
Used in Adhesives, Coatings, and Resins:
2-Aminoethylmethacrylate is used as a crosslinking agent in the production of adhesives, coatings, and resins, improving their mechanical properties and durability.
Used in Biomedical Applications:
In the biomedical field, 2-Aminoethylmethacrylate is used as a component in the production of hydrogels for drug delivery and tissue engineering, taking advantage of its biocompatibility and ability to form hydrogels with specific properties.
Used in the Synthesis of Functional Materials:
Its unique chemical structure makes 2-Aminoethylmethacrylate a valuable building block in the synthesis of a variety of functional materials, including those with specific chemical or physical properties tailored for various applications.

Upstream product

• 79-41-4 poly(methacrylic acid) 
• 141-43-5 ethanolamine 
• 2420-94-2 2-aminoethylmethacrylate hydrochloride 
• 145572-12-9 4-(chlorosulfonyl)-2,3,5,6-tetrafluorobenzoyl chloride 
• 920-46-7 Methacryloyl chloride 
• 1269794-12-8 C₂₂H₂₇N₃O₁₀ 
• 1269794-14-0 2-((1-(4-(4-(2-(methacryloyloxy)ethylcarbamoyloxy)butoxy)-5-methoxy-2-nitro-phenyl)ethoxy)carbonylamino)ethyl methacrylate 
• 2002-24-6 2-amino-ethanol hydrochloride 

Downstream Products

• 498555-04-7 D-gluconoamidoethyl methacrylate 
• 1112265-71-0 biotinyl-2-aminoethyl methacrylate 
• 955017-92-2 bis(2-aminoethylmethacrylate)diethylenetriamine pentaacetic acid 
• 30674-80-7 2-Isocyanatoethyl methacrylate 

Relevant articles and documents

Simultaneous measurement of fluorescence, conversion and physical/mechanical properties for monitoring bulk and localized photopolymerization reactions in heterogeneous systems

An FT-NIR spectrometer, rheometer and fluorescence spectrophotometer were coupled for the real-time monitoring of polymerization reactions, allowing the simultaneous tracking of polymerization kinetics, storage modulus as well as fluorescence. In this study, a methacrylate functionalized dansyl chromophore (DANSMA) was synthesized and two different nanogels were made from urethane dimethacrylate and isobornyl methacrylate. Two series of resin formulations were prepared using the DANSMA probe, ethoxylated bisphenol A dimethacrylate as the matrix monomer, Irgacure 651 as the initiator and the dispersed, monomer-swollen nanogels to give clear UV-curable resins. Placement of the fluorescent probe either throughout the resin or linked into the nanogel before its dispersion in the matrix provides a tool to study how the nanogel structure affects local network development by means of fluorescence from the DANSMA probe. We demonstrate the potential of this new technique using a composite as the two phase system (resin and polymerizable nanogel) including a dansyl derivative as a polymerizable probe to follow the reactions that are taking places in both phases.

Prodendronic polyamines from stable or labile methacrylates obtained by selective Michael addition onto asymmetric diacrylic compounds

A new synthetic strategy for the preparation of methacrylic monomers and polymers carrying acyl β-amino groups is presented. The approach is based on the Michael addition of aliphatic amines onto asymmetric acrylic/methacrylic compounds, reacting the amine highly selectively with the acrylic unit while leaving the methacrylic moiety unreacted. The corresponding polymers are then obtained by conventional radical polymerization. The use of N,N,N,N- tetraethyldiethylenetriamine (TEDETA) as the secondary amine leads to TEDETA moieties supported on polymeric chains. The new aminopolymers are sensitive to pH and to temperature exhibiting a lower critical solution temperature of between 50 and 90 C. A further interesting feature of the new approach is that the stability toward hydrolysis of the side β-amino acyl compounds was found to be dependent on whether an acrylamide or an acrylate is employed as the acrylic group of the asymmetric starting material. The esters exhibit an enhanced sensitivity to hydrolysis, compared to standard aliphatic esters, and decompose releasing a derivative of the amine precursor, within hours or weeks, depending on the pH and temperature conditions. The use of the amides leads to stable polymers when the same experimental conditions are applied. The novel dendronic polyamines have been proven to interact with DNA and to transfect cells with efficiency close to that obtained with polyethyleneimine vectors used as positive controls.

Antibacterial agent for shampoo and preparation method thereof

The invention discloses an antibacterial agent for shampoo and a preparation method thereof. The preparation method comprises the following steps: reacting carboxymethyl chitosan and a silicone oil base solution under the action of dicyclohexylcarbodiimide and 4-dimethylaminopyridine, so that carboxyl of the carboxymethyl chitosan reacts with amino at one end of a molecular chain of the silicone oil base solution, and carboxymethyl chitosan molecules are connected with silicone oil base solution molecules and further react with an aminoethyl methacrylate quaternary ammonium salt; and reactinghydrogen on the molecular chain of the silicone oil base solution with double bonds of the aminoethyl methacrylate quaternary ammonium salt, so that aminoethyl methacrylate quaternary ammonium salt molecules are fixed on the molecular chain of the silicone oil base solution and further react with an intermediate 6, and amino on the intermediate 6 is condensed with partial carboxyl of the carboxymethyl chitosan, and as a result, the antibacterial agent is prepared. The antibacterial agent has an excellent antibacterial effect and is capable of inhibiting generation of dandruff.

Non-ionic photo-acid generating polymers for resist applications

Photo-acid generating vinyl polymerizable monomers (PAG monomers) were prepared comprising sulfonate ester groups of N-hydroxide imides. The photo-acid generating portion of the PAG monomer is linked to a polymerizable portion of the monomer by an amide linking group. Photo-acid generating polymers (PAG polymers) of the PAG monomers show high sensitivity to extreme ultraviolet radiation (13.5 nm) and much less sensitivity to far ultraviolet wavelengths (193 nm, 248 nm). The PAG polymers also exhibit thermal and chemical amplification properties useful for forming high resolution positive tone or negative tone lithographic resist patterns.

Phenylboronate-diol crosslinked glycopolymeric nanocarriers for insulin delivery at physiological pH

Research into polymers with glucose-sensitivity in physiological conditions has expanded recently due to their therapeutic potential in diabetes. Herein, to explore the glucose-responsive properties of a new polymer under physiological conditions, we synthesized an amphiphilic block glycopolymer based on phenylboronic acid and a carbohydrate, which was named poly(d- gluconamidoethyl methacrylate-block-3-acrylamidophenylboronic acid) (p(AAPBA-b-GAMA)). Based on the cross-linking between the diol groups of the carbohydrates and phenylboronic acid, the glycopolymers self-assembled to form nanoparticles (NPs). The glucose-sensitivity was revealed by the swelling behavior of the NPs at different glucose concentrations and was found to be dependent on the glucose level. The morphology of the NPs revealed by transmission electron microscopy showed that the NPs were spherical in shape with good dispersity. The cell viability of the NPs investigated by MTT assay was more than 90%, indicating that the glycopolymers had good cytocompatibility. Insulin could be loaded onto the glycopolymer NPs with high efficiency (up to 10%), and insulin release increased with enhancement of the glucose level in the medium. Such a glucose-responsive glycopolymer is an excellent candidate that holds great potential in the treatment of diabetes.

OLIGOFLUORINATED CROSS-LINKED POLYMERS AND USES THEREOF

The invention features oligofluorinated cross-linked polymers and their use in the manufacture of articles and coating surfaces.

Photo-sensitive PMMA microgels: Light-triggered swelling and degradation

Two classes (type A and type B) of novel photolabile divinyl functionalized crosslinkers based on o-nitrobenzyl derivatives were synthesized and investigated with regard to their photolytic performance upon UV irradiation. The systematic variation of the molecular structure resulted in different degradation rates depending on the irradiation conditions. Thus, the successive and independent cleavage is enabled by either adjusting the applied wavelengths or irradiation times. The respective molecules were used to build up photodegradable PMMA microgels by free radical copolymerization with MMA in a miniemulsion polymerization process. UV light-induced degradation of the swollen microgels was monitored by time dependent turbidity measurements and the resulting kinetics were found to correlate with the photolysis rates of the respective crosslinkers in solution. The irradiation wavelength-controlled selective partial cleavage of type B crosslinking points was achieved by UV irradiation with λ > 315 nm and resulted in particles with extensively increased volumes consisting of highly swollen networks. In addition, the irradiation time-controlled selective complete degradation of particles containing type B crosslinkers was accomplished. By using broadband UV light containing wavelengths of λ 315 nm, the successive complete particle disintegration of type B and type A microgels was observed. Hence, the specific performance of the synthesized microgels can be precisely triggered by means of the used UV light wavelengths, doses and intensities, thus representing a great potential as new light-responsive nanoscaled materials.

Dual stimuli-responsive poly(2-hydroxyethyl methacrylate-co-methacrylic acid) microgels based on photo-cleavable cross-linkers: PH-dependent swelling and light-induced degradation

Dual stimuli-responsive p(HEMA-co-MAA) microgels were prepared in a facile way by inverse miniemulsion copolymerization of 2-hydroxyethyl methacrylate (HEMA) with methacrylic acid (MAA) and two kinds of newly synthesized photodegradable cross-linkers. The pH-dependent swelling behavior induced by the protonation/deprotonation of the methacrylic acid groups in the network-forming polymer was investigated by means of the particle volume change as determined by DLS measurements. Photolytic degradation experiments were conducted by irradiation with UV light which led to particle disintegration caused by cleavage of the photolabile cross-linking points. The degradation behavior of the microgels was investigated with respect to degradation rates and changes in the degree of swelling. Those parameters were found to depend on the pH value of the solvent, the light intensities, and the irradiation wavelengths applied. For similar conditions, the degradation profile was demonstrated to strongly depend not only on the molecular structure of the cross-linking molecule but also on the molecular weight of the network-forming copolymers. The particular combination of the stimuli described is designed as a new strategy to two different swelling/degradation profiles. This dual stimuli-responsiveness was shown to enable the efficient loading and subsequent release of myoglobin as a model protein. Here a slow diffusion controlled release (induced by changes of the pH) was combined with a fast degradation controlled (induced by irradiation) on-demand release. This novel two-step release profile is proposed to bear great potential for delivery applications.

Direct synthesis and aqueous solution properties of well-defined cyclic sugar methacrylate polymers

The direct synthesis and aqueous solution properties of well-defined cyclic sugar methacrylate polymers were presented. The first step in the sugar monomer synthesis involved the preparation of lactobionolactone from lactobionic acid. The residual copper contents of the purified sugar polymers were determined by inductively coupled plasma atomic emission spectroscopy.