HEMA

HEMA

HEMA (also known as glycol methacrylate) is the organic compound with the chemical formula H2CdC(CH3)CO2CH2CH2OH. 
HEMA is a colorless viscous liquid that readily polymerizes. 
HEMA (Hydroxyethylmethacrylate) is a monomer that is used to make various polymers.

CAS: 868-77-9
European Community (EC) Number: 212-782-2

IUPAC Name: 2-hydroxyethyl 2-methylprop-2-enoate

Molecular Formula: C6H10O3
Molecular Weight: 130.14 g/mol

HEMA (Hydroxyethylmethacrylate) is an enoate ester that is the monomethacryloyl derivative of ethylene glycol. 
HEMA (Hydroxyethylmethacrylate) has a role as a polymerisation monomer and an allergen. 
HEMA (Hydroxyethylmethacrylate) is functionally related to an ethylene glycol and a methacrylic acid.

HEMA (Hydroxyethylmethacrylate) is a hydroxyester compound and a resin monomer used in desensitizing dentin. 
By applying HEMA (Hydroxyethylmethacrylate) locally to sensitive teeth, sensitive areas in the teeth get sealed and block the dentinal tubules at the dentin surface from stimuli that cause pain. 
This prevents excitation of the tooth nerve and relieves pain caused by tooth hypersensitivity.

HEMA (Hydroxyethylmethacrylate) is an ester of Methacrylic acid and is used as a raw material component in the synthesis of polymers. 
HEMA (Hydroxyethylmethacrylate) forms a homopolymer and copolymers. 
Copolymers of HEMA (Hydroxyethylmethacrylate) can be prepared with (meth)acrylic acid and its salts, amides, and esters, as well as (meth)acrylates, acrylonitrile, maleic acid esters, vinyl acetate, vinyl chloride, vinylidene chloride, styrene, butadiene, and other monomers.

HEMA (Hydroxyethylmethacrylate), easily entering into the reaction of accession with a wide range of organic and inorganic substances, is used for the synthesis of organic low molecular weight substances.

Hydroxyethyl methacrylate (HEMA). 
HEMA (Hydroxyethylmethacrylate) is a clear, colourless liquid with a characteristic odour. 
HEMA (Hydroxyethylmethacrylate) is an ester of methacrylic acid. 
HEMA (Hydroxyethylmethacrylate) easily dissolves in water, relatively low volatility, non-toxic and non-yellowing.

HEMA (Hydroxyethylmethacrylate) copolymerizes readily with a wide variety of monomers, and the added hydroxyl groups improve adhesion to surfaces, incorporate cross-linking sites, and impart corrosion, fogging, and abrasion resistance, as well as contribute to low odour, colour, and volatility.

HEMA (Hydroxyethylmethacrylate) is used in the manufacture of acrylic polymers for adhesives, printing inks, coatings and metal applications. 
HEMA (Hydroxyethylmethacrylate) is also widely used as reactive diluent and alternative to styrene in unsatured polyester (UPR).

HEMA (Hydroxyethylmethacrylate) is perhaps the most widely studied and used neutral hydrophilic monomer. 
The monomer is soluble, its homopolymer is water-insoluble but plasticized and swollen in water. 
This monomer is the basis for many hydrogel products such as soft contact lenses, as well as polymer binders for controlled drug release, absorbents for body fluids and lubricious coatings. 
As a co-monomer with other ester monomers, HEMA can be used to control hydrophobicity or introduce reactive sites.

HEMA (Hydroxyethylmethacrylate) is an ester of methacrylic acid, soluble in water and has relatively low volatility. 
HEMA (Hydroxyethylmethacrylate) copolymerizes easily with a variety of monomers, incorporates cross-link sites, imparts corrosion, fogging and abrasion resistance, and the hydroxyl group improves adhesion. 
HEMA (Hydroxyethylmethacrylate) is also a key raw material for acrylic polyols.

HEMA (Hydroxyethylmethacrylate) is mainly used for hot curing acrylic coating, UV-curable acrylic materials, photosensitive coating, water soluble plating coating, adhesive, textile treatment agent, ester polymer, modifier polymer, and stem acid water reducing agent, etc.

HEMA (Hydroxyethylmethacrylate) Preparation of thermosetting acrylic coatings modified with styrene-butadiene rubber latex for agent.
Acrylic modified polyurethane coating, water-soluble plating coating adhesives, fiber finishing agents, paper coatings, photosensitive substances such as paints and PVC resin modifier with various resin, a wide range of uses.

Experimental Properties

Physical Description: Liquid
Color / Form: Clear mobile liquid
Boiling Point: 67 °C at 3.5 mm Hg
Melting Point: -12 °C
Flash Point: 97 °C (closed cup)
Solubility: Miscible with water and soluble in common org solvents
Density: 1.034 at 25 °C/4 °C
Vapor Density: 
Relative vapor density (air = 1): 4.5
Vapor Pressure: 0.12 [mmHg]
Viscosity: 8.4 mm²/s at 20 °C
Refractive Index: 
Index of refraction: 1.4515 @ 20 °C/D

Synthesis
HEMA (Hydroxyethylmethacrylate) was first synthesized around 1925. 
Common methods of synthesis are:

- reaction of methacrylic acid with ethylene oxide;
- esterification of methacrylic acid with a large excess of ethylene glycol.

Both these methods give also some amount of ethylene glycol dimethacrylate. 
During polymerization of hydroxyethylmethacrylate, it works as crosslinking agent.

HEMA (Hydroxyethylmethacrylate) is extensively applied in manufacturing the hydroxyl acrylic resin with active group and the disposition of coating industry and epoxy resin, diisocyanate and melamino-formaldehyde resin for the production of two component coatings and the function of washing additive of lubricating oil in oil production industry.

-- HEMA (Hydroxyethylmethacrylate) is used for resin and coating modification;
-- HEMA (Hydroxyethylmethacrylate) is add to the limousine paint,which keep bright luster in long time;
-- HEMA (Hydroxyethylmethacrylate) also can be used as a synthetic fabric adhesive and medical polymer monomer;
-- HEMA (Hydroxyethylmethacrylate) is used in the manufacture of paint, car paint and primer with resin;
-- HEMA (Hydroxyethylmethacrylate) can also be used in light polymer , playing board, printing ink, gel (contact lenses) and tinned material coating, etc;
-- HEMA (Hydroxyethylmethacrylate) in Plastics industry is used in the manufacture of active hydroxyl acrylic resin,etc.

Properties
HEMA (Hydroxyethylmethacrylate) is completely miscible with water and ethanol, but its polymer is practically insoluble in common solvents. 
HEMA (Hydroxyethylmethacrylate)'s viscosity is 0.0701 Pa⋅s at 20°C[6] and 0.005 Pa⋅s at 30°C.
During polymerization, HEMA (Hydroxyethylmethacrylate) shrinks by approximately 6%.

Features & Benefits:

- Chemical resistance
- Hydraulic stability
- Flexibility
- Impact resistance
- Adhesion
- Weatherability

Applications areas:
HEMA (Hydroxyethylmethacrylate) is used in the preparation of solid polymers, acrylic dispersions, and polymer solutions, which are used in various industries.

HEMA (Hydroxyethylmethacrylate) is applied in the production of:

- Coating Resins
- Automotive coatings
- Architectural coatings
- Paper coatings
- Industrial coatings
- Plastics
- Hygiene products
- Adhesives & Sealants
- Textile finishes
- Printing inks
- Contact lens
- Modifiers
- Photosensitive materials
- Additives for oil production and transportation

Applications
Contact lenses
In 1960, O. Wichterle and D. Lím described its use in synthesis of hydrophilic crosslinked networks, and these results had great importance for manufacture of soft contact lenses.
Polyhydroxyethylmethacrylate is hydrophilic: it is capable of absorbing from 10 to 600% water relative to the dry weight. 
Because of this property, it was one of the first materials to be used in the manufacture of soft contact lenses.

Use in 3D printing
HEMA (Hydroxyethylmethacrylate) lends itself well to applications in 3D printing as it cures quickly at room temperature when exposed to UV light in the presence of photoinitiators. 
HEMA (Hydroxyethylmethacrylate) may be used as a monomeric matrix in which 40nm silica particles are suspended for 3D glass printing.
When combined with a suitable blowing agent such as BOC anhydride it forms a foaming resin which expands when heated.

Other
In electron microscopy, later in light microscopy, HEMA (Hydroxyethylmethacrylate) serves as an embedding medium.

When treated with polyisocyanates, polyhydroxyethylmethacrylate makes a crosslinked polymer, an acrylic resin, that is a useful component in some paints.

Functions:

- Abrasion Resistance
- Adhesion
- Cross-linker
- Low Color
- Low Odor
- Low Volatility
- Scratch Resistance

Applications:

- Adhesives
- Adhesives-PSA
- Automotive coatings
- Coatings for Plastics
- Emulsion Polymers
- Metal Coatings
- Radiation Cure
- Resins

Storage & Handling:
To prevent polymerization, HEMA (Hydroxyethylmethacrylate) should always be stored in air, and never under inert gases. 
For the stabilizer to work effectively, oxygen is required. 
HEMA (Hydroxyethylmethacrylate) must contain a stabilizer. 
Storage temperature should not exceed 35 °C. 
Under these conditions, the storage stability of one year can be expected. 
To minimize the likelihood of congestion, the storage procedure should strictly follow the principle of “first come, first come”. 
For a long shelf life of more than 4 weeks, it is advisable to replenish the oxygen content. 
Over time, the content of ethylene glycol diacrylate slowly increases. 
If this component is relevant to your process, HEMA (Hydroxyethylmethacrylate) should be used within 12 months of receipt. 
The preferred material for tanks and pipes is stainless steel. 
Carbon steel is also used, although rust formation may occur, which will lead to a problem with product quality (color). 
Iron (III) -ion has been shown to be a weak initiator of polymerization. 
If carbon steel is to be used, special treatment should be used to prepare the tank for use. 
Storage tanks, pumps, and pipes must be earthed.

SYNONYMS:

2-HYDROXYETHYL METHACRYLATE
868-77-9
Glycol methacrylate
Hydroxyethyl methacrylate
Glycol monomethacrylate
Ethylene glycol methacrylate
2-Hydroxyethylmethacrylate
2-(Methacryloyloxy)ethanol
HEMA
2-hydroxyethyl 2-methylprop-2-enoate
Mhoromer
Methacrylic acid, 2-hydroxyethyl ester
Monomer MG-1
Ethylene glycol monomethacrylate
(hydroxyethyl)methacrylate
beta-Hydroxyethyl methacrylate
NSC 24180
2-Hydroxyethyl 2-methylacrylate
2-Propenoic acid, 2-methyl-, 2-hydroxyethyl ester
PHEMA
CCRIS 6879
CHEBI:34288
Ethylene glycol, monomethacrylate
HSDB 5442
12676-48-1
EINECS 212-782-2
UNII-6E1I4IV47V
BRN 1071583
Monomethacrylic ether of ethylene glycol
6E1I4IV47V
DTXSID7022128
PEG-MA
1,2-Ethanediol mono(2-methyl)-2-propenoate
NSC-24180
2-hydroxyethylmethylacrylate
DTXCID202128
.beta.-Hydroxyethyl methacrylate
2-hydroxyethylmethacrylate (hema)
EC 212-782-2
4-02-00-01530 (Beilstein Handbook Reference)
NSC24180
2-Hydroxyethyl methacrylate (HEMA)
MFCD00002863
MFCD00081879
2-Hydroxyethyl Methacrylate (stabilized with MEHQ)
Bisomer HEMA
2-Hydroxyethyl methacrylate,ophthalmic grade
hydroxyethylmethacrylate
1,2-Ethanediol mono(2-methylpropenoate)
hydroxyehtyl methacrylate
hydroxylethyl methacrylate
HEMA [INCI]
2-hydroxyetyl methacrylate
2-HEMA
Epitope ID:117123
2-hydroxylethyl methacrylate
2-hydroxyethyl(methacrylate)
SCHEMBL14886
WLN: Q2OVY1&U1
2-methacryloyloxyethyl alcohol
ethyleneglycol monomethacrylate
BIDD:ER0648
CHEMBL1730239
CHEBI:53709
2-Hydroxyethyl methacrylate, 98%
2-Hydroxyethyl 2-methylacrylate #
Tox21_200415
AKOS015899920
Methacrylic Acid 2-Hydroxyethyl Ester
CS-W013439
DS-9647
HY-W012723
NCGC00166101-01
NCGC00166101-02
NCGC00257969-01
CAS-868-77-9
PD167321
SY279104
2-HYDROXYETHYL METHACRYLATE [HSDB]
2-Hydroxyethyl methacrylate,low acid grade
1,2-Ethanediol, mono(2-methyl)-2-propenyl
2-HYDROXYETHYL METHACRYLATE [WHO-DD]
FT-0628271
M0085
NS00008941
EN300-98188
D70640
2-Hydroxyethyl methacrylate(hema),technical grade
2-Methyl-2-propenoic acid, 2-hydroxyethyl ester
Hydroxyethyl methacrylate(5.9cp(30 degrees c))
2-Propenoic acid, 2-methyl-,2-hydroxiethyl ester
A904584
Hydroxyethyl methacrylate(>200cp(25 degrees c))
Q424799
2-Hydroxyethyl Methacrylate, (stabilized with MEHQ)
J-509674
2-Hydroxyethyl Methacrylate, Stabilized with 250 ppm MEHQ
2-Hydroxyethyl methacrylate, embedding medium (for microscopy)
InChI=1/C6H10O3/c1-5(2)6(8)9-4-3-7/h7H,1,3-4H2,2H
2-Hydroxyethyl methacrylate, >=99%, contains <=50 ppm monomethyl ether hydroquinone as inhibitor
2-Hydroxyethyl methacrylate, contains <=250 ppm monomethyl ether hydroquinone as inhibitor, 97%