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FLOCRYL NMA
EC Number: 213-103-2
CAS Number: 924-42-5
IUPAC Name: N-(hydroxymethyl)prop-2-enamide
Boiling Point: 277 °C
Melting Point: 165 to 167 °F
Vapor Pressure: Pa at 25 °C: 0.03
FLOCRYL NMA is supplied as a 48% solution in water.
FLOCRYL NMAs reactivity is due to the presence in the molecule of both an unsaturated vinyl group and a hydroxymethyl group which can be reacted separately and/or independently simply by varying the reaction conditions.
FLOCRYL NMA can be used in the preparation of a wide range of polymers and copolymers.
The main is free radical polymerisation with other vinyl monomers such as acrylonitrile, acrylamide, acrylic and methacrylic esters, vinyl chloride, and styrene which leaves the hydroxymethyl group available.
Additionally, the double bond in FLOCRYL NMA can be reacted with both halogens and alcohols under alkaline conditions and with thiol in the presence of alcoholate.
The hydroxymethyl group has a tendency to undergo condensation or substitution reactions.
FLOCRYL NMA containing polymers can be crosslinked either with themselves or with other reactive monomers, by heating and/or by the presence of an acid catalyst.
When properly copolymerised, N-methylolacrylamide forms latices which have low viscosity and excellent shelf stability.
When the films, formed from these lattices, are cured, they develop excellent water resistance, organic solvent resistance, adhesion at high humidity and flexibility.
FLOCRYL NMA is a reactive monomer.
As with other such monomers, it must be stabilized to prevent polymerisation during shipping and storage.
FLOCRYL NMA can be safely handled if inhibited with cupric ions and oxygen, and if temperature, pH, and contamination are controlled.
Air is usually an adequate source of oxygen.
Oxygen:
Dissolved oxygen is necessary to inhibit polymerisation of FLOCRYLTM NMA.
The dissolved oxygen level together with the air present is quite adequate stabilization during storage.
Controlled intermittent air flow or continuous sparging at 0.09 Nm3/hr per m3 of N-methylolacrylamide (0.2 SCFM per thousand gallons) is sufficient for inhibition purposes.
Temperature:
FLOCRYL NMA should be controlled to between 0°C (32°F) and 30°C (86°F).
At temperatures below –10°C (14°F), N-methylolacrylamide will crystallize and separate from the solution.
Warming the product to 0°C (32°F) will re-dissolve the crystals.
In storage tanks, railcars and tank trucks, introduce tempered water (maximum temperature 40°C (104°F)) into the heating coils.
Packaged material should be moved to a warm environment until crystals are redissolved.
Do not apply steam to heating coils or direct heat to packaged material.
Hot spots must be avoided.
An air sparge should be employed, and agitation will increase the rate of dissolution.
At temperatures above 50°C (120°F), polymerisation could be initiated over time.
Storage tanks should include temperature monitoring and an independent temperature alarm system for early detection of polymerisation.
pH:
As supplied, FLOCRYL NMA has a pH of 6.0 to 7.0.
Any modification of the pH, above or below these specifications can reduce the stability significantly.
Periodic monitoring of pH is recommended and, if necessary, the pH should be adjusted with either dilute sodium hydroxide or dilute sulfuric acid, or any other appropriate acids or bases.
Contamination:
As with other reactive monomers, contamination of N-methylolacrylamide solutions with known initiators such as peroxides and azo compounds must be avoided.
Strong oxidizing agents such as persulfates can also initiate polymerisation of N-methylolacrylamide.
Reducing agents such as sulfites and bisulfites under certain conditions, can cause polymerisation.
FLOCRYL NMA is an ideal raw material for a wide variety of applications.
FLOCRYL NMA is especially suitable for the preparation of latex binders and of cross-linkable emulsion polymers used in :
-Adhesives
-Antistatic agents
-Chromatographic materials
-Catalysts
-Impregnation of non-woven fabrics
-Inks
-Paints
-Paper coatings
-Pasting agents
-Plastics
-Rubbers
-Soil grouting systems
-Textile finishes
-Thermoplastics resins
FLOCRYL NMA is a reactive monomer which can polymerise spontaneously with the possible generation of heat and pressure, in the presence of certain contaminants, or as a result of improper handling or storage.
As with any toxic or reactive material, thorough training of all employees is imperative.
Knowledge of the toxicological properties, strict provisions for safe handling procedures and appropriate storage and handling practices are necessary for ensuring the safe use of this monomer.
SYNONYMS:
monomethylolacrylamide
N-(hydroxymethyl)acrylamide
N-hydroxymethylacrylamide
N-MAM
N-methanolacrylamide
N-methylolacrylamide
N-(HYDROXYMETHYL)ACRYLAMIDE
N-Methylolacrylamide
924-42-5
N-Methylol Acrylamide
N-Methanolacrylamide
Methylolacrylamide
Monomethylolacrylamide
2-Propenamide, N-(hydroxymethyl)-
N-Hydroxymethyl acrylamide
Uramine T 80
Acrylamide, N-(hydroxymethyl)-
N-(hydroxymethyl)prop-2-enamide
N-(Hydroxymethyl)acrylamide SOLUTION
N-(Hydroxymethyl)-2-propenamide
NCI-C60333
N-MAM
NSC 553
UNII-W8W68JL80Q
Yuramin T 80
W8W68JL80Q
CHEBI:82492
Hydroxymethylacrylamide
MFCD00004597
N-Methyloacrylamide
CCRIS 2380
HSDB 4361
NM-AMD
EINECS 213-103-2
BRN 0506646
AI3-25447
EC 213-103-2
N-(hydroxymethyl) acrylamide
SCHEMBL25806
NSC553
CHEMBL1892361
DTXSID3020885
NSC-553
ZINC1555606
AKOS006222324
NCGC00163845-01
NCGC00163845-02
BS-17859
K686
FT-0720637
M0574
C19456
E78933
A844235
W-100289
Q26840808
N-(Hydroxymethyl)acrylamide solution, 48 wt. % in H2O
N-(Hydroxymethyl)acrylamide 100 microg/mL in Acetonitrile
