METHYLOLACRYLAMIDE
N-Methylol acrylamide
CAS: 924-42-5
Molecular Formula: C4H7NO2
METHYLOLACRYLAMIDE - Names and Identifiers
| Name | N-Methylol acrylamide |
| Synonyms | uraminet80 Yuramin T 80 METHYLOLACRYLAMIDE N-METHYLOLACRYLAMIDE N-Methylol acrylamide Methylolacrylamidesolution N-(HYDROXYMETHYL)ACRYLAMIDE N-(Hydroxymethyl)acrylamide n-(hydroxymethyl)-2-propenamide |
| CAS | 924-42-5 |
| EINECS | 213-103-2 |
| InChI | InChI=1/C4H7NO2/c1-3(2-6)4(5)7/h6H,1-2H2,(H2,5,7) |
| InChIKey | CNCOEDDPFOAUMB-UHFFFAOYSA-N |
METHYLOLACRYLAMIDE - Physico-chemical Properties
| Molecular Formula | C4H7NO2 |
| Molar Mass | 101.1 |
| Density | 1.082g/mLat 20°C |
| Melting Point | 74-75°C |
| Boling Point | 277°C(lit.) |
| Flash Point | 100°C |
| Water Solubility | <0.1 g/100 mL at 20.5 ºC |
| Solubility | Chloroform (Slightly), Methanol (Slightly) |
| Vapor Presure | 31 hPa (25 °C) |
| Appearance | Solid |
| Specific Gravity | 1.074 |
| Color | White to Off-White |
| BRN | 506646 |
| pKa | 13.25±0.10(Predicted) |
| PH | 6.0-7.0 (H2O, 20°C) |
| Storage Condition | Store at <= 20°C. |
| Stability | Light Sensitive, Moisture Sensitive |
| Sensitive | Sensitive to light |
| Refractive Index | n20/D 1.413 |
| MDL | MFCD00004597 |
| Physical and Chemical Properties | "character white powder, soluble in water or hydrophilic solvent, but insoluble in hydrocarbon halogenated hydrocarbon and other solvents, unstable in humid air or water, easy polymerization, when heated in the presence of acid in aqueous solution, it will rapidly polymerize into insoluble resin |
| Use | Can be used as a cross-linking agent, widely used in fiber modified resin, processing dyes, plastic adhesives, soil stabilizers, etc |
METHYLOLACRYLAMIDE - Risk and Safety
| Risk Codes | R22 - Harmful if swallowed R36/37/38 - Irritating to eyes, respiratory system and skin. R62 - Possible risk of impaired fertility R48/20/21/22 - R43 - May cause sensitization by skin contact R46 - May cause heritable genetic damage R45 - May cause cancer |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S36/37 - Wear suitable protective clothing and gloves. S53 - Avoid exposure - obtain special instructions before use. |
| UN IDs | 2810 |
| WGK Germany | 3 |
| RTECS | AS3600000 |
| HS Code | 29241990 |
| Hazard Class | 4.1 |
| Packing Group | III |
METHYLOLACRYLAMIDE - Introduction
This product is a self-bred active monomer. In the molecular structure, it has a dual and active functional group conjugated with hydroxyl groups. It is very soluble in water and alcohol, and is hardly soluble in chloroform and tetrachloride. Carbon, it is easy to self-polymerize and cross-link into insoluble resin in humid air, especially under acidic conditions.
Last Update：2022-10-16 17:30:12
METHYLOLACRYLAMIDE - Reference Information
| LogP | -1.81 at 20℃ and pH7 |
| (IARC) carcinogen classification | 3 (Vol. 60) 1994 |
| NIST chemical information | information provided by: webbook.nist.gov (external link) |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| Overview | N-methylol acrylamide because of its molecular structure contains two reactive groups, a polymerizable double bond and a condensable methylol Group, it therefore has the characteristics of a crosslinking agent monomer. The earliest synthetic method was to react acrylamide with formaldehyde to obtain crystalline N-methylolacrylamide. For example, foreign scholars use paraformaldehyde and acrylamide crystals, trichloroethylene as solvent, and metal sodium colloid as catalyst to produce N-hydroxymethyl acrylamide. After the reaction is finished, the system naturally divides into two phases. When the temperature is lowered to room temperature, N-methylolacrylamide precipitates in a large amount, and the N-methylolacrylamide product is obtained, but the obtained product needs to be recrystallized with acetone or ethyl acetate. |
| Application | N-methylol acrylamide has two active groups in its molecular structure, which are polymerizable double bonds and condensable methylol groups, therefore, it has the characteristics of crosslinking agent monomer and is widely used in the fields of fiber modification, resin processing, coatings, plastics, adhesives, oil field additives and soil amendments. In addition, it can also be polymerized with a variety of monomers in an aqueous system to prepare a polymer with excellent performance, which is a fine chemical widely used at present. Foreign research and application of this technology is relatively mature, the domestic application is still very limited, many applications still need further research and development, N-methylol acrylamide can also play a greater potential and value. |
| preparation | (1), acrylamide is added to the reaction kettle filled with solvent acetone, raise the temperature to 42~45 ℃;(2), add the catalyst sodium methoxide, adjust the pH value of the reaction solution to 8.88;(3), add formaldehyde, adjust the pH value of the reaction solution to 8.5, the reaction was carried out at a constant temperature for 1 hour;(4) phthalic acid was added to adjust the pH of the reaction solution to 7.2;(5) the reaction solution was cooled, crystallized and filtered to obtain the finished N-methylolacrylamide. |
| Use | the product molecule has double bond conjugated with carbonyl and reactive hydroxymethyl, it is a widely used cross-linking monomer for fiber modification, resin processing, adhesives and paper, leather, metal surface treatment agents, but also for soil amendments. The oral LD50 of male mice was 420mg/kg. it can be used as crosslinking agent, widely used in fiber modification resin, processing dye, plastic adhesive, soil stabilizer, etc. Organic synthetic monomer can be used to prepare a variety of copolymers. |
| production method | under weak alkaline conditions, acrylamide is prepared by reacting with 37% formaldehyde in water. |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-10 22:29:15
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