Name | N,N'-Methylenebisacrylamide |
Synonyms | N,N'-MethyL enebisacryL N,N-Methylenebisa Bis or Bis Acrylamide N,N-Methylenebisacrylamide N,N'-Methylenebisacrylamide N,N'-Methylene bisacrylamide N,N'-Diacryloylmethylenediamine N,N'-Methylene-bis-(acrylamide) N,N'-Methylidenebis[acrylamide] ADENINE SULFATE HIGH PURITY GRADE N-[(Acryloylamino)methyl]acrylamide |
CAS | 110-26-9 |
EINECS | 203-750-9 |
InChI | InChI=1/C7H10N2O2/c1-4(6(8)10)3-5(2)7(9)11/h1-3H2,(H2,8,10)(H2,9,11) |
InChIKey | ZIUHHBKFKCYYJD-UHFFFAOYSA-N |
Molecular Formula | C7H10N2O2 |
Molar Mass | 154.17 |
Density | 1.235 |
Melting Point | >300°C(lit.) |
Boling Point | 277.52°C (rough estimate) |
Flash Point | 245.1°C |
Water Solubility | 0.01-0.1 g/100 mL at 18 ºC |
Solubility | H2O: 20mg/mL at20°C, clear, colorless |
Vapor Presure | 0-0.073Pa at 20-84.85℃ |
Vapor Density | 5.31 (vs air) |
Appearance | White crystal |
Color | White |
Odor | Odorless |
Maximum wavelength(λmax) | ['528nm(H2O)(lit.)'] |
BRN | 1706297 |
pKa | 13.07±0.46(Predicted) |
PH | >=5.0 (25g/l, H2O, 20℃) |
Storage Condition | 2-8°C |
Sensitive | Air & Light Sensitive |
Refractive Index | 1.4880 (estimate) |
MDL | MFCD00008625 |
Physical and Chemical Properties | Final crystalline traits, melting point 180-185 ℃, soluble in water |
Use | Used as photosensitive nylon and photosensitive plastic raw materials, building grouting materials, also used in photography, printing, plate making, etc; It can be used as an efficient crosslinking agent in the polymerization of acrylic acid and acrylamide. It is an oil field fracturing fluid, super absorbent resin, water plugging agent, concrete additive, alcohol soluble photosensitive nylon resin, paper?? An important additive in the synthesis of strong agent and water treatment flocculant. |
Risk Codes | R20/22 - Harmful by inhalation and if swallowed. R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. R36/37/38 - Irritating to eyes, respiratory system and skin. |
Safety Description | S22 - Do not breathe dust. S36/37 - Wear suitable protective clothing and gloves. S36 - Wear suitable protective clothing. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
UN IDs | UN 2811 |
WGK Germany | 2 |
RTECS | AS3678000 |
FLUKA BRAND F CODES | 8 |
TSCA | Yes |
HS Code | 29241900 |
Hazard Class | 6.1(b) |
Packing Group | III |
Toxicity | LD50 orally in Rabbit: 390 mg/kg |
Reference Show more | 1. Zhang Tingting, Gao Baojiao, Li Xiaojing. Preparation and Recognition Characteristics of Trichloroacetic Acid Anionic Surface Imprinted Materials [J]. Journal of Functional Polymer 2013 26(03):259-267. 2. Wang Boxiang, Liu Li Lu Yanhua et al. Effect of Interpenetrating Polymer Network Temperature Sensitive Gel on Liquid Moisture Transfer of Cotton Fabric [J]. Journal of Textile 2018 39(11):79-84. 3. Xu Rui Gao Bao Jiao Yang Qing. Preparation of Cationic CPDAC Gel Microspheres by Reversed Phase Suspension Polymerization and Their Adsorption Properties for Water Pollution Compounds [J]. Journal of Process Engineering 2014 14(004):671-676. 4. Shi Nan, Gao Baojiao, Chen Tao. Preparation of Bovine Serum Albumin Molecular Surface Imprinted Materials and Study on Macromolecular Recognition Characteristics [J]. Acta Polymer Sinica, 2014(12):1678-1686. 5. Chen Tao, Shi Nan, Men Jiying, et al. Preparation of trypsin molecular surface imprinted materials and their macromolecular recognition characteristics [J]. Journal of Process Engineering, 2016. 6. Liu Jiao, Qu Chongzheng, Xie Pingjin, Ye Dalin, Luo Zhen, Liang Zhenghui, Tao Jing, Jiang Ganghui. Changes of Toll-like receptor 4/myeloid differentiation factor 88 signal transduction pathway in knee osteoarthritis model rats after massage treatment [J]. China Tissue Engineering Research, 2019,23(19):3019-3024. 7. Men Jiying, Gao Baojiao, Tang Zhixue, et al. Preparation and in vitro release properties of theophylline molecularly imprinted microspheres [J]. Journal of Functional Polymer, 2014, 27(004):372-378. 8. Cheng Wei, Gao Baojiao, Shi Xuejun, et al.. Preparation of surface imprinted materials for antiaphidb molecules by surface-initiated graft polymerization and study on their molecular recognition and binding characteristics [J]. Acta Polymers Sinica, 2013(007):934-942. 9. Zhang Tingting, Gao Baojiao, Li Xiaojing, et al. Design and preparation of surface imprinted materials for acid dyes and study on their molecular recognition characteristics [J]. Chemical Bulletin, 2014, 77(012):1189-1195. 10. Chen Tao, menjiying, Gao baojiao. preparation of high performance trypsin molecular surface imprinted materials and study on their macromolecular recognition characteristics [J]. chemical research and application, 2016. 11. Baojiao Gao, Jian Meng, Yang Xu, Yongqi Zhang, Preparation of Fe(III) ion surface-imprinted material for removing Fe(III) impurity from lanthanide ion solutions, journal of Industrial and Engineering Chemistry, Volume 24, 2015, Pages 351-358, ISSN 1226-086 12. Yu Zhang, Zhihai Xie, Xiaoxiao Teng, Jin Fan. (2016) Synthesis of molecularly imprinted polymer nanoparticles for the fast and highly selective adsorption of sunset yellow. Journal of Separation Science 39:8, pages 1559-1566. https://doi.org/10.1080/014963 13. Li, L., Li, Z. & Jia, L. Molecularly imprinted polymer functionalized silica nanoparticles for enantioseparation of racemic tryptophan in aqueous solution. Microchim Acta 187,451 (2020). https://doi.org/10.1007/s00604-020-04441-1 14. Gao, Baojiao, et al. "Designing and preparing of acid dye surface-imprinted material for effective removal of acid eyes from water." Journal of Environmental Chemical Engineering 3.1 (2015): 277-285.https:// doi.org/10.1016/j.je. 2014.10.017 15. [IF=6.165] Yang Wang et al."Synthesis of Fe3O4@SiO2-PHEMA via redox of H2O2 and Fe2 for efficient removal of Cu2 from aqueous solution."J Mol Liq. 2019 Dec;296:111865 16. [IF=5.833] Li Ling et al."Molecularly imprinted polymer functionalized silica nanoparticles for enantioseparation of racemic tryptophan in aqueous solution."Microchim Acta. 2020 Aug;187(8):1-7 17. [IF=4.329] Hongping Li et al."Water-Preserving and Salt-Resistant Slow-Release Fertilizers of Polyacrylic Acid-Potassium Humate Coated Ammonium Dihydrogen Phosphate."Polymers-Basel. 2021 Jan;13(17):2844 18. [IF=3.935] Chen Guoning et al."A surfactant-mediated sol-gel method for the preparation of molecularly imprinted polymers and its application in a biomimetic immunoassay for the detection of protein."J Pharmaceut Biomed. 2020 Oct;190:113511 19. [IF=3.512] Jing Chen et al."Preparation of a Hydrogel-Based Adsorbent for Metal Ions through High Internal Phase Emulsion Polymerization."Acs Omega. 2020;5(32):19920-19927 |
white or light yellow powder crystals. Melting point 184 ℃ (decomposition), relative density 1. 352 (30 ℃). Soluble in water, but also soluble in ethanol, acetone and other organic solvents.
This product and acrylamide copolymer can be made into oil field fracturing fluid, and a monomer copolymerization to prepare insoluble resin, can be used as water plugging grouting material. It can also be used as a cross-linking agent. The application of photosensitive materials, water-absorbing materials, optical fiber cable coating and biotechnology is being developed abroad, but the application in this field in China needs to be further developed. In addition, this product is also used in medical, cosmetics, paper processing, coatings, adhesives and other aspects.
pH indicator color change ph range | >5 |
LogP | -1.52--0.08 at 24-25℃ and pH4-10 |
surface tension | 70.2-70.3mN/m at 1g/L and 20 ℃ |
NIST chemical information | Information provided by: webbook.nist.gov (external link) |
EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
introduction | N-N '-methylene bisacrylamide is an amine organic substance and is widely used as a chemical reagent. It is used in the textile industry to produce thickeners and adhesives, and in the production of plugging agents in petroleum exploration. It is also widely used in many fields such as leather chemical industry and printing. It is a cross-linking agent with stable quality, high purity and good performance in the market. It belongs to acrylamide thickeners and adhesives. |
methylene bisacrylamide | N,N'-methylene bisacrylamide (methylene bisacrylamide) can be used as a crosslinking agent for preparing polyacrylamide gels, Separation of biopolymer compounds (proteins, peptides, nucleic acids). It has a substituent acrylamide, so it has a certain degree of toxicity. It can slightly irritate the eyes, skin and mucous membranes and affect the central nervous system. Should avoid direct contact with the human body for a long time, do not inhale powder, accidentally touch the application of clean water wash. |
Preparation method | A preparation method of N-N-methylene bisacrylamide, the preparation method steps are:(1). Add 245kg of water into the reaction kettle, start stirring, and heat to 70 ℃;(2). Then 75kg of acrylamide and 105kg of formaldehyde are added, and the polymerization inhibitor p-hydroxyanisole is added at the same time. The addition amount is 100 ~ 500ppm, and the reaction is fully carried out by stirring at 40 ℃ for 1 hour. (3). Then add 75kg of acrylamide and 45kg of catalyst hydrochloric acid, heat to 70 ℃ under stirring, react for 2 hours, and cool for 48 hours. (4). Filter out the product and dry it at 80 ℃ to obtain N-N '-methylene bisacrylamide finished product. |
Uses | Used as an important material for separating amino acids and an important raw material for photosensitive nylon or photosensitive plastics It can be used as a plugging agent in oilfield drilling operations and construction grouting operations, and can also be used as a crosslinking agent in the synthesis of acrylic resin and adhesives Used as a photosensitive nylon and photosensitive plastic raw materials, and building grouting materials, also used in photography, printing, plate making, etc. Used to mix with acrylamide to prepare polyacrylamide gel, used in protein and nucleic acid electrophoresis. N,N′-Methylenebis(acrylamide) |
production method |