88-12-0
N-Vinyl-2-pyrrolidone
CAS: 88-12-0
Molecular Formula: C6H9NO
88-12-0 - Names and Identifiers
| Name | N-Vinyl-2-pyrrolidone |
| Synonyms | NVP Vinylpyrrolidone N-vinylpyrrolidone N-VINYLPYRROLIDONE N-VINYLBUTYROLACTAM N-Vinylbutyrolactam N-Vinyl-2-pyrrolidone N-VINYL-2-PYRROLIDONE N-Vinyl-2-pyrrolidinone N-VINYL-2-PYRROLIDINONE 1-Vinyl-2-pyrrolidinone 1-ethenyl-2-pyrrolidinon Vinylpyrrolidoneopticalgrade N-Vinyl-2-pyrrolidone, stabilized with Kerobit |
| CAS | 88-12-0 |
| EINECS | 201-800-4 |
| InChI | InChI=1/C6H9NO/c1-2-7-5-3-4-6(7)8/h2H,1,3-5H2 |
| InChIKey | WHNWPMSKXPGLAX-UHFFFAOYSA-N |
88-12-0 - Physico-chemical Properties
| Molecular Formula | C6H9NO |
| Molar Mass | 111.14 |
| Density | 1.04g/mLat 25°C(lit.) |
| Melting Point | 13-14 °C |
| Boling Point | 92-95°C11mm Hg(lit.) |
| Flash Point | 201°F |
| Water Solubility | miscible |
| Solubility | 52.1g/l soluble |
| Vapor Presure | 0.1 mm Hg ( 24 °C) |
| Vapor Density | 3.8 (vs air) |
| Appearance | Transparent liquid |
| Color | Clear colorless to yellow |
| Merck | 14,7697 |
| BRN | 110513 |
| pKa | -0.34±0.20(Predicted) |
| PH | 9-10 (100g/l, H2O, 20℃) |
| Storage Condition | Store below +30°C. |
| Stability | Stable. Incompatible with strong oxidizing agents. |
| Sensitive | Sensitive to light and heat |
| Explosive Limit | 1.4-10%(V) |
| Refractive Index | n20/D 1.512(lit.) |
| MDL | MFCD00003197 |
| Physical and Chemical Properties | Density 1.043 melting point 13-14°C boiling point 90-92°C (9.7513 mmHg) refractive index 1.5119-1.5139 flash point 95°C water-soluble miscible |
| Use | In cosmetics, washing products, medicine, photosensitive materials and other fields have a wide range of applications |
88-12-0 - Risk and Safety
| Hazard Symbols | Xn - Harmful |
| Risk Codes | R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. R37 - Irritating to the respiratory system R40 - Limited evidence of a carcinogenic effect R41 - Risk of serious damage to eyes R48/20 - |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. |
| UN IDs | UN 2810 6.1/PG 3 |
| WGK Germany | 1 |
| RTECS | UY6107000 |
| HS Code | 29337900 |
| Hazard Class | 6.1 |
| Packing Group | III |
| Toxicity | LD50 orally in Rabbit: 1022 mg/kg |
88-12-0 - Introduction
At room temperature is a colorless or light yellow transparent liquid with a slight smell. It is easily soluble in water and other organic solvents. It is active in chemical properties and easy to hydrolyze and polymerize. N-vinylpyrrolidone is also an organic solvent with extremely excellent performance. Explosion limit expl. lim. 10%, sensitive to light.
Last Update：2022-10-16 17:29:33
88-12-0 - Use
1. plastic this monomer can be added to the formula of UV curing coating to form a flexible and hard plastic film. Adding NVP to radiation medical formula can improve the elongation rate and viscosity of high-light and low-light coatings.
2. Wood enhances product performance, improves productivity and reduces the pressure on environmental pollution, which is the main motivation for the use of scattering coatings in the furniture industry. The addition of NVP to anti-ultraviolet coatings used in the wooden flooring industry can provide the physical properties of wax-free flooring.
3. UB and EB curing coatings used in papermaking or paperboard generally require lower viscosity and high reactivity. NVP meets these standards by improving fluidity and measurement level, and maintains good curing characteristics.
Last Update：2023-08-16 23:22:23
88-12-0 - Reference Information
| LogP | 0.4 at 25℃ |
| NIST chemical information | information provided by: webbook.nist.gov (external link) |
| (IARC) carcinogen classification | 3 (Vol. 19, Sup 7, 71) 1999 |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| Overview | N-vinylpyrrolidone (N-Vinyl-2-pyrrolidone) NVP, also known as 1-vinyl-2-pyrrolidone, n-vinyl-2-pyrrolidone. At room temperature is a colorless or light yellow smell of transparent liquid, soluble in water and other organic solvents. N-vinylpyrrolidone is widely used because it can increase various physical and chemical properties of products: in radiation medicine, wooden floor industry, paper or paperboard industry, packaging materials, the screen ink industry improves the physical properties of products through the use of NVP. |
| Application | N-vinylpyrrolidone is mainly used for the production of polyvinylpyrrolidone, which is widely used in medicine, in the fields of daily chemical and food industry. |
| preparation | A preparation process of N-vinylpyrrolidone, comprising the following steps: 1, preparation of dehydration catalyst the dehydration catalyst comprises Silver sulfate, sodium aluminosilicate, white carbon black, zeolite and multi-component oxides in a ratio of 0.5:5:3:5:10; Wherein, the multi-component oxide is a mixture of vanadium pentoxide and at least one of zirconium oxide, tin oxide, seven rhenium oxide, manganese dioxide; The multi-component oxide can be selected as vanadium pentoxide and zirconium oxide, vanadium pentoxide and tin oxide, A mixture of vanadium pentoxide and zirconium oxide and manganese dioxide. In this example, the multi-component oxide is selected as a mixture of vanadium pentoxide, zirconium oxide, tin oxide and rhenium heptaoxide, and the mixing ratio is 0.2:1:2:1. The preparation steps of the dehydration catalyst are as follows: Silver sulfate, zeolite and multiple oxides are mixed in accordance with the proportion, and then 1 times the volume of distilled water is added, and the pH value is adjusted to 6.5~7 with sulfuric acid and ammonia water, then add sodium aluminosilicate and white carbon black in proportion, heat and stir to make the solution homogeneous; Concentrate the solution to dryness under stirring in a water bath, 100 ~ The product was dried at 120 °c for 6-8H and then calcined at 400-450 °c for 3-5H. 2. Preparation of N-Hydroxyethyl pyrrolidone (NHP) 1) γ-butyrolactone, monoethanolamine and ammonia water were mixed at a molar ratio of 1.2:1:0.2 at 0.5MPa, the intermediate was prepared by reacting at 40 ℃ for 4H; 2) adding activated 0.1wt% molecular sieve and 0.1wt% diethylene glycol dimethyl ether, and raising the temperature to 180 ℃, dehydration reaction is carried out for 12h in the state of return; The molecular sieve is 10X molecular sieve or 13X molecular sieve, and the molecular sieve is 10X molecular sieve in this method; 3) vacuum distillation, vacuum degree is 0.095MPa, collect the fraction with boiling point of 210~216 ℃, the main component of the fraction is N-Hydroxyethyl pyrrolidone; 3, dehydration reaction of N-Hydroxyethyl pyrrolidone the fraction obtained in the preparation of N-Hydroxyethyl pyrrolidone is made into steam and mixed with alkaline gas, acetylene gas and nitrogen gas to obtain a gaseous raw material mixture, its mixing ratio is 1:0.5:0.1: 0.1; Let the gaseous raw material mixture pass through the fixed bed reactor packed with dehydration catalyst under the conditions of temperature 350 ℃, pressure 0.01MPa and gas phase space velocity 50~300h-1, the dehydration catalyst in the fixed-bed reactor was heated to 390 ° C., and after the dehydration reaction reached equilibrium, N-vinylpyrrolidone (NVP) product was discharged from the fixed-bed reactor. The alkaline gas is at least one of ammonia, methylamine, dimethylamine, trimethylamine, and ethylamine. The N-vinylpyrrolidone prepared by this method was analyzed by gas chromatography with γ-butyrolactone as internal standard and ethanol as solvent, NVP yield, wherein gas chromatography test conditions: TCD detector, stainless steel column, poly (diethylene glycol) succinate stationary liquid, nitrogen as carrier gas, silanized 102 white Carrier, gasification chamber temperature 280 ℃, the TCD detector temperature was 165 ° C., and the column temperature was 190 ° C. From the results of gas chromatography analysis, the conversion of NHP was 92.8%, the selectivity of NVP was 91.5%, and the yield of NVP was 85.6%. |
| detection method | a method for detecting N-vinylpyrrolidone, comprising the following steps: 1) sample solution and reference solution preparation of sample solution: weigh the sample in a glass bottle, grind into powder, add 5~15 times the weight of extractant, ultrasonic extraction 20~40min, after centrifugal separation, take the supernatant and filter to obtain the filtrate, ready for use; Reference solution: Take the N-vinylpyrrolidone reference, with the sample solution a weight times of the same extractant, shake, ready for use; 2) conditions for liquid chromatography column: SFC capillary column; Stationary phase: Octa-alkyl silane bonded silica gel packed column; Column temperature: 36-38 ℃, sample volume: 20-30 μl; Mobile phase: 5:3 in volume ratio: c2H3N-N2O-CH4O of 50 is mobile phase; Detection wavelength: 200 ~ 215nm; Constant pressure: 65.7 × 106Pa; Flow rate: 1~1.5/min; Detection point: FID,250 ℃; Gas supply: nitrogen; 3) measurement the control solution and the sample solution were taken respectively and injected into the liquid chromatograph for measurement. |
| Use | in cosmetics, washing products, medicine, photosensitive materials and other fields have a wide range of applications used for hair styling gel, pharmacy disinfectant, etc. |
| production method | prepared by the action of 2-pyrrolidone and acetylene under high pressure. |
| spontaneous combustion temperature | 685 ° F. |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 20:52:54
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