N-phenylmaleimide - H2O≤0.1% , CAS No.941-69-5

CAS: 941-69-5 Cat. No.: N758214 Molecular Weight: 173.17 Beilstein Registry Number: 125098 EC Number: 213-382-0

GRADE & PURITY H2O≤0.1%

Synonyms

N-苯基马来酰亚胺（IMILEX-P）

Storage

Protected from light,Room temperature

Shipped In

Normal

Overview

Main Applications

High HDT thermoplastic resins, Paints and coatings, Adhesives, Pharmaceutical and agrochemical intermediates, Bactericides, Fungicides, Underwater organism repellents, Rubber vulcanization modifiers, Photosensitive resins, Insulating varnishes.

Basic Information

N-phenylmaleimide is a highly reactive compound, which was the first in the world to commercialize using our proprietary technology. With its various unique features such as radical and ionic polymerization, photosensitivity, and disinfectant properties, it can be used in a wide range of applications.

Solubility of  N-phenylmaleimide (Amount of IMILEX-P soluble to 100 g of solvent at 25°C) 

Details of Functions

N-phenylmaleimide has radical polymerization properties and can be easily homopolymerized or copolymerized with other vinyl monomers.

Applications of Resin Modifiers 

Comparison of N-phenylmaleimide-modified ABS (IMILEX™-P) and α-methylstyrene-modified ABS

Comparison of physical properties of N-phenylmaleimide-modified ABS (IMILEX™-P) and α-methylstyrene-modified ABS at same HDT

Modification of PVC
PVC is blended with ABS resin in order to improve its low impact strength at low temperature, however, the softening temperature of the blend is still low.  N-phenylmaleimide is effective for improvement of the softening temperature.

Specifications

Synonyms

N-苯基马来酰亚胺（IMILEX-P）

Specifications & Purity

H2O≤0.1%

Storage

Protected from light, Room temperature

Shipped In

Normal

Names and Identifiers

• Canonical Smiles: C1=CC=C(C=C1)N2C(=O)C=CC2=O
• IUPAC Name: 1-phenylpyrrole-2,5-dione
• InChIKey: HIDBROSJWZYGSZ-UHFFFAOYSA-N
• INCHI: 1S/C10H7NO2/c12-9-6-7-10(13)11(9)8-4-2-1-3-5-8/h1-7H
• Isomeric SMILES: C1=CC=C(C=C1)N2C(=O)C=CC2=O
• WGK Germany: 3
• RTECS: ON5950000
• UN Number: 2811
• Packing Group: I
• Molecular Weight: 173.17
• Beilstein: 125098
• Reaxy-Rn: 125098
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=125098&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Pyrrolines
      • Subclass Phenylpyrrolines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Pyrrolines
• Subclass: Phenylpyrrolines
• Intermediate Tree Nodes: Not available
• Direct Parent: Phenylpyrrolines
• Alternative Parents: Maleimides N-substituted carboxylic acid imides Benzene and substituted derivatives Pyrroles Dicarboximides Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: 1-phenylpyrroline - Maleimide - Monocyclic benzene moiety - Carboxylic acid imide, n-substituted - Benzenoid - Carboxylic acid imide - Dicarboximide - Pyrrole - Carboxylic acid derivative - Azacycle - Carbonyl group - Organopnictogen compound - Organooxygen compound - Organonitrogen compound - Organic oxygen compound - Organic nitrogen compound - Organic oxide - Hydrocarbon derivative - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as phenylpyrrolines. These are polycyclic aromatic compounds containing a benzene ring linked to a pyrroline ring through a CC or CN bond.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Generally, N-phenylmaleimide dissolves well in organic solvents, and is highly soluble particularly in acetone, DMF, acetic acid esters, and benzene, etc.
• Flash Point(°F): 305.6 °F
• Flash Point(°C): 152 °C
• Boil Point(°C): 181°C/27mmHg
• Melt Point(°C): 85-87°C
• Molecular Weight: 173.170 g/mol
• XLogP3: 1.100
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 173.048 Da
• Monoisotopic Mass: 173.048 Da
• Topological Polar Surface Area: 37.400 Ų
• Heavy Atom Count: 13
• Formal Charge: 0
• Complexity: 246.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Lulu He, Jinfen Lou, Xiang Nie, Min He, Qiao Fan, Jifei Yang, Yufei Liu, Shuhao Qin, Jie Yu.  (2024)  Highly enhanced toughness and thermal oxygen aging resistance of PA 6 via novel designed macromolecular antioxidants.  POLYMER,      [PMID:] [10.1016/j.polymer.2024.127614]

2. Xingyue You, Peng Wang, Yongke Tan, Yujing Li, Jieqiong Wang, Zixuan Li, Yuhui Ao, Ming Li.  (2024)  Photo-thermal double-crosslinked second-order nonlinear optical materials with high orientation stability.  Materials Today Chemistry,      [PMID:] [10.1016/j.mtchem.2024.101971]

3. Xing Liu, Zhenzhi Liu, Houqun Xiao, Lijing Han, Jianqing Zhao.  (2025)  Phosphorus-Containing Polyimidothioether as a Latent Curing Agent and Flame Retardant for One-Component Epoxy Resins.  ACS Applied Polymer Materials,      [PMID:] [10.1021/acsapm.5c02469]

4. Liu Xing, Zhou Jianjun, Liu Shumei, Zhao Jianqing.  (2023)  Design and synthesis of thiol-terminated imidothioether oligomer as thermally latent hardener and modifier for high-performance epoxy/thiol thermosets.  Science China-Chemistry,      [PMID:] [10.1007/s11426-023-1771-6]

5. BY Hou, L Ren, YN Sun, MY Zhang, HX Zhang.  (2021)  Structure and properties of heat-resistant ABS resins innovated via MSAMI random copolymer.  JOURNAL OF THERMOPLASTIC COMPOSITE MATERIALS,      [PMID:] [10.1177/08927057211044191]

6. Jiemei Zhou, Chenxu Zhang, Cailong Shen, Yong Wang.  (2019)  Synthesis of poly(2-dimethylaminoethyl methacrylate)-block- poly(styrene-alt-N-phenylmaleimide) and its thermo-tolerant nanoporous films prepared by selective swelling.  POLYMER,      [PMID:] [10.1016/j.polymer.2019.01.013]

7. Yan Li, Tao Li, Long-Qiang Xiao, Yue-Fei Zhang.  (2018)  Novel Synthesis of Down-/Up-Conversion Fluorescent Oligo(2-pyrazoline)s.  INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH,      [PMID:] [10.1021/acs.iecr.8b02709]

8. Ruobing Xu, Qingming Xu, Wenfei Li, Yuming Liu, Yunhui Li, Jianwei Zhu, Jianhua Tang.  (2025)  Synthesis and Characterization of EPBT Low Temperature Cured Cationic Photosensitive Resin.  JOURNAL OF APPLIED POLYMER SCIENCE,      [PMID:] [10.1002/app.58138]