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256439

Sigma-Aldrich

4,4′-Methylenebis(phenyl isocyanate)

98%

Synonyme(s) :

4,4′-MDI, Bis(4-isocyanatophenyl)methane

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About This Item

Formule linéaire :
CH2(C6H4NCO)2
Numéro CAS:
Poids moléculaire :
250.25
Numéro Beilstein :
797662
Numéro CE :
Numéro MDL:
Code UNSPSC :
12162002
ID de substance PubChem :
Nomenclature NACRES :
NA.23

Niveau de qualité

Pureté

98%

Forme

solid

Pertinence de la réaction

reagent type: cross-linking reagent

Point d'ébullition

200 °C/5 mmHg (lit.)

Pf

42-45 °C (lit.)

Densité

1.18 g/mL at 25 °C (lit.)

Température de stockage

−20°C

Chaîne SMILES 

O=C=Nc1ccc(Cc2ccc(cc2)N=C=O)cc1

InChI

1S/C15H10N2O2/c18-10-16-14-5-1-12(2-6-14)9-13-3-7-15(8-4-13)17-11-19/h1-8H,9H2

Clé InChI

UPMLOUAZCHDJJD-UHFFFAOYSA-N

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Description générale

4,4′-Methylenebis(phenyl isocyanate) (MDI) is an aromatic diisocyanates class of monomer that is widely used in the production of polyurethane plastics, foam insulation, coatings, adhesives, and sealants. It is highly reactive due to the presence of two isocyanate functional groups. MDI is known for its excellent strength, durability, and resistance to chemical and environmental damage, which makes it useful in resin composition, lithographic printing plates, coating films, optical films, image display devices, semiconductor devices, and polyurethane foam production.

Application

4,4′-Methylenebis(phenyl isocyanate) can be used as a starting material to synthesize:
  • Polyurethane cationomers, that are applicable in medical implants.
  • A prepolymer for preparing self-healable polyurethane elastomers.
It can also be used as a cross-linking agent to synthesize PEBA (polyether-block-amide) copolymer with improved mechanical properties, which are mainly used in soles, medical tubes, aerospace parts, and chemical separation. Additionally, MDI is also used as a crosslinker to covalently modify graphene oxide (GO) and enhance the corrosion resistance of polystyrene coatings. The resultant polystyrene/GO-MDI composite coatings showed superior corrosion resistance to unmodified polystyrene coatings. This approach can potentially be used to improve the durability of materials in various industrial and biomedical applications.

Pictogrammes

Health hazardExclamation mark

Mention d'avertissement

Danger

Classification des risques

Acute Tox. 4 Inhalation - Carc. 2 - Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT RE 2 Inhalation - STOT SE 3

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 1

Point d'éclair (°F)

411.8 °F - closed cup

Point d'éclair (°C)

211 °C - closed cup

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


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Les clients ont également consulté

Journal of Applied Physiology, 70, 6983-6983 (1991)
Jyun-Yan Ye et al.
Materials (Basel, Switzerland), 14(4) (2021-02-11)
A series of N-substituted polyether-block-amide (PEBA-X%) copolymers were prepared by melt polycondensation of nylon-6 prepolymer and polytetramethylene ether glycol at an elevated temperature using titanium isopropoxide as a catalyst. The structure, thermal properties, and crystallinity of PEBA-X% were investigated using
Polyurethane cationomers synthesised with 4, 4?-methylenebis (phenyl isocyanate), polyoxyethylene glycol and N-methyl diethanolamine
Piotr Krol, et al.
Colloid and Polymer Science, 286, 1111-1122 (2008)
Preparation and Characterization of Isosorbide-Based Self-Healable Polyurethane Elastomers with Thermally Reversible Bonds
Han-Na Kim, et al.
Molecules (Basel), 24 (2019)
Khalid Mahmood Zia et al.
International journal of biological macromolecules, 49(5), 1131-1136 (2011-09-29)
Chitin based polyurethane bio-nanocomposites (PUBNC) were prepared using chitin, Delite HPS bentonite nanoclay enriched in montmorillonite (MMT), 4,4'-diphenylmethane diisocyanate (MDI) and polycaprolactone polyol CAPA 231 (3000 g/mol(-1)). The prepolymers having different concentration of Delite HPS bentonite nanoclay were extended with

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