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4,4′-Methylenebis(phenyl isocyanate)

98%

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Synonym(s):
4,4′-MDI, Bis(4-isocyanatophenyl)methane
Linear Formula:
CH2(C6H4NCO)2
CAS Number:
Molecular Weight:
250.25
Beilstein:
797662
EC Number:
MDL number:
PubChem Substance ID:

Quality Level

Assay

98%

form

solid

reaction suitability

reagent type: cross-linking reagent

bp

200 °C/5 mmHg (lit.)

mp

42-45 °C (lit.)

density

1.18 g/mL at 25 °C (lit.)

storage temp.

−20°C

SMILES string

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

InChI key

UPMLOUAZCHDJJD-UHFFFAOYSA-N

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This Item
334289673876854
4,4′-MDI analytical standard

Supelco

33428

4,4′-MDI

form

solid

form

-

form

crystals

form

crystals

bp

200 °C/5 mmHg (lit.)

bp

200 °C/5 mmHg (lit.)

bp

-

bp

-

mp

42-45 °C (lit.)

mp

42-45 °C (lit.)

mp

-

mp

-

density

1.18 g/mL at 25 °C (lit.)

density

1.18 g/mL at 25 °C (lit.)

density

-

density

-

storage temp.

−20°C

storage temp.

−20°C

storage temp.

-

storage temp.

-

General description

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.

Pictograms

Exclamation markHealth hazard

Signal Word

Danger

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

411.8 °F - closed cup

Flash Point(C)

211 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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)
Journal of Applied Physiology, 70, 6983-6983 (1991)
E Vangronsveld et al.
International journal of hygiene and environmental health, 213(6), 475-488 (2010-09-21)
It is well known that the use of MDI (methylene diphenyldiisocyanate) as an alternative for formaldehyde-based resins is seen as a responsible option to reduce formaldehyde emissions for CWP (Composite Wood Products) in buildings. However, there are concerns raised regarding

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