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Merck
CN

256439

4,4′-Methylenebis(phenyl isocyanate)

98%

Synonym(s):

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

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About This Item

Linear Formula:
CH2(C6H4NCO)2
CAS Number:
101-68-8
Molecular Weight:
250.25
UNSPSC Code:
12162002
NACRES:
NA.23
PubChem Substance ID:
24855527
EC Number:
202-966-0
Beilstein/REAXYS Number:
797662
MDL number:
MFCD00036131

Key Documents

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InChI key

UPMLOUAZCHDJJD-UHFFFAOYSA-N

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

SMILES string

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

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

Quality Level

200

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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.

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.

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

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

11 - Combustible Solids

wgk

WGK 1

flash_point_f

411.8 °F - closed cup

flash_point_c

211 °C - closed cup

ppe

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

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
MKCZ9818
MKCZ4888
MKCZ4887
MKCX3977
MKCX4918

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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
Journal of Applied Physiology, 70, 6983-6983 (1991)
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)
Dominika Swierczyńska-Machura et al.
Medycyna pracy, 62(6), 567-577 (2012-02-09)
The aim of the study was to analyze the data obtained during the diagnostic process and their real values in the final diagnosis of patients exposed to diisocyanates amd suspected of occupational allergic disease of the respiratory system The patients
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