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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:
Molecular Weight:
250.25
UNSPSC Code:
12162002
NACRES:
NA.23
PubChem Substance ID:
EC Number:
202-966-0
Beilstein/REAXYS Number:
797662
MDL number:
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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

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

Health hazardExclamation mark

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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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)
Preparation and Characterization of Isosorbide-Based Self-Healable Polyurethane Elastomers with Thermally Reversible Bonds
Han-Na Kim, et al.
Molecules (Basel), 24 (2019)



Global Trade Item Number

SKUGTIN
256439-500G04061826058138
256439-50G04061826058145
256439-5KG04061833605783