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Sigma-Aldrich

4,4′-Methylenebis(cyclohexyl isocyanate), mixture of isomers

90%

Synonym(s):

HMDI, Hydrogenated MDI

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About This Item

Linear Formula:
CH2(C6H10NCO)2
CAS Number:
Molecular Weight:
262.35
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23

Assay

90%

form

liquid

refractive index

n20/D 1.497 (lit.)

mp

26 °C (lit.)

density

1.066 g/mL at 25 °C (lit.)

SMILES string

O=C=NC1CCC(CC1)CC2CCC(CC2)N=C=O

InChI

1S/C15H22N2O2/c18-10-16-14-5-1-12(2-6-14)9-13-3-7-15(8-4-13)17-11-19/h12-15H,1-9H2

InChI key

KORSJDCBLAPZEQ-UHFFFAOYSA-N

General description

4,4′-Methylenebis(cyclohexyl isocyanate), mixture of isomers (HMDI) is an aromatic diisocyanate with good mechanical properties. It is light stable and is resistant to hydrolysis. It is majorly used in the synthesis of polyurethane.

Application

HMDI forms NCO linkages which can be used in the synthesis of polyurethanes for a variety of biomedical applications.

Pictograms

Skull and crossbonesHealth hazard

Signal Word

Danger

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 1

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Hyperbranched polyurethane (HBPU)-urea and HBPU-imide coatings: effect of chain extender and NCO/OH ratio on their properties
Mishra AK, et al.
Progress in Organic Coatings, 74(1), 134-141 (2012)
Effect of H 12 MDI isomer composition on mechanical and physico-chemical properties of polyurethanes based on amorphous and semicrystalline soft segments
Saralegi A, et al.
Polymer Bull., 70(8), 2193-2210 (2013)
Biodegradable non-aromatic adhesive polyurethanes based on disaccharides for medical applications
Ates B, et al.
International Journal of Adhesion and Adhesives, 49(10), 90-96 (2014)
Sanjay Gandhi et al.
American journal of obstetrics and gynecology, 192(5), 1643-1648 (2005-05-20)
The purpose of this study was to examine the histopathologic changes of HMDI (Hexamethylene di-isocyanate) cross-linked porcine dermis grafts used for suburethral sling surgery. Twelve patients underwent reoperation with graft removal for urinary retention or recurrent stress urinary incontinence after
Jeff C H Donovan et al.
Dermatitis : contact, atopic, occupational, drug, 20(4), 214-217 (2009-10-07)
Isocyanates are widely used in the manufacturing of rigid and flexible foams, fibers, and coatings such as paints, varnishes, and elastomers but are rarely reported as contact sensitizers. The aliphatic diisocyanate dicyclohexylmethane-4,4'-diisocyanate (DMDI) is known to be a strong cutaneous

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