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317624

Sigma-Aldrich

Isophorone diisocyanate

98%, mixture of isomers

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Synonym(s):
5-Isocyanato-1-(isocyanatomethyl)-1,3,3-trimethylcyclohexane
Linear Formula:
OCNC6H7(CH3)3CH2NCO
Molecular Weight:
222.28
Beilstein:
2726467
EC Number:
223-861-6
MDL number:
MFCD00064956
UNSPSC Code:
12162002
PubChem Substance ID:
24859092
NACRES:
NA.23

Quality Level

200

Assay

98%

form

liquid

refractive index

n20/D 1.484 (lit.)

bp

158-159 °C/15 mmHg (lit.)

density

1.049 g/mL at 25 °C (lit.)

SMILES string

CC1(C)CC(CC(C)(CN=C=O)C1)N=C=O

InChI

1S/C12H18N2O2/c1-11(2)4-10(14-9-16)5-12(3,6-11)7-13-8-15/h10H,4-7H2,1-3H3

InChI key

NIMLQBUJDJZYEJ-UHFFFAOYSA-N

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General description

Isophorone diisocyanate (IPDI) is an aliphatic diisocyanate that is majorly used as a curing agent by forming −NCO linkages. It is mainly utilized in the preparation of various polyurethane products for a variety of high-performance coatings for automotive and industrial applications, medical devices, upholstery, insulation, and packaging applications, and in the manufacture of adhesives, sealants, and binders. It provides UV resistant films due to the presence of the aliphatic ring.

Application

IPDI is primarily used as a diisocyanate monomer in the production of polyurethane resins and elastomers. IPDI is highly reactive and can be used to produce polymer products with varying properties, ranging from rigid to flexible. Some of the primary uses of IPDI in polymer industries include:
  • Production of polyurethane coatings for automotive and industrial applications.
  • Synthesis of polyurethane elastomers used in medical devices and sports equipment.
  • Production of polyurethane foams used in upholstery, insulation, and packaging applications.
  • Use in the manufacture of adhesives, sealants, and binders.
  • In the synthesis of bridged silsesquioxane(BSQ) by sol-gel polycondensation with 3-aminopropyltriethoxysilane. The polymer of BSQ can be used to prepare the moisture-resistant film for UV filters.
  • As a healing agent in the preparation of polyurethane microcapsules by interfacial polymerization.
  • As a monomer in the synthesis of highly monodispersed polyurea microspheres via precipitation polymerization.

Signal Word

Danger

Hazard Classifications

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

Target Organs

Respiratory system

WGK

WGK 2

Flash Point(F)

closed cup

Flash Point(C)

closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

非剧毒-急性毒性1

Certificates of Analysis (COA)

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Facile synthesis of bio-sourced polyurethane-fluorosilane modified TiO 2 hybrid coatings for high-performance self cleaning application
Yesudass SA, et al.
Journal of Polymer Research, 25(2), 34-34 (2018)
Alger MSM
Polymer Science Dctionary null
Polyurethanes based on castor oil: kinetics, chemical, mechanical and thermal properties
Hablot E, et al.
Macromolecular Materials and Engineering, 293(11), 922-929 (2008)
Synthesis of isophorone diisocyanate (IPDI) based waterborne polyurethanes: Comparison between zirconium and tin catalysts in the polymerization process
Sardon H, et al.
Progress in Organic Coatings, 66(3), 291-295 (2009)
Fernando Javier Aguilar-Pérez et al.
Journal of biomaterials science. Polymer edition, 30(15), 1415-1432 (2019-06-25)
Polyurethanes (PU) foams with titanium particles (Ti) were prepared with castor oil (CO) and isophorone diisocyanate (IPDI) as polymeric matrix, and 1, 3 and 5 wt.% of Ti. Composites were physicochemically and mechanically characterized and their biocompatibility assessed using human dental
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