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Merck

52650

Sigma-Aldrich

Hexamethylene diisocyanate

purum, ≥98.0% (GC)

Sinónimos:

1,6-Diisocyanatohexane

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About This Item

Fórmula lineal:
OCN(CH2)6NCO
Número de CAS:
Peso molecular:
168.19
Beilstein/REAXYS Number:
956709
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23

grade

purum

Quality Level

assay

≥98.0% (GC)

refractive index

n20/D 1.453

bp

82-85 °C/0.1 mmHg

density

1.047 g/mL at 20 °C (lit.)

SMILES string

O=C=NCCCCCCN=C=O

InChI

1S/C8H12N2O2/c11-7-9-5-3-1-2-4-6-10-8-12/h1-6H2

InChI key

RRAMGCGOFNQTLD-UHFFFAOYSA-N

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General description

Hexamethylene diisocyanate (HDI) is an aliphatic diisocyanate monomer belonging to the class of isocyanates. It is primarily used in the production of polyurethanes. The isocyanate functional groups in hexamethylene diisocyanate react readily with polyols to form polyurethane polymers. Polyurethanes derived from HDI are commonly used in various products, including coatings, adhesives, sealants, elastomers, foams, thin-film transistors, flexible or rigid plastics, biomedical applications, electronics and aerospace industries. It is also used to produce oligomers and prepolymers that when combined with a polyol produce light-stable polyurethane.

Application

Hexamethylene diisocyanate (HDI) is used as:
  • A crosslinker to crosslink the polyurethane chains in the triblock copolymer gate dielectric, which is then deposited on the substrate to fabricate low-voltage organic thin-film transistors.
  • A precursor in the preparation of electroactive shape memory polyurethane/graphene nanocomposites. These materials are usually used as actuators, sensors, artificial muscles, smart devices, and microswitches.
  • A crosslinker in conjunction with Pluronic F127, a nonionic surfactant, to synthesize a poly(lactic acid) (PLA)-based hydrogel for biomedical applications.
Highly reactive 1,6-hexamethylene diisocyanate (HMDI) was used to synthesize lactic acid polymers from oligomers by the addition of 2,2′-bis(2-oxazoline) (BOX) as chain extenders. Self-healing ability was rendered to polyurethane elastomer by synthesizing alkoxyamine-based diol and reacting it with tri-functional homopolymer of HMDI and polyethylene glycol (PEG). Plastic optical fiber (POF) was prepared by the bulk homopolymerization of HMDI catalyzed by Tin(II)-2 ethylhexanoate (SnOct).

signalword

Danger

Hazard Classifications

Acute Tox. 1 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Resp. Sens. 1 - Skin Corr. 1C - Skin Sens. 1 - STOT SE 3

target_organs

Respiratory system

Storage Class

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

wgk_germany

WGK 1

flash_point_f

266.0 °F - Pensky-Martens closed cup

flash_point_c

130 °C - Pensky-Martens closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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Visite la Librería de documentos

Self-healing polyurethane elastomer with thermally reversible alkoxyamines as crosslinkages
Yuan C, et al.
Polymer, 55(7), 1782-17971 (2014)
Chain extending of lactic acid oligomers. 2. Increase of molecular weight with 1,6-hexamethylene diisocyanate and 2,2'-bis(2-oxazoline)
Tuominen J, et al.
Polymer, 43(1), 3-10 (2002)
Preparation of electroactive shape memory polyurethane/graphene nanocomposites and investigation of relationship between rheology, morphology and electrical properties
Sofla RLM, et al.
Composites Part B: Engineering, 175, 107090-107090 (2019)
Highly stable plastic optical fibre amplifiers containing [Eu(btfa)3(MeOH)(bpeta)]: A luminophore able to drive the synthesis of polyisocyanates
Fabbri P, et al.
Polymer, 55(2), 488-494 (2014)
Polyurethane triblock copolymer gate dielectrics for low-voltage organic thin-film transistors
K Dongkyu, et al.
Journal of Industrial and Engineering Chemistry, 71, 460-464 (2019)

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