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Key Documents

52650

Sigma-Aldrich

Hexamethylene diisocyanate

purum, ≥98.0% (GC)

Synonyme(s) :

1,6-Diisocyanatohexane

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About This Item

Formule linéaire :
OCN(CH2)6NCO
Numéro CAS:
Poids moléculaire :
168.19
Numéro Beilstein :
956709
Numéro CE :
Numéro MDL:
Code UNSPSC :
12162002
ID de substance PubChem :
Nomenclature NACRES :
NA.23

Qualité

purum

Niveau de qualité

Pureté

≥98.0% (GC)

Indice de réfraction

n20/D 1.453

Point d'ébullition

82-85 °C/0.1 mmHg

Densité

1.047 g/mL at 20 °C (lit.)

Chaîne SMILES 

O=C=NCCCCCCN=C=O

InChI

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

Clé InChI

RRAMGCGOFNQTLD-UHFFFAOYSA-N

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Description générale

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).

Pictogrammes

Skull and crossbonesHealth hazardCorrosion

Mention d'avertissement

Danger

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

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

Classe de danger pour l'eau (WGK)

WGK 1

Point d'éclair (°F)

266.0 °F - Pensky-Martens closed cup

Point d'éclair (°C)

130 °C - Pensky-Martens closed cup

Équipement de protection individuelle

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


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Consulter la Bibliothèque de documents

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)
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)
Sander M van Putten et al.
Journal of biomedical materials research. Part A, 98(4), 527-534 (2011-06-18)
Biomaterials are at continuous risk of bacterial contamination during production and application. In vivo, bacterial contamination of biomaterials delays the foreign body reaction (FBR). Endotoxins such as lipopolysaccharides (LPS), major constituents of the bacterial cell wall, are potent stimulators of
Ying-Yu Chen et al.
Langmuir : the ACS journal of surfaces and colloids, 29(11), 3721-3729 (2013-02-28)
The purpose of this study is to develop an injectable thermoresponsive hydrogel system that can undergo sol-gel phase transition by the stimulation of body temperature with improved mechanical stability and biocompatibility as a controlled drug delivery carrier for cancer therapy.

Protocoles

HPLC Analysis of Isocyanates on Titan C18

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