Hexamethylen-1,6-diisocyanat

Bezeichnung:Hexamethylen-1,6-diisocyanat

CAS-Nr822-06-0

Englisch Name:Hexamethylene Diisocyanate

CBNumberCB4255051

SummenformelC8H12N2O2

Molgewicht168.19

MOL-Datei822-06-0.mol

Synonyma

Hexamethylendiisocyanat

Hexamethylen-1,6-diisocyanat

HMDI

Hexamethylen-1,6-diisocyanat physikalisch-chemischer Eigenschaften

Schmelzpunkt	-55°C
Siedepunkt	82-85 °C/0.1 mmHg
Dichte	1.047 g/mL at 20 °C (lit.) 1.047 g/mL at 20 °C
Dampfdruck	0.05 mm Hg ( 25 °C)
Brechungsindex	n20/D 1.453
Flammpunkt	248 °F
storage temp.	Store below +30°C.
Aggregatzustand	Liquid
Wichte	1.05
Farbe	Clear colorless to slightly yellow
Explosionsgrenze	0.9-9.5%(V)
Wasserlöslichkeit	Reacts
Sensitive	Moisture Sensitive
BRN	956709
Expositionsgrenzwerte	TLV-TWA 0.0343 mg/m³ (0.005 ppm) (ACGIH).
Stabilität	Stable. Moisture sensitive. Combustible. Incompatible with strong oxidizing agents, strong bases, amines, acids. May react explosively with alcohols in the presence of base without a diluting solvent. Heating above 200 C may cause polymerization.
InChIKey	RRAMGCGOFNQTLD-UHFFFAOYSA-N
LogP	3.2 at 20℃
CAS Datenbank	822-06-0(CAS DataBase Reference)
NIST chemische Informationen	1,6-Hexamethylene diisocyanate(822-06-0)
EPA chemische Informationen	Hexamethylene-1,6-diisocyanate (822-06-0)

Sicherheit

Kennzeichnung gefährlicher	T,T+,F
R-Sätze:	23-36/37/38-42/43-41-34-26-22-39/23/24/25-23/24/25-11
S-Sätze:	26-28-38-45-28A-36/37/39-23-36/37-16-7
OEB	D
OEL	TWA: 0.005 ppm (0.035 mg/m3), Ceiling: 0.020 ppm (0.140 mg/m3) [10-minute]
RIDADR	UN 2281 6.1/PG 2
WGK Germany	1
RTECS-Nr.	MO1740000
F	10-19-21
Selbstentzündungstemperatur	454 °C
TSCA	Yes
HazardClass	6.1
PackingGroup	II
HS Code	29291090
Giftige Stoffe Daten	822-06-0(Hazardous Substances Data)
Toxizität	LD50 orally in Rabbit: 746 mg/kg LD50 dermal Rabbit 570 mg/kg

Gefahreninformationscode (GHS)

Hexamethylene Diisocyanate Chemische Eigenschaften,Einsatz,Produktion Methoden

ERSCHEINUNGSBILD
KLARE, FARBLOSE FLüSSIGKEIT MIT STECHENDEM GERUCH.
CHEMISCHE GEFAHREN
Polymerisiert unter Einfluss von Temperaturen über 93°C. Beim Verbrennen Bildung giftiger und ätzender Rauche mit Stickstoffoxiden und Cyanwasserstoff (s. ICSC 0492). Zersetzung bei Kontakt mit Wasser unter Bildung von Aminen und Polyharnstoffen. Reagiert sehr heftig mit Säuren, Alkoholen, Aminen, Basen und Oxidationsmitteln unter Feuer- und Explosionsgefahr. Greift Kupfer an.
ARBEITSPLATZGRENZWERTE
TLV: 0.005 ppm (als TWA); (ACGIH 2005.
MAK: 0.005 ppm, 0.035 mg/m? Spitzenbegrenzung: überschreitungsfaktor I(1); Sensibilisierung der Atemwege und der Haut; Schwangerschaft: Gruppe D (DFG 2006)
AUFNAHMEWEGE
Aufnahme in den Körper durch Inhalation der Dämpfe, durch Inhalation des Aerosols und über die Haut.
INHALATIONSGEFAHREN
Beim Verdampfen bei 20°C tritt langsam eine gesundheitsschädliche Kontamination der Luft ein; viel schneller jedoch beim Versprühen oder Dispergieren.
WIRKUNGEN BEI KURZZEITEXPOSITION
WIRKUNGEN BEI KURZZEITEXPOSITION:
Die Substanz reizt die Augen, die Haut und die Atemwege. Exposition weit oberhalb der Arbeitsplatzgrenzwerte kann zu Sensibilisierung der Atemwege führen.
WIRKUNGEN NACH WIEDERHOLTER ODER LANGZEITEXPOSITION
Wiederholter oder andauernder Kontakt kann zu Hautsensibilisierung führen. Wiederholte oder andauernde Inhalation kann asthmatische Beschwerden (s. Anm.) hervorrufen.
LECKAGE
Gefahrenbereich verlassen! Fachmann zu Rate ziehen! Belüftung. Ausgelaufene Flüssigkeit möglichst in abdichtbaren Behältern sammeln. Reste mit Sand oder inertem Absorptionsmittel aufnehmen und an einen sicheren Ort bringen. Persönliche Schutzausrüstung: Vollschutzanzug mit umgebungsluftunabhängigem Atemschutzgerät.
R-Sätze Betriebsanweisung:
R23:Giftig beim Einatmen.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
R42/43:Sensibilisierung durch Einatmen und Hautkontakt möglich.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S28:Bei Berührung mit der Haut sofort abwaschen mit viel . . . (vom Hersteller anzugeben).
S38:Bei unzureichender Belüftung Atemschutzgerät anlegen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
Beschreibung
This diisocyanate compound is used in the manufacture of various polyurethane products: elastic and rigid foams, paints, lacquers, adhesives, bin ding agents, synthetic rubbers, and elastomeric fibers.
Chemische Eigenschaften
Hexamethylene diisocyanate is a colorless liquid. Sharp, irritating odor.
Chemische Eigenschaften
Hexamethylene diisocyanate is a liquid with a volatility of the same order as that of tolylene diisocyanate. It is respiratory irritant and also has powerful effects on the skin and eyes.
Verwenden
Cross-linking agent (hardener) in the production of polyurethane materials such as car paints, dental materials, and contact lenses
Verwenden
1,6-Hexamethylenediisocyanate is a chemical intermediate used in the production of urethane products.
Verwenden
Hexamethylene diisocyanate (HDI) is one of the most common aliphatic disocyanates, It is a monomer used in the production of polyurethane foams and exceptionally high-quality coatings, and is found in some industrial paints and spray painting operations. It is a compound which reacts readily with water and alcohols (Von Burg 1993). It has a vapor pressure of 0.05 mm Hg at room temperature, but can be present in aerosol form allowing a potentially higher exposure to individuals. The HDI-BT trimer is often present for similar industrial uses. It would be expected to have a lower vapor pressure; however, the aerosol form can also be present, allowing potentially higher exposure of HDI-BT to individuals. Hexamethylene diisocyanate reacts slowly with water to form carbon dioxide (HSDB 1996). The base-catalyzed reaction of Hexamethylene diisocyanate with alcohols should be carried out in inert solvents; the reaction may occur with explosive violence in the absence of solvents (NFPA 1994).
Definition
ChEBI: A diisocyanate compound with the two isocyanates linked by a hexane-1,6-diyl group.
synthetische
Hexamethylene diisocyanate (HDI) is prepared by the phosgenation of hexamethylenediamine (section lO.2.2(b)):
H2N-(CH2)6-NH2--COCl2-->OCN-(CH2)6-NCO
Hexamethylene diisocyanate is a liquid with a volatility of the same order as that of tolylene diisocyanate. It is respiratory irritant and also has powerful effects on the skin and eyes. Hexamethylene diisocyanate was one of the first diisocyanates utilized for making polyurethanes, being used to prepare fibres and moulding compounds. These applications are no longer of importance but hexamethylene diisocyanate now finds use mainly in coatings which are more light stable than those based on aromatic isocyanates.
Application
Hexamethylene diisocyanate is an aliphatic diisocyanate monomer typically used to produce oligomers and prepolymers that when combined with a polyol produce light-stable polyurethane.
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).
Allgemeine Beschreibung
A colorless crystalline solid. Toxic by ingestion and is strongly irritating to skin and eyes. 1,6-Diisocyanatohexane is used to make nylon.
Air & Water Reaktionen
Contact with moisture or temperatures over 399°F may cause polymerization. Soluble in water.
Reaktivität anzeigen
1,6-Diisocyanatohexane reacts with water. Base-catalyzed reactions of 1,6-Diisocyanatohexane with alcohols may be explosively violent in the absence of diluting solvents. 1,6-Diisocyanatohexane is incompatible with strong bases, amines, acids and strong oxidizers. 1,6-Diisocyanatohexane is also incompatible with metal compounds and surface active materials. .
Hazard
Combustible.
Health Hazard

HDI is moderately toxic by inhalation. Inhumans the acute toxic symptoms could bewheezing, dyspnea, sweating, coughing, dif-ficulty in breathing, and insomnia. In addition, this compound can produce irritationof the skin, eyes, nose, and respiratory tract.Chronic exposure may cause obstruction ofairways and asthma.
The lethal concentration for rats frominhalation of this compound for 4 hourswas 60 mg/m3. The oral toxicity of thiscompound was found to be low in testanimals. The toxicity order was much higherwhen given intravenously.
LD50 value, oral (mice): 350 mg/kg
LD50 value, intravenous (mice): 5.6 mg/kg
There is no report of any carcinogenic orteratogenic study for this compound.
Brandgefahr
Combustible material: may burn but does not ignite readily. Substance will react with water (some violently) releasing flammable, toxic or corrosive gases and runoff. When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapors may travel to source of ignition and flash back. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated or if contaminated with water.
Flammability and Explosibility
Not classified
Kontakt-Allergie
This diisocyanate compound is used in the manufac ture of various polyurethane products: elastic and rigid foams, paints, lacquers, adhesives, binding agents, synthetics rubbers, and elastomer fibers.
Sicherheitsprofil
Poison by inhalation and intravenous routes. Moderately toxic by ingestion and skin contact. Potentially explosive reaction with alcohols + base. When heated to decomposition it emits toxic fumes of NOx. See also CYANATES.
mögliche Exposition
Used to make other chemicals, coat ings, and polyurethane. It is also used as a hardener in automobile and airplane paints.
Erste Hilfe
If this chemical gets into the eyes, remove anycontact lenses at once and irrigate immediately for at least15 min, occasionally lifting upper and lower lids. Seek med-ical attention immediately. If this chemical contacts theskin, remove contaminated clothing and washimmediatelywith soap and water. Seek medical attention immediately. Ifthis chemical has been inhaled, remove from exposure,begin rescue breathing (using universal precautions, includ-ing resuscitation mask) if breathing has stopped and CPR ifheart action has stopped. Transfer promptly to a medicalfacility. When this chemical has been swallowed, get medical attention. Give large quantities of water and inducevomiting. Do not make an unconscious person vomit.Medical observation is recommended for 24-48 h afterbreathing overexposure， as pulmonary edema may bedelayed. As first aid for pulmonary edema, a doctor orauthorized paramedic may consider administering a cortico-steroid spray.
Environmental Fate
HDI is not readily soluble (low mg l^-1 range) in water. However, upon contact with water, reactivity is rapid with a half-life of 0.23 h at 23 ℃. This nonhomogeneous reaction is expected to produce principally polyureas. In the occupational environment, an aerosol can be formed by nebulization; however, with a vapor pressure of 0.007 hPa, HDI is expected to exist in the ambient atmosphere in its vapor state. As a vapor, HDI is expected to degrade in the atmosphere by reaction with hydroxyl radicals (half-life approximately 2 days). In direct contact with water, its rapid hydrolysis reduces the likelihood for HDI to bioaccumulate in the aquatic compartment or transfer to groundwater. Therefore, the rapid hydrolysis in an aquatic environment and relatively rapid degradation in atmosphere limits the ability of this substance to be bioaccumulative or persistent.
Lager
Color Code- Blue: Health Hazard/Poison: Storein a secure poison location. Prior to working with thischemical you should be trained on its proper handling andstorage. Before entering confined space where this chemicalmay be present, check to make sure that an explosive con-centration doesnot exist. Hexamethylene diisocyanateshould be stored away from moisture or water. This contactwill causeit to polymerize? andIexplode its container.Hexamethylene diiso-cyanate must be stored to avoid con-tact with amines, carboxylic acids, strong bases, and alco-hols since violent reactions occur. Store in tightly closedcontainers in a cool, well-ventilated area at temperaturesbelow 93℃/200°F.
Versand/Shipping
UN2281 Hexamethylene diisocyanate, Hazard Class: 6.1; Labels: 6.1-Poisonous materials.
Toxicity evaluation
Toxicity predominantly results from direct interaction of HDI with tissues or macromolecules at the portal of entry. HDI reacts with biologic macromolecules containing nucleophilic –NH, –SH, –OH, or –COOH groups, and these interactions are thought to account for acute irritation to skin and mucus membranes, sensory irritation, and dermal sensitization. Less clear is the etiology of HDI-induced occupational asthma. A number of mechanisms, including immunologic, neurologic, and pharmacologic, have been postulated without a clear resolution. Overall, these mechanisms account for the principal effects associated with HDI that lead to toxicity at the portal of entry with no evidence of primary systemic organ toxicity.
Inkompatibilitäten
May form explosive mixture with air. Isocyanates are highly flammable and reactive with many compounds, even with themselves. Incompatible with oxi dizers (chlorates, nitrates, peroxides, permanganates, per chlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Reaction with moist air, water or alcohols may form amines and insoluble polyureas and react exothermically, releasing toxic, corrosive or flamma ble gases, including carbon dioxide; and, at the same time, may generate a violent release of heat increasing the con centration of fumes in the air. Incompatible with amines, aldehydes, alkali metals, ammonia, carboxylic acids, capro lactum, alkaline materials, glycols, ketones, mercaptans, hydrides, organotin catalysts, phenols, strong acids, strong bases, strong reducing agents such as hydrides, urethanes, ureas. Elevated temperatures or contact with acids, bases, tertiary amines, and acyl-chlorides may cause explosive polymerization. Attacks some plastics, rubber and coatings. Contact with metals may evolve flammable hydrogen gas. May accumulate static electrical charges, and may cause ignition of its vapors. Temperatures above 200℃ can cause polymerization. Attacks copper.
Waste disposal
Disposal is by chemical incineration of HDIsolution in a combustible solvent.

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