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Merck

454338

Sigma-Aldrich

Dicyclopentadien

contains BHT as stabilizer

Synonym(e):

4,7-Methano-3a,4,7,7a-tetrahydroinden, Cyclopentadien dimer, DCPD

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About This Item

Empirische Formel (Hill-System):
C10H12
CAS-Nummer:
Molekulargewicht:
132.20
Beilstein:
1904092
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352100
PubChem Substanz-ID:
NACRES:
NA.22

Enthält

BHT as stabilizer

Qualitätsniveau

bp

170 °C (lit.)

mp (Schmelzpunkt)

33 °C (lit.)

Dichte

0.986 g/mL at 25 °C (lit.)

SMILES String

C1C=CC2C3CC(C=C3)C12

InChI

1S/C10H12/c1-2-9-7-4-5-8(6-7)10(9)3-1/h1-2,4-5,7-10H,3,6H2/t7-,8+,9?,10?/m0/s1

InChIKey

HECLRDQVFMWTQS-AFWXGSBKSA-N

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Allgemeine Beschreibung

Dicyclopentadiene(DCPD) is a dimer of cyclopentadiene composed of two unsaturated double bonds(one in the norbornene ring and one in the cyclopentene ring). DCPT is used inpolymers by itself and with other hydrocarbons. It is also employed in pharmaceuticals,elastomers, polycarbonates, and polyester resins.

Anwendung

Dicyclopentadiene may be used:
  • In the preparation of CF/p-DCPD ((carbon fiber/ poly-dicyclopentadiene) composites by VARTM (vacuum-assisted resin transfer molding) process.
  • In the preparation of η5-cyclopentadienyltris(dimethylamido)zirconium catalyst.
  • In the synthesis of cellulose – maleic anhydride– dicyclopentadiene copolymer matrix by free radical polymerization.

Leistungsmerkmale und Vorteile

DCPD has the following advantages over orthophthalic andisophthalic polyesters:
  • Low shrinkage
  • Cost-effective
  • Reduced emissions of styrene
  • Fast curing in thin layers.

Signalwort

Danger

Gefahreneinstufungen

Acute Tox. 2 Inhalation - Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3

Zielorgane

Respiratory system

Lagerklassenschlüssel

3 - Flammable liquids

WGK

WGK 3

Flammpunkt (°F)

89.6 °F - closed cup

Flammpunkt (°C)

32 °C - closed cup

Persönliche Schutzausrüstung

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


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Sebastijan Kovačič et al.
ACS applied materials & interfaces, 6(21), 19075-19081 (2014-10-22)
Zinc(II) oxide nanoparticles were used for the stabilization of dicyclopentadiene (DCPD)-water-based high internal phase emulsions (HIPEs), which were subsequently cured using ring-opening metathesis polymerization (ROMP). The morphology of the resulting ZnO-pDCPD nanocomposite foams was investigated in correlation to the nanoparticle
Frontal ring-opening metathesis polymerization of dicyclopentadiene.
Mariani A, et al.
Macromolecules, 34(19), 6539-6541 (2001)
Anna Kozłowska et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 20(43), 14120-14125 (2014-09-11)
Cyclic Ru-phenolates were synthesized, and these compounds were used as olefin metathesis catalysts. Investigation of their catalytic activity pointed out that, after activation with chemical agents, these catalysts promote ring-closing metathesis (RCM), enyne and cross-metathesis (CM) reactions, including butenolysis, with
Morphological and mechanical evaluation of hybrid organic-inorganic thermoset copolymers of dicyclopentadiene and mono-or tris (norbornenyl)-substituted polyhedral oligomeric silsesquioxanes.
Constable GS, et al.
Macromolecules, 37(4), 1276-1282 (2004)
A S Jones et al.
Journal of the Royal Society, Interface, 4(13), 395-403 (2007-01-26)
Self-healing polymers, based on microencapsulated dicyclopentadiene and Grubbs' catalyst embedded in the polymer matrix, are capable of responding to propagating fatigue cracks by autonomic processes that lead to higher endurance limits and life extension, or even the complete arrest of

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