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Sigma-Aldrich

Dicyclopentadiene

contains BHT as stabilizer

Sinônimo(s):

4,7-Methano-3a,4,7,7a-tetrahydroindene, Cyclopentadiene dimer, DCPD

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About This Item

Fórmula empírica (Notação de Hill):
C10H12
Número CAS:
77-73-6
Peso molecular:
132.20
Beilstein:
1904092
Número CE:
201-052-9
Número MDL:
MFCD00078246
Código UNSPSC:
12352100
ID de substância PubChem:
24868570
NACRES:
NA.22

contém

BHT as stabilizer

pb

170 °C (lit.)

pf

33 °C (lit.)

densidade

0.986 g/mL at 25 °C (lit.)

cadeia de caracteres SMILES

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

chave InChI

HECLRDQVFMWTQS-AFWXGSBKSA-N

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Descrição geral

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.

Aplicação

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.

Características e benefícios

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

Palavra indicadora

Danger

Classificações de perigo

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

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

3 - Flammable liquids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

89.6 °F - closed cup

Ponto de fulgor (°C)

32 °C - closed cup

Equipamento de proteção individual

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

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Frontal ring-opening metathesis polymerization of dicyclopentadiene.
Mariani A, et al.
Macromolecules, 34(19), 6539-6541 (2001)
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
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)
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
Andre H St Amant et al.
Journal of the American Chemical Society, 141(34), 13619-13624 (2019-08-08)
Herein, we report the development of a scalable and synthetically robust building block based on norbornadiene (NBD) that can be broadly incorporated into a variety of macromolecular architectures using traditional living polymerization techniques. By taking advantage of a selective and
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