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454338

Sigma-Aldrich

Dicyclopentadiene

contains BHT as stabilizer

Sinonimo/i:

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

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About This Item

Formula empirica (notazione di Hill):
C10H12
Numero CAS:
77-73-6
Peso molecolare:
132.20
Beilstein:
1904092
Numero CE:
201-052-9
Numero MDL:
MFCD00078246
Codice UNSPSC:
12352100
ID PubChem:
24868570
NACRES:
NA.22

contiene

BHT as stabilizer

Livello qualitativo

200

P. eboll.

170 °C (lit.)

Punto di fusione

33 °C (lit.)

Densità

0.986 g/mL at 25 °C (lit.)

Stringa SMILE

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
HECLRDQVFMWTQS-AFWXGSBKSA-N

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Categorie correlate

Descrizione generale

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.

Applicazioni

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.

Caratteristiche e vantaggi

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

Avvertenze

Danger

Indicazioni di pericolo

H226,H302,H315,H319,H330,H335,H410

Classi di pericolo

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

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

3 - Flammable liquids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

89.6 °F - closed cup

Punto d’infiammabilità (°C)

32 °C - closed cup

Dispositivi di protezione individuale

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

Certificati d'analisi (COA)

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cis-5-Norbornene-endo-2,3-dicarboxylic anhydride 99%

Sigma-Aldrich

247634

cis-5-Norbornene-endo-2,3-dicarboxylic anhydride

Sodium cyclopentadienylide 2.4 M in THF

Sigma-Aldrich

304026

Sodium cyclopentadienylide

Cyclopentadienyllithium 97%

Sigma-Aldrich

303348

Cyclopentadienyllithium

Maleic anhydride puriss., ≥99.0% (NT)

Sigma-Aldrich

63200

Maleic anhydride

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)
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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