81-21-0

Basic information

• Product Name: Dicyclopentadiene diepoxide
• Synonyms: 1,2:5,6-diepoxy-3a,4,5,6,7,7a-hexahydro-4,7-methanoindan;1,2:5,6-diepoxy-3a,4,5,6,7,7a-hexahydro-7-methanoindan;1,2:5,6-diepoxyhexahydro-7-methanoindan;2-b:5,6-b’)bisoxirene,octahydro-4-methano-2h-indeno(1;2-b:5,6-b’]bisoxirene,octahydro-4-methano-2h-indeno[1;3a,4,5,6,7,7a-hexahydro-1,2:5,6-diepoxy-7-methanoindan;bicyclopentadienedioxide;ep207
• CAS NO: 81-21-0
• Molecular Formula: C₁₀H₁₂O₂
• Molecular Weight: 164.2
• EINECS: 201-334-1
• Mol File: 81-21-0.mol

Chemical Properties

• Melting Point: 185-189 °C(lit.)
• Boiling Point: 120°C 10mm
• Flash Point: 120°C/10mm subl.
• Appearance: White to yellow-beige/Crystals or Crystalline Powder
• Density: 1,331 g/cm3
• Vapor Pressure: 0.000414mmHg at 25°C
• Refractive Index: 1.5460 (estimate)
• Storage Temp.: 2-8°C
• Water Solubility: Soluble in water.
• BRN: 112743
• CAS DataBase Reference: Dicyclopentadiene diepoxide(CAS DataBase Reference)
• NIST Chemistry Reference: Dicyclopentadiene diepoxide(81-21-0)
• EPA Substance Registry System: Dicyclopentadiene diepoxide(81-21-0)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26
• RIDADR: UN 2811 6.1/PG 3
• WGK Germany: 3
• RTECS: PB9625200
• TSCA: Yes
• HazardClass: 6.1
• Hazardous Substances Data: 81-21-0(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
Dicyclopentadiene diepoxide is used as an intermediate for the production of epoxy resins, which are essential components in coatings, adhesives, and composite materials due to their excellent adhesion, mechanical properties, and chemical resistance.
Used in Plasticizer Production:
It serves as a key intermediate in the synthesis of plasticizers, which are additives that increase the flexibility and workability of plastics, making them more suitable for various applications.
Used in Protective Coatings:
Dicyclopentadiene diepoxide is utilized in the formulation of protective coatings, providing enhanced durability and resistance to environmental factors such as UV radiation, moisture, and chemicals.
Used in Rubber Industry:
As a rubber additive, dicyclopentadiene diepoxide contributes to the improvement of rubber properties, such as tensile strength, abrasion resistance, and heat resistance, making it suitable for high-temperature applications.
Used in Adhesives:
It is employed in the production of high-performance adhesives, which offer strong bonding capabilities and resistance to high temperatures, making them ideal for use in various industries.
Used in Pharmaceutical Synthesis:
Dicyclopentadiene diepoxide is used in the preparation of endo-3-hydroxy-exo-9-oxa-exo-tetracyclo[5.3.1.02,6.08,10]undecane, a compound synthesized using lithium aluminum hydride as a reagent, which may have potential applications in the pharmaceutical industry.

Safety Profile

Poison by ingestion andintravenous routes. Mildly toxic by skin contact. A skinirritant. When heated to decomposition it emits acridsmoke and irritating fumes.

InChI:InChI=1/C10H12O2/c1-4-3-2-6-10(11-6)7(3)5(1)9-8(4)12-9/h3-10H,1-2H2

Upstream product

• 1755-01-7 endo-Dicyclopentadien 
• 77-73-6 bi(cyclopentadiene) 

Downstream Products

• 82813-90-9 endo-4-hydroxy-exo-9-oxa-exo-tetracyclo<5.3.1.0^2,6.0^8,10>undecane 
• 65471-06-9 exo-3-hydroxy-exo-9-oxa-endo-tetracyclo<5.3.1.0^2,6.0^8,10>undecane 
• 828254-46-2 5,8-epoxy-exo-9-hydroxy-endo-tricyclo<5.2.1.0^2,6>decane 
• 4387-46-6 endo-9-Oxatetracyclo<5.3.1.0^2.6.0^8.10>undec-3-ene 

Relevant articles and documents

Synthesis of new azapolycyclic scaffolds via the domino aminolysis of dicyclopentadiene diepoxide in water

A convenient method is reported for the multigram scale synthesis of compounds containing the novel octahydro-1H-2,5-epimino-4,7-methanoindene azapolycyclic system in good yields. This method involves the domino aminolysis of readily available dicyclopentadiene diepoxide in water at 165 °C. 2D NMR and XRD spectra of the products were studied in detail.

Method for catalytically oxidizing dicyclopentadiene through solid acid (by machine translation)

Compared. the prior art, the method disclosed by the invention adopts a supported heteropoly acid catalytic oxidation dicyclopentadiene technology, to carry out catalytic oxidation reaction through a fixed bed or a suspension bed reactor with dicyclopentadiene as a raw material, as an oxidant, through a fixed bed or a suspension bed reactor in the presence of a solvent to prepare a catalyst, for catalyzing and oxidizing by using a fixed bed or a suspension bed reactor in the presence of a solvent to prepare the dicyclopentadiene, by the method . The method is simple, and is easy to recover, environment-friendly, target product ratio 96%. (by machine translation)

Preparation method of dicyclopentadiene dioxide based on modified nano aluminum oxide loaded heteropolyacid type compound catalyst

The invention discloses a method for preparing dicyclopentadiene dioxide by catalytic oxidation of dicyclopentadiene serving as a raw material in the presence of a solvent through a suspended bed or afixed bed reactor by taking a modified nano aluminum oxide loaded heteropolyacid type compound as a catalyst and hydrogen peroxide as an oxidant. Compared with the prior art, the preparation method provided by the invention has the advantages that the catalyst is long in service life, stable in performance, simple to separate and high in product yield, and the reaction yield of dicyclopentadienedioxide is greater than 96%.

Method for catalytic oxidation of dicyclopentadiene by supported heteropoly acid

The invention provides a method for catalytic oxidation of dicyclopentadiene by a supported heteropoly acid. According to the method, a supported heteropoly acid catalytic oxidation dicyclopentadieneprocess is adopted; dicyclopentadiene is used as a raw material, hydrogen peroxide is used as an oxidizing agent, a quaternary phosphonium salt-containing silylation reagent grafted and modified nanoMgO loaded heteropoly acid or peroxyheteropoly acid is used as a catalyst, and a fixed bed or suspended bed reactor is adopted for catalytic oxidation reaction in the presence of a solvent to preparedicyclopentadiene dioxide. Compared with the prior art, the method is simple, the catalyst is good in heat resistance, stable in service life, easy to recycle and environmentally friendly, and the yield of the target product is larger than 96%.

COMPOSITION FOR CURABLE RESIN, CURED PRODUCT OF SAID COMPOSITION, PRODUCTION METHOD FOR SAID COMPOSITION AND SAID CURED PRODUCT, AND SEMICONDUCTOR DEVICE

The invention relates to a curable resin composition containing (A) a multifunctional benzoxazine compound having two or more benzoxazine rings, (B) an epoxy compound having at least one norbornane structure and at least two epoxy groups, (C) a biphenyl type epoxy compound, and (D) a curing agent, and optionally (E) an inorganic filler and (F) a curing accelerator; a cured product thereof; methods of producing the curable resin composition and the cured product; and a semiconductor device in which a semiconductor element is disposed in a cured product obtained by curing a curable resin composition containing components (A) to (D), and optionally components (E) and (F).

Method for synthesizing dicyclopentadiene dioxide

The present invention discloses a method for synthesizing dicyclopentadiene dioxide. According to the method, dicyclopentadiene is used as a reaction raw material, hydrogen peroxide is used as an oxidant, poly m-halogenated styrene-divinylbenzene quaternary phosphonium salt type anion exchange resin supported heteropoly acid or peroxoheteropolyacid is used as a catalyst, and an epoxidation reaction is performed by using a fixed bed or a batch tank reactor to obtain dicyclopentadiene dioxide. According to the present invention, the synthesis method is simple, the catalyst has advantages of goodheat resistance, stable service life and environmental friendliness, and the yield of the target product is more than 90%.

Method for preparing dicyclopentadiene dioxide through epoxidation of dicyclopentadiene

The invention discloses a method for preparing dicyclopentadiene dioxide through epoxidation of dicyclopentadiene. According to the method, dicyclopentadiene is used as a reaction raw material, poly o-halogenated styrene-divinylbenzene quaternary phosphonium salt type anion exchange resin supported heteropoly acid or peroxoheteropolyacid is used as a catalyst, and an epoxidation reaction is performed by using a fixed bed or a batch tank reactor to obtain dicyclopentadiene dioxide. According to the present invention, the method is simple, the catalyst has advantages of good heat resistance, stable service life and environmental friendliness, and the yield of the target product is high, and is more than 90%.

Catalytic oxidation synthesis method of dicyclopentadiene dioxide

The invention discloses a catalytic oxidation synthesis method of dicyclopentadiene dioxide. According to the method, dicyclopentadiene is used as a reaction raw material, hydrogen peroxide is used asan oxidant, poly o-halogenated styrene-divinylbenzene quaternary phosphonium salt type anion exchange resin supported heteropoly acid or peroxoheteropolyacid is used as a catalyst, and an epoxidationreaction is performed by using a fixed bed or a batch tank reactor to obtain dicyclopentadiene dioxide, wherein the reaction temperature of the epoxidation reaction is 30-80 DEG C, the reaction pressure is 0.1-6.0 MPa, the reaction time is 8-20 h, and a molar ratio of dicyclopentadiene to hydrogen peroxide is 1:2-1:4. According to the present invention, the method is simple, the catalyst has advantages of good heat resistance, stable service life and environmental friendliness, and the yield of the target product is more than 90%.

Method for preparing dicyclopentadiene dioxide

The present invention discloses a method for preparing dicyclopentadiene dioxide. According to the method, dicyclopentadiene is used as a reaction raw material, poly m-halogenated styrene-divinylbenzene quaternary phosphonium salt type anion exchange resin supported heteropoly acid or peroxoheteropolyacid is used as a catalyst, and under the action of an oxidizing agent, in a solvent, an epoxidation reaction is performed by using a fixed bed or a batch tank reactor to obtain dicyclopentadiene dioxide. According to the present invention, the synthesis method is simple, the catalyst has advantages of good heat resistance, stable service life and environmental friendliness, and the yield of the target product is high, and is more than 80%.

Method for catalytically oxidizing dicyclopentadiene by using supported solid acid

The invention discloses a method for catalytically oxidizing dicyclopentadiene by using a supported solid acid. According to the method, dicyclopentadiene is used as a raw material, hydrogen peroxideis used as an oxidant, poly p-halogenated styrene-divinylbenzene quaternary phosphonium salt type anion exchange resin supported heteropoly acid or peroxoheteropolyacid is used as a catalyst, and an epoxidation reaction is performed by using a fixed bed or a batch tank reactor to obtain dicyclopentadiene dioxide. According to the present invention, the method is simple, the catalyst has advantagesof good heat resistance, stable service life and environmental friendliness, and the yield of the target product is high.