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2,2-Bis-(4-cyanatophenyl)propane

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2,2-Bis-(4-cyanatophenyl)propane manufacturers

2,2-Bis-(4-cyanatophenyl)propane Basic information
Product Name:2,2-Bis-(4-cyanatophenyl)propane
Synonyms:Cyanicacid,(1-methylethylidene)di-4,1-phenyleneester;propane,2,2-bis(4-cyanatophenyl)-;4,4'-ISOPROPYLIDENEBIS(CYANATOBENZENE);4,4'-isopropylidenediphenyl dicyanate;2,2-BIS(4-CYANATOPHENYL)PROPANE;BISPHENOL A CYANATE ESTER;(1-Methylethylidene)bis(4,1-phenylene)dicyanate;[Isopropylidenebis(1,4-phenylene)]dicyanate
CAS:1156-51-0
MF:C17H14N2O2
MW:278.31
EINECS:214-590-4
Product Categories:Bisphenol A type Compounds (for High-Performance Polymer Research);Functional Materials;Reagent for High-Performance Polymer Research;1156-51-0
Mol File:1156-51-0.mol
2,2-Bis-(4-cyanatophenyl)propane Structure
2,2-Bis-(4-cyanatophenyl)propane Chemical Properties
Melting point 80 °C
Boiling point 391.0±52.0 °C(Predicted)
density 1.171±0.06 g/cm3(Predicted)
vapor pressure 0Pa at 20℃
storage temp. Sealed in dry,Room Temperature
solubility 470g/L in organic solvents at 20 ℃
form powder to crystal
color White to Almost white
Water Solubility 944μg/L at 20℃
InChIInChI=1S/C17H14N2O2/c1-17(2,13-3-7-15(8-4-13)20-11-18)14-5-9-16(10-6-14)21-12-19/h3-10H,1-2H3
InChIKeyAHZMUXQJTGRNHT-UHFFFAOYSA-N
SMILESC1(=CC=C(OC#N)C=C1)C(C)(C)C1C=CC(OC#N)=CC=1
LogP3.57 at 20℃
CAS DataBase Reference1156-51-0(CAS DataBase Reference)
NIST Chemistry Reference2,2-Bis-(4-cyanatophenyl)propane(1156-51-0)
Safety Information
TSCA TSCA listed
HS Code 2929100090
MSDS Information
2,2-Bis-(4-cyanatophenyl)propane Usage And Synthesis
Chemical PropertiesCrystalline Powder
UsesPrimaset(R) BADCy is a cyanate ester monomer which is soluble in Methyl Ethyl Ketone (MEK), acetone and other prepreg solvents.This monomer will dissolve in other cyanate esters (PT resins, METHYLCy, LECy), epoxy and BMI (Maleinbisimides) and thermoplastics
Flammability and ExplosibilityNot classified
Synthesis
Bisphenol A

80-05-7

Cyanogen bromide

506-68-3

2,2-Bis-(4-cyanatophenyl)propane

1156-51-0

D. Preparation of bisphenol A dicyanate 456.60 g of 4,4'-isopropylidene diphenol (2.00 mol), 444.91 g of cyanogen bromide (4.20 mol) and 1,100 ml of acetone were added to the reactor and stirred under nitrogen protection. The stirred solution was cooled to -5°C and then 406.82 g of triethylamine (4.02 moles) was added slowly and dropwise over a period of 60 minutes, keeping the reaction temperature between -5 and -3°C. After the triethylamine was added, stirring was continued at -5 to -3°C for 25 minutes. Subsequently, the reaction mixture was poured into 5.685 liters of deionized water. After standing for 5 minutes, the aqueous phase and product mixture were extracted with dichloromethane (500 mL each time, three times). The combined dichloromethane extracts were sequentially washed with 500 ml of 0.05% by weight aqueous hydrochloric acid and 500 ml of deionized water and then dried over anhydrous sodium sulfate. The dried dichloromethane solution was filtered and the solvent was removed by rotary evaporation under reduced pressure at 100 °C for 60 min. 545.8 g of bisphenol A dicyanate was obtained in 98.1% yield and the product was a light tan crystalline solid. The structure of the product was confirmed by analyzing the product film sample by infrared spectroscopy (phenolic hydroxyl absorption peak disappeared and cyanate absorption peak appeared).

References[1] Patent: EP291552, 1988, A1
[2] Patent: EP409069, 1991, A2
[3] Journal of Crystallographic and Spectroscopic Research, 1990, vol. 20, # 3, p. 285 - 289
[4] Russian Journal of Organic Chemistry, 2009, vol. 45, # 1, p. 154 - 157
2,2-Bis-(4-cyanatophenyl)propane Preparation Products And Raw materials
Raw materialsBisphenol A-->Cyanogen bromide-->Acetone-->Water-->Hydrochloric acid-->Triethylamine
Tag:2,2-Bis-(4-cyanatophenyl)propane(1156-51-0) Related Product Information
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