Isobornyl methacrylate

Isobornyl methacrylate Basic information
Product Name:Isobornyl methacrylate
Synonyms:2-methyl-,1,7,7-trimethylbicyclo(2.2.1)hept-2-ylester,exo-2-propenoicaci;IBOMA;Isobornyl methacrylate ,98%;Isobornyl Methacrylate ;Isobornyl Methacrylate, stabilized, 85-90% 50GR;(1R,2R,4R)-1,7,7-TriMethylbicyclo[2.2.1]heptan-2-yl Methacrylate;Isobornyl Methacrylat;Isobornyl Methacrylate technical grade
CAS:7534-94-3
MF:C14H22O2
MW:222.33
EINECS:231-403-1
Product Categories:Bicyclic Monoterpenes;Biochemistry;Terpenes;7534-94-3
Mol File:7534-94-3.mol
Isobornyl methacrylate Structure
Isobornyl methacrylate Chemical Properties
Melting point -60 °C
Boiling point 127-129 °C15 mm Hg(lit.)
density 0.983 g/mL at 25 °C(lit.)
vapor pressure 7.5Pa at 20℃
refractive index n20/D 1.477(lit.)
Fp 225 °F
storage temp. Keep in dark place,Sealed in dry,Room Temperature
form Liquid
color Clear colorless to yellow
Specific Gravity0.985
Water Solubility negligible
InChIKeyHHHKSPVBHWRWNA-QOZQQMKHSA-N
LogP5.09
CAS DataBase Reference7534-94-3(CAS DataBase Reference)
EPA Substance Registry SystemIsobornyl methacrylate (7534-94-3)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 2
HS Code 29161400
Hazardous Substances Data7534-94-3(Hazardous Substances Data)
MSDS Information
Isobornyl methacrylate Usage And Synthesis
Chemical PropertiesCLEAR COLORLESS TO YELLOW LIQUID
CharacteristicsIsobornyl methacrylate is a colorless transparent liquid. It is a monomer that unifies hardness and flexibility. Due to its molecular structure, its polymer has excellent high gloss, sharp image, scratch resistance, medium resistance and weather resistance, and Its hygroscopicity is significantly lower than that of MMA (methyl methacrylate). In addition, IBOMA-added acrylic resin has good compatibility with polyester, alkyd and many volatile paint film-forming substances.
UsesIsobornyl methacrylate is a versatile hydrophobic monomer with a good combination of hardness and flexibility that can improve the chemical and water resistance of polymer systems.
PreparationIsobornyl methacrylate was synthesized by direct esterification of camphene and methacrylic acid.
General DescriptionIsobornyl methacrylate is a reactive solvent with low vapor pressure. It facilitates the free radical polymerization by forming a polymer with high glass transition temperature (Tg).
Flammability and ExplosibilityNotclassified
SynthesisIsobornyl methacrylate is obtained by reacting (1S,2S,4S)-(+)-isoborneol and 4-methoxyphenol.Dissolve5g (1S,2S,4S)-(+)-isoborneol in 15 mL toluene. Add 4 mg (0.032 mmol) 4-methoxyphenol to the solution. After the addition of 0.4 g (3.24 mmol)4-dimethylamino pyridine, add a solution of 10 g (64.8 mmol) methacrylic anhydride (MAA) in 10 mL toluene dropwise to the mixture. Heat the reaction mixture to 80 °C. Stir the reaction mixture for 16 hours. After cooling down to room temperature, wash the mixture with 50 mL 1M sodium bicarbonate solution four times. Wash the organic phase with 50 mL brine two times. Separate the organic phase. Remove the toluene by rotary evaporation followed by a fractional distillation under reduced pressure.
1H NMR (CDCl3, 300 MHz): δ(ppm) = 6.06 (dq, 1H, 1); 5.51 (dq, 1H, 2); 4.71 (m ,1H, 4); 1.93 (dd, 3H, 3); 1.87-1.5 (m, 5H, 6,7,8); 1.23-1.04 (m, 2H, 5); 1.012 (s, 3H, 9);0.86 (s, 3H, 10); 0.85 (s, 3H, 11). IR (film): ν(cm-1) = 2954 (CH2), 2879 (CH2), 1715 (C=O) 1454 (CH2), 1157 and 1053 (C=O).

synthetic method of Isobornyl methacrylate
Fig The synthetic method of Isobornyl methacrylate
Isobornyl methacrylate Preparation Products And Raw materials
2-Isocyanatoethyl methacrylate Octadecyl methacrylate Dodecyl 2-methylacrylate 2-Methyl-2-propenoic acid cyclohexyl ester VINYL ESTER RESIN Methyl Poly(methyl methacrylate) Methyl propiolate Butyl methacrylate Diethyl phthalate Tris(trimethylsilyl)phosphate PHENYL METHACRYLATE Ethylene dimethacrylate Methyl acrylate Dimethyl succinate Methacrylic acid Isobornyl acrylate tetradecyl methacrylate

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