Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 909979Generated: October 29, 2026

Toluene → HCID 86613227, compound

https://huagongshe.com/reaction/909979

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantDichloromethaneHCID 6344—
Reactant1-HexeneHCID 11597—
ReactantHCID 86613229HCID 86613229—
SolventMesityleneHCID 7947—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86613227HCID 86613227—

Reaction Conditions

Temperature120 °C

Reaction Steps

HxNB (2.78 g, 0.0156 mol), Phenyl ethyl norbornene (PENB, CAS 29415-09-6) (7.22 g, 0.036 mol), 1-hexene (2.18 g, 0.026 mol) and toluene (57.0 g) were combined in a 250 mL serum bottle and heated to 120° C. in an oil bath. To this solution were added Pd1446 (3.0E-3 g, 2.1E-6 mol) and DANFABA (6.7E-3 g, 8.4E-6 mol) in concentrated solutions of dichloromethane. After addition, the resulting mixture was maintained at 120° C. for 1 hour. After cooling to room temperature, the copolymer was precipitated by adding methanol drop wise into the reaction mixture. The solid copolymer was collected by filtration and dried at 80° C. in a vacuum oven. The solid polymer was dissolved in an appropriate amount of mesitylene to give 10 wt % solid copolymer solution. After drying, 8.0 g was obtained (80%). The molecular weight of the polymer was determined by GPC methods in THF (poly(styrene) standard) Mw=127,332; Mn=39,206. The composition of the polymer was determined by 1H-NMR: HxNB/PENB=22/78. The composition of the copolymer was determined by 1H-NMR to be 54/46 HxNB/diPhNB. The refractive indices of this polymer were measured by prism coupling method and determined to be 1.5601 in TE mode and 1.5585 in TM mode at a wavelength of 633 nm. The dried copolymer was dissolved in sufficient mesitylene to result in a 10 wt % copolymer solution.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08021825B2
Source datasetuspto-grants-2011_09
ORD IDord-5d07b829d807453f9534874d92e31f5b
Source noteuspto-grants-2011_09