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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1591852Generated: October 25, 2026

N,N,N',N'-Tetramethylethylenediamine → Benzene, ethenyl-, polymer with 1,3-butadiene

https://huagongshe.com/reaction/1591852

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN,N,N',N'-TetramethylethylenediamineHCID 8037—
ReactantButyllithiumHCID 178418339—
ReactantHCID 178483778HCID 178483778—
ProductBenzene, ethenyl-, polymer with 1,3-butadieneHCID 62697—

Reaction Steps

The procedure described in Example 1 was utilized in this example except that 3 mL of 1 M solution of n-butyl lithium (n-BuLi) in hexanes and 5 mL of 1 M solution of TMEDA in hexanes were added to the catalyst system (BaTHFA/MgR2) making the molar ratio (BaTHFA/MgR2/n-BuLi/TMEDA) 1:3:3:5. The styrene-butadiene produced was determined to have a glass transition temperature (Tg) at −76° C. and a melting temperature (Tm) at −11° C. The Mooney viscosity (ML-4) at 100° C. was 48. The GPC measurements indicated that the polymer has a number average molecular weight (Mn) of 175,000 g/mol and a weight average molecular weight (Mw) of 270,000 g/mol. The polydispersity (Mw/Mn) of the resulting polymer was 1.54. Carbon-13 NMR analysis showed a trans 1,4 polybutadiene content of 75%, cis 1,4 polybutadiene content of 19%, a 1,2 polybutadiene content of 6%, and a polystyrene content of 16.5%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07291687B1
Source datasetuspto-grants-2007_11
ORD IDord-d46450871f2a4fe9bb6b83dab27d4659
Source noteuspto-grants-2007_11