N,N,N',N'-Tetramethylethylenediamine → Benzene, ethenyl-, polymer with 1,3-butadiene
Reaction equation
[C:1]1(C([O-])=O)(C)[CH2:6][CH2:5][CH:4]([CH:7](C)[CH3:8])[CH:3](O)[CH2:2]1.[Na+].CN(C)CCN(C)C>>[CH2:6]=[CH:1][CH:2]=[CH2:3].[CH2:8]=[CH:7][C:4]1[CH:5]=[CH:6][CH:1]=[CH:2][CH:3]=1Participants
Procedure
The procedure described in Example 1 was utilized in this example except that 1 mL of 1 M solution of sodium alkoxide (NaOR), i.e., sodium mentholate, in hexanes and 1 mL of 1 M solution of N,N,N′,N′-tetramethylethylene diamine (TMEDA) in hexanes were added to the catalyst system (BaTHFA/MgR2) making the molar ratio (BaTHFA/MgR2/NaOR/TMEDA) 1:3:1:1. The styrene-butadiene produced was determined to have a glass transition temperature (Tg) at −77° C. and a melting temperature (Tm) at +8° C. The Mooney viscosity (ML-4) at 100° C. was 89. The GPC measurements indicated that the polymer has a number average molecular weight (Mn) of 284,600 g/mol and a weight average molecular weight (Mw) of 350,800 g/mol. The polydispersity (Mw/Mn) of the resulting polymer was 1.23. Carbon-13 NMR analysis showed a trans 1,4 polybutadiene content of 74.20%, cis 1,4 polybutadiene content of 19.80%, a 1,2 polybutadiene content of 6%, and a polystyrene content of 18%.
Sources & evidence
- ORD record
- ord-bd95c761b65e4f34af036d1bc28b84fd
- Source dataset
- uspto-grants-2007_11
- Patent number
- US07291687B1
Reaction notes
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