2,2'-Bipyridine → HCID 86589680, compound

HRID 2101255Notes

Reaction equation

HRID 2101255 reaction equation
N1C=CC=CC=1[C:7]1[CH:12]=[CH:11]C=CN=1.[C:13]([O:17][CH3:18])(=[O:16])[CH:14]=[CH2:15].C1(C(Br)C)C=CC=CC=1>C1COCC1>[CH:13]([O:17][CH2:18][CH:12]([CH3:11])[CH3:7])=[CH2:14].[C:13]([O:17][CH3:18])(=[O:16])[CH:14]=[CH2:15]

Participants

5

Reactant 3

HCID 14742,2'-BipyridineHCID 7294Methyl AcrylateHCID 11454(1-Bromoethyl)benzene

Product 1

HCID 86589680HCID 86589680, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
50 °C

Procedure

To 0.11 g (6.68×10−4 mole) 2,2′-bipyridyl and 0.036 g (2.34×10−4 mole) CuBr in a glass tube, were added 0.6 ml (0.55×10−2 mole) IBVE, 1.5 ml (1.65×10−2 mole) methyl acrylate and 0.034 ml (2.34×10−4 mole) 1-phenylethyl bromide under argon atmosphere. The glass tube was sealed under vacuum, and the reaction mixture was warmed at 50° C. for 12 hours. The reaction mixture was then dissolved in THF, and the conversion of MA and IBVE as determined by GC were 100%. The polymer was then precipitated in methanol (three times), filtered, dried at 60° C. under vacuum for 48 h and weighed. The content of IBVE in the copolymer was 25%, and Mn=7860, Mw/Mn=1.90 (Mth=8400). The glass transition temperatures of the product as determined by DSC were at −31.0° C. and 5.6° C.

Workup

  1. customThe glass tube was sealed under vacuum
  2. customThe polymer was then precipitated in methanol (three times)
  3. filtrationfiltered
  4. customdried at 60° C. under vacuum for 48 h
  5. customwere at −31.0° C. and 5.6° C.

Sources & evidence

ORD record
ord-a028e7a9dee24dc2b2dc49622bd2ae8f
Source dataset
uspto-grants-2009_08
Patent number
US07572874B2

Reaction notes

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