2,2'-Bipyridine → HCID 22731677, compound

HRID 1862556Notes

Reaction equation

HRID 1862556 reaction equation
N1C=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[CH:12]=[CH:11][CH:10]=CN=1.[CH2:13]([O:15][C:16](=[O:21])[C:17](Br)(C)[CH3:18])C.C(OC)(=O)C=C.C(OC)(=O)C(C)=C>C=CC1C=CC=CC=1>[C:16]([O:15][CH3:13])(=[O:21])[CH:17]=[CH2:18].[CH2:5]=[CH:4][C:3]1[CH:2]=[CH:7][CH:12]=[CH:11][CH:10]=1

Participants

6

Reactant 4

HCID 14742,2'-BipyridineHCID 6658Methyl MethacrylateHCID 7294Methyl AcrylateHCID 11745Propanoic acid, 2-bromo-2-methyl-, ethyl ester

Product 1

HCID 22731677HCID 22731677, compound

Reagents, catalysts & solvents 1

HCID 7501StyreneSolvent

Conditions

Temperature
95 °C

Procedure

In a third experiment, 0.063 g of CuBr, 0.205 g of 2,2′-bipyridyl and 0.64 ml of ethyl-2-bromoisobutyrate was added to 10 ml of styrene and the reaction mixture was heated to 95° C. Methyl acrylate was added to the reaction mixture at a rate of addition of 0.05 ml/min such that the final reaction mixture contained 90% of methyl methacrylate. Samples were withdrawn at certain time periods. From the composition data obtained from NMR measurements of these samples and from GPC measurement of the molecular weights relative to polystyrene standards, the compositional gradient along the chain of the final copolymer was calculated (FIGS. 9A-B). The final polymer (3.08 g) was purified by reprecipitation from methanol/THF. DSC measurements of the final copolymer show a single glass transition with Tg=58° C.

Workup

  1. customreaction mixture
  2. customSamples were withdrawn at certain time periods
  3. customThe final polymer (3.08 g) was purified by reprecipitation from methanol/THF

Sources & evidence

ORD record
ord-eaf7ff85e09045109c8acd581c88729d
Source dataset
uspto-grants-2003_03
Patent number
US06538091B1

Reaction notes

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