2-Norbornene → Norbornene tert-Butyl Acrylate

HRID 22626

Reaction equation

HRID 22626 reaction equation
[C:1]([O:5][C:6]([CH3:9])([CH3:8])[CH3:7])(=[O:4])[CH:2]=[CH2:3].[CH:10]12[CH2:16][CH:13]([CH2:14][CH2:15]1)[CH:12]=[CH:11]2>CCC(C)=O>[CH:10]12[CH2:16][CH:13]([CH2:14][CH2:15]1)[CH:12]=[CH:11]2.[C:1]([O:5][C:6]([CH3:9])([CH3:8])[CH3:7])(=[O:4])[CH:2]=[CH2:3]

Participants

4

Reactant 2

HCID 103522-NorborneneHCID 15458tert-Butyl acrylate

Product 1

HCID 86590965Norbornene tert-Butyl Acrylate

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent2×

Procedure

The procedure of Example 2 was followed using 28.2 g (0.30 mol) norbornene, 12.8 g (0.05 mol) tert-butyl acrylate, 100 mL CFC-113, 1.5 g Perkadox® 16N and 60 g (0.60 mol) of tetrafluoroethylene. The product mixture was a clear liquid which was added to excess methanol to precipitate the polymer. There was isolated 28.8 g (29%) of white polymer; GPC (MEK) Mw 16100, Mn 7500, Mw/Mn 2.15; Inh Visc. 0.0862 (MEK); Tg 115° C. Anal. Found: C, 62.32; H, 7.53; F, 18.98. 13C NMR (δ, TCB) 166 to 178 (C═O), 112 to 124 (CF2), 80 (CH), 22 to 54 (remaining carbons). From integrations of appropriate resonances, the polymer composition was found to be 28 mol % TFE, 34 mol % tert-butyl acrylate and 38 mol % norbornene.

Sources & evidence

ORD record
ord-58080942cb384921af268b10951977a6
Source dataset
uspto-grants-2005_02
Patent number
US06849377B2

Linked notes

Loading…