Table 1 Ethenolysis of synthetic PIP (Mn = 13000, Ɖ = 2.9) using a second-generation Grubbs catalyst (G2)a

From: Selective synthesis of α-vinyl-ω-vinylidene-oligoisoprene as a macromonomer via ethenolysis of polyisoprene

Run

[C = C]/cat.

Temp. (°C)

Time (h)

Insoluble fr.

MeOH soluble fr.

Yield (%)

Mnb (103)

Ɖb

Yield (%)

Mnb (103)

Ɖb

1

250

rt

1

15

2.7

1.3

37

1.3

1.6

2

610

rt

1

25

2.9

2.1

46

2.0

1.6

3c

610

rt

1

30

5.4

2.7

48

4.6

2.1

4

1220

rt

1

69

5.5

2.7

17

2.5

2.2

5

610

rt

2

11

2.1

1.3

57

1.2

1.5

6

610

rt

4

11

1.9

1.4

46

0.9

1.4

7

610

rt

24

Trace

–

–

55

0.9

1.3

8

610

50

1

Trace

–

–

61

0.7

1.1

9

610

100

1

Trace

–

–

70

0.6

1.1

10d

833

rt

15

Trace

–

–

80

1.3

1.1

11e

610

rt

15

Trace

–

–

84

3.2

1.7

  1. aDegradation conditions: [G2] = 12 µmol, [ethylene] = 4 atm, solvent = toluene (27.5 mL)
  2. bDetermined by GPC calibrated with polystyrene standards
  3. c[G2] is 24 µmol
  4. d[ethylene] = 1 atm
  5. ePolyisoprene from natural rubber (Mn = 8900, Ð = 3.7) was used
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