Table 1 Copolymerization of chloral/bromal with various cyclic anhydrides a

From: Chemically recyclable polyvinyl chloride-like plastics

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M1

M2

Cat.

T (°C)

t (h)

Conv. (%)b

A1:A1’:A1” c

AD (%)d

Mn (kDa)e

Đ e

Tg (°C) f

1

chloral

GA

Et3N

25

0.25

>99

56:20:24

66

52.6

1.3

45

2

chloral

GA

InBr3

25

47

83

96:4:0

98

79.1

1.5

31

3

chloral

GA

InBr3

100

1

69

100:0:0

100

58.6

1.5

28

4

chloral

3-MGA

Et3N

25

1.5

93

58:19:23

68

52.4

1.2

41

5

chloral

3-MGA

InBr3

25

17

58

88:9:3

93

40.1

1.3

33

6

chloral

3-MGA

InBr3

100

1.5

52

100:0:0

100

27.1

1.4

32

7

chloral

DGA

Et3N

25

1

94

78:11:11

84

50.4

1.2

75

8

chloral

DGA

InBr3

100

12

0

-–

9

chloral

2,2-DMGA

Et3N

25

3

98

72:13:15

79

50.7

1.3

51

10

chloral

2,2-DMGA

InBr3

25

26

74

88:7:5

92

26.2

1.4

42

11

chloral

CPDA

Et3N

25

6

84

64:20:16

74

37.2

1.1

48

12

chloral

CPDA

InBr3

25

119

68

100:0:0

100

13.1

1.5

42

13

chloral

CHDA

Et3N

25

24

76

54:29:17

69

44.6

1.1

65

14

chloral

CHDA

InBr3

25

215

30

100:0:0

100

13.7

1.4

48

15

chloral

DPA

Et3N

60

48

86

100:0:0

100

20.2

1.4

148

16

chloral

DPA

TfOH

60

75

68

100:0:0

100

5.7

1.5

129

17

bromal

GA

Et3N

25

48

0

18

bromal

GA

InBr3

25

48

89

91:9:0

95

40.2

1.5

52

19

bromal

3-MGA

InBr3

25

48

78

100:0:0

100

31.7

1.5

54

20

bromal

2,2-DMGA

InBr3

25

120

87

100:0:0

100

29.0

1.5

50

  1. aThe copolymerization was performed in CH2Cl2, [chloral/bromal]0 = 3.5 M, [chloral/bromal]0:[cyclic anhydride]0:[catalyst] = 100:100:1; bConversion of chloral/bromal, determined by 1H NMR spectroscopy; cMolar ratio of different units in the obtained copolymers, determined by 1H NMR spectroscopy; dAlternating degree of the obtained copolymers; eDetermined by GPC in THF, calibrated with polystyrene standards (Figures S61S78); f Determined by differential scanning calorimetry (DSC).