Stabilizing Blue Phase III
2
2
7
/
[
9
6
9
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2.1.2 4-(4-Cyanophenyl)phenyl 4-octyloxy-2-{11-{4-
[2-(4-hexyloxyphenyl)pyrimidin-5-yl]phenyloxy}
decanoyloxy}benzoate, I I -1 0
1
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H
( s , 2 H , A r – H ) , 8 . 3 7 ( d , 2 H , A r – H , J ¼ 8 . 6 H z) , 8 . 18 ( d , 1 H, A r – H ,
J ¼ 9 . 2 H z ) , 7 . 7 3 ( d , 2 H , A r – H , J ¼ 8 . 6 H z) , 7 . 67 ( d , 2 H, A r – H ,
J ¼ 8 . 6 H z ) , 7 . 6 2 ( d , 2 H , A r – H , J ¼ 9 . 2 H z) , 7 . 55 ( d , 2 H, A r – H ,
J ¼ 9 . 2 H z ) , 7 . 3 2 ( d , 2 H , A r – H , J ¼ 8 . 6 H z) , 7 . 28 ( d , 2 H, A r – H ,
J ¼ 9 . 2 H z ) , 7 . 0 3 ( d , 2 H , A r – H , J ¼ 8 . 6 H z) , 6 . 88 ( d d , 1 H, A r – H ,
J ¼ 2 . 9 H z , 8 . 9 H z ), 6 . 6 5 ( d , 1 H , A r – H , J ¼ 2 . 9 H z) , 4 . 03 ( t , 2 H, A r –
O C H – , J ¼ 6 . 6 H z ) , 4 . 0 0 ( t , 2 H , A r – O C H – , J ¼ 6 . 3 H z) , 2 . 69 ( t , 2 H,
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J ¼ 6 . 9 H z ) . I R ( K B r ) nm x =c m ꢂ : 2 92 6 , 2 85 5 , 2 2 2 5, 1 7 6 3, 1 7 2 9, 1 6 1 0,
1
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2.1.3 4-(4-Cyanophenyl)phenyl 4-octyloxy-2-{11-{4-
[2-(2-fluoro-4-hexyloxyphenyl)pyrimidin-5-yl]
phenyloxy}decanoyloxy}benzoate, I I I -1 0
1
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2 H , A r – H) , 8 . 1 8 ( d , 1 H , A r – H , J ¼ 8 . 6 H z ) , 8 . 10 ( t , 1 H, A r – H,
J ¼ 8 . 9 H z ) , 7 . 7 3 ( d , 2 H , A r – H , J ¼ 8 . 6 H z) , 7 . 67 ( d , 2 H, A r – H ,
J ¼ 8 . 6 H z ) , 7 . 6 2 ( d , 2 H , A r – H , J ¼ 8 . 6 H z ), 7 . 54 ( d , 2 H, A r – H , J ¼ 8 .
6 H z ) , 7 . 2 8 ( d , 2 H , A r – H , J ¼ 8 . 6 H z ), 7 . 0 3 ( d , 2 H, A r – H , J ¼ 8 . 6 H z) ,
6 .8 7 ( d d , 1 H , A r – H , J ¼ 2 . 3 H z , 8 . 9 H z ), 6 . 8 2 ( d d , 1 H, A r – H , J ¼ 2 . 3 H z,
H z , 9 . 2 H z ) , 6 . 7 4 ( d d , 1 H , A r – H , J ¼ 2 . 3 H z , 1 3 .2 H z) , 6 . 65 ( d , 1 H, A r – H ,
J ¼ 2 . 9 H z ) , 4 . 0 3 ( t , 2 H , A r – O C H – , J ¼ 6 . 6 H z) , 4 . 02 ( t , 2 H, A r – O C H – ,
2
2
J ¼ 6 . 9 H z ) , 4 . 0 0 ( t , 2 H , A r – O C H – , J ¼ 6 . 6 H z) , 2 . 60 ( t , 2 H, – O C O C H –
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J ¼ 7 . 2 H z ) , 0 . 9 0 ( t , 3 H , – C H , J ¼ 6 . 9 H z ). I R ( K B r ) nm x =c mꢂ : 2 9 2 7,
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2.2 Liquid-Crystalline and Physical Properties
T h e i n i t i a l a s si g n m e n t s a n d c o r r e s p o n d i n g t r a n s i t i o n t e m p e r a tu r e s
f o r t h e f i n a l p ro d u c t s w e r e d e t e r m i n e d b y t h e r m a l o p t i c a l m i c r o s c o p y
u s i n g a p o l a r i z i n g m i c r o s c o pe ( O ly m p u s B X - 5 1 ) e q u i p p e d w i t h a
t em p e r a t u r e c on t r o l u n i t ( Ja p a n ꢂH i g h T e c h L K - 6 0 0 P M ) . T h e h e a t i n g
1
ꢃ
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t r a n s i t i o n f o r t h e f in a l p r o d u c t s a n d t h e i n t e r m e d i a t e c o m p o u n d s w e r e
i n v es t i g a t e d b y d i ff e r e n t i al s c an n i n g c a l o r im e t r y ( D S C ) u s i n g a
S e i k o D S C 6 2 0 0 c a l o r i m e t e r , w i th t h e h e a t i n g a n d c o o li n g r a t e s o f