Polymerizable compounds and their use in liquid-crystal displays
A technology for polymerizing compounds and liquid crystal displays, applied in liquid crystal materials, chemical instruments and methods, etc., can solve problems such as reducing the effective applied voltage, and achieve the effect of high polymerization rate
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Embodiment 1
[0553] 2-Methacrylic acid-4′-[4-(2-methacryloyloxy)-but-1-ynyl]-biphenyl -4-yl esters (1)
[0554] 1.1 4′-(4-Hydroxybut-1-ynyl)-biphenyl-4-ol
[0555]
[0556] 17.2g (69.0mmol) of 4-bromo-4'-hydroxybiphenyl, 10.0g (143mmol) of but-3-yn-1-alcohol, 2.00g (2.85mmol) of bis (triphenylphosphine) palladium (II) Chloride, 0.7 g of copper(I) iodide and 25 ml (178 mmol) of diisopropylamine were heated at reflux in 150 ml of THF overnight. The batch is then added to 200 ml of MTB ether, 400 ml of water are added and acidified with hydrochloric acid. The aqueous phase was separated and extracted three times with ethyl acetate. The combined organic phases are concentrated in vacuo and the residue is filtered through silica gel with dichloromethane / ethyl acetate (3:1). Crystallization of the crude product from toluene yielded 4'-(4-hydroxybut-1-ynyl)biphenyl-4-ol as a colorless solid.
[0557] 1.2 2-Methacrylic acid-4′-[4-(2-methacryloyloxy)but-1-ynyl]link Phenyl-4-yl este...
Embodiment 2
[0563] 2-Methacrylic acid 4-{4′-[4-(2-methacryloyloxy)but-1-ynyl]-biphenyl -4-yl}but-3-ynyl ester (2)
[0564]
[0565] Analogously to Example 1, 2-methacrylic acid-4-{4'-[4-(2-methacryloyloxy )but-1-ynyl]biphenyl-4-yl}but-3-ynyl ester 2.
[0566] 1 H-NMR (400MHz, CDCl 3 ):
[0567] δ=1.98ppm (m c , 6H, Me), 2.82 (t, J=6.9Hz, 4H, -C≡CCH 2 -), 4.35(t, J=6.9Hz, 4H, -CH 2 O-), 5.60 (quint., J=1.6Hz, 2H, -C=CH A h B -), 6.18 (m c , 2H, C=CH A h B ), 7.48 (AB-m c , where: J=8.4Hz, 8H, Ar-H).
Embodiment 3
[0569] 2-Methacrylic acid 4-{6-[4-(2-methacryloyloxy)but-1-ynyl]naphthalene-2-yl} But-3-ynyl ester (3)
[0570]
[0571] Analogously to Example 2, 2-methacrylic acid-4-{6-[4-(2-methacryloyloxy)butyl- 1-Alkynyl]naphthalen-2-yl}but-3-ynyl ester 3.
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