Chiral esters formed from .alpha.-substituted carboxylic...

C - Chemistry – Metallurgy – 07 – C

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C07C 69/63 (2006.01) C07D 239/24 (2006.01) C07D 239/26 (2006.01) C07D 239/34 (2006.01) C07D 239/38 (2006.01) C09K 19/20 (2006.01) C09K 19/22 (2006.01) C09K 19/34 (2006.01)

Patent

CA 1288092

HOE 86/F 118K Abstract of the disclosure Chiral esters formed from .alpha.-substituted carboxylic acids and mesogenic hydroxyl compounds and their use as dopant in liquid-crystalline phases The novel compounds are chiral esters formed from .alpha.-sub- stituted carboxylic acids and mesogenic hydroxyl compounds of the general formula (I) Image (I) in which the symbols have the following meaning: MO = molecular radical of a mesogenic hydroxyl compound MOH after removing an H, the radical MO being expres- sed by the general formula (II): R2 - (A1)n1 - (B-)n2(A2)n3 - O (II) where the meaning of R2 is a straight-chain or branched (C1-C12)alkyl or alkenyl, it being possible for one or two nonadjacent CH2 groups to be replaced by O and/or S atoms, or if n1 = 1, also F, Cl, Br or CN, A1, A2 are, independently of each other, 1,4-phenylene, pyrimidine-2,5-diyl, 1,4-cyclohexylene, 1,3- dioxane-2,5-diyl, 1,3-dithiane-2,5-diyl or 1,4- bicyclo(2,2,2)octylene, it being possible for said groups to be substituted at least singly by F, Cl, Br, CN and/or (C1-C12)alkyl (option ally, one or two nonadjacent CH2 groups are re- placed by O and/or S atoms), B is CO-O, O-CO, CH2-CH2, OCH2, CH2O, CH=N, N=CH, N=N N(O)=N, n1, n2, n3 are, independently of each other, 0, 1 or 2, n1 and n3 not being simultaneously 0, Y is F, Cl, Br, CN or CF3, and R1 is branched (C3-C9)alkyl, benzyl or phenyl, the compounds having R1 = branched (C3-C7)alkyl, benzyl or phenyl, Y = F, Cl or Br, R2 = (C1-C11)alkoxy, A1, A2 = phenyl, n1, n3 = 1 and n2 = O being excluded. The compounds preferably find application in tilted smec- tic liquid-crystalline phases which they transform into ferroelectric liquid-crystalline phases; they have high values of spontaneous polarization.

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