Compounds having a c-c triple bond

Abstract

Compounds containing at least one C—C triple bond within a chain of at least 3 ring systems which have positive dielectric anisotropy, the use thereof for high-frequency components, liquid-crystalline media containing these compounds, and high-frequency components, in particular antennae, especially for the gigahertz region, containing these media. The liquid-crystalline media serve, for example, for the phase shifting of microwaves for tuneable phased-array antennae.

1 . A compound of formula I 
       
         
           
           
               
               
           
         
         in which 
         H/F means F, 
         A 1-5  each, independently of one another, denotes 
       
       
         
           
           
               
               
           
         
         L each denotes F, 
         R 1  denotes a halogenated or unsubstituted alkyl radical having 1 to 15 C atoms, in which one or more CH 2  groups may each be replaced, independently of one another, by —C≡C—, —CH═CH—, —CF═CF—, —CF═CH—, —CH═CF—, —(CO)O—, —O(CO)—, —(CO)—, —O— or —S— in such a way that O or S atoms are not linked directly to one another,
 or denotes F, Cl, Br, CN, CF 3 , OCF 3 , SCN, NCS or SF 5 , 
 
         X denotes 
         Z 1 , Z 2 , Z 4 , Z 5  each, independently of one another, denotes a single bond, —C≡C—, —CH═CH—, —CH 2 O—, —(CO)O—, —CF 2 O—, —CF 2 CF 2 —, —CH 2 CF 2 —, —CH 2 CH 2 —, —(CH 2 ) 4 —, —CH═CF— or —CF═CF—, where asymmetrical bridges may be oriented to either side, and 
         m, n, p, q independently denote 0 or 1, where m+n+p+q is 1, 2, 3 or 4. 
       
     
     
         2 - 3 . (canceled) 
     
     
         4 . The compound according to  claim 1 , wherein m+n is 1. 
     
     
         5 . (canceled) 
     
     
         6 . The compound according to  claim 1 , wherein m+n+p+q is 1 or 2. 
     
     
         7 . A liquid-crystal medium, comprising one or more compounds of formula I according to  claim 1 . 
     
     
         8 . A liquid-crystal medium according to  claim 7 , further comprising one or more compounds of formula II: 
       
         
           
           
               
               
           
         
         in which: 
         L 11  denotes R 11  or X 11 , 
         L 12  denotes R 12  or X 12 , 
         R 11  and R 12  independently of one another, denote unfluorinated alkyl or unfluorinated alkoxy having 1 to 17 C atoms or unfluorinated alkenyl, unfluorinated alkynyl, unfluorinated alkenyloxy or unfluorinated alkoxyalkyl having 2 to 15 C atoms, 
         X 11  and X 12  independently of one another, denote F, Cl, Br, CN, NCS, SCN, SF 5 , or fluorinated alkyl or fluorinated alkoxy having 1 to 7 C atoms or fluorinated alkenyl, fluorinated alkenyloxy or fluorinated alkoxyalkyl having 2 to 7 C atoms, 
         p, q independently denote 0 or 1, 
         Z 11  to Z 13  independently of one another, denote trans-CH═CH—, trans-CF═CF—, —C≡C— or a single bond, and 
       
       
         
           
           
               
               
           
         
         
           independently of one another, denote 
         
       
       
         
           
           
               
               
           
         
         L′ independently denotes branched or unbranched alkyl, alkenyl or alkynyl having 1 to 12 C atoms, in which, independently of one another, one or more CH 2  groups are optionally replaced by O, or denotes C 3 -C 6  cycloalkyl, C 3 -C 6  cycloalkenyl, fluorinated alkyl or alkenyl, fluorinated alkoxy or alkenyloxy, F, Cl, Br, CN, NCS, SCN or SF 5 . 
       
     
     
         9 - 12 . (canceled) 
     
     
         13 . A component for high-frequency technology, which contains a liquid-crystal medium according to  claim 7 . 
     
     
         14 . A component according to  claim 13 , which comprises one or more functionally connected phase shifters. 
     
     
         15 . (canceled) 
     
     
         16 . A phased array antenna, which comprises one or more components according to  claim 13 . 
     
     
         17 . The compound according to  claim 1 , wherein m+n+p+q is 1. 
     
     
         18 . The compound according to  claim 17 , wherein m+n is 1. 
     
     
         19 . The compound according to  claim 1 , wherein R 1  denotes an unsubstituted alkyl radical having 1 to 15 C atoms. 
     
     
         20 . The compound according to  claim 1 , wherein R 1  denotes an unsubstituted alkyl radical having 2 to 7 C atoms. 
     
     
         21 . The compound according to  claim 18 , wherein R 1  denotes an unsubstituted alkyl radical having 2 to 7 C atoms. 
     
     
         22 . The compound according to  claim 1 , wherein Z 1 , Z 2 , Z 4 , Z 5  each denotes a single bond. 
     
     
         23 . The compound according to  claim 21 , wherein Z 1 , Z 2 , Z 4 , Z 5  each denotes a single bond. 
     
     
         24 . The compound according to  claim 1 , wherein
 A 3  denotes   
       
         
           
           
               
               
           
         
       
     
     
         25 . The compound according to  claim 23 , wherein
 A 3  denotes   
       
         
           
           
               
               
           
         
       
     
     
         26 . The compound according to  claim 1 , wherein
 A 1  denotes   
       
         
           
           
               
               
           
         
       
     
     
         27 . The compound according to  claim 25 , wherein
 A 1  denotes   
       
         
           
           
               
               
           
         
       
     
     
         28 . The compound according to  claim 27 , wherein R 1  denotes a pentyl radical.