US2010240892A1PendingUtilityA1

Electroluminescent device

48
Assignee: SCHAEFER THOMASPriority: Oct 30, 2002Filed: Jun 7, 2010Published: Sep 23, 2010
Est. expiryOct 30, 2022(expired)· nominal 20-yr term from priority
C09K 2211/1011C09B 57/008C09B 57/00C07D 239/26C09K 2211/1022C09K 2211/1044C09K 2211/1059C09K 11/06Y10S428/917C09K 2211/1007C08G 61/122C08G 73/0633C08G 73/00H10K 59/35H10K 85/622H10K 71/164H10K 85/324H10K 85/10H10K 85/611H10K 85/633H10K 85/654H10K 85/321H10K 85/111H10K 50/11H10K 85/151H10K 85/114H10K 85/657H10K 85/631H10K 85/30H10K 85/115
48
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Claims

Abstract

Disclosed are electroluminescent devices that comprise organic layers that contain certain organic compounds containing one ore more pyrimidine moieties. The organic compounds containing one ore more pyrimidine moieties are suitable components of blue-emitting, durable, organo-electroluminescent layers. The electroluminescent devices may be employed for full color display panels in for example mobile phones, televisions and personal computer screens.

Claims

exact text as granted — not AI-modified
1 . A pyrimidine compound of formula (I) 
       
         
           
           
               
               
           
         
         wherein V is 
       
       
         
           
           
               
               
           
         
       
       H; C r C 1-18 alkyl; C 1 -C 18 alkyl which is substituted by E and/or interrupted by D; C 2 -C 18 alkenyl, C 2 -C 18 alkenyl which is substituted by E and/or interrupted by D; C 2 -C 18 alkynyl; C 2 -C 18 alkynyl which is substituted by E and/or interrupted by D; C 1 -C 18 alkoxy; C 1 -C 18 alkoxy which is substituted by E and/or interrupted by D; —SR 5 ; —NR 5 R 6 ;
 W is 
 
       
         
           
           
               
               
           
         
       
       H; C 1 -C 18 alkyl; C 1 -C 18 alkyl which is substituted by E and/or interrupted by D; C 2 -C 18 alkenyl, C 2 -C 18 alkenyl which is substituted by E and/or interrupted by D; C 2 -C 18 alkynyl; C 2 -C 18 alkynyl which is substituted by E and/or interrupted by D; C 1 -C 18 alkoxy; C 1 -C 18 alkoxy which is substituted by E and/or interrupted by D; —SR 5 ; —NR 5 R 6 ;
 Y is 
 
       
         
           
           
               
               
           
         
       
       H; C 1 -C 18 alkyl; C 1 -C 18 alkyl which is substituted by E and/or interrupted by D; C 2 -C 18 alkenyl, C 2 -C 18 alkenyl which is substituted by E and/or interrupted by D; C 2 -C 18 alkynyl; C 2 -C 18 alkynyl which is substituted by E and/or interrupted by D; C 1 -C 18 alkoxy; C 1 -C 18 alkoxy which is substituted by E and/or interrupted by D; —SR S ; —NR 5 R 6 ;
 X is 
 
       
         
           
           
               
               
           
         
       
       H; C 1 -C 18 alkyl; C 1 -C 18 alkyl which is substituted by E and/or interrupted by D; C 2 -C 18 alkenyl, C 2 -C 18 alkenyl which is substituted by E and/or interrupted by D; C 2 -C 18 alkynyl; C 2 -C 18 alkynyl which is substituted by E and/or interrupted by D; C 1 -C 18 alkoxy; C 1 -C 18 alkoxy which is substituted by E and/or interrupted by D; —SR S ; —NR 5 R 6 ;
 V 1  to V 5 , W 1  to W 5 , X 1  to X 5  and Y 1  to Y 5  are independently of each other H; halogen; 
 C 6 -C 24 aryl; C 6 -C 24 aryl which is substituted by G; C 1 -C 18 alkyl; C 1 -C 18 alkyl which is substituted by E and/or interrupted by D; C 7 -C 18 alkylaryl; C 7 -C 18 alkylaryl which is substituted by E and/or interrupted by D; C 2 -C 18 alkenyl; C 2 -C 18 alkenyl which is substituted by E and/or interrupted by D; 
 
       
         
           
           
               
               
           
         
       
       wherein Ar 1  is C 6 -C 30 aryl or C 2 -C 30 heteroaryl and Ar 2  is C 6 -C 30 aryl or C 2 -C 18 heteroaryl; C 2 -C 18 alkynyl; C 2 -C 18 alkynyl which is substituted by E and/or interrupted by D; C 1 -C 18 alkoxy; C 1 -C 18 alkoxy which is substituted by E and/or interrupted by D; —SR 5 ; —NR 5 R 6 ; C 2 -C 24 heteroaryl; C 2 -C 24 heteroaryl which is substituted by L; —SOR 4 ; —SO 2 R 4 ; —COR 8 ; —COOR 7 ; —CONR 5 R 6 ; C 4 -C 18 cycloalkyl; C 4 -C 18 cycloalkyl which is substituted by E and/or interrupted by D; C 4 -C 18 cycloalkenyl; C 4 -C 18 cycloalkenyl which is substituted by E and/or interrupted by D;
 or 
 W 5  or Y 5  together with V form a group —CR 9   2 —, —CR 9   2 —CR 9   2 , —C(═O)CR 9   2 , —C(═O)— or —CR 9 ═CR 9 —, or 
 W 5  and Y 5  together with V form a group 
 
       
         
           
           
               
               
           
         
         wherein R 9  is H; C 1 -C 18 alkyl; C 1 -C 18 alkyl which is interrupted by —O—; C 6 -C 18 aryl; C 6 -C 18 aryl which is substituted by C 1 -C 18 alkyl or C 1 -C 18 alkoxy, or 
         one of the substituents V, W, X or Y is a group of the formula —Z; 
       
       
         
           
           
               
               
           
         
         wherein Z is a group of formula 
       
       
         
           
           
               
               
           
         
         one of the substituents 
         V 1  to V 5 , W 1  to W 5 , X 1  to X 5 , or Y 1  to Y 5  is a group of the formula —Z′; 
       
       
         
           
           
               
               
           
         
         wherein Z′ is a group of formula 
       
       
         
           
           
               
               
           
         
         wherein 
         A 1 , B 1  and B 2  are independently of each other H; C 6 -C 18 aryl; C 6 -C 18 aryl which is substituted by G; C 1 -C 18 alkyl; C 1 -C 18 alkyl which is substituted by E and/or interrupted by D; C 7 -C 18 alkylaryl; C 7 -C 18 alkylaryl which is substituted by E and/or interrupted by D; 
         C 2 -C 18 alkenyl; C 2 -C 18 alkenyl which is substituted by E and/or interrupted by D; 
         C 2 -C 18 alkynyl; C 2 -C 18 alkynyl which is substituted by E and/or interrupted by D; 
         C 1 -C 18 alkoxy, C 1 -C 18 alkoxy which is substituted by E and/or interrupted by D; —SR 5 ; 
         —NR 5 R 6 ; C 2 -C 18 heteroaryl; C 2 -C 18 heteroaryl which is substituted by L; —SOR 4 ; —SO 2 R 4 ; 
         —COR 8 ; —COOR 7 ; —CONR 5 R 6 ; C 4 -C 18 cycloalkyl; C 4 -C 18 cycloalkyl which is substituted by E and/or interrupted by D; C 4 -C 18 cycloalkenyl; C 4 -C 18 cycloalkenyl which is substituted by E and/or interrupted by D; or 
         two substituents A 1 , B 1 , B 2  or B 1 and B 2  form a five to seven membered ring, which can be substituted, 
         m is an integer of 1 to 4; and W 1 , W 2 , Y 1 , Y 2 , X 1 , X 2 , V, W, X and Y are as defined above; 
         D is —CO—; —COO—; —OCOO—; —S—; —SO—; —SO 2 —; —O—; —NR S —; —SiR 5 R 6 —; —POR 5 —; —CR 5 ═CR 6 — or —C≡C—; 
         E is —OR 5 ; —SR 5 ; —NR 5 R 6 ; —COR 8 ; —COOR 7 ; —CONR 5 R 6 ; —CN; —OCOOR 7  or halogen; 
         G is E; K; heteroaryl; heteroaryl which is substituted by C 6 -C 18 aryl; C 6 -C 18 aryl which is substituted by E and/or K; 
         K is C 1 -C 18 alkyl; C 1 -C 18 alkyl which is substituted by E and/or interrupted by D; C 7 -C 18 alkylaryl which is substituted by E and/or interrupted by D; C 2 -C 18 alkenyl; C 2 -C 18 alkenyl which is substituted by E and/or interrupted by D; C 2 -C 18 alkynyl; C 2 -C 18 alkynyl which is substituted by E and/or interrupted by D; C 1 -C 18 alkoxy, C 1 -C 18 alkoxy which is substituted by E and/or interrupted by D; C 4 -C 18 cycloalkyl; C 4 -C 18 cycloalkyl which is substituted by E and/or interrupted by D; C 4 -C 18 cycloalkenyl; or C 4 -C 18 cycloalkenyl which is substituted by E and/or interrupted by D; 
         L is E; K; C 6 -C 18 aryl or C 6 -C 18 aryl which is substituted by G, E and/or K; 
         R 4  is C 6 -C 18 aryl; C 6 -C 18 aryl which is substituted by C 1 -C 18 alkyl or C 1 -C 18 alkyl or C 1 -C 18 alkoxy; C 1 -C 18 alkyl; or C 1 -C 18 alkyl which is interrupted by —O—; 
         R 5  and R 6  are independently of each other H; C 6 -C 18 aryl; C 6 -C 18 aryl which is substituted by C 1 -C m alkyl or C 1 -C 18 alkoxy; C 1 -C 18 alkyl; or C 1 -C 18 alkyl which is interrupted by —O—; 
         or 
         R 5  and R 6  together form a five or six membered ring 
       
       
         
           
           
               
               
           
         
         R 7  is H; C 6 -C 18 aryl; C 6 -C 18 aryl which is substituted by C 1 -C 18 alkyl or C 1 -C 18 alkoxy; C 1 -C 18 alkyl; C 1 -C 18 alkyl which is interrupted by —O—; 
         R 8  is H; C 6 -C 18 aryl; C 6 -C 18 aryl which is substituted by C 1 -C 18 alkyl or C 1 -C 18 alkoxy; C 1 -C 18 alkyl; C 1 -C 18 alkyl which is interrupted by —O—; 
         or two substituents selected from V 1  to V 5 , W 1  to W 5 , X 1  to X 5 , Y 1  to Y 5  which are in neighborhood to each other form a five to seven membered ring, with the proviso that at least one of the groups V, W, X and Y is a group 
       
       
         
           
           
               
               
           
         
       
     
     
         2 . A pyrimidine compound according to  claim 1  or formula (III) 
       
         
           
           
               
               
           
         
         wherein 
         Y is R 1 , if X is 
       
       
         
           
           
               
               
           
         
       
       or X is R 1 , if Y is 
       
         
           
           
               
               
           
         
         R 1  is H; C 1 -C 18 alkyl; C 1 -C 18 alkyl which is substituted by E and/or interrupted by D; C 2 -C 18 alkenyl; C 2 -C 18 alkenyl which is substituted by E and/or interrupted by D; C 2 -C 18 alkynyl; C 2 -C 18 alkynyl which is substituted by E and/or interrupted by D; C 1 -C 18 alkoxy; C 1 -C 18 alkoxy which is substituted by E and/or interrupted by D; —SR 5 ; or 
         —NR 5 R 6 ; wherein W 1  to W 5 , X 1  to X 5 , Y 1  to Y 5 , E, D, R 5  and R 6  are as defined in  claim 1  and V is H. 
       
     
     
         3 . A pyrimidine compound according to  claim 1  of formula (IV) 
       
         
           
           
               
               
           
         
         wherein 
         V, W 1  to W 5 , X 1  to X 5  and Y 1  to Y 5  are as defined in  claim 1 ; W 3 , X 3  and Y 3  are selected from the group consisting of C 6 -C 24 aryl; C 6 -C 24 aryl which is substituted by G; C 2 -C 24 heteroaryl; C 2 -C 24 heteroaryl which is substituted by L; C 1 -C 18 alkoxy; —SR 5  or 
         —NR 5 R 6 , wherein G, L, R 5  and R 6  are as defined in  claim 1 , 
         V is H, and W 1  and W 5 , Y 1  and Y 5  as well as X 1  and X 5  are independently of each other H; C 1 -C 18 alkyl; or C 1 -C 18 alkyl which is substituted by E and/or interrupted by D, wherein E and D are as defined in  claim 1 . 
       
     
     
         4 . A pyrimidine compound according to  claim 1 , wherein V is a group of the formula 
       
         
           
           
               
               
           
         
       
       H; C 1 -C 18 alkyl; C 1 -C 18 alkyl which is substituted by E and/or interrupted by D; C 2 -C 18 alkenyl; C 2 -C 18 alkenyl which is substituted by E and/or interrupted by D;
 C 2 -C 18 alkynyl; C 2 -C 18 alkynyl which is substituted by E and/or interrupted by D; 
 C 1 -C 18 alkoxy; C 1 -C 18 alkoxy which is substituted by E and/or interrupted by D; —SR 5 ; or 
 —NR 5 R 6 ; and W is a group of the formula 
 
       
         
           
           
               
               
           
         
       
       H; C 1 -C 18 alkyl; C 1 -C 18 alkyl which is substituted by E and/or interrupted by D; C 2 -C 18 alkenyl, C 2 -C 18 alkenyl which is substituted by E and/or interrupted by D; C 2 -C 18 alkynyl; C 2 -C 18 alkynyl which is substituted by E and/or interrupted by D; C 1 -C 18 alkoxy; C 1 -C 18 alkoxy which is substituted by E and/or interrupted by D; —SR 5 ; or -NR 5 R 6 ; wherein W 1  to W 5 , D, V 1  to V 5 , E, A 1 , B 1 , B 2 , R 5 , R 6 , m and Z are as defined in  claim 1  and R 101  and R 102  are independently of each other H;
 C 1 -C 8 alkyl; C 6 -C 24 aryl or C 5 -C 7 cycloalkyl. 
 
     
     
         5 . A pyrimidine compound according to  claim 1  of formula (VI) or (VII) 
       
         
           
           
               
               
           
         
         where Ar is a group of formula 
       
       
         
           
           
               
               
           
         
         W 11  to W 15 , W 21  to W 25 , W 31  to W 35 , W 41  W 45 , Y 11  to Y 15 , Y 21  to Y 25 , Y 31  to Y 35  and Y 41  to Y 45  are independently of each other H; C 6 -C 24 aryl; C 6 -C 24 aryl which is substituted by G; C 1 -C 18 alkyl; C 1 -C 18 alkyl which is substituted by E and/or interrupted by D; C 7 -C 18 alkylaryl; C 7 -C 18 alkylaryl which is substituted by E and/or interrupted by D; C 2 -C 18 alkenyl; C 2 -C 18 alkenyl which is substituted by E and/or interrupted by D; C 2 -C 18 alkynyl; C 2 -C 18 alkynyl which is substituted by E and/or interrupted by D; C 1 -C 18 alkoxy; C 1 -C 18 alkoxy which is substituted by E and/or interrupted by D; —SR 5 ; 
         —NR 5 R 6 ; C 2 -C 24 heteroaryl; C 2 -C 24 heteroaryl which is substituted by L; —SOR 4 ; —SO 2 R 4 ; —COR 8 ; —COOR 7 ;  213  CONR 5 R 6 ; C 4 -C 18 cycloalkyl; C 4 -C 18 cycloalkyl which is substituted by E and/or interrupted by D; C 4 -C 18 cycloalkenyl; C 4 -C 18 cycloalkenyl which is substituted by E and/or interrupted by D; 
         V is H; C 6 -C 24 aryl; C 6 -C 24 aryl which is substituted by G; C 1 -C 18 alkyl; C 1 -C 18 alkyl which is substituted by E and/or interrupted by D; C 7 -C 18 alkylaryl; C 7 -C 18 alkylaryl which is substituted by E and/or interrupted by D; C 2 -C 18 alkenyl; C 2 -C 18 alkenyl which is substituted by E and/or interrupted by D; C 2 -C 18 alkynyl; C 2 -C 18 alkynyl which is substituted by E and/or interrupted by D; C 1 -C 18 alkoxy, C 1 -C 18 alkoxy which is substituted by E and/or interrupted by D; —SR 5 ; or —NR 5 R 6 ; C 2 -C 24 heteroaryl; C 2 -C 24 heteroaryl which is substituted by L; —SOR 4 ; —SO 2 R 4 ; —COR 8 ; —COOR 7 ; —CONR 5 R 6 ; C 4 -C 18 cycloalkyl; C 4 -C 18 cycloalkyl which is substituted by E and/or interrupted by D; C 4 -C 18 cycloalkenyl; C 4 -C 18 cycloalkenyl which is substituted by E and/or interrupted by D; 
         A 18  and A 19  are independently of each other H; C 1 -C 18 alkyl; C 1 -C 18 alkyl which is substituted by E and/or interrupted by D; C 6 -C 18 aryl; C 6 -C 18 aryl which is substituted by E, 
         B 11  to B 14  and B 21  to B 24  are independently of each other H; C 6 -C 18 aryl; C 6 -C 18 aryl which is substituted by G; C 1 -C 18 alkyl; C 1 -C 18 alkyl which is substituted by E and/or interrupted by D; C 7 -C 18 alkylaryl; C 7 -C 18 alkylaryl which is substituted by E and/or interrupted by D; C 2 -C 18 alkenyl; C 2 -C 18 alkenyl which is substituted by E and/or interrupted by D; C 2 -C 18 alkynyl; C 2 -C 18 alkynyl which is substituted by E and/or interrupted by D; C 1 -C 18 alkoxy, C 1 -C 18 alkoxy which is substituted by E and/or interrupted by D; —SR 5 ; —NR 5 R 6 ; C 2 -C 18 heteroaryl; C 2 -C 18 heteroaryl which is substituted by L; —SOR 4 ; —SO 2 R 4 ; —COR 8 ; —COOR 7 ; —CONR 5 R 6 ; C 4 -C 18 cycloalkyl; C 4 -C 18 cycloalkyl which is substituted by E and/or interrupted by D; C 4 -C 18 cycloalkenyl; C 4 -C 18 cycloalkenyl which is substituted by E and/or interrupted by D; wherein D, E, G, L, R 4 , R 5 , R 6 , R 7  and R 8  are as defined in  claim 1 . 
       
     
     
         6 . A pyrimidine compound according to  claim 1  of formula (Xa) or (Xb) 
       
         
           
           
               
               
           
         
         wherein V is H or C 1 -C 8 -alkyl; 
         X 3  and X 4  are independently of each other H; C 1 -C 8 alkyl; C 1 -C 8 alkoxy; C 1 -C 8 thioalkyl or phenyl; 
         X 5  is H or C 1 -C 8 alkoxy; 
         W 5  is H; C 1 -C 8 alkyl or O(CH 2 ) n1 —X; 
         Y 5  is H; C 1 -C 8 alkyl or O(CH 2 ) n1 —X; 
         Y 3 , Y 4 , W 3  andW 4  are independently of each other C 1 -C 8 alkyl; C 1 -C 8 alkoxy; C 1 -C 8 thioalkyl; halogen; phenyl; or O(CH 2 ) n1 —X, wherein n1 is an integer of 1 to 5 and X is —O—(CH 2 ) m1 CH 3 ; —OC(O)—(CH 2 ) m1 CH 3 ; —C(O)—O—C 1 -C 8 alkyl or —NR 103 R 104 ; wherein m1 is an integer of 0 to 5 and R 103  and R 104  are independently of each other H or C 1 -C 8 -alkyl, or R 103  and R 104  together form a five or six membered heterocyclic ring; 
         or of formula (XI) 
       
       
         
           
           
               
               
           
         
         wherein V is H or C 1 -C 8 alkyl; 
         W 3  is H; C 1 -C 8 alkyl or C 1 -C 8 alkoxy; 
         X 3  is H; C 1 -C 8 alkoxy; phenyl or O(CH 2 ) n1 —X; 
         X 5  is H; C 1 -C 8 alkoxy; phenyl or O(CH 2 ) n1 —X; 
         Y 3  is H; C 1 -C 8 alkyl or C 1 -C 8 alkoxy, wherein n1 is an integer of 1 to 4 and X is —O—(CH 2 ) m1 CH 3 ; —OC(O)—(CH 2 ) m1 CH 3 ; or —C(O)—O—C 1 C 8 alkyl, wherein m1 is an integer of 0 to 5; 
         or of formula (XIIa) or (XIIb) 
       
       
         
           
           
               
               
           
         
         wherein W 3  and W 4  are independently of each other H; —NR 103 R 104 ; C 1 -C 8 thioalkyl or C 1 -C 8 alkoxy; 
         Y 3  and Y 4  are independently of each other H; —NR 103 R 104 ; C 1 -C 8 thioalkyl or C 1 -C 8 alkoxy; 
         wherein R 103  and R 104  are independently of each other H or C 1 -C 8 alkyl; 
         W 5  is H; C 1 -C 8 alkyl or O(CH 2 ) m1 —X; 
         Y 5  is H; C 1 -C 8 alkyl; or O(CH 2 ) n1 —X; 
         wherein n1 is an integer of 1 to 5 and X is —O—(CH 2 ) m1 CH 3 ; —O—C(O)—(CH 2 ) m1 CH 3 ; 
         —C(O)—O—C 1 -C 8 alkyl or —NR 103 R 104 , wherein m1 is an integer of 0 to 5 and R 103  and R 104  are independently of each other H or C 1 -C 8 -alkyl, or R 103  and R 104  together form a five or six membered heterocyclic ring; 
         or of formula (XV) 
       
       
         
           
           
               
               
           
         
         wherein W 3  is H; —NR 103 R 104 ; C 1 -C 8 thioalkyl or C 1 -C 8 alkoxy; 
         Y 3  is H; —NR 103 R 104 ; C 1 -C 8 thioalkyl or C 1 -C 8 alkoxy, wherein R 103  and R 104  are independently of each other H or C 1 -C 8 alkyl; 
         R 101  and R 102  are independently of each other H; C 1 -C 8 alkyl; phenyl or C 5 -C 7 cycloalkyl; 
         or of formula (XVI) 
       
       
         
           
           
               
               
           
         
         wherein Y 3  is H; —NR 103 R 104 ; C 1 -C 8 thioalkyl or C 1 -C 8 alkoxy; 
         X 3  is H; —NR 103 R 104 ; C 1 -C 8 thioalkyl or C 1 -C 8 alkoxy, wherein R 103  and R 104  are independently of each other H or C 1 -C 8 alkyl; 
         or of formula (XVII) 
       
       
         
           
           
               
               
           
         
         wherein 
         Y 3  is H; —NR 103 R 104 ;C 1 -C 8 thioalkyl or C 1 -C 8 alkoxy; 
         X 3  is H; —NR 103 R 104 ; C 8 thioalkyl or C 1 -C 8 alkoxy, wherein R 103  and R 104  are independently of each other H or C 1 -C 8 alkyl, and R 101  and R 102  are independently of each other H; C 1 -C 8 alkyl; phenyl or C 5 -C 7 cycloalkyl. 
       
     
     
         7 . A pyrimidine compound according to  claim 1  of formula (VI) or (VII) 
       
         
           
           
               
               
           
         
         where Ar is a group of formula 
       
       
         
           
           
               
               
           
         
         W 11  to W 15 , W 21  to W 25 , W 31  to W 35 , W 41  to W 45 , Y 11  to Y 15 , Y 21  to Y 25 , Y 31  to Y 35  and Y 41  to Y 45  are independently of each other H; C 6 -C 24 aryl; C 6 -C 24 aryl which is substituted by G; C 1 -C 18 alkyl; C 1 -C 18 alkyl which is substituted by E and/or interrupted by D; C 7 -C 18 alkylaryl; C 7 -C 18 alkylaryl which is substituted by E and/or interrupted by D; C 2 -C 18 alkenyl; C 2 -C 18 alkenyl which is substituted by E and/or interrupted by D; C 2 -C 18 alkynyl; C 2 -C 18 alkynyl which is substituted by E and/or interrupted by D; C 1 -C 18 alkoxy; C 1 -C 18 alkoxy which is substituted by E and/or interrupted by D; —SR 5 ; 
         —NR 5 R 6 ; C 2 -C 24 heteroaryl; C 2 -C 24 heteroaryl which is substituted by L; —SOR 4 ; —SO 2 R 4 ; —COR 8 ; —COOR 7 ; —CONR 5 R 6 ; C 4 -C 18 cycloalkyl; C 4 -C 18 cycloalkyl which is substituted by E and/or interrupted by D; C 4 -C 18 cycloalkenyl; C 4 -C 18 cycloalkenyl which is substituted by E and/or interrupted by D; 
         V is H; C 6 -C 24 aryl; C 6 -C 24 aryl which is substituted by G; C 1 -C 18 alkyl; C 1 -C 18 alkyl which is substituted by E and/or interrupted by D; C 7 -C 18 alkylaryl; C 7 -C 18 alkylaryl which is substituted by E and/or interrupted by D; C 2 -C 18 alkenyl; C 2 -C 18 alkenyl which is substituted by E and/or interrupted by D; C 2 -C 18 alkynyl; C 2 -C 18 alkynyl which is substituted by E and/or interrupted by D; C 1 -C 18 alkoxy, C 1 -C 18 alkoxy which is substituted by E and/or interrupted by D; —SR 5 ; or —NR 5 R 6 ; C 2 -C 24 heteroaryl; C 2 -C 24 heteroaryl which is substituted by L; —SOR 4 ; —SO 2 R 4 ; —COR 8 ; —COOR 7 ; —CONR 5 R 6 ; 
         C 4 -C 18 cycloalkyl; C 4 -C 18 cycloalkyl which is substituted by E and/or interrupted by D; C 4 -C 18 cycloalkenyl; C 4 -C 18 cycloalkenyl which is substituted by E and/or interrupted by D; 
         A 18  and A 19  are independently of each other H; C 1 -C 18 alkyl; C 1 -C 18 alkyl which is substituted by E and/or interrupted by D; C 6 -C 18 aryl; C 8 -C 18 aryl which is substituted by E; and 
         B 11  to B 14  and B 21  to B 24  are independently of each other H; C 6 -C 18 aryl; C 6 -C 18 aryl which is substituted by G; C 1 -C 18 alkyl; C 1 -C 18 alkyl which is substituted by E and/or interrupted by D; C 7 -C 18 alkylaryl; C 7 -C 18 alkylaryl which is substituted by E and/or interrupted by D; C 2 -C 18 alkenyl; C 2 -C 18 alkenyl which is substituted by E and/or interrupted by D; C 2 -C 18 alkynyl; C 2 -C 18 alkynyl which is substituted by E and/or interrupted by D; C 1 -C 18 alkm; C 1 -C 18 alkoxy which is substituted by E and/or interrupted by D; —SR 5 ; —NR 5 R 6 ; C 2 -C 18 heteroaryl; C 2 -C 18 heteroaryl which is substituted by L; —SOR 4 ; —SO 2 R 4 ; —COR 8 ; —COOR 7 ; or —CONR 5 R 6 ; C 4 -C 18 cycloalkyl; C 4 -C 18 cycloalkyl which is substituted by E and/or interrupted by D; C 4 -C 18 cycloalkenyl; C 4 -C 18 cycloalkenyl which is substituted by E and/or interrupted by D; wherein D, E, G, L, R 4 , R 5 , R 6 , R 7  and R 8  are as defined in  claim 1 .

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