Compound

Abstract

The present invention relates to a compound of general formula (I) which can transport holes in an organic optoelectronic device, and to blends and solutions comprising the compound of general formula (I): wherein X is C, Si or Ge; A is a group of formula (II) wherein Z is N, P, NH, O or S; E is C 1-10 alkyl or H; W is substituted or unsubstituted C 5-14 aryl or substituted or unsubstituted C 6-16 alkyl; e is an integer from 1 to 4; and z is 1 or 2; B, C and D are each independently A, H, C 1 -C 12 alkyl, C 5-14 aryl or OH; and a, b, c and d are each independently an integer from 1 to 5.

1 . A compound of general formula (I): 
       
         
           
           
               
               
           
         
         wherein 
         X is C, Si or Ge; 
         A is a group of formula (II) 
       
       
         
           
           
               
               
           
         
         wherein 
         Z is N, P, NH, O or S; 
         E is C 1-10  alkyl or H; 
         W is substituted or unsubstituted C 5-14  aryl or substituted or unsubstituted C 6-16  alkyl; 
         e is an integer from 1 to 4; and 
         z is 1 or 2; 
         B, C and D are each A; and 
         a, b, c and d are each independently an integer from 1 to 5. 
       
     
     
         2 . A compound as claimed in  claim 1 , wherein X is Si. 
     
     
         3 . A compound as claimed in  claim 1 , wherein a is 1 or 2. 
     
     
         4 . A compound as claimed in  claim 1  of formula (Ia): 
       
         
           
           
               
               
           
         
         wherein X, A, B, C and D are as defined in  claim 1 . 
       
     
     
         5 . (canceled) 
     
     
         6 . A compound as claimed in  claim 1 , wherein E is H. 
     
     
         7 . A compound as claimed in  claim 1 , wherein Z is N or P and z is 2. 
     
     
         8 . A compound as claimed in  claim 7 , wherein Z is N and z is 2. 
     
     
         9 . A compound as claimed in  claim 1  of formula (Ib): 
       
         
           
           
               
               
           
         
         wherein X and W are as defined in  claim 1 . 
       
     
     
         10 . A compound as claimed in  claim 1 , wherein W is an aryl group selected from phenyl, naphthyl, indanyl, indenyl, tetrahydronaphthalenyl, pyrrolyl, furanyl, thienyl, pyrazolyl, imidazolyl, thiazolyl, isothiazolyl, isoxazolyl, oxazolyl, oxathiolyl, oxadiazolyl, triazolyl, oxatriazolyl, furazanyl, tetrazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, picolinyl, indolyl, isoindolyl, indazolyl, benzofuranyl, isobenzofuranyl, purinyl, quinazolinyl, quinolyl, isoquinolyl, benzoimidazolyl, benzothiazolyl, benzothiophenyl, thianaphthenyl, benzoxazolyl, benzisoxazolyl, cinnolinyl, phthalazinyl, naphthyridinyl, quinoxalinyl, phthalamidyl, phthalic anhydride, indolinyl, isoindolinyl, tetrahydroisoquinolinyl, fluorenyl and carbazolyl. 
     
     
         11 . A compound as claimed in  claim 10 , wherein W is a phenyl group. 
     
     
         12 . A compound as claimed in  claim 10 , wherein W is a substituted aryl group. 
     
     
         13 . (canceled) 
     
     
         14 . (canceled) 
     
     
         15 . A compound as claimed in  claim 1 , wherein W is an unsubstituted C 6-16  alkyl. 
     
     
         16 . A compound as claimed in  claim 1  of formula (Ic): 
       
         
           
           
               
               
           
         
         wherein X is as defined in  claim 1  and R is selected from halogen, C 1-16  halocarbon, C 1-16  alkyl, C 2-16  alkenyl, C 2-16  alkynyl, C 1-16  alkoxy, C 5-14  aryl, heteroaryl and arylalkyl. 
       
     
     
         17 . A compound as claimed in  claim 1  of formula (Id): 
       
         
           
           
               
               
           
         
       
     
     
         18 . A compound as claimed in  claim 1  of formula (Ie): 
       
         
           
           
               
               
           
         
       
     
     
         19 . (canceled) 
     
     
         20 . A blend comprising a compound as claimed in  claim 1  and at least one of: (a) an electron transporting material and/or at least one of (b) a light emitting compound. 
     
     
         21 . A blend as claimed in  claim 20 , wherein said blend comprises 20-50% wt of the compound of formula (I). 
     
     
         22 . (canceled) 
     
     
         23 . A blend as claimed in  claim 20  comprising an electron transporting material, wherein said electron transporting material is a polymer. 
     
     
         24 . (canceled) 
     
     
         25 . (canceled) 
     
     
         26 . A blend as claimed in  claim 20  comprising a light emitting compound, wherein said light emitting compound is a compound of formula (III):
   ML 1   q L 2   m L 3   s   (III)
 
 wherein 
 M is a metal; 
 each of L 1 , L 2  and L 3  is a ligand; 
 q is an integer; 
 r and s are each independently 0 or an integer; and 
 the sum of (a·q)+(b·r)+(c·s) is equal to the number of coordination sites available on M, wherein a is the number of ligating sites on L, b is the number of ligating sites on L 2  and c is the number of ligating sites on L 3 . 
 
     
     
         27 . (canceled) 
     
     
         28 . (canceled) 
     
     
         29 . A blend as claimed in  claim 20  comprising:
 20-50 weight % compound of formula (I); 
 7.5-12.5 weight % light emitting compound; and 
 40-60 weight % electron transporting polymer. 
 
     
     
         30 . A solution comprising a solvent and a compound as claimed in  claim 1 . 
     
     
         31 . (canceled) 
     
     
         32 . An organic optoelectronic device comprising an anode, a cathode and an active organic layer in between said anode and cathode, wherein said active layer comprises a compound as claimed in  claim 1 . 
     
     
         33 . (canceled) 
     
     
         34 . (canceled) 
     
     
         35 . A method for preparing an active layer of an organic optoelectronic device comprising an anode, a cathode and the active organic layer in between said anode and cathode, wherein said active layer comprises a compound as claimed in  claim 1 , the method comprising:
 (i) depositing said active layer from a solution comprising a solvent and a compound as claimed in  claim 1 ; and   (ii) drying said deposited layer to evaporate said solvent.   
     
     
         36 . (canceled) 
     
     
         37 . A solution comprising a solvent and a blend comprising a compound as claimed in  claim 1  and at least one of (a) an electron transporting material and/or at least one of (b) a light emitting compound. 
     
     
         38 . An organic optoelectronic device comprising an anode, a cathode and an active organic layer in between said anode and cathode, wherein said active layer comprises a blend comprising a compound as claimed in  claim 1  and at least one of (a) an electron transporting material and/or at least one of (b) a light emitting compound. 
     
     
         39 . A method for preparing an active layer of an organic optoelectronic device comprising an anode, a cathode and the active organic layer in between said anode and cathode, wherein said active layer comprises a compound as claimed in  claim 1 , the method comprising:
 (i) depositing said active layer from a solution comprising a solvent and a blend comprising a compound as claimed in  claim 1  and at least one of (a) an electron transporting material and/or at least one of (b) a light emitting compound; and   (ii) drying said deposited layer to evaporate said solvent.