SEMICONDUCTOR MATERIALS PREPARED FROM BRIDGED BITHIAZOLE COPOLYMERS

1 . A compound of formula

wherein

A 1 and A 2 are independently S or Se,

E is selected from the group consisting of

wherein

R 1 and R 2 are independently H, halogen, —CN, C 1-30 -alkyl, C 2-30 -alkenyl, C 2-20 -alkynyl, C 3-10 -cycloalkyl, C 5-10 -cycloalkenyl, C 8-10 -cycloalkynyl, C 1-30 -haloalkyl, monovalent 3 to 12 membered aliphatic heterocyclic residue, —X 1 —R 6 , —X 2 —Ar 1 , —X 2 —Ar 2 —Ar 1 , —X 2 —Ar 2 —R 7 or —X 2 —Ar 2 —Ar 3 —R 7 ,

wherein

X 1 is —O—, —[Z 1 —O] a —, —[O—Z 1 ] a —O—, —S—, —[Z 1 —S—] a —, —[S—Z 1 ] a —S—, —S(O), —C(O)—, —C(O)O—, —C(O)NR 8 —, C(O)S—, —O(CO)—, —S(CO)—, —NR 8 C(O)— or —NR 8 —,

wherein

Z 1 is C 1-6 -alkylene, C 2-6 -alkenylene or C 1-6 -haloalkylene,

a is an integer of from 1 to 10, and

R 8 is H, C 1-20 -alkyl, or —Z 2 —C 6-14 -aryl,

wherein

Z 2 is C 1-6 -alkylene, C 2-6 -alkenylene, C 1-6 -haloalkylene or a covalent bond,

R 6 is C 1-30 -alkyl, C 2-30 -alkenyl or C 1-30 -haloalkyl,

X 2 is —Z 3 —O—Z 4 —, —Z 3 —S—Z 4 —, —S(O)—, —C(O)—, —C(O)O—, —(CO)NR 9 , —C(O)S—, —O(CO)—, —S(CO)—, —NR 9 C(O)—, —NR 9 —, —Z 3 —SiR 9 2 —Z 4 —, C 1-30 -alkylene, C 2-30 -alkenylene, C 1-30 -haloalkylene or a covalent bond,

wherein

Z 3 and Z 4 are independently C 1-6 -alkylene, C 2-6 -alkenylene, C 1-6 -haloalkylene or a covalent bond, and

R 9 is H, C 1-20 -alkyl, or —Z 5 —C 6-14 -aryl,

wherein

Z 5 is C 1-6 -alkylene, C 2-6 -alkenylene, C 1-6 -haloalkylene or a covalent bond,

Ar 1 is C 6-14 -aryl or monovalent 5 to 14 membered aromatic hetrocyclic residue, each optionally substituted with 1 to 5 substituents R a , wherein R a is selected from the group consisting of a halogen, a CN, a C 1-6 -alkyl, a C 1-6 -alkoxy and a C 1-6 -haloalkyl,

Ar 2 and Ar 3 are independently C 6-14 -arylene or bivalent 5 to 14 membered aromatic heterocyclic residue, each optionally substituted with 1 to 4 substituents R b , wherein R b is selected from the group consisting of a halogen, a CN, a C 1-6 -alkyl, a C 1-6 -alkoxy and a C 1-6 -haloalkyl, and

R 7 is C 1-20 -alkyl, C 2-20 -alkenyl, C 1-20 -haloalkyl, C 1-20 -alkoxy, —X 3 —Ar 4 , —X 3 —Ar 5 —Ar 4 , —X 3 —Ar 5 —R 10 , or —X 3 —Ar 5 —Ar 6 —R 10 ,

wherein

X 3 is —Z 6 —O—Z 7 —, —Z 6 —S—Z 7 , —S(O)—, —C(O)—, —C(O)O—, —(CO)NR 11 , —C(O)S—, —O(CO)—, —S(CO)—, —NR 11 C(O)—, —NR 11 —, —Z 6 —SiR 11 2 —Z 7 —, C 1-30 -alkylene, C 2-30 -alkenylene, C 1-30 -haloalkylene or a covalent bond,

wherein

Z 6 and Z 7 are independently C 1-6 -alkylene, C 2-6 -alkenylene, C 1-6 -haloalkylene or a covalent bond, and

R 11 is H, C 1-20 -alkyl or —Z 8 —C 6-14 -aryl,

 wherein

 Z 8 is C 1-6 -alkylene, C 2-6 -alkenylene, C 1-6 -haloalkylene or a covalent bond,

Ar 4 is C 6-14 -aryl or monovalent 5 to 14 membered aromatic heterocyclic residue, each optionally substituted with 1 to 5 substituents R c , wherein R c is independently selected from the group consisting of a halogen, a CN, a C 1-6 -alkyl, a C 1-6 -alkoxy and a C 1-6 -haloalkyl,

Ar 5 and Ar 6 at are independently C 6-14 -arylene or bivalent 5 to 14 membered aromatic heterocyclic residue, each optionally substituted with 1 to 4 substituents R d , wherein R d is selected from the group consisting of a halogen, a CN, a C 1-6 -alkyl, a C 1-6 -alkoxy and a C 1-6 -haloalkyl, and

R 10 is C 1-20 -alkyl, C 2-20 -alkenyl, C 1-20 -haloalkyl or C 1-20 -alkoxy,

R 3 , R 4 and R 5 are independently H, halogen, —CN, C 1-30 -alkyl, C 2-30 -alkenyl, C 2-20 -alkynyl, C 3-10 -cycloalkyl, C 5-10 -cycloalkenyl, C 8-10 -cycloalkynyl, C 1-30 -haloalkyl, monovalent 3 to 12 membered aliphatic heterocyclic residue, —X 4 —R 12 , —X 5 —Ar 7 , —X 5 —Ar 8 —Ar 7 , —X 5 —Ar 8 —R 13 or —X 5 —Ar 8 —Ar 9 —R 13 ,

wherein

X 4 is —[Z 9 —O] b —, —[Z 9 —S—] b —, —S(O)—, —C(O)—, —C(O)O—, —C(O)NR 14 — or C(O)S—,

wherein

Z 9 is C 1-6 -alkylene, C 2-6 -alkenylene or C 1-6 -haloalkylene,

b is an integer of from 1 to 10, and

R 14 is H, C 1-20 -alkyl, or —Z 10 —C 6-14 -aryl,

wherein

Z 10 is C 1-6 -alkylene, C 2-6 -alkenylene, C 1-6 -haloalkylene or a covalent bond,

R 12 is C 1-30 -alkyl, C 2-30 -alkenyl or C 1-30 -haloalkyl,

X 5 is —Z 11 —O—Z 12 , —Z 11 —S—Z 12 —, —S(O)—, —C(O)—, —C(O)O—, —(CO)NR 15 , —C(O)S—, —Z 11 —SiR 15 2 —Z 12 —, C 1-30 -alkylene, C 2-30 -alkenylene, C 1-30 -haloalkylene or a covalent bond,

wherein

Z 11 is C 1-6 -alkylene, C 2-6 -alkenylene or C 1-6 -haloalkylene,

Z 12 is C 1-6 -alkylene, C 2-6 -alkenylene, C 1-6 -haloalkylene or a covalent bond, and

R 15 is H, C 1-20 -alkyl, or —Z 13 —C 6-14 -aryl,

wherein

Z 13 is C 1-6 -alkylene, C 2-6 -alkenylene, C 1-6 -haloalkylene or a covalent bond,

Ar 7 is C 6-14 -aryl or monovalent 5 to 14 membered aromatic heterocyclic residue, each optionally substituted with 1 to 5 substituents R e , wherein R e is selected from the group consisting of a halogen, a CN, a C 1-6 -alkyl, a C 1-6 -alkoxy and a C 1-6 -haloalkyl,

Ar 8 and Ar 9 are independently C 6-14 -arylene or bivalent 5 to 14 membered aromatic heterocyclic residue, each optionally substituted with 1 to 4 substituents R f , wherein R f is selected from the group consisting of a halogen, a CN, a C 1-6 -alkyl, a C 1-6 -alkoxy and a C 1-6 -haloalkyl, and

R 13 is C 1-20 -alkyl, C 2-20 -alkenyl, C 1-20 -haloalkyl, C 1-20 -alkoxy, —X 6 —Ar 10 , —X 6 —Ar 11 —Ar 10 , —X 6 —Ar 11 —R 16 , or —X 6 —Ar 11 —Ar 12 —R 17 ,

wherein

X 6 is —Z 14 —O—Z 15 —, —Z 14 —S—Z 15 , —S(O)—, —C(O)—, —C(O)O—, —(CO)NR 18 , —C(O)S—, —O(CO)—, —S(CO)—, —NR 18 C(O)—, —NR 18 —, —Z 14 —SiR 18 2 —Z 15 —, C 1-30 -alkylene, C 2-30 -alkenylene, C 1-30 -haloalkylene or a covalent bond,

wherein

Z 14 and Z 15 are independently C 1-6 -alkylene, C 2-6 -alkenylene, C 1-6 -haloalkylene or a covalent bond, and

R 18 is H, C 1-20 -alkyl or —Z 16 —C 6-14 -aryl,

 wherein

 Z 16 is C 1-6 -alkylene, C 2-6 -alkenylene, C 1-6 -haloalkylene or a covalent bond,

Ar 10 is C 6-14 -aryl or monovalent 5 to 14 membered aromatic heterocyclic residue, each optionally substituted with 1 to 5 substituents R g , wherein R g is selected from the group consisting of a halogen, a CN, a C 1-6 -alkyl, a C 1-6 -alkoxy and a C 1-6 -haloalkyl,

Ar 11 and Ar 12 are independently C 6-14 -arylene or bivalent 5 to 14 membered aromatic heterocyclic residue, each optionally substituted with 1 to 4 substituents R h , wherein R h is selected from the group consisting of a halogen, a CN, a C 1-6 -alkyl, a C 1-6 -alkoxy and a C 1-6 -haloalkyl, and

R 17 is C 1-20 -alkyl, C 2-20 -alkenyl, C 1-20 -haloalkyl or C 1-20 -alkoxy,

R 19 is O or C(CN) 2 , and

R 20 and R 21 are independently R 22 or CN,

wherein R 22 has the same meaning as R 1 ,

G 1 and G 2 are independently phenylene or a monocyclic bivalent 5 to 8 membered aromatic heterocyclic residue, each optionally substituted with 1 to 4 substituents R i , wherein R i is selected from the group consisting of a halogen, a —CN, a —NO 2 , a OH, a C 1-30 -alkyl, a C 2-30 -alkenyl, a C 2-30 -alkynyl, a —Z 17 —O—C 1-30 -alkyl, a —Z 17 —S—C 1-30 -alkyl, a —Z 17 —C 3-10 -cycloalkyl, a —Z 17 —C 5-10 -cycloalkenyl, a —Z 17 —C 8-10 -cycloalkynyl, a —Z 17 —C 6-14 -aryl, a —Z 17 -monovalent 3 to 12 membered aliphatic heterocyclic residue and a —Z 17 -monovalent 5 to 14 membered aromatic heterocyclic residue,

wherein

C 1-30 -alkyl, C 2-30 -alkenyl, C 2-30 -alkynyl, C 3-10 -cycloalkyl, C 5-10 -cycloalkenyl, C 8-10 -cycloalkynyl, C 6-14 -aryl, monovalent 3 to 12 membered aliphatic heterocyclic residue and monovalent 5 to 14 membered aromatic heterocyclic residue are optionally substituted with 1 to 4 substituents R j , wherein R j is selected from the group consisting of a halogen, a —CN, a —NO 2 , a *═O, a —OH, a —NH 2 , a —NH(C 1-20 -alkyl), a —N(C 1-20 -alkyl) 2 , a —N(C 1-20 -alkyl)-C 6-14 -aryl, a —N(C 6-14 -aryl) 2 , a —S(O) m H, a —S(O) m —C 1-20 -alkyl, a —S(O) 2 OH, a —S(O) m —OC 1-20 -alkyl, a —S(O) m —OC 6-14 -aryl, a —CHO, a —C(O)—C 1-20 -alkyl, a —C(O)—C 6-14 -aryl, a —C(O)OH, a —C(O)—OC 1-20 -alkyl, a —C(O)—OC 6-14 -aryl, a —C(O)NH 2 , a —C(O)NH—C 1-20 -alkyl, a —C(O)N(C 1-20 -alkyl) 2 , a —C(O)NH—C 6-14 -aryl, a —C(O)N(C 1-20 -alkyl)-C 6-14 -aryl, a —C(O)N(C 6-14 -aryl) 2 , a —C(S)NH 2 , —C(S)NH—C 1-20 -alkyl, a —C(S)N(C 1-20 -alkyl) 2 , a —C(S)N(C 6-14 -aryl) 2 , a —C(S)N(C 1-20 -alkyl)-C 6-14 -aryl, a —C(S)NH—C 6-14 -aryl, a —S(O) m NH 2 , a —S(O) m NH(C 1-20 -alkyl), a —S(O) m N(C 1-20 -alkyl) 2 , a —S(O) m NH(C 6-14 -aryl), a —S(O) m N(C 1-20 -alkyl)-C 6-14 -aryl, a —S(O) m N(C 6-14 -aryl) 2 , a SiH 3 , a SiH(C 1-20 -alkyl) 2 , a SiH 2 (C 1-20 -alkyl) and a Si(C 1-20 -alkyl) 3 ,

wherein m is an integer of 0, 1 or 2,

wherein C 3-10 -cycloalkyl, C 5-10 -cycloalkenyl, —C 8-10 -cycloalkynyl, C 6-14 -aryl, monovalent 3 to 12 membered aliphatic heterocyclic residue and monovalent 5 to 14 membered aromatic heterocyclic residue is optionally substituted with 1 to 4 substituents R k , wherein R k is selected from the group consisting of a C 1-20 -alkyl, a C 2-20 -alkenyl, a C 2-20 -alkynyl, a C 1-20 -alkoxy, a —S—C 1-20 -alkyl, and a C 1-20 -haloalkyl, and

Z 17 is C 1-6 -alkylene, C 2-6 -alkenylene, C 1-6 -haloalkylene or a covalent bond,

L is C 6-24 -arylene or a bivalent 5 to 18 membered aromatic heterocyclic residue, each optionally substituted with 1 to 4 substituents R l , wherein R l is selected from the group consisting of a halogen, a —CN, a —NO 2 , a *═O, a OH, a *═C(C 1-30 -alkyl) 2 , a C 1-30 -alkyl, a C 2-30 -alkenyl, a C 2-30 -alkynyl, a —Z 18 —O—C 1-30 -alkyl, a —Z 18 —S—C 1-30 -alkyl, a —Z 18 —C 3-10 -cycloalkyl, a —Z 18 —C 5-10 -cycloalkenyl, a —Z 18 —C 8-10 -cycloalkynyl, a —Z 18 —C 6-14 -aryl, a —Z 18 -monovalent 3 to 12 membered aliphatic heterocyclic residue and a —Z 18 -monovalent 5 to 14 membered aromatic heterocyclic residue,

wherein

C 1-30 -alkyl, C 2-30 -alkenyl, C 2-30 -alkynyl, C 3-10 -cycloalkyl, C 5-10 -cycloalkenyl, C 8-10 -cycloalkynyl, C 6-14 -aryl, monovalent 3 to 12 membered aliphatic heterocyclic residue and monovalent 5 to 14 membered aromatic heterocyclic residue are optionally substituted with 1 to 4 substituents R m , wherein R m is selected from the group consisting of a halogen, a —CN, a —NO 2 , a *═O, a —OH, a —NH 2 , a —NH(C 1-20 -alkyl), a —N(C 1-20 -alkyl) 2 , a —N(C 1-20 -alkyl)-C 6-14 -aryl, a —N(C 6-14 -aryl) 2 , a —S(O) m H, a —S(O) o —C 1-20 -alkyl, a —S(O) 2 OH, a —S(O) o —OC 1-20 -alkyl, a —S(O) o —OC 6-14 -aryl, a —CHO, a —C(O)—C 1-20 -alkyl, a —C(O)—C 6-14 -aryl, a —C(O)OH, a —C(O)—OC 1-20 -alkyl, a —C(O)—OC 6-14 -aryl, a —C(O)NH 2 , a —C(O)NH—C 1-20 -alkyl, a —C(O)N(C 1-20 -alkyl) 2 , a —C(O)NH—C 6-14 -aryl, a —C(O)N(C 1-20 -alkyl)-C 6-14 -aryl, a —C(O)N(C 6-14 -aryl) 2 , a —C(S)NH 2 , a —C(S)NH—C 1-20 -alkyl, a —C(S)N(C 1-20 -alkyl) 2 , a —C(S)N(C 6-14 -aryl) 2 , a —C(S)N(C 1-20 -alkyl)-C 6-14 -aryl, a —C(S)NH—C 6-14 -aryl, a —S(O) o NH 2 , a —S(O) o NH(C 1-20 -alkyl), a —S(O) o N(C 1-20 -alkyl) 2 , a —S(O) o NH(C 6-14 -aryl), a —S(O) o N(C 1-20 -alkyl)-C 6-14 -aryl, a —S(O) o N(C 6-14 -aryl) 2 , a SiH 3 , a SiH(C 1-20 -alkyl) 2 , a SiH 2 (C 1-20 -alkyl) and a Si(C 1-20 -alkyl) 3 ,

wherein o is an integer of 0, 1 or 2,

C 3-10 -cycloalkyl, C 5-10 -cycloalkenyl, —C 8-10 -cycloalkynyl, C 6-14 -aryl, monovalent 3 to 12 membered aliphatic heterocyclic residue and monovalent 5 to 14 membered aromatic heterocyclic residue are optionally substituted with 1 to 4 substituents R n , wherein R n is selected from the group consisting of a C 1-20 -alkyl, a C 2-20 -alkenyl, a C 2-20 -alkynyl, a C 1-20 -alkoxy, a —S—C 1-20 -alkyl, and a C 1-20 -haloalkyl, and

Z 18 is C 1-6 -alkylene, C 2-6 -alkenylene, C 1-6 -haloalkylene or a covalent bond,

or

L is

wherein

R 23 and R 24 are independently H, halogen, —CN, C 1-30 -alkyl, C 2-30 -alkenyl, C 2-20 -alkynyl, C 3-10 -cycloalkyl, C 5-10 -cycloalkenyl, C 8-10 -cycloalkynyl, C 1-30 -haloalkyl, monovalent 3 to 12 membered aliphatic heterocyclic residue, —X 7 —R 25 , —X 8 —Ar 13 , —X 8 —Ar 14 —Ar 13 , —X 8 —Ar 14 —R 26 or —X 8 —Ar 14 —Ar 15 —R 26 ,

wherein

X 7 is —O—, —[Z 19 —O] c —, —[O—Z 19 ] c —O—, —S—, —[Z 19 —S—] c —, —[S—Z 19 ] c —S—, —S(O), —C(O)—, —C(O)O—, —C(O)NR 27 —, C(O)S—, —O(CO)—, —S(CO)—, —NR 27 C(O)— or —NR 27 —,

wherein

Z 19 is C 1-6 -alkylene, C 2-6 -alkenylene or C 1-6 -haloalkylene,

c is an integer of from 1 to 10, and

R 27 is H, C 1-20 -alkyl, or —Z 20 —C 6-14 -aryl,

wherein

Z 20 is C 1-6 -alkylene, C 2-6 -alkenylene, C 1-6 -haloalkylene or a covalent bond,

R 25 is C 1-30 -alkyl, C 2-30 -alkenyl or C 1-30 -haloalkyl,

X 8 is —Z 21 —O—Z 22 , —Z 21 —S—Z 22 —, —S(O)—, —C(O)—, —C(O)O—, —(CO)NR 28 , —C(O)S—, —O(CO)—, —S(CO)—, —NR 28 C(O)—, —NR 28 —, —Z 21 —SiR 28 2 —Z 22 —, C 1-30 -alkylene, C 2-30 -alkenylene, C 1-30 -haloalkylene or a covalent bond,

wherein

Z 21 and Z 22 are C 1-6 -alkylene, C 2-6 -alkenylene, C 1-6 -haloalkylene or a covalent bond, and

R 28 is H, C 1-20 -alkyl, or —Z 23 —C 6-14 -aryl,

wherein

Z 23 at each occurrence is independently C 1-6 -alkylene, C 2-6 -alkenylene, C 1-6 -haloalkylene or a covalent bond,

Ar 13 is C 6-14 -aryl or monovalent 5 to 14 membered aromatic hetrocyclic residue, each optionally substituted with 1 to 5 substituents R o , wherein R o is selected from the group consisting of a halogen, a CN, a C 1-6 -alkyl, a C 1-6 -alkoxy and a C 1-6 -haloalkyl,

Ar 14 and Ar 15 are C 6-14 -arylene or bivalent 5 to 14 membered aromatic heterocyclic residue, each optionally substituted with 1 to 4 substituents R p , wherein R p is selected from the group consisting of a halogen, a CN, a C 1-6 -alkyl, a C 1-6 -alkoxy and a C 1-6 -haloalkyl, and

R 26 is C 1-20 -alkyl, C 2-20 -alkenyl, C 1-20 -haloalkyl, C 1-20 -alkoxy, —X 9 —Ar 16 , —X 9 —Ar 17 —Ar 16 , —X 9 —Ar 17 —R 29 , or X 9 —Ar 17 —Ar 18 —R 29 ,

wherein

X 9 is —Z 24 —O—Z 25 —, —Z 24 —S—Z 25 , —S(O)—, —C(O)—, —C(O)O—, —(CO)NR 30 , —C(O)S—, —O(CO)—, —S(CO)—, —NR 30 C(O)—, —NR 30 —, —Z 24 —SiR 30 2 —Z 25 —, C 1-30 -alkylene, C 2-30 -alkenylene, C 1-30 -haloalkylene or a covalent bond,

wherein

Z 24 and Z 25 are independently C 1-6 -alkylene, C 2-6 -alkenylene, C 1-6 -haloalkylene or a covalent bond, and

R 30 is H, C 1-20 -alkyl or —Z 26 —C 6-14 -aryl,

 wherein

 Z 26 is C 1-6 -alkylene, C 2-6 -alkenylene, C 1-6 -haloalkylene or a covalent bond,

Ar 16 is C 6-14 -aryl or monovalent 5 to 14 membered aromatic heterocyclic residue, each optionally substituted with 1 to 5 substituents R q , wherein R q is selected from the group consisting of a halogen, CN, a C 1-6 -alkyl, a C 1-6 -alkoxy and a C 1-6 -haloalkyl,

Ar 17 and Ar 18 are independently C 6-14 -arylene or bivalent 5 to 14 membered aromatic heterocyclic residue, each optionally substituted with 1 to 4 substituents R r , wherein R r is selected from the group consisting of a halogen, a CN, a C 1-6 -alkyl, a C 1-6 -alkoxy and a C 1-6 -haloalkyl, and

R 29 is C 1-20 -alkyl, C 2-20 -alkenyl, C 1-20 -haloalkyl or C 1-20 -alkoxy,

q and s are independently an integer of 0, 1, 2, 3, 4 or 5,

r is an integer of 0, 1 or 2, and

n is an integer of from 1 to 10,000.

2 . The compound of claim 1 , wherein A 1 and A 2 are S.

3 . The compound of claim 1 , wherein E is selected from the group consisting of

4 . The compound of claim 1 , wherein E is

5 . The compound of claim 1 , wherein E is

6 . The compound of claim 1 , wherein R 1 and R 2 are independently H, C 1-30 -alkyl, C 1-30 -haloalkyl, —X 1 —R 6 or —X 2 —Ar 1 ,

wherein

X 1 is —[Z 1 —O] a —, —[Z 1 —S—] a —, or —[S—Z 1 ] a —S—,

wherein

Z 1 is C 1-6 -alkylene or C 1-6 -haloalkylene, and

a is an integer of from 1 to 10,

R 6 is C 1-30 -alkyl or C 1-30 -haloalkyl,

X 2 is —Z 3 —O—Z 4 —, —Z 3 —S—Z 4 —, C 1-30 -alkylene or C 1-30 -haloalkylene,

wherein Z 3 and Z 4 are independently C 1-6 -alkylene or C 1-6 -haloalkylene,

and

Ar 1 is C 6-14 -aryl, optionally substituted with 1 to 5 substituents R a , wherein R a is selected from the group consisting of a halogen, a C 1-6 -alkyl, and a C 1-6 -alkoxy.

7 . The compound of claim 1 , wherein R 1 and R 2 are independently a C 1-30 -alkyl.

8 . The compound of claim 1 , wherein R 3 is —X 5 —Ar 7 , —X 5 —Ar 8 —Ar 7 , —X 5 —Ar 8 —R 13 or —X 5 —Ar 8 —Ar 9 —R 13 ,

wherein

X 5 is a covalent bond,

Ar 7 is C 6-14 -aryl or monovalent 5 to 14 membered aromatic heterocyclic residue, each optionally substituted with 1 to 5 substituents R e , wherein R e is selected from the group consisting of a halogen, a CN, a C 1-6 -alkyl, a C 1-6 -alkoxy and a C 1-6 -haloalkyl,

Ar 8 and Ar 9 are independently C 6-14 -arylene or bivalent 5 to 14 membered aromatic heterocyclic residue, each optionally substituted with 1 to 4 substituents R f , wherein R f is selected from the group consisting of a halogen, a CN, a C 1-6 -alkyl, a C 1-6 -alkoxy and a C 1-6 -haloalkyl, and

R 13 is C 1-20 -alkyl, C 2-20 -alkenyl, C 1-20 -haloalkyl or C 1-20 -alkoxy.

9 . The compound of claim 1 , wherein R 3 is —X 5 —Ar 8 —R 13 ,

wherein

X 5 is a covalent bond,

Ar 8 is C 6-14 -arylene, and

R 13 is C 1-20 -alkyl.

10 . The compound of claim 1 , wherein G 1 and G 2 are independently a phenylene

or, a monocyclic bivalent 5 to 8 membered aromatic heterocyclic residue selected from the group consisting of

wherein phenylene or monocyclic bivalent 5 to 8 membered aromatic heterocyclic residue are optionally substituted with 1 to 2 substituents R i , wherein R i is selected from the group consisting of a C 1-30 -alkyl, a —Z 17 —O—C 1-30 -alkyl, a —Z 17 —S—C 1-30 -alkyl, a —Z 17 —C 3-10 -cycloalkyl, a —Z 17 —C 6-14 -aryl, a —Z 17 -monovalent 3 to 12 membered aliphatic heterocyclic residue and a —Z 17 -monovalent 5 to 14 membered aromatic heterocyclic residue,

wherein

C 1-30 -alkyl, C 3-10 -cycloalkyl, C 6-14 -aryl, monovalent 3 to 12 membered aliphatic heterocyclic residue and monovalent 5 to 14 membered aromatic heterocyclic residue are optionally substituted with 1 to 4 substituents wherein is independently selected from the group consisting of a halogen, a —CN and a *═O,

C 3-10 -cycloalkyl, C 6-14 -aryl, monovalent 3 to 12 membered aliphatic heterocyclic residue and monovalent 5 to 14 membered aromatic heterocyclic residue are optionally substituted with 1 to 4 substituents R k , wherein R k is independently selected from the group consisting of a C 1-20 -alkyl, a C 1-20 -alkoxy, and a C 1-20 -haloalkyl,

and

Z 17 is C 1-6 -alkylene, C 1-6 -haloalkylene or a covalent bond.

11 . The compound of claim 1 , wherein G 1 and G 2 are independently a monocyclic bivalent 5 to 8 membered aromatic heterocyclic residue

which is substituted with 1 to 2 substituents R i , wherein R i is selected from the group consisting of a C 1-30 -alkyl and a —Z 17 —C 6-14 -aryl,

wherein

C 1-30 -alkyl and C 6-14 -aryl are optionally substituted with 1 to 4 substituents R j , wherein R j is selected from the group consisting of a halogen, a —CN and a *═O,

C 6-14 -aryl is optionally substituted with 1 to 4 substituents R k , wherein R k is selected from the group consisting of a C 1-20 -alkyl and a C 1-20 -alkoxy, and

Z 17 is a covalent bond.

12 . The compound of claim 1 , wherein R i is C 1-30 -alkyl.

13 . The compound of claim 1 , wherein

L is a bivalent 5 to 18 membered aromatic heterocyclic residue optionally substituted with 1 to 4 substituents R l , wherein R l is selected from the group consisting of a C 1-30 -alkyl, a —Z 18 —O—C 1-30 -alkyl, a —Z 18 —S—C 1-30 -alkyl, a —Z 18 —C 3-10 -cycloalkyl, a —Z 18 —C 6-14 -aryl, a —Z 18 -monovalent 3 to 12 membered aliphatic heterocyclic residue and a —Z 18 -monovalent 5 to 14 membered aromatic heterocyclic residue,

wherein

C 1-30 -alkyl, C 3-10 -cycloalkyl, C 6-14 -aryl, monovalent 3 to 12 membered aliphatic heterocyclic residue and monovalent 5 to 14 membered aromatic heterocyclic residue is optionally substituted with 1 to 4 substituents R m , wherein R m is selected from the group consisting of a halogen, a —CN and a *═O,

C 3-10 -cycloalkyl, C 6-14 -aryl, monovalent 3 to 12 membered aliphatic heterocyclic residue and monovalent 5 to 14 membered aromatic heterocyclic residue is optionally substituted with 1 to 4 substituents R n , wherein R n is selected from the group consisting of a C 1-20 -alkyl, a C 1-20 -alkoxy, and a C 1-20 -haloalkyl,

and

Z 18 is C 1-6 -alkylene, C 1-6 -haloalkylene or a covalent bond,

or

L is

wherein R 23 and R 24 are independently H, halogen, —CN, C 1-30 -alkyl, C 2-30 -alkenyl, C 1-30 -haloalkyl, —X 7 —R 25 , —X 8 —Ar 13 , —X 8 —Ar 14 —Ar 13 , —X 8 —Ar 14 —R 26 or —X 8 —Ar 14 —Ar 15 —R 26 ,

wherein

X 7 is —O—, —[Z 19 —O] c —, —[O—Z 19 ] c —O—, —S—, —[Z 19 —S] c — or —[S—Z 19 ] c —S—,

wherein

Z 19 is C 1-6 -alkylene, C 2-6 -alkenylene or C 1-6 -haloalkylene, and

c is an integer of from 1 to 10,

R 25 is C 1-30 -alkyl, C 2-30 -alkenyl or C 1-30 -haloalkyl,

X 8 is Z 21 —O—Z 22 —, —Z 21 —S—Z 22 —, C 1-30 -alkylene, C 2-30 -alkenylene, C 1-30 -haloalkylene or a covalent bond,

wherein Z 21 and Z 22 re independently C 1-6 -alkylene, C 2-6 -alkenylene, C 1-6 -haloalkylene or a covalent bond,

Ar 13 is C 6-14 -aryl or monovalent 5 to 14 membered aromatic hetrocyclic residue, each optionally substituted with 1 to 5 substituents R o , wherein R o is selected from the group consisting of a halogen, a CN, a C 1-6 -alkyl, a C 1-6 -alkoxy and a C 1-6 -haloalkyl,

Ar 14 and Ar 15 are independently C 6-14 -arylene or bivalent 5 to 14 membered aromatic heterocyclic residue, each optionally substituted with 1 to 4 substituents R p , wherein R p is selected from the group consisting of a halogen, a CN, a C 1-6 -alkyl, a C 1-6 -alkoxy and a C 1-6 -haloalkyl, and

R 26 is C 1-20 -alkyl, C 2-20 -alkenyl, C 1-20 -haloalkyl or C 1-20 -alkoxy.

14 . The compound of claim 1 , wherein

L is a bivalent 5 to 18 membered aromatic heterocyclic residue selected from the group consisting of

wherein the bivalent 5 to 18 membered aromatic heterocyclic residue is optionally substituted with 1 to 4 substituents

wherein R l is selected from the group consisting of a C 1-30 -alkyl, a —Z 18 —O—C 1-30 -alkyl, a —Z 18 —S—C 1-30 -alkyl, a —Z 18 —C 3-10 -cycloalkyl, a —Z 18 —C 6-14 -aryl, a —Z 18 -monovalent 3 to 12 membered aliphatic heterocyclic residue and a —Z 18 -monovalent 5 to 14 membered aromatic heterocyclic residue,

wherein

C 1-30 -alkyl, C 3-10 -cycloalkyl, C 6-14 -aryl, monovalent 3 to 12 membered aliphatic heterocyclic residue and monovalent 5 to 14 membered aromatic heterocyclic residue is optionally substituted with 1 to 4 substituents R m , wherein R m is selected from the group consisting of a halogen, a —CN and a *═O,

C 3-10 -cycloalkyl, C 6-14 -aryl, monovalent 3 to 12 membered aliphatic heterocyclic residue and monovalent 5 to 14 membered aromatic heterocyclic residue is optionally substituted with 1 to 4 substituents R n , wherein R n is selected from the group consisting of a C 1-20 -alkyl, a C 1-20 -alkoxy, and a C 1-20 -haloalkyl, and

Z 18 is C 1-6 -alkylene, C 1-6 -haloalkylene or a covalent bond,

and

R t is hydrogen or C 1-30 -alkyl,

or

L is

wherein R 23 and R 24 are independently H, halogen, —CN, C 1-30 -alkyl, C 2-30 -alkenyl, C 1-30 -haloalkyl, —X 7 —R 25 , —X 8 —Ar 13 , —X 8 —Ar 14 —Ar 13 , —X 8 —Ar 14 —R 26 or —X 8 —Ar 14 —Ar 15 —R 26 ,

wherein

X 7 is —O—, —[Z 19 —O] c —, —[O—Z 19 ] c —O—, —S—, —[Z 19 —S—] c — or —[S—Z 19 ] c —S—,

wherein

Z 19 is C 1-6 -alkylene, C 1-6 -alkenylene or C 1-6 -haloalkylene, and

c is an integer of from 1 to 10,

R 25 is C 1-30 -alkyl, C 2-30 -alkenyl or C 1-30 -haloalkyl,

X 8 is —Z 21 —O—Z 22 —, —Z 21 —S—Z 22 —, C 1-30 -alkylene, C 1-30 -alkenylene, C 1-30 -haloalkylene or a covalent bond,

wherein Z 21 and Z 22 are independently C 1-6 -alkylene, C 1-6 -alkenylene, C 1-6 -haloalkylene or a covalent bond,

Ar 13 is C 6-14 -aryl or monovalent 5 to 14 membered aromatic hetrocyclic residue, each optionally substituted with 1 to 5 substituents R o , wherein R o is selected from the group consisting of a halogen, a CN, a C 1-6 -alkyl, a C 1-6 -alkoxy and a C 1-6 -haloalkyl,

Ar 14 and Ar 15 are independently C 6-14 -arylene or bivalent 5 to 14 membered aromatic heterocyclic residue, each optionally substituted with 1 to 4 substituents R p , wherein R p is selected from the group consisting of a halogen, a CN, a C 1-6 -alkyl, a C 1-6 -alkoxy and a C 1-6 -haloalkyl, and

R 26 is C 1-20 -alkyl, C 2-20 -alkenyl, C 1-20 -haloalkyl or C 1-20 -alkoxy.

15 . The compound of claim 1 , wherein

L is

wherein R 1 is selected from the group consisting of a C 1-30 -alkyl, a —Z 18 —O—C 1-30 -alkyl, a —Z 18 —S—C 1-30 -alkyl, a —Z 18 —C 3-10 -cycloalkyl, a —Z 18 —C 6-14 -aryl, a —Z 18 -monovalent 3 to 12 membered aliphatic heterocyclic residue and a —Z 18 -monovalent 5 to 14 membered aromatic heterocyclic residue.

wherein

C 1-30 -alkyl, C 3-10 -cycloalkyl, C 6-14 -aryl, monovalent 3 to 12 membered aliphatic heterocyclic residue and monovalent 5 to 14 membered aromatic heterocyclic residue is optionally substituted with 1 to 4 substituents R m , wherein R m is selected from the group consisting of a halogen, a —CN and a *═O,

C 3-10 -cycloalkyl, C 6-14 -aryl, monovalent 3 to 12 membered aliphatic heterocyclic residue and monovalent 5 to 14 membered aromatic heterocyclic residue is optionally substituted with 1 to 4 substituents R n , wherein R n is selected from the group consisting of a C 1-20 -alkyl, a C 1-20 -alkoxy, and a C 1-20 -haloalkyl, and

Z 18 is C 1-6 -alkylene, C 1-6 -haloalkylene or a covalent bond,

or

L is

wherein R 23 and R 24 are independently H, halogen, —CN, C 1-30 -alkyl, C 2-30 -alkenyl, C 1-30 -haloalkyl, —X 7 —R 25 , —X 8 —Ar 13 , —X 8 —Ar 14 —Ar 13 , —X 8 —Ar 14 —R 26 or —X 8 —Ar 14 —Ar 15 —R 26 ,

wherein

X 7 is —O—, —[Z 19 —O] c —, —[O—Z 19 ] c —O—, —S—, —[Z 19 —S—] c — or —[S—Z 19 ] c —S—,

wherein

Z 19 is C 1-6 -alkylene, C 2-6 -alkenylene or C 1-6 -haloalkylene, and

c is an integer of from 1 to 10,

R 25 is C 3-30 -alkyl, C 2-30 -alkenyl or C 1-30 -haloalkyl.

X 8 is Z 21 —O—Z 22 —, —Z 21 —S—Z 22 —, C 1-30 -alkylene, C 1-30 -alkenylene, C 1-30 -haloalkylene or a covalent bond,

wherein Z 21 and Z 22 are independently C 1-6 -alkylene, C 2-6 -alkenylene, C 1-6 -haloalkylene or a covalent bond,

Ar 13 is C 6-14 -aryl or monovalent 5 to 14 membered aromatic hetrocyclic residue, each optionally substituted with 1 to 5 substituents R o , wherein R o is selected from the group consisting of a halogen, a CN, a C 1-6 -alkyl, a C 1-6 -alkoxy and a C 1-6 -haloalkyl,

Ar 14 and Ar 15 are independently C 6-14 -arylene or bivalent 5 to 14 membered aromatic heterocyclic residue, each optionally substituted with 1 to 4 substituents R p , wherein R p is selected from the group consisting of a halogen, a CN, a C 1-6 -alkyl, a C 1-6 -alkoxy and a C 1-6 -haloalkyl, and

R 26 is C 1-20 -alkyl, C 2-20 -alkenyl, C 1-20 -haloalkyl or C 1-20 -alkoxy.

16 . The compound of claim 1 , wherein

R l is selected from the group consisting of a C 1-30 -alkyl and a —Z 18 —C 6-14 -aryl,

wherein

C 1-30 -alkyl and C 6-14 -aryl are optionally substituted with 1 to 4 substituents R m , wherein R m is selected from the group consisting of a halogen, a —CN and a *═O,

C 6-14 -aryl is optionally substituted with 1 to 4 substituents R n , wherein R n is selected from the group consisting of a C 1-20 -alkyl and a C 1-20 -alkoxy, and

Z 18 is a covalent bond,

and

R 23 and R 24 are independently H, C 1-30 -alkyl, C 1-30 -haloalkyl, —X 7 —R 25 or —X 8 —Ar 13 ,

wherein

X 7 is —[Z 19 —O] c —, —[Z 19 —S—] c —, or —[S—Z 19 ] c —S—,

wherein

Z 19 is C 1-6 -alkylene or C 1-6 -haloalkylene, and

c is an integer of from 1 to 10,

R 25 is C 1-30 -alkyl or C 1-30 -haloalkyl,

X 8 is —Z 21 —O—Z 22 —, —Z 21 —S—Z 22 —, C 1-30 -alkylene or C 1-30 -haloalkylene,

wherein Z 21 and Z 22 are independently C 1-6 -alkylene or C 1-6 -haloalkylene,

and

Ar 13 is C 6-14 -aryl, optionally substituted with 1 to 5 substituents R o , wherein R o is selected from the group consisting of a halogen C 1-6 -alkyl and a C 1-6 -alkoxy.

17 . The compound of claim 1 , wherein R l is C 1-30 -alkyl,

and

R 23 and R 24 are independently H, C 1-30 -alkyl or C 1-30 -haloalkyl.

18 . The compound of claim 1 , wherein q, r and s are an integer of 0 or 1, and q, r and s are not all 0 at the same time.

19 . The compound of claim 1 , wherein n is an integer of from 1 to 5000.

20 . An electronic device comprising the compound of claim 1 .

21 . The electronic device of claim 20 , wherein the electronic device is an organic field effect transistor.

22 . An organic semiconducting material comprising the compound of claim 1 .