NOVELTY - Dibenzosilole derivative (1), is new.    USE - Used in oxidation resistance organic semiconductor material for forming organic thin film (both claimed), electron transport agent, solar cell material, organic semiconductor laser material, photonic crystal material of organic electroluminescent display, for transistor electronic paper, liquid crystal display and integrated circuit tag.    ADVANTAGE - The dibenzosilole derivative has excellent oxidation resistance and molecular structure with high planar rigidity, and enables to form semiconductor thin film easily.    DETAILED DESCRIPTION - Dibenzosilole derivative of formula (1), is new.    R1-R14=H, fluorine, 6-30C aryl, 2-20C heterocyclic group, 8-30C diaryl amino group, 2-20C alkynyl, 2-30C alkenyl, 1-20C (halo)alkyl;and    n=0 or 1.    Two or more of R1-R14 may combine to form (un)saturated hydrocarbon ring. When n is 0, R1-R14 may combine to form benzocyclobutene ring. R11 and R12 couple together to form group containing 10 or more carbon atoms and having substituent. R3-R4 and R5-R7, couple with each other to form benzene ring. R4 and R5 couple to form ring containing sulfur. When R1, R3, R4, R5, R7 or R10 is H, R2 and R8 are triazinyl group. INDEPENDENT CLAIMS are included for the following:    (1) manufacture of the dibenzosilole derivative;    (2) dihalobiphenyl derivative of formula (3);    (3) dihalobenzene derivative of formula (4);    (4) manufacture of dihalobiphenyl derivative, which involves carrying out homocoupling of dihalobenzene derivative using lithiation agent or Grignard reagent; and    (5) manufacture of dihalobenzene, which involves carrying out cross-coupling reaction of tetrahalobenzene of formula (5) and halo compound of formula: AM, in the presence of palladium and/or nickel catalyst.    X1,X2,X5=bromine, iodine or chlorine;    R1-R4=same as defined above;    A=4-20C alkynyl group which does not contain silyl group, 6-30C aryl, 2-20C heterocyclic group, 1-20C (halo)alkyl or 8-30C diaryl amino group;and    M=H, halide, alkoxide, hydroxide or alkylated product of lithium, sodium, potassium, magnesium, boron, zinc, tin or silicon.