Thermosetting polyimide resin and manufacturing method thereof, composition, prepolymer, film, adhesive, and use thereof

A manufacturing method of a thermosetting polyimide resin, wherein a chemical structure of the thermosetting polyimide resin is shown in Formula (1):

• where P is a C36 divalent hydrocarbon group having an aliphatic side chain;
• X and Y are
• or a single bond;
• R1 and R2 are H, F, or CH3;
• R3 is
• and
• n is an integer from 1 to 5000;
• the manufacturing method of the thermosetting polyimide resin comprising:
• a procedure A of performing a dehydration reaction on C36 dimer diamine and fluorene dianhydride in a mixed solvent of a polar solvent and a low-polarity solvent to obtain a first solution containing an amine-terminated polyimide resin;
• a procedure B of adding allylsuccinic anhydride to the first solution to perform the dehydration reaction on the allylsuccinic anhydride and the amine-terminated polyimide resin to obtain a second solution containing an allyl-terminated polyimide resin;
• and
• a procedure C of removing any unreacted material, water-soluble substance, and water from the second solution to obtain the allyl-terminated polyimide resin.

A thermosetting polyimide resin composition, comprising at least:

• (a) a fluorine-containing maleimide compound, selected from at least one of a group composed of
• and
• (b) a thermosetting polyimide resin, with a chemical structure thereof shown in Formula (1):
• where P is a C36 divalent hydrocarbon group having an aliphatic side chain;
• X and Y are
• or a single bond;
• R1 and R2 are H, F, or CH3;
• R3 is
• and
• n is an integer from 1 to 5000.

A thermosetting polyimide prepolymer, obtained by performing a prepolymerization reaction on (a) a fluorine-containing maleimide compound and (b) a thermosetting polyimide resin, wherein

• (a) the fluorine-containing maleimide compound is selected from at least one of a group composed of
• and
• (b) a chemical structure of the thermosetting polyimide resin is shown in Formula (1):
• where P is a C36 divalent hydrocarbon group having an aliphatic side chain;
• X and Y are
• or a single bond;
• R1 and R2 are H, F, or CH3;
• R3 is
• and
• n is an integer from 1 to 5000.