Polymer compound and light emitting device using the same

A compound represented by the following formula (M-1-2):

• wherein
• R1 , R2, R3, R4, R5, R6, R7 and R8 represent a hydrogen atom,
• R10 and R13 each independently represent a hydrogen atom, a methyl group, a methoxy group, an aryl group, an aryloxy group or a monovalent heterocyclic group, each having no substituent,
• R9, R11, R12, and R14 represent a hydrogen atom,
• Ra′, Rb′, Rc′ and Rd′ each independently represent a methyl group, a methoxy group, an aryl group, an aryloxy group or a monovalent heterocyclic group, each having no substituent, and
• ZC1 and ZC2 each independently represent a group selected from the group consisting of the following Group A of substituents and Group B of substituents:
• wherein the Group A substituents are selected from a hydrogen atom, a chlorine atom, a bromine atom, an iodine atom, and a group represented by —O—S(═O)2 RC1, wherein RC1 represents an alkyl group, a cycloalkyl group or an aryl group, the foregoing groups each optionally having a substituent, and
• wherein the Group B substituents are selected from:
• a group represented by —B(ORC2)2, wherein each RC2 represents a hydrogen atom, an alkyl group, a cycloalkyl group or an aryl group, the foregoing groups each optionally having a substituent, with the proviso that the plurality of RC2 may be the same or different and may be combined together to form a cyclic structure together with the oxygen atoms to which they are attached;
• a group represented by —BF3 Q′, wherein Q′ represents Li, Na, K, Rb or Cs;
• a group represented by —MgY′, wherein Y′ represents a chlorine atom, a bromine atom or an iodine atom;
• a group represented by —ZnY″, wherein Y″ represents a chlorine atom, a bromine atom or an iodine atom;
• and
• a group represented by —Sn(RC3)3, wherein each RC3 represents a hydrogen atom, an alkyl group, a cycloalkyl group or an aryl group, the foregoing groups each optionally having a substituent, with the proviso that the plurality of RC3 may be the same or different and may be combined together to form a cyclic structure together with the tin atom to which they are attached.

A method for producing a compound represented by the following formula (M-1′), the method comprising:

• a step of making a compound represented by the following formula (Z) and a compound represented by the following formula (2) undergo amination in the presence of a transition metal complex having a phosphine ligand, a base and a solvent:
• RC—NH2 (Z)
• wherein RC represents an aryl group or a monovalent heterocyclic group, these groups each optionally having a substituent:
• wherein
• R1, R2, R3, R4, R5, R6, R7 and R8 each independently represent a hydrogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, an aryloxy group or a monovalent heterocyclic group, the foregoing groups each optionally having a substituent,
• R15 and R16 each independently represent an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, an aryloxy group, a monovalent heterocyclic group or a group selected from the group consisting of the following Group A of substituents and Group B of sub stituents, the foregoing groups each optionally having a substituent,
• with the proviso that R1 and R2, R2 and R15, R15 and R3, R3 and R4, R5 and R6, R6 and R16, R16 and R7, and R7 and R8 each may be combined together to form a ring together with the carbon atoms to which they are attached, and
• each Ya represents a chlorine atom, a bromine atom, an iodine atom or —O—S(═O)2RC1, and RC1 represents an alkyl group, a cycloalkyl group or an aryl group, the foregoing groups each optionally having a substituent, and the plurality of Ya may be the same or different:
• wherein the Group A substituents are selected from a hydrogen atom, a chlorine atom, a bromine atom, an iodine atom, and a group represented by —O—S(═O)2RC1, wherein RC1 represents an alkyl group, a cycloalkyl group or an aryl group, the foregoing groups each optionally having a substituent, and
• wherein the Group B substituents are selected from:
• a group represented by —B(ORC2)2, wherein each RC2 represents a hydrogen atom, an alkyl group, a cycloalkyl group or an aryl group, the foregoing groups each optionally having a substituent, with the proviso that the plurality of RC2 may be the same or different and may be combined together to form a cyclic structure together with the oxygen atoms to which they are attached;
• a group represented by —BF3Q′, wherein Q′ represents Li, Na, K, Rb or Cs;
• a group represented by —MgY′, wherein Y′ represents a chlorine atom, a bromine atom or an iodine atom;
• a group represented by —ZnY″, wherein Y″ represents a chlorine atom, a bromine atom or an iodine atom;
• and
• a group represented by —Sn(RC3)3, wherein each RC3 represents a hydrogen atom, an alkyl group, a cycloalkyl group or an aryl group, the foregoing groups each optionally having a substituent, with the proviso that the plurality of RC3 may be the same or different and may be combined together to form a cyclic structure together with the tin atom to which they are attached:
• wherein R1, R2, R3, R4, R5, R6, R7, R8, R15, R16 and each RC are as defined above, and the plurality of RC may be the same or different.

A compound represented by the following formula (M-1-2):

• wherein
• R1, R2, R3, R4, R5, R6, R7 and R8 each independently represent a hydrogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, an aryloxy group or a monovalent heterocyclic group, each optionally having a substituent, with the proviso that R1 and R2, R3 and R4, R5 and R6, and R7 and R8 each may be combined together to form a ring together with the carbon atoms to which they are attached,
• R9, R10, R11, R12, R13 and R14 each independently represent a hydrogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, an aryloxy group or a monovalent heterocyclic group, each optionally having a substituent, with the proviso that R9 and R10, R10 and R11, R12 and R13, and R13 and R14 each may be combined together to form a ring together with the carbon atoms to which they are attached,
• Ra′, Rb′, Rc′ and Rd′ each independently represent an alkyl group, a cycloalkyl group, an alkoxy group, a cycloalkoxy group, an aryl group, an aryloxy group or a monovalent heterocyclic group, each optionally having a substituent, and
• ZC1 and ZC2 represent a hydrogen atom.