TW201247733A - Electronic device and polymer compound - Google Patents

Abstract

This invention provides an electronic device to be an electroluminescent element for emitting light in a high illumination. Specifically, this invention provides an electronic device having layers as charge injection layers and/or charge transportation layers, wherein the above layers comprises polymer compounds having one or more structural units selected from the group consisting of a structural unit represented by formula (1) and a structural unit represented by formula (14). (wherein, R1 represents a given monovalent organic group, R2 represents a given monovalent organic group, m2 represents an integer of 1 to 3. When R2 exists in plural, they may be the same or different. The hydrogen atom exists in formula (1) may be substituted by substituents other than R1 and R2.) (wherein, R6 represents a given monovalent organic group, R7 represents a given monovalent organic group, m7 represents an integer of 0 to 3. When R7 exists in plural, they may be the same or different. The hydrogen atom exists in formula (14) may be substituted by substituents other than R6 and R7.)

Description

201247733 VI. Description of the Invention: [Technical Field of the Invention] The present invention relates to an electronic device, and a high molecular compound usable in the electronic device. [Prior Art] In order to improve the characteristics, various layers are inserted between the light-emitting layer of the electroluminescence element and the electrode for review. For example, an electroluminescent device is known which has a layer composed of a non-conjugated polymer compound containing a cation and a substituent having two hetero atoms ® between the light-emitting layer and the electrode (Patent Document 1). [Prior Art] [Patent Document 1] [Patent Document 1] JP-A-2003-530676 [Disclosure] The problem to be solved by the invention However, the luminance of the above-described electroluminescent device is still insufficient. φ Here, an object of the present invention is to provide an electronic device comprising an electroluminescent element that emits light with high luminance. (Means for Solving the Problems) The inventors of the present invention have found that the above objects can be attained by the following electronic devices and the like, and the present invention has been completed. In other words, the present invention provides an electronic device or the like which comprises a polymer compound having one or more structural units selected from the group consisting of a structural unit represented by the formula (1) and a structural unit represented by the formula (14). The layer serves as a charge injection layer and/or a charge transport layer. The structural unit represented by the formula (1) and the structural unit represented by the formula (14) are 324119 6 (1) 201247733, respectively, are divalent structural units

(In the formula (1), R1 represents a group represented by the formula (2) or the formula (3), R2 represents a group not represented by the formula (4), m2 represents an integer of 1 to 3, and when a plurality of R2 are present, The same or different, the hydrogen atom in the formula (1) may be substituted with a substituent other than R1 or RZ). -R3- { (Q1) η1-γι (M1) ai (zl) bi} (2) In the formula (2), R3 represents a single bond or a (1+m3) valence organic group which may have a substituent, Q1 Represents a 2-valent organic group, γ» represents _c〇2-, _s〇3-, _S(V, _p〇32_ or ^(R)3 'M represents a metal cation or an ammonium cation which may have a substituent, Ζ Table F, C1, Br-, r, 〇H-, B(Ra)4-, RaS〇3-, Rac〇〇-, cl〇·, ci〇2, ci〇3, ci〇4, scr, Cm, S〇42·, nsor, p〇43-, HP〇4, H2P〇4, BF4 or PF6, ni represents an integer above 〇, al represents an integer of 1 or more, and bl represents an integer greater than 〇. And bl is selected such that the base (tetra) charge represented by the formula (2) is G, and Ra represents a filament having a carbon number of 1 to 3 G which may have a substituent or an aromatic group having 6 to 50 carbon atoms which may have a substituent. An aryl group having a carbon atom number of 6 to 5 Å, which may have a substituent, or an alkyl group having 6 to 5 Å, which may have a substituent, an integer of γ ΐ or more. However, when r 3 is a single bond, When ro3 indicates that there are multiple numbers of qi, y'mi, ^nl, ai, and bl, they may be the same or different. (3) m 4 ~R4- { (Q2) η2-Υ2 ( 2) β2 (22} ^, 324119 7 201247733 (wherein R represents a single bond or may have a substituent of 〇抡4) valence organic f, Q represents a bivalent organic group, and γ2 represents a carbocation, an ammonium cation , scaly cation, phosphonium cation or phosphonium cation, M2 represents hydrazine, Cl_, Br_, I-, 〇H, B(R)4, Rbs〇3·, RbC〇〇—, CIO-, Cl〇2-, C1 ( V, cior, yCN, CN, N〇3, S〇42-, HSOr, PO43-, HP〇42-, Η2ΡΟΓ, BFr or pf6-, z2 represents a metal cation or a cation which may have a substituent, and n2 represents 〇 The above integer, a2 represents an integer greater than i, and b2 represents 〇

The upper integer, aUb2 is selected such that the charge of the group represented by the formula (3) becomes =. Rb represents an alkyl group which may have a substituent <a carbon atom number i to 3 Å or a carbon atom which may have a substituent of 6 to 5 q, and is an integer of the above. However, when Μ is a single bond, m4 indicates that when there are multiples of Q2, y2, M2, 2, 112, 32, and 52, it can be phase H { (Q3) "-YM m5 (4) one or two (4), R5 represents a single bond or may have a substituent (4) represents a divalent organic group, f represents a cyano group (5) to (10), and when U is a single bond, m5 represents the same or different). When there are plural, 0 ~(R,〇) a3 — R,,

(6) 5) (13) 201247733 -S- (R,s) a4-R,, (7) ~ C (=〇) — (R* ~C (=〇)) A C (=S) — ( R* —C (=S))-N { (R,)a4R,,} 2 (1 〇)a4 ~~ C ( = 〇) 〇—( R, — C ( = 〇) 〇) —C ( = 〇) 〇—(R, 〇) a4__R,, an NHC (= 〇) — (R* NHC (=〇) —R, -R' (8) (9) “一R,, (1 2) )a 4 — R,, (In the formulae (5) to (13), R' represents a divalent hydrocarbon group which may have a substituent, R, represents a hydrogen atom, may have a substituent of an indane hydrocarbon group, a carboxyl group, a sulfonic acid group A group, a hydroxyl group, a fluorenyl group, a —NR. 2, a cyano group or a _C(==〇)NRe2, R, , represents a trivalent smoky group which may have a substituent, a3 represents an integer of 1 or more, and a4 represents 〇 or more. The integer R, the R° table may not have an alkyl group having a carbon atom number of 3 to 3 Å or an aryl group having 6 to 5 Å carbon atoms which may have a substituent, r, r, and R, When there are multiples, 'can be the same or different.' R6,

(In the formula (14), R6 represents a group represented by the formula (15) or the formula (16), R7 represents a group represented by the above formula (4), m7 represents an integer of 〇 to 3, and when a plurality of R7 are present, The same or different. The hydrogen atom in the formula (14) may be substituted by a substituent other than R6 or R7). (15) -R8—{(Q1)nrV1(M1)a1(Z1)b1}m8 {(Q3)n3-Y3}m9 (In the formula (15), R8 represents a substituted (i+mg+m9) valence organic group , y, q3, γΐ, Υ, Μ, Ζ, nl, η3, al, and bl are synonymous with the above, m8 and m9 ^24119 9 201247733 respectively represent integers of 1 or more, Q1, Q3, Y1, Y3, Μ1. When there are a plurality of Z1, nl, η3, a1, and bl, they may be the same or different. —R9—{(Q2)n2-Y2(M2)a2(Z2)b2}m10 (called {(Q3)n3-Y3}m11 (in the formula (16), R9 represents (1+mlO+mll) valence organic group , Q2, Q3, Y2, Y3, Μ2, Z2, n2, n3, a2, and b2 are synonymous with the above, and mlO and mil each independently represent an integer of 1 or more. Q2, Q3, Y2, Y3, Μ2, Z2, n2 When there are a plurality of n3 and φ a2 and b2, they may be the same or different. (Effect of the Invention) The electronic device of the present invention is an electroluminescence device that emits light with high luminance. [Embodiment] Hereinafter, the present invention will be described in detail. According to the present invention, the polymer compound of the present invention has one or more structural units selected from the group consisting of the structural # unit represented by the above formula (1) and the structural unit represented by the above formula (14). The polymer compound preferably has 15 to 100 mol% of the structural unit represented by the above formula (1) and/or the structural unit represented by the above formula (14) in all the structural units. In the structural unit formula (1), R1 represents a group represented by the formula (2) or the formula (3), and is preferably a viewpoint of stability of an electron current of the polymer compound of the present invention. (2) The group shown. R2 represents a group represented by the formula (4), and m2 represents an integer of 1 to 3. From the viewpoint of easiness of synthesis of the polymer compound of the invention of 324119 10 201247733, m2 is preferably 1. The structural unit represented by the above formula (1) may contain two or more groups represented by the above formula (2) or may contain two or more groups represented by the formula (3), and may contain two or more kinds of the above formula (4). The structural unit shown in the above formula (1) may be substituted with a substituent other than R2. The substituent ' may, for example, be an alkyl group, an alkoxy group, an alkylthio group, an aryl group or an aryloxy group. , arylthio, aralkyl, aralkyloxy, aralkylthio, aralkenyl, • arylalkynyl, amine, substituted amine, silyl, substituted fluorenyl, halogen, fluorenyl a decyloxy group, an imine residue, a decylamino group, a quinone imine group, a monovalent heterocyclic group, a hydroxyl group, a substituted carboxyl group, a cyano group, a nitro group, a crosslinking group, etc., when a plurality of the substituents are present, The same may be the same or different. The following 'describes the substituent. Further, the term "Cm to Cii" (m, η is a positive integer satisfying m < η) means that together with the term The number of carbon atoms of the organic group carried is from m to n. For example, Cm to Cn alkyl means that the number of carbon atoms of the alkyl group is from m to n, and Cm to Cn is an aryl group, and the number of carbon atoms of the alkyl group is m to 0 η, aryl-(^ to Cn alkyl means that the alkyl group has from m to n carbon atoms. Further, the following terms are also used for the substituent other than the above substituent. Further, a predetermined group having a substituent may be used. It means a predetermined group having a substituent or a predetermined group having no substituent. The alkyl group may be a linear chain, a branched chain or a cycloalkyl group. The alkyl group has usually 1 to 20 carbon atoms (usually 3 to 20 in the case of a cycloalkyl group), preferably 1 to 10 (3 to 10 in the case of a cycloalkyl group). The alkyl group may have a substituent, and the carbon number of the substituent is not included in the above carbon number. As the alkyl group, for example, methyl group, ethyl group, propyl group, isopropyl group, 324119 11 201247733 butyl group, isobutyl group, second butyl group, tert-butyl group, pentyl group, hexyl group, cyclohexyl group can be exemplified. , heptyl, octyl, decyl, sulfhydryl, lauryl and the like. The hydrogen atom in the aforementioned alkyl group may be substituted with a fluorine atom. The fluorine atom-substituted alkyl group may, for example, be a trifluoromethyl group, a pentafluoroethyl group, a hologram group, a perfluorohexyl group or a perfluorooctyl group. Further, the Cl to Cl2 alkyl group may, for example, be a mercapto group, an ethyl group, a propyl group, an isopropyl group, a butyl group, an isobutyl group, a second butyl group, a tert-butyl group, a pentyl group or an isopentyl group. , hexyl, cyclohexyl, heptyl, octyl, decyl, decyl, lauryl. • Alkoxy groups (also known as alkyloxy groups) may be linear or branched, or may be a cycloalkyloxy group. The number of carbon atoms of the alkoxy group is usually 1 to 2 Torr (generally 3 to 20 in the case of a ring-burning oxygen group), and preferably 1 to ι0 (preferably 3 to 10 in the case of a cycloalkoxy group). The alkoxy group may have a substituent, and the carbon number of the substituent is not included in the above carbon number. The alkoxy group may, for example, be an methoxy group, an ethoxy group, a propoxy group, an isopropoxy group, a butoxy group, an isobutoxy group, a second butoxy group, a third butoxy group or a pentyl group. An oxy group, a hexyloxy group, a cyclohexyloxy group, a heptyloxy group, an octyloxy group, a decyloxy group, a methoxy group, a lauryloxy group or the like. The nitrogen atom in the aforementioned alkoxy group may be substituted by a moiety. The fluorine atom-substituted alkoxy group may, for example, be a trifluoroantimonyloxy group, a pentafluoroethoxy group, a perfluorobutoxy group, a perfluorohexyloxy group or an all-gas octyloxy group. Further, the alkoxy group includes a decyloxymethyloxy group and a 2-methoxyethyloxy group. Further, as far as the C?2 alkoxy group is concerned, there may be mentioned, for example, a methoxy group, an ethoxy group, a propoxy group, an isopropoxy group, a butoxy group, an isobutoxy group or a second butoxy group. , third butoxy, pentyloxy, hexyloxy, cyclohexyloxy, heptyloxy, octyloxy, 2-ethylhexyloxy, decyloxy, decyloxy, 3,7-dimethyl Alkyloxy, lauryloxy. 324119 12 201247733 The sulfur-burning group may be linear or branched, or may be a cycloalkylthio group. The number of carbon atoms of the sulfur-burning group is usually from 1 to 20 (in the case of a cycloalkylthio group, usually 20), preferably from 1 to 1 Torr (preferably from 3 to 1 Å in the case of a cycloalkylthio group). The cleavage group may have a substituent, and the carbon number of the substituent is not included in the above carbon number & 7 in terms of the alkylthio group, 'exemplified by sulfonylthio group, ethylthio group, propylthio isopropylthio group Butylthio, isobutylthio, butyl sulphide, succinimide, pentylthio, hexylthio, cyclohexylthio, heptylthio, octylthio, sulfonylthiothio, Laurylthio group and the like. The hydrogen atom in the aforementioned alkylthio group may be substituted with a fluorine atom. The fluorine atom may be substituted with an alkylthio group, for example, a ruthenium group or the like. The bovine monothioaryl group is an atomic group remaining after removing one hydrogen atom bonded to a carbon atom constituting a ring (preferably an aromatic ring) from an aromatic hydrocarbon, and has a benzene ring, a condensed ring group, and is selected from the group consisting of Two or more of the groups of the independent benzene ring and the condensed ring are a single bond or a divalent organic group, and for example, a group bonded by an alkenyl group such as a vinyl group. The aryl group usually has 6 to 6 carbon atoms, preferably 6 to 48. The aryl group may have a substituent, but the carbon number of the substituent is not included in the above-mentioned number. The aryl group may, for example, be a phenyl group, a fluorene to an alkoxyphenyl group, a G to a C1Z alkylphenyl group, a naphthyl group, a 2-naphthyl group, a diphenyl group, a 2 fluorenyl group, a 9-fluorenyl group or the like. . The hydrogen atom in the aforementioned aryl group may be substituted with a fluorine atom. The fluorine atom-substituted aryl group may, for example, be a pentafluorophenyl group or the like. Among the aryl groups, preferred are phenyl group, Cl to Cl2 alkoxyphenyl group, and Cl to Cl2 alkylphenyl group. In the case of the aryl group of the formula, in the case of the Cl to Cl2 alkoxyphenyl group, a methoxy group, an ethoxyphenyl group, a propoxyphenyl group, an isopropoxyphenyl group, or a butyl group can be exemplified. 324119 13 201247733 oxyphenyl, isobutoxyphenyl, second butoxyphenyl, tert-butoxy, pentyloxyphenyl, hexyloxyphenyl, cyclohexyloxyphenyl, Heptyloxyphenyl, octyloxyphenyl, 2-ethylhexyloxy, decyloxyphenyl, decyloxy, 3,7-didecyloxyoxy, lauryloxy Phenyl group and the like. In the above aryl group, as far as the Cu alkylphenyl group is concerned, ' can be exemplified by a nonylphenyl group, an ethylphenyl group, a dinonylphenyl group, a propylphenyl group, a 2,4,6-trimethylphenyl group. (mesityl), mercaptoethylphenyl, isopropylphenyl, butylphenyl, isobutylphenyl, tert-butylphenyl, pentylphenyl, isopentylphenyl, hexyl' stupid Base, heptylphenyl, octylphenyl, nonylphenyl, nonylphenyl, laurylphenyl and the like. The aryloxy group usually has 6 to 60' carbon atoms, preferably 6 to 48 carbon atoms. The aryloxy group may have a substituent ', but the carbon number of the substituent is not included in the above carbon number. The aryloxy group may, for example, be a phenoxy group, a hydrazine to a Ci2 alkoxyalkyloxy group, a Ci to a Ci2 alkylphenoxy group, a naphthyloxy group, a 2-naphthyloxy group or a pentafluoro oxy group. Base. An aryloxy towel, preferably a silkoxy group, a Gi29oxyphenoxy group, and a Cl to Cl2 alkylphenoxy group. In the above aryloxy group, the hydrazine to the L alkoxyphenoxy group may, for example, be an oxyphenoxy group, an ethoxyphenoxy group, a propoxyphenoxy group or a isopropyloxy group. , butoxyphenoxy, isobutoxyphenoxy, second butoxybenyl, tert-butoxyphenoxy, pentyloxyphenoxy, hexyloxyphenoxy, cyclohexyloxy Phenoxy, heptyloxy, octyloxyphenoxy, 2-ethylhexyloxyphenoxy, nonyloxyphenoxy, nonyloxyphenoxy, W-methyloctyloxy A phenoxy group, a lauryloxyoxy group, and the like. 324119 14 201247733 The arylthio group is the group of the aforementioned aryl group bonded to sulfur. The number of carbon atoms of the arylthio group is usually from 6 to 60', preferably from 6 to 30. In the arylthio group, the above aryl group may have a substituent on the aromatic ring, but the carbon number of the substituent is not included in the above carbon number. The arylthio group may, for example, be a phenylthio group, a fluorene to a Cu alkoxyphenylthio group, a Cl to a C 2 alkyl phenylthio group, a naphthylthio group, a 2-naphthylthio group or a pentafluorophenylthio group. Wait. The aralkyl group is a group in which the aforementioned aryl group is bonded to the aforementioned alkyl group. The aralkyl group usually has 7 to 60 carbon atoms, preferably 7 to 30 carbon atoms. The aralkyl group may have a substituted 1 group, but the carbon number of the § substituent is not included in the above carbon number. As the aralkyl group, for example, phenyl-hydrazine to Ci2 alkyl group, fluorene to L alkoxyphenyl-fluorene to c, 2 alkyl group, (^ to L alkylphenyl group - Ci to Ci2 alkane) a base, a naphthyl-anthracene to a clz alkyl group, a 2-naphthyl-anthracene to a (12 alkyl group, etc. an aralkyloxy group (also known as an arylalkoxy group) is a bond of the aforementioned aryl group to the aforementioned alkoxy group. The aralkyloxy group has usually 7 to 6 Å, preferably 7 to 30. The aralkyloxy group may have a substituent, but the carbon number of the substituent does not include φ in the above carbon number. As the aralkyloxy group, for example, phenyl_Cl to Ci2 alkoxy group, Ci to 〇2 alkoxyphenyl-〇1 to & alkoxy group, oxime to & alkylphenyl group can be exemplified. Ci to

Cu alkoxy, 1-naphthyl-(^ to & alkoxy, 2-naphthyl gas to alkoxy, etc. The aralkylthio group is a group in which the aforementioned aryl group is bonded to the aforementioned alkylthio group. The number of carbon atoms of the aralkylthio group is usually from 7 to 60, preferably from 7 to 30. The aralkylthio group may have a substituent, but the carbon number of the substituent is not included in the above carbon number.

As the aralkylthio group, for example, phenyl_Cl to Ci2 alkylthio group, G 324119 15 201247733 to L alkoxyphenyl-hydrazine to Clz alkylthio group can be exemplified. To the u-alkylphenyl group -Ci to c12 sulfur-containing group, the naphthyl group to the Ci2 compound thio group, the 2-naphthyl group to the & sulfur group and the like. The aralkenyl group is a group in which the aforementioned aryl group and the alkenyl group are bonded. The arylalkenyl group usually has 8 to 60 carbon atoms, preferably 8 to 30 carbon atoms. The arylalkenyl group may have a substituent, but the carbon number of the substituent is not included in the above carbon number. The aromatic alkenyl group may, for example, be phenyl-hydrazine to L-alkenyl group or G to. φ alkoxyphenyl-CdCl2, ^ to C, 2 alkyl, { to Ci2 alkenyl, 1-naphthyl-(: 2 to C1Z alkenyl, 2-naphthyl-(: 2 to C! 2 alkenyl group, etc., preferably Ci to C12 alkoxyphenyl-a to Clz alkenyl, G to alkyl styryl-Cz to "alkenyl. Further, in terms of (2 to Clz alkenyl) And may, for example, be a vinyl group, a propylene group, a 2-propenyl group, a butenyl group, a 2-butenyl group, a becenyl group, a 2-pentenyl group, a hexenyl group, a 2-hexenyl group, or The aryl alkynyl group is a group in which the aforementioned aryl group is bonded to an alkynyl group. The number of carbon atoms of the aralkynyl group is usually from 8 to 60, preferably from 8 to 30. The aralkynyl group may have a substituent, but The carbon number of the substituent is not included in the above carbon number. The aromatic alkynyl group may, for example, be a phenyl-hydrazine to a Ciz alkynyl group, to an & alkoxyphenyl-C2 to Cl2 alkynyl group, Cl to C! 2 alkylphenyl-C2 to c12 alkynyl, 1 naphthyl C2 to Ci2 alkynyl, 2-naphthyl-C2 to Ci2 alkynyl, etc., preferably g to C1Z alkoxyphenyl-C2 To C, 2 alkynyl, (:, to C, 2 alkylphenyl-c2 to Cl2 alkynyl. Further, (: 2 to Cu alkynyl, may be exemplified by ethynyl, propynyl, 2 - Propynyl, Buding a base, a 2-butynyl group, a fluorenyl-pentynyl group, a 2-pentynyl group, a 1-hexynyl group, a 2-hexynyl group, a 1-octynyl group. A substituted amine group means at least one of the amine groups. The hydrogen atom is substituted with an amine group selected from the group consisting of 1 or 2 groups containing a group of an alkane 324119 16 201247733 base, an aryl group, an aralkyl group and a monovalent heterocyclic group. The alkyl group, the aryl group, the aryl group or the oxime group The valent heterocyclic group may have a substituent, but the carbon number of the substituent is not included in the carbon number of the substituted amine group. The number of carbon atoms of the substituted amine group does not include the alkyl group, the aryl group, the aralkyl group or the valence group. The heterocyclic group may have a substituent having a carbon number of usually from 6 to 〇, preferably from 2 to 48. The substituted amino group may, for example, be a methylamino group, a dimethylamino group or a φ group. Ethylamino, diethylamino, propylamino, dipropylamino, isopropylamino, diisopropylamino, butylamino, isobutylamino, second butyl Amino, tert-butylamino, pentylamino, hexylamino, cyclohexylamino, heptylamino, octylamino, 2-ethylhexylamino, decylamino, decylamine Base, 3, 7-didecyloctylamine, laurylamine Base, cyclopentylamino, dicyclopentylamino, cyclohexylamino, dicyclohexylamino, di-trifluorodecylamino, strepylamino, diphenylamino, ((^ to Cl2 alkoxyphenyl)amine, bis(indenyl to Ck alkoxyphenyl)amine, bis(indolyl 2 alkylphenyl)amine, % naphthylamino, 2-naphthylamino, Pentafluorophenylamino, η-pyridylamino, decylamino, pyrimidinylamino, hydrazine-based, tri-roughing amine, (stupyl-Cl to Cl2 alkyl) amine group, (Cl to Cl2 alkoxyphenyl-Cl to Cl2 alkyl) Amine, (匕 to C1Z alkylphenyl-(^ to c12 alkyl)amine, bis(匕 to c12 alkoxyphenyl to Cu) Alkyl)amino, di(C! to C12 alkylphenyl to Cl2 alkyl)amine, 1-naphthyl-Cl to Cl2 alkylamino, 2-naphthyl-Cl to Cl2 alkylamino, etc. . Substituting the dream base means that at least one hydrogen atom in the group is replaced by one to three groups selected from the group consisting of an alkyl group, an aryl group, an arylalkyl group and a monovalent heterocyclic group, and 316119 17 201247733 base. The vinyl group, aryl group, aralkyl group or monovalent heterocyclic group may have a substituent ' but the carbon number of the substituent is not included in the carbon number of the substituted fluorenyl group. The number of carbon atoms of the substituted indenyl group is usually from 60 to 60, preferably from 3 to 48, in the case of a carbon atom which does not contain the substituent which the alkyl group, the aryl group, the aralkyl group or the indenocyclic group may have. The substituted fluorenyl group may, for example, be a trimethyl fluorenyl group, a triethyl decyl group, a dipropyl fluorenyl group, a triisopropyl fluorenyl group, an isopropyl decyl fluorenyl group or an isopropyl φ two group. Ethyl decyl, tert-butyldimethylmethyl, pentyl dimethyl decyl, hexyl dimethyl fluorenyl, heptyl dimethyl fluorenyl, octyl dimethyl fluorenyl, 2-ethyl Hexyldifluorenyl fluorenyl, fluorenyl dimethyl fluorenyl, fluorenyl dimethyl fluorenyl, 3, 7-dimethyloctyl dimethyl fluorenyl, lauryl dimethyl fluorenyl, (phenyl to Cu alkyl) fluorenyl, ((^ to c! 2 alkoxyphenyl_Cl to Ci2 alkyl) fluorenyl, (C! to C) 2 alkylphenyl-c, to clz alkyl) fluorenyl , (naphthyl-Cl to Cl2 alkyl) fluorenyl, (2-naphthyl-Cl to C, 2 alkyl) fluorenyl, (phenyl-Cl to Cl2 alkyl) dimethyl fluorenyl, triphenyl fluorene a base, a tris(p-dioxanylphenyl)fluorenyl group, a fluorene group, a diphenylmethyl group, a tert-butyldiphenyl group, a dinonylphenyl group, and the like. For example, a gas atom, a gas atom, a desert atom, and a moth atom may be exemplified. The carbon number of the sulfhydryl group (also referred to as an alkylcarbonyl group) is usually 2 to 2, preferably 2 to 18. The fluorenyl group may have a substituent, but the carbon number of the substituent is contained in the above carbon number. As the fluorenyl group, an ethyl fluorenyl group or a propyl fluorenyl group may be exemplified. , butyl sulfhydryl, isobutyl aryl, trimethyl acetyl hydrazine (pival 〇 ) 、 、 节 节 节 324 324 324 324 324 324 324 324 324 324 324 324 324 324 324 324 324 324 324 324 324 324 324 324 324 324 324 324 324 324 324 324 324 324 The carbon atomic bran of the oxy group is usually 2 to 20, preferably 2 to 18. The decyloxy group may have a substituent, and the carbon number of the substituent is not included in the above-mentioned number of breaks. For example, an ethoxycarbonyl group, a bis-indenyloxy group, a butyl fluorenyloxy group, an isobutyl decyloxy group, a trimethyl ethyloxy group, a benzhydryloxy group, a trifluoroethenyloxy group, and a pentafluoro group are mentioned. a benzylideneoxy group, etc. The φ imine residue is one in which the imine compound having a structure represented by at least one of the formula: HN = C < and the formula: -N = CH-1 is removed from the structure. The hydrogen atom group. For such an imine compound, an aldimine, a ketimine, and a hydrogen atom bonded to a nitrogen atom in an aldimine may be exemplified by an alkyl group, an aryl group or an aralkyl group. a compound substituted with an aralkenyl group, an aralkynyl group, etc. The number of carbon atoms of the imine residue is usually 2 to 2, preferably 2 to 18. The imine residue may have a substituent, but the carbon of the substituent The number is not included in the above carbon number. As the imine residue, it may be exemplified by the formula: or the formula: Lu: N = C(RT) 2 (wherein Μ represents an argon atom, an alkyl group, an aryl group , a aryl group, an aralkenyl group or an alkynyl group, Rr independently represents an alkyl group, an aryl group, an aromatic aryl group or an alkynyl group. However, when there are two, two "two valences that are bonded to each other" The base may, for example, be an ethyl group, a trimethylene group, a tetramethylene group, a pentamethylene group or a hexamethylene group, and the like may be formed as a ring having a carbon atom number of 2 to 18 and forming a ring. . As the imine residue, the following group can be exemplified. 324119 19 201247733

The mercapto group has usually from 1 to 20 carbon atoms, preferably from 2 to 18 carbon atoms. The hydrazine group may have a substituent, but the carbon number of the substituent is not included in the above carbon number. The guanamine group may, for example, be a mercaptoamine group, an acetamino group, a propylamine group, a butylammonium group, a benzammonium group, a trifluoroacetamido group or a pentafluorobenzylamine group. Dimethylguanamine, diethylammonium, dipropylammonium, dibutylammonium, dibenzylammonium, di-trifluoroacetamido, bis-pentafluorobenzylamino and the like. The quinone imine group refers to a group obtained by removing a hydrogen atom bonded to its nitrogen atom from quinone imine 324119 20 201247733. The quinone imine group usually has 4 to 20 carbon atoms, preferably 4 to 18 carbon atoms. The quinone imine group may have a substituent, but the carbon number of the substituent is not included in the above carbon number. As the quinone imine group, the following groups can be exemplified.

The monovalent heterocyclic group means an atomic group remaining from the heterocyclic compound by removing one hydrogen atom bonded to a carbon atom constituting the ring. Here, the heterocyclic compound refers to an organic compound having a cyclic structure, and the element constituting the ring includes not only a carbon atom but also an oxygen atom, a sulfur atom, a gas atom, a filling atom, a boron atom, a stone atom, and a sleeve. An organic compound of a hetero atom such as an atom, a hoof atom or a Kun atom. The monovalent heterocyclic group has usually 3 to 60 carbon atoms, preferably 3 to 20 carbon atoms. Further, the number of carbon atoms of the monovalent heterocyclic group does not include the number of carbon atoms of the substituent. The monovalent heterocyclic group may have a substituent, but the carbon number of the substituent is not included in the above carbon number. 324119 21 201247733 The monovalent heterocyclic group may, for example, be an anthracene group, a & base, a fluorenyl group, a base group, a group or a group of Cl to a group. Specific bite =, shot base "transfer base, three, filaria L, ^ base: heterogeneous base, wherein 'the preferred base group, G to (10) base sale m is pyridine group, Cl to Cl2 alkyl pyridyl group and Further, the monovalent heterocyclic group is preferably an i-valent aromatic heterocyclic group. The substituted indenyl group means a hydrogen atom in a slow group via an alkyl group, ', an alumina group, a cyan group or a group represented by a monovalent heterocyclic group. The number of atoms of the substituted M group is usually 2 to 60, preferably 2 to 48. The above anthracene group, a square group or a monovalent heterocyclic group may have a substituent carbon number. Included in the above carbon number. / Substituent in place of the m group, may be as fresh as methoxyl age, ethoxylated propane, butyl-based, isobutoxydi-butoxy-secret, a third τ oxo, a pentoxy group, a benzyl group, a cyclohexyloxy silk, a silk group, an octyloxy group, a 2-ethyl group, a hexyloxy group, an oxy group, an oxoxy group, 3, 7-dimethyl Ik group, lauryl oxy group, trifluoromethoxy group, five gas = oxygen, difluoro τ oxyl, perfluorohexyloxy, perfluorooctyloxy i group, money base, naphthyloxy group, (d) oxyl group, etc. Crosslinked group means polymerization by thermal H ::: r can be used in more than 2 molecules of the molecule 2: In terms of the crosslinking group, for example, a vinyl group, an ethynyl group, a butenyl group, 324119 22 201247733 acryl fluorenyl group, an acrylate group, an acryl group Acryl amizil, methacrylic acid, mercapto acrylate, mercapto acrylate-based benazide D well, vinyloxy, vinylamine, hydroxy fluorenyl, and small Ring (eg cyclopropane, cyclobutane, benzocyclobutene, epoxide, oxetane, diacetoin, thiirane, lactone, linoleum) a functional group of a structure such as an amine or a functional group containing a structure of a decane derivative, etc. Further, in addition to the above-mentioned group, a combination of a group capable of forming a quinone bond or a guanamine bond, or the like may be used. Or a combination of a group of a guanamine bond can be exemplified by a combination of an ester group and an amine group, an ester group and a hydroxyl group, etc. - a group represented by the formula (2) - in the formula (2), 'R3 represents a single bond or a (1+m3) valent organic group which may have a substituent. The base of the formula (2) is a monovalent group. In the formula (2), the substituent represented by R3 may have a substituent. The (i+m3) valence organic group may, for example, be a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, an isobutyl φ group, a second butyl group, a tert-butyl group or a pentyl group. a hexyl group, a cyclohexyl group, a heptyl group, an octyl group, a decyl group, a fluorenyl group, a lauryl group, a group in which at least one hydrogen atom in the group is substituted with a substituent, or the like, and a number of carbon atoms which may have a substituent of 1 to 2 Å The alkyl group removes a group of m3 hydrogen atoms; a phenyl group, a 1-naphthyl group, a 2-naphthyl group, a 1-fluorenyl group, a 2-fluorenyl group, a 9-fluorenyl group, and at least one hydrogen atom in the group is substituted with a substituent The substituent or the like removes a group of m3 hydrogen atoms from an aryl group having 6 to 30 atomic atoms which may have a substituent; methoxy group, ethoxy group, propoxy group, butoxy group, pentyloxy group, hexyloxy group , anthraceneoxy, lauryloxy, cyclopropoxy, cyclobutoxy, cyclopentyloxy, cyclohexyloxy, cyclodecyloxy, cyclolauryloxy, norbornyl 324119 23 201247733 oxy, a gold (tetra)yloxy group, a group in which at least one hydrogen atom in the group is substituted with a substituent, and the like, wherein a group of m3 hydrogen atoms is removed from an alkoxy group having a carbon atom number U5? having a substituent; Replace ... In addition to hydrogen atoms of the group; the group having a group of stone Xi ^ m3 hydrogen atoms to be contained in addition to carbon atoms substituted. The carbon number of the substituent is not included in the above two. From the viewpoint of easiness of synthesis of the raw material monomers, it is preferred to remove m3 hydrogen atoms from the group, remove (10) hydrogen atoms from the aryl group, and remove m3 hydrogen atoms from the alkoxy group. More preferably, the radical is removed from the aryl group. The above substituents may, for example, be the same substituents as those exemplified above for the description of the formula. When the above substituents are present in plural, these may be the same or different. In the formula (2), m3 represents an integer of 1 or more (for example, 卜, ^. However, when R3 is a bond, m3 represents 1. In the formula (2), the divalent organic group represented by Q may be used. For example, methylene φ, ethyl, hydrazine, propyl, 1,3-propenyl, 1,2-butyl, 1,3-butyl, hydrazine, 4-butylene, 1 , 5-pentyl, 1,6-extension, anthracene, 9-extension, M2-stretched lauryl, a group of at least i hydrogen atoms substituted by a substituent in the group, etc. a divalent chain saturated hydrocarbon group having an atomic number of 1 to 5 Å; comprising a vinyl group, a propenyl group, a 3-butenyl group, a 2-butenyl group, a 2-pentenyl group, a 2-extended hexenyl group a 2-alkenyl group, a 2-barred lauryl group, a group in which at least one hydrogen atom in the group is substituted with a substituent, etc., and an alkenyl group having 2 to 50 carbon atoms which may have a substituent, and a divalent chain unsaturated hydrocarbon group having 2 to 50 carbon atoms which may have a substituent; extension 324119 24 201247733 base group, cyclopentene butyl group, cyclopentylene group, cyclohexylene group, fluorene ring group, extensor % lauryl, exf (tetra), exoskeletin, at least one nitrogen in the base a divalent cyclic saturated hydrocarbon group having 3 to 50 carbon atoms which may have a substituent, and the like; 1,3-phenylene, 1,4-phenylene, 1,4-methylphenyl And 1,5-anthracenyl, 2,6-anthranyl, biphenyl-4,4,-diyl, a group substituted with at least one hydrogen atom in the group, or the like may have a substituent a aryl group having 6 to 5 G carbon atoms; a methyleneoxy group, a hexyloxy group, a propyloxy group, a butyloxy group, a pentyloxy group, a hexyloxy group, and the like. a group in which at least one hydrogen atom is substituted with a substituent, and the like may have a substituent having an alkylene group having 1 to 50 carbon atoms (that is, a formula: _Rd_〇_ (wherein,

The number of carbon atoms which may have a substituent, such as a substituent of at least one hydrogen atom substituted by a substituent, such as a fluorenylene group, an ethylidene group, a propyl group, a butyl group, a pentyl group, a hexyl group, and a hexyl group. a divalent organic group represented by an alkyl group of 1 to 50); an imido group having a substituent having a carbon atom; an anthracene group having a substituent having a carbon atom. The carbon number of the substituent is not included in the above carbon number. From the viewpoint of easiness of synthesizing Φ into a monomer which is a raw material of a molecular compound (referred to as "raw material monomer" in the present specification), a divalent chain saturated hydrocarbon group, an extended aryl group, an alkoxy group is preferred. . The group exemplified as the example of the divalent organic group represented by the above Q1 may have a substituent, and the substituent may be the same as the substituent exemplified for the above-mentioned formula G). . When there are a plurality of substituents, the numbers may be the same or different. Equation (2), Υ1 represents -c〇2., -s〇3., -s〇2, -ρ〇32- or _b(r«)3-. From the viewpoint of the acidity of the polymer compound, γ1 is preferably _C (V, _S (V, 324119 25 201247733)

Look, it is better to -c〇2, -s〇3-, one s〇2j_p〇32-. R4 represents a carbon atom which may have a substituent, a number of from 1 to 30, or an aryl group having from 6 to 50 carbon atoms which may have a substituent. The carbon number of the substituent is not included in the above carbon number. As the substituent, the same substituent as the one exemplified above for the formula (1) can be exemplified. When there are a plurality of substituents, these may be the same or different. In the case of IT, for example, methyl, ethyl, propyl, isopropyl, butyl, isobutyl, t-butyl, t-butyl, pentyl, hexyl, cyclohexyl, heptyl, Octyl, fluorenyl, fluorenyl, lauryl and the like having an alkyl group having a carbon number of from summer to 20, and a carbon number of from 6 to 30 such as a strepto, a naphthyl group, a 2-naphthyl group, a diterpene group, a 2-mercapto group or a 9-fluorenyl group. Aryl and the like. In the formula (2), M1 represents a metal cation or an ammonium cation which may have a substituent. In the case of metal cations, preferred are valence, divalent or trivalent ions, and Li, Na, K, Rb, Cs, Be, Mg, Ca, Ba, Ag, Ab are exemplified.

Metal ions such as Bi, Cu, Fe, Ga, Μη, Pb, Sn, Ti, V, W, Y, Yb, Zn, and Zr are preferably Li+, K+, Rb+, Cs+, Ag+, Mg2+, and Ca2+. Further, as the substituent which the ammonium cation may have, a carbon number of 1 to 10 such as a mercapto group, an ethyl group, a propyl group, an isopropyl group, an n-butyl group, an isobutyl group or a t-butyl group may, for example, be mentioned. An aryl group having 6 to 60 carbon atoms such as an alkyl 'phenyl group, a 1-naphthyl group or a 2-naphthyl group. In the formula (2), Z1 represents Γ, C1_, Br_, Γ, OH_, B (RaV, RaS (V, RaCOO-, CIO-, C1 (V, C1 (V, cior, SCN-, CN., N ( V, S〇42., HS〇r, Ρ〇Λ, ΗΡΟΛ, IhPOr, BFr or PF6_. Ra represents an alkyl group having 1 to 30 carbon atoms which may have a substituent or a carbon atom which may have a substituent 26 324119 201247733 aryl group of 6 to 50. The carbon number of the substituent is not included in the above carbon number. The substituent may be, for example, the same as the substituent exemplified in the above description about the formula (1). a substituent. When a plurality of substituents are present, the groups may be the same or different. In the case of Ra, exemplified are fluorenyl, ethyl, propyl, isopropyl, butyl, isobutyl, and second. Alkyl group having 1 to 20 carbon atoms such as butyl, tert-butyl, pentyl, hexyl, cyclohexyl, heptyl, octyl, decyl, decyl, lauryl, phenyl, 1-naphthyl, 2 - an aryl group having 6 to 30 carbon atoms such as a naphthyl group, a 1-fluorenyl group, a 2-fluorenyl group or a 9-fluorenyl group. In the formula (2), nl represents an integer of 0 or more, and is synthesized from a raw material monomer. From the viewpoint of viewpoint, it is preferably an integer of 0 to 8, more preferably 0 to 2 In the formula (2), a1 represents an integer of 1 or more (for example, an integer of 1 to 10), and bl represents an integer of 0 or more (for example, an integer of 0 to 10). a 1 and b 1 are used to make the formula (2) The choice of the basis of the power of the base is 0. For example, Y1 is -C (V, -S〇3_, -S〇2_, -ΡΟΛ or -B (Ra V, M1 is a monovalent metal cation or may have Substituent ammonium cation, z1 is r, cr, Φ Br, Γ, 0 、, B(Ra) 4 —, RaS (V, RaCO (T, CUT, Cl〇2_, CUV, Cl〇4-, SCN- , CN—, ΝΟΓ, HS〇4_, H2P〇4_, BFr or PF6-, select the way to satisfy al = bl + l. Y1 series-(:〇2_,-3〇3-,-3〇2- , -?〇32_ or -B (RaV, Μ1 is a divalent metal cation, Ζ1 system Cl, Cl_, Br_, Γ, OH-, B (RaV, RaS (V, RaCOO_, CIO-, C1 (V, C1 ( When V, CKV, scr, CN_, N〇3_, HS〇r, H2P〇r, BFr or PFr, select bl = 2xa Bu 1. Y1 is -C〇2_, -S〇3_, -S (V or -Ρ〇32, Μ1 is a trivalent metal cation, Z1 is F-, Cr, Br_, Γ, 0", B (RaV, RaS〇3_, RaC00_, CIO-, C1 (V, CUV, Cl〇) 4-, SCN_, CN_, N (V When the 324119 27 201247733 HS (V, H2P〇4-, BFr or PFr, to meet bl = 3xal-l way selection. Y1 is -αν, -S〇3-, _s〇2-, _P〇32- or -B(R«)3-,... is a monovalent metal cation or an ammonium cation which may have a substituent, Z1 is SOA or HP 〇42-=, the choice of heart 2 is fine. M2 used to represent ai and μ. In the fan-type equation, al is preferably an integer, and more preferably a base. (2) The base shown can be exemplified as

In the following formula, 'M denotes Li, Na, K, Rb, Cs^(CH:M 324119 28 201247733

•COOM -CH2——COO'M4 (ch2)2-coom+ -(ch2)4-coom+ -COOM+ -^-(CH2)B-C00ivr) _-COO-M+) -^-C- -^-0- CH2-C00-M+) —^o—(ch2)2-coom —(-0—(CH2)8-CO〇-M+) —^-o—(CH2)4-COOM+) ch3 O-CH——COOM4

CH 3 —fo-C-COO'M+ CH, io- COOM+ COOM+ COOM+-b

COOM+ 4〇^rv coow )-/o-hT^ COO'M4 COOM+

COOK/T

-S〇3-M+ ) —^-CH2 S〇3-M+ ) —^-(CH2)2~S〇3'M+ j —^-(CH2)4-S〇3'M'f j —(- (CH2)8-so3-M+ j -^-o-ch2-so3m+ j -^·〇—(CH2)b - S03'M+

CH -CH —so3m+ ) —(-C- -so3_m+ -o一 (ch2)2- so3_m+ ) ——(ch2)4- so3m+ )

CH 3 O-CH——S03M+ -f° ch3 -so3-m +) -c- ch3

- a group not in the formula (3) - In the formula (3), R4 represents a single bond or a (l+m4) valent organic group which may have a substituent. The group represented by the formula (3) is a monovalent group. 324119 29 201247733 In the formula (3), R4 is exemplified by a methyl group, an ethyl group, a (1 + m4) valent organic group as a substituent, a dibutyl group, a first butyl group, a pentyl group; : an internal group, a butyl group, a butyl group, a decyl group, a fluorenyl group, a lauryl group, a fluorene group, etc., a cyclohexyl group, a heptyl group, an octyl group, a substituted group, etc. may be substituted with at least one hydrogen atom. The base of 4 hydrogen atoms; the alkyl group of the caged earth with 1 to 20 carbon atoms removed from the group '9_蕙, cough, naphthyl, 2-naphthyl, 1-decyl, 2-®

And the like: a group 1 oxy group which may have a substituent: a carbon atom substituted with a substituent, a filament of 30 to a hydrogen P g. ^ & ethoxy, propoxy, butoxy, pentyloxy Base, dt group, lauryloxy, cyclopropoxy, cyclobutoxy, cyclohexyloxy, cyclodecyloxy, cyclolauryloxy, reduced oxygen, decyloxy, The at least one hydrogen atom of the base towel is removed from the alkoxy group having 1 to 50 carbon atoms which may have a substituent, and the atomic group; and an amine having a substituent having a carbon atom; The group removes a group of m4 hydrogen atoms; and removes a group of 014 hydrogen atoms from a group having a substituent containing a carbon atom. The carbon number of the substituent is not included in the above carbon number. From the viewpoint of easiness of synthesizing a raw material monomer, it is preferred to remove a group of 014 hydrogen atoms from an alkyl group, a group of m4 hydrogen atoms from an aryl group, and a group of m4 hydrogen atoms from an alkoxy group. More preferably, the group of 4 hydrogen atoms is removed from the aryl group. The above substituents may, for example, be the same substituents as those exemplified above for the description of the formula (1). When a plurality of the above substituents are present, the groups may be the same or different. In the formula (3), m4 represents an integer of 1 or more (for example, 1, 2, and 3). However, 324119 30 201247733 When R is a single key, ' m4 means 1'. In the formula (3), the divalent organic group represented by Q2 is exemplified by the same group as exemplified above for the divalent organic group represented by Q1, and from the viewpoint of the easiness of synthesizing the raw material monomer, It is preferably a divalent chain saturated hydrocarbon group, an extended aryl group or an alkoxy group.

324119 The group exemplified as the example of the divalent organic group represented by the above Q2 may have a substituent. The substituent may be, for example, the same as the substituent exemplified in the description of the above formula (〇). Substituent. When there are a plurality of substituents, the numbers may be the same or different. In the formula (3), Y2 represents a carbocation, an ammonium cation, a scaly cation, a phosphonium cation or a phosphonium cation. As the carbocation, a group represented by -C+R2 may be exemplified (wherein 'R represents a former ship's base group. A plurality of R's may be the same or different). The cation to be recorded may, for example, be a group represented by -N+R3 (wherein, in the case of a scale cation, a base such as "P+R3" may be the same or different). (wherein 'R represents the same as defined above. There are a plurality of ruthenium cations, and a group represented by -S+R2 may be exemplified (wherein 'R represents the same as defined above. There are a plurality of ^ which are the same or 31 201247733 In the case of a ruthenium cation, a group represented by -i+r2 may be exemplified (wherein R represents the same as defined above. A plurality of r may be in the same phase (2), From the viewpoints of the easiness of synthesizing a raw material monomer and the stability of air, moisture or heat of the raw material grass and the sub-compound, the γ 2 鬲 is a carbocation, an ammonium cation, a scale cation, a phosphonium cation, and a phosphonium cation. In the formula (3), Μ2 represents F-, Cr, Br·, Γ, 〇IT, B (RbV, Rbs

RbC00_, CIO-, Cl〇2_, Cl〇3-, ClOr, SCN., CN., N〇3, ,. 〇3, HS (V, PO', ΗΡ0Λ, H2P〇4—, BFr or PF6-. Rb represents an alkyl group having 4 to 30 carbon atoms or a substituent which may have a substituent. An aryl group of 6 to 50. The carbon number of the substituent is not included in the above-mentioned number of carbon atoms, and may be exemplified by the above description of the formula (1), and the substituents are the same. a substituent. When a plurality of substituents are present, the same or different. For Rb, a methyl group, an ethyl propyl group, a butyl group, an isobutyl group, a second butyl group, and the like are exemplified. a carbon atom such as tributyl, pentyl, hexylisocyclohexyl, heptyl, octyl, decyl, decyl, lauryl, etc. to other alkyl groups, phenyl, naphthyl, 2-naphthyl, 1-indole a group, a 2 fluorenyl group, a 9-fluorenyl group, etc., an aryl group having an atomic number of 6 to 30, etc. ^ represents a metal cation or a metal cation which may have a substituent, may have a substituent Recording cations and beautiful:::: The same as those exemplified for the metal cations shown in the above z1 and the ammonium % ions which may have the substituted soil. In the formula (3), 'is an integer above 〇, preferably Q The integer number of 324119 32 201247733 to 6 is more preferably an integer of 0 to 2. In the formula (3), a2 represents an integer of 1 or more (for example, an integer of 1 to 10), and b2 represents an integer of 0 or more (for example, 0 to 10). The integers a2 and b2 are selected in such a manner that the charge of the group represented by the formula (3) is 0, similarly to the a1 and the bl of the formula (2). a2 is preferably an integer of 1 to 5, more Preferably, the group represented by the above formula (3) is a group represented by the following formula (wherein X represents F, C1, Br, I, B(C6H5)4, CH3COO. Or CF3S〇3). -^Ν+(0Η3)3Χ-) —(-CH2—N+(CH3)3X') —(-(CH2)2-N+(CH3)3X- ) —(-(CH2)4 -N+(CH3)3X·) -(CH2)8-N+(CH3)3X-ch3 -CH-N+(CH3)3X-ch3 -c-N+(CH3)3X- ch3 —(0—(CH2)4- N+(CH3)3X- -^0-CH2-N+(CH3)3X-) —(CH2)2-N+(CH3)3X-1 ch3 c— ch3

—(-0—(CH2)8-N+(CH3)3x) _^.〇_ch—N+(CH3)3x) ~(*0_9—N+(CH3)3X·

33 324119 201247733 ?h3 -c-n+(c2h5)3x·] ch3 as (C2H5)3X·) -(-CH2—N+(C2H5)3X-) -(-(CH2)2-N+(C2H5)3X· ) —(-(CH2)4-N+(C2H5)3X-) -(CH^eN^^HrfaX-) _^_έΗ-Ν+(02Η5)3Χ·) -〇-CH2_N+(C2H5)3X. ) —(* -(CH2>2-N*<C2H5)3X.) —^O—(CH2)4-N+(C2H5)3X-

x . CH3 x . CHa X ch3 n+(C2h5)3x·

-〇-(CH2)8-N+(C2H5)3X·] -^-o-ch-n+(C2h5)3x· J -γο-c-N+(C2H5)3Xj N+(C2H5)3X-' (C2h5)3X -) ~

n+(c2hs)3X-~(〇Ό-ν+^η^χ*) -(°-〇-(^♦H(C2H5>2xj -(-CH2-NTH(C2Hs)2X-) —(-(CH2&gt ; 2-N+H(C2Hs)2X-) —f*(cH2>4_N W ~(-(CH2)a-N+H(C2Hs)2X-) _^H_N-H(C2Hs>2X·) —— N+H(C2Hs)2X') ' 7 ch3 -^0-CH2-N+H(C2H5)2X·) —(·〇—(CH2)2-N+H(C2H5)2X-)——(CHz ) 4 —(-〇-(CH2)8-N*H(C2Hs)2X- ) _^.〇_έΗ—N*H(C2H5)2X-) -^OC—N+H(C2Hs)2X ) Ν +(〇2^δ)3^

(C2H5)2X- N+H(C2H5)2X- ch3

N^(C2H5)2X,

34 3.24119 201247733 -N'CeH5)3X- —^CH2—N+(C6H5)3X ) -^(CH2)2-N+(C6H5)3X- ) —^(CH2)4-N+(C6H5)3X-) -( 〇Η2)8-Ν^06Η5)3Χ-) _i.^H-N+(C6H5)3X- ) —(-C—N+(C6Hs)3X*) v ' ch3 .0—(ch2)4-n+(c6hs ) 3x_ ?H3 N -c-N"(CeH5)3Xj CH, 〇-ch2-n+(csh5)3x- ) —(〇—<CH2)2-N+(CSH5)3X-) -i ch3 -O- CH—N+{C6H5)3X′ 〇—<CH2>e-N+(CeH5)3X·

, N+(CeH5)3X- -(〇-+伽一) is]_(.1) N+(C6H5)3X- -to -f°

In the formula (4), R5 represents a single bond or an (i+m5)valent organic group which may have a substituent. The group represented by the formula (4) is a monovalent group. In the formula (4), the (i+m5) valent organic group which may have a substituent represented by R5 may, for example, be a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group or an isobutyl group. a base, a second butyl group, a tert-butyl group, a pentyl group, a hexyl group, a cyclohexyl group, a heptyl group, an octyl group, a decyl group, a fluorenyl group, a lauryl group, a group in which at least one hydrogen atom in the group is substituted with a substituent Etching a group of m5 argon atoms from an alkyl group having 1 to 2 Å of a carbon atom having a substituent; phenyl, naphthyl, 2-naphthyl, 1-indenyl, 2-indenyl, 9-fluorenyl, The group in which at least one hydrogen atom in the group is substituted with a substituent removes a group of m5 hydrogen atoms from an aryl group having 6 to 30 carbon atoms which may have a substituent; methoxy group, ethoxy group, propoxy group, Butoxy, pentyloxy, hexyloxy, decyloxy, lauryloxy, cyclopropoxy, cyclobutyloxy, cyclopentyloxy, cyclohexyloxy, cyclodecyloxy, cyclolautonyl Oxyl group, thiol group 324119 35 201247733 oxy group, adamantyloxy group, a group in which at least one hydrogen atom in the group is substituted with a substituent, etc., an alkoxy group having 1 to 50 carbon atoms which may have a substituent Remove m5 Yl atoms; substituent group having a group containing carbon atoms of from removal of one hydrogen atom of the group m5; from the substituent group having a carbon atom to the silicon based group m5 hydrogen atoms contained in addition. The carbon number of the substituent is not included in the above carbon number. From the viewpoint of easiness of synthesizing a raw material monomer, it is preferred to remove a group of m5 hydrogen atoms from an alkyl group, a group of m5 hydrogen atoms from an aryl group, and a base of m5 hydrogen atoms from a phosgene group. .

The above substituents may, for example, be the same substituents as those exemplified above for the description of the formula (1). When a plurality of the above substituents are present, the groups may be the same or different. In the formula (4), 'm5' represents an integer of 1 or more (for example, 1, 2, and 3). However, when r5 is a single bond, m5 represents 1. In the formula (4), the divalent organic group represented by Q3 may, for example, be the same as those exemplified for the divalent organic group represented by the above Q1, from the viewpoint of easiness of synthesizing a raw material monomer. In view of the above, a divalent chain saturated hydrocarbon group, an aryl group, and an alkoxy group are preferred. The group exemplified as the example of the divalent organic group represented by the above Q3 may have a substituent, and the substituent may be the same as the substituent exemplified in the above description about the formula G). base. Where a plurality of substituents are present, the may be the same or different. In the formula (4), n3 represents an integer of 0 or more, preferably an integer of 2 to 〇, more preferably an integer of 0 to 8. In the formula (4), Y3 represents a cyano group or a group represented by any one of the formulae (5) to (13). 36 324119 201247733 The monovalent group of the formula shown by the formulae (5) to (13). In the formulae (5) to (13), the group which may have a substituent represented by the group of the group R, may, for example, be a methylene group, an ethyl group, a propyl group, a propyl group, a 1,2-extension group. Ding Qi 1 q from 'stretching' bamboo base, 1,3-butyl butyl butyl, 15 yl, hexyl, U-extension, m-stretching laurel, these ^ to a wind atom replaced by a substituent a divalent chain saturated hydrocarbon group which may have a substituent of two to several subunits of 1 to 5 G; and includes a thiophenanyl group, a stilbene group, a stilbene group, a 3-butanyl group, a 2 stilbene group, and a 2 pentylene group. , 2_伸己归/ 2_ stretching 壬 、, 2~ stretching sulphate, at least one hydrogen atom in the group, the substituent substituted by the substituent, the number of the county is 2 to 5 () a 2-valent chain unsaturated hydrocarbon group having 2 to 50 carbon atoms which may have a substituent; an exocyclopropyl group, a cyclobutene butyl group, a cyclopentylene group, a stretching hexyl group, and a stretching ring; a mercapto group, a ring-shaped lauryl group, a fluorenyl group, an adamantyl group, a group in which at least one hydrogen atom in the group is substituted with a substituent, or the like may have a divalent ring having 3 to 50 carbon atoms Saturated hydrocarbon group; hydrazine, 3_phenylene, 1,4-phenylene, 1,4-naphthyl a 1,5-anthracenyl group, a 2,6-anthranyl group, a biphenyl-4,4'-diyl group, a group in which at least one hydrogen atom in the group is substituted with a substituent, or the like may have a substituent. An extended aryl group having 6 to 50 carbon atoms. The carbon number of the substituent is not included in the above carbon number. The above substituents may, for example, be the same substituents as those exemplified above for the description of the formula (1). Where there are a plurality of substituents, the may be the same or different. In the formulae (5) to (13), the monovalent hydrocarbon group which may have a substituent represented by R'' may be exemplified by a mercapto group, an ethyl group, a propyl group, an isopropyl group, a butyl group, and an iso-324119. 37 201247733 butyl, t-butyl, tert-butyl, pentyl, hexyl, cyclohexyl, heptyl, octyl, decyl, decyl, lauryl, at least one hydrogen atom in the group via a substituent The substituent group may have a substituent having a carbon atom number of 1 to 20, a phenyl group, a 1-diyl group, a 2-naphthyl group, a 1-fluorenyl group, a 2-fluorenyl group, and a 9-minimide group. An aryl group having 6 to 30 carbon atoms which may have a substituent, such as a group substituted with a substituent of at least one hydrogen atom. The carbon number of the substituent is not included in the above carbon number. From the viewpoint of solubility of the polymer compound, a mercapto group, an ethyl group, a phenyl group, a 1-naphthyl group or a 2-naphthyl group is preferred. With respect to the above substituents, the same substituents as those exemplified above for the description of the formula (1) can be exemplified. Where there are a plurality of substituents, the may be the same or different. In the formula (6), the trivalent hydrocarbon group which may have a substituent represented by R''' may, for example, be a trimethyl group, an ethidium triyl group, a 1,2, 3-propanol triyl group, 1,2 butylene dibasic, 1,2,5-fluorenyldiyl, 1,3,5-pentyltriyl, 1,2 6-hexanetriyl, 1,3,6-hexanetriyl a group of three or more carbon atoms having a substituent of at least one hydrogen atom in the group, which may have a substituent, wherein the carbon atom number is from 1 to 20; 1,2,3_bensyl, 1,2,4-ben A diyl group, a 1,3,5-benzenetriyl group, a group in which at least one hydrogen atom in the group is substituted with a substituent, or the like may have a substituent having 6 to 30 aromatic hydrocarbon groups and the like. The carbon number of the substituent is not included in the above carbon number. From the viewpoint of solubility of the polymer compound, a trimethyl group, an ethidium triyl group, a 1,2,4-benzenetriyl group, and a 1,3,5-benzenetriyl group are preferable. The above substituents may, for example, be the same substituents as those exemplified above for the description of the formula (1). When there are a plurality of substituents, the ones may be the same or different. For the example of K" -NR% and -C( = 0)NRe2, Re means that it can have 324119 38 201247733

The number of carbon atoms of the substituent < - aryl group of 6 to 50 The viewpoint of the solubility of the same substituent as the substituent is naphthyl or 2-naphthyl. An integer of κ 1 or more, preferably 3 to a4 represents an integer of 〇 or more; In the formula (5) and the formula (6), a3 represents an integer of 10. In the formulae (7) to (13), a4 is preferably an integer of 0 to 30, more preferably an integer of 3 to 2 Å. In the formulae (8) to (11), 'a4 is preferably an integer of from 1 to 〇, more preferably an integer of from 5 to 5. In the formula (12), a4 is preferably an integer of from 2 to 20, more preferably an integer of from 3 to 20. In the formula (13), a4 is preferably an integer of from 2 to ,, more preferably an integer of from 0 to 10. From the viewpoint of easiness of synthesizing a raw material monomer, γ3 is preferably a cyano group, a group represented by the formula (5), a group represented by the formula (6), a group represented by the formula (7), and a formula φ ( 11) The group shown by the formula (12), more preferably a group represented by the formula (5), a group represented by the formula (6), a group represented by the formula (7), and a formula (12) The base shown is particularly preferred. 324119 39 201247733 -0(CH20)2CH3 -0(CH20)3CH3

324119) and) as f)-^-o<ch2ch2o)6h) -(CH2〇)6CH3 +(丨) and seven~^-o(ch2ch2o)10h -〇(CH2O)10CH3 0(CH2CH2〇)2CH3 -t&quot ;0(CH2CH20)3CH3) -H〇{CH2CH2〇)6CH3 I -t-〇(CH2CH2O)10CH3

•0(CH20}2H •o(ch2o)3h

0(CH20)6H

-〇(CH2O)10H

-〇(CH2CH2〇)2H )

-0(CH2CH20)3H —^-C-0{CH20)2CH3^ -^-C—〇(〇Η20)3〇Η3^ —^-C-0(CH2O)6CH3^ —^-C-〇(CH2CH20 ) 2CH3 j —^-C-〇(CH2CH20)3CH3j-^-C-0(CH2CH20)3CH3j —^-C—〇( -(c-〇(CH20)2H ) -[c- 0(CH20)3H j -^C-〇iCH20)6H )1 O(CH2O)10CH3 CH2CH20)3CHq -^-〇(CH2CH2〇)2H) 4!-

0(CH2CH20)3...inch c - 0{CH2CH20)6H O(CH2O)10H j - [Specific example of the group represented by the formula (4)] The group represented by the above formula (4) can be exemplified The base is as shown in the following formula. 40 201247733 t0( ch2ch2o)2ch3

o(ch2ch2o)3ch3 )+ o(ch2ch2o)sch3 0(CH2CH2〇)i〇CH3

o(ch2ch2o)2h )

0(CH2CH20)3H )

-^-0(CH2CH20)6H

0(CH2CH2〇)i〇H

p(CH2CH20)3CH3 o(ch2ch2o)3ch3 o(ch2ch2o)3ch3 ) h3c(oh2ch2c)3o,

^-0(CH2CH20)3CH3

0(CH2CH20)2CH3 piece c- 0(CH2CH20)3CI

h3K C-〇(CH2CH2〇)3CH3 0(CH2CH2〇)3CH, -4-C-0(CH2CH20)2h) -4-C-〇(CH2CH2〇)3h] -+-〇-〇{αΗ2ΟΗ20)6Η) -4-〇-〇(〇Η2ΟΗ20)10Η 0

II, c-o(ch2ch2o)3ch3 c-〇(ch2ch2o)3ch3,c-o(ch2ch2o)3ch3 0(CH2CH20)3CH3

The structural unit represented by the formula (1) may, for example, be a structural unit which may have a substituent represented by the following formula. In the following formula, Μ is the same as the above, and the substituent is the same as the substituent exemplified in the above description of the formula (1). When a plurality of the above substituents are present, the groups may be the same or different. 324119 41 201247733

H3C(OH2CH2C)3〇 CO〇-M+ 0(CH2CH20)3CH3

♦MOOC

+MOOC +MOOC

H3C(OH2CH2C)3〇0(CH2CH2〇)3CH3 324119 42 201247733 In the structural unit formula (14) represented by the formula (14), R6 is a group represented by the above formula (15) or the above formula (16), from the present invention. From the viewpoint of the stability of the polymer compound to the electron current, the group represented by the above formula (15) is preferred. R7 is a group represented by the above formula (4). M7 represents an integer from 0 to 3, preferably from 2 to 1, more preferably 0 or 1. The structural unit represented by the above formula (14) may include two or more groups represented by the above formula (15), and may include two or more groups represented by the above formula (16), and may include two or more types of the above formula (4). Show structural unit. The hydrogen atom in the above formula (14) may be substituted with a substituent other than R6 or R7. As the substituent, the same substituent as exemplified in the above description about the formula (1) can be exemplified. When there are a plurality of substituents, the may be the same or different. - The group represented by the formula (15) - 'R8' in the formula (15) represents an (i + mg + m9) valent organic group which may have a substituent. The group represented by the formula (15) is a monovalent group. In the formula (15), '(i+m8+m9) valent organic group which may have a substituent represented by R8' may, for example, be a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group or a different group. Butyl, t-butyl, tert-butyl, pentyl, hexyl, cyclohexyl, heptyl, octyl, decyl, decyl, lauryl, at least one hydrogen atom in the group substituted by a substituent The base or the like removes (m8+m9) hydrogen atoms from a pit group having 1 to 2 carbon atoms which may have a substituent; phenyl, 1-naphthyl, 2-naphthyl, diphenyl, 2-indenyl, 9-fluorenyl group, a group in which at least one hydrogen atom in the group is substituted with a substituent, etc., and a group of (m8+m9) hydrogen atoms is removed from an aryl group having 6 to 30 carbon atoms which may have a substituent; Base, ethoxy, propoxy, butyl 324119 43 201247733 ^yl, pentyloxy, hexyloxy, decyloxy, lauryloxy, cyclopropoxy, cyclobutyloxy, cyclopentyloxy, a cyclohexyloxy group, a cyclodecyloxy group, a cyclopentyloxy group, a fluorenyloxy group, an adamantyloxy group, a carbon which may have a substituent in the group of 2 to 1 atom substituted silty Removal of alkoxy groups up to 50 atomic number (m 8+m9) a group of hydrogen atoms; a group of (m8*fm9) hydrogen atoms removed from an amine group having a substituent having a carbon atom; and removal from a thiol group having a substituent having a carbon atom (m8+m9) The base of a hydrogen atom. The carbon number of the substituted φ group is not included in the above carbon number. From the viewpoint of easiness of synthesizing a raw material monomer, it is preferred to remove (m8+m9) hydrogen atom groups from the ketone group, remove (in8+in9) hydrogen atom groups from the aryl group, and alkoxy group. Removal of (m8 + m9) groups of ruthenium atoms is preferred to remove (m8 + m9) hydrogen atom groups from the aryl group. The above substituents may, for example, be the same substituents as those exemplified in the above description of the formula. When the above substituents are present in plural, these may be the same or different. In the formula (15), m8 and m9 each independently represent an integer of 1 or more (examples are as shown in Figs. 2 and 3). In the formula (15), Q1, Q3, Y1, Y3, Μ1, Z1, ni, n3, al and bl are synonymous with the above. [Specific Example of the Group of the Formula (15)] The group represented by the above formula (15) can be exemplified by the following formula. In the following formula, Μ represents the same as the above. 324119 44 201247733 COO-M+ o(ch2ch2o)3ch3 μΜΌΟΟ o(ch2ch2o)3ch3

COOM+ o(ch2ch2o)3ch3 COO*M+ P(CH2CH20)3CH3 o(ch2ch2o)3ch3 COOM+

H3C(OH2CH2C)3〇v coom+ -o(ch2ch2o)3ch3

So so〆 0(CH2CH20)3CH3

"MO^S o(ch2ch2o)3ch3

P(ch2ch2o)3ch3 o(ch2ch2o)3ch3 S03'M+ h3c(oh2ch2c)3o, yS03_M+

-o(ch2ch2o)3ch3 - a group represented by the formula (16): In the formula (16), R9 represents a (1+mlO+mll) valent organic group which may have a substituent. The group represented by the formula (16) is a monovalent group. In the formula (16), '(i+mi〇+mii) valent organic group which may have a substituent represented by R9' may be exemplified by a mercapto group, an ethyl group, a propyl group, an isopropyl group, a butyl group, Isobutyl, t-butyl, tert-butyl, pentyl, hexyl, cyclohexyl, 324119 45 201247733 heptyl, octyl, decyl, decyl, lauryl, at least one hydrogen atom in the group a substituent-substituted group or the like which removes a (mio+mii) hydrogen atom group from an alkyl group having a substituent having a carbon number of 丨 to 20; a phenyl group, a naphthyl group, a 2-naphthyl group, a diphenyl group, a 2-indenyl group, 9-fluorenyl group, a group in which at least one gas atom is substituted with a substituent in the group, and the like (mO+mll) of a hydrogen atom is removed from an aryl group having 6 to 30 carbon atoms which may have a substituent; Base, ethane group, propoxy group, butoxy group, pentyloxy group, hexyloxy group, decyloxy group, lauryl group, φ% propoxy group, cyclobutyloxy group, cyclopentyloxy group, cyclohexyl group An oxy group, a cyclopentenyl group, a hydroxylauryloxy group, a norbornyloxy group, an adamantyloxy group, a group in which at least one hydrogen atom in the group is substituted with a substituent, or the like Number 1 to The alkoxy group of 50 removes (ml〇+rall) groups of hydrogen atoms; removes (ml〇+mll) of a gas atom from an amine group having a substituent containing a carbon atom; and has a substituent having a carbon atom The thiol group removes (ml〇+mll) the base of a hydrogen atom. The carbon number of the substituent is not included in the above carbon number. From the viewpoint of easiness of the raw material monomers, it is preferred to remove (mlG+m11) hydrogen atoms from the aryl group, and to remove (mlG+mll) hydrogen atoms from the aryl group. The alkoxy group is removed (ml 〇 + m (1) hydrogen atom groups, and more preferably, the group of the hydrogen atom is removed from the aryl group. The above substituents may be exemplified by the above formula (1). In the description, the substituents are the same as the substituents. When there are a plurality of substituents, the above may be the same or different. In the formula (16), 'mi〇 and mll each independently represent an integer above 丨 ( For example, 1, 2, and 3) respectively. In the formula (16), 'Q2, Q3, Y2, Y3, M2, z2, n2, and n3mb2 324119 46 201247733 are synonymous with the above. [Specificions of the formula shown in the formula (16) (Example) The group represented by the above formula (16) may, for example, be a group represented by the following formula: In the following formula, X represents the same as defined above.

N(CH3)3+X-o(ch2ch2o)3ch3 n(ch3)3+x- n(ch3)3+x·o(ch2ch2o)3ch3 X-(H3C)3N; 0(CH2CH20)3CH3

• o(ch2ch2o)3ch3 o(ch2ch2o)3ch3 N(CH3)3+X- H3C(0H2CH2C)30, N(CH3)3+X·

-o(ch2ch2o)3ch3 (N(CH2CH3)3+X-^-o(ch2ch2o)3ch3,n(ch2ch3)3+x·o(ch2ch2o)3ch3 N(CH2CH3)3+X-H3C(OH2CH2C)3Ox N (CH2CH3)3+X· •o(ch2ch2〇}3ch3

• x(h3c)3n: 0(CH2CH20)3CH3

•o(ch2ch2o)3ch3 o(ch2ch2o)3ch3 'N(CH2CH3)3+X'

The structural unit represented by the formula (14) may, for example, be a structural unit which may have a substituent as shown by the following formula. In the following formula, Μ represents the same as the above. 47 324119 201247733 The above substituents may, for example, be the same substituents as those exemplified above for the description of the formula (1). When a plurality of the above substituents are present, the groups may be the same or different.

Other structural unit The polymer compound of the present invention may further have one or more structural units selected from the group consisting of a structural unit represented by the formula (17) and a structural unit represented by the formula (24). The structural unit represented by the formula (17) and the structural unit represented by the formula (24) are bivalent structural units. 324119 48 201247733

(In the formula (17), Ar1 represents a (2+ιη12) valent aryl group which may have a substituent or a (2+ml2) valent aromatic amine residue which may have a substituent, and R111 represents the above formula (4). The base 'ml2 represents an integer of 1 or more. R1. When there are plural, it may be the same or different).

(24) (In the formula (24), Ar2 represents a divalent aromatic group which may have a substituent or a divalent aromatic amine residue which may have a substituent, and X' represents an imide group which may have a substituent, and may have The subunit of the substituent, the vinyl group or the ethynyl group which may have a substituent, m23 and m24 each independently represent 〇 or i, and at least one of m23 and 24 is 1). - Structural unit shown in formula (17) -

The (2+ml2) valent aromatic group represented by Ar1 in the formula (17) may, for example, be a (2+ml2) valent aromatic hydrocarbon group or a (2+ml2) valent aromatic heterocyclic group. More specifically, 'as far as the (2+ml2) valent aromatic group is, for example, from a benzene ring, a pyridine ring, a fluorene ring, a fluorene ring, an sinter ring, a tonnage, a ring, a (four) ring = two a monocyclic aromatic ring such as an azole ring or an azadiazole ring: (2+ml2) (2+m(2) valent group of a hydrogen atom bonded to a carbon atom constituting the ring; Two or more condensed condensed polycyclic aromatic rings of the group of cyclic aromatic rings remove (2+m12) hydrogen bonded to the carbon atoms constituting the ring 324119 49 201247733 Atom (2+ml2) valence; And removing two or more aromatic rings selected from the group consisting of the monocyclic aromatic ring and the condensed polycyclic aromatic ring by a single bond, a vinyl group or an ethynyl group, and removing two a divalent group of a ruthenium atom constituting a carbon atom bonded to a ring; from the condensed polycyclic aromatic ring or two adjacent aromatic rings of the aromatic ring group, an anthracene group, an ethyl group, a carbonyl group, an imine group A bridged polycyclic aromatic ring having a crosslinked bivalent group and the like, and (2+ml2) valent groups (2+ml2) which are hydrogen atoms bonded to carbon atoms constituting the ring are removed.

In the above condensed polycyclic aromatic ring, the number of condensed monocyclic aromatic rings is preferably 2 to 4, more preferably 2 or 3, still more preferably 2, from the viewpoint of solubility of the polymer compound. In the above aromatic ring assembly, the number of linked aromatic rings is preferably from 2 to 4, more preferably from 2 or 3, still more preferably from the viewpoint of solubility. In the above-mentioned bridged polycyclic aromatic ring, the number of crosslinked aromatic rings is preferably from 2 to 4, more preferably from 2 or 3, more preferably from the viewpoint of solubility of the polymer compound. . As the aforementioned monocyclic aromatic ring, the following ring can be exemplified.

The condensed polycyclic aromatic ring may, for example, be a ring as described below. 324119 50 201247733

324119 51 201247733

In the case of the above-mentioned bridged polycyclic aromatic ring, the following may be mentioned

From the point of view of either or both of the electron acceptability and the hole acceptability of the molecular compound, the (2+ml2) valent aromatic group represented by Ari is preferably from the formula 52 to 67. 68 to 83, 89 to 93, 104 to 106, 108 324119 52 201247733 or 109 to remove (2+ml2) valence groups of (2+ml2) hydrogen atoms, more preferably from formula 52 to 57, 66 The ring represented by 67, 89, 9 93, 104, 105, 1 〇 8 or 109 removes (2+ml2) valence groups of (2+ml2) hydrogen atoms. The above (2+ml2) valent aromatic group may have a substituent. The substituent may be exemplified by the same substituent as exemplified above for the description of the formula (1).

With respect to the (2+ml2) valent aromatic amine residue represented by Ar1 in the formula (17), it is exemplified by removing 12 hydrogen atoms (2+ml2) from the group represented by the formula (25). Price base.

Ar9 (25) (In the formula (25), 'Ar3, Ar4, Ar5 and Ar6 each independently represent a aryl group which may have a substituted aryl group or a divalent heterocyclic group which may have a substituent, and Ar7, Ar8 and Ar are each independently The aryl group which may have a substituent or the 1 仏 heterocyclic group which may have a substituent, m25 and m26 each independently represent 〇 or 1). The aryl group, the aryl group, the divalent heterocyclic group, and the monovalent heterocyclic group may have a substituent such as (four), a pit group, a decyloxy group, a sulfur-burning group, and a square. Base, aryloxy, arylthio, aralkyl, aralkyloxy, aralkyl: alkenyl, alkynyl, aralkenyl, arylalkynyl, fluorenyl, decyloxy, decyl, aryl Amine, imine residue, substituted amine group, aryl group, substitution 324119 53 201247733 fluorenyloxy, substituted fluorenylthio, substituted decylamino, cyano, exact, monovalent heterocyclic, hetero An aryloxy group, a heteroarylthio group, an alkoxycarbonyl group, an aryloxycarbonyl group, an aralkyloxycarbonyl group, a heteroaryloxycarbonyl group, a carboxyl group or the like. The substituent may be a vinyl group, an ethynyl group, a butenyl group, an acryl group, an acrylate group, a acrylamide group, a mercapto acrylate group, a decyl acrylate group, a methacrylamide group, a vinyl ether group, a vinylamine group, a sterol group, a group having a small member ring (cyclopropyl group, cyclobutyl group, epoxy group, propylene oxide group, diketene group, episulfide group, etc.), lactone group And an indole amine group or a crosslinking group containing a group such as a structure of a diarrhea-derivative derivative. When m25 is ruthenium, the carbon atom in Ar3 may be directly bonded to the carbon atom in Ar5, or may be bonded via a divalent group such as -〇---S-. The aryl group and the monovalent heterocyclic group represented by Ar7, Ar8 and Ar9 are the same as the aryl group and the fluorene heterocyclic group exemplified as the substituents described above.

The exoaryl group represented by Ar3, Ar4, Ar5, and Ar6 removes two original groups of the hydrogen atom bonded to the carbon atom constituting the ring (preferably an aromatic ring) from the aromatic hydrocarbon, and has a benzene ring. The base, the group having a condensed ring, and the two or more independent benzene rings or condensed rings may be bonded via a single bond or a divalent organic group, and the like may be bonded via a stretching group such as a vinyl group. The number of carbon atoms of the aryl group is usually from ^ to =, preferably from 7 to 48. Specific examples of the aryl group include, for example, a stretching group, a stretching biphenyl group, a Cl to Cn alkoxyphenyl group, a G to Cn alkylphenyl group, a 1-naphthyl group, and a 2-naphthyl group. The hydrogen atom in the aforementioned aryl group may be substituted by a fluorine atom. As the substituted aryl group, the tetrafluorophenylene group and the like can be exemplified. Among the aryl groups, a phenyl group, a phenyl group, a fluorene group, an alkoxy group, a phenyl group, and a phenyl group 324119 54 201247733 are preferably used.

a divalent heterocyclic group represented by Ar3, Ar4, Ar5 or racite 6, for example, a hydrogen atom bonded to a carbon atom constituting a ring is removed from the compound. ^ == a heterocyclic compound means a ring structure. The element of the organic two-m ring is not only a carbon atom, but also contains an oxygen atom, a nitrogen atom, a phosphorus atom, a boron atom, a germanium atom, a selenium atom,

An organic compound of a hetero atom such as a hoof atom or a Kun atom. The divalent heterocyclic group may have a substituent. The carbon number of the divalent heterocyclic group is usually 4 to 6 G, preferably 4 to 20 . Further, the number of carbon atoms of the substituent is not included in the number of hindered atoms of the divalent heterocyclic group. Examples of such a divalent heterocyclic group include a thiophenediyl group, a fluorene to a G alkylthiophenediyl group, a pyrrole diyl group, a furyl diyl group, a pyridyldiyl group, a fluorene to a c,2 alkylpyridinediyl group, Sorghum dibasic, pyrimidine diyl, pyridinium tribasic, pyrrolidinediyl, piperidinyldiyl, quinolinediyl, isoquinolinodiyl' wherein 'better thiophene diyl, C, to Ci2 The alkylthiophenediyl group, the pyridyldiyl group, and the Cl to Cl2 alkyl group are more than the dibasic group. The polymer compound containing a (2+ml2) valent aromatic amine residue as a structural unit may have other structural units. In the case of the neo structural unit, for example, an extended aryl group such as a phenyl group or a fluorenyl group can be exemplified. Further, with respect to the (2+ml2) valent aromatic amine residue represented by the formula (25), the removal of (2+π]12) hydrogen atoms from the aromatic frequency represented by the following formulas 115 to 124 is exemplified. From the viewpoint of the stability of the above-mentioned polymer compound to the hole current, it is preferred to remove (2+ml2) hydrogen atoms from the aromatic amine represented by Formulas 115, 116, 117, and 12G. 324119

S 55 201247733

The aromatic amine represented by the formulae 115 to 124 may have a substituent within a range in which a (2+ml2) valent aromatic amine residue can be formed. The substituent may be, for example, the same as the substituent exemplified above for the substituent exemplified in the description of the formula (1). When a plurality of substituents are present, the groups may be the same or different. Ml2 represents an integer of 1 or more. Ml2 is preferably from 丨 to 3, more preferably ^-AW4) is a structural unit __ as shown by Ar2 in formula (24), the valence of aromatic valence, 9-, and Illustrative - 1 Å, yl, and divalent aromatic heterocyclic groups are exemplified by a benzene ring or a (4) m 2 group: a diterpene ring; an I, 3, 5-trione oxime, L 3- Dicyclic ring, 1 324119 soil, miso-salt ring, salidium ring, porphin ring, and azadiazole ring monocyclic 3 56 201247733 ring removes 2 hydrogen atoms bonded to the carbon atoms constituting the ring a valent group; a divalent group of two hydrogen atoms bonded to a carbon atom constituting the ring is removed from two or more condensed condensed polycyclic aromatic rings selected from the group consisting of the monocyclic aromatic ring; Two or more aromatic rings including the monocyclic aromatic ring and the condensed polycyclic aromatic ring are separated by a single bond, a vinyl group or an ethynyl group to remove two and form a ring. a valence group of a hydrogen atom bonded to a carbon atom; from the condensed polycyclic aromatic ring or the adjacent two aromatic rings of the aromatic ring to an anthracene group, an ethyl group, a carbonyl group, an imine group, etc. 2 Cross-linked bridged polycyclic aromatic The ring removes two divalent groups of hydrogen atoms bonded to the carbon atoms constituting the ring. In the condensed polycyclic aromatic ring, the number of condensed monocyclic aromatic rings is preferably from 2 to 4, more preferably from 2 or 3, more preferably from the viewpoint of solubility of the polymer compound. . In the above aromatic ring assembly, the number of linked aromatic rings is preferably from 2 to 4, more preferably from 2 or 3, still more preferably from the viewpoint of solubility. In the above-mentioned bridged polycyclic aromatic ring, the number of the crosslinked aromatic rings is preferably from 2 to 4, more preferably from 2 or 3, still more preferably from the viewpoint of the solubility of the polymer compound. The above-mentioned monocyclic aromatic ring may, for example, be the same ring as exemplified in the above description of Ar1. The condensed polycyclic aromatic ring may, for example, be the same ring as exemplified in the above description of Ar1. The above aromatic ring assembly may, for example, be the same ring as exemplified in the above description of Ar1. As for the aforementioned bridged polycyclic aromatic ring, it can be exemplified as described above with Ar1

324119 57 S 201247733 The ring of the same ring as illustrated in the Ming Dynasty. From the viewpoints of either or both of the electron acceptability and the hole acceptability of the polymer compound, the divalent aromatic group represented by Ar2 is preferably from the formula 52 to 67, 68 to 83, 89 to The ring shown in 93, 104 to 106, 108 or 109 removes the divalent group of two hydrogen atoms, more preferably from the formula 52 to 57, 66, 67, 89, 91, 93, 104, 105, 108 or 109 The ring shown removes the divalent group of two hydrogen atoms. The above divalent aromatic group may have a substituent. With respect to the substituent, the same substituent as exemplified above in the description of the formula (1) can be exemplified. The divalent aromatic amine residue represented by Ar2 in the formula (24) may, for example, be a (2+ml2) valent aromatic amine residue exemplified by the above description of Ar1 except for the valence. The same aromatic amine residue. The polymer compound containing a divalent aromatic amine residue as a structural unit may have other structural units. The other structural unit may, for example, be an exoaryl group such as a phenylene group or a fluorenyl group. Further, in the case of the divalent aromatic amine residue represented by Ar2 in the formula (24), a group in which two hydrogen atoms are removed from the aromatic amine represented by the above formulas 115 to 124 is exemplified, from the above-mentioned polymer compound. From the viewpoint of the stability of the hole current, it is preferred to remove the base of two hydrogen atoms from the aromatic amine represented by Formulas 115, 116, 117, and 120. The divalent aromatic amine residue represented by Ar2 in the formula (24) may have a substituent, and the substituent may be, for example, the same as those exemplified above in the description of the formula (1). When a substituent is present in a plurality, the 324119 58 201247733 may be the same or different. In the formula (24), X' represents an imido group which may have a substituent, an anthracene group which may have a substituent, and a vinyl group or an ethynyl group which may have a substituent. The substituent which the imino group, the mercapto group or the vinyl group may have may, for example, be a mercapto group, an ethyl group, a propyl group, an isopropyl group, a butyl group, an isobutyl group, a second butyl group, or a second group. a butyl group, a pentyl group, a hexyl group, a cyclohexyl group, a heptyl group, an octyl group, a 2-ethylhexyl fluorenyl group, a fluorenyl group, a 3,7-didecyloctyl group, a lauryl group, or the like having an alkyl group of from 2 to 20 An aryl group having 6 to 30 carbon atoms such as a phenyl group, a naphthyl group, a 2-naphthyl group, a diterpene group, a 2-indenyl group or a 9-fluorenyl group. The carbon number of the substituent is not included in the above carbon number. When there are a plurality of substituents, these may be the same or different. From the viewpoint of the stability of the above-mentioned polymer compound to air, moisture or heat, 'X' is preferably an imine group, a vinyl group, and a stretch. Ethynyl. From the viewpoint of electron transportability of the above polymer compound, it is preferred that ml5 is 1, and ml6 is 0. From the viewpoint of the solubility of the above polymer compound, it is preferred to have a structural unit represented by the formula (?). The ratio of the structural unit is more preferably the total of the structural unit represented by the formula (1) and the structural unit represented by the formula (14) contained in the molecular compound of the present invention from the viewpoint of the luminous efficiency of the electroluminescent device. The ratio is 3 〇 to 1 〇〇 mol % of all the structural units contained in the polymer compound excluding the terminal structural unit. • Terminal structural unit Further, as the terminal structural unit (terminal 324119 59 201247733 group) of the polymer compound of the present invention, for example, a hydrogen atom, a decyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group may be exemplified. , isobutyl, t-butyl, tert-butyl, pentyl, isopentyl, hexyl, cyclohexyl, heptyl, octyl, decyl, decyl, lauryl, decyloxy, ethoxy, Propyloxy, isopropoxy, butoxy, isobutoxy, second butoxy, tert-butoxy, pentyloxy, hexyloxy, cyclohexyloxy, heptyloxy, octyloxy , 2-ethylhexyloxy, nonyloxy, decyloxy, 3,7-dimercaptooctyl, lactyl, thiol, ethylthio, propylthio, isopropylthio, Butylthio, isobutylthio, second butylthio, tert-butylthio, pentylthio, hexylthio, cyclohexylthio, heptylthio, octylthio, sulfonylthio, sulfonylthio , laurylthio, nonyloxyphenyl, ethoxyphenyl, propoxyphenyl, isopropoxyphenyl, butoxyphenyl, isobutoxyphenyl, second butoxybenzene Base, third butoxyphenyl, pentoxide Phenylphenyl, hexyloxyphenyl, cyclohexyloxyphenyl, heptyloxyphenyl, octyloxyphenyl, 2-ethylhexyloxyphenyl, nonyloxyphenyl, decyloxyphenyl , 3, 7-dimercaptooxyphenyl, lauryloxyphenyl, nonylphenyl, ethylphenyl, dinonylphenyl, propylbenzene φ, stilbene phenyl, A Ethylphenyl, isopropylphenyl, butylphenyl, isobutylphenyl, tert-butylphenyl, pentylphenyl, isopentylphenyl, hexylphenyl, heptylphenyl, Octylphenyl, nonylphenyl, nonylphenyl, laurylphenyl, decylamino, dimethylamino, ethylamino, diethylamino, propylamino, dipropyl Amino, isopropylamino, diisopropylamino, butylamino, isobutylamino, t-butylamino, tert-butylamino, decylamino, hexylamino, Cyclohexylamine., heptylamino, octylamino, 2-ethylhexylamino, decylamino, decylamino, 3,7-didecyloctylamino, laurylamine , cyclopentylamino, dicyclopentylamino, cyclohexyl 324119 60 201247733 Amino, dicyclohexyl Amino group, di-trifluorodecylamino group, strepylamino group, diphenylamino group, (〇 to c12 alkoxyphenyl)amino group, di(〇 to (:12 alkoxyphenyl) Amino, bis(C! to (:12 alkylphenyl)amino, 1-naphthylamino, 2-naphthylamino, pentafluorophenylamino, pyridylamino, hydrazine , pyrimidinylamino, pyridylamino, tridecylamino, (phenyl-c, to C12 alkyl)amino, (0 to C1Z alkoxyphenyl { to C12 alkyl) amine, (^ to C12 to burn the basic group - Cl to Cl2 alkyl) amine group, two (Cl to Cl2 alkoxyphenyl-Cl to Ci2 alkyl) amine group, one (Ci to Ci2 alkylphenyl-Ci to Ci2 alkyl)amine, 1 radio-Cl to Cl2 alkylamino, 2-methyl-Cl to Cl 2 alkylamino, tridecyl fluorenyl, triethyl decyl, tripropyl hydrazine , triisopropyl decyl, isopropyl dimethyl fluorenyl, isopropyl diethyl decyl, tert-butyl dimethyl fluorenyl, pentyl bis decyl fluorenyl, hexyl decyl fluorenyl , heptyl dimethyl fluorenyl, octyl dimethyl fluorenyl, 2-ethylhexyl dimethyl fluorenyl, fluorenyl dimethyl fluorenyl, fluorenyl fluorenyl fluorenyl 3,7-didecyloctyldifluorenyl, lauryl dimethyl fluorenyl, (phenyl-C! to C1Z alkyl) fluorenyl, (Cl to Cl2 alkoxy phenyl _Cl to Cl2 alkyl) fluorenyl, (Ci to C12 alkylphenyl-(^ to 〇12 alkyl) fluorenyl, U-naphthyl-C, to C, 2 alkyl) fluorenyl, (2-naphthyl) Ci to Ci2 alkyl) fluorenyl, (phenyl-(^ to. Alkyl) dimethyl fluorenyl, triphenyl fluorenyl, f (p-diphenyl) fluorenyl, trifoliate sulphate, diphenyl fluorenyl sylylene, tert-butyl diphenyl county, two Methylphenyl oxime, porphinyl, G to C12 alkyl thiophene "Biloki" phoranyl, a base, a C1 s C12 alkyl thiol base, a tower well base, a base, a coffee well Base, three wells base " than heart set, (four) base, 喧 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基 基When there are a plurality of end structural units, the 324119 61 201247733 are the same or different. - Characteristics of polymer compound - Amount The polymer compound is a compound having a weight average molecular weight of 1xio3 or more in terms of polystyrene. From the viewpoint of the difficulty in coating the polymer compound of the present invention, the weight average molecular weight of the polymer compound in terms of polystyrene is more preferably 2x103 or more, and more preferably: 103:: Preferably, the upper limit of the weight average molecular weight is below, more preferably lxl (below T, the weight average molecular weight ranges from 1x10 to 1x10, more preferably 2xl〇3 to ιχι〇7, More preferably, such as 1〇3 to ', 'Specially good 5x1Gl lxl() 7. In addition, from the point of view of the pure compound of the polymer compound 3, the average molecular record of the converted silk styrene is ^1〇 Above, the upper limit of the number average molecular weight is preferably 5 χ 1 〇 or less, more preferably lxio 7 or less, and more preferably 5 χ 1 〇 6 or less, and the number of average molecular dans is preferably 1 Χ 103 to 5 χ 1 〇 7 , and more preferably 1 gt. ; <1〇3 to 1χΐ〇7, and = 1x10 to 5xlG. Also from the viewpoint of solubility of the polymer compound, the weight average molecular weight converted to polystyrene is preferably 1, 3 or more. I The upper limit of the weight average molecular weight is preferably 5 χ 1 〇 5 or less, more preferably 5 Χ 104 or less ' More preferably, the weight average molecular weight ranges from 1 x 10 3 to 5 x 1 〇 5 ', more preferably from 1 χ 1 〇 3 to 5 χ 1 〇 4, still more preferably from 1 to 3 x 10. The conversion of the polymer compound of the present invention is The average amount of the polystyrene and the weight average molecular weight can be determined, for example, by gel permeation chromatography (GPC). The polymer compound of the present invention is preferably a conjugated polymer compound. 324119 62 201247733 The ruthenium compound is a co-polymer compound, which means that the high-inclusion includes a multiple bond, a nitrogen atom, an oxygen atom or the like in the main chain: a continuous region formed by sandwiching one single bond between electron electrons. When it is used as a conjugated polymer compound, 'from the viewpoint of conjugated polymer compound, {(multiple bond or nitrogen atom, oxygen atom, etc., unshared electron pair sandwiches 1 single bond) And the number of atoms on the continuous region formed) / (the total number of atoms in the main chain Μ % 100% of the ' _ ratio, preferably more than 50% 'better than 6% or more, and better than 鄕'Specially good is 80% or more, and the best is more than 90%. High score from the present invention OeV以上以上更优选的-4. 5eV以上以上。 The electron-capacity of the sub-compound, the electron-capacitance, The upper limit of the orbital energy of the LUMO is preferably -2 OeV or less, and the range of the LUM0 energy is preferably - 5. OeV or more - 2. OeV or less, more preferably - 4. 5 eV or more, - 2. OeV In the same way, from the same point of view, the most high-occupied molecular orbital (HOMO) of the polymer compound is preferably -6. OeV or more, more preferably 5. 5 eV or more, orbital energy of HOMO. The upper limit of the range is preferably -3. OeV or less, and the range of orbital energy of HOMO is preferably -6·0 eV or more and _3. 0 eV or less, more preferably _5 5 eV or more - 3. 〇eV or less. However, HOMO's ego energy is lower than that of LUM0. Further, the orbital energy of H〇M〇 of the polymer compound is determined by measuring the free potential of the polymer compound and using the obtained free potential as the orbital energy. On the other hand, the orbital energy of LUM0 of the polymer compound is obtained by determining the difference between the energy difference between HOM〇 and LUM0, and the sum of the difference and the measured free potential is obtained as the amount of the orbital month b 324119 63 201247733 Got it. The measurement of the free potential uses a photoelectron spectroscopic device. Further, the energy difference between HOMO and L-L is determined by measuring the absorption spectrum of the polymer compound using an ultraviolet/visible/near-infrared spectrophotometer, and the absorption end is obtained.

The polymer compound may be a polymer compound having a structural unit represented by the following formula. Among these, in the polymer compound having a plurality of structural units represented by the formula "" in the oblique line "/", the ratio of the structural unit on the left side is P mol%, and the ratio of the structural unit on the right side is (100). - P) Mohr %, the structural units are randomly arranged. Further, a structural unit other than the structural unit represented by the following formula may be further contained, and in this case, it may be expressed in the same manner as the following. Further, in the following formula, Μ represents the same meaning as described above, and η represents a degree of polymerization, and in the range of synthesis, any hydrogen atom in the formula may be substituted with a substituent. As the above substituent, a group which is the same as the group which may be substituted in the above formula (1) can be exemplified.

324119 64 201247733

324119

(p/100-pmol%)

(p/100-p mol%)

(p/100-pmol%)

(p/q/100-p-g mol%) 65 201247733

(p/100-p mol%)

(p/ql 100-p-q mol%)

[p/qi 100-p-q mol%)

66 324119 201247733

(p/q/ 100-p-<7 mol%)

(p/g/ 100-p-<7mol%)

324119 67 201247733

(p/100-p mol%)

(p/100-p mol%)

324119 68 201247733 H3C(OH2CH2C)3q

P(CH2CH2〇hCH3 CO〇-M+

H3c(oh2ch2c)3o (p/100-pmol%) 0{CH2CH20)3CH3

H3c(oh2ch2c)3o 0(CH7CH〇0)3CH3

(p/Q/ 100-p-<7 mol%)

o(ch2ch2o)3ch3

(plqf 10O-p-Q mol%)

(p/g/ 100-p-q mol%)

{pfql 100-p-g mol%) 324119 69 201247733 H3C(OH2CH2C)3〇

p(CH2CH20)3CH3 COO M+

HaCtOHzCHjChQ

H3C(OH2CH2C)3〇 h3c(oh2ch2c)3o·(P(CH2CH20)3CH3 ^-COO'M4

0(CH2CH20)aCH3 o(ch2ch2o)3ch3 (p/100-pm〇l%)

H3c(oh2ch2c)3o,

Η3(:(0Η2(:Η2〇3Ο^^ ^^CHCHzCHaObCHs p(CH2CH20)3CH3 (p/^/ -j 〇〇.p^ m〇|〇/〇) coaw

0{CH2CH20)3CH3 O{CH2CH20)3CH3 H3C{0H2CH2C)30, HjC(0H2CH2C)30〆 (p/q/ 100-p-<yniol%)

σ

H3C(OH2CH2C)3〇H3C(OH2CH2C)3〇·

0(CH2〇H20)3CH3 ©(CHaCHaOhCHs (p/t7/100*/>gmol%) 324119 70 201247733

(p/100-p mol%) h3c(oh2ch2c)3o -fe-/xd COOM+ (p/100-p mol%)

(p/100-p mol%)

(p/100-p mol%) H3C(0H2CH2C)30

C00M4 (p/100-p mol%)

(p/q/100-p-<7 mol%) 324119 71 201247733 H3C(OH2CH2C)3〇

COOM+ H3C(0H2CH2C)3O (p/100-p mol%) o(ch2ch2o)3ch3

{p/ql 100-p-<7 mol%)

{plqf 10O-p-g mol%)

Ip/qi 100-p-g mol%) 324119 72 201247733 324119

(p/100-pmol%)

0

<

73 201247733

H3C(0H2CH2C)3O coom*

(p/100-pmol%) v H3C(0H2CH2C)30 coom* /-of (p/100-p mol%)

(p/100-pmol%)

(p/100-p mol%)

324119 74 201247733 H3C(OH2CH2C)3〇

H3C(OH2CH2C)3〇 (p/100-p mol%) o(ch2ch2o>3ch3

(p/qr/10O-p-q mol%)

H3c(oh2ch2c)3o COO goods

(p/q/100-p-gmol%) 324119 75 201247733 h3c(oh2ch2c>3o'

H3C(OH2CH2C)3〇H3C(OH2CH2C)3〇

0(CH2CH20)3CH3 o(ch2ch2o)3ch3 (p/100-p mol%)

HjC(OH2CH2C)3〇v COOM+

H3C{OH2CH2C)3〇n^^<vx<^〇(CH2CH20)3CH3 H3C(0H2CH2C)30〆 v ▽ 'o(ch2ch2o>3ch3 (p/q/ 100-p-g mol%)

(p/q/100-p-<y mol%)

H3C(OH2CH2C)3q COO-ΛΤ

H3C(OH2CH2C)30^ H3C(0H2CH2C)3O〆

n 0(CH2CH2〇)3CH3 (p/q/100-p-gmol%) - Method for producing a polymer compound - Next, a method for producing the polymer compound of the present invention will be described. Suitable 324119 76 201247733 The method for producing the polymer compound of the present invention may, for example, be a compound selected from the formula (18) and/or a compound represented by the formula (21) as a raw material. Method for Polymerization (Manufacturing Method 1 of Polymer Compound) The first step is to synthesize a polymer compound containing no ionic group; the second step is a method for synthesizing a polymer compound containing an ionic group from the polymer compound (high Method for producing molecular compound 2). R11

(In the formula (18), R11 represents a group represented by the above formula (2) or the above formula (3) or a group represented by the formula (19) or the formula (2), and R represents a formula represented by the above formula (4). The base, my represents an integer from 1 to 3, and X and X2 each independently represent a radical which is related to the condensation polymerization. When a plurality of R12 are plural, they may be the same or different. The hydrogen atom in the formula (18) may pass through R11. And a substituent other than R12 is substituted). H{(QVY4}m15 (19) (In the formula (19), R12 represents a single bond or a (1+ml5) valence organic group which may have a substituent. Q4 represents a divalent organic group, and Y4 represents -C〇2fr, - SOW, -S〇2Rx, P〇3(V)2 or -B(RZ)2, n4 represents an integer of 0 or more, and Μ represents a hydrogen atom, a group having 1 to 30 carbon atoms which may have a substituent or may be The aryl group having 6 to 50 carbon atoms having a substituent, and ml5 is an integer of 1 or more. However, when R is a single bond, ml5 represents 1. 04, 74, 114, and 1^ each has a plurality of 324119 77 (20 ) 201247733, can be the same or different) —R14—{(Q5)n5-Y5}m16

(In the formula (20), R14 represents a single bond or a (1+m16) valent organic group which may have a substituent, and q5 represents a divalent organic group 'Y represents a halogenated alkyl group, a halogen atom, -N(R5)2, - Ρ(Κδ) 2 or -SR5 ' n5 represents an integer above 〇, and R5 represents a hydrogen atom, an alkyl group having 1 to 30 carbon atoms which may have a substituent, or an aryl group having 6 to 50 carbon atoms which may have a substituent , represents an integer of 1 or more. However, when R14 is a single bond, ml6 represents 1. When there are plural numbers of Q5, Y5, n5, and Rtf, they may be the same or different) ° R 15

X4 (21) (In the formula (21), R15 represents a group represented by the above formula (15) or the above formula (16) or a group represented by the formula (22) or the formula (23), and R16 represents the above formula (4). The group shown, ml 8 represents an integer of 0 to 3, and X3 and X4 each independently represent a group related to condensation polymerization. When there are a plurality of R16, they may be the same or different. The hydrogen atom in the formula (21) Substituting substituents other than R15 and R16) —R16—{(Q4)n4-Y4}m19 I (22) {(Q3)n3-Y3W〇 (In the formula (22), R16' represents a substituent which may have a substituent (Hml9+m20) valence organic group, Q3, Q4, Y3, Y4, n3 and n4 are synonymous with the above, m19 and m20 each independently represent an integer of 1 or more, and Q3, Q4, Y3, Y4, n3, n4 are each 324119 78 201247733 When there are multiples, they can be the same or different). —R17—{(Q5)n5-Y5)m21 (23) {(Q3)n3_Y3W2 (In the formula (23), Rl? represents a (1+m2l+m22) valence organic group which may have a substituent, Q3, Q5, Y3, Y5, n3, and n5 are synonymous with the above, and ^21 and m22 each independently represent an integer of 1 or more, and when there are plural numbers of Q3, Q5, γ3, γ5, n3, and n5, they may be the same or different. ° Λ - Compound represented by formula (18) - In the formula (18), 'R11 represents a group represented by the above formula (2) or the above formula (3) or a formula represented by the above formula (19) or the above formula (20) The radical 'Rl2' represents a group represented by the above formula (4)', and the integers '1 to 3', X1 and X2, respectively, independently represent a group related to condensation polymerization. Mol 4 is preferably 1 to 3, more preferably 1 or 2. Examples of the substituent other than R11 and R12 include the same substituents as those exemplified above for the description of the formula (1). When there are a plurality of the above substituents, the ones may be the same or different. • a group represented by the formula (19): In the formula (19), R13 represents a single bond or a (Umi5) valence organic group which may have a substituent. The group represented by the formula (19) is a monovalent group. In the formula (19), the (l+mi5) valent organic group which may have a substituent represented by R13 may, for example, be a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group or an isobutyl group. a second butyl group, a tert-butyl group, a pentyl group, a hexyl group, a cyclohexyl group, a heptyl group, an octyl group, a decyl group, a fluorenyl group, a lauryl group, a group in which at least one hydrogen atom in the group is substituted with a substituent, etc. The group of 5 hydrogen atoms is removed from an alkyl group having 1 to 2 carbon atoms which may have a substituent; phenyl, 1-naphthyl, 2-naphthyl, 324119 79 201247733 蒽 、, 2-mercapto, 9-fluorene a base, such a base towel, wherein at least one hydrogen atom is substituted with a substituent or the like, and a group of 5 hydrogen atoms is removed from an aryl group having 6 to 3 carbon atoms which may have a substituent; methoxy group, ethoxy group, Propyloxy, butyl & pentyloxy, hexyloxy, hydroxy, lauryloxy, cyclopropoxy, cyclobutyloxy, cyclopentyloxy, cyclohexyloxy, cyclooxyl a group, a cyclolauryloxy group, a fluorenyloxy group, an adamantyloxy group, a group in which at least one of the atoms in the group is substituted with a substituent, or the like, from a carbon atom which may have a substituent, and a number of from 1 to 50 (d) Oxygen mi5 one hydrogen atom of the group; the carbon atoms having a substituent containing an amine group of the removal of one hydrogen atom of the group ml5; from the group having the silicon based substituent group ml5 removal of one hydrogen atom. The carbon number of the substituent is not included in the above carbon number. From the viewpoint of the easiness of synthesizing a raw material monomer 2, it is preferable to remove a group of 5 hydrogen atoms from a burnt group, remove a radical of a hydrogen atom from an aryl group, and remove one of 5 hydrogen atoms from an alkoxy group. The above substituents may, for example, be the same substituents as those exemplified above for the description of the formula (1). The foregoing substituents may have the same number or the same. In Formula 09), ml5 represents an integer of i or more. However, when Ria is a single bond, ml5 means that h^15 is preferably 1 to 3, and more preferably 1 is bit 2. In the formula (19), the divalent organic group represented by Q4 may, for example, be a methylene group, an exoethyl group, a 1,2-extended propyl group, a 1,3-propanyl group, or a 1-2. Butyl butyl, L 3-butylene, 1,4-butylene, 1,5-amylpentyl, anthracene, 6-extension, anthracene, 9-extension, U2-stretching, such groups a group having at least a nitrogen atom substituted by a substituent, etc., may have a substituent having 1 to 5 moles of a saturated hydrocarbon group; and comprising a thiol group, a propylene group, a butyl group, and a 314119 80 201247733 An alkenyl group, a 2-ethylidene group, a hexenyl group, a 2-n-decenyl group, a hydrogen atom having a substituent, and a substituent substituted by a substituent, etc., may have a substituent. a number of 2 to 5 G of an alkenyl group, and an exo-ethynyl group of a cyclopropyl group, a divalent chain of 2 to 5 G of a divalent chain unsaturated hydrocarbon group; ,, lS B „ , butyl, Cyclopentyl, and Cyclohexyl, cyclized,

a bivalent cyclic satane (tetra) group having a carbon number of 3 to 5 Å having a substituent on at least one of the wind atoms in the base; U3_Extended phenyl, 14-phenylene, 14-strenyl, 1,5-anthranyl, 2,6-strenyl, biphenyl-4,4,-diyl, at least a group in which one hydrogen atom is substituted with a substituent, etc., may have a substituent having 6 to 5 G carbon atoms; a p-p-oxy group, an exoethyloxy group, a propyloxy group, and a T-group-oxy group. a mercaptooxy group, a hexyloxy group, a group in which at least one ruthenium atom in the substituent is substituted with a substituent, or the like, and an alkylene group having 1 to 50 carbon atoms which may have a substituent (that is, a formula: _Rd) _〇_(in the formula,

Rd is a methylene group, an exoethyl group, a propyl group, a butyl group, a pentyl group, a hexyl group, a group in which at least one hydrogen atom in the group is substituted with a substituent, etc., and the number of carbon atoms which may have a substituent a divalent organic group represented by an alkyl group of 50); an imido group having a substituent containing a carbon atom; an anthracene group having a substituent having a carbon atom. The carbon number of the substituent is not included in the above carbon number. From the viewpoint of easiness of synthesis, it is preferred to be a divalent chain saturated hydrocarbon group, an extended aryl group or an alkoxy group. The group exemplified as the example of the divalent organic group represented by the above Q4 may have a substituent. As the substituent, the same substituent as the one exemplified above in the description of the formula (1) can be exemplified. Where the substituents are plural 324119 81 201247733, the terms may be the same or different. In the formula (19), Y4 represents -OM^, -S〇3Rz, -S〇2f, -Ρ〇3(ν)2 or -B(RX)2°RZ represents a ruthenium atom, a broken atom which may have a substituent The alkyl group having 1 to 30 or an aryl group having 6 to 50 carbon atoms which may have a substituent. The carbon number of the substituent is not included in the above carbon number. As the substituent, the same substituent as exemplified above for the description of the formula (1) can be exemplified. Where there are a plurality of substituents, the may be the same or different. In the case of V, 'such as methyl, ethyl, propyl, isopropyl, butyl, isobutyl, t-butyl, tert-butyl, pentyl, hexyl, cyclohexyl, heptyl, Alkyl groups having 1 to 20 carbon atoms such as octyl, decyl, fluorenyl and lauryl groups, such as stupyl, naphthyl, 2-naphthyl, 1-indenyl, 2-indenyl and 9-fluorenyl 6 to 30 aryl groups and the like. In the formula (19), n4 represents an integer of 〇 or more. From the viewpoint of synthesis of a raw material monomer, an integer of from 8 to 8 is more preferably an integer of from 2 to 2. - a group represented by the formula (20): In the formula (20), R14 represents a single bond or a (1+ml6) valence organic group which may have a substituent. The group represented by the formula (20) is a monovalent group. In the formula (20), the (1+ml6) valent organic group which may have a substituent represented by R14 may, for example, be a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group or an isobutyl group. , a second butyl group, a tert-butyl group, a pentyl group, a hexyl group; a decyl group, a heptyl group, an octyl group, a decyl group, a fluorenyl group, a lauryl group, and at least one hydrogen atom in the group is substituted And removing an alkyl group of 6 hydrogen atoms from an alkyl group having a number of carbon atoms i to 2 取代 having a substituent; a phenyl group, a naphthyl group, a 2-naphthyl group, a 1 fluorenyl group, a 2-fluorenyl group, a 9-fluorenyl group, The radical of at least i hydrogen atoms in the isomer is substituted by 324119 82 201247733 substituted group. The group of m16 chlorine atoms is removed from the number of carbon atoms which may have a substituent; methoxy, ethoxy, propoxy 1 = group, A pentyloxy group, a hexyloxy group, a decyloxy group, a lauryloxycyclobutyloxy group, a cyclopentyloxy group, a cyclohexyloxy group, a fluorenyl group, a hexanyloxy group, and a fluorenyl atom are substituted with a substituent. (4) removing a base of ral 6 hydrogen atoms from an alkoxy group having a number of carbon atoms of from 50 to 50;

The amine group of the substituent removes the group of 6 hydrogen atoms of the group; the base of the hydrogen atom of the base of the radical having a substituent containing a carbon atom. The carbon number of the substituent is not included in the above carbon number. From the viewpoint of easiness of synthesizing a raw material monomer, it is preferred to remove a group of 6 hydrogen atoms from the alkyl group, a group of 6 hydrogen atoms from the aryl group, and a group of 6 hydrogen atoms from the alkoxy group. The above substituents may, for example, be the same substituents as those exemplified above for the description of the formula (1). When the above substituents are present in plural, these may be the same or different. In the formula (20), ' mi6 represents an integer of 1 or more. However, when Ru is a single bond, ml6 represents 1. Mi6 is preferably 1 to 3, more preferably 1 or 2. In the formula (20), the divalent organic group represented by q5 may, for example, be a methylene group, an exoethyl group, a 1,2-extended propyl group, a 1,3-propanyl group or a 1,2- Butyl butyl, L 3-butylene, i, 4-tert-butyl, anthracene, 5-ethylidene, anthracene, 6-extension, anthracene, 9-extension, 1,12-stretching, a divalent chain saturated hydrocarbon group having 1 to 50 carbon atoms which may have a substituent, such as a group substituted with a substituent in at least one hydrogen atom; and a vinyl group, a propenyl group, a 3-butenyl group, 2-strandyl, 2-endopentenyl, 2-extended hexenyl, 2-extended alkenyl, 2-extension 324119 83 201247733 laurenyl, at least one hydrogen atom in the group substituted An alkenyl group having 2 to 50 carbon atoms having a substituent, and a divalent chain having a degree of violent to 5°; = propyl group, butyl group, and cyclopentyl group And a divalent cyclic saturated hydrocarbon group having a carbon atom number of 50 having a substituent, such as a group having a substituent in which a hydrogen atom is substituted with a substituent; It stretches phenyl, 丨, 4~ extends base, 1

An anthranyl group, a 1,5-anthranyl group, a 2,6-anthranyl group, a biphenyl group, a 4, 4, or a benzyl group, and a group in which at least one hydrogen atom in the group is substituted with a substituent may have = an aryl group having 6 to 50 carbon atoms; a methyleneoxy group, a stretching group, an oxygen odor, a propyloxy group, a fluorenyl group, a (tetra)yloxy group, a hexyloxy group; The scale in which at least one hydrogen atom in the group is substituted with a substituent may have a substituent having an alkylene group having 1 to 50 carbon atoms (that is, a formula: _Rd_〇_ (wherein: R is a methylene group) , Ethylethyl propyl, butyl, pentyl, hexyl,

a group in which at least one ft atom of the group is substituted with a substituent or the like may have a divalent organic group represented by a stretching group having 1 to 50 carbon atoms; and a substituent having a carbon atom; a filament; a sulfite group having a substituent containing a carbon atom. The carbon number of the substituent is not included in the above carbon number _. From the viewpoint of easiness of synthesis, a divalent chain saturated hydrocarbon group, an extended aryl group, and an alkoxy group are preferred. The group exemplified as the above-mentioned divalent organic group represented by the above-mentioned Q5 may have a substituent, and the substituent may be the same as the substituent exemplified in the above description of the formula. When there are a plurality of substituents, the numbers may be the same or different. 324119 84 201247733 In the formula (20), Y5 represents a halogenated alkyl group, a halogen atom, _N(R,)2, _p(R)2 or -SR". R5 represents a hydrogen atom, an alkyl group having from 1 to 30 carbon atoms which may have a substituent, or an aryl group having 6 to 5 carbon atoms which may have a substituent. The carbon number of the substituent is not included in the above carbon number. As the substituent, the same substituent as exemplified in the above description of the formula (丨) can be exemplified. Where there are a plurality of substituents, the may be the same or different. With respect to R5, there may be mentioned, for example, a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, a φ-isobutyl group, a second butyl group, a tert-butyl group, a pentyl group, a hexyl group, a cyclohexyl group or a heptyl group. , an octyl group, a fluorenyl group, a fluorenyl group, a lauryl group, etc., having a carbon number of 2 to 2, an alkyl group, a stupyl group, a naphthyl group, a 2-naphthyl group, a 1-fluorenyl group, a 2-fluorenyl group, a 9-fluorenyl group, and the like. An aryl group having an atomic number of 6 to 30 or the like. The alkyl group of the alkyl group is the same as the alkyl group described above. The halogen atom of the halogenated alkyl group is the same as the above halogen atom. The halogenated alkyl group may, for example, be a dentylated methyl group, a dentate ethyl group, a halogenated propyl group or a halogenated butyl group. In the formula (20), n5 represents an integer of 〇 or more, and is preferably an integer of from 8 to 8 from the viewpoint of synthesis of the raw material monomer, and more preferably an integer of 2 to 2. - 'Compound represented by the formula (21) - In the formula (21), R represents a group represented by the above formula (15) or the above formula (16) or a group represented by the above formula (22) or the above formula (23) R16 represents a group represented by the above formula (4), ml8 represents an integer of 0 to 3, and X3 and X4 each independently represent a group related to condensation polymerization. Mol 8 is preferably 0 to 2, and more preferably, the substituent other than R15 and R16 may be the same as the substituent exemplified in the above description of the formula. When the foregoing substitutions are plural, the numbers may be the same or different. Soil 324119 85 201247733 - The group represented by the formula (22) - In the formula (22), R16' represents a Q+ml9+m2〇 which may have a substituent. The group represented by the formula (22) is a monovalent group. In the formula (22), the (1+ml9+m2〇) valent organic group which may have a substituent represented by R16' may, for example, be a methyl group, an ethyl group, a propyl group, an isopropyl group or a butyl group. , isobutyl, t-butyl, tert-butyl, pentyl, hexyl, cyclohexyl, heptyl, octyl, decyl, decyl, lauryl, at least one hydrogen atom in the group a group substituted with a radical or the like from the alkyl group having 1 to 20 carbon atoms which may have a substituent to remove (ml 9 + m 20 ) hydrogen atoms; phenyl, naphthyl, 2-naphthyl, 1-indenyl, 2-indole a group of (9 9 + m 20 ) hydrogen atoms from a aryl group having 6 to 30 carbon atoms which may have a substituent, etc., wherein the at least i hydrogen atoms in the group are substituted with a substituent; Alkoxy, ethoxy, propoxy, butoxy, pentyloxy, hexyloxy, decyloxy, lauryloxy, cyclopropoxy, cyclobutyloxy, cyclopentyloxy, ring a hexyloxy group, a cyclodecyloxy group, a cyclolauryloxy group, a norbornyloxy group, an adamantyloxy group, a group in which one hydrogen atom is substituted with a substituent, or the like may have a substituent. Alkoxygen having 1 to 50 carbon atoms Removing (ml9+m20) hydrogen atom groups; removing (ml 9+m20) hydrogen atoms from an amine group having a substituent containing a slave atom; removing from a thiol group having a substituent containing a carbon atom (m19 +m2〇) The base of a gas atom. The carbon number of the substituent is not included in the above carbon number. From the viewpoint of easiness of synthesizing a raw material monomer, it is preferred to remove (ml9+m20) hydrogen atom groups from the alkyl group, remove (mi9+m20) hydrogen atom groups from the aryl group, and alkoxy groups. The base of (ml9+m20) hydrogen atoms is removed. As the aforementioned substituent, the same substituent as exemplified in the above description of the formula (1) 324119 86 201247733 can be exemplified. When a plurality of the above substituents are present, the groups may be the same or different. In the formula (22), ml9 and ΙΠ20 each independently represent an integer of 1 or more (e.g., 1, 2, and 3, respectively). When there are a plurality of Q4, n4, Y4, Q3, n3, and Y3, they may be the same or different. -Based on the formula (23), in the formula (23), Rl7 represents a (l+m21+m22)valent organic group which may have a substituent. The group represented by the formula (23) is a monovalent group. In the formula (23), the (1+m21+m22) valent organic group which may have a substituent represented by R17 may be exemplified by a mercapto group, an ethyl group, a propyl group, an isopropyl group, a butyl group or a different group. Butyl, t-butyl, tert-butyl, pentyl, hexyl, cyclohexyl, heptyl, octyl, decyl, decyl, lauryl, at least one nitrogen atom in the group substituted by a substituent The group or the like which removes (m21+m22) hydrogen atoms from an alkyl group having 1 to 20 carbon atoms which may have a substituent; phenyl, 丨_荠, _2-naphthyl, 1-fluorenyl, 2- a mercapto group, a 9-fluorenyl group, and at least one of the groups in which the nitrogen atom is substituted with a substituent, etc., from the group having 6 to 30 carbon atoms which may have a substituent, (m21+m22) of a hydrogen atom曱oxy, ethoxy, propoxy, T oxy, pentyloxy, hexyloxy, decyloxy, lauryloxy, cyclopropoxy, cyclobutyloxy, cyclopentyloxy, a cyclohexyloxy group, a hydroxy group, a cyclolauryloxy group, a reduced radical oxy group, an adamantyloxy group, a group in which at least one hydrogen atom in the group is substituted with a substituent, or the like, and a carbon which may have a substituent Alkoxy group 1 to 50 alkoxy removal (m2 1+m22) a group of nitrogen atoms; 324119 87 201247733 base for removing (m21+m22) hydrogen atoms from an amine group having a substituent having a carbon atom; removal from a thiol group having a substituent having a carbon atom (m21 +m22) The base of a hydrogen atom. The carbon number of the substituent is not included in the above carbon number. From the viewpoint of easiness of synthesizing a raw material monomer, it is preferred to remove (m2Hm22) hydrogen atom groups from the alkyl group, remove (m21+m22) hydrogen atom groups from the aryl group, and remove from the alkoxy group ( M21+m22) a group of hydrogen atoms. The above substituents may, for example, be the same substituents as those exemplified above for the description of the formula (1). When a plurality of the above substituents are present, the groups may be the same or different. w In the formula (23), m21 and m22 each independently represent an integer of 1 or more (for example, 1, 2, and 3, respectively). In the formula (23), 'Q5, n5, Y5, Q3, n3 and Y3 are synonymous with the above. When q5, n5, Y5, Q3, n3, and Y3 have a plurality of different numbers, they may be the same or different. Further, the polymer compound of the present invention contains the structural unit represented by the above formula (1) or the structural unit represented by the above formula (14) and contains the structural unit represented by the above formula (1) and the above formula (14). In the case of a structure other than the structural unit, a compound represented by the formula (26) or a compound represented by the above formula (21) is added to the compound of the formula (26) to be condensed and polymerized, and the product can be produced by further having _Aa_ A polymer compound of a structural unit. Χ5 —Aa — X6 (26) (In the formula (26), Aa is a (2+mi2) valent aromatic group which may have a substituent represented by the above Ar1 or a (2+ml2) valence aromatic group which may have a substituent An amine residue, or a divalent aromatic group which may have a substituent represented by Ar2 or a structural unit represented by a divalent aromatic amine residue which may have a substituent, 'X5 and X6, respectively, independently represent a group related to condensation polymerization ). 324119 88 201247733 The group related to the condensation polymerization represented by X1, X2, X3, X4, X5 and X6 may, for example, be a hydrogen atom, a halogen atom, an alkyl group, or an aryl group. The base, the aryl succinic acid S group, the shed vinegar residue, the fluorenyl group, the fluorenyl group, the phosphonate sulfhydryl group, the mono-iS decyl group, the -B(0H)2, the fluorenyl group, Cyano, vinyl, etc. The halogen atom as the group related to the condensation polymerization may be selected, and examples thereof include an I atom, a chlorine atom, a odor atom and a moth atom.

The alkyl sulfonate group which is the group which is related to the condensation polymerization may be selected, for example, from the group consisting of a sodium sulphonate, an ethyl sulphonate, and a trimethyl sulphate. The aryl sulfonate group which is the group related to the condensation polymerization can be selected, for example, a benzoic acid-based group or a p-toluene-based acid S group. The aralkyl sulfonate group which is the group which is related to the condensation polymerization described above may be exemplified, for example, a benzylic acid. The boronic acid ester residue which is the group related to the condensation polymerization described above can be selected, and a group represented by the following formula is exemplified. /OC2H5 B' \〇C2H5

Alternatively, as the fluorenylmethyl group as described above for the condensation polymerization, a group represented by the following formula: -CH2S+Me2E_, or -CH2S+Ph2E_ (wherein E represents a halogen atom. Ph represents a phenyl group). , the same as below). 324119 89 201247733 The quaternary methyl group as a group related to the condensation polymerization may be selected as the base of the following formula: -CH2P+Ph3E_ ι (wherein E represents the same as defined above). In the case of the phytic acid methyl group which is a group related to the condensation polymerization, a group represented by the following formula is exemplified: -CH2P0(0Rj)2 0 (wherein t represents an alkyl group, an aryl group or Aralkyl). 1 The monohalogenated methyl group which is the group related to the condensation polymerization described above may be exemplified by, for example, a fluorinated fluorenyl group, a vaporized methyl group, a methyl bromide group, or a methyl iodide group. The base suitable for the condensation polymerization is different depending on the type of the polymerization reaction. For example, when a zero-valent nickel complex such as a Yamamoto reaction (Yamam〇t〇coupling reaction) is used, a halogen is exemplified. Atom, alkyl sulfonate group, aryl sulfonate group, aralkyl sulfonate group. Further, when a nickel catalyst or a palladium catalyst such as a Suzuki coupling reaction is used, φ may, for example, be an alkylsulfonate group, a halogen atom, a boronic acid ester residue, or -b(oh)2. When the oxidative polymerization is carried out by an oxidizing agent or an electrochemical method, for example, a hydrogen atom can be exemplified. The production method 1 of the above polymer compound may, for example, be a method for producing a high molecular compound, 1-1 and 1-2. The method for producing a polymer compound 1-1 is a method for producing a polymer compound having a structural unit represented by the above formula (1), which comprises polymerizing an organic compound represented by the following formula (18A) to obtain the above formula. (1) The southern molecular compound of the structure shown. 324119 90 201247733 R11,

(In the formula (18A), R11' represents a group represented by the above formula (2) or the above formula (3). R12, ml4, X1 and X2 represent the same as defined above. The hydrogen atom in the formula (18A) may pass through R11' And a substituent other than R12 is substituted).

The details of the group in the organic compound represented by the formula (18A) are the same as those of the organic compound represented by the formula (18). In the production method 1-1, not only the organic compound represented by the formula (18A) but also the organic compound represented by the formula (18), the organic compound represented by the formula (21), and the formula (26) can be further selected. One or two or more other organic compounds of the group of the organic compounds shown are polymerized. In the production method 1-1, R11', R12, and ml4 in the organic compound represented by the formula (18A) correspond to R1, R2, and m2 in the polymer compound having the structural unit represented by the formula (1), respectively. The method for producing a polymer compound 1-2 is a method for producing a polymer compound having a structural unit represented by the above formula (14), which comprises polymerizing an organic compound represented by the following formula (21A) to obtain the above formula. (14) A polymer compound of the structural unit shown. 324119 91 201247733 R15

(In the formula (21A), R15' represents a group represented by the above formula (15) or the above formula (16). R16, ml8, X3 and X4 represent the same as defined above. The hydrogen atom in the formula (21A) may pass through R15' And a substituent other than R16 is substituted). The details of the group in the organic compound represented by the formula (21A) are the same as those of the organic compound represented by the formula (21). In the production method 1-2, not only the organic compound represented by the formula (21A) but also the organic compound represented by the formula (18), the organic compound represented by the formula (21), and the formula (26) can be further selected. One or two or more other organic compounds of the group of the organic compounds shown are polymerized. In the production method 1-2, R15', R16, and ml8 in the organic compound represented by the formula (21A) correspond to R6, R7, and m7 in the polymer compound having the structural unit represented by the formula (14), respectively. The production method 2 of the above polymer compound may, for example, be a method for producing a high molecular compound, 2-1 and 2-2. The method for producing a polymer compound 2-1 is a method for producing a polymer compound having a structural unit represented by the above formula (1), which comprises: (i) polymerizing an organic compound represented by the formula (18B) to obtain a formula Polymer compound 324119 92 201247733

X2 (18B)

(R12)mU (In the formula (18B), R11'' represents a group represented by the above formula (19) or the above formula (20). R12, ml4, X1 and X2 represent the same as defined above. Hydrogen in the formula (18B) Atoms may be substituted by substituents other than R11'' and R12)

(R12)mu (In the formula (18B'), R11'' represents a group represented by the above formula (19) or the above formula (20). φ R12 and ml4 represent the same as defined above. A hydrogen atom in the formula (18B') It can be substituted by a substituent other than R11'' and R12); and (ii) ionizing a polymer compound having a structural unit represented by the formula (18B'), and obtaining a structural unit having the above formula (1) Molecular compound. The present invention provides a polymer compound having a structural unit represented by the formula (18B'). The structural unit represented by the formula (18B') is a divalent structural unit. The details of the group in the organic compound represented by the formula (18B) or (18B') may be the same as those of the organic compound represented by the formula (18). Step 324119 93 201247733 In the step (i), not only the organic compound represented by the formula (18B) but also the organic compound represented by the formula (18) and the formula (21) can be further selected. One or two or more other organic compounds of the organic compound and the organic compound represented by the formula (26) are polymerized. In the production method 2-1, R11'', R12, and ml4 in the organic compound represented by the formulae (18B) and (18B') correspond to R1 in the polymer compound having the structural unit represented by the formula (1), respectively. R2, m2. In the step (ii) of the production method 2-1, by ionizing a polymer compound having a structural unit represented by the formula (18B'), the radical or formula of the formula (19) in R11'' ( 20) The group (nonionic group) shown is converted into a group represented by the formula (2) or a group represented by the formula (3) (ionic group). The method for producing a polymer compound 2-2 is a method for producing a polymer compound having a structural unit represented by the above formula (14), which comprises: (Γ) polymerizing an organic compound represented by the formula (21B) to obtain a formula Polymer compound of the structural unit shown by (21B')

(R16) ml8 (In the formula (21B), R15'' represents a group represented by the above formula (22) or the above formula (23). R16, ml8, X3 and X4 represent the same as defined above. Hydrogen in the formula (21B) Atoms may be substituted by substituents other than R15'' and R16) 324119 94 (210*) 201247733 R15,,

base. Indicates the above formula (22) or the above formula (23)

R16 and ml8 are synonymous with the foregoing. The hydrogen atom in the formula (21B') may be substituted with a substituent other than R15'' and R16); and (ii') ionize the polymer compound having the structural unit represented by the formula (21B'), and obtain the aforementioned A polymer compound of the structural unit represented by the formula (14). The present invention provides a polymer compound having a structural unit represented by the formula (21B'). The structural unit represented by the formula (21B') is a divalent structural unit. The details of the group in the organic compound represented by the formula (21B) or (21B') can be the same as those of the organic compound represented by the formula (21). In the step (i) of the production method 2-2, not only the organic compound represented by the formula (21B) but also the organic compound represented by the formula (18), the organic compound represented by the formula (21), and One or two or more other organic compounds of the group of the organic compounds represented by the formula (26) are polymerized. In the production method 2-2, R15'', R16, and ml8 in the organic compound represented by the formula (21B) and (21B') correspond to R6 in the polymer compound having the structural unit represented by the formula (14), respectively. R7, m7. In the step (ii') of the production method 2-2, the polymer compound having the structural unit represented by the formula (21B') 324119 95 201247733 is ionized, and R!5,, wherein, the formula (22) is shown. The group or the group represented by the formula (23) (nonionic group) is converted into a group represented by the formula (15) or a group represented by the formula (16) (ionic group). The ionization in the step (?) of the production method 2-1 (丨〇, the production method 2-2) may, for example, be cationization or anionization. In terms of ionization, a step may be mentioned. (i) the obtained polymer compound and a reagent such as a metal hydroxide, a metal carbonate or an alkylammonium hydroxide, or a reagent such as a dentate alkyl group or an SbFs, if necessary, dissolved in water or an organic solvent, and used in an organic solvent. When the polymer compound of the present invention is produced, for example, a compound (monomer) represented by the above formula (18) or (21) having a plurality of groups related to condensation polymerization can be used. , if necessary, dissolved in an organic solvent, using a base or a suitable catalyst, and a polymerization method which reacts at a temperature below the melting point of the organic solvent. For such a polymerization method, for example, "Organic Reactions", Volume 14, 270-490, John Wiley & Sons, Inc., 1965, _ "Organic Syntheses", Collective Volume VI, pages 407-411, John Wiley & Sons, Inc., 1988, Chem. Rev. Vol. 95, 2457 (1995), J. Organomet. Chem., vol. 576, pp. 147 (1999), Macromol. Chem., Macromol. Symp., Vol. 12, p. 229 (1987) Further, in the production of the polymer compound of the present invention, a known condensation polymerization reaction can be employed in accordance with the group related to the condensation polymerization. For the polymerization method, for example, the monomer can be used. The method of Suzuki coupling reaction polymerization, the method of polymerization by Grignard reaction, the method of polymerization of Ni(0) complex 324119 96 201247733, the method of polymerization by oxidant such as FeCL, the method of electrochemical oxidation polymerization, and the decomposition are suitable. a method of depolymerizing an intermediate polymer, etc. Among such polymerizations, a method of polymerization by Suzuki coupling reaction, a method of polymerization by Grignard reaction, and a method of polymerization of a complex valence complex are easily controlled. The structure of the polymer compound is preferred.

In one aspect of the preferred method for producing a polymer compound of the present invention, a group having a group selected from the group consisting of an atom, an alkylsulfonate group, an arylsulfonate group, and an arylsulfonate group is used as The raw material monomer of the condensation polymerization-related base is subjected to condensation polymerization in the presence of a zero-valent complex to produce a polymer compound. As the raw material monomer used in such a method, 'difunctional compound, bis(alkylsulfonate) compound, bis(arylsulfonate) compound, bis(aralkylsulfonate) can be exemplified. Compound,! |Alkyl sulfonate compound, halogen-aryl sulfonate compound, dentate-aralkyl sulfonate compound, hospital based acid vinegar-aryl bismuth vinegar compound, succinyl acid; The aryl carboxylic acid S is a compound and the aryl acid is an aryl carboxylic acid ester compound. In another aspect of the preferred method for producing the polymer compound, the method has a composition selected from the group consisting of an atom, an alkyl sulfonate group, an aryl sulfonate group, an aralkyl sulfonate group, and -B(OH). 2. The group of the group of borate residues is used as a group related to the condensation polymerization, and all the raw material monomers have the same; the alkylsulfonate group, the arylsulfonate group and the aralkyl group The total number of moles of the acid ester group (J), and the human leaf of the -B(0H)2 and the molar number of the boronic acid ester residue (the ratio is substantially 101 K/I in the range of 0.7 to u) The raw material monomer of ° is subjected to condensation polymerization in the presence of a nickel catalyst or a palladium catalyst to produce a quaternary compound. 324119 97 201247733 In view of the above-mentioned organic solvent, depending on the compound to be used or the reaction, it is preferred to use an organic solvent which is generally subjected to a treatment for suppressing side reactions. In the case of producing a polymer compound, it is preferred to use such an organic solvent and carry out the reaction under an inert atmosphere. Further, it is preferred that the organic solvent is subjected to a dehydration treatment in the same manner as the above-described deoxidation treatment. However, the case where the Suzuki light reaction does not react with the water phase 2 is not limited.

As far as the organic solvent is concerned, it is inferior to saturated hydrocarbons such as pentyl alcohol, hexane, heptane, and octylcyclohexane, unsaturated benzene such as benzene, toluene, ethylbenzene, and diphenylbenzene, sterol, ethanol, propanol, and isopropyl alcohol. Alcohols such as alcohol, butanol and tert-butanol, carboxylic acids such as formic acid, acetic acid and propionic acid, dimercapto ether, diethyl ether, methyl _ tert-butyl sulphate, tetrahydrofuran, tetrahydropyran, two Ethers such as simmering, trimethylamine, triethylamine, hydrazine, hydrazine, hydrazine, Ν'-tetradecyl-ethylamine, pyridine and other amines Ν, Ν-didecyl decylamine Hydrazines such as hydrazine, hydrazine-dimethylammoniumamine, hydrazine, hydrazine-diethylacetamide, hydrazine-hydrazino morpholine oxide. These organic solvents may be used singly or in combination of two or more. Further, in the organic solvent, from the viewpoint of reactivity, it is more preferred to be an ether, and more preferably tetrahydrofuran or diethyl ether. From the viewpoint of the reaction rate, benzene and xylene are preferred. When the polymer compound is produced, it is preferred to add a test or an appropriate catalyst in order to react the raw material monomer. Such a base or a catalyst is selected depending on the polymerization method or the like to be employed. In the case of such a base or catalyst, it is preferred to be sufficiently dissolved in the solvent used for the reaction. Further, in the method of mixing the alkali or the catalyst, for example, under an inert atmosphere such as argon gas or nitrogen gas, < slowly adding a base or a catalyst solution while stirring the reaction liquid, or slowly adding the reaction liquid to the alkali Or the method in the catalyst solution. 324119 98 201247733. In the polymer compound sheet of the present invention, when the polymerized living filament is directly left at the terminal group, the light-emitting property or the life characteristic of the obtained light-emitting element can be lowered, and the terminal group can be protected by a stabilizer. When the terminal compound is protected by a stabilizer, when the polymer compound of the present invention is a conjugated polymer compound, it is preferred to have a total light-linking structure associated with the primary bond of the two molecules. A structure in which an aryl group or a heterocyclic group is bonded via a carbon-carbon bond. Such a stabilizing group for protecting the terminal group may, for example, be a monovalent aromatic group or the like. In the preferred method for producing the ionic group-containing polymer compound, 'the polymer compound having no cationic group is polymerized as in the step f1, and the cation is produced from the polymer compound in the second step. A method of using a polymer compound based on a base. The method of polymerizing the polymer compound having no cationic group in the step j may, for example, be a condensation polymerization reaction as described above. The reaction of the second step may, for example, be a polymer compound obtained in the i-th step, a reagent such as a metal hydroxide, a metal carbonate or a ruthenium oxide, and if necessary, dissolved in water or an organic solvent. A method of reacting at a temperature below the melting point of the organic solvent above the boiling point. A preferred method for producing the above-mentioned ionic group-containing polymer compound is to polymerize a polymer compound having no anionic group in the i-th step, and to produce a polymer compound in the second step. A method of anionic group polymer compound. The method of polymerizing a polymer compound having no anionic group in the second step may, for example, be a condensation polymerization reaction as described above. The reaction in the second step may be carried out by dissolving a reagent such as i-alkyl or SbF5 in water or an organic solvent as necessary, and reacting at a temperature lower than the melting point of 324119 99 201247733 method. The polymer compound having an ionic group in 3 can be removed by washing with water or an organic solvent, reprecipitation, or the like. Further, when the layer containing the polymer compound of the present invention is used for an electroluminescence device, it is preferable that it is substantially non-luminescent. Here, the layer containing a predetermined high molecular weighting substance is substantially non-luminescent and means the following meaning. First, in the embodiment 1G, the electroluminescent element Α was produced in the same manner as in the example except that the polymer compound to be used was used instead of the Φ inter-knife compound 1. The other aspect is an electric excitation light τ Π as described in the following Comparative Example i. Although the electroluminescent element a has a layer containing a pre-lime molecule compound, but only the electroluminescent element C1 does not have a layer containing a predetermined two-molecule compound, the electroluminescent element A and the electroluminescent element C1 is different. Next, the electroluminescence element a and the electroluminescence element C1 were applied with a forward voltage at Γ〇ν to measure the luminescence spectrum. The wavelength of the maximum peak value given to the obtained luminescence spectrum is determined for the electroluminescence element C1'. The luminescence intensity of the Lu-wavelength λ is normalized by 1 to cause the luminescence spectrum obtained by the electroluminescence element C1 to be normalized, and the wavelength is integrated to calculate the normalized luminescence amount.

So 0 Ά 0. On the other hand, when the luminous intensity of the wavelength λ is taken as 1, the luminescence spectrum obtained by the electroluminescence element 标准化 is normalized, and the wavelength is integrated to calculate the normalized luminescence amount S. When the value calculated by (SS〇)/S〇xlOO% is 30% or less, that is, the predetermined luminescence amount of the electroluminescence light member C1 having no layer containing the predetermined polymer compound has a predetermined content. When the increase in the normalized luminescence amount of the electroluminescent device A of the polymer compound layer is 30% or less, the layer containing the polymer compound to be used is substantially 324119 100 201247733 non-light-emitting, to (qq, lower) More preferably, it is 10% or less. The value calculated by S°X1 is preferably 5% in <electronic device> Next, the electronic device of the present invention is described. The electronic device of the present invention is provided with: , 乍为电何〉Master layer and / or charge transport layer

A group of the structural units shown (including a structural unit represented by the formula (1) and a layer of the formula ((4). The polymer compound of the above structural unit or the like can be used for an electroluminescence element, a photoelectric conversion element, and the electronic device has a light-emitting layer. When the electronic component is an m component (hereinafter, also referred to as "the photoelectric conversion device of the present invention"), the electronic device has a charge separation layer. <Electroluminescence device> The present invention has, for example, an electroluminescence device: a cathode, an anode, a light-emitting layer between the front cathode and the anode, and a layer containing the polymer compound of the invention between the light-emitting layer and the cathode or the anode. The electro-elastic element of the invention may have a substrate. The substrate may be provided with any of the cathode, the anode, the light-emitting layer, the layer containing the polymer compound of the present invention, and any constituent elements. The aspect of the electroluminescent device of the present invention is provided on the substrate. An anode, a layer of a light-emitting layer is laminated on the anode, and a layer containing the polymer compound of the invention is laminated on the light-emitting layer In the case of other cancers, the anode is placed on the substrate, and the layer of the polymer compound of 324119 101 201247733 is laminated on the anode, and after the layer of the light-emitting layer is laminated, the cathode is laminated on the light-emitting layer. In general, an anode is provided on a substrate, a layer containing the polymer compound of the present invention is laminated on the anode, and a light-emitting layer is laminated, and a layer containing the polymer compound of the present invention is laminated on the light-emitting layer, and a cathode is laminated thereon. In this case, a cathode is provided on the substrate, a layer containing the polymer compound of the present invention is laminated on the cathode, a light-emitting layer is laminated thereon, and an anode is laminated on the light-emitting layer. In other aspects, $ is disposed on the substrate. a cathode, a light-emitting layer is laminated on the cathode, a layer containing the polymer compound of the invention is laminated on the light-emitting layer, and an anode is laminated thereon. In other aspects, a cathode is disposed on the substrate, and the layer is laminated on the cathode to contain the present invention. a layer of a molecular compound on which a light-emitting layer is laminated, and a layer on the light-emitting layer contains a polymerized body of the present invention The layer of the object is further laminated on the anode. Further, in the aspect, a layer having other functions such as a protective layer, a buffer layer, and a reflective layer may be further provided. Further, the composition of the electroluminescent element is described below. Further, the electroluminescent device is coated with a sealing film, or a sealing device is formed to form a light-emitting device that blocks the electroluminescent device from the external gas. The layer containing the molecular compound of the present invention may be mixed with a known polymer or a low molecule. Charge transporting material, conductive carbon such as graphene, fullerene, carbon nanotube, electrical conductive compound such as metal, alloy, metal oxide, metal sulfide, etc., and the like, in terms of charge transporting material The following hole transport layer or electron transport layer user can be used. For metals, alloys, metal oxides, metal sulfides, the following anodes or cathodes can be used. In the range of 324119 102 201247733, organic materials that do not have luminescence or charge transport functions can be mixed. The electroluminescent device of the present invention may be a so-called bottom emission type that emits light from the substrate side, or an electroluminescence element of any of a so-called top emission type or two-surface type which is colored from the opposite side of the substrate. The method for forming the layer containing the polymer compound may, for example, be a method of forming a film using a solution containing a polymer compound. For use in such a solvent for film formation from a solution, water, alcohols, ethers, esters, nitrile compounds, nitro compounds, functional alkyl groups, halogenated aryls, sulfur are preferred. The solvent having a solubility parameter of 9.3 or more, such as an alcohol, a sulfide, a sulfoxide, a thiol, a guanamine or a carboxylic acid. Examples of the solvent (values in the respective brackets indicate the solubility parameter values of the respective solvents) include, for example, water (21.0), decyl alcohol (12.9), ethanol (11.2), and 2-propanol ( 11. 5), butanol (9. 9), tert-butyl alcohol (10.5), acetonitrile (1. 8), 1,2-ethanediol (14.7), N, N- Dimercaptodecylamine (11.5), dimethyl sulfoxide (12.8), acetic acid (12.4), nitrobenzene (11.1), nitrodecane (11.0), • 1,2-dichloroethane (9.7 ), dioxane (9.6), gas benzene (9.6), bromobenzene (9.9), dioxane (9.8), propylene carbonate (13.3), ° pyridine (10.4) , carbon disulfide (10.0), and a mixed solvent of the solvents. (Dissolution parameter value refers to the solvent manual, the 14th brush talks (shares)). Here, a mixed solvent in which two kinds of solvents (as solvent 1 and solvent 2) are mixed, and a dissolution parameter ((5 m) of the mixed solvent is obtained by (5 5 IX φ 1+ (5 2 Χ Φ 2 (5) The dissolution parameter of the solvent 1 of the first embodiment is the volume fraction of the solvent 1, (the solubility parameter of the solvent 2, and the volume fraction of the Φ 2 solvent 2). Such as spin coating method, washing 324119 103 201247733 Prayer method (CaStig), micro gravure printing method, gravure printing method, bar coating pro-coating method, wire rod (four) method 'impregnation, (four) method, slit, (four) method (sen Coating methods such as a thousand-page printing method, an inkjet printing method, and a nozzle coating method.

_ 324119 The optimum value of the thickness of the layer of the sub-trr compound depends on the use of the high score: ; =, so that the driving voltage and luminous efficiency become a moderate value, and the choice is 'better' _ to 1Ara, better 2nra to 〇〇 ' 'has a better system - said (10). The thickness is preferably 5 nn ^ 1 / / m. ^See you in person’

The electroluminescent device has a cathode and an anode, and has a layer between the cathode and the anode, and further has constituent elements. There may be a hole injection layer between the I^ pole and the light-emitting layer, and the hole transmission ===” When there is a hole injection layer, there may be one or more hole transport layers between the light-emitting layer and the electricity s. - Aspect 'The cathode and the light-emitting layer may have an i-layer or more in the electron-injecting layer 2-feed layer. When there is an electron-injecting layer, there may be one or more layers of electron transport between the light-emitting layer and the electric I-injection layer. Layer 3. The layer having the composition used in the present invention can be used for hole injection: a lightning electron injection layer, an electron transport layer, etc. The first electrode is used as a hole injection layer and a hole transport layer. When the layer containing the composition is used as the H electron transport layer, the first electrode serves as the cathode, and the second electrode is here. Layer, 104 201247733, an electrode of an electron-emitting layer, etc., the cathode is an electrode for supplying electrons to an electron-injecting layer, a light-emitting layer, etc. The hair layer refers to a layer having the following function, when an electric field is applied, from the anode or a layer adjacent to the anode side receives a hole from the cathode Layer adjacent to the cathode side of the electron receiving function, the received charge is moved by the function of electric force, and then provides the combined properties of electrons and holes, thereby emitting function.

The electron-injection layer refers to a layer adjacent to the cathode, and has a power layer that receives electrons from the cathode, and has the following functions as needed: a function of transporting electrons, and blocking a hole injected from the anode. Function, supply electrons to the illuminating Wei. The electronic material layer mainly has a function of transporting electrons, and has the following functions as a function of the layer, the function of receiving electrons from the cathode, the function of blocking the hole injected from the anode, and the supply of electrons. Give the function of the luminescent layer. The hole injection layer refers to a layer adjacent to the anode, and has a function of receiving a hole from the anode, and is a layer having any of the following functions as needed: a function of transporting a hole, and supplying a hole The function of the luminescent layer and the function of blocking electrons injected from the cathode. The hole transport layer refers to a layer mainly having a function of transporting a hole, and is a layer having any of the following functions as needed: receiving a function of a hole from the anode, supplying a hole to the function of the light-emitting layer 2, Blocks the function of electrons injected from the cathode. Further, the electron transport layer and the hole transport layer are sometimes referred to as a charge transfer layer. In addition, the electron injection layer and the hole injection layer are sometimes referred to as charge injection. That is, the electro-active element of the present invention may have a layer structure of the lower layer (4) 324119 105 201247733 or may have a layer composition (a) omitting hole injection. The layer, the hole transport layer, the electron transport layer, and the electron injection layer are composed of one or more layers. In the layer structure (a), the layer containing the polymer compound of the present invention can be used as one or more layers selected from the group consisting of a hole injection layer, a hole transport layer, an electron injection layer, and an electron transport layer. (a) Anode-hole injection layer-(hole transport layer)-light-emitting layer-(electron transport layer) 'electron injection layer-cathode Here, the symbol "-" indicates that the layers are adjacent to each other and laminated. "(Polar transport layer)" means a layer structure including one or more hole transport layers. "(electron transport layer)" means a layer structure containing one or more electron transport layers. The same applies to the description of the following layers. Further, the electroluminescent device of the present invention may have two light-emitting layers in one laminated structure. In this case, the electroluminescent device may have the following layer configuration (b), or may have one or more layers of the hole injection layer, the hole transport layer, the electron transport layer, the electron injection layer, and the electrode. Layer composition. In the layer structure φ, (b), the layer containing the polymer compound of the present invention may be used as a layer existing between the anode and the light-emitting layer closest to the anode, or as being present between the cathode and the light-emitting layer closest to the cathode. Layer. (b) Anode-hole injection layer-(hole transport layer)-light-emitting layer-(electron transport layer)-electron injection layer-electrode-hole injection layer-(hole transport layer)-light-emitting layer- (or electron Transport Layer) - Electron Injection Layer - Cathode Further, the electroluminescent device of the present invention may have three or more light-emitting layers in one laminated structure. In this case, the electroluminescent device may have the following layer configuration (c), or may have a hole formation layer (c) omitting the hole injection layer, hole transmission 324119 106 201247733 Ϊ layer two-wheel transfer layer, electron injection layer, electrode The first layer is composed of a layer composed of (C), and contains the layer of the present invention which exists between the anode and the anode which is closest to the anode. The layer between the cathode and the light-emitting layer closest to the cathode: C% pole-electric Hole injection layer _ (hole hole transport layer) _ luminescent layer) - electron injection layer - repeat unit A - repeat unit A · · · - yin 亟 亟

"Repeating unit A" means a sheet composed of an electrode-electrode injection layer "hole wheel = layer" - a light-emitting layer - (electron transport layer) 1 sub-injection layer, and is preferably a preferred embodiment of the electroluminescent device of the present invention. The layer constitution can be exemplified as follows. In the layer structure described below, the layer containing the polymer compound of the present invention can be used as one or more layers selected from the group consisting of a hole injection layer, a hole transport layer, an electron injection layer, and an electron transport layer. (a) 1% pole-hole injection layer-light-emitting layer-cathode (b) anode-light-emitting layer-electron injection layer-cathode% (c) anode-hole injection layer-light-emitting layer-electron injection layer-cathode (d Anode-hole injection layer-hole transport layer-light-emitting layer-cathode (e) anode-hole injection layer_hole transport layer-light-emitting layer-electron injection layer-cathode (Ο anode-light-emitting layer-electron transport layer) —Electron injection layer—cathode (g) anode-hole injection layer-light-emitting layer-electron transport layer-electron injection layer-cathode (h) anode-hole injection layer-hole transport layer-light-emitting layer-electron transport layer Electron injection layer-cathode 324119 107 201247733 A layer containing a compound of three molecules of the present invention, preferably an electron injection layer or an electron transport layer. When the layer containing the molecular compound is an electron injection layer or an electrotransport layer, the first electrode is a cathode. In order to improve the adhesion of the electrode or improve the charge injection from the electrode, the present invention can further provide an insulating layer adjacent to the electrode, and in order to improve the adhesion of the interface or prevent mixing, etc., The interface of the charge transport layer or the light-emitting layer is inserted thin The order or the number of layers of the laminate and the thickness of each layer can be used after considering the luminous efficiency and the life of the device. Next, the materials and formation methods of the layers constituting the electroluminescent device of the present invention will be described in more detail. Substrate - The substrate constituting the electroluminescent device of the present invention may be a substrate such as glass, plastic, polymer film, metal thin film or polyfluorene oxide, as long as it does not cause chemical changes when forming an electrode and forming an organic layer. The substrate may be obtained by a known method, or may be obtained by a known method. The electroluminescent device of the present invention may be provided with a pixel driving circuit on the substrate when constituting a pixel of the display device. A flattening film may be provided on the driving circuit. When the planarizing film is provided, the center line average roughness (Ra) of the planarizing film preferably satisfies Ra &lt; l 〇 nm.

Ra is measured according to JIS-B0601-2001 of Japanese Industrial Standards jis, with reference to JIS-B0651 to JIS-B0656 and JIS-B067. -Anode - 324119 108 201247733 The anode of the electroluminescent device of the present invention is configured to supply holes from an organic semiconductor material used for a hole injection layer, a hole transport layer, an interlayer, a light-emitting layer, and the like. OeV以上。 The work function of the light-emitting layer side surface of the anode is preferably 4. OeV or more. As the material of the anode, an electrically conductive compound such as a metal, an alloy, a metal oxide or a metal sulfide, and the like, and the like can be used. Specifically, tin oxide, zinc iodide, indium oxide, indium tin oxide (ITQ), and oxidized marriage may be mentioned.

a conductive metal oxide such as zinc (or an oxidized pin), a metal such as gold, silver, complex or nickel, a mixture of the conductive metal oxide and a metal, etc. The anode may be one or more kinds of these materials. The single-layer structure may also be a multi-layer junction layer comprising a plurality of layers of the same composition or different compositions. In the case of a mouth structure, a material having a work function of 4 (4) or more is more preferably used for the outermost layer on the side of the light-emitting layer. The method for producing the anodic anode can be, for example, a vacuum distillation method, a sputtering method, an ion method, a deplating method, or a method of forming a film from a solution (a bonding with a polymer can be used). Mixed solution of the agent), etc. The thickness of the 500nm anode is usually 10 to 1 ,, preferably from the point of the claw to rr* _ electrical connection, the anode of the anode = the average thickness of the surface h line ( Ra) preferably satisfies the better system to satisfy Ra &lt; 5 nm. After cutting (Z) the anode by using the above method, UV ozone, two = sword, containing 2, 3, 5, 6_4, material electrons can be used. The solution of the impurity compound is subjected to surface treatment via the surface 324119 109 201247733 Electrical connection with a layer adjacent to the anode. 2 In the bright electroluminescent device, an anode is used as a light-reflecting electrode, and a human-anode is preferably combined with a light-reflecting layer containing a high-reflective metal, "3 has /, has 4 The multilayer structure of the high work function material layer of the material of the work function above OeV. For the constitution of such an anode, examples are as follows: (i) Ag-Mo〇3 (li) (Ag-Pd-Cu alloy), (IT〇 And / or 12〇) (iii) (Al-Μ alloy) - (ΙΤ〇 and / or ΙΖ〇) (iv) (Mo-Cr alloy) - (ΙΤ〇 and / or ΙΖ〇) (v) (Ag- Pd-Cu alloy—(ΙΤ〇 and/or ιζ〇)_μ〇〇3. In order to obtain sufficient light reflectance, the thickness of the high light reflective metal layer such as Ai, Ag, Al alloy, Ag alloy, Cr alloy or the like is preferably 5 mn or more, more preferably 80 nm or more. The thickness of the high work function material layer such as ΙΤ0, ΙΖ0, and Mo〇3 is usually 5 nm to 500 nm. _ Hole injection layer - In the electroluminescent device of the present invention, the present invention A carbazole derivative, a triazole derivative, a carbazole derivative, or an oxadiazole can be suitably used as the material for forming the hole injection layer other than the polymer compound. Biological, imidazole derivative, anthracene derivative, polyarylalkane derivative, pyrazoline derivative, pyrazolone derivative, phenyldiamine derivative, arylamine derivative, starburst type Amine, anthraquinone derivative, amine substituted chalcone derivative, styrylpurine derivative, anthrone derivative, hydrazone derivative, diphenylethylene derivative, decazane derivative, aromatic Tertiary amine compound, styryl amination 324119 110 201247733 compound, aromatic aryldimethylidine compound, carbene compound, polydecane compound, poly(N-vinylcarbazole) derivative , an organic decane derivative, and a polymer containing the same; a conductive metal oxide such as vanadium oxide, a oxidized button, a tungsten oxide, a molybdenum oxide, a cerium oxide or an aluminum oxide; a stilbene amine, a stupid amine copolymer, an stimuli Convergence polymers, conductive polymers and oligomers such as olefins, organic conductive materials such as poly(3,4-extended ethyldioxy porphin), polystyrene, and scales, and the like Polymer; amorphous, tetracyanodecane derivative Such as 2, 3, 5, 6_tetrafluoro-7, 7, 8, 8-= cyano-based burns, 丨, 4-naphthalene bio, biphenyl salt derivatives:: and other acceptor organic compounds; The composition of the eighteen base three-oxyl money and so on: : A component or use as a plurality of components; a plurality of components having the same composition or different compositions, and a layer of a hole transport layer or a layer can also be used for the hole injection layer.例 之 例 就 就 就 就 就 就 就 就 就 就 就 就 就 就 就 就 就 就 就 就 就 就 就 就 就When the m% vapor deposition method m% is an inorganic material, it is possible to use the true method, and it is possible to use a method of realizing a low-molecular organic material by steaming money, and an electron-contracting method. When it is an organic material, it is preferable to use a low molecular organic material such as a solution of 324119, an input material-derivative, an arylamine derivative, a second stupid 111 201247733 ethylene derivative, or a triphenyldiamine derivative. A hole injection layer was formed using a vacuum evaporation method. Further, a mixed solution in which a polymer compound binder and the above-mentioned low molecular organic material are dispersed may be used to form a hole injection layer. It is preferable that the polymer compound binder to be mixed does not extremely inhibit the charge transporter, and it is preferable to use a compound which does not strongly absorb visible light. As the polymer compound binder, for example, poly(N-vinylcarbazole), polyaniline and derivatives thereof, polythiophene and derivatives thereof, poly(p-phenylenevinyl) and derivatives thereof are exemplified. , poly(2,5-thiophene-vinyl) and its derivatives, polycarbonate, polyacrylate, poly(decyl acrylate), polymethyl methacrylate, polystyrene, polyethylene, polyoxyalkylene . The solvent used for film formation from the solution may be any solvent which dissolves the material which can be injected into the hole. The solvent is exemplified by a chlorine-containing solvent such as water, chloroform, dioxane or di-hexane, an ether solvent such as tetrahydrofuran, an aromatic hydrocarbon solvent such as toluene or diphenylbenzene, acetone or methyl ethyl ketone. An ester solvent such as a ketone solvent, φ ethyl acetate, butyl acetate or ethyl acetate. For the solution film forming method, a spin coating method, a washing method, a bar coating method, a roll coating method, a wire bar coating method, a dip coating method, a slit coating method using a solution can be used. Coating methods such as capillary coating method, spray coating method, nozzle coating method, micro gravure printing method, gravure printing method, screen printing method, flexographic printing method, lithography method, reverse printing method, inkjet printing Coating method such as printing method. In terms of ease of pattern formation, a printing method such as a gravure printing method, a screen printing method, a flexographic printing method, a lithography method, a reverse printing method, an inkjet 324119 112 201247733 printing method, or a nozzle coating method is preferred. After the β hole is injected into the layer, when an organic compound layer such as a hole transport layer or a light-emitting layer is formed, in particular, when two layers are formed by a coating method, the solvent contained in the solution in which the coating layer is dissolved in the post-coating layer is present. It is impossible to make a laminated structure. At this time, a method of making the lower layer insoluble in a solvent can be used. The method of insolubilizing the solvent may, for example, be a method in which a polymer compound is attached with a crosslinking group to be crosslinked to be insolubilized; and the mixture has a aryl group represented by an aromatic diazide group. a method in which a low molecular compound of a crosslinking group of a ring is crosslinked to be insolubilized; a low molecular compound having a crosslinking group represented by an acrylate group and having no aromatic ring is mixed as a crosslinking agent 'Method of insolubilizing by crosslinking; making the lower layer crosslinked by ultraviolet light sensation, insolubilizing the organic solvent used for the production of the upper layer; heating the lower layer for crosslinking, and not for the organic solvent used for the upper layer The method of dissolving, and the like. The heating temperature when heating the lower layer is usually loot: to 300 ° C, and the time is usually 1 minute to 1 hour. Further, as another method of laminating a layer other than cross-linking so that the lower layer does not dissolve, there is a method of using a solution of a different polarity in the production of adjacent layers. For example, a water-soluble polymer compound is used in the lower layer, and an oil is used in the upper layer. A method of dissolving a soluble polymer compound, which does not dissolve even if the lower layer is applied. The thickness of the main layer of the main layer is different depending on the material to be used, and may be selected so that the driving voltage and the luminous efficiency are appropriate values, and it is usually 1 nm to 1 μm, preferably 2 nm. To 500 nm, more preferably i 〇 nm to lOOnffl 0 - hole transport layer - 324119 113 201247733 In the electroluminescent device of the present invention, the material constituting the hole transport layer other than the polymer compound of the present invention may be exemplified Such as carbazole derivatives, three beta derivatives, lyre. Sit derivative, 曙αα sitting derivative, σ rice 唆 derivative, hydrazine derivative, polyaryl carbene derivative, π specific phenanthrene derivative, π ratio 0 ketene derivative, phenyldiamine derivative , arylamine derivative, amine substituted ketone derivative, styryl hydrazine derivative, anthrone derivative, anthracene derivative, stilbene derivative, decazane derivative, aromatic tertiary amine compound a styrylamine compound, an aromatic dihydrazinyl compound, a porphyrin compound, a poly I® decane compound, a poly(fluorene-vinylcarbazole) derivative, an organodecane derivative, and the like The polymer; an aniline copolymer, a thiophene oligomer, a conductive polymer such as polythiophene, and an oligomer; and an organic conductive material such as polypyrrole. The foregoing material may be a single component or a polymer compound containing a plurality of components. Further, the hole transport layer may be a single layer structure including only the above materials, or may be a multilayer structure of a plurality of layers including the same composition or different compositions. Further, the material exemplified as the material which can be used as the hole injection layer can also be used for the hole transport layer. The film formation method of the hole transport layer and the interlayer may be the same as the film formation method of the hole injection layer. The film forming method of the solution may, for example, be a spin coating method, a flood casting method, a bar coating method, a slit coating method, a spray coating method, a nozzle coating method, a gravure printing method, or a screen printing method. A coating method such as a method, a flexographic printing method, or an inkjet printing method, and a printing method, and a sublimation compound material may be a vacuum vapor deposition method or a transfer method. The solvent used for the film formation of the solution may, for example, be a solvent exemplified in the film formation method of the hole injection layer 324119 114 201247733. After forming the organic layer such as the light-emitting layer by the coating method after the hole transport layer, when the lower layer is dissolved in the solvent contained in the solution of the post-coat layer, the same method as that exemplified by the film formation method of the hole injection layer can be used. The lower layer is not dissolved in the solvent. The optimum thickness of the hole transport layer varies depending on the material to be used, and may be selected so that the driving voltage and the light-emitting efficiency are appropriate values, and is usually 1 nm to 1/m, preferably 2 nm to 500 nm, more preferably It is from 5 nm to 100 nm. --Light-emitting layer - When the light-emitting layer contains a polymer compound in the electroluminescent device of the present invention, a polyfluorene derivative or a poly(p-phenylenevinyl) derivative can be suitably used as the polymer compound. A conjugated polymer compound such as a polyphenylene derivative, a poly(p-phenylene) derivative, a polythiophene derivative, a polydialkylfluorene, a polyfluorene benzothiadiazole or a polyalkylthiophene. The light-emitting layer containing the polymer compound may contain a polymer dye compound such as an anthocyanidin, a fragrant pigment, or a rose-red pigment, or a red fluorene, an anthracene, a 9, 10-diphenyl fluorene or a tetraphenylene. Low molecular weight pigment compounds such as butylbutadiene, nile red, coumarin 6, and quinophthalone. Further, the light-emitting layer may contain a naphthalene derivative, an anthracene and a derivative thereof, a flower and a derivative thereof, a poly-indenyl group, a xanthene system, a coumarin system, a cyanine system, or the like. Pigments, metal complexes of 8-meridene and its derivatives, aromatic amines, tetraphenylcyclopentadiene and its derivatives, and tetraphenylbutadiene and its derivatives, ginseng (2 -Phenylpyridine) ruthenium or the like which emits a blue metal complex. 324119 115 201247733 The light-emitting layer of the electroluminescent device of the present invention may be composed of a non-conjugated polymer compound and a composition of a luminescent organic compound such as the above-described organic dye or the above metal complex. The non-conjugated polymer compound may, for example, be polyethylene, polyvinyl chloride, polycarbonate, polystyrene, polymethyl methacrylate, polybutyl methacrylate, polyester, polyfluorene, poly Phenylene ether, polybutadiene, poly(N-vinylcarbazole), hydrocarbon resin, ketone resin, phenoxy resin, polyamine, ethyl cellulose, vinyl acetate, ABS resin, polyamine phthalic acid Purpose, melamine resin, unsaturated polyester resin, alkyd resin, epoxy resin, polyoxyn resin. The non-conjugated polymer compound has a side chain selected from the group consisting of a stagnation derivative, a triterpene derivative, an anthracene derivative, a guanidine di-salt derivative, a sigma-salt derivative, an anthracene derivative, and a polyaryl group. Pyridine derivative, ° 〇 琳 衍生物 derivative, π 嗤 lin ketone derivative, phenyldiamine derivative, arylamine derivative, amine substituted ketone derivative, styryl hydrazine derivative, hydrazine a ketone derivative, an anthracene derivative, a stilbene derivative, a decazane derivative, an aromatic tertiary amine compound, a styrylamine compound, an aromatic di-indenylene compound, a porphyrin compound, and an organic A structure of one or more derivatives or compounds of a group of decane derivatives. When the light-emitting layer contains a low molecular compound, the low molecular compound may, for example, be erythrin, oxime, 9,10-diphenylanthracene, tetraphenylbutadiene, Nile red, coumarin 6, ° card Low-molecular pigment compounds such as sulphur, 喧α fluorenone, naphthalene derivatives, hydrazine and its derivatives, hydrazine and its derivatives, poly-f-based systems, dibenzo-B, D-South, coumarin, and cyanine, A pigment such as indigo, a metal complex of 8-pyrimidine and its derivatives, a metal complex of anthrain and its derivatives, an aromatic amine, tetraphenylcyclopentadiene And its derivatives, 324119 116 201247733 and tetraphenylbutadiene and its derivatives. When the light-emitting layer contains a metal complex which emits light, the metal 24 may include, for example, ginseng (2-phenyl) silver, a silver complex containing a (tetra) phenous tonnage group, and a phenyl group. The complex formula of the money ligand, the scorpion complex of the eight-a-trinitrogen-heterocyclic smoldering skeleton, and the like. 3 The foregoing materials may be single-component or may comprise a plurality of compositions. Further, the light-emitting layer may be one type including the foregoing materials, and

The single layer structure may also be a multilayer structure containing the same composition or different ^. The method of forming a plurality of layers and forming a light-emitting layer can be exemplified by the same method as film formation by hole injection. The film forming method of the solution may be: a coating method, a washing method, a bar coating method, a slit coating method, a spray coating method, a coating method, a gravure printing method, a screen printing method, and a soft coating method. Printing method; a coating method such as a brushing method and a printing method, and a material-based compound material = a vacuum vapor deposition method, a transfer method, and the like. (1) The solvent used for the film formation of the solution may, for example, be a solvent exemplified as a film formation method of the hole injection layer. When an organic layer such as an electron transport layer is formed by a coating method after the light-emitting layer, when the lower layer is dissolved in the solvent contained in the solution of the post-coating layer, the same method as that exemplified by the film forming method of the electric m layer can be used. So that the lower layer does not dissolve in the solvent. The optimum thickness of the light-emitting layer varies depending on the material to be used, and may be selected so that the driving voltage and the light-emitting efficiency are appropriate values, and usually 5 nm to 1/ΖΠ1' is preferably from 1 to 500 nm, more preferably 3〇 to 2〇〇nm. 324119 117 201247733 _Electronic transport layer _

In the electroluminescent device of the present invention, a material constituting the electron transport layer other than the polymer compound of the present invention can be used, and examples thereof include a tri-β derivative, a scorpion derivative, and a ruthenium derivative such as ruthenium. , β-β-derivatives, anthracene derivatives, benzoquinones and their derivatives, naphthoquinone and its derivatives, anthraquinone and its derivatives, tetracyanoquinone dioxane and its derivatives, anthrone derivatives , diphenyldicyanoethylene and its derivatives, biphenyl hydrazine derivatives, decane derivatives, onion ketone derivatives, thiofuran derivatives, carbodiimide derivatives, sub-i 曱An alkane derivative, a distyryl pyridinium derivative, an aromatic ring tetraphthalic anhydride such as naphthalene or anthracene, an anthraquinone derivative, a metal complex of an 8-anthracene derivative or a metal anthraquinone to benzene a metal complex represented by a metal complex of a scorpion or a benzopyrene as a ligand, an organic decane derivative, a metal complex of 8-carbyl and its derivatives, Yulin and its derivatives, polyquinoxaline and its derivatives, polyfluorene and its derivatives. Among these, it is preferably a three-degree sitting derivative or a ruthenium. Derivatives, benzene oxime and its derivatives, hydrazine and its derivatives, and metal complexes of 8-hydroxyquinoline and its derivatives, polyquinoline and its derivatives, polyquinoxaline and its derivatives , polypeptone and its derivatives. The foregoing materials may be a single component or may be a composition comprising a plurality of components. Further, the electron transporting layer may be a single layer structure comprising one or more of the above materials, or a multilayer structure comprising a plurality of layers of the same composition or different compositions. Further, a material exemplified as a material which can be used as the electron injecting layer can also be used for the electron transporting layer. As for the film formation method of the electron transport layer, the same method as the film formation method of the hole injection 324119 118 201247733 layer can be exemplified. The film forming method of the solution may, for example, be a spin coating method, a casting method, a bar coating method, a slit coating method, a spray coating method, a nozzle coating method, a gravure printing method, or a screen printing method. In the coating method and the printing method, such as a flexographic printing method and an inkjet printing method, when a sublimation compound material is used, a vacuum deposition method, a transfer method, or the like can be exemplified. The solvent used for the film formation of the solution may, for example, be a solvent exemplified as a film formation method of the hole injection layer. After forming an organic compound layer such as an electron injecting layer by a coating method after the electron transporting layer, when the lower layer is dissolved in the solvent contained in the solution of the post-coating layer, the same method as that exemplified by the film forming method of the hole injecting layer can be used. So that the lower layer does not dissolve in the solvent. The optimum thickness of the electron transporting layer varies depending on the material to be used, and may be selected so that the driving voltage and the luminous efficiency are appropriate values, and usually 1 nm to 1/zm' is preferably 2 nm to 500 nm, more preferably 5 nm. To 100 nm. In the electroluminescent device of the present invention, a known compound may be used as the material constituting the electron injecting layer other than the polymer compound of the present invention, and examples thereof include a triazole derivative, a carbazole derivative, and an oxadiazole. Derivatives, imidazole derivatives, anthracene derivatives, alum and its derivatives, naphthoquinone and its derivatives, anthraquinone and its derivatives, tetracyanoquinodimethane and its derivatives, g ketone derivatives, two Phenyldicyanoethylene and its derivatives, biphenyl hydrazine derivatives, dimethyl hydrazine derivatives, onion ketone derivatives, thiofuran derivatives, carbodiimide derivatives, fluorenylene methane derivatives , distyryl pyridinium derivative, naphthalene, flower and other aromatic ring tetracarboxylic anhydride, anthraquinone derivative, 8-quinolinol derivative metal 324119 119 201247733 benzo, salic or benzo- as a coordination Things and so on. It is a kind of metal complex of I money table, which has cut-off derivative = material =: single component or may be a structure containing a plurality of components, and also ":: Γ main Γ is a single-layer knot containing only the aforementioned materials. a multi-sound junction of a plurality of layers of the same composition or different compositions of the package g. Also, as an electron transport layer and a hole barrier layer ^

The materials shown can also be used for the electronic injection layer. Example of Reading The film forming method of the electron injecting layer may be exemplified by the same method as film formation by hole injection. The film forming method of the solution may, for example, be a spin coating method, a casting method, a bar coating method, a slit coating method, a spray coating method, a nozzle coating method, a gravure printing method, a screen printing method, or the like. In the coating method and the printing method, such as a flexographic printing method and an inkjet printing method, when a sublimation compound material is used, a vacuum deposition method, a transfer method, or the like can be exemplified. The solvent used for the film formation of the solution may, for example, be a solvent exemplified as a film formation method of the hole injection layer. The optimum thickness of the electron injecting layer varies depending on the material to be used, and may be selected so that the driving voltage and the luminous efficiency are appropriate values, and is usually 1 nm to 1/zm, preferably 2 nm to 500 nm, more preferably 5 nm. To l〇〇nm. , Cathode - In the electroluminescent device of the present invention, the cathode may be a single layer structure comprising a single material or a plurality of materials, or may be a multilayer structure comprising a plurality of layers. When the cathode has a single-layer structure, the cathode material may, for example, be a low-resistance metal such as gold, silver, copper, surface, chromium, tin, lead, nickel or titanium, and an alloy containing the same, 324119 120 201247733 tin oxide a conductive metal oxide such as zinc oxide, indium oxide, indium tin oxide (IT0), indium zinc oxide (IZ〇), or molybdenum oxide, or a mixture of the conductive metal oxide and metal, preferably aluminum and aluminum. Alloy. In the case of a multilayer structure, a two-layer structure of the first cathode layer and the protective cathode layer or a three-layer structure of the first cathode layer, the second cathode layer and the protective cathode layer is preferable. Here, the i-th cathode layer refers to the layer closest to the light-emitting layer side of the cathode, and in the case where the protective cathode layer is in the two-layer structure, the layer covered by the first cathode layer, in the case of a three-layer structure, It means a layer covering the first cathode layer and the second cathode layer. 5e以下以下。 The work function of the material of the first cathode layer is preferably 3. 5eV or less. Further, a metal oxide, a fluoride, a carbonate, a composite oxide having a work function of &amp; 5 eV or less is suitably used as the material of the i-th cathode layer material and the cathode layer is suitably used, and the resistivity is low and the moisture resistance to moisture is suitably used. High-strength metals, metal oxides, etc. The material of the first cathode layer may, for example, be an alkali metal or an alkaline earth metal, an alloy containing one or more kinds of the above metals, an oxide of the metal, a compound, a carbonate, a composite oxide, and the like. Examples of the metal or an oxide thereof, a halide, a carbonate, and a composite oxide may, for example, be a medium, a nano, a potassium, a surface, a hammer, an oxidation clock, a sodium oxide, an oxidative desorption, an oxide, or a cerium oxide. Fluorinated clock, sodium fluoride, fluorination unloading, fluorinated surface, cesium fluoride, carbonic acid, sodium carbonate, potassium carbonate, carbonic acid surface, carbonic acid, acid acid unloading, titanic acid unloading, unloading, _ hammer. Examples of the soil-measuring metal or its oxide, dentate, carbonate, and composite oxide may, for example, be towns, offices, inscriptions, cerium, magnesium oxide, calcium oxide, cerium oxide, cerium oxide, magnesium fluoride, Calcium fluoride, fluoride, barium fluoride, magnesium carbonate, carbonic acid, carbonic acid, carbonic acid lock, turn 324119 121 201247733 barium, barium tungstate. Examples of the alloy containing one or more kinds of alkali metals or alkaline earth metals may, for example, be a U-Al alloy, a Mg-Ag alloy, or an M-Ba alloy.

Mg-Ba alloy, Ba-Ag alloy, Ca-Bi-Pb-Sn alloy. Further, a material exemplified as the material of the first cathode layer and a material which is not a material constituting the electron injecting layer may be used for the first cathode layer. The material of the second cathode layer is exemplified as the material of the material of the first cathode layer. Examples of the material for protecting the cathode layer include low-resistance metals such as gold, silver, copper, aluminum, chromium, tin, lead, nickel, and titanium, and alloys containing the same, metal nanoparticles, and metal nanoparticles. Conductive metal oxide such as wire, tin oxide, zinc oxide, indium oxide, indium tin oxide (ΙΤ0), indium zinc oxide (ΙΖ0), molybdenum oxide, etc., a mixture of the conductive metal oxide and metal, and conductive metal oxidation Nanoparticles of matter, conductive carbon such as graphene, fullerene, carbon nanotubes. In the case of the case where the cathode is a multilayer structure, 'Mg/A1' can be exemplified.

Ca/A Bu Ba/A Bu NaF/A Bu KF/A Bu RbF/A Bu CsF/A Bu Na2C〇3/A1, ί· K2C〇3/A1, Cs2C〇3/A1, etc. 1st cathode layer and protection Two-layer structure of the cathode layer, LiF/Ca/Al, NaF/Ca/Al, KF/Ca/Al, RbF/Ca/A1,

A three-layer structure of a first cathode layer, a second cathode layer, and a protective cathode layer such as CsF/Ca/Al, Ba/Al/Ag, KF/Al/Ag, KF/Ca/Ag, and K2C〇3/Ca/Ag. Here, the symbol "/" indicates that the layers are adjacent. Further, the second negative material preferably has a reducing action on the first cathode layer material. Here, the presence/absence of the reduction effect between materials can be estimated, for example, from the bond dissociation energy (Δ fH°) between the compounds. That is, when the material constituting the second cathode layer has a combination of positive bond numbers in the reduction reaction of the material constituting the first cathode layer, 324119 122 201247733 is the material of the second cathode layer for the first cathode layer. The material has a reducing effect. For the dissociation energy of the bond, for example, refer to "Electrochemical Handbook Version 5" (Maruzen, issued in 2000), "The Thermodynamic Database Malt" (Science and Technology Corporation, issued in 1992). As the method for producing the cathode, a known method can be used, and examples thereof include a vacuum evaporation method, a money ore method, an ion plating method, and a film formation method from a solution (a mixed solution with a high molecular binder can be used). When a metal, a metal oxide, a fluoride, or a ruthenium carbonate is used, a vacuum deposition method is often used, and when a conductive metal oxide such as a high-boiling metal oxide, a metal composite oxide, or indium tin oxide (IT〇) is used, Most use sputtering or ion plating. When two or more kinds of metals, metal oxides, fluorides, carbonates, high-boiling metal oxides, metal composite oxides, and conductive metal oxides are used, a co-steaming method, a sputtering method, and an ion are used. Plating method, etc. In the case of metal nanoparticles, metal nanowires, and conductive metal oxide nanoparticles, a film formation method from a solution is often used. In particular, when a low molecular organic compound is formed into a film of a metal or a composition of a metal oxide, a fluoride or a carbonate, a co-evaporation method is applied. The optimum thickness of the cathode varies depending on the material used and the layer structure, and may be selected so that the driving voltage, the luminous efficiency, and the lifetime of the element are appropriate values. Generally, the thickness of the first cathode layer is 〇. 5 nm to 2 〇 nm. The thickness of the protective cathode layer is lOnra to 1 for example, when the second cathode layer is made of Ba or Ca, and when the cathode layer is protected with A1, the thickness of Ba or Ca is preferably 2 to 10 nm. The thickness of A1 is i〇nm. Up to 5 〇〇 nm, Nap or KF is used for the first cathode layer, and A1 is used for protecting the cathode layer. Preferably, the thickness of NaF or KF is from 1 nm to 8 nm 'A1, and the thickness is from 10 nm to 5 Å. 324119 123 201247733 In the electroluminescent device of the present invention, when the cathode is used as the light-transmitting electrode, the visible light transmittance of the protective cathode layer is preferably 40% or more, more preferably 50% or more. The visible light transmittance is obtained by using a transparent conductive metal oxide such as indium tin oxide (ΙΤ0), indium oxide (ΙΖ0), molybdenum oxide or the like as a material for protecting the cathode layer or using gold, silver, copper, or It is achieved that the thickness of the low-resistance metal such as a complex, tin, or the like and the protective cathode layer containing the alloy are 3 〇 nm or less. Further, as the purpose of improving the light transmittance from the cathode side, an antireflection layer can be provided on the protective cathode layer of the cathode. The material for which the refractive index of the antireflection layer is preferably '1.8 S 3.0 ' is a material satisfying the refractive index, and examples thereof include ZnS, ZnSe, and W〇3. The thickness of the antireflection layer varies depending on the material combination, and is usually from 1 Onm to 150 nm. - Insulating layer - The insulating layer of the present invention having an insulating layer having a thickness of 5 nm or less can have a function of improving adhesion to an electrode, improving charge/priming from an electrode, and preventing mixing with an adjacent layer. The material of the above insulating layer may, for example, be a metal fluoride, a metal oxide, an organic insulating material = polymethyl methacrylate or the like. In the case of an electrically-excited element having a thickness of 5 nm or less, an element in which an insulating layer having a thickness = Χ is attached adjacent to the cathode, and an insulating layer having a thickness of 5 nm or less is formed adjacent to the anode is exemplified. . - Other components - The sealing device can have a different color on the opposite side of the substrate sandwiching the light-emitting layer, etc. 324119 124 201247733 filter, pixel drive, etc. The required circuits, wiring, and the like are used to constitute any constituent elements of the display device. - Method of Producing Electroluminescent Device - The electroluminescent device of the present invention can be produced, for example, by sequentially laminating layers on a substrate. Specifically, an anode is provided on the substrate, and a layer such as a hole injection layer and a hole transport layer is provided thereon, and a light-emitting layer is disposed thereon, and an electron transport layer, an electron injection layer, and the like are disposed thereon. An electroluminescent element is fabricated by depositing a layer of a spring cathode thereon. For other manufacturing methods, a cathode may be provided on the substrate, and an electron injection layer, an electron transport layer, a light-emitting layer, a hole transport layer, a hole injection layer, and the like may be disposed thereon, and an anode may be laminated thereon. An electroluminescent element is fabricated. Still other manufacturing methods can be produced by opposing and bonding the anode-substrate in which the layers are laminated on the anode or the anode and the cathode-side substrate in which the layers are laminated on the cathode or cathode. Application of π-electroluminescence element -

A display device can be manufactured using the electroluminescent device of the present invention. The frequency display device has an electroluminescence element as a unit of pixels. The configuration of the pixel unit can be a configuration generally adopted for a display device such as a television, and can be a configuration in which a plurality of pixels are arranged on a common substrate. In the device of the present invention, the pixels disposed on the substrate can be formed in a pixel region of a bank specification. The electroluminescent device of the present invention can be used for a flat or curved device. &lt;Photoelectric conversion element&gt; ^The photoelectric conversion element having the layer containing the (4) polymer compound, for example, a cathode, an anode, a charge 324119 125 201247733 between the cathode and the anode, and the foregoing A layer containing the polymer compound of the present invention between the charge separation layer and the foregoing cathode or the foregoing anode. The photoelectric conversion element of the present invention may have a substrate as an arbitrary constituent element, and may have a structure in which the cathode, the anode, the charge separation layer, the layer containing the polymer compound of the present invention, and any constituent elements are provided on the substrate. In one aspect of the photoelectric conversion element having the layer containing the polymer compound of the present invention, an anode is provided on the substrate, a charge separation layer is laminated thereon, and a layer containing the polymer compound of the present invention is laminated thereon, and then ® Its upper laminate cathode. In other aspects, an anode is provided on a substrate, a layer containing the polymer compound of the present invention is laminated thereon, a charge separation layer is laminated, and a cathode is laminated thereon. In another aspect, an anode is disposed on a substrate, a layer containing the polymer compound of the present invention is laminated thereon, a charge separation layer is laminated, a layer containing the polymer compound of the present invention is laminated thereon, and a cathode is laminated thereon . In other aspects, a cathode is provided on a substrate, and a layer containing the polymer compound of the present invention is laminated thereon, and a charge separation layer is laminated thereon, and an anode is laminated thereon. In other aspects, a cathode is provided on a substrate, and a charge separation layer is laminated thereon, and a layer containing the polymer compound of the present invention is laminated thereon, and an anode is laminated thereon. In another aspect, a cathode is provided on the substrate, and a layer containing the polymer compound of the present invention is laminated thereon, and a charge separation layer is laminated thereon, and a layer containing the polymer compound of the present invention is laminated thereon, and then the upper layer is laminated thereon. Laminated anode. Further, in the aspect, a layer containing the polymer compound of the present invention and a layer other than the charge separation layer may be repeatedly provided. Further, the configuration of the photoelectric conversion element will be described in detail below. 324119 126 201247733 The layer containing the polymer compound of the present invention may be a mixture of a known electron-donating compound and/or an electron-accepting compound, metal nanoparticles, and metal oxide nanoparticles. The method of forming a layer containing a polymer compound may, for example, be a film formation method using a solution containing a polymer compound. In terms of the solvent used for film formation of the solution, it is preferably water, alcohol, ether, ester, carboxylic acid, alkyl group, heterocyclic aromatic compound, mercaptan, sulfide, thioketone, hydrazine, nitrate The solvent having a solubility parameter of 9.3 or more in the solvent of the base compound, the nitrile compound, and the mixed solvent. Examples of the solvent and the dissolution parameter values are as described above. The film forming method of the solution 3 may, for example, be a spin coating method, a die casting method, a micro gravure printing method, a gravure printing method, a bar coating method, a roll coating method, a wire bar coating method, and a filming method. Coating methods such as a coating method, a slit coating method, a lid coating method, a spray coating method, a screen printing method, a flexographic printing method, a lithography method, an inkjet printing method, and a nozzle coating method are used. The thickness optimum of the layer containing the polymer compound may be selected depending on the polymer compound to be used, and it may be selected so that the photoelectric conversion efficiency is a moderate value, and it is preferably from 1 nm to 2, more preferably from 2 nm to 5 Å. More preferably, it is from 2 nm to 200 nm. A photoelectric conversion element having a layer containing the polymer compound of the present invention has a cathode, an anode, and a charge separation layer between the cathode and the anode, preferably between the charge separation layer and the cathode, and at the charge separation layer: cathode The between-position or _ position has the polymer compound: layer, and more preferably has a layer containing the polymerized 324119 127 201247733 compound between the cathode and the charge separation layer. The charge-separating layer having a photoelectric conversion element containing a layer of the polymer compound of the present invention preferably contains an electron-donating compound and an electron-accepting compound. The charge separation layer may contain one type of electron-donating compound and electron-acceptable compound, respectively, or may contain two or more types in combination. Further, the electron-accepting compound and the electron-accepting compound are relatively determined by the energy level of the compounds. The above-mentioned electron-donating compound may, for example, be a d-ratio, an arylamine derivative, a stilbene derivative, a diterpene A-denyl-based diamine derivative, or a conjugated polymer compound. The aforementioned conjugated polymer compound is used. Such as oligothiophene and its derivatives, polydipeptide and its derivatives, polyethylidene oxazole and its derivatives, polydecane and its derivatives, polyoxane derivatives with carbaryl in the side chain or main chain , polyaniline and its derivatives, polypyrrole and bis = biological, poly (phenylene vinyl) and its derivatives, poly (extension of its alkenyl) and its derivatives. &amp; 匕 In the case of the aforementioned electron-accepting compound, for example, _wow, _bio, quinodimethane and its derivatives, benzoquinone and its derivatives, nutrient and its derivatives, brewing and Its derivatives, tetracyano sulphide i dimethyl ketone and its derivatives, biotin ketone derivatives, diphenyldicyanoethylene and its derivatives, biphenyl § 彳亍 彳亍, 8-hydroxyquinoline and its derivatives Metal complex, polyphosphate and its biological, polyquinoxaline and its derivatives, polyfluorene and its derivatives, Ce. Etc.: /T olefins and their derivatives, 2,9-dimercapto-4, 7-di-phenyl-~: phenanthrene derivatives such as bathocuproine, metal oxides such as titanium oxide, and 々C not 324119 128 201247733 Meters and so on. In the case of an electron-accepting compound, it is preferably a oxidized chin, a carbon nanotube, a fullerene, a fullerene derivative, a particularly good one, a fullerene, and a fullerene. The thickness of the charge separation layer is usually from 1 nm to 1 Å Am, preferably from 2 nm to 100 nm, more preferably from 5 nm to 500 nm', and still more preferably from 2 Å to 2 Å. &lt;Manufacturing Method of Charge Separation Layer&gt; The method for producing the charge separation layer may be any method, and examples thereof include a method of forming a film by a vacuum deposition method. For film formation from a solution, a spin coating method, a flooding method, a micro gravure coating method, a gravure coating method, a bar coating method, a sewing method, a wire bar coating method, a dipping coating method, or a spray coating method can be used. Coating method such as method, screen printing method, gravure printing method, flexographic printing method, lithography method, inkjet printing method, dispenser (5), printing method, nozzle coating method, capillary coating method, etc. Coating method, flexographic printing method, gravure printing method, inkjet printing method, dispenser printing method. |# ^1 A photoelectric conversion element having a layer containing the polymer compound of the present invention is passed through. As long as the county plate is an electrode, an organic layer is formed, ...- 卩. As the material for the reduction plate, for example, glass, plastic, a film of a south molecule, and a money can be exemplified. In the case of an opaque substrate, the electrode on the opposite side (i.e., the electrode that is further from the substrate) is preferably transparent or translucent. For example, a conductive metal oxide film, a translucent metal film, or the like can be exemplified as the electrode material of the moon or the translucent. Specifically, a film made of a conductive material such as zinc oxide, tin oxide, or the like, indium, tin, r匕ΙΤ0), indium, zinc, or oxide is used, 324119 129 201247733 ΐΓΓΙ, gold, Platinum, silver, copper, etc. are preferably TM, indium, zinc, and tin. The method for producing the electrode may, for example, be a vacuum plating method, an ion plating method, a plating method or the like. As an electrode material, (4) stupid amines and

An organic transparent conductive film such as m. Further, as the electrode material, a metal, a conductive polymer or the like can be used, and the electrode in the counter electrode is preferably a material having a small work function. For example, lithium, sodium, potassium, rubidium, cesium, magnesium, calcium, strontium, barium, uranium, vanadium, vanadium, rhodium, ruthenium, indium, osmium, iridium, osmium, iridium, mirror, etc., and the like can be used. Two or more alloys, or an alloy of one or more of gold, silver, platinum, copper, lanthanum, titanium, tin, nickel, tungsten, and tin, or a graphite or graphite intercalation compound. The alloy may, for example, be a magnesium-silver alloy, a magnesium-indium alloy, a magnesium-aluminum alloy, an indium-silver alloy, a lithium-aluminum alloy, a lithium-magnesium alloy, a lithium-indium alloy, a calcium-aluminum alloy or the like. As means for improving the photoelectric conversion efficiency, in addition to the layer containing the polymer compound of the present invention, an additional intermediate layer other than the charge separation layer can be used. As the material used as the intermediate layer, an alkali metal such as lithium fluoride, a halide of an alkaline earth metal, an oxide or the like can be used. Further, examples thereof include fine particles of an inorganic semiconductor such as titanium oxide, pED〇T (a poly- 3, 4-ethylhexyloxy sinter), and the like. &lt;Application of the element&gt; A photoelectric conversion element having a layer containing the polymer compound of the present invention can be used as an organic thin film solar cell by irradiating light such as sunlight from a transparent or translucent electrode to generate a photovoltage between the electrodes. It can be used as an organic thin film solar cell module by accumulating a plurality of organic thin film solar cells. 324119 130 201247733 Further, in a state where a voltage is applied or not applied between electrodes, light is irradiated from a transparent or translucent electrode, and a photocurrent flows to act as an organic photosensor. It can be used as an organic image sensor by accumulating a plurality of organic photo sensors. &lt;Solar Cell Module&gt; The organic thin film solar cell can adopt substantially the same module structure as the conventional solar cell module. In general, a solar cell module is formed on a substrate of a metal, a ceramic, or a ceramic substrate, and is covered with a resin or a glazing material to cover the light from the opposite side of the support substrate. However, a transparent material such as tempered glass may be used for the support substrate, and the structure may be configured to obtain light from the base side of the transparent support. Specifically, a module structure in which a super-straight type &gt; ^^M (sub_straight), a pelting type module structure, an amorphous stone solar power system, and the like are known is known. Structure, etc. The organic thin film sun t of the present invention can also select a suitable molded zero structure depending on the purpose of use, the place of use and the environment. A representative ultra-straight or sub-straight module is a flat element disposed at a certain interval between support substrates that are transparent on one side or both sides and subjected to anti-reflection treatment, and phase (four) units are mutually connected via metal wires or flexible The wiring or the like is connected and the collector electrode is disposed on the outer edge portion to take out the generated electric power to the outer structure. Between the substrate and the unit, various types of plastic materials such as acetonitrile-acetic acid ethyl acetate (EVA) may be used in the form of a film or a filled resin for the purpose of (iv) unit or lifting current efficiency. In addition, when it is used in a place where the surface of the 324li9 131 201247733 is not covered with a hard material, such as a small impact from the outside, the surface protective layer is formed of a transparent plastic film, or the protective resin is hardened to provide a protective function. Remove the support substrate on one side. The periphery of the support substrate is fixed in a sandwich shape by a metal frame in order to secure the internal seal and the rigidity of the module, and the support substrate and the frame are sealed with a sealing material. Further, if a flexible material is used for the unit itself, the support substrate, the filler, and the sealing material, the solar cell can be formed on the curved surface. When a solar cell of a flexible support such as a polymer film is used, a unit is sequentially formed while feeding a roll-shaped support, and after cutting to a desired size, the peripheral portion is sealed with a flexible and moisture-proof material. The battery body can be made. Further, a module structure called "SCAF" described in Solar Energy Materials and Solar Cels, 48, p383-391 can be used. Further, the solar cell using the flexible support can be used after being fixed to a curved glass or the like. (Examples) Hereinafter, the present invention will be specifically described based on examples and comparative examples, but the present invention is not limited to the following examples. The weight average molecular weight (Mw) and the number average molecular weight (Μη) of the south molecular compound are determined by gel permeation chromatography (Gpc) (manufactured by T〇s〇H Co., Ltd.: HLC-8220GPC), and converted into the weight of polystyrene. The average molecular weight and the number average molecular weight are obtained. Further, the sample to be measured was dissolved in tetrahydrocyanate so as to have a concentration of about 5% by weight, and L was injected into GPC. Further, tetrahydrofuran was used as a mobile phase of GPC, and flowed at a flow rate of 〇 5 mL/min. Structural analysis of polymer compounds by using 324119 132 201247733

The 300-MHz NMR spectrometer manufactured by Varian Co., Ltd. was analyzed by j-NMR. Further, the sample was dissolved in a soluble heavy solvent (a solvent in which a hydrogen atom in a solvent molecule was substituted with a heavy hydrogen atom) so as to have a concentration of 20 mg/mL. [Example 1] Synthesis of Compound A After the gas in the reaction vessel was made into a gas atmosphere, '5-gly-2 - refluxed with levulinic acid (92.85 g), ethanol (1140 mL), and concentrated sulfuric acid (45 mL) was refluxed. After 48 hours, concentrate under reduced pressure, and then add acetic acid (100 mL), and wash the organic layer with water and 1% by weight of sodium carbonate solution. The organic layer was dried over anhydrous sodium sulfate (MgSO4). Ο

Compound A

[Example 2] • Synthesis of Compound B: After reacting the inside of the reaction vessel into an air-gas atmosphere, 'Compound A (95 Og), boranoic acid pinacol ester (108. 5 g), [1, 1' - double (two Phenylphosphino)ferrocene] Digas (Π) Digas broth Additive (3.3 g), 1,1'-bis(diphenylphosphino)ferrocene (2.2 g), acetic acid Potassium (117. 2 g) and 1,4-dioxin (i.3L) were stirred at 105 ° C for 22 hours, and the resulting reaction mixture was filtered and washed with dioxane and benzene. The filtrate was concentrated under reduced pressure, and ethyl acetate was added and washed with saturated brine. The organic layer was dried over anhydrous sodium sulfate. The obtained crude product was purified by hydrazine gel column chromatography to give Compound B (90. lg ' 308 mmol).

[Example 3] Synthesis of Compound C

After making the inside of the reaction vessel into a nitrogen atmosphere, Compound B (60. 〇lg), 1,4-dibromo-2-iodobenzene (111.61 g, using Angew. Chem. Int. Ed. 2008, p. 888-890 The method described was synthesized), hydrazine (triphenylphosphine) palladium (0) (12.32 g), silver carbonate (84.95 g), and tetrahydrofuran (1200 mL) were mixed at 65 ° C for 11 hours, and the resulting reaction mixture was filtered. And washed with tetrahydrofuran and toluene. The filtrate was concentrated under reduced pressure and purified by silica gel column chromatography to afford Compound C (36. 82 g). 〇

[Example 4] Synthesis of Compound D After the inside of the reaction vessel was brought to a nitrogen atmosphere, Compound C (2. 0 g), 2-[2-(2-decyloxyethoxy)ethoxy]ethyl -Toluenesulfonate 324119 134 201247733 (17·8g), dimethyl decylamine (370mL), potassium carbonate (18·31g), and 1,4,7,10,13,16-hexahydroheterocycle Octadecane (also referred to as "18-crown-6") (2.30 g) was stirred at 95 ° C for 14 hours, and water was added to the obtained mixture and extracted with ethyl acetate. The organic layer was washed with brine and dried over anhydrous sodium sulfate. *H NMR (400MHz, CDCh, rt) (5 (ppm) 1.38 (3H), 3.38 (3H), 3.55 (2H), 3.62-3.71 .(4H), 3.78C2H), 3. 93 (2H), 4 . 25 (2H), 4. 36 (2H), 7.04 (1H), 7.32 (1H), 7.44-7.53 (3H), 7.80 (1H). 〇

® [Example 5] Synthesis of Compound E After the reaction vessel was purged with nitrogen, 2,7-dibromo-9-fluorenone (121. 9 g), catechol (883. lg), 3-酼Propionic acid (4.87 g) and concentrated sulfuric acid (18.4 g) were mixed and stirred at 125 ° C for 2 hours. The resulting mixture was allowed to cool, and the resulting solid was added to ice water to be filtered and separated. The obtained solid was dissolved in ethanol, and the solid obtained by adding the ethanol solution to hexane was filtered and separated to give Compound E (168. lg). 324119 135 201247733

[Example 6] Synthesis of Compound F After the reaction was carried out under a nitrogen gas stream, 'Compound E (13 8), • 2_[2-(2-methoxyethoxy)ethoxy)ethyl The mixture was mixed with hydrazine sulfonate (408.6 g), potassium carbonate (358.5 g), and acetonitrile (2.5 L), and heated under reflux for 3 hours. After allowing to cool, the obtained reaction mixture was filtered and separated, and the filtrate was concentrated under reduced pressure and purified by silica gel column chromatography to afford compound ρ (109.4). H3c(oh2ch2c)3o^〇(CH2ch2o&gt;3ch3

^ Compound F

[Example 7] Synthesis of Compound G After the inside of the reaction vessel was made into a nitrogen atmosphere, Compound F (1〇12g), boronic acid pinacol ester (53. Ig), bis(diphenylphosphino)ferrocene a gas (II) monochloromethane complex (3.7 g), 1,1'-bis(diphenylphosphino)ferrocene (5.4 g), potassium acetate (90.6 g), and diterpenoid The alkane (9 〇〇 mL) was mixed and heated at 110 ° C and heated to reflux for 8 hours. After the mixture was allowed to cool, the obtained reaction mixture was filtered, and the filtrate was concentrated under reduced pressure and purified by silica gel column chromatography to afford compound 324119 136 201247733.

H3C(OH2CH2C}30 . / 'Ssi^s'0(CH2CH2〇)3CH3 Compound G

[Example 8] Synthesis of polymer compound A

After φ is made into an argon atmosphere in the reaction vessel, compound G (1.09 g), compound D (〇41 g), dichlorobis(triphenylphosphine)palladium (1.1 mg), vaporized methyltrioctyl group Ammonium (manufactured by Aldrich, trade name Aliquat 336 (registered trademark)) (8 mg), terpene (18 mL), and 2 mol/L sodium carbonate aqueous solution (2 mL) were stirred at 10 ° C for 23 hours, and then phenylboric acid (37 mg) was added. ), stirring at 105 ° C for 6 hours. Water was added to the obtained reaction mixture and stirred, and the organic layer was concentrated under reduced pressure to give polymer compound L (1.26 g). The number average molecular weight of the polymer compound L converted to polystyrene is 8χ1〇3. The polymer Φ compound Α contains a structural unit represented by the formula (Α).

0(CH2CH2〇)3CH3 Bucooch2ch3 [Example 9] Synthesis of the polymer compound A of the planing salt (conjugated polymer compound 1) 324119 137 201247733 After the inside of the reaction vessel was made into an argon atmosphere, the polymer compound a ( 0.20 g), tetrahydrofuran (i3 mL), methanol (6 mL), hydrogen peroxide monohydrate (40 mg), and water ((4) were mixed at 7 Torr for 4 hours, and the obtained reaction mixture was concentrated under reduced pressure. The solid was filtered, and the solid was dried to obtain a total of a polymer compound 1 ((1. 9 g). The conjugated polymer compound i contained a structural unit represented by the formula (B).

[Reference Example 1] Synthesis of polyamine phthalate sodium salt (non-conjugated polymer compound hydrazine) After the inside of the reaction vessel was placed in a nitrogen atmosphere, 1,3-butanediol (1.0 g, dibutyltin dilaurate) was added. (7.5 mg) and dimethylolpropionic acid (〇5 g) φ were placed in a 1 mL flask, DMF (50 mL) was added, and stirred at 90 ° C for 30 minutes. Thereafter, isophorone diisocyanate (3.3 g) was added and heated at 9 (TC for 3 hours. The solution containing the polymer compound transferred at this stage was subjected to GPC measurement according to the above method, and the molecular weight of the polymer compound was measured. The number average molecular weight converted to polystyrene is 1.9χ103, and the weight average molecular weight converted to polystyrene is 3.0xl〇3. Thereafter, the temperature of the obtained reaction liquid is lowered to 60 C, and a hurricane oxide nano-aqueous solution is added. Neutralization. After 1 hour of compounding, the solvent was decanted from the reaction solution to obtain a white solid (2.0 g). The obtained white solid was referred to as non-copolymer compound 1. Further, non-conjugated

324119 138 S 201247733 Polymer Compound 1 contains a structural unit represented by formula (c)

PH3H2H 9 h2h2H 9 C N-C-O-c -c-C· ch3 3 H3C CH3 COONa (C) [Example 10] Production of electroluminescent element 1

The hole injecting material solution was applied onto a film-patterned ΙΤ0 anode (thickness: 45 nm) on the surface of the glass substrate, and the hole injection layer was formed into a film by a spin coating method so as to have a thickness of 60 nm. The glass substrate on which the hole injection layer was formed was heated in a nitrogen atmosphere at 200 ° C for 10 minutes to insolubilize the hole injection layer. The substrate was naturally cooled to room temperature to obtain a substrate on which a hole injection layer was formed. . In this hole injection material solution, AQ-1200 of a poly-β plug-and-acid-based hole injection material obtained from Plextronics was used. Next, the hole transporting polymer material is mixed with xylene. A composition for forming a hole transport layer containing φ of 0.7% by weight of a hole transporting polymer material was obtained. Here, the hole transporting polymer material was synthesized by the following method. After the gas in the reaction vessel is made into an inert gas atmosphere, 2,7-dibromo-9,9-di(octyl) (1.4), 2,7-bis (4,4,5,5-four) Mercapto-1' 3,2-dioxaborolan-2-yl)-9,9-di(octyl) (6.4 g), anthracene, fluorene-bis(4-bromophenyl) -Ν', Ν, bis(4-butylphenyl)-1,4-phenylenediamine (4. lg), bis(4-bromophenyl)benzocyclobuteneamine (〇. 6g) , 324119 139 201247733 tetraethylammonium hydroxide (1.7 g), palladium acetate (4.5 mg), tris(2-decyloxyphenyl)phosphine (0.03 g), hydrazine (i〇〇mL) mixed The resulting mixture was at 1 Torr.加热 Stir and heat for 2 hours. Next, phenylboric acid (〇6 g) was added, and the resulting mixture was stirred for 10 hours. After allowing to cool, the aqueous layer was removed, and aqueous sodium diethyldithiocarbamate solution was added and stirred, and then the aqueous layer was removed, and the organic layer was washed with water and a 3% by weight aqueous acetic acid solution. The organic layer was poured into decyl alcohol to precipitate a solid, and the filtered solid was again dissolved in toluene, and passed through a solution of tantalum and alumina. The solution of the dissolved terpene containing solid was recovered, and the recovered toluene solution was poured into methanol to precipitate a solid. The solid of the sink was filtered and dried under vacuum at 5GC to obtain a hole transporting polymer material. The weight-average molecular weight of the material of the hole transporting knives converted to polystyrene is 3. OxlO5 ° The composition for forming a hole transport layer is applied to the substrate on which the hole injection layer obtained as described above is formed by spin coating. The hole was injected into the layer to obtain a coating film having a thickness of 20 nm. The substrate provided with the coating film was heated at 180 C for 60 minutes in a nitrogen atmosphere to insolubilize the coating film, and then naturally cooled to room temperature to obtain a substrate on which the hole transport layer was formed. The splicer's luminescent polymer material was mixed with diterpene benzene to obtain a composition for forming a light-emitting layer containing 1.4% by weight of a luminescent polymer material. Here, the luminescent polymer material was synthesized by the following method. After the inside of the reaction vessel is made into an inert gas atmosphere, 2,7-dimo-9,9-di(octyl)phosphonium (9. 〇g), N,N,_bis(4-bromophenyl)_N, N, _bis(4_t-butyl-2'6-dimethylphenyl) 14_phenylene diamine (1., 27_double (^' 4' 5' 5 tetradecyl 3, 2~Dioxaborolane-2-yl)_9, 9-324119 140 201247733 Di(4-hexylphenyl)g (13.4g), tetraethyl hydroxide (43 〇g), acetamidine Palladium (8 mg), bis(2-methoxyphenyl)phosphine (〇. 〇 5 g), and toluene (2 〇〇乩) were mixed 'The resulting mixture was 9 Torr. (: Heated for 8 hours.) Phenylboronic acid (0.22g) was added, and the resulting mixture was dropped for 14 hours. After cooling, the aqueous layer was removed, and the aqueous solution of sodium diethyldithiocarbamate was added and stirred to remove the aqueous layer. The organic layer is poured into methanol to precipitate the solid, and then the solid precipitated is dissolved again in the benzene, and the solution is passed through the column of Shixia and Oxidation. The solution is recovered, and the recovered toluene solution is injected into the solution. The solid is precipitated, and the precipitated solid is dried in vacuo at 5 (rc to obtain a luminescent polymer material (12.5) g. The weight of the obtained luminescent polymer material is converted into polystyrene by gel permeation chromatography. The average molecular weight was 3.1χ1〇5. The composition for forming a light-emitting layer was applied onto the hole transport layer of the substrate on which the hole transport layer obtained above was formed by a spin coating method to obtain a coating film having a thickness of 80 nm. The substrate provided with the coating film was heated in a nitrogen atmosphere at 13 Torr and φ ° C for 10 minutes to evaporate the solvent, and then naturally cooled to room temperature to obtain a substrate on which a light-emitting layer was formed. 1 was mixed to obtain a solution containing a total of 2% by weight of the total molecular compound 1. The solution was applied onto the light-emitting layer of the substrate on which the above-mentioned obtained light-emitting layer was formed by a spin coating method to obtain a coating film having a thickness of 10 nm. The substrate provided with the coating film was heated at 130 C for 10 minutes in a nitrogen atmosphere to evaporate the solvent, and then naturally cooled to room temperature to obtain a substrate on which a layer containing a conjugated polymer compound ruthenium was formed. The base 324119 141 201247733 containing the layer of the conjugated polymer compound 1 obtained above was inserted into a vacuum vapor deposition apparatus, and A1 was formed into a film of 80 nm on the layer by a vacuum deposition method to form a cathode, thereby producing a laminated structure 1. The laminated structure 1 obtained above was taken out from a vacuum apparatus, and sealed with a two-liquid mixed epoxy resin in a nitrogen atmosphere to obtain an electroluminescent device 1. [Comparative Example 1] Production Example of Electroluminescent Device C1 In the same manner as in Example 10 except that the layer containing the conjugated polymer compound 1 was not formed and the cathode was directly formed, the electroluminescent device C1 was obtained. [Comparative Example 2] Preparation of Electroluminescent Device C2 In the same manner as in Example 10 except that the non-conjugated polymer compound 1 was used instead of the conjugated polymer compound 1, the electroluminescent device C2 was obtained. φ [Measurement] A forward voltage of 10 V was applied to the electroluminescent devices 1, Cl, and C2 obtained above, and the luminance and the luminous efficiency were measured. The results are shown in Table 1. 324119 142 201247733 [Table 1] Cathodoluminescence luminance (cd/m2) of polymer compound Luminous efficiency (cd/A) Example 10 (electroluminescence device 1) Conjugated polymer compound 1 A1 153. 6 1.12 Comparative Example 1 ( Electroluminescent device C1) None A1 1. 50 0. 01 Comparative Example 2 (Electroluminescent device C2) Non-conjugated polymer compound 1 A1 0. 74 0. 01

[Simple description of the diagram] None. [Main component symbol description] None. 143 324119

Claims (1)

201247733 VII. Patent application scope: 1. An electronic device having a layer containing a polymer compound as a charge injection layer and/or a charge transport layer, the polymer compound having a structural unit selected from the formula (1) and a formula (14) a structural unit of more than one of the group of structural units shown; R1 (R2W (1) In the formula (1), R1 represents a group represented by the formula (2) or the formula (3), and R2 represents a group represented by the formula (4). -R3 m2 represents an integer from 1 to 3; when R2 has a plurality of plural, it may be the same or different; the hydrogen atom in the formula (1) may be substituted by a substituent other than R1, κ2) { (Q1) nl - Y1 ( M1) al (ζ Μ b 1 J m3 (2) (In the formula (2), R represents a single bond or a (l+m3) valence organic group which may have a substituent, and Q1 represents a divalent organic group, and represents -C 〇2, -s〇3-, -s〇2-, _p〇32j_B(Ra)3-, M represents no metal cation, or represents an ammonium cation which may have a substituent, and represents F, C1, Βγ-, Γ 〇H-, B(Ra)4-, Ras〇3_, Rac〇〇_, 324119 201247733 ci〇-, ci〇2'c1〇3,, ci P〇43- ' HP〇42- &gt; H2p〇 - , CN, N〇3, s〇42—, HS〇4-, _H2P〇4, BF, or PFV, nl is not an integer greater than 0, and the charge of the base is selected as A carbon atom having 1 to 30 carbon atoms having a substituent, a subunit of 6 to 50, a pit group or an R group having no substituent, the carbon may have a substituent 1 group 6 W0 The aryl group, the alkyl group or the oxime; ... represents an integer on 1 U; but when 'R3 is a single bond, m3 represents Q1, Y1 , M1, z1, and n1 1 are the same or different. When there are multiple numbers of Lb1, Y2 (M2) a2 (Z2) bz} -R4- { (Q2) n: 3) (in equation (3), 'There is no single bond or a (1+m4) valent organic group which may have a substituent, Q represents a divalent organic group, Y2 represents a carbocation, an ammonium cation or a phosphonium cation, and is distinguished from '% ion CO-MC^Fc; Cr'Br'r'〇r'B(Rb)-RbS〇-^00-^ P(), 2 2Wunim P〇4, HP〇4, H2p〇4-, BF4- or PFV, Z2 represents a metal cation, Or, it may represent a cation of 324119 2 201247733 which may have a substituent, n2 represents an integer of 0 or more, a2 represents an integer of 1 or more, and b2 represents an integer of 0 or more; however, a2 and b2 are represented by the formula (3). The base charge is selected as 0; Rb represents an alkyl group having 1 to 30 carbon atoms which may have a substituent or an aryl group having 6 to 50 carbon atoms which may have a substituent, and m4 represents an integer of 1 or more; When R4 is a single bond, m4 represents 1; when Q2, Y2, Μ2, Z2, n2, a2, and b2 have a plurality of plural, they may be the same or different) -R5- { (Q3) n3-Y3} m5 ( 4) (In equation (4), R5 represents a single bond or a (l+m5)valent organic group having a substituent, Q3 represents a divalent organic group, Y3 represents a cyano group or a group represented by any one of the formulae (5) to (13), n3 represents an integer of 0 or more, and m5 represents An integer of 1 or more; however, when R5 is a single bond, ιη5 represents 1; when Q3, Y3, and n3 have a plurality of plural, they may be the same or different) - Ο - (R' O) a3 - R' ' ( 5) -R&quot;,-0 wa3(5) 324119 3 11) 201247733 -s- (R,S) “-R,, (7) (8) (9) (1 3) —C (=0) - (R' a C (=0) ) a4-R,, -C (=S) - (R' - C (=S) ) a4 -R,, -N { (R')a4R',} 2 (10) — C ( = 0) O—(R' - C (=0) O) "一r,, -C ( = 0)0_ (R,O) "-R,, (i 2) -NHC (=0) - (R* NHC (=0) ) a4-R&gt; (In the formulae (5) to (13), R' represents a divalent hydrocarbon group which may have a substituent, R'' represents a hydrogen atom, a monovalent hydrocarbon group which may have a substituent, a carboxy group, a sulfonic acid group, a hydroxyl group, a fluorenyl group, a -NRC2 group, a cyano group or a _C(==〇)nr, and a soil, R''' a trivalent hydrocarbon group which may have a substituent, a3 represents an integer of 1 or more 'a4 represents an integer above 〇, and Rc represents a carbon atom which may have a substituent 丨 to Μ. The number of carbon atoms which may have a substituent is 6 to 5 〇 Of aryl, soil 4 and R''' each have a plurality of; 'for the same or different) (In the formula (4), R6 represents a group represented by the formula (15) or the formula (16), and R7 represents a group represented by the above formula (4), an integer of ... w king d, and may be the same when plural Or different; formula ((4)t 4 atoms can be (4) 6, extracardiac substituents take 324119 4 (15) (15) 201247733 — R8—{(Q1)n1-Y1(M1)a1(Z1)b1}m8 «Q3 n3-Y3}m9 (In the formula (15), R8 represents a (1+m8+m9) valence organic group which may have a substituent, Q, Q, Y, Υ3, Μ1, Z1, nl, n3, al and bl It is synonymous with the above, m8 and m9 each independently represent an integer of 1 or more, and when Q1, Q3, Y1, γ3, M1, z1, nl, n3, al, and bl have plural numbers, they may be the same or different) -f—{(Q2)n2-Y2(M2)a2(Z2)b2}m1〇I , (16) {(QVv3}mn (in the formula (16), the R table cannot have a substituent (1+mlO+ Mll) valence organic group, Q, Q, Y, Y3, Μ2, Z2, n2, n3, a2 and b2 are synonymous with the above, ml〇 and mil respectively represent integers above 丨; Q, Q, Y, γ3 When M2, Z2, n2, n3, a2, and b2 have multiple numbers, they may be the same or different. 2) For example, the scope of patent application in March is i The electronic device according to the invention, wherein the high-component f compound has a structural unit represented by the formula (17); (R1〇)mi2\-Ar1—X (17) (in the formula (17), 324119 201247733 Ar1 represents a (2+ml2) valent aromatic group having a substituent or a (2+ml2) valent aromatic amine residue which may have a substituent * R1Q represents a group represented by the above formula (4), and ml2 represents an integer of 1 or more; In the case of a plurality of R1(), the electronic device according to the first or the second aspect of the invention, wherein the layer-containing electron injecting layer containing the polymer compound and/or Or an electron transporting layer. The electronic device according to any one of claims 1 to 3, which is an electroluminescent device. 5. A polymer compound having: selected from the group consisting of (1) One or more structural sheets of the group shown in the structural unit and the structural unit represented by the formula (14) (R2)m2 (In the formula (1), R1 represents a group represented by the formula (2) or the formula (3), R2 represents a group represented by the formula (4), m2 represents an integer of 1 to 3; and R2 has a plurality of In the case of the same or different; the hydrogen atom in the formula (1) may be substituted by a substituent other than R1, R2) 324119 6 201247733 (M1) a 1 (z1) bl} m3 (2) (In the formula (2), R3 represents a single bond or a (l+m3) valent organic group which may have a substituent, Q1 represents a divalent organic group, and γ1 represents - Νν, -s〇3, -s〇2, -p〇32- or -B(Ra)3_, M represents a metal cation' or an ammonium cation which may have a substituent, Ζ1 means Γ, Cl-, Br_, Γ, OH-, B (Ra v, RaS〇r, RaC00-, CIO, Cl〇2—, CUV, CUV, SCN-, CN_, Ν0Γ, S〇42-, HSOr , P〇43—, ΗΡ0Λ, Η2ΡΟΓ, BFr or PF6—, nl represents an integer of 0 or more, al represents an integer of 1 or more, and bl represents an integer of 〇 or more; however, al and bl are represented by the formula (2) The charge of the group is selected as the mode of the oxime; ΙΓ represents an alkyl group having 1 to 30 carbon atoms which may have a substituent or an aryl group having 6 to 50 carbon atoms which may have a substituent, and 1 represents a carbon which may have a substituent An alkyl group having 1 to 30 atoms or an aryl group having 6 to 50 carbon atoms which may have a substituent, and m3 represents an integer of 1 or more; however, when R3 is a single bond, m3 represents 1; qi, γ1, Μ1, Z1 When nl, al, and bl have multiple numbers, they may be the same or different. -R4_ { (Q2) n2-Y2 (M2) a2 (Z2) b2} m4 (3) (in equation (3), R4 A spiro single bond or a (l+m4) valence organic group which may have a substituent, 324119 7 201247733 Q2 represents a divalent organic group, Y2 represents a carbocation, an ammonium cation, a scale cation, a phosphonium cation or a phosphonium cation, and M2 represents F, Cr, Br—, r, 〇r, B (RbV, RbS〇3_, RbCO (T, CIO—, C1 (V, C1 (V, C1 (V, SCN—, CN_, NO, S〇42-, HS〇r, P〇43_, ΗΡ0Λ, Η2Ρ0Γ, BFr or PFr, Z2 represents a metal cation, or an ammonium cation which may have a substituent, N2 represents an integer of 0 or more, a2 represents an integer of 1 or more, and b2 represents an integer of 0 or more; a2 and b2 are selected such that the charge of the group represented by the formula (3) becomes 0; and Rb represents a substitution. An alkyl group having 1 to 30 carbon atoms or an aryl group having 6 to 50 carbon atoms which may have a substituent, and m4 represents an integer of 1 or more; however, when R4 is a single bond, m4 represents 1; Q2, Y2 Μ2, Z2, n2, a2, and b2 each may have the same or different numbers. -R5- { (Q3) n3-Y3} ms (4) (In equation (4), R5 represents a single bond or a (l+m5) valent organic group which may have a substituent, Q3 represents a divalent organic group, Y3 represents a cyano group or a group represented by any one of the formulae (5) to (13), and n3 represents an integer of 0 or more, 324119 8 201247733 m5 denotes an integer of 1 or more; denotes!; when κ is a half-key, the same or different) When Q3, Υ3, and π3 have a plurality of numbers, (6) -S- (R,S) e4-R ,,(7) (8) (9) -C (=0) - (R, -c (=〇) , _C (=S) - (R,_c (=s)) a4 , :N i (R* ) a4R&gt; * } 2 (l〇)- R -C (^=0) 〇- (R&gt; 〇) R, , a4 R -NHC (=〇) - (R&gt; N^c (== 2) 3) (In the formulae (5) to (13), R' represents a divalent hydrocarbon group which may have a substituent 'R'' represents a hydrogen atom, may have a substituent, and may be a valence-based fluorenyl group, a thiol group, Milky base, _NR%, cyano L〇) milk, soil, R''' represents a trivalent hydrocarbon group which may have a substituent, and 2 a3 represents an integer of 1 or more to represent (an integer on Ux, 』=, alkenyl a sulphur group having an atomic number of 1 to 30 or an aryl group having a substituent of 6 to 5 Å, D» . D» * η τ\9 ^ ·. R6 (14) 324119 9 201247733 (In the formula (14), R6 represents a group represented by the formula (15) or the formula (16), R7 represents a group represented by the above formula (4), and m7 represents an integer of 0 to 3; When R has a plurality of plural, it may be the same or different; the hydrogen atom in the formula (14) may be substituted by a substituent other than R6 and R7) -R8 - {(Q1)nrY1(Mi)al(2i)bl}m8 {(Q3)n3-Y3&gt;m9 ^ (In the formula (15), ^ represents a (l+m8+m9) valent organic group which may have a substituent, and Q, Q, Y, Y, Μ1, Z1, nl, n3, al and bl represent the same as the foregoing, m8 And m9 independently represent an integer of 1 or more, and Q1, Q3, Y1, Y3, Μ1, Z1, nl, n3, al, and bl each have a plurality of 'may be the same or different) - {(Q2)n2 -V2(M2)a2(Z2)b2}m1〇I , (16) {(Q3)n3-Y3}m11 (In the formula (16), R9 represents a (1+ml〇+mll) valence which may have a substituent The organic group, Q2, Q3, Y2, Y3, Μ2, Z2, n2, n3, a2 and b2 are synonymous with the above, and mlO and mil each independently represent an integer of 1 or more; Q2, Q3, Y2, Y3, Μ2, Z2 , n2, n3, a2, and b2 each have 324119 10 201247733 when plural, they can be the same or different). 6. The polymer compound according to claim 5, wherein the structural unit represented by the formula (17); / (R1〇)m12\ (17) (in the formula (17), Ar1 represents a (2+ml2) valent aromatic group of a substituent or a (2+ml2) valent aromatic amine residue which may have a substituent, R1() represents a group represented by the above formula (4), and ml2 represents an integer of 1 or more. ; When R1() has multiples, it can be the same or different). 7. An organic compound represented by the following formula (18); (R12)m14 (In the formula (18), R11 represents a group represented by the formula (2) or the formula (3), or a group represented by the formula (19) or the formula (20), and R12 represents a formula (4). In the formula, ml4 represents an integer of 1 to 3, and X1 and X2 each independently represent a group related to condensation polymerization; 324119 11 201247733 When R12 has a plurality of plural, it may be the same or different; the hydrogen atom in the formula (18) may be Substituted by a substituent other than fi, Ri2) -R3- { (QX) ηΐ-γ1 (M1) ai (zl) bi} (8) (In the formula (2), R3 represents a single bond or may have a substituent (1+ M3) valence organic group, Q1 represents a divalent organic group, Y1 represents -C〇2_, -S〇3-, -S〇2·, -P〇32- or -W)3-, M represents no metal cation, Or an ammonium cation which may have a substituent, Ζ1 represents Γ, cr, Br_, Γ, OH-, B (Ra v, RaS〇3-, RX00-, CIO, Cl〇2, Cl〇3, Cl〇4, SCN., CM-, N〇3., s〇42-, HS〇4_, P〇43·, HP〇42—, H2P〇4-, BFr or PF6-, nl represents an integer above 〇, and al represents 1 The above integer, bl represents an integer above 〇; however, al and bl are such that the charge of the group represented by the formula (2) becomes The manner of selecting 1; represents an alkyl group having 1 to 30 carbon atoms which may have a substituent or an aryl group having 6 to 50 carbon atoms which may have a substituent, and Ra represents a carbon number of 1 to 3 which may have a substituent An alkyl group of hydrazine or an aryl group having 6 to 50 carbon atoms which may have a substituent, m3 represents an integer of 1 or more; and when 'R3 is a single bond, m3 represents 1; q1, γ1, Μ1, Z1, nl, al When there are multiples of bl, they may be the same or different. 324119 12 201247733 —R 4 - { (Q 2) n 2 — Y2 (M2) a 2 (Z 2) b 2 } m4 (3) In (3), R4 represents a single bond or a (1+m4) valent organic group which may have a substituent, Q2 represents a divalent organic group, and Y2 represents a carbocation, an ammonium cation, a scale cation, a phosphonium cation or a phosphonium cation, M2 represents F—, Cl_, Br_, Γ, OH-, B (Rb V, RbS (V, RbC0 (T, CUT, C1 (V, cior, CUV, SCN-, CN-, N〇3', S〇) 42-, HSOr, PO43-, ΗΡ0Λ, Η2Ρ0Γ, BFr or PF6_, Z2 represents a metal cation or an ammonium cation which may have a substituent, n2 represents an integer of 0 or more, a2 represents an integer of 1 or more, and b2 represents 〇 or more. An integer; a2 and b2 are selected in such a manner that the charge of the group represented by the formula (3) is 〇; Rb represents an alkyl group having 1 to 3 Å of carbon atoms which may have a substituent or may have a substituent &lt; An aryl group having 6 to 50 carbon atoms, and ra4 represents an integer on 1 ιχ; however, when R4 is a single bond, 龃 represents 1; Ο2, γ2, M2, 72 y Z, n2, a2, and b2 each have a complex number , may be the same or different) - R13 - ((q4WY\is (19) (in the formula (19) 'Rl3 is not a single 鏠 or may have a substituent (l + ml5) valence organic group, 324119 13 201247733 Q4 represents a divalent organic group, Y4 represents -C〇2fr, -S〇3ir, -S〇2Rx, -Ρ〇3〇Γ)2 or -B(RX)2, n4 represents an integer of 0 or more, and Rz represents hydrogen. Atom, can have a substitution Number of carbon atoms or an alkyl group of 1 to 30 carbon atoms having a substituent of aryl of 6 to 50, ML5 represents an integer of 1; provided that, when R13 is a single bond, ML5 shown in Table 1; When Q4, Y4, n4, and Rx have a plurality of plural, they may be the same or different) - R14 - «Q5WY5} m16 (20) (In the formula (20), R14 represents a single bond or may have a substituent (l +ml6) valence organic group, Q5 represents a divalent organic group, Y5 represents a halogenated alkyl group, a halogen atom, -N(R5)2, -P(R5)2, or -SR5, n5 represents an integer of 0 or more, and R5 represents a hydrogen atom, an alkyl group having 1 to 30 carbon atoms which may have a substituent or an aryl group having 6 to 50 carbon atoms which may have a substituent, and ml6 represents an integer of 1 or more; however, when R14 is a single bond, ml6 represents 1 ; Q5, Y5, n5, R5 can have the same or different when there are multiples. -R5- { (Q3) n3-Y3} m5 (4) (In equation (4), R5 represents a single bond or can have Substituent (l+m5) valence organic group, 324119 14 201247733 Q3 represents a divalent organic group, γ3 represents a cyano group or a beauty represented by any one of the formulae (5) to (13), and n3 represents an integer of 0 or more, m5 An integer representing 1 or more · 'only, when R5 is a single bond, 祁 indicates When there are multiple numbers of Q3, Y3 and n3, one - (R, 〇) (5) may be the same or different) a 3 (6) -S' (R* S) a4-R&gt;&gt; (7) -C (=〇) — (R, a c () , -C (=s) - (R. _c (=s ^ l,, U(R;)"R,,}2 (Vo)84 -C (=〇) o- (R&gt; _c (= , -c (==〇) 〇- (R. 0) a4(1 ^ _NHC ( = 0) ~ (R, NHC (=〇) ) a4 — R, (in equations (5) to (13), (8 (9 R' represents a divalent hydrocarbon group which may have a substituent, R'' represents a hydrogen atom, a monovalent hydrocarbon group which may have a substituent, a carboxyl group, an acid group, a hydroxyl group, a county, a Ca2, a cyano group or a -C(=0) The ship, R''' represents a trivalent hydrocarbon group which may have a substituent, the heart represents an integer of 1 or more, a4 represents an integer above 〇, and the carbon of the R table may not have a substituent; The number of 30 decyl rings may have an aryl group having 6 to 5 carbon atoms, and when R R and R have a plurality of plural, they may be the same or different. 324119 15 201247733 8. A method for producing a polymer compound containing a structural unit represented by the formula (1), comprising polymerizing an organic compound represented by the formula (18A) to obtain a high structural unit represented by the formula (1) Molecular compound; R11, (In the formula (18A), R11' represents a group represented by the formula (2) or the formula (3); R12 represents a group represented by the formula (4), and ml4 represents an integer of 1 to 3, and X1 and X2 are each independently represented. a group related to condensation polymerization; when there are a plurality of R12, it may be the same or different; the hydrogen atom in the formula (18A) may be substituted by a substituent other than R11' and R12) -R3- { (Q1) ni-Y1 (M1) al (Z1) bl} m3 (2) (In the formula (2), R3 represents a single bond or a (l+m3) valent organic group which may have a substituent, Q1 represents a divalent organic group, and Y1 represents _C〇 2, _S 〇 3, _S 〇 2, _P 〇 32 or _B (Ra) 3, M1 represents a metal cation, or represents an ammonium cation which may have a substituent, Ζ 1 represents Γ, cr, Br-, Γ, OH-, B(Ra V, RaS(V, RaC0(T, 324119 16 201247733 CIO, C1G2, C103,, (10)4., scn ^3-, _42-, Η2ρ04-, Βί^ρρ6, Ν03, ^-, Ηδ04-, Nl represents an integer of 0 or more, al represents an integer of 1 or more, and M of the table ai and bi are the integers of the electric = material; however, the choice of R is 0, and R represents a carbon having a substituent. An alkyl group having a diatomic number of 6 to 5q to 3Q which may have a substituent or Ra represents a number of faces of the wire which can be taken, and a base of a material having a substituent of 6 JL 50 or 1; The above integer; only, when R3 is a single: bond, the representation ^Q, ^V21'nl'al'bl - R4 - ( (Q2) η2-γ2 (M2) a2 (z2) b2^4 (8) ( In 3), R2 represents a single bond or a (Hm4) valent organic group which may have a substituent, Q2 represents a divalent organic group, Y represents a carbocation, an ammonium cation, a scale cation, a phosphonium cation or a phosphonium cation, and Μ2 represents ", 〇Γ, Br—, I —, 〇 ”, B (RbV, RbS (V, RbC00-, cio—, cior, ci〇3-, cl〇4-, SCN-, CN-, N〇3-, s 〇?-, HS〇4_, P〇4, HP〇42-, Η2ΡΟΓ, BFr or PFe-, z2 represents a metal cation, or an ammonium 324119 17 201247733 ion which may have a substituent, and n2 represents an integer of 0 or more, A2 represents an integer of 1 or more, and b2 represents an integer of 0 or more; however, a2 and b2 are selected such that the charge of the group represented by the formula (3) becomes 0; and Rb represents the number of carbon atoms which may have a substituent of 1 to 30 alkyl Or an aryl group having 6 to 50 carbon atoms which may have a substituent, and m4 represents an integer of 1 or more; however, when R4 is a single bond, m4 represents 1; and Q2, Y2, Μ2, Z2, n2, a2, and b2 are each When there are plural, it may be the same or different) -R5- { (Q3) n3-Y3} m5 (4) (In the formula (4), R5 represents a single bond or a (l+m5) valence organic group which may have a substituent Q3 represents a divalent organic group, Y3 represents a cyano group or a group represented by any one of the formulae (5) to (13), n3 represents an integer of 0 or more, and m5 represents an integer of 1 or more; however, when R5 is a single bond M5 represents 1; when there are multiples of Q3, Y3 and η3, they may be the same or different) -〇- (R,Ο) a3-R' ' (5) 324119 18 (11) 201247733 —t S) “~R,, (7) (8) (9) -C =〇) — (R, ( , -C (=S) — (R, j “ g,, Two (m,, "(丨〇)e (13) -NHC(=0)_(r, Wc^〇))(12)r (in the formulae (5) to (13), the R table may not have a substituent a divalent hydrocarbon group, R, represents a hydrogen atom, a substituent which may have a substituent, a sulfhydryl group, an anion group, a syllabic group, a syllabic group, a saponin, a cyano group, an Nr2 group, and a R group which may have a substituent Hydrocarbyl group, = represents an integer above 丨 ' a4 represents an integer above Q, and R represents an aryl group having 6 to 50 carbon atoms which may have a substituent, and the soil may be P, D ,, η η,,, “ . R1 Ο) (In the formula (1), R1 represents a group represented by the above formula (2) or the above formula (3), R2 represents a group represented by the above formula (4), m2 represents an integer of 1 to 3; and R2 has a plural number In the case of the same or different; 324119 201247733 The hydrogen atom in the formula (1) may be substituted by a substituent other than R1 and R2). A method for producing a polymer compound containing a structural unit represented by the formula (1), which comprises: (i) polymerizing an organic compound represented by the formula (18B) to obtain a structural unit represented by the formula (18B') a polymer compound; and (ii) ionizing a polymer compound having a structural unit represented by the formula (18B') to obtain a polymerized composition containing the structural unit represented by the formula (1) Compound; R11,, X2 (18B) (In the formula (18B), R11'' represents a group represented by the formula (19) or the formula (20); R12 represents a group represented by the formula (4), and ml4 represents an integer of 1 to 3, X1 and X2 independently represents a group related to condensation polymerization; when R12 has a plurality of plural, it may be the same or different; the hydrogen atom in the formula (18B) may be substituted by a substituent other than R11'' and R12) - R13 - { (Q4)n4-Y4}m15 (19) (In the formula (19), R13 represents a single bond or a (l+ml5) valent organic group which may have a substituent, 324119 20 201247733 Q4 represents a divalent organic group, and Y4 represents - C〇2Rz, -SOsIT, -S02FT, -P〇3(fT)2 or -B(RX)2, n4 represents an integer of 0 or more, and IT represents a hydrogen atom, and may have a substituent having 1 to 30 carbon atoms. An alkyl group or an aryl group having 6 to 50 carbon atoms which may have a substituent, and ml5 represents an integer of 1 or more; however, when R13 is a single bond, ml5 represents 1; • Q4, Y4, n4, and Rz each have a plurality of When it may be the same or different) - R14 - {(Q5) n5 - Y5} m16 (20) (In the formula (20), R14 represents a single bond or a (l+ml6) valence organic group which may have a substituent, Q5 represents a divalent organic group, and Y5 represents a halogenated alkane a halogen atom, -Ν(ν)2, -P(R5)2, or -SR5, ^n5 represents an integer of 0 or more, and R5 represents a hydrogen atom, an alkyl group having 1 to 30 carbon atoms which may have a substituent or An aryl group having 6 to 50 carbon atoms which may have a substituent, and ml6 represents an integer of 1 or more; however, when R14 is a single bond, ml6 represents 1; and Q5, Y5, n5, and R&quot; Is the same or different) -R5- { (Q3) n3-Y3} m5 (4) (In the formula (4), R5 represents a single bond or a (l+m5) valence organic group which may have a substituent, 324119 21 201247733 Q3 represents a divalent organic group, Y3 represents a cyano group or a group represented by any one of the formulae (5) to (13), n3 represents an integer of 0 or more, and m5 represents an integer of 1 or more; however, when R5 is a single bond, Dip indicates that there are multiples of Q3, Y3, and n3, which may be the same or different. -ο- (R,O) a3-R,, (5) &quot;·-〇 Wa3 (6) ―s- (R,s) “-R,, (7) -C (=〇) - (R,—C (=〇) “ -C (=s) - (R, —c ( =S) ) :4 -N { (R,)a4R,,} 2 (1 〇) —C (=〇) 〇—(R,—C (=〇) 〇) -C ( = 〇) 〇- ( R, 〇) "-R,' -NHC (=0) - (R* NHC (=〇) (in equations (5) to (13), -R* · -R* *"-R,, (12 ) )"*~R, (8) (9) (13) R' represents a divalent hydrocarbon group which may have a substituent, and R' ' represents an argon atom, an i-valent sulphur group which may have a substituent, an ester group, a sulfonic acid group, a thiol group, a fluorenyl group, -NR%, a cyano group or a hydrazine group ( ==〇), 2, R' ' ' represents a trivalent hydrocarbon group which may have a substituent, a3 represents an integer of 1 or more, a4 represents an integer above 〇, and r represents a carbon number 丨 to 3q which may have a substituent The aryl group having 6 to 5 Å carbon atoms in the substituent may be the same or different when there are plural numbers in each of the mR'''s) 324119 22 201247733 (In the formula (18B'), R11'' represents a group represented by the above formula (19) or the above formula (20); and R12 and ml4 represent the same as defined above; The hydrogen atom in the formula (18B') may be substituted by a substituent other than R11'' and R12) R1 (In the formula (1), R1 represents a group represented by the formula (2) or the formula (3), R2 represents a group represented by the above formula (4), m2 represents an integer of 1 to 3; and when a plurality of R2 are present, For the same or different formula, the hydrogen atom in formula (1) may be substituted by a substituent other than R1 and R2) -R3- { (Q1) πχ-Υ1 (M1) al (z1) bl} m3 (2) In (2), R3 represents a single bond or a (l+m3) valent organic group which may have a substituent, 324119 23 201247733 Q1 represents a divalent organic group, and Y1 represents -C(V, -S〇3_, -S(V, - P〇32- or -B (Ra V, M1 represents a metal cation, or an ammonium cation which may have a substituent, Ζ1 represents Γ, cr, Br-, Γ, 0 ”, B (RaV, RaS (V, RaC00_, Cur, cuv, cuv, cior, scr, cr, n〇3-, s〇42_, Hsor, Ρ0Λ, ΗΡ0Λ, H2P〇4_, BFr or PFr, nl represents an integer of 0 or more, • al represents an integer of 1 or more, Bl represents an integer of 0 or more; however, al and bl are selected such that the charge of the group represented by the formula (2) becomes 0; 1^ represents an alkyl group having 1 to 30 carbon atoms which may have a substituent or may be Aryl group having 6 to 50 carbon atoms having a substituent, Ra An alkyl group having 1 to 30 carbon atoms which may have a substituent or an aryl group having 6 to 50 carbon atoms which may have a substituent, and ^ m3 represents an integer of 1 or more; however, when R 3 is a single bond, m 3 represents Q1. When Y1, Μ1, Z1, nl, al, and bl have multiple numbers, they may be the same or different. -R4- { (Q2) n2-Y2 (M2) a2 (Z2) b2} a4 (3) In (3), R4 represents a single bond, or a (l+m4) valent organic group which may have a substituent, Q2 represents a divalent organic group, and Y2 represents a carbocation, an ammonium cation, a scale cation, a phosphonium cation 324119 24 201247733 or 錤Cation, Μ2 means F., Cl -, Br, Γ, 0ΙΓ, B (RbV, RbS (V, RbC00_, CIO-, Cl〇2, CUV, Cl〇4' SCN_, CN_, N〇3_, S〇) 42' HS〇4-, P〇43-, ΗΡ0Λ, H2P〇4_, BFr or PFr, Z2 represents a metal cation, or an ammonium cation which may have a substituent, and n2 represents an integer of 0 or more, A2 represents an integer of 1 or more, and b2 represents an integer of 0 or more; however, a2 and b2 are selected such that the charge of the group represented by the formula (3) becomes 0; and Rb represents the number of carbon atoms which may have a substituent of 1 to An alkyl group of .30 or an aryl group having 6 to 50 carbon atoms which may have a substituent, and m4 represents an integer of 1 or more; however, when R4 is a single bond, m4 represents 1; Q2, Y2, Μ2, Z2, n2 When a2 and b2 have multiple numbers, they may be the same or different. 10. A polymer compound having a structural unit represented by the formula (18B'); (1 sin,) (In the formula (18B'), R11'' represents a group represented by the formula (19) or the formula (20); 324119 25 201247733 R12 represents a group represented by the formula (4), and ml4 represents 1 to 3 An integer, when R12 has a plurality of, may be the same or different; a halogen atom in the formula (18B') may be substituted by a substituent other than R11'' and R12) - R13 - {(Q\4-Y4}m15 (19) (in equation (19), R13 represents a single bond or a (l+ml5) valent organic group which may have a substituent, Q4 represents a divalent organic group, and Y4 represents -C〇2R&quot;, -S〇3Rx, -SOzIT, -Ρ〇3(ΙΓ)2 Or -Β(ίΤ)2, η4 represents an integer of 0 or more, and V represents a hydrogen atom, an alkyl group having 1 to 30 carbon atoms which may have a substituent, or an aryl group having 6 to 50 carbon atoms which may have a substituent. Ml5 represents an integer of 1 or more; however, when R13 is a single bond, ml5 represents 1; when Q4, Y4, n4, and Rx have a plurality of plural, they may be the same or different)—R14—{(Q5)n5-Y5 }m16 (20) (In the formula (20), R14 represents a single bond or a (l+ml6) valent organic group which may have a substituent, Q5 represents a divalent organic group, and Y5 represents a halogenated alkyl group, a halogen atom, -N ( R5)2, -P(R5)2, or -SR5, n5 represents an integer of 0 or more, 324119 26 201247733 R5 represents a hydrogen atom, an alkyl group of a carbon atom which may have a substituent, or a carbon atom which may have a substituent of 6 30 ml of aryl to 5 表示 represents an integer of 1 or more; however, Ru, the square base shows 1; when the horse is early, the nil6 is different) (R in formula (4) (1+m5) represents a single bond or may have a substituent, and Q represents a divalent organic group, Y3 represents a cyano group, or 旯n3 represented by any one of the formulas (5) to (13) represents an integer above 〇, M5 represents an integer of 1 or more; but when 'R5 is a single bond, when the milk meter factory, 1, Q3, Y3, and Π3 have a plurality of different numbers, they may be the same or phase-〇-(R, O) a3-R, , (5) , ·&quot;-〇wa3(6) -S- (R' S) a4-R,, (7) —C (=0) — (R,-C (=〇) ) a4_R,, -C (=S) - (R, a C (=S) ) "-R,, -N{(R')a4R ''}2 (10) -C (=0) O- (R, -C (=〇) O) "-R, -C (=0) O- (R,〇) "_R,, (1 2 -NHC (=0) - (R, NHC (=0) ) e4~R (in the formulae (5) to (13), R' represents a divalent hydrocarbon group which may have a substituent, 324119 27 (13) 201247733 R ' ' represents a hydrogen atom, a monovalent hydrocarbon group which may have a substituent, a carboxyl group, a sulfonic acid group, a hydroxyl group, a fluorenyl group, a -NRe 2 group, a cyano group or a -C(=0)NRe2, and R' '' indicates that it may have a substituent. a trivalent hydrocarbon group, a3 represents an integer of 1 or more, a4 represents an integer of 0 or more, and Re represents an alkyl group having 1 to 30 carbon atoms which may have a substituent or an aryl group having 6 to 50 carbon atoms which may have a substituent. When R', R'' and R''' are plural, they may be the same or different.) 1. An organic compound of the formula (21); R15 (In the formula (21), R15 represents a group represented by the formula (15) or the formula (16), or a group represented by the formula (22) or the formula (23), and R16 represents a group represented by the formula (4), ml8 An integer representing 0 to 3, X3 and X4 each independently represent a group related to condensation polymerization; when there are a plurality of R16, they may be the same or different; the hydrogen atom in the formula (21) may be substituted by R15 or R16. Substituted) —R8—{(Q1)n1-Y1(M1)a1(Z1)b1}m8 I (15) {(Q3)n3-Y3}m9 324119 28 201247733 (in equation (15), R8 means The (l+m8+m9) valence organic group of the substituent, Q1 represents a divalent organic group, Q3 represents a divalent organic group, and Y1 represents -OV, -S〇3_, -S(V, -P〇32- or - B (Ra V, Y3 represents a cyano group or a group represented by any one of the formulae (5) to (13), Μ1 represents a metal cation, or represents an ammonium cation which may have a substituent, and Ζ1 represents Γ, cr, Br, Γ , OH—, B (Ra V, RaS (V, RaC00_, CUT, CUV, C1 (V, Cior, SCN_, CN_, N〇3—, S〇42-, HSOr, P〇43_, ΗΡ0Λ, H2P〇4 -, BFr or PFr, nl represents an integer of 0 or more, n3 represents an integer of 0 or more, and al represents 1 or more. An integer, bl represents an integer of 0 or more; however, al and bl are selected such that the charge of the group represented by the formula (2) becomes 0; Ra represents an alkyl group having 1 to 30 carbon atoms which may have a substituent or An aryl group having 6 to 50 carbon atoms which may have a substituent, Ra represents an alkyl group having 1 to 30 carbon atoms which may have a substituent or an aryl group having 6 to 50 carbon atoms which may have a substituent, m8 and ιη9 Each of the integers of 1 or more is independently indicated, and Q1, Q3, Υ1, Υ3, Μ1, Ζ1, nl, n3, al, and bl may be the same or different when they have a plurality of plurals. -〇- (R' O) A3 —R', (5) 324119 29 (6) 201247733 -S- (R, S) a4-R,,(7) -C (=〇) - (r,-c (==〇&quot; -C (=S) - (R,-c (=s" a - N ( (R,)"R,,} 2 (1〇)" -c ( = 〇) 〇- (R, —c (=〇) 〇) -c ( = 〇) 〇- (R,〇) “ An R,, -NHC (=〇) - (r» NHC (=0) (in equations (5) to (13), -R -R a4-RJ (12) )a 4 R 13) R' represents a divalent hydrocarbon group which may have a substituent, ' represents a hydrogen atom, may have a substituent on a valence group, a sulfonic acid group, a hydroxyl group, a sulfhydryl group, -NR%, a cyano group or a _c (== 〇), 土, 土, R''' denotes a trivalent hydrocarbon group which may have a substituent, a3 represents an integer of 1 or more, and a4 represents an integer of 〇 or more, and represents a group having 1 to 3 carbon atoms which may have a substituent. a group or an aryl group having 6 to 50 carbon atoms which may have a substituent, and 3 R', R' ' and R' ' ' may have the same or a phase -f a {(Q2)n2- Y2(M2)a2(z2)b2}m10 ^ I, , (16) {(Q3)n3-Y3)m11 (In the formula (16), R represents a (l+ml〇+mll) valence which may have a substituent The organic group, Q3, Y3 and n3 are synonymous with the above, Q2 represents a divalent organic group, Y2 represents a cationic cation, an ammonium cation, a scaly cation, a cation or a phosphonium cation, 324119 30 201247733 Μ2 represents F, Cr, Br-, r , 0H, B (RbV, RbS03-, RbC0 (r, CUT, C1 (V, CKV, Cior, SCN_, CN_, N (V, S〇42-, HS〇4-, P〇43-, HP〇42_) , H2P〇4—, BFr or PF6—, Z2 represents a metal cation, or An ammonium cation which may have a substituent, n2 represents an integer of 0 or more, a2 represents an integer of 1 or more, and b2 represents an integer of 0 or more; however, a 2 and b 2 are an electric group which is not based on the formula (3) How to select 0; Rb represents an alkyl group having 1 to 30 carbon atoms which may have a substituent or an aryl group having 6 to 50 carbon atoms which may have a substituent, and ml0 and mil each independently represent an integer of 1 or more ; Q2, Q3, Y2, Y3, Μ2, Z2, n2, n3, a2, and b2 may each be the same or different when there are multiples. —R16—{(Q4)n4-Y4}ml9 {22) { (Q3)n3-Y3W〇 (In the formula (22), R16' represents a (l+ml9+m20) valent organic group which may have a substituent, Q3, Y3 and n3 represent the same as defined above, and Q4 represents a divalent organic group, Y4 represents -C〇2Rx, -S〇3Rz, -S〇2Rx, -Ρ〇3(ίΤ)2 or -B(RX)2, n4 represents an integer of 0 or more, and Rz represents a hydrogen atom and may have a substituent. An alkyl group having 1 to 30 324119 31 201247733 or an aryl group having 6 to 50 carbon atoms which may have a substituent, and ml9 and m20 each independently represent an integer of 1 or more, and Q3, Q4, Y3, Y4, n3, N4 each has When plural, it may be cypress or different)—f—{(Q5)-Y5“ (23) {(Q3)n3-Y3}m22 (in the formula (23), R17 represents a substituent (l) +m21+m22) valence organic group, Q3, Y3 and n3 are synonymous with the above, Q5 represents a divalent organic group, and Y5 represents a halogenated alkyl group, a halogen atom, -Wh, -P(R5)2, or -SR5, η5 An integer of 0 or more, and R5 represents a hydrogen atom, an alkyl group having 1 to 30 carbon atoms which may have a substituent, or an aryl group having 6 to 50 carbon atoms which may have a substituent, and m21 and m22 each independently represent 1 or more. The integer, Q3, Q5, Y3, Y5, n3, and n5 may be the same or different when there are multiples. -R5- { (Q3) n3-Y3} m5 (4) (in equation (4), R5 represents a single bond or a (l+m5) valent organic group which may have a substituent, Q3, Y3 and n3 represent the same as defined above, and m5 represents an integer of 1 or more; however, when R5 is a single bond, m5 represents 324119 32 201247733 Q3, Y3 And when n3 has a plurality of different numbers, they may be the same or different). A method for producing a polymer compound containing a structural unit represented by the formula (14), which comprises polymerizing an organic compound represented by the formula (21A) to obtain a polymer compound containing a structural unit represented by the formula (14); (In the formula (21A), R15' represents a group represented by the formula (15) or the formula (16); R16 represents a group represented by the formula (4), ml8 represents an integer of 0 to 3, and X3 and X4 are each independently represented a group related to condensation polymerization; when there are a plurality of R16, it may be the same or different; |· The hydrogen atom in the formula (21A) may be substituted by a substituent other than R15' and R16) - R8 - {(Q1)n1 -V1(M1)a1(Z1)51}m8 I (15) {(Q3)n3-Y3}m9 (In the formula (15), R8 represents a (l+m8+m9) valence organic group which may have a substituent, Q1 represents a divalent organic group, Q3 represents a divalent organic group, 324119 33 201247733 Y1 represents _C〇2, -S〇3, -S〇2, -P〇32 or -B(Ra)3, and Y3 represents cyanide a group represented by any one of the formulae (5) to (13), M1 represents a metal cation, or an ammonium cation which may have a substituent, Z1 represents Γ, cr, Br_, Γ, 0 ”, B (RaV, RaS (V, RaC00_, CIO-, C1 (V, C1 (V, Cl〇4_, SCN-, CN-, N (V, S〇) 42-, HS〇4—, P〇43-, HP〇42—, H2P〇4—, BFr or PF6-, nl represents an integer of 0 or more, n3 represents an integer of 0 or more, and al represents an integer of 1 or more, bl An integer of 0 or more; however, al and bl are selected such that the charge of the group represented by the formula (2) becomes 0; Ra represents an alkyl group having 1 to 30 carbon atoms which may have a substituent or may have a substitution An aryl group having 6 to 50 carbon atoms, 1^ represents an alkyl group having 1 to 30 carbon atoms which may have a substituent or an aryl group having 6 to 50 carbon atoms which may have a substituent, and m8 and m9 each independently represent an integer of 1 or more, Q1, Q3, Y1 When Y3, Μ1, Z1, nl, n3, al, and bl have multiple numbers, they may be the same or different. -〇- (R' O) a3-R' ' (5) ——R&quot;.- 〇wa3(6) 324119 34 11) 201247733 -S- (R' S) “ —R,,(7) (8) (9) _C (=〇) - (R,__c ()) ,, -c (=s) - ( R,-c (=sa —^, U;) “R,,}2 (10) -c (一O) 〇- (R, —c (=〇)) &gt; -C (=〇) O- (R* 〇) ;4-r» } a(l^ (13) -NHC (=〇) - (R, NHC (=〇&quot; "_r,, (Formula (5) to (13), R 'is a divalent hydrocarbon group which may have a substituent, R'' represents a hydrogen atom, a monovalent hydrocarbon group which may have a substituent, a thiol group, a carboxylic acid group, a ruthenium group, a thiol group, an anthracene 2, a cyano group or a _c (, 2, R''' indicates that it may have a substitution. a trivalent hydrocarbon group, a3 represents an integer of 1 or more, a4 represents an integer of 〇 or more, Γ represents an alkyl group having 1 to 30 carbon atoms which may have a substituent or a carbon atom having 6 to 5 Å which may have a substituent When aryl, R, R'' and R''' have a plurality of plural, they may be the same or different) a {(QVY2(M2)a2(Z2)b2}ml〇, I, (16) {( Q3) n3-Y3)m11 (In the formula (16), R9 represents a (l+ral〇+mll) valence organic group which may have a substituent 'Q3, Y3 and n3 are synonymous with the above, and Q2 represents a divalent organic group, Y2 represents a carbocation, an ammonium cation, a scale cation, a phosphonium cation or a phosphonium cation, and M2 represents hydrazine, Cl_, Br_, Γ, 〇, B(Rb)4, RbS〇3, RbC0 (T, CIO-, CKV, Cior , Cl〇4-, scr, cr, S〇42, HS〇4-, 324119 35 201247733 Ρ〇Λ, HPOf, Η2Ρ0Γ, BFr or PF6_, Z2 represents a metal cation, or an ammonium cation which may have a substituent, N2 table An integer of 0 or more, a2 represents an integer of 1 or more, and b2 represents an integer of 0 or more; however, a 2 and b 2 are selected such that the electric temple of the formula (3) is 0; Rb represents An alkyl group having 1 to 30 carbon atoms which may have a substituent or an aryl group having 6 to 50 carbon atoms which may have a substituent, and ml0 and mil each independently represent an integer of 1 or more; Q2, Q3, Y2, Y3, Μ2, Z2, n2, n3, a2, and b2 each may have the same or different numbers. -R5- { (Q3) n3-Y3} m5 (4) (In equation (4), R5 indicates a single a bond or a (l+m5)valent organic group which may have a substituent, Q3, Y3 and n3 are synonymous with the above, and m5 represents an integer of 1 or more; however, when R5 is a single bond, m5 represents each of Q3, Y3 and n3. When there are multiple, they can be the same or different) R6 (14) 324119 36 201247733 (In the formula (14), R6 represents a group represented by the above formula (15) or the above formula (16), R7 represents a group represented by the above formula (4), and m7 represents an integer of 0 to 3. When R7 has a plurality of plural, it may be the same or different; the halogen atom in the formula (14) may be substituted by a substituent other than R6 or R7). A method for producing a polymer compound containing a structural unit represented by the formula (14), which comprises: (i') polymerizing an organic compound represented by the formula (21B) to obtain a formula (21B') a polymer compound of a structural unit; and (ii') ionizing a polymer compound having a structural unit represented by the formula (21B') to obtain a polymer compound containing a structural unit represented by the formula (14); r15" (R16)m18 (In the formula (21B), R15'' represents a group represented by the formula (22) or the formula (23); R16 represents a group represented by the formula (4), and ml8 represents an integer of 0 to 3, X3 and X4 independently represents a group related to condensation polymerization; when there are a plurality of R16, it may be the same or different; 324119 37 201247733 The halogen atom in formula (21B) may be substituted by a substituent other than R15' ', R16) R16—{(Q4)n4-V4)mi9 {(Q3)n3~Y3}m20 (22) (In the formula (22), R16' represents a (l+m19+m20) valent organic group which may have a substituent, Q3 represents a divalent organic group, Q4 represents a divalent organic group, and Y3 represents a cyano group or a formula (5) to (13) The base of any of the formulas, Y4 represents -c〇2ir, -S〇3iT, -SO,, -p〇3 (R〇2 or -B(Rz)2' Ii3 represents an integer greater than 〇, η4 represents an integer greater than 〇, and melon 19 and m2〇 each independently represent an integer greater than 丨, and when QQ, Y, Y, n3, and plural, respectively, the same or different) Phase one - (R, 〇) e3~R, (5) An S—(R, —C (= Ο) a c (=s) -N i (R* —C (=〇)—C ( = 〇) (6) s) a4-R,, (7) - (R,-C ( = 〇)) -(R,-C (=S))»4 ft' ' } 2 (l 〇) 〇- (R,-C ( = 〇) 〇) “ —R,, 〇- (R,O) a4-R,, d 2) -NHC (=〇) one (R, NHC (=〇) “ — a 4 — R 8 4 - R (8) (9) 11) (1 3) 324119 38 201247733 (In the formulae (5) to (13), R' represents a divalent hydrocarbon group which may have a substituent, and R' ' represents a hydrogen atom, a monovalent hydrocarbon group which may have a substituent, a sulfhydryl group, a sulfonic acid group , hydroxy, thiol, -NRe2, cyano or -C( = 〇)nrc2, R' '' represents a trivalent hydrocarbon group which may have a substituent, a3 represents an integer of 1 or more, a4 represents an integer of 0 or more, and 1 represents an alkyl group having 1 to 30 carbon atoms which may have a substituent or may have a substituent An aryl group having 6 to 50 carbon atoms, R', R', and R' '' may each be the same or different when they have a plurality of plurals - R17 - {(Q5)n5-Y5) m21 , I (23) {(Q3)n3-Y3}m22 (In the formula (23), R17 represents a (l+m21+m22) valent organic group which may have a substituent, Q3, Y3 and n3 represent the same as defined above, and Q5 represents 2 a valence organic group, Y5 represents a halogenated alkyl group, a halogen atom, -W)2, _p(R5)2, or -SR5 &gt; n5 represents an integer of 0 or more, and R5 represents a hydrogen atom, which may have a substituent Μ atomic number i to a 3 fluorene alkyl group or an aryl group having a carbon atom number of 6 $ ^ and a substituent of 50, m21 and m22 each independently represent an integer of 1 or more, and Q3, Q5, Y3, Y5, n3, and n5 I have When several, it may be the same or different) R 5 _ { (Q3) Π3-Υ3} m 5 (4) 324119 39 201247733 (In the formula (4), R5 represents a single bond or may have a substituent (l+ M5) valence organic group, Q3, Y3 and n3 Shown as defined above, m5 represents an integer of 1 or more; but when, R5 is a single bond, m5 represents 1; Q3, and Y3 and n3 have a plurality of individual, it may be the same or different) (Rl6)m18 (in the formula (21B'), R15'' represents a group represented by the above formula (22) or the above formula (23); R16 and ml8 have the same meaning as defined above; the ruthenium atom in the formula (21B') may be Substituted by substituents other than R15' ', R16) (In the formula (14), R6 represents a group represented by the formula (15) or the formula (16), R7 represents a group represented by the above formula (4), 324119 40 201247733 m7 represents an integer of 0 to 3; and R7 has a plurality of When they are the same or different; the hydrogen atom in the formula (14) may be substituted by a substituent other than R6 or R7) - R8 - {(Q1)nrY1(M1)a1(Z1)b1}m8 I (15) {(Q3)n3-Y3&gt;m9 (In the formula (15), R8 represents a (l+m8+in9) valence organic group which may have a substituent, and Q3, Y3 and n3 represent the same as the foregoing, Q1 represents a divalent organic group, and Y1 represents -C〇2_, -S〇3—, -S(V, -P〇32- or -B (Ra V, M1 represents a metal cation, or represents an ammonium which may have a substituent Cation, Ζ1 means Γ, cr, Br-, Γ, OH-, B (RaV, RaS〇r, RaCO (T, CIO-, Cl〇2-, CUV, CUV, scr, CN_, N〇3_, S〇) 42-, HS〇4_, P〇43-, HP〇42_, H2P〇4-, BFr or PFr, nl represents an integer of 0 or more, al represents an integer of 1 or more, and bl represents an integer of 0 or more; Bl is selected in such a manner that the charge of the group represented by the formula (2) becomes 0; fT represents an alkyl group having 1 to 30 carbon atoms which may have a substituent or an aromatic group having 6 to 50 carbon atoms which may have a substituent And Ra represents an alkyl group having 1 to 30 carbon atoms which may have a substituent or an aryl group having 6 to 50 carbon atoms which may have a substituent, and m8 and m9 each independently represent an integer of 1 or more, 324119 41 201247733 Q1 , Q3, Υ1, Υ3, Μ1, Z1, nl, n3, al, and bl may each be the same or different when there are multiples—R9_{(Q2)n2-Y2(M2)a2(Z2)b2 }m10 (Qiu {(Q3)n3-Y3}m11 (in equation (16), R9 means a (1+mlO+mll) valence organic group having a substituent, Q3, Y3 and n3 are synonymous with the above, Q2 represents a divalent organic group, and Y2 represents a carbocation, an ammonium cation, a scale cation, a phosphonium cation or a phosphonium cation, M2 Represents Γ, Cr, Br_, Γ, OH—, B (RbV, RbS〇3_, RbCO (T, CIO-, CUV, C1 (V, CUV, SCN., CN_, N(V, S〇42-, HSOr) , P〇43_, ΗΡ0Λ, Η2Ρ0Γ, BFr or PFr, Z2 represents a metal cation, or an ammonium cation which may have a substituent, n2 represents an integer of 0 or more, a2 represents an integer of 1 or more, and b2 represents an integer of 0 or more; , a2 and b2 are selected such that the charge of the group represented by the formula (3) becomes 0; 鲈 represents an alkyl group having 1 to 30 carbon atoms which may have a substituent or a carbon atom which may have a substituent of 6 to 50 aryl, mlO and mil each independently represent an integer of 1 or more; Q2, Q3, Υ2, Ύ3, Μ2, Z2, n2, n3, a2, and b2 each may have the same or different 324119 42 201247733 14. A polymer compound having the structural unit represented by formula (21B'); R15, (21B) (in the formula (21B'), R15'' represents a group represented by the formula (22) or the formula (23); R16 represents a group represented by the formula (4), and ml8 represents an integer of 0 to 3, and when a plurality of R16 are plural, they may be the same or different; The hydrogen atom in the formula (21B') may be substituted by a substituent other than R15'' and R16) - R16~{(Q4)n4-Y4}mi9 (22) {(Q3)n3'Y3}m20 (Formula (22) In the formula, R16' represents a (l+ml9+m20) valent organic group which may have a substituent, Q3 represents a divalent organic group, Q4 represents a divalent organic group, Y3 represents a cyano group or in the formulae (5) to (13) The base shown by any formula, Y4 represents -C02IT, -S〇3Rx, -SCMT, -Ρ〇3(ί^)2 or -B(r)2 'n3 represents an integer greater than 0, 324119 43 201247733 n4 denotes 〇 The above integers, ml 9 and m20 each independently represent an integer of 1 or more, and when there are plural numbers of Q3, Q4, Y3, Y4, n3, and n4, they may be the same or different) - Ο - (R, Ο) a3-R,, (5) ,&quot;-0 (6) Ua3 -S —(R,S) “-R,, (7) -C (=0) - (R,-c (=〇) ) “-R,, -C (=S) - (R, —c (=S) ) "-R,, -N { (R,),4R,,} 2 (1 0) —C ( = 0) O— (R, —c ( = 〇) 〇) a _R, _C (=0) O- (R, 〇) "-R,,* ( χ 2) -NHC ( = 0) - (r- nhc (=〇) ) a4__j (in equations (5) to (13), ( 8) (9) &gt; (13) R' represents a divalent hydrocarbon group which may have a substituent, R' ' represents a hydrogen atom, a t-valent hydrocarbon group which may have a substituent, a county, a sulfonic acid group, a hydroxyl group, a fluorenyl group, a -NA group, a cyano group or a fluorene (= 〇) nrC2, and R' ' ' represents a group which may have a substituent a valence hydrocarbon group, a3 represents an integer of 1 or more, and a4 represents an aryl group having a carbon atom number of 广 to (10) of a broad base group or an aryl group having 6 to 50 carbon atoms which may have a substituent, y When R' ' and R' ' ' have multiple numbers, they can be phase - R17 - {(Q5)n5.Y5}m21" and different) I (23) {(Q3)n3-Y3)m22 ( In the formula (23), 324119 44 201247733 R17 represents a (Hm2Hm22) valent organic group which may have a substituent, Q3, Y3 and n3 represent the same as defined above, Q5 represents a divalent organic group, and Y5 represents a halogenated alkyl group, a halogen atom, - N(R5)2, -P(R5)2, or -SR5, n5 represents an integer of 0 or more, and R5 represents an argon atom, an alkyl group having 1 to 30 carbon atoms which may have a substituent, or a carbon which may have a substituent An aryl group having 6 to 50 atoms, m21 and m22 each independently represent an integer of 1 or more, and when q3, Q5, γ3, γ5, n3, and n5 have a plurality of plural, they may be the same or different) -R5- { (Q3) n3-Y3} m5 (4) (In the formula (4), R5 represents a single bond or a (l+m5) valent organic group which may have a substituent, Q3, Y3 and n3 represent the same meaning as the above, and m5 represents an integer of 1 or more. However, when R5 is a single bond, m5 represents 1; when there are multiples of Q3, Y3, and n3, they may be the same or different). 324119 45 201247733 IV. Designated representative map: (1) The representative representative of the case is: The case has no schema. (2) A brief description of the symbol of the representative figure: None. 5. If there is a chemical formula in this case, please disclose the chemical formula that best shows the characteristics of the invention: 324119 5