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    • 23. 发明公开
    • New polymeric fluorescent substance and polymer light-emitting device using the same
    • EP2221354A3
    • 2010-09-15
    • EP10005977.3
    • 2002-04-26
    • Sumitomo Chemical Company, Limited
    • Doi, ShujiNoguchi, TakanobuUeoka, Takahiro
    • C09K11/06H05B33/14C08G61/02C08G61/10
    • H01L51/0043C08G61/02C08G61/10C08G61/12C08G2261/122C08G2261/1424C08G2261/143C08G2261/148C08G2261/312C08G2261/314C08G2261/3162C08G2261/3228C08G2261/3246C08G2261/5222C09K11/06C09K2211/1408C09K2211/1416C09K2211/1425C09K2211/1433C09K2211/1475C09K2211/1483H01L51/0035H01L51/0036H01L51/0038H01L51/0039H01L51/0059H01L51/5012Y10S428/917
    • The present invention provides a polymeric fluorescent substance showing fluorescence in the solid state, having a polystyrene reduced number-average molecular weight of 10 3 to 10 8 , which comprises one or more repeating units of formula (1):

      wherein R 1 , R 2 , R 3 and R 4 each independently represent a hydrogen atom or a substituent, and at least one of R 1 , R 2 , R 3 and R 4 is a group selected from alkoxy groups, aryl groups substituted with an alkoxy group, aryloxy groups and arylalkoxy groups,
      and one or more repeating units of formula (2):

               -Ar 1 -     (2)

      wherein Ar 1 represents a different group from that of formula (1) and is a group selected from repeating units of formula (7):

      wherein R 11 and R 12 each independently represent a group selected from alkyl groups having 1 to 20 carbon atoms, alkoxy groups having 1 to 20 carbon atoms, alkylthio groups having 1 to 20 carbon atoms, alkylsilyl groups having 1 to 60 carbon atoms, alkylamino groups having 1 to 40 carbon atoms, aryl groups having 6 to 60 carbon atoms, aryloxy groups having 6 to 60 carbon atoms, arylsilyl groups having 6 to 60 carbon atoms, arylamino groups having 6 to 60 carbon atoms, arylalkyl groups having 7 to 60 carbon atoms, arylalkoxy groups having 7 to 60 carbon atoms, arylalkylsilyl groups having 7 to 60 carbon atoms, arylalkylamino groups having 7 to 60 carbon atoms, arylalkenyl groups having 8 to 60 carbon atoms, arylalkynyl groups having 8 to 60 carbon atoms, monovalent heterocyclic compound groups having 4 to 60 carbon atoms and cyano group; a and b each independently represent an integer of 0 to 3; when a is 2 or more, a plurality of R 11 s may be the same or different; when b is 2 or more, a plurality of R 12 s may be the same or different; two or more of R 11 to R 12 may be connected to form a ring; and further, when one or more of R 11 to R 12 is a group containing an alkyl chain, one or more of a methyl group, methylene group and methine group constituting the alkyl chain may be substituted with a group containing a hetero atom;
      repeating units of formula (10):

      wherein R 21 represents a group selected from alkyl groups having 1 to 20 carbon atoms, alkoxy groups having 1 to 20 carbon atoms, alkylthio groups having 1 to 20 carbon atoms, alkylsilyl groups having 1 to 60 carbon atoms, alkylamino groups having 1 to 40 carbon atoms, aryl groups having 6 to 60 carbon atoms, aryloxy groups having 6 to 60 carbon atoms, arylsilyl groups having 6 to 60 carbon atoms, arylamino groups having 6 to 60 carbon atoms, arylalkyl groups having 7 to 60 carbon atoms, arylalkoxy groups having 7 to 60 carbon atoms, arylalkylsilyl groups having 7 to 60 carbon atoms, arylalkylamino groups having 7 to 60 carbon atoms, arylalkenyl groups having 8 to 60 carbon atoms, arylalkynyl groups having 8 to 60 carbon atoms, monovalent heterocyclic compound groups having 4 to 60 carbon atoms and cyano group; g represents an integer of 0 to 2; when g is 2, a plurality of R 21 s may be the same or different; a plurality of R 21 s may be connected to form a ring; further, when R 21 is a group containing an alkyl chain, one or more of a methyl group, methylene group and methine group constituting the alkyl chain may be substituted with a group containing a hetero atom; and X 1 is selected from O and S;
      repeating units of formula (11):

      wherein R 22 and R 23 each independently represent a group selected from alkyl groups having 1 to 20 carbon atoms, alkoxy groups having 1 to 20 carbon atoms, alkylthio groups having 1 to 20 carbon atoms, alkylsilyl groups having 1 to 60 carbon atoms, alkylamino groups having 1 to 40 carbon atoms, aryl groups having 6 to 60 carbon atoms, aryloxy groups having 6 to 60 carbon atoms, arylsilyl groups having 6 to 60 carbon atoms, arylamino groups having 6 to 60 carbon atoms, arylalkyl groups having 7 to 60 carbon atoms, arylalkoxy groups having 7 to 60 carbon atoms, arylalkylsilyl groups having 7 to 60 carbon atoms, arylalkylamino groups having 7 to 60 carbon atoms, arylalkenyl groups having 8 to 60 carbon atoms, arylalkynyl groups having 8 to 60 carbon atoms, monovalent heterocyclic compound groups having 4 to 60 carbon atoms and cyano group; o and p each independently represent an integer of 0 to 4; when o is 2 or more, a plurality of R 22 s may be the same or different; when p is 2 or more, a plurality of R 23 s may be the same or different; two or more of R 22 and R 23 may be connected to form a ring; further, when one or more of R 22 and R 23 is a group containing an alkyl chain, one or more of a methyl group, methylene group and methine group constituting the alkyl chain may be substituted with a group containing a hetero atom; X 2 represents a group selected from O, S, N-R 24 and SiR 25 R 26 ; X 3 and X 4 each independently represent a group selected from N and C-R 27 ; and R 24 to R 27 each independently represent a group selected from a hydrogen atom, alkyl groups having 1 to 20 carbon atoms, aryl groups having 6 to 60 carbon atoms, arylalkyl groups having 7 to 60 carbon atoms and monovalent heterocyclic compound groups having 4 to 60 carbon atoms;
      and groups of formula (3):

               -Ar 2 -Ar 3 -Ar 4 -     (3)

      wherein Ar 2 , Ar 3 and Ar 4 are groups different from those of formula (1) and each independently represent an arylene group or a divalent heterocyclic compound group, wherein the total amount of repeating units of formula (1) is 10 mol% or more and 90 mol% or less based on the total amount of repeating units of formulae (1) and (2), which exhibits strong fluorescence and/or excellent charge transporting property, and a high performance polymer LED which can be driven at low voltage and high efficiency.
    • 24. 发明公开
    • New polymeric fluorescent substance and polymer light-emitting device using the same
    • 新型高分子荧光物质及使用其的高分子发光装置
    • EP2221353A2
    • 2010-08-25
    • EP10005976.5
    • 2002-04-26
    • Sumitomo Chemical Company, Limited
    • Doi, ShujiNoguchi, TakanobuUeoka, Takahiro
    • C09K11/06H05B33/14C08G61/02C08G61/10
    • H01L51/0043C08G61/02C08G61/10C08G61/12C08G2261/122C08G2261/1424C08G2261/143C08G2261/148C08G2261/312C08G2261/314C08G2261/3162C08G2261/3228C08G2261/3246C08G2261/5222C09K11/06C09K2211/1408C09K2211/1416C09K2211/1425C09K2211/1433C09K2211/1475C09K2211/1483H01L51/0035H01L51/0036H01L51/0038H01L51/0039H01L51/0059H01L51/5012Y10S428/917
    • The present invention provides a polymeric fluorescent substance showing fluorescence in the solid state, having a polystyrene reduced number-average molecular weight of 10 3 to 10 8 , which comprises one or more repeating units of formula (1):

      wherein R 1 , R 2 , R 3 and R 4 each independently represent a hydrogen atom or a substituent, and at least one of R 1 , R 2 , R 3 and R 4 is a group selected from alkoxy groups, aryl groups substituted with an alkoxy group, aryloxy groups and arylalkoxy groups,
      and one or more repeating units of formula (2):

               -Ar 1 -     (2)

      wherein Ar 1 represents a different group from that of formula (1) and is a group selected from repeating units of formula (6):

      wherein, R 8 , R 9 and R 10 each independently represent a group selected from alkyl groups having 1 to 20 carbon atoms, alkoxy groups having 1 to 20 carbon atoms, alkylthio groups having 1 to 20 carbon atoms, alkylsilyl groups having 1 to 60 carbon atoms, alkylamino groups having 1 to 40 carbon atoms, aryl groups having 6 to 60 carbon atoms, aryloxy groups having 6 to 60 carbon atoms, arylsilyl groups having 6 to 60 carbon atoms, arylamino groups having 6 to 60 carbon atoms, arylalkyl groups having 7 to 60 carbon atoms, arylalkoxy groups having 7 to 60 carbon atoms, arylalkylsilyl groups having 7 to 60 carbon atoms, arylalkylamino groups having 7 to 60 carbon atoms, arylalkenyl groups having 8 to 60 carbon atoms, arylalkynyl groups having 8 to 60 carbon atoms, monovalent heterocyclic compound groups having 4 to 60 carbon atoms and cyano group; i and j each independently represent an integer of 0 to 4, k represents an integer of 0 to 5, h represents an integer of 1 to 2; when i is 2 or more, a plurality of R 8 s may be the same or different; when j is 2 or more, a plurality of R 9 s may be the same or different; when k is 2 or more, a plurality of R 10 s may be the same or different; two or more of R 8 to R 10 may be connected to form a ring; and further, when one or more of R 8 to R 10 is a group containing an alkyl chain, one or more of a methyl group, methylene group and methine group constituting the alkyl chain may be substituted with a group containing a hetero atom,
      wherein the total amount of repeating units of formula (1) is 10 mol% or more and 90 mol% or less based on the total amount of repeating units of formulae (1) and (2) and the total amount of repeating units of formulae (1) and (2) is 60 mol% or more, which exhibits strong fluorescence and/or excellent charge transporting property,
      and a high performance polymer LED which can be driven at low voltage and high efficiency.
    • 本发明提供一种聚合物荧光物质,其具有103至108个聚苯乙烯降低的数均分子量,其包含一个或多个式(1)的重复单元:其中R 1,R 2,R 3和R 4 各自独立地表示氢原子或取代基,并且R 1,R 2,R 3和R 4中的至少一个是选自烷氧基,被烷氧基取代的芳基,芳氧基和芳基烷氧基的基团,以及一个或多个重复单元 (2)表示的基团:-Ar1-(2)其中Ar1表示与式(1)不同的基团并且是选自式(6)的重复单元的基团:其中,R8,R9和R10各自独立地表示 选自具有1至20个碳原子的烷基,具有1至20个碳原子的烷氧基,具有1至20个碳原子的烷硫基,具有1至60个碳原子的烷基甲硅烷基,具有1至20个碳原子的烷基氨基 40个碳原子的芳基,具有6至60个碳原子的芳基,具有6至60个碳原子的芳氧基,具有6至60个碳原子的芳基甲硅烷基,具有6至60个碳原子的芳基氨基,具有7至60个碳原子的芳基烷基, 碳原子数7〜60的芳基烷基甲硅烷基,碳原子数7〜60的芳基烷基氨基,碳原子数8〜60的芳基链烯基,碳原子数8〜60的芳基炔基, 至60个碳原子和氰基; i和j分别独立地表示0〜4的整数,k表示0〜5的整数,h表示1〜2的整数, 当i为2或更大时,多个R8可以相同或不同; 当j为2或更大时,多个R9可以相同或不同; 当k为2或更大时,多个R 10可以相同或不同; R8至R10中的两个或更多个可以连接以形成环; 此外,当R 8至R 10中的一个或多个为含有烷基链的基团时,构成烷基链的甲基,亚甲基和次甲基中的一个或多个可被含有杂原子的基团取代,其中总数 式(1)的重复单元的量相对于式(1)和(2)的重复单元的总量为10摩尔%以上且90摩尔%以下, 和(2)为60mol%或更高,其具有强烈的荧光和/或优异的电荷输送性能,以及能够以低电压和高效率驱动的高性能聚合物LED。