POLYCYCLIC DITHIOPHENES
    1.
    发明申请
    POLYCYCLIC DITHIOPHENES 审中-公开
    多环十二烷

    公开(公告)号:WO2010136401A3

    公开(公告)日:2011-08-04

    申请号:PCT/EP2010057038

    申请日:2010-05-21

    Abstract: The present invention relates to novel compounds of the formula (I) wherein R1 and R1' independently of each other are H or a substituent, halogen or SiR6R4R5; R2 and R2, may be the same or different and are selected from C1-C25alkyl, C3-C12cycloalkyl, C2-C25alkenyl, C2-C25alkynyl, C4-C25aryl, C5-C25alkylaryl or C5-C25aralkyl, each of which is unsubstituted or substituted, and under conditions as defined in claim 1, R2 and/or R2' may also be halogen or hydrogen; X is a divalent linking group selected from formula (Ia) and formula (Ib); Y and Y' independently are selected from formula (Ic), formula (Id), formula (Ie), formula (If), formula (Ig); n and p independently range from 0 to 6; where further symbols are as defined in claim 1, and to corresponding oligomers and (co)polymers. The compounds according to the invention are useful as semiconductors and have excellent solubility in organic solvents and excellent film-forming properties. In addition, high efficiency of energy conversion, excellent field-effect mobility, good on/off current ratios and/or excellent stability can be observed, when the polymers according to the invention are used in organic field effect transistors, organic photovoltaics (solar cells) and photodiodes.

    Abstract translation: 本发明涉及式(I)的新化合物,其中R1和R1'彼此独立地为H或取代基,卤素或SiR6R4R5; R2和R2可以相同或不同,并且选自C 1 -C 25烷基,C 3 -C 12环烷基,C 2 -C 25烯基,C 2 -C 25炔基,C 4 -C 25芳基,​​C 5 -C 25烷基芳基或C 5 -C 25芳烷基,其各自为未取代或取代的, 并且在权利要求1所定义的条件下,R 2和/或R 2'也可以是卤素或氢; X是选自式(Ia)和式(Ib)的二价连接基团; Y和Y'独立地选自式(Ic),式(Id),式(Ie),式(If),式(Ig); n和p独立地为0至6; 其中符号如权利要求1中所定义,以及相应的低聚物和(共)聚合物。 根据本发明的化合物可用作半导体并且在有机溶剂中具有优异的溶解性和优异的成膜性能。 此外,当根据本发明的聚合物用于有机场效应晶体管,有机光伏(太阳能电池)中时,可以观察到高能量转换,优异的场效应迁移率,良好的开/关电流比和/或优异的稳定性 )和光电二极管。

    POLYCYCLIC DITHIOPHENES
    2.
    发明申请
    POLYCYCLIC DITHIOPHENES 审中-公开
    多环十二烷

    公开(公告)号:WO2010136401A2

    公开(公告)日:2010-12-02

    申请号:PCT/EP2010057038

    申请日:2010-05-21

    Abstract: The present invention relates to novel compounds of the formula (I) wherein R1 and R1' independently of each other are H or a substituent, halogen or SiR6R4R5; R2 and R2, may be the same or different and are selected from C1-C25alkyl, C3-C12cycloalkyl, C2-C25alkenyl, C2-C25alkynyl, C4-C25aryl, C5-C25alkylaryl or C5-C25aralkyl, each of which is unsubstituted or substituted, and under conditions as defined in claim 1, R2 and/or R2' may also be halogen or hydrogen; X is a divalent linking group selected from formula (Ia) and formula (Ib); Y and Y' independently are selected from formula (Ic), formula (Id), formula (Ie), formula (If), formula (Ig); n and p independently range from 0 to 6; where further symbols are as defined in claim 1, and to corresponding oligomers and (co)polymers. The compounds according to the invention are useful as semiconductors and have excellent solubility in organic solvents and excellent film-forming properties. In addition, high efficiency of energy conversion, excellent field-effect mobility, good on/off current ratios and/or excellent stability can be observed, when the polymers according to the invention are used in organic field effect transistors, organic photovoltaics (solar cells) and photodiodes.

    Abstract translation: 本发明涉及式(I)的新化合物,其中R1和R1'彼此独立地为H或取代基,卤素或SiR6R4R5; R2和R2可以相同或不同,并且选自C 1 -C 25烷基,C 3 -C 12环烷基,C 2 -C 25烯基,C 2 -C 25炔基,C 4 -C 25芳基,​​C 5 -C 25烷基芳基或C 5 -C 25芳烷基,其各自为未取代或取代的, 并且在权利要求1所定义的条件下,R 2和/或R 2'也可以是卤素或氢; X是选自式(Ia)和式(Ib)的二价连接基团; Y和Y'独立地选自式(Ic),式(Id),式(Ie),式(If),式(Ig); n和p独立地为0至6; 其中符号如权利要求1中所定义,以及相应的低聚物和(共)聚合物。 根据本发明的化合物可用作半导体并且在有机溶剂中具有优异的溶解性和优异的成膜性能。 此外,当根据本发明的聚合物用于有机场效应晶体管,有机光伏(太阳能电池)中时,可以观察到高能量转换,优异的场效应迁移率,良好的开/关电流比和/或优异的稳定性 )和光电二极管。

    SUBSTITUTED OLIGO- OR POLYTHIOPHENES

    公开(公告)号:CA2716929A1

    公开(公告)日:2009-09-24

    申请号:CA2716929

    申请日:2009-03-06

    Applicant: BASF SE

    Abstract: A process for the preparation of a substituted 2,2'-dithiophene is described, which process comprises the steps (a), (c) and optional steps (b) and (d): a) reaction of a compound of the formula: (IV) wherein Hal stands for hydrogen or halogen, especially Br, R1 and R1' indepently are hydrogen or a substituent, n ranges from 0 to 6, preferably being 0; Y, if present, is substituted or unsubstituted phenylene, thiene, 1,2-ethylene, or is 1,2- ethinylene; R2 and R2' indepently are hydrogen or are selected from C1-C25alkyl, C3-C12cycloalkyl, C4- C25aryl, C5-C25alkylaryl or C5-C25aralkyl, each of which is unsubstituted or substituted; with a suitable lithium organic compound, preferably Li-alkyl or Li-alkylamide; b) optional exchange of lithium against another metal selected from Mg, Zn and Cu; c) reaction of the metallated intermediate obtained in step (a) or (b) with a suitable electrophil, which is CO2 or an aldehyde (addition reaction), or a compound Y'-R17 or Y'-R18-Z (substitution reaction), where R17 and R18 are as defined in claim 1; and optionally d) modification of the product obtained in step (c), e.g. by introducing one or more conjugating moieties Y as defined above, ring closure between suitable monovalent residues R17, exchange or extension of functional groups or substituents such as addition to carbonyl or substitution of carbonyl in R17 or R18. The products, including or corresponding polymers, are excellent conducting materials, e.g. for application in organic field effect transistors, integrated circuits, thin film transistors, displays, RFID tags, electro- or photoluminescent devices, displays, photovoltaic or sensor devices, charge injection layers, Schottky diodes, memory devices, planarising layers, antistatics, conductive substrates or patterns, photoconductors, or electrophotographic applications or recording materials.

    SUBSTITUTED OLIGO- OR POLYTHIOPHENES
    6.
    发明申请
    SUBSTITUTED OLIGO- OR POLYTHIOPHENES 审中-公开
    取代的寡糖或聚乙二醇

    公开(公告)号:WO2009115413A3

    公开(公告)日:2010-05-06

    申请号:PCT/EP2009052646

    申请日:2009-03-06

    Abstract: A process for the preparation of a substituted 2,2'-dithiophene is described, which process comprises the steps (a), (c) and optional steps (b) and (d): a reaction of a compound of the formula: with a suitable lithium organic compound, preferably Li-alkyl or Li-alkylamide; b) optional exchange of lithium against another metal selected from Mg1 Zn and Cu; c) reaction of the metallated intermediate obtained in step (a) or (b) with a suitable electrophil, which is CO2 or an aldehyde (addition reaction), or a compound Y'-R17 or Y'-R18-Z (substitution reaction), where R17 and R18 are as defined in claim 1; and optionally d) modification of the product obtained in step (c), e.g. by introducing one or more conjugating moieties Y ring closure between suitable monovalent residues R17, exchange or extension of functional groups or substituents such as addition to carbonyl or substitution of carbonyl in R17 or R18. The products, including or corresponding polymers, are excellent conducting materials

    Abstract translation: 描述了制备取代的2,2'-二噻吩的方法,该方法包括步骤(a),(c)和任选的步骤(b)和(d):下式化合物与 合适的锂有机化合物,优选为Li-烷基或Li-烷基酰胺; b)任选地将锂与另一种选自Mg1 Zn和Cu的金属交换; c)将步骤(a)或(b)中获得的金属化中间体与合适的亲电体(其为CO 2或醛(加成反应))或化合物Y'-R17或Y'-R18-Z(取代反应 ),其中R 17和R 18如权利要求1所定义; 和任选地d)修饰步骤(c)中获得的产物,例如, 通过在合适的单价残基R17之间引入一个或多个缀合部分Y闭环,官能团或取代基的交换或延伸,例如加成羰基或在R 17或R 18中取代羰基。 包括或相应的聚合物的产品是优良的导电材料

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