Patent number: 8598304
Abstract: Poly(5,5?-bis(thiophen-2-yl)-benzo[2,1-b;3,4-b?]dithiophene) comprising as repeating units the group of the formula (I) wherein R is independently selected from a) a C1-20 alkyl group, b) a C2-20 alkenyl group, c) a C2-20 alkynyl group, d) a C1-20 alkoxy group, e) a —Y—C3-10 cycloalkyl group, f) a —Y—C6-14 aryl group, g) a —Y-3-12 membered cycloheteroalkyl group, or h) a —Y-5-14 membered heteroaryl group, wherein each of the C1-20 alkyl group, the C2-20 alkenyl group, the C2-20 alkynyl group, the C3-10 cycloalkyl group, the C6-14 aryl group, the 3-12 membered cycloheteroalkyl group, and the 5-14 membered heteroaryl group is optionally substituted with 1-4 R1 groups, R1 is independently selected from a) a S(O)m—C1-20 alkyl group, b) a S(O)m—OC1-20 alkyl group, c) a S(O)m—OC6-14 aryl group, d) a C(O)—OC1-20 alkyl group, e) a C(O)—OC6-14 aryl group, f) a C1-20 alkyl group, g) a C2-20 alkenyl group, h) a C2-20 alkynyl group, i) a C1-20 alkoxy group, j) a C3-10 cycloalkyl group, k) a C6-14 aryl group, l) a 3-12 me
Type:
Grant
Filed:
June 25, 2009
Date of Patent:
December 3, 2013
Assignees:
BASF SE, Max-Planck-Gesellschaft zur Förderung der Wissenschaften e.V.
Inventors:
Marcel Kastler, Silke Koehler, Klaus Muellen, Miaoyin Liu, Dirk Beckmann, Ralph Rieger
Patent number: 8501046
Abstract: Use of rylene derivatives I with the following definition of the variables: X together both —COOM; Y a radical -L-NR1R2??(y1) -L-Z—R3??(y2) the other radical hydrogen; together both hydrogen; R is optionally substituted (het)aryloxy, (het)arylthio; P is —NR1R2; B is alkylene; optionally substituted phenylene; combinations thereof; A is —COOM; —SO3M; —PO3M2; D is optionally substituted phenylene, naphthylene, pyridylene; M is hydrogen; alkali metal cation; [NR5]4+; L is a chemical bond; optionally indirectly bonded, optionally substituted (het)arylene radical; R1, R2 are optionally substituted (cyclo)alkyl, (het)aryl; together optionally substituted ring comprising the nitrogen atom; Z is —O—; —S—; R3 is optionally substituted alkyl, (het)aryl; R? is hydrogen; optionally substituted (cyclo)alkyl, (het)aryl; R5 is hydrogen; optionally substituted alkyl (het)aryl; m is 0, 1, 2; n, p m=0: 0, 2, 4 where: n+p=2, 4, if appropriate 0; m=1: 0, 2, 4 where: n+p=0, 2, 4; m=2: 0, 4, 6 where:
Type:
Grant
Filed:
February 27, 2012
Date of Patent:
August 6, 2013
Assignees:
BASF SE, Max-Planck-Gesellschaft zur Foerderung der Wissenschaften E.V.
Inventors:
Neil Gregory Pschirer, Felix Eickemeyer, Jan Schoenbeboom, Jianqiang Qu, Martin Koenemann, Klaus Muellen, Chen Li, Andreas Herrmann, Peter Erk, Gero Nordmann, Alfred Kuhn, Anders Hagfeldt, Tomas Edvinsson
Patent number: 8389670
Abstract: Dithienobenzo-thieno[3,2-b]thiophene-copolymers of the formula (I) wherein: pi is a monocyclic or polycyclic moiety optionally substituted with 1-4 Ra groups, wherein Ra, at each occurrence, is independently hydrogen or a) a halogen, b) —(CN, c) —NO2, d) oxo, e) —OH, f) ?C(Rb)2; g) a C1-20 alkyl group, h) a C2-20 alkenyl group, i) a C2-20 alkynyl group, j) a C1-20 alkoxy group, k) a C1-20 alkylthio group, l) a C1-20 haloalkyl group, m) a —Y—C3-10 cycloalkyl group, n) a —Y—C6-14 aryl group, o) a —Y-3-12 membered cycloheteroalkyl group, or p) a —Y-5-14 membered heteroaryl group, wherein each of the C1-20 alkyl group, the C2-20 alkenyl group, the C2-20 alkynyl group, the C3-10 cycloalkyl group, the C6-14 aryl or haloaryl group, the 3-12 membered cycloheteroalkyl group, and the 5-14 membered heteroaryl group is optionally substituted with 1-4 Rb groups; Y, at each occurrence, is independently a divalent C1-6 alkyl group, a divalent C1-6 haloalkyl group, or a covalent bond; and R1, R2, R3, at each occurrence, are
Type:
Grant
Filed:
November 29, 2010
Date of Patent:
March 5, 2013
Assignees:
BASF SE, Max-Planck-Gesellschaft zur Foerderung der Wissenschaften e.V.
Inventors:
Marcel Kastler, Silke Annika Koehler, Klaus Muellen, Ralph Rieger
Patent number: 8367717
Abstract: Dithienobenzodithiophenes of general formula (I) in which R1 to R6 are each independently selected from a) H, b) halogen, c) —CN, d) —NO2, e) —OH, f) a C1-20 alkyl group, g) a C2-20 alkenyl group, h) a C2-20 alkynyl group, i) a C1-20 alkoxy group, j) a C1-20 alkylthio group, k) a C1-20 haloalkyl group, I) a —Y—C3-10 cycloalkyl group, m) a —Y—C6-14 aryl group, n) a —Y-3-12 membered cyclo-heteroalkyl group, or o) a —Y-5-14 membered heteroaryl group, wherein each of the C1-20 alkyl group, the C2-20 alkenyl group, the C2-20 alkynyl group, the C3-10 cycloalkyl group, the C6-14 aryl group, the 3-12 membered cyc-loheteroalkyl group, and the 5-14 membered heteroaryl group is optionally substituted with 1-4 R7 groups, wherein R1 and R3 and R2 and R4 may also together form an aliphatic cyclic moiety, Y is independently selected from divalent a C1-6 alkyl group, a divalent C1-6 haloalkyl group, or a covalent bond; and m is independently selected from 0, 1, or 2.
Type:
Grant
Filed:
June 25, 2009
Date of Patent:
February 5, 2013
Assignees:
BASF SE, Max-Planck-Gesellschaft zur Foerderung der Wissenschaften e.V.
Inventors:
Marcel Kastler, Silke Koehler, Klaus Muellen, Peng Gao, Dirk Beckmann, Xinliang Feng, Hoi Nok Tsao
Publication number: 20120289672
Abstract: Dithienobenzo-thieno[3,2-b]thiophene-copolymers of the formula (I) wherein: pi is a monocyclic or polycyclic moiety optionally substituted with 1-4 Ra groups, wherein Ra, at each occurrence, is independently hydrogen or a) a halogen, b) —(CN, c) —NO2, d) oxo, e) —OH, f) ?C(Rb)2; g) a C1-20 alkyl group, h) a C2-20 alkenyl group, i) a C2-20 alkynyl group, j) a C1-20 alkoxy group, k) a C1-20 alkylthio group, l) a C1-20 haloalkyl group, m) a —Y—C3-10 cycloalkyl group, n) a —Y—C6-14 aryl group, o) a —Y-3-12 membered cycloheteroalkyl group, or p) a —Y-5-14 membered heteroaryl group, wherein each of the C1-20 alkyl group, the C2-20 alkenyl group, the C2-20 alkynyl group, the C3-10 cycloalkyl group, the C6-14 aryl or haloaryl group, the 3-12 membered cycloheteroalkyl group, and the 5-14 membered heteroaryl group is optionally substituted with 1-4 Rb groups; Y, at each occurrence, is independently a divalent C1-6 alkyl group, a divalent C1-6 haloalkyl group, or a covalent bond; and R1, R2, R3, at each occurrence, are
Type:
Application
Filed:
November 29, 2010
Publication date:
November 15, 2012
Applicants:
Max-Planck-Gesellschaft zur Foerderung der Wissenschaften e.V., BASF SE
Inventors:
Marcel Kastler, Silke Annika Koehler, Klaus Muellen, Ralph Rieger
Publication number: 20120283432
Abstract: Use of rylene derivatives I with the following definition of the variables: X together both —COOM; Y a radical -L-NR1R2??(y1) -L-Z—R3??(y2) the other radical hydrogen; together both hydrogen; R is optionally substituted (het)aryloxy, (het)arylthio; P is —NR1R2; B is alkylene; optionally substituted phenylene; combinations thereof; A is —COOM; —SO3M; —PO3M2; D is optionally substituted phenylene, naphthylene, pyridylene; M is hydrogen; alkali metal cation; [NR5]4+; L is a chemical bond; optionally indirectly bonded, optionally substituted (het)arylene radical; R1, R2 are optionally substituted (cyclo)alkyl, (het)aryl; together optionally substituted ring comprising the nitrogen atom; Z is —O—; —S—; R3 is optionally substituted alkyl, (het)aryl; R? is hydrogen; optionally substituted (cyclo)alkyl, (het)aryl; R5 is hydrogen; optionally substituted alkyl (het)aryl; m is 0, 1, 2; n, p m=0: 0, 2, 4 where: n+p=2, 4, if appropriate 0; m=1: 0, 2, 4 where: n+p=0, 2, 4; m=2: 0, 4, 6
Type:
Application
Filed:
February 27, 2012
Publication date:
November 8, 2012
Applicants:
MAX-PLANCK-GESEL. ZUR FOERDERUNG DER WISSEN. E.V., BASF SE
Inventors:
Neil Gregory PSCHIRER, Felix Eickemeyer, Jan Schöneboom, Jianqiang Qu, Martin Könemann, Klaus Müllen, Chen Li, Andreas Herrmann, Peter Erk, Gero Nordmann, Alfred Kuhn, Anders Hagfeldt, Tomas Edvinsson
Publication number: 20120116050
Abstract: The present invention relates to novel pyrene-based polymers, methods of preparing the same and uses thereof, in particular for electroluminescent devices. The novel polymers of the invention have the following general formula (I): wherein R1, R2, R3, R4, R5, R6, R7 and R8 are independently of each other hydrogen, halogen, in particular F, SiR100R101R102, or an organic substituent, or R6 and R7, R3 and R4, and/or any of the substituents R1, R2, R3, R4, R5, R6, R7 and/or R8, which are adjacent to each other, together form an aromatic, or heteroaromatic ring, or ring system, which can optionally be substituted, n1 and n2 are 0, 1, or 2, R100, R101 and R102 are independently of each other C1-C18 alkyl, substituted or unsubstituted C6-C18 aryl, and Ar1 and Ar2 are each independently of each other a substituted or unsubstituted arylene or heteroarylene group.
Type:
Application
Filed:
April 20, 2010
Publication date:
May 10, 2012
Applicants:
Technische Universitaet Graz, Max-Planck-gesellschaft zur Foerderung der Wissenschaften e.V.
Inventors:
Klaus Muellen, Teresa Figueira-Duarte, Pablo Gabriel Del Rosso, Emil J.W. List, Roman Trattnig