公开(公告)号：US11384197B2

公开(公告)日：2022-07-12

申请号：US16304239

申请日：2017-05-15

Applicant: CLAP CO., LTD.

Inventor： Pascal Hayoz ,  Daniel Kaelblein

IPC: H01L51/05 ,  C08G61/12 ,  H01L51/00

Abstract: The present invention relates to polymers comprising a repeating unit of the formula—[Ar3]c—[Ar2]b—[Ar1]a—Y(R1)n1 (R2)n2—[Ar1′]a—[Ar2′]b′—[Ar3′]c′— (I), wherein γ is a bivalent heterocyclic group, or ring system, which may optionally be substituted, Ar1, Ar1′Ar2, Ar2′, Ar3 and Ar3′ are independently of each other a C6-C24 arylen group, which can optionally be substituted, or a C2-C30 heteroarylen group, which can optionally be, Formula (1), substituted; at least one of R1 and R2 is a group of formula (II); and their use as organic semiconductor in organic devices, especially in organic photovoltaics and photodiodes, or in a device containing a diode and/or an organic field effect transistor. The polymers according to the invention can 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 and photodiodes.

公开(公告)号：US11778893B2

公开(公告)日：2023-10-03

申请号：US17285445

申请日：2019-10-10

Applicant: Clap Co., Ltd. ,  King Abdullah University of Science & Technology

Inventor： Daniel Kaelblein ,  Pascal Hayoz ,  Hu Chen ,  Iain McCulloch

IPC: H10K85/10 ,  C07D495/22 ,  C08G61/12 ,  H10K10/46

CPC classification number: H10K85/113 ,  C07D495/22 ,  C08G61/126 ,  H10K85/151 ,  C08G2261/124 ,  C08G2261/1412 ,  C08G2261/18 ,  C08G2261/228 ,  C08G2261/3243 ,  C08G2261/3246 ,  C08G2261/92 ,  H10K10/464

Abstract: The present invention provides compounds comprising at least one unit of formula (1) or (1′) as well as a process for the preparation of the compounds, intermediates of this process, electronic devices comprising the compounds, and the use of the compounds as semiconducting materials.

公开(公告)号：US11667650B2

公开(公告)日：2023-06-06

申请号：US17508164

申请日：2021-10-22

Applicant: CLAP Co., Ltd. ,  King Abdullah University of Science and Technology

Inventor： Hu Chen ,  Weimin Zhang ,  Michael Hurhangee ,  Iain McCulloch ,  Pascal Hayoz ,  Daniel Kaelblein

IPC: C07D495/04 ,  C08G61/12 ,  H10K85/10 ,  H10K85/60

CPC classification number: C07D495/04 ,  C08G61/126 ,  H10K85/113 ,  H10K85/151 ,  H10K85/6576 ,  C08G2261/124 ,  C08G2261/146 ,  C08G2261/1412 ,  C08G2261/3243 ,  C08G2261/3246 ,  C08G2261/344 ,  C08G2261/414 ,  C08G2261/91 ,  C08G2261/92 ,  C08G2261/95

Abstract: Polymers comprising at least one unit of formulae




and compounds of the formulae






wherein, in formulae 1, 1′, 2 and 2′
n is 0, 1, 2, 3 or 4
m is 0, 1, 2, 3 or 4
M1 and M2 are independently of each other an aromatic or heteroaromatic monocyclic or bicyclic ring system;
X is at each occurrence selected from the group consisting of O, S, Se or Te,
Q is at each occurrence selected from the group consisting of C, Si or Ge
R is at each occurrence selected from the group consisting of hydrogen, C1-100-alkyl, C2-100-alkenyl, C2-100-alkynyl, C5-12-cycloalkyl, C6-18-aryl, a 5 to 20 membered heteroaryl, C(O)—C1-100-alkyl, C(O)—C5-12-cycloalkyl and C(O)—OC1-100-alkyl.
R2, R2′, R2″, R* are at each occurrence independently selected from the group consisting of hydrogen, C1-30-alkyl, C2-30-alkenyl, C2-30-alkynyl, C5-12-cycloalkyl, C6-18-aryl, 5 to 20 membered heteroaryl, OR21, OC(O)—R21, C(O)—OR21, C(O)—R21, NR21R22, NR21—C(O)R22, C(O)—NR21R22, N[C(O)R21][C(O)R22], SR21, halogen, CN, SiRSisRSitRSiu and OH,
L1 and L2 are independently from each other and at each occurrence selected from the group consisting of C6-30-arylene, 5 to 30 membered heteroarylene,

公开(公告)号：US10793668B2

公开(公告)日：2020-10-06

申请号：US16060728

申请日：2016-12-08

Applicant: CLAP Co., Ltd.

Inventor： Pascal Hayoz ,  Daniel Kaelblein ,  Iain McCulloch ,  Astrid-Caroline Knall

IPC: C08G61/12 ,  C07D495/04 ,  H01L51/00 ,  H01L51/05

Abstract: Polymers comprising at least one unit of formula 1 and compounds of the formula 1′ wherein, in formulae 1 and 1′ n is 0, 1, 2, 3 or 4 m is 0, 1, 2, 3 or 4 X is at each occurrence selected from the group consisting of O, S, Se or Te, Q is at each occurrence selected from the group consisting of C, Si or Ge R is at each occurrence selected from the group consisting of hydrogen, C1-30-alkyl, C2-30-alkenyl, C2-30-alkynyl, C5-12-cycloalkyl, C6-18-aryl, R2, R2′, R* are at each occurrence independently selected from the group consisting of hydrogen, C1-30-alkyl, C2-30-alkenyl, C2-30-alkynyl, C5-12-cycloalkyl, C6-18-aryl, 5 to 20 membered hetero-aryl, OR21, OC(O)—R21, C(O)—OR21, C(O)—R21, NR21R22, NR21—C(O)R22, C(O)—NR21R22, N[C(O)R21][C(O)R22], SR21, halogen, CN, SiRSisRSitRSiu and OH, L1 and L2 are independently from each other and at each occurrence selected from the group consisting of C6-30-arylene, 5 to 30 membered heteroarylene.