US 12,329,024 B2
Organic semiconductors
Graham Morse, Southampton (GB); Agnieszka Pron, Eastleigh (GB); Sebastian Kowalski, Darmstadt (DE); Priti Tiwana, North Baddesley (GB); Jonathan Snow, Salisbury (GB); and Li Wei Tan, Chandlers Ford (GB)
Assigned to RAYNERGY TEK INCORPORATION, Hsinchu (TW)
Appl. No. 17/593,352
Filed by RAYNERGY TEK INCORPORATION, Hsinchu (TW)
PCT Filed Mar. 17, 2020, PCT No. PCT/EP2020/057174
§ 371(c)(1), (2) Date Sep. 16, 2021,
PCT Pub. No. WO2020/187867, PCT Pub. Date Sep. 24, 2020.
Claims priority of application No. 19163631 (EP), filed on Mar. 19, 2019.
Prior Publication US 2022/0173321 A1, Jun. 2, 2022
Int. Cl. H10K 85/10 (2023.01); C08G 61/12 (2006.01)
CPC H10K 85/113 (2023.02) [C08G 61/126 (2013.01); H10K 85/151 (2023.02); C08G 2261/122 (2013.01); C08G 2261/149 (2013.01); C08G 2261/3223 (2013.01); C08G 2261/3243 (2013.01); C08G 2261/411 (2013.01); C08G 2261/514 (2013.01)] 24 Claims
 
1. A conjugated copolymer comprising one or more units of formula I and one or more units of formula II that are distributed in random sequence along the polymer backbone

OG Complex Work Unit Chemistry
wherein the individual radicals, independently of each other and on each occurrence identically or differently, have the following meanings
Ar1 is a group selected from the following formulae and their mirror images

OG Complex Work Unit Chemistry
Ar2 is a group selected from the following formulae and their mirror images

OG Complex Work Unit Chemistry
X1, X2 are H, F, Cl or straight-chain or branched alkyl with 1 to 20 C atoms that is optionally fluorinated,
W is S, O, Se, CR1R2 or NR1,
R1-10 is H, F, Cl, straight-chain, branched or cyclic alkyl with 1 to 30 C atoms, in which one or more CH2 groups are optionally replaced by —O—, —S—, —C(═O)—, —C(═S)—, —C(═O)—O—, —O—C(═O)—, —NR0—, —SiR0R00—, —CF2—, —CR0═CR00—, —CY1═CY2— or —C≡C— in such a manner that O and/or S atoms are not linked directly to one another, and in which one or more H atoms are optionally replaced by F, Cl, Br, I or CN, and in which one or more CH2 or CH3 groups are optionally replaced by a cationic or anionic group, or aryl, heteroaryl, arylalkyl or heteroarylalkyl, wherein each of the aforementioned cyclic groups has 5 to 20 ring atoms, is mono- or polycyclic, does optionally contain fused rings, and is unsubstituted or substituted by one or more identical or different groups L,
L is F, Cl, —CN, —NC, —NCO, —NCS, —OCN, —SCN, R0, OR0, SR0, —C(═O)X0, —C(═O)R0, —C(═O)—OR0, —O—C(═O)—R0, —NH2, —NHR0, —NR0R00, —C(═O)NHR0, —C(═O)NR0R00, —SO3R0, —SO2R0, —OH, —NO2, —CF3, —SF5, or optionally substituted silyl, or carbyl or hydrocarbyl with with 1 to 30 C atoms that is optionally substituted and optionally comprises one or more hetero atoms,
Y1, Y2 are H, F, Cl or CN,
X0 halogen,
Z1 S,
R0, R00 are H or straight-chain or branched alkyl with 1 to 20 C atoms that is optionally fluorinated,
a, b are 1 or 2.