Organic semiconducting composition
AssigneeRaynergy Tek Inc.
InventorsWILLIAM MITCHELL, MANSOOR D'LAVARI, CHANGSHENG WANG, GRAHAM MORSE
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Abstract
The invention relates to a novel composition comprising n-type organic semiconducting (OSC) polymers and p-type OSCs, to its use as organic semiconductors in, or for the preparation of, organic electronic (OE) devices, especially organic photovoltaic (OPV) devices, perovskite-based solar cell (PSC) devices, organic photo-detectors (OPD), organic field effect transistors (OFET) and organic light emitting diodes (OLED), and to OE, OPV, PSC, OPD, OFET and OLED devices comprising the compositions.
Claims31
A composition comprising a p-type organic semiconductor and an n-type organic semiconductor, wherein the n-type organic semiconductor is a conjugated polymer comprising one or more repeating units of formula I
- and optionally one or more divalent repeating units Ar6,
- wherein the individual radicals, independently of each other and on each occurrence identically or differently, have the following meanings
- Ar1, Ar2 area group selected from the following formulae
- U1, U2 are CR1R2, SiR1R2, GeR1R2, C═CR1R2 or NR1,
- Ar3, Ar4, Ar5 are fused aryl or heteroaryl ring which has from 5 to 20 ring atoms, is mono- or polycyclic, optionally contains fused rings, and is unsubstituted or substituted by one or more identical or different groups L,
- Ar6 is —CY1═CY2-, —C≡C—, or arylene or heteroarylene which has from 5 to 20 ring atoms, is mono- or polycyclic, optionally contains fused rings, and is unsubstituted or substituted by one or more identical or different groups L or R1,
- Y1 and Y2 are H, F, Cl or CN,
- R1, R2 are H, F, Cl, CN, or straight-chain, branched or cyclic alkyl with 1 to 30, preferably 1 to 20, C atoms, in which one or more CH2 groups are each 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 each optionally replaced by F, Cl, Br, I or CN, and in which one or more CH2 or CH3 groups are each optionally replaced by a cationic or anionic group, or aryl, heteroaryl, arylalkyl, heteroarylalkyl, aryloxy or heteroaryloxy, wherein each of the aforementioned cyclic groups has 5 to 20 ring atoms, is mono- or polycyclic, optionally contains fused rings, and is unsubstituted or substituted by one or more identical or different groups L,
- and the pair of R1 and R2, together with the C, Si or Ge atom to which they are attached, may also form a spiro group with 5 to 20 ring atoms which is mono- or polycyclic, optionally contains fused rings, and is unsubstituted or substituted by one or more identical or different groups L,
- L is F, Cl, —NO2, —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, —CF3, —SF5, or optionally substituted silyl, or carbyl or hydrocarbyl with 1 to 30, preferably 1 to 20 C atoms that is optionally substituted and optionally comprises one or more hetero atoms, preferably F, —CN, R0, —OR0, —SR0, —C(═O)—R0, —C(═O)—OR0, —O—C(═O)—R0, —O—C(═O)—OR0, —C(═O)—NHR0, or —C(═O)—NR0R00,
- R0, R00 are H or straight-chain or branched alkyl with 1 to 20 C atoms that is optionally fluorinated,
- X0 is halogen, preferably F or Cl,
- k is 0 or an integer from 1 to 10, preferably 0, 1, 2, 3, 4, 5, 6 or 7, very preferably 0, 1, 2 or 3, most preferably 1,
- wherein the conjugated polymer comprises at least one unit of formula I having electron acceptor properties and/or at least one unit Ar6 having electron acceptor properties,
- and wherein the conjugated polymer does not contain a naphthalene-1,4,5,8-tetracarboxydiimide or a perylene-3,4,9,10-tetracarboxy diimide moiety.
(canceled)
A conjugated polymer comprising one or more repeating units of formula I and one or more units Ar6, wherein
- Ar6 is —CY1═CY2—, or arylene or heteroarylene which has from 5 to 20 ring atoms, is mono- or polycyclic, optionally contains fused rings, and is unsubstituted or substituted by one or more identical or different groups L or R1,
- R1 is H, F, Cl, CN, or straight-chain, branched or cyclic alkyl with 1 to 30, preferably 1 to 20, C atoms, in which one or more CH2 groups are each 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 each optionally replaced by F, Cl, Br, I or CN, and in which one or more CH2 or CH3 groups are each optionally replaced by a cationic or anionic group, or aryl, heteroaryl, arylalkyl, heteroarylalkyl, aryloxy or heteroaryloxy, wherein each of the aforementioned cyclic groups has 5 to 20 ring atoms, is mono- or polycyclic, optionally contains fused rings, and is unsubstituted or substituted by one or more identical or different groups L,
- L is F, Cl, —NO2, —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, —CF3, —SF5, or optionally substituted silyl, or carbyl or hydrocarbyl with 1 to 30 C atoms that is optionally substituted and optionally comprises one or more hetero atoms,
- R0, R00 are H or straight-chain or branched alkyl with 1 to 20 C atoms that is optionally fluorinated,
- X0 is halogen.
Dependencies are inferred from the claim text.