US 11,770,971 B2
Esters containing aromatic groups as solvents for organic electronic formulations
Gaëlle Béalle, Heidelberg (DE); Christoph Leonhard, Otzberg (DE); Hsin-Rong Tseng, Wiesbaden (DE); Irina Martynova, Griesheim (DE); Aurélie Ludemann, Frankfurt am Main (DE); Edgar Kluge, Gross-Gerau (DE); Anja Jatsch, Frankfurt am Main (DE); Manuel Hamburger, Mannheim (DE); Li Wei Tan, Eastleigh (GB); Pawel Miskiewicz, Southampton (GB); Philip Edward May, Sidcup (GB); and Daniel Walker, Southampton (GB)
Assigned to Merck Patent GmbH, Darmstadt (DE)
Filed by Merck Patent GmbH, Darmstadt (DE)
Filed on Oct. 11, 2021, as Appl. No. 17/498,366.
Application 17/498,366 is a continuation of application No. 16/062,137, granted, now 11,171,294, previously published as PCT/EP2016/001905, filed on Nov. 15, 2016.
Claims priority of application No. 15200139 (EP), filed on Dec. 15, 2015.
Prior Publication US 2022/0102649 A1, Mar. 31, 2022
Int. Cl. H01B 1/12 (2006.01); C09D 11/00 (2014.01); H10K 85/60 (2023.01); C09D 11/50 (2014.01); C09D 11/52 (2014.01); C09D 11/36 (2014.01); C09D 11/38 (2014.01); H10K 71/00 (2023.01); H10K 71/15 (2023.01); H10K 71/13 (2023.01); H10K 85/30 (2023.01); H10K 85/10 (2023.01)
CPC H10K 85/654 (2023.02) [C09D 11/36 (2013.01); C09D 11/38 (2013.01); C09D 11/50 (2013.01); C09D 11/52 (2013.01); H01B 1/12 (2013.01); H10K 71/00 (2023.02); H10K 71/15 (2023.02); H10K 85/626 (2023.02); H10K 71/135 (2023.02); H10K 85/151 (2023.02); H10K 85/30 (2023.02); H10K 85/342 (2023.02)] 19 Claims
OG exemplary drawing
 
1. A formulation comprising
(A) at least one ester solvent according to General Formula (II):

OG Complex Work Unit Chemistry
wherein R1 is H or R3; R2 is H or R3; and R3 may be the same or different from each other and is on each occasion selected independently from the group consisting of hydrogen, straight-chain alkyl groups having from 1 to 12 carbon atoms, straight-chain alkenyl or alkynyl groups having from 2 to 12 carbon atoms, branched-chain alkyl or alkenyl groups having from 3 to 12 carbon atoms and branched-chain alkynyl groups having from 4 to 12 carbon atoms, wherein one or more non-adjacent CH2 groups may be optionally replaced by —O—, —S—, or —Si(R5)2—; or
R1 and R2 taken together represent=CH2; and R3 is selected from the group consisting of hydrogen, straight-chain alkyl groups having from 1 to 12 carbon atoms, straight-chain alkenyl or alkynyl groups having from 2 to 12 carbon atoms, branched-chain alkyl or alkenyl groups having from 3 to 12 carbon atoms and branched-chain alkynyl groups having from 4 to 12 carbon atoms, wherein one or more non-adjacent CH2 groups may be optionally replaced by —O—, —S—, or —Si(R5)2—; and
wherein X on each occasion is selected independently from CR4;
R4 on each occasion is selected independently from the group consisting of hydrogen, straight-chain alkyl or alkoxy groups having from 1 to 12 carbon atoms, straight-chain alkenyl or alkynyl groups having from 2 to 12 carbon atoms, branched-chain alkyl, alkoxy or alkenyl groups having from 3 to 12 carbon atoms, branched-chain alkynyl groups having from 4 to 12 carbon atoms and SiR53;
R5 on each occasion is selected independently from the group consisting of hydrogen, straight-chain alkyl or alkoxy groups having from 1 to 12 carbon atoms and branched-chain alkyl or alkoxy groups having from 3 to 12 carbon atoms;
Q2 is absent; and
wherein at least one R4 is a straight-chain alkoxy group having from 1 to 12 carbon atoms or a branched-chain alkoxy group having from 3 to 12 carbon atoms; and
(B) at least one organic functional material selected from the group consisting of organic conductors, organic semiconductors, organic fluorescent compounds, organic phosphorescent compounds, organic light-absorbent compounds, organic light-sensitive compounds, organic photosensitisation agents and other organic photoactive compounds, selected from organometallic complexes of transition metals, rare earth metals, lanthanides and actinides.