US 12,035,546 B2
Method for producing an electronic component which includes a self-assembled monolayer
Peer Kirsch, Seeheim-Jugenheim (DE); Sebastian Resch, Mainz (DE); Henning Seim, Darmstadt (DE); Marc Tornow, Munich (DE); Takuya Kamiyama, Munich (DE); Gerd-Volker Roeschenthaler, Bremen (DE); Romana Pajkert, Bremen (DE); Jacob Woodruff, Philadelphia, PA (US); and Charith Nanayakkara, Philadelphia, PA (US)
Assigned to MERCK PATENT GMBH, Darmstadt (DE)
Appl. No. 17/251,669
Filed by MERCK PATENT GMBH, Darmstadt (DE)
PCT Filed Jun. 11, 2019, PCT No. PCT/EP2019/065160
§ 371(c)(1), (2) Date Dec. 11, 2020,
PCT Pub. No. WO2019/238649, PCT Pub. Date Dec. 19, 2019.
Claims priority of application No. 102018004733.5 (DE), filed on Jun. 14, 2018.
Prior Publication US 2021/0257569 A1, Aug. 19, 2021
Int. Cl. H10K 19/20 (2023.01); H10K 19/00 (2023.01)
CPC H10K 19/202 (2023.02) 20 Claims
OG exemplary drawing
 
1. A process for production of a component, comprising:
(1) providing a substrate having a substrate surface,
(2) applying a solution comprising one or more compounds of the formula I to the substrate surface,
(3) heating the substrate to a temperature in the range from 60° C. to 300° C.,
where formula I is defined as follows:
R1-(A1-Z1)r—(B1)n—(Z2-A2)s-Sp-G  (I)
in which
R1 denotes H, an alkyl or alkoxy radical having 1 to 15 C atoms, where, in addition, one or more CH2 groups in these radicals may each be replaced, independently of one another, by —C≡—, —CH═CH—,

OG Complex Work Unit Chemistry
 —O—, —S—, —CF2O—, —OCF2—, —CO—O—, —O—CO—, —SiR0R00—, —NH—, —NR0— or —SO2— in such a way that O atoms are not linked directly to one another, and in which, in addition, one or more H atoms may each be replaced by halogen, CN, SCN or SF5,
R0, R00 denote, identically or differently, an alkyl or alkoxy radical having 1 to 15 C atoms, in which, in addition, one or more H atoms may each be replaced by halogen,
A1, A2 on each occurrence, identically or differently, denote an aromatic, heteroaromatic, alicyclic or heteroaliphatic ring having 4 to 25 ring atoms, which may also contain condensed rings and which may be mono- or polysubstituted by Y,
Y on each occurrence, identically or differently, denotes F, Cl, CN, SCN, SF5 or straight-chain or branched, in each case optionally fluorinated, alkyl, alkoxy, alkylcarbonyl, alkoxycarbonyl, alkylcarbonyloxy or alkoxycarbonyloxy having 1 to 12 C atoms,
B1 denotes

OG Complex Work Unit Chemistry

OG Complex Work Unit Chemistry
where the groups may be oriented in both directions,
L1 to L5 denote, independently of one another, F, Cl, Br, I, CN, SF5, CF3, or OCF3, where L3 alternatively may also denote H,
Z1, Z2 on each occurrence, identically or differently, denote a single bond, —CF2O—, —OCF2—, —CF2S—, —SCF2—, —CH2O—, —OCH2—, —C(O)O—, —OC(O)—, —C(O)S—, —SC(O)—, —CH2—, —(CH2)2—, —(CH2)3—, —(CH2)4—, —CF2—, —CF2, —CF2—CF2—, —CF2—CH2—, —CH2—CF2—, —CH═CH—, —CF═CF—, —CF═CH—, —CH═CF—, —(CH2)3O—, —O(CH2)3—, —C≡C—, —O—, —S—, —C═N—, —N═C—, —N═N—, —N═N(O)—, —N(O)═N—, or —N═C—C═N—,
Sp denotes a spacer group or a single bond,
G denotes —SO2ORV, —OP(O)(ORV)2, —PO(ORV)2, —C(OH)(PO(ORV)2)2, or —COORV,
RV denotes secondary or tertiary alkyl having 3 to 20 C atoms,
r and s, independently of one another, denote 0, 1, 2 or 3,
where r+s≤4, and
n denotes 0 or 1.