# US 10,308,619 B2 · Substituted triazines and a method for producing same

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- Number: US 10,308,619 B2
- Document ID: US10308619B2
- Status: Granted
- Kind: B2
- Application number: 15/738,905
- Filed: 2016-06-21
- Published: 2018-07-05
- Granted: 2019-06-04
- Earliest claimed: 2015-06-23
- Assignees: Covestro Deutschland AG
- Applicants: Covestro Deutschland AG
- Inventors: Thomas Rölle; Koichi Kawamura; Guiseppe Chiovetta
- Web page: https://patentgrep.com/patent/US10308619B2

## CPC

- C07D 251/24: to three ring carbon atoms
- C07C 67/02: by interreacting ester groups, i.e. transesterification
- C07C 253/30: by reactions not involving the formation of cyano groups
- G03F 7/001: {Phase modulating patterns, e.g. refractive index patterns}
- G03F 7/029: Inorganic compounds; Onium compounds; Organic compounds having hetero atoms other than oxygen, nitrogen or sulfur
- G03F 7/031: Organic compounds not covered by group G03F7/029
- G11B 7/24044: for storing optical interference patterns, e.g. holograms; for storing data in three dimensions [3D], e.g. volume storage (G11B7/24038 takes precedence)
- G11B 7/245: containing a polymeric component
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS
- G03F: PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR; (phototypographic composing devices B41B; photosensitive materials or processes for photographic purposes G03C; electrophotography, sensitive layers or processes therefor G03G)
- G11B: INFORMATION STORAGE BASED ON RELATIVE MOVEMENT BETWEEN RECORD CARRIER AND TRANSDUCER (recording measured values in a way that does not require playback through a transducer G01D9/00; recording or playback apparatus using mechanically marked tape, e.g. punched paper tape, or using unit records, e.g. punched or magnetically marked cards G06K; transferring data from one type of record carrier to another G06K1/18; circuits for coupling output of reproducer to radio receiver H04B1/20; gramophone pick-ups or like acoustic electromechanical transducers or circuits therefor H04R)

## Abstract

The present invention provides aromatic 4,6-bis-trichloromethyl-s-triazin-2-yl compounds of formula (I), a process for producing para-disubstituted benzonitriles as precursor to give compounds of formula (I) and a process for the production thereof.

## Claims

### Claim 1

A process for producing para-disubstituted benzonitriles of formula (IV)
wherein R1, R2, R3 and R4 are each independently hydrogen, halogen, alkyl, alkoxy, alkenyl, alkynyl, alkylthio, alkylseleno, wherein R1 and R2 and/or R3 and R4 may combine to form a 3 to 5-membered saturated or unsaturated bridge optionally substituted with up to 2 heteroatoms and R5 is linear C5 to C20 alkyl which is optionally substituted in any manner by halogen and/or C1 to C10 alkyl and/or C1 to C10 alkoxy and in which up to six carbon atoms may be replaced by oxygen, in which case at least two carbon atoms shall be present between two oxygen atoms and the R5 moiety starts with at least two carbon atoms, wherein the terminal methyl group of the linear C5 to C20 alkyl moiety shall be unsubstituted and R6 is methyl, ethyl or isomeric propyl, and A is a catalyst A, in a one-pot process wherein component (III) is used in excess, components (V), (III) and (IV) are distillatively removed in the stated order in three steps by adjusting the pressure and the temperature, and the difference in the boiling points of compounds (V) and (III) and in the boiling points of compounds (III) and (IV) is not less than 50° C. in either case;
wherein said catalyst A is a titanium(IV) or zirconium(IV) alkanoate wherein the alkanoate corresponds to that of compound (III).