Monoazocompounds with an indanyl moiety

Organic compounds -- part of the class 532-570 series – Organic compounds – Azo

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Details

106 3105, 106 3106, 106 3151, 427466, C09B 2901, C09B 2930, C09D 1100

Patent

active

060751312

DESCRIPTION:

BRIEF SUMMARY
This invention relates to chemical compounds, especially coloured azo compounds, to inks containing the compounds especially inks suitable for colouring substrates such as sheet materials (e.g. paper); use of the compounds in a printing process such as ink jet printing (IJP'); and substrates coloured with such compounds.
IJP is a non-impact printing technique in which droplets of ink are ejected through a fine nozzle onto a substrate without bringing the nozzle into contact with the substrate. There are many demanding performance requirements for dyes and inks used in IJP. For example they desirably provide sharp, non-feathered images having good water-fastness, light-fastness and optical density. The inks are often required to dry quickly when applied to a substrate to prevent smudging, but they should not form a crust over the tip of an ink jet nozzle because this will stop the printer from working. The inks should also be stable to storage over time without decomposing or forming a precipitate which could block the fine nozzle.
According to a first aspect of the present invention, there are provided compounds of Formula (1) more of the following (including mixtures thereof and combinations thereof in the same species): stereoisomers, zwitterions, polymorphs, solvates, isotopic forms; and all suitable salts thereof; in which: optionally substituted aromatic group, or an optionally substituted aliphatic group); and ##STR2## in which: R.sup.1 comprises H or optionally substituted hydrocarbyl (preferably H or optionally substituted alkyl); and substantially free from fiber reactive groups.
The term `hydrocarbyl` as used herein denotes any radical moiety which comprises one or more hydrogen atoms with one or more carbon atoms and optionally one or more other suitable heteroatoms, preferably nitrogen, oxygen and/or sulphur. More preferably `hydrocarbyl` moieties comprise any of the following moieties and combinations thereof in the same moiety: alkyl, alkoxy, alkanoyl, carboxy, alkanoyloxy, alkoxycarbonyl, alkylthio, alkylsulphinyl, alkylsulphonyl, carbamoyl, sulphamoyl, alkylamino, and/or alkanoylamino. Hydrocarbyl moieties may also comprise one or more double and/or triple carbon to carbon bonds and/or aromatic moieties.
The term `alkyl` or its equivalent (e.g. `alk`) as used herein may be readily replaced, where appropriate, by terms encompassing other hydrocarbon moieties such as those comprising double bonds, triple bonds, and/or aromatic moieties (e.g. alkenyl, alkynyl and/or aryl) as well as multivalent species attached to two or more substituents (such as alkylene). The term `halo` as used herein signifies fluoro, chloro, bromo and iodo, preferably fluro and chloro.
Any radical group or moiety mentioned herein (e.g. as a substituent) refers to a monovalent radical unless otherwise stated or the context clearly indicates otherwise (e.g. an alkylene moiety is bivalent and links two other moieties). A group which comprises a chain of three or more atoms signifies a group in which the chain wholly or in part may be linear, branched and/or form a ring (including spiro and/or fused rings). The total number of certain atoms is specified for certain substituents for example C.sub.1-n hydrocarbyl, signifies an hydrocarbyl moiety comprising from 1 to n carbon atoms. In any of the formulae herein if one or more ring substituents are not indicated as attached to any particular atom on the ring the substituent may replace any H attached to an atom in the ring and may be located at any available position on the ring which is chemically suitable.
Preferably any of the hydrocarbyl groups listed above comprise from 1 to 24 carbon atoms, more preferably from 1 to 18, most preferably from 1 to 10. It is particularly preferred that the number of carbon atoms in a hydrocarbyl group is from 1 to 4 inclusive.
The term `optionally substituted` as used herein, unless immediately followed by a list of one or more substituent groups, means optionally substituted with one or more groups selected from: hydroxy, mercapto, amino, n

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