Ink composition containing a particular type of dye, and corresponding ink jet printing process
OwnerLuc Vanmaele, Johan Loccufier +3inventors
InventorsLuc Vanmaele, Johan Loccufier, Egbert Meijer, Henricus Janssen, Pieter Fransen
Life of this patent
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Abstract
An ink composition is disclosed which contains a novel type of dye (DYE)n(SAU)m that is capable of self-assembling under appropriate conditions, or is capable of assembling with another analogous dye (DYE′)n′(SAU′)m′, or is capable of assembling with a compound (SAU″)p(X)q, thus forming supramolecular structures. Also disclosed is an ink jet printing process using these novel dyes, and an ink jet printing apparatus provided with an ink cartridge containing such a dye.
Claims16
An ink composition comprising a liquid or solid vehicle and, either,
- (A) at least one dye according to the following general formula (i):
- (DYE)n(SAU)m (I)
- wherein,
- (DYE) means any chromophore with an absorption maximum between 200 nm and 2000 nm covalently linked to (SAU),
- (SAU) means a multiple H-donor/accepting residue, which can form at least three hydrogen bonds, and (SAU) is capable of assembling under appropriate conditions,
- or,
- (B) at least one dye according to the following general formula (I):
- (DYE)n(SAU)m (I), and at least one other analogous dye (DYE′)n′(SAU′)m′, whereby the (SAU) residues are capable of assembling with the (SAU′) residues under appropriate conditions,
- or,
- (C) at least one dye according to the following general formula (I):
- (DYE)n(SAU)m (I), and at least one compound according to formula (II) (SAU″)p(X)q (II), whereby the (SAU) residues are capable of assembling with the (SAU″) residues under appropriate conditions,
- n, n′, m, m′ and p are at least 1;
- when n or n′ is greater than 1 the (DYE) or (DYE′) groups may be the same or different;
- when m or m′ or p is greater than 1 the (SAU) or (SAU′) or (SAU″) groups may be the same or different;
- X is any linking group and q is 0 or 1;
- and wherein for each possible case (A), (B), or (C) the association constant of the assembly reaction Kass, determined by 1H-NMR in CDCl3, is at least 2.5 M−1.
A process for the formation of an ink jet image comprising the step of image-wise jetting by means of an ink jet printing apparatus onto an ink jet recording element, comprising a support and optionally at least one ink receiving layer, droplets of an ink composition comprising a liquid or solid vehicle and, either,
- (A) at least one dye according to the following general formula (I):
- (DYE)n(SAU)m (I)
- wherein,
- (DYE) means any chromophore with an absorption maximum between 200 nm and 2000 nm covalently linked to (SAU),
- (SAU) means a multiple H-donor/accepting residue, which can form at least three hydrogen bonds, and (SAU) is capable of assembling under appropriate conditions,
- or,
- (B) at least one dye according to the following general formula (I):
- (DYE)n(SAU)m (I), and at least one other analogous dye (DYE′)n′(SAU′)m′, whereby the (SAU) residues are capable of assembling with the (SAU′) residues under appropriate conditions,
- or,
- (C) at least one dye according to the following general formula (I):
- (DYE)n(SAU)m (I), and at least one compound according to formula (II) (SAU″)p(X)q (II), whereby the (SAU) residues are capable of assembling with the (SAU″) residues under appropriate conditions,
- n, n′, m, m′ and p are at least 1;
- when n or n′ is greater than 1 the (DYE) or (DYE′) groups may be the same or different;
- when m or m′ or p is greater than 1 the (SAU) or (SAU′) or (SAU″) groups may be the same or different;
- X is any linking group and q is 0 or 1;
- and wherein for each possible case (A), (B), or (C) the association constant of the assembly reaction Kass, determined by 1H-NMR in CDCl3, is at least 2.5 M−1.
A process for the formation of an ink jet image comprising the step of image-wise jetting by means of an ink jet printing apparatus onto an ink jet recording element, comprising a support and at least one ink receiving layer, droplets of an ink composition comprising a liquid or solid vehicle and at least one dye according to the following general formula (I):
- (DYE)n(SAU)m (I)
- wherein,
- (DYE) means any chromophore with an absorption maximum between 200 nm and 2000 nm covalently linked to (SAU),
- (SAU) means a multiple H-donor/accepting residue, which can form at least three hydrogen bonds;
- and wherein said ink receiving layer comprises at least one other analogous dye (DYE′)n′(SAU′)m′, so that after the image-wise jetting of the ink droplets said at least one dye (DYE)n(SAU)m and said at least one analogous dye (DYE′)n′(SAU′)m′assemble in the ink receiving layer, whereby the association constant of the assembly reaction Kass, determined by 1H-NMR in CDCl3, is at least 2.5 M−1;
- n, n′, m, and m′ are at least 1;
- when n or n′ is greater than 1 the (DYE) or (DYE′) groups may be the same or different;
- when m or m′ is greater than 1 the (SAU) or (SAU′) groups may be the same or different.
A process for the formation of an ink jet image comprising the step of image-wise jetting by means of an ink jet printing apparatus onto an ink jet recording element, comprising a support and at least one ink receiving layer, droplets of an ink composition comprising a liquid or solid vehicle and at least one dye according to the following general formula (I):
- (DYE)n(SAU)m (I)
- wherein,
- (DYE) means any chromophore with an absorption maximum between 200 nm and 2000 nm covalently linked to (SAU),
- (SAU) means a multiple H-donor/accepting residue, which can form at least three hydrogen bonds;
- and wherein said ink receiving layer comprises at least one compound according to formula (II) (SAU″)p(X)q (II), so that after the image-wise jetting of the ink droplets said at least one dye (DYE)n(SAU)m and said at least one compound (SAU″)p(X)q assemble in the ink receiving layer, whereby the association constant of the assembly reaction Kass, determined by 1H-NMR in CDCl3, is at least 2.5 M−1
- n, m, and p are at least 1;
- when n is greater than 1 the (DYE) groups may be the same or different;
- when m or p is greater than 1 the (SAU) or (SAU″) groups may be the same or different;
- X is any linking group and q is 0 or 1.
A dye according to Formula (III):
- 98
- wherein
- ‘Linker’ represents any linking group;
- ‘DYE’ means any dye chosen from the group consisting of an azo dye with a molar extinction coefficient larger than 103 l.mol−1.cm−1, an anthraquinone dye, a (poly)methine dye, an azomethine dye, a disazo dye, a carbonium dye, a styryl dye, a stilbene dye, a phthalocyanine dye, a coumarin dye, an aryl-carbonium dye, a nitro dye, a naphtholactam dye, a dioxazine dye, a flavin dye, a formazan dye;
- n and o are the same or different and have a value of at least 1;
- m can be zero or any value of at least 1;
- R1 and R2 are the same or different and represent hydrogen, a halogen, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted thioalkoxy group, a substituted or unsubstituted sulphoxy group, a substituted or unsubstituted sulphone group, a substituted or unsubstituted amino group, a nitrile group, a substituted or unsubstituted, saturated or unsaturated alkyl group, a substituted or unsubstituted acyl group, a substituted or unsubstituted sulphonyl group, a substituted or unsubstituted phosphoryl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted aralkyl group, a heterocyclic group, a ‘DYE’ group, or R1 and R2 represent the necessary atoms to form a ring system.
Dependencies are inferred from the claim text.